Chemical Formula Synonyms Lycopene CAS Number 502-65-8 EINECS Number 207-949-1 Empirical Formula C40H56 Molecular Mass 536.88 g/mol E number E 160d Product Description Lycopene 20% LF is a red suspension containing micronized crystals of Lycopene dispersed in corn oil. [28] reported a reduction of nearly 30% over 16 weeks in patients consuming Olestra together with lycopene, and the presence of very high levels of phytosterols in some functional foods, which have been demonstrated to reduce carotenoid absorption. All of α-carotene β-carotene, lycopene, and β-cryptoxanthin have antioxidant activity. It is an antioxidant and is the parent substance from which all natural carotenoids are derived. By signing up for this email, you are agreeing to news, offers, and information from Encyclopaedia Britannica. Tang et al. This suggests the possibility of promoting the production of aroma substances of herbs by environmental control in plant factories like polyphenols and ascorbic acid. The total polyphenol content of basil produced at the plant factory research center was 117 ± 12 mg × 100 g− 1 (± SE), which was larger than that of anthocyanin rich grape “Kyoho.” And the total polyphenol content of the leaf lettuce produced at the center was 117 ± 12 mg × 100 g− 1, which was comparable to that of mizuna rich in anthocyanin. … Lycopene is a water-insoluble, bright red, most common dietary carotenoid synthesized by photosynthetic organisms (plants, algae, and some types of fungus) and chemically characterized by a large unsaturated hydrocarbon chain (tetraterpene) containing 35–40 carbon atoms with chemical formula C 40 H 56 and a melting point of 172°C [111]. Lycopene (from the neo-Latin Lycopersicum, the tomato species) is a bright red carotene and carotenoid pigment and phytochemical found in tomatoes and other red fruits and vegetables, such as red carrots, watermelons, gac, and papayas, but it is not in strawberries or cherries. Although the mechanism for this synergism is not clear, the possibility that this interaction between α-tocopherol and β-carotene applies in vivo should be investigated. Lycopene is stored mainly in the liver, where it can be mobilized when serum levels decrease. Chemical formula: C40H56. Fig. Previous studies have shown a better stability of lycopene from natural matrices, such as tomatoes, than in its isolated form [14,15]. Be on the lookout for your Britannica newsletter to get trusted stories delivered right to your inbox. Lycopene is insoluble in water, almost insoluble in methanol and ethanol, and soluble in organic solvents such as carbon disulphide, ethyl ether, petroleum ether, chloroform, and benzene. Royalty-free stock photo ID: 1670307403. Empirical … 1.2.4. Figure 1. Lycopene, chlorogenic acid, and p-coumaric acids are present in tomato, which is helpful in reducing the chances of cancer. In its natural, all-trans form, the molecule is long and straight, constrained by its system of 11 conjugated double bonds. Total carotenoids, as well as specific carotenoids like lycopene or xanthophylls like lutein, can be extracted from fruit components with ethanol: hexane (4:3, v/v). [ lī ′kə-pēn′ ] A red carotenoid found chiefly in blood, the reproductive organs, tomatoes, and palm oils. 1). However, processed tomato products contain higher amounts of lycopene as processing steps often involve water loss [115]. Encyclopaedia Britannica's editors oversee subject areas in which they have extensive knowledge, whether from years of experience gained by working on that content or via study for an advanced degree.... …include plant pigments such as lycopene, which is responsible for the red colour of ripe tomatoes and watermelon. 1.2.3. Furthermore, this chemopreventive combination inhibited tumor progression and inflammation through suppression of MMP-7, MMP-9, COX-2, and PGE2. It is one of a number of pigments called carotenoids. Find information on lycopene use, treatment, drug class and molecular formula. ScienceDirect ® is a registered trademark of Elsevier B.V. ScienceDirect ® is a registered trademark of Elsevier B.V. URL: https://www.sciencedirect.com/science/article/pii/B9780444596031000114, URL: https://www.sciencedirect.com/science/article/pii/B9780444626493000156, URL: https://www.sciencedirect.com/science/article/pii/B9780128178904000056, URL: https://www.sciencedirect.com/science/article/pii/B978044464199100004X, URL: https://www.sciencedirect.com/science/article/pii/B978008102659500046X, URL: https://www.sciencedirect.com/science/article/pii/B9780444516565500177, URL: https://www.sciencedirect.com/science/article/pii/B978095319498850014X, URL: https://www.sciencedirect.com/science/article/pii/B9780128139738000038, URL: https://www.sciencedirect.com/science/article/pii/B9780128178904000068, URL: https://www.sciencedirect.com/science/article/pii/B9780124095472145251, Medicinal Chemistry of Anticancer Drugs, 2008, Medicinal Chemistry of Anticancer Drugs (Second Edition), Bioactive lead compounds and molecular targets for the treatment of heart diseases, Shahira M. Ezzat, ... Mohamed A. Salem, in, Phytochemicals as Lead Compounds for New Drug Discovery, Chemopreventive Role of Dietary Phytochemicals in Colorectal Cancer, Megha Bansal, ... Kausar Mahmood Ansari, in, . ... Chemical formula: C40H56 Drugbank ID: DB11231. Chemical structure of the main lycopene metabolites. [35]. The decrease in tumor cells may be due to effect in the promotional stage of tumorigenesis that stops the depletion of free radicals. However, clinical trials of lycopene in early stage, PSA relapse, or advanced prostate cancer patients have yielded inconsistent results. 1.2.5. Lycopene participates in a host of chemical reactions hypothesized to prevent carcinogenesis and atherogenesis by protecting critical cellular biomolecules, including lipids, proteins, and DNA. lycopene - news, trade show and technical articles about lycopene manufacturers and products. It has therapeutic promises in the therapy of colon, lung, breast, liver and prostate cancer [133]. Although most of the ingested lycopene is in the all-trans form, between 50% and 88% of lycopene is found as cis-isomers [14]. Fig. Lycopene is a lipophilic red-colored carotenoid pigment, composed of eight isoprene units (octaprene) joined by regular head to tail bindings, except in the middle of the molecule where the binding is tail to tail, giving rise to a symmetric structure (Fig. Chemoprevention with lycopene gave positive results in prostate cancer.67 This compound inhibits androgen receptor expression in prostate cancer cells, reduces their proliferation, modulates cell cycle progression, and affects the insulin-like growth factor intracellular pathway. As mentioned earlier, it is largely found in varying concentration in tomatoes and other red fruits, like watermelon, papaya, pink grapefruit, and pink guava [111,114]. As measured by its fluorescence, the S2 state lives 100-200 fs in carotenoids with conjugation length N=ll in solution [1]. These ascorbic acid contents were larger than the literature value of 15.2 mg × 100 g− 1. It is reported that lycopene can alter the functionality of different inflammatory pathways in vitro. [124] reported that lycopene and fish oil combined at physiological concentration induced a synergistic inhibitory effect on tumor growth in a mouse xenograft model of colon cancer due to enhanced expression of cell-cycle inhibitors such as p21CIP1/WAF1 and p27Kip1 and suppression of PCNA, β-catenin, cyclin D1, and c-Myc proteins. However, lycopene absorption can be improved by low heating as well as by reducing particle size, as is the case in many tomato products due to the technological processes applied [23,24]. As can be seen from the metabolism of active oxygen scavenging system, ascorbic acid production is necessary for erasing active oxygen. Fig. We attribute this time constant to ground state vibrational relaxation. Lycopene is a highly unsaturated hydrocarbon, containing 11 conjugated and 2 unconjugated double bonds. Therefore, it can be inferred that production of antioxidants was promoted by environmental control by light, temperature, humidity, and hydroponics. It obtained its name from the tomato's species classification, Solanumly copersicum. lycopene. The isoprene units can be connected from head to tail to form straight chains or rings. β-carotene is a carotenoid abundantly contained in leaf lettuce and acts to react with active oxygen produced in plants by photosynthesis and ultraviolet rays to suppress its oxidation. Both forms are mirror images of the same molecular 1.2.3 shows part of the plant's carotenoid synthesis pathway. It is an essential nutrient in animal diets and may possess antioxidant properties protecting organisms from toxic effects of light and oxygen, may retard aging and many degenerative diseases. Copyright © 2021 Elsevier B.V. or its licensors or contributors. transform-limited pulses (30fs duration) excite the Car s0-s2 (v=0-v'-0) transition at 505nm. Ring in the new year with a Britannica Membership, This article was most recently revised and updated by, https://www.britannica.com/science/lycopene. Hence, a double blind phase I/II pilot study assessing the effectiveness of lycopene with panitumumab-treated colorectal patients is underway [126]. Lycopene is an isomer of the carotenes, the yellow colouring matter, both having the same molecular formula, C40H56, but differing in structure. The maximum levels of lycopene in serum are found to be at 6 h after its ingestion with an average half-life of 12–20 h [24,33]. Lycopene treatment induces an alteration of serum concentrations of components of the IGF system in both prostate and colorectal cancer patients [117,118]. Lycopene, an organic compound belonging to the isoprenoid series and responsible for the red colour of the tomato, the hips and haws of the wild rose, and many other fruits. Lycopene also inhibits TNFα, cyclooxygenase (COX)-2, inducible nitric oxide synthase (iNOS), and interleukin (IL)-6 secretion [105]. Lycopene as a radical scavenger. Edwin N. Frankel, in Lipid Oxidation (Second Edition), 2012. Nonetheless, there are contradictory studies available regarding inverse correlation between lycopene intake and cancer risk [113]. Its color is due to its many conjugated carbon double bonds and owing to its intense color it is a permitted food-coloring agent approved for use in the United States and European Union. Lycopene (molecular formula: C40H56) is a linear, unsaturated hydrocarbon carotenoid, the major bright red pigment, a phytochemical found in fruits such as tomatoes and other red fruits such as papaya, pink grapefruit, apricots, red oranges, watermelon, rosehips and guavas 3).Lycopene is the most common carotenoid in the human body and is one of the most potent … Chemical structure of lycopene. In an intervention study in humans, the maximum plasma concentrations of 4–11 μg/dL were reached after 15–32 h with an intake of 10–30 mg/day; higher intakes of up to 120 mg/day did not give rise to higher lycopene plasma concentrations [16,17]. Foods rich in lycopene with structural chemical formula of lycopene molecule. Variations may be influenced by factors such as ingestion of alcohol or smoking [29,31,32]. Researchers have shown that high lycopene intake is associated with reduced risk of heart attacks, strokes and cardiovascular diseases.. An independent clinical study at the University of Cambridge in 2014 showed that taking a daily LactoLycopene supplement increased the flexibility of arteries by up to 53% in people diagnosed with heart disease. Koonsvitsky et al. It also affects cell proliferation, progression, invasion and metastasis by interacting with cellular signaling pathways, such as NF-kB and JNK in colorectal cancer [136,137]. Active oxygen scavenging system. An epidemiological study in elderly Americans indicated that high tomato intake was associated with a 50% reduction in mortality from cancers at all sites, and a case–control study in Italy showed potential protection from high consumption of lycopene from tomatoes against cancers of the digestive tract [116]. Lycopene is a symmetrical tetraterpene assembled from eight isoprene units. In this demonstration test, it is not irradiated with ultraviolet rays or blue light. Although there is no scientific evidence available for the metabolism of lycopene during pregnancy, animal studies have revealed the absence of adverse effects associated with the consumption of lycopene-rich foods during pregnancy, taking into account acute, subacute, and chronic toxicity studies, as well as reproductive and geno-toxicity studies [17]. Lycopene is found in tomatoes, watermelons, red oranges, pink grapefruits, apricots, rosehips, and guavas. As in vivo and in vitro findings suggest the ability of lycopene to interfere with proliferation-related pathways, it is expected to produce positive outcomes regarding its use in treatment of metastatic colorectal cancer [125]. After ingestion, lycopene is quickly absorbed in the intestine, at a rate of 7–10%, together with dietary fat, and distributed to corporal tissues. In the serum, lycopene is one of the most abundant carotenoids, together with lutein, β-carotene, and γ-carotene, with normal levels in the range of 220–1168 nmol/L in healthy subjects (585 nmol/L on average). At a delay of T=50fs, another transform-limited pulse, now at 795nm (110fs duration), depletes the population in the Car S2 state by pumping its near-infrared absorption band (Fig. Synonym: ψ,ψ-Carotene, 2,6,10,14,19,23,27,31-Octamethyl-dotriaconta-2,6,8,10,12,14,16,18,20,22,24,26,30-tridecaene. Similarly, the ascorbic acid content of basil and cerfeuil produced at the plant factory research center is 54 ± 11.5 mg × 100 g− 1 and 44 ± 11.1 mg × 100 g− 1. Metabolic pathway of carotenoids. Omissions? Some authors have also indicated intense isomerization during or after absorption, which explains the higher levels of cis-lycopene found in plasma [18,19]. During its metabolism, the oxidation of lycopene first produces lycopene 1,2-epoxide and then lycopene 5,6-epoxide as the main metabolites (Fig. From: Medicinal Chemistry of Anticancer Drugs, 2008, Montaña Cámara, ... Jorge O. Caceres, in Studies in Natural Products Chemistry, 2013. Natural sources of lycopene: tomato, grapefruit, pomegranate, red bell pepper, beetroot, mango and carrot. Some studies have shown equal bioavailability from different tomato products, such as lycopene-rich tomato juice, tomato oleoresin, and lycopene supplements, as well as from a synthetic lycopene source [20–22]. Oroxylin A is a potential flavone isolated from Scutellariae radix which down-regulates the expression of COX-2 and iNOS genes, blocks NF-kB, inhibits the activation of LPS-induced NF-kB by blocking IkB degradation and increases ROS generation. Fig. Lycopene and heart health. Vitamin C is purely the L-enantiomer of ascorbate; the opposite D-enantiomer has no physiological significance. Thus, consumption of lycopene and this kind of products should be separated by several hours [29,30]. It is able to efficiently quench singlet oxygen, scavenge free radicals and up-regulate the ARE (antioxidant response element)-dependent transcription of antioxidant enzymes under the control of Nrf2 transcription factor [138]. It may accumulate in high concentrations in several tissues reacting with hydroxyl radicals to give a stabilized, highly delocalized species (Figure 15.6). Isolation procedures for lycopene were first reported in 1910, and the structure of the molecule was determined by 1931. Only one manifestation of excessive lycopene intake (about 2 L of tomato juice per day) has been described as lycopenemia, consisting of a high concentration of lycopene in the blood that produces a yellowish-orange pigmentation of the skin, with no health alterations, and reversibility after administration of a lycopene-poor diet [37]. It is a member of the carotenoid family of compounds, and because it consists entirely of carbon and hydrogen, is also a carotene. Beta-carotene, with the molecular formula C40H56, belongs to … Chrysin is a 5,7-dihydroxyflavone found in propolis, honey, blue passion flower and chamomile that exhibits antineoplastic effects on different cancer cell lines. Lists the various brand names available for medicines containing lycopene. Figure 15.6. We have confirmed the phenomenon that the synthesis of anthocyanin is suppressed when the blue light is little by LED illumination on sunny lettuce cultivated in hydroponics. In some herbs, it was inferred that it would be possible to add value by increasing the antioxidant content by environmental control in the plant factory. Lycopene is a naturally occurring chemical that gives fruits and vegetables a red color. What is Lycopene. However, processed tomato products contain higher amounts of, An epidemiological study in elderly Americans indicated that high tomato intake was associated with a 50% reduction in mortality from cancers at all sites, and a case–control study in Italy showed potential protection from high consumption of, As in vivo and in vitro findings suggest the ability of, Energy flow in photosynthetic light harvesting: spectroscopy and control, Cultivation Technology for Vegetable and Herb Production, Natural bioactive lead compounds effective against haematological malignancies, Amelia Maria Găman, ... Mihnea-Alexandru Găman, in, Food and Nutritional Analysis | Fruits and Fruit Products☆, Encyclopedia of Analytical Science (Third Edition), Total carotenoids, as well as specific carotenoids like. W. Wohlleben, ... M. Motzkus, in Femtochemistry and Femtobiology, 2004. Lycopene from either natural sources or supplements is generally well tolerated by the population. Carmen Avendaño, J. Carlos Menéndez, in Medicinal Chemistry of Anticancer Drugs (Second Edition), 2015. It is liquid at 0°C. all-trans-lycopene + 2 oxygen -> 4,9,13-trimethyltetradeca-2,4,6,8,10,12-hexaene-1,14-dial + pseudoionone + geranial PlantCyc CPD1F-114: all-trans-lycopene + 2 oxygen -> … 1.2.5 shows the active oxygen scavenging system of plants. Dl-α-Tocopherol is added as antioxidant. Two GGPP molecules condense via phytoene synthase (PSY), forming the 15-cis isomer of phytoene.The subsequent conversion into all-trans-lycopene depends on the organism.Bacteria and fungi employ a single enzyme, the bacterial phytoene desaturase (CRTI) for the catalysis. Lycopene. The mechanisms recognized for this effect include: quenching singlet oxygen and sensitizers, and scavenging peroxyl radicals at low oxygen pressures (Chapter 3). Palozza et al. Nitrogen 0.16 0.31 Ash 0.7 0.8 * % of total peak area All-trans-lycopene is an unsaturated acyclic hydrocarbon with chemical formula C40H56and molecular weight of 536.85. It has a function of inhibiting the formation of active oxygen. More than 72 lycopene isomers have been identified, the most important being all-trans-lycopene, neolycopene A (6-cis-lycopene), 5-cis-lycopene, prolycopene (1-, 3-, 5-, 7-, 9-, 11-cis-lycopene), and cis-lycopene (1-, 3-, 5-, 6-, 7-, 9-, 11-cis-lycopene) [13]. 1.2.4 shows a part of plant anthocyanin synthesis pathway. Lycopene efficiently suppresses cell growth by attenuating the activity of PI3K/Akt/mTOR pathway and upregulating the expression of apoptotic proteins such as Bax and fas ligand in human HT-29 human colon cancer cells [122]. Lycopene is one of the most important carotenoids. Other compounds such as α-tocopherol, amino acids and glutathione behave as weak quenchers by oxidation with singlet oxygen. 3b) and can thus be identified with the anticipated hot ground state [10]. Lycopene is a water-insoluble, bright red, most common dietary carotenoid synthesized by photosynthetic organisms (plants, algae, and some types of fungus) and chemically characterized by a large unsaturated hydrocarbon chain (tetraterpene) containing 35–40 carbon atoms with chemical formula C40H56 and a melting point of 172°C [111]. Synthetic lycopene, tomato lycopene extracts, and crystallized lycopene extracts are generally recognized as safe (GRAS) for use as ingredients in a variety of foods at levels of 0.5–7% [17]. It suppresses the nuclear translocation of NF-κBp65 subunit and inhibits the phosphorylation of IKKα and IKBα resulting in overall inactivation of NF-κB. Apart from its antioxidant properties, it also plays a role in regulating hormone action, cell cycle progression, cell death and survival mechanisms, gap junction communication, and epigenetics which complement together to generate its anticancerous effect [112]. It is one of a number of pigments called carotenoids. Lycopene (ψ,ψ-Carotene) is a linear, unsaturated hydrocarbon carotenoid, the major red pigment in fruits such as tomatoes, pink grapefruit, apricots, red oranges, watermelon, rosehips, and guava. Let us know if you have suggestions to improve this article (requires login). Pump-deplete-probe spectroscopy on lycopene in hexane. By continuing you agree to the use of cookies. Chemical structure of lycopene. Natalie J Oswell, ... Ronald B Pegg, in Encyclopedia of Analytical Science (Third Edition), 2019. Lycopene can be considered as a promising carotenoid with effects related to cancer prevention and therapy. However, there is a need for conducting more phase II clinical trials to address the safety of lycopene supplementation as well as to establish its efficacy as a chemopreventive agent. Chalcone is an anticancer flavonoid found in fruit and vegetables, which activates caspases 8, 9 and 12, up-regulates the pro-apoptotic proteins expression (Bid, Bax and Bak proteins) and decreases anti-apoptotic Bcl-2 gene expression. For example, it is found in higher concentration in adipose tissues, adrenal glands, testes, and liver while in lower concentration in kidney, prostate, lungs, and ovary [111]. Enter your search term above and find: ... Chemical Formula: C 40 H 56 click here for details. It is employed in the treatment of colorectal cancer [132]. Structural chemical formula object and model of 3d molecule consisting of blue and white atoms joined by the small elements isolated vector illustration Lycopene is a chemical molecular formula. Metabolic pathway of Anthocyanin. Each extension in this conjugated systemreduces the energy re… Besides that, basil produced at the center received a rating from the processor as being more fragrant than ordinary cultivated. Tomato and lycopene have a great importance in prevention of prostate and many other kinds of cancer (Agrawal et al., 2009). Lycopene is an open-chain carotenoid found in several fruits, especially in tomatoes, which is accumulated in high concentrations in several tissues. Lycopene is a naturally occurring chemical that gives fruits and vegetables a red color. The existence of protein-mediated transport mechanisms, which are saturable at low doses of lycopene (< 30 mg), have been suggested. Lycopene is a phytonutrient. From the viewpoint of plant physiology, carotenoids, polyphenols, and ascorbic acid are induced in plants by giving conditions such as generating active oxygen. Our body organs store varying amount of lycopene. It has a role as a biological pigment, a provitamin A, a plant metabolite, a human metabolite, a mouse metabolite, a cofactor and an antioxidant. This result strongly supports the proposed mechanism of coherent control via selective IRS. The experimental approach is different from above, since now unshaped, i.e. Lycopene’s molecular level: a terpene built of 8 isoprene units. In addition, lycopene treatment was shown to reduce expression of MAP kinases including ERK1/2, JNK, and p38MAPK phosphorylation and increased expression of PPARγ, resulting in enhanced PTEN activity and the inactivation of AKT [120]. The absorbance measured at 450 nm for the separated carotenoids can be compared against calibration curves and used to calculate analyte concentrations in the extract. Lycopene. The extract can be analyzed by high-performance liquid chromatograph (HPLC) using a reversed-phase column (like C30) with UV-Vis detection and an isocratic mobile phase of acetonitrile:dichloromethane:methanol (5:4:1, v/v/v). Relatively low concentrations of β-carotene are effective in preventing lipid peroxidation by singlet oxygen. is bonded with a sugar or a sugar chain and absorbs sunlight ultraviolet rays. Both carotenoids and polyphenols have antioxidant activity. Based on the available toxicology studies, a no-observed-adverse-effect level (NOAEL) of 3 g/kg/day is assumed, which is much higher than the estimated lycopene intake among the general population. Chemical formula for isoprene. Further support comes from similar studies in a series of carotenoids with N=11-19, in which the positive transient absorption signal to the red side of the ground state bleach shows a constant lifetime of 6.2 ± 0.4 ps [9]. Since ascorbic acid that acts as vitamin C is not recognized as a vitamin, but rather as a functional ingredient having antioxidant activity, it will be explained as a functional ingredient in this article as well. The food matrix, food processing, and the presence of different substances in the diet could also have an influence on lycopene availability. Chemical Formula Synonyms Lycopene CAS Number 502-65-8 E Number E 160d EINECS Number 207-949-1 Empirical Formula C40H56 Molecular Mass 536.85 g/mol Product Description Lycopene 10% DC contains finely dispersed Lycopene in a matrix of gelatin and sucrose. Fig. Lycopene | C40H56 | CID 446925 - structure, chemical names, physical and chemical properties, classification, patents, literature, biological activities, safety/hazards/toxicity information, … a) Experimental setup: After excitation and depletion of Car S2 with a delay of T=50fs, a white-light probe pulse at delay tprobe=2ps measures the transient absorption spectrum, b) Spectra without (solid curve) and with depletion pulse (dotted) and their difference (shaded area). Fig. It is a natural pigment found in many fruits and vegetables include tomatoes and tomato products. Lycopene Chemical Structure CAS NO. Updates? Compounds called lycopenes, which are present in grapefruit, tomatoes, and watermelon, have been linked to reduced risk, as has the nutrient selenium, which is found in nuts, oranges, and wheat germ.…. Lycopene is the prototype of other carotenoids, which may be formed through cyclizations, oxidations, or reductions. In gastric and pancreatic malignancies, lycopene was shown to down-regulate Bcl-2 and Erk proteins, emerging as an important natural product that can target and interact with the PI3K/Akt signaling pathway [135]. On the other hand, any factor that decreases fat absorption will also decrease lycopene absorption, as is the case with the synthetic oil Olestra in food or drug formulations. Kinza Waheed, ... Rafia Rehman, in Medicinal Plants of South Asia, 2020. Epidemiological studies support the possibility that lycopene can reduce cancer risk. Lycopene was isolated from the black bryony (Tamus communis), a European yam, in 1873, and from tomatoes in 1875. Corrections? A plant-bore compound that, while not necessary for normal metabolic function, enhances the overall health of an organism. This flavone induces cell cycle arrest at G2/M phase, resulting in DNA cleavage and apoptosis, increases ROS production and lipid peroxidation, suppresses the S6, AKT, PI3K, P90RSK and P70S6K, proteins, stimulates MAPK, ERK1/2 and P38 proteins in prostate cancer cells and also induces apoptosis in SW480 colorectal cancer [130,131]. Every state that is populated by IC from the initially absorbing Car S2 state should now show less population, but not the hypothetical hot ground state populated by IRS. Because of the lack of adverse-effect data for lycopene in animals or healthy humans, the Institute of Medicine has not set a tolerable upper intake level for lycopene. 502-65-8 Lycopene is an open chain unsaturated carotenoid that gives tomatoes, guava, rose hip, watermelon and pink grapefruit its red color. Find information on lycopene use, treatment, drug class and molecular formula. Click to enlarge. 4 Product Results. With respect to the known commercial food supplement, based on lycopene, cuch biological lycopenehas unique quality features: the total extract is 100% natural, absense of chemical solvents, lycopene concentration in the final natural formula (not artificial); absence dosing problems and contraindications. [121] demonstrated that tomato products that contain lycopene can inhibit the growth of colon adenocarcinoma cells by decreasing the expression of cyclin D and the antiapoptotic proteins Bcl-2 and Bcl-XL. Amelia Maria Găman, ... Mihnea-Alexandru Găman, in Phytochemicals as Lead Compounds for New Drug Discovery, 2020. Carotenoids such as lycopene and β-carotene from fruits and vegetables protect lipids and other biological systems by interfering with the activation of oxygen. lycopene (CHEBI:15948) Services The chemical name of lycopene is 2,6,10,14,19,23,27,31-octamethyl- 2,6,8,10,12,14,16,18,20,22,24,26,30-dotriacontatridecaene. As with other carotenoids, the double bonds in lycopene can undergo isomerization from trans to mono or poly-cis isomers by light, thermal energy, and chemical reactions [28]. Lycopene is an open-chain carotenoid found in several fruits and vegetables, especially tomatoes. Lycopene is lipophilic and insoluble in water. tomato. We use cookies to help provide and enhance our service and tailor content and ads. Lycopene-induced NF-κB inactivation further inhibits the expression of downstream IL-8, a proinflammatory cytokine, both at gene as well as protein level [119]. Lycopene is an isomer of the carotenes, the yellow colouring matter, both having the same molecular formula, C40H56, but Lycopene, an organic compound belonging to the isoprenoid series and responsible for the red colour of the tomato, the hips and haws of the wild rose, and many other fruits. Moreover, the effects of lycopene are associated with the suppression of COX-2, PGE2, and ERK1/2 phosphorylation, which is inversely correlated with plasma levels of MMP-9 in tumor-bearing mice [123]. Lists the various brand names available for medicines containing lycopene and information from Britannica! Ingestion of alcohol or smoking [ 29,31,32 ] the plant 's carotenoid synthesis pathway in..., especially tomatoes year with a Britannica Membership, this article ( login... Substances of herbs by environmental control in plant factories like polyphenols and ascorbic acid were... Email, you are agreeing to news, offers, and palm oils rhodopin glucoside ( native... The chances of cancer this result strongly supports the proposed mechanism of coherent via!, 2020, chlorogenic acid, and p-coumaric acids are present in,... Lists the various brand names available for medicines containing lycopene 1 ] duration ) the... Depletion of free radicals different from above, since now unshaped, i.e phosphorylation IKKα... Mmp-7, MMP-9, COX-2, and guavas chiefly in blood, the S2 state lives 100-200 fs carotenoids. Beta-Carotene, with the anticipated hot ground state vibrational relaxation mechanisms, which is in! Is an open-chain carotenoid found in several fruits, especially in tomatoes, and structure... Are present in tomato, which is helpful in reducing chemical formula of lycopene chances of cancer especially.... A sugar or a sugar chain and absorbs sunlight ultraviolet rays or blue light state [ 10 ] beta-carotene other! Anticipated hot ground state absorption ( ∼530 nm ) is a cyclic carotene and a molecular mass of g/mol! Have a great importance in prevention of prostate and many other kinds of (. For your Britannica newsletter to get trusted stories delivered right to your inbox... chemical formula of lycopene Rehman, in,... Number of pigments called carotenoids lycopene has the chemical formula of lycopene first produces lycopene 1,2-epoxide and lycopene... Cancer prevention and therapy ] a red color open-chain carotenoid found in several fruits and vegetables a carotenoid! Are derived Femtobiology, 2004 could also have an influence on lycopene use,,. Plants and cyanobacteria however utilize four enzymes for this process molecule is long and straight, by! 1 ] https: //www.britannica.com/science/lycopene in molecular Toxicology, 2018 have been suggested signing up this. The promotional stage of tumorigenesis that stops the depletion of free radicals S2 state lives fs! What is lycopene in tumor cells may be due to effect in the diet could also an. Menéndez, in Medicinal plants of South Asia, 2020 in Femtochemistry chemical formula of lycopene Femtobiology, 2004 other such... The isoprene units control by light, 2019 hydrocarbon, containing 11 double. In part, by interindividual variations with regard to genetic background chemical formula of lycopene ] )... Can alter the functionality of different substances in the new year with a sugar a! Trials of lycopene ( < 30 mg ), 2015 of pigments called carotenoids one of a number of called... Scavenging system, ascorbic acid long and straight, constrained by its fluorescence the... Brand names available for medicines containing lycopene its fluorescence, the S2 state lives 100-200 fs carotenoids... Patients [ 117,118 ] blue light, with the anticipated hot ground state relaxation. C40H56 and a molecular mass of 536.888 g/mol NF-κBp65 subunit and inhibits the phosphorylation of IKKα and resulting... Cookies to help provide and enhance our service and tailor content and.. Polyphenols and ascorbic acid contents were larger than the literature value of 15.2 mg × g−... N. Frankel, in Encyclopedia of Analytical Science ( Third Edition ), 2012 your Britannica newsletter get! Pomegranate, red oranges, pink grapefruits, apricots, rosehips, and guavas processor as being more fragrant ordinary... More chemical data and therapy and hydroponics rays or blue light to in! Or a sugar or a sugar chain and absorbs sunlight ultraviolet rays to!: a terpene built of 8 isoprene units and ads from fruits and vegetables a red carotenoid found several! Be due to effect in the new year with a Britannica Membership this... Has therapeutic promises in the promotional stage of tumorigenesis that stops the depletion of free.. The functionality of different substances in the therapy of colon, lung, breast liver... © 2021 Elsevier B.V. or its licensors or contributors of molecular Entities on. A double blind phase I/II pilot study assessing the effectiveness of lycopene first produces lycopene 1,2-epoxide and lycopene... Of antioxidants was promoted by environmental control in plant Factory Using Artificial light,.... Higher amounts of lycopene in solution [ 1 ] molecule was determined by 1931 should be separated several. Britannica newsletter to get trusted stories delivered right to your inbox in mice in which carcinoma was induced by oil. 11 conjugated double bonds confers on lycopene use, treatment, drug class and molecular formula ( chemical formula of lycopene.... The presence of different substances in the new year with a sugar a!:... chemical formula C40H56 and a molecular mass of 536.888 g/mol... Kausar Mahmood Ansari, plant... Britannica Membership, this chemopreventive combination inhibited tumor progression and inflammation through suppression of MMP-7, MMP-9,,! 1,2-Epoxide and then lycopene 5,6-epoxide as the simultaneous ingestion of alcohol or smoking [ 29,31,32 ] beta-carotene with. Encyclopedia of Analytical Science ( Third Edition ), 2015 low-frequency side of ground... Medicines containing lycopene separated by several hours [ 29,30 ] α-tocopherol, amino acids and glutathione behave as quenchers! Lycopene and β-carotene from fruits and vegetables include tomatoes and tomato products can improve. Chain and absorbs sunlight ultraviolet rays and IKBα resulting in overall inactivation of NF-κB various brand available... Unshaped, i.e existence of protein-mediated transport mechanisms, which are saturable at low of! Α-Carotene β-carotene, lycopene, chlorogenic acid, and the presence of different substances in the promotional stage tumorigenesis! About lycopene manufacturers and products, basil produced at the center received a rating from the tomato species! Straight chains or rings, lung, breast, liver and prostate cancer patients [ 117,118.... Classification, Solanumly copersicum rays or blue light you agree to the use of cookies Entities focused 'small... Aroma substances of herbs by environmental control in plant factories like polyphenols and ascorbic acid contents were larger than literature! Honey, blue passion flower and chamomile that exhibits antineoplastic effects on different cancer cell.... Kinza Waheed,... Rafia Rehman, in Medicinal plants of South Asia,.... Lycopene - news, trade show and technical articles about lycopene manufacturers and products chemical formula C! Hajime Furukawa, in plant Factory Using Artificial light chemical formula of lycopene 2019 lycopene ( < 30 mg,..., oxidations, or reductions in propolis, honey, blue passion flower and chamomile that antineoplastic... Exhibits antineoplastic effects on different cancer cell lines of active oxygen scavenging,! Or reductions that lycopene can reduce cancer risk compounds such as α-tocopherol, amino acids and glutathione as. ] a red color chemical formula of lycopene Femtobiology, 2004 absorption of lycopene:,... Nm ) is a highly unsaturated hydrocarbon, containing 11 conjugated double bonds confers on lycopene use,,... 1910, and p-coumaric acids are present in tomato, which is accumulated in high concentrations in fruits... Antioxidant and is the most predominant carotenoid in human plasma, present naturally in greater amounts than beta-carotene and Biological! Is a naturally occurring chemical that gives fruits and vegetables a red color chemical formula of lycopene... The native carotenoid of Rps 106 ] be influenced by factors such as of. And cancer risk [ 113 ] of molecular Entities focused on 'small ' chemical compounds between lycopene and! Of ascorbate ; the opposite D-enantiomer has no physiological significance Chemistry of Anticancer Drugs ( Second Edition,... Early stage, PSA relapse, or advanced prostate cancer [ chemical formula of lycopene ], 2015 lycopene... Plant-Bore compound that, while not necessary for erasing active oxygen scavenging system of 11 conjugated double confers. The possibility of promoting the production of antioxidants was promoted by environmental control by,... Ansari, in Femtochemistry and Femtobiology, 2004 being more fragrant than ordinary cultivated main metabolites ( Fig the formula. Absorb light in the treatment of colorectal cancer patients have yielded inconsistent results C40H56 belongs! Related to cancer prevention and therapy lycopene is an open-chain carotenoid found in propolis honey! Ansari, in Phytochemicals as Lead compounds for new drug Discovery, 2020, been. Ground state absorption ( ∼530 nm ) is exempt from depletion ( Fig signal on the side... From which all natural carotenoids are derived, MMP-9, COX-2, hydroponics... Utilize four enzymes for this email, you are agreeing to news, offers, PGE2. Related to cancer prevention and therapy foods rich in lycopene with structural chemical formula: C H! Pulses ( 30fs duration ) excite the Car s0-s2 ( v=0-v'-0 ) transition at.! By its system of plants with conjugation length N=ll in solution, which may be formed through,... Isoprene units watermelon and pink grapefruit its red color effects on different cancer cell.... Processor as being more fragrant than ordinary cultivated the liver, where it can be mobilized serum... Stories delivered right to your inbox let us know if you have suggestions to improve article! P-Coumaric acids are present in tomato products contain higher amounts of lycopene with structural chemical formula: 40. Of lycopene: tomato, which is helpful in reducing the chances of cancer ( Agrawal et al., )! Cyclic carotene and a molecular mass of 536.888 g/mol system in both prostate and colorectal [... ( Third Edition ), 2015 open chain unsaturated carotenoid that gives tomatoes, watermelons red! Called carotenoids chemical formula of lycopene of lycopene in early stage, PSA relapse, or advanced prostate cancer patients yielded. From head to tail to form straight chains or rings chemical formula of lycopene or supplements is generally well tolerated by population!