Details
Stereochemistry | ACHIRAL |
Molecular Formula | C40H56 |
Molecular Weight | 536.8726 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 11 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(C)=CCC\C(C)=C\C=C\C(C)=C\C=C\C(C)=C\C=C\C=C(C)\C=C\C=C(C)\C=C\C=C(/C)CCC=C(C)C
InChI
InChIKey=OAIJSZIZWZSQBC-GYZMGTAESA-N
InChI=1S/C40H56/c1-33(2)19-13-23-37(7)27-17-31-39(9)29-15-25-35(5)21-11-12-22-36(6)26-16-30-40(10)32-18-28-38(8)24-14-20-34(3)4/h11-12,15-22,25-32H,13-14,23-24H2,1-10H3/b12-11+,25-15+,26-16+,31-17+,32-18+,35-21+,36-22+,37-27+,38-28+,39-29+,40-30+
DescriptionSources: https://www.drugs.com/npc/lycopene.htmlCurator's Comment: description was created based on several sources, including:
http://www.fda.gov/ohrms/dockets/dockets/04q0201/04q-0201-qhc0002-04-Section-B-02-vol1.pdf
http://www.rxlist.com/lycopene-page2/supplements.htm
Sources: https://www.drugs.com/npc/lycopene.html
Curator's Comment: description was created based on several sources, including:
http://www.fda.gov/ohrms/dockets/dockets/04q0201/04q-0201-qhc0002-04-Section-B-02-vol1.pdf
http://www.rxlist.com/lycopene-page2/supplements.htm
Lycopene is the fat-soluble pigment that gives tomatoes, watermelon, pink grapefruit, and other foods their red color. Bioavailability of lycopene is enhanced in the presence of lipids and thermal processing. Lycopene accounts for about 50% of the carotenoids found in human serum and is among the major carotenoids present in human milk. The antioxidant activity of lycopene and its use in cancer prevention and cardiovascular disease have been widely documented. The scientific literature documents some adverse reactions, such as diarrhea, dyspepsia, gas, nausea, and vomiting. One trial documented a cancer-related hemorrhage in a patient taking lycopene, although causality is unclear. Lycopene interacts with some cancer chemotherapy agents, as well as with ciprofloxacin and olestra.
CNS Activity
Curator's Comment: Lycopene was shown to cross the blood brain barrier and be present in the central nervous system in low concentrations.
Deficiency of a series of anti-oxidation nutrients including lycopene is related to such neurodegenerative diseases as Parkinson’s disease, vascular dementia, Alzheimer disease, etc.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: GO:0006979 |
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Target ID: 2697.0 Gene Symbol: GJA1 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Preventing | Ateronon Approved UseUnknown |
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Preventing | Ateronon Approved UseUnknown |
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Preventing | Ateronon Approved UseUnknown |
PubMed
Title | Date | PubMed |
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cis-trans isomers of lycopene and beta-carotene in human serum and tissues. | 1992 Apr |
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Stimulation of gap junctional communication: comparison of acyclo-retinoic acid and lycopene. | 2000 Jan 1 |
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Correlation of chemopreventive efficacy data from the human epidermal cell assay with in vivo data. | 2000 Jan-Feb |
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Summary of safety studies conducted with synthetic lycopene. | 2003 Apr |
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Noninvasive selective detection of lycopene and beta-carotene in human skin using Raman spectroscopy. | 2004 Mar-Apr |
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Upregulation of connexin 43 by retinoids but not by non-provitamin A carotenoids requires RARs. | 2005 |
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Combination of S-allylcysteine and lycopene induces apoptosis by modulating Bcl-2, Bax, Bim and caspases during experimental gastric carcinogenesis. | 2005 Aug |
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Protective effect of lycopene on adriamycin-induced cardiotoxicity and nephrotoxicity. | 2006 Feb 1 |
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Lycopene differentially induces quiescence and apoptosis in androgen-responsive and -independent prostate cancer cell lines. | 2007 Apr |
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Gene expression profiling of aging in multiple mouse strains: identification of aging biomarkers and impact of dietary antioxidants. | 2009 Aug |
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Lycopene: An antioxidant and radioprotector against gamma-radiation-induced cellular damages in cultured human lymphocytes. | 2009 Jul 28 |
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Differential effects of several phytochemicals and their derivatives on murine keratinocytes in vitro and in vivo: implications for skin cancer prevention. | 2009 Jun |
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Dietary lycopene and tomato extract supplementations inhibit nonalcoholic steatohepatitis-promoted hepatocarcinogenesis in rats. | 2010 Apr 15 |
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Neurohepatic toxicity of subacute manganese chloride exposure and potential chemoprotective effects of lycopene. | 2012 Jan |
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Inhibitory effects of lycopene on HMGB1-mediated pro-inflammatory responses in both cellular and animal models. | 2012 Jun |
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Protection against chemotaxis in the anti-inflammatory effect of bioactives from tomato ketchup. | 2014 |
Sample Use Guides
As a pure compound it has been studied in clinical trials at dosages of 13 to 75 mg/day. Dosage guidelines from manufacturers ranging from 10 to 30 mg taken twice daily with meals. For example, as an antioxidant, lycopene has been taken in doses of 6.5, 15, and 30 milligrams daily for eight weeks.
To treat asthma caused by exercise, 30 milligrams of lycopene has been taken daily for one week.
Route of Administration:
Oral
In Vitro Use Guide
Sources: http://www.rjpbcs.com/pdf/2012_3(3)/[129].pdf
The lycopene showed significant antioxidant activity against nitric oxide radical with IC50 value of 57.879 ug/ml and antioxidant activity against reducing power method with IC50 value of 45.609 ug/ml respectively.
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Classification Tree | Code System | Code | ||
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JECFA EVALUATION |
INS-160D(III)
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DSLD |
164 (Number of products:1777)
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LOINC |
27075-1
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DSLD |
1297 (Number of products:1)
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CODEX ALIMENTARIUS (GSFA) |
INS-160D(III)
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NCI_THESAURUS |
C68307
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SB0N2N0WV6
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15948
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207-949-1
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LYCOPENE
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446925
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100000088233
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SB0N2N0WV6
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502-65-8
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407322
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C2226
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1370881
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C015329
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4617
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SUB21639
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DB11231
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m6951
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29008
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PRIMARY | RxNorm |
ACTIVE MOIETY