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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
Structure of LYCOPENE

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+

HIDE SMILES / InChI

Molecular Formula C40H56
Molecular Weight 536.8726
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 11
Optical Activity NONE

Description
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.

Originator

Sources: www.drugfuture.com/chemdata/lycopene.html
Curator's Comment: The molecular formula (C40H56) was established in 1910.

Approval Year

Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
4.03 μg/dL
10 mg single, oral
dose: 10 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
LYCOPENE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
8.76 μg/dL
30 mg single, oral
dose: 30 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
LYCOPENE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
9.26 μg/dL
60 mg single, oral
dose: 60 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
LYCOPENE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
10.74 μg/dL
90 mg single, oral
dose: 90 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
LYCOPENE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
11.27 μg/dL
120 mg single, oral
dose: 120 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
LYCOPENE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
273.9 μg × h/dL
10 mg single, oral
dose: 10 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
LYCOPENE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
450.8 μg × h/dL
30 mg single, oral
dose: 30 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
LYCOPENE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
517.3 μg × h/dL
60 mg single, oral
dose: 60 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
LYCOPENE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
1047.7 μg × h/dL
90 mg single, oral
dose: 90 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
LYCOPENE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
969.8 μg × h/dL
120 mg single, oral
dose: 120 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
LYCOPENE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
28.1 h
10 mg single, oral
dose: 10 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
LYCOPENE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
28.8 h
30 mg single, oral
dose: 30 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
LYCOPENE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
36.9 h
60 mg single, oral
dose: 60 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
LYCOPENE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
61.6 h
90 mg single, oral
dose: 90 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
LYCOPENE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
40.9 h
120 mg single, oral
dose: 120 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
LYCOPENE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
Doses

Doses

DosePopulationAdverse events​
120 mg single, oral
Highest studied dose
Dose: 120 mg
Route: oral
Route: single
Dose: 120 mg
Sources:
healthy, ADULT
Health Status: healthy
Age Group: ADULT
Sex: M
Food Status: UNKNOWN
Sources:
30 mg 1 times / day multiple, oral
Studied dose
Dose: 30 mg, 1 times / day
Route: oral
Route: multiple
Dose: 30 mg, 1 times / day
Sources:
healthy, ADULT
Health Status: healthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
PubMed

PubMed

TitleDatePubMed
cis-trans isomers of lycopene and beta-carotene in human serum and tissues.
1992 Apr
Skin lycopene is destroyed preferentially over beta-carotene during ultraviolet irradiation in humans.
1995 Jul
The potential role of lycopene for human health.
1997 Apr
The anti-carcinogenic role of lycopene, abundantly present in tomato.
1999 Aug
Intestinal absorption of lycopene from different matrices and interactions to other carotenoids, the lipid status, and the antioxidant capacity of human plasma.
1999 Jun
Lymphocyte lycopene concentration and DNA protection from oxidative damage is increased in women after a short period of tomato consumption.
2000 Feb
Stimulation of gap junctional communication: comparison of acyclo-retinoic acid and lycopene.
2000 Jan 1
Correlation of chemopreventive efficacy data from the human epidermal cell assay with in vivo data.
2000 Jan-Feb
Lycopene and cardiovascular disease.
2000 Jun
Antioxidant and pro-oxidant effects of lycopene in comparison with beta-carotene on oxidant-induced damage in Hs68 cells.
2000 Nov
Carotenoids and protection against solar UV radiation.
2002 Sep-Oct
Antioxidant status of rats receiving lycopene in different doses.
2003 Apr
Summary of safety studies conducted with synthetic lycopene.
2003 Apr
Lycopene in serum, skin and adipose tissues after tomato-oleoresin supplementation in patients undergoing haemorrhoidectomy or peri-anal fistulotomy.
2003 Oct
Lycopene and vitamin E interfere with autocrine/paracrine loops in the Dunning prostate cancer model.
2004 Jun
Noninvasive selective detection of lycopene and beta-carotene in human skin using Raman spectroscopy.
2004 Mar-Apr
Lycopene and vitamin C concentrations increase in plasma and lymphocytes after tomato intake. Effects on cellular antioxidant protection.
2004 Oct
Upregulation of connexin 43 by retinoids but not by non-provitamin A carotenoids requires RARs.
2005
Combination of S-allylcysteine and lycopene induces apoptosis by modulating Bcl-2, Bax, Bim and caspases during experimental gastric carcinogenesis.
2005 Aug
Supplementation with tomato-based products increases lycopene, phytofluene, and phytoene levels in human serum and protects against UV-light-induced erythema.
2005 Jan
Inhibitory effects of lycopene on in vitro platelet activation and in vivo prevention of thrombus formation.
2005 Oct
Dietary lycopene downregulates carotenoid 15,15'-monooxygenase and PPAR-gamma in selected rat tissues.
2006 Apr
Lycopene inhibition of IGF-induced cancer cell growth depends on the level of cyclin D1.
2006 Aug
Protective effect of lycopene on adriamycin-induced cardiotoxicity and nephrotoxicity.
2006 Feb 1
Gene signature of breast cancer cell lines treated with lycopene.
2006 Jul
Retinoids activate the RXR/SXR-mediated pathway and induce the endogenous CYP3A4 activity in Huh7 human hepatoma cells.
2006 Jul
Lycopene differentially induces quiescence and apoptosis in androgen-responsive and -independent prostate cancer cell lines.
2007 Apr
Oral administration of lycopene reverses cadmium-suppressed body weight loss and lipid peroxidation in rats.
2007 Aug
Lycopene and other carotenoids inhibit estrogenic activity of 17beta-estradiol and genistein in cancer cells.
2007 Aug
Gene expression profiling of aging in multiple mouse strains: identification of aging biomarkers and impact of dietary antioxidants.
2009 Aug
Studies on the protective role of lycopene against polychlorinated biphenyls (Aroclor 1254)-induced changes in StAR protein and cytochrome P450 scc enzyme expression on Leydig cells of adult rats.
2009 Jan
Lycopene: An antioxidant and radioprotector against gamma-radiation-induced cellular damages in cultured human lymphocytes.
2009 Jul 28
Differential effects of several phytochemicals and their derivatives on murine keratinocytes in vitro and in vivo: implications for skin cancer prevention.
2009 Jun
Modulatory effects of lycopene and ellagic acid on reproductive dysfunction induced by polychlorinated biphenyl (Aroclor 1254) in male rats.
2010 Jun
The protective role of procyanidins and lycopene against mercuric chloride renal damage in rats.
2011 Oct
Neurohepatic toxicity of subacute manganese chloride exposure and potential chemoprotective effects of lycopene.
2012 Jan
An interaction between carotene-15,15'-monooxygenase expression and consumption of a tomato or lycopene-containing diet impacts serum and testicular testosterone.
2012 Jul 15
Inhibitory effects of lycopene on HMGB1-mediated pro-inflammatory responses in both cellular and animal models.
2012 Jun
Protection against chemotaxis in the anti-inflammatory effect of bioactives from tomato ketchup.
2014
Lycopene protects against acute zearalenone-induced oxidative, endocrine, inflammatory and reproductive damages in male mice.
2015 Mar 25
Patents

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
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.
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:14:07 GMT 2025
Edited
by admin
on Mon Mar 31 18:14:07 GMT 2025
Record UNII
SB0N2N0WV6
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LYCOPENE
INCI   MART.   MI   VANDF   WHO-DD  
INCI  
Official Name English
CI 75125
INCI  
INCI  
Preferred Name English
INS-160D(III)
Code English
TOMAT-O-RED
Common Name English
TOMATO LYCOPENE [FHFI]
Common Name English
(ALL-TRANS)-LYCOPENE
Common Name English
LYCORED
Common Name English
LYCOPENE [MI]
Common Name English
LYCOPENE [MART.]
Common Name English
LYCOPENE PREPARATION [USP-RS]
Common Name English
LYCOPENE EXTRACT FROM TOMATO [FCC]
Common Name English
Solanorubin
Common Name English
(ALL-E)-2,6,10,14,19,23,27,31-OCTAMETHYL-2,6,8,10,12,14,16,18,20,22,24,26,30-DOTRIACONTATRIDECAENE
Common Name English
(ALL-E)-LYCOPENE (CONSTITUENT OF LYCOPENE AND TOMATO EXTRACT CONTAINING LYCOPENE) [DSC]
Common Name English
FEMA NO. 4110
Code English
LYCOPENE FROM BLAKESLEA TRISPORA [FCC]
Common Name English
NSC-407322
Code English
BLAKESLEA TRISPORA
Common Name English
ATERONON
Brand Name English
REDIVIVO
Common Name English
Lycopene [WHO-DD]
Common Name English
LYCOPENE FROM BLAKESLEA TRISPORA
FCC  
Common Name English
E-160D(III)
Code English
(ALL-E)-LYCOPENE
Common Name English
INS NO.160D(III)
Code English
LYCOPENE EXTRACT FROM TOMATO
FCC  
Common Name English
MEXORYL SAQ
Common Name English
LYCOPENE [VANDF]
Common Name English
AEC LYCOPENE
Brand Name English
Classification Tree Code System Code
JECFA EVALUATION INS-160D(III)
Created by admin on Mon Mar 31 18:14:07 GMT 2025 , Edited by admin on Mon Mar 31 18:14:07 GMT 2025
DSLD 164 (Number of products:1777)
Created by admin on Mon Mar 31 18:14:07 GMT 2025 , Edited by admin on Mon Mar 31 18:14:07 GMT 2025
LOINC 27075-1
Created by admin on Mon Mar 31 18:14:07 GMT 2025 , Edited by admin on Mon Mar 31 18:14:07 GMT 2025
DSLD 1297 (Number of products:1)
Created by admin on Mon Mar 31 18:14:07 GMT 2025 , Edited by admin on Mon Mar 31 18:14:07 GMT 2025
CODEX ALIMENTARIUS (GSFA) INS-160D(III)
Created by admin on Mon Mar 31 18:14:07 GMT 2025 , Edited by admin on Mon Mar 31 18:14:07 GMT 2025
NCI_THESAURUS C68307
Created by admin on Mon Mar 31 18:14:07 GMT 2025 , Edited by admin on Mon Mar 31 18:14:07 GMT 2025
Code System Code Type Description
FDA UNII
SB0N2N0WV6
Created by admin on Mon Mar 31 18:14:07 GMT 2025 , Edited by admin on Mon Mar 31 18:14:07 GMT 2025
PRIMARY
CHEBI
15948
Created by admin on Mon Mar 31 18:14:07 GMT 2025 , Edited by admin on Mon Mar 31 18:14:07 GMT 2025
PRIMARY
ECHA (EC/EINECS)
207-949-1
Created by admin on Mon Mar 31 18:14:07 GMT 2025 , Edited by admin on Mon Mar 31 18:14:07 GMT 2025
PRIMARY
WIKIPEDIA
LYCOPENE
Created by admin on Mon Mar 31 18:14:07 GMT 2025 , Edited by admin on Mon Mar 31 18:14:07 GMT 2025
PRIMARY
PUBCHEM
446925
Created by admin on Mon Mar 31 18:14:07 GMT 2025 , Edited by admin on Mon Mar 31 18:14:07 GMT 2025
PRIMARY
SMS_ID
100000088233
Created by admin on Mon Mar 31 18:14:07 GMT 2025 , Edited by admin on Mon Mar 31 18:14:07 GMT 2025
PRIMARY
DAILYMED
SB0N2N0WV6
Created by admin on Mon Mar 31 18:14:07 GMT 2025 , Edited by admin on Mon Mar 31 18:14:07 GMT 2025
PRIMARY
CAS
502-65-8
Created by admin on Mon Mar 31 18:14:07 GMT 2025 , Edited by admin on Mon Mar 31 18:14:07 GMT 2025
PRIMARY
NSC
407322
Created by admin on Mon Mar 31 18:14:07 GMT 2025 , Edited by admin on Mon Mar 31 18:14:07 GMT 2025
PRIMARY
NCI_THESAURUS
C2226
Created by admin on Mon Mar 31 18:14:07 GMT 2025 , Edited by admin on Mon Mar 31 18:14:07 GMT 2025
PRIMARY
RS_ITEM_NUM
1370881
Created by admin on Mon Mar 31 18:14:07 GMT 2025 , Edited by admin on Mon Mar 31 18:14:07 GMT 2025
PRIMARY
MESH
C015329
Created by admin on Mon Mar 31 18:14:07 GMT 2025 , Edited by admin on Mon Mar 31 18:14:07 GMT 2025
PRIMARY
DRUG CENTRAL
4617
Created by admin on Mon Mar 31 18:14:07 GMT 2025 , Edited by admin on Mon Mar 31 18:14:07 GMT 2025
PRIMARY
EPA CompTox
DTXSID2046593
Created by admin on Mon Mar 31 18:14:07 GMT 2025 , Edited by admin on Mon Mar 31 18:14:07 GMT 2025
PRIMARY
EVMPD
SUB21639
Created by admin on Mon Mar 31 18:14:07 GMT 2025 , Edited by admin on Mon Mar 31 18:14:07 GMT 2025
PRIMARY
DRUG BANK
DB11231
Created by admin on Mon Mar 31 18:14:07 GMT 2025 , Edited by admin on Mon Mar 31 18:14:07 GMT 2025
PRIMARY
MERCK INDEX
m6951
Created by admin on Mon Mar 31 18:14:07 GMT 2025 , Edited by admin on Mon Mar 31 18:14:07 GMT 2025
PRIMARY Merck Index
RXCUI
29008
Created by admin on Mon Mar 31 18:14:07 GMT 2025 , Edited by admin on Mon Mar 31 18:14:07 GMT 2025
PRIMARY RxNorm
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