LYCOPENE

Possibly Marketed Outside US

First approved in 2007

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 Search

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
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

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
response to oxidative stress 20 Target ID: GO:0006979 Sources: http://www.fda.gov/ohrms/dockets/dockets/04q0201/04q-0201-qhc0002-04-Section-B-02-vol1.pdf	Modulator 846
gap junction protein alpha 1 1 Target ID: 2697.0 Gene Symbol: GJA1 Sources: http://www.ncbi.nlm.nih.gov/pubmed/12468619 \| http://www.ncbi.nlm.nih.gov/pubmed/12424335 \| http://www.fda.gov/ohrms/dockets/dockets/04q0201/04q-0201-qhc0002-04-Section-B-02-vol1.pdf	Activator 1447

Conditions

Condition	Modality	Highest Phase	Product
Prostate cancer 186 Sources: http://www.medscape.com/viewarticle/487510 http://www.fda.gov/ohrms/dockets/dockets/04q0201/04q-0201-qhc0002-04-Section-B-02-vol1.pdf http://www.fda.gov/Food/IngredientsPackagingLabeling/LabelingNutrition/ucm072767.htm	Preventing	Phase III 665	Ateronon Approved Use Unknown
Coronary heart disease 43 Sources: https://www.drugs.com/npp/lycopene.html http://www.ateronon.com/latest-news/ateronons-new-formula-lactolycopene-thiamine-and-selenium/	Preventing	Phase III 665	Ateronon Approved Use Unknown
Atherosclerosis 76 Sources: http://www.rxlist.com/lycopene/supplements.htm http://www.ncbi.nlm.nih.gov/pubmed/22023768	Preventing	Phase III 665	Ateronon Approved Use Unknown

C_max

Value	Dose	Analyte	Population
4.03 μg/dL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/15159319/	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 EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/15159319/	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 EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/15159319/	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 EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/15159319/	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 EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/15159319/	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

Value	Dose	Analyte	Population
273.9 μg × h/dL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/15159319/	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 EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/15159319/	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 EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/15159319/	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 EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/15159319/	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 EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/15159319/	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

T_1/2

Value	Dose	Analyte	Population
28.1 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/15159319/	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 EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/15159319/	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 EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/15159319/	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 EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/15159319/	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 EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/15159319/	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

Dose	Population	Adverse events
120 mg single, oral Highest studied dose Dose: 120 mg Route: oral Route: single Dose: 120 mg Sources: https://pubmed.ncbi.nlm.nih.gov/15159319/	healthy, ADULT Health Status: healthy Age Group: ADULT Sex: M Food Status: UNKNOWN Sources: https://pubmed.ncbi.nlm.nih.gov/15159319/	Sources: https://pubmed.ncbi.nlm.nih.gov/15159319/
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: https://pubmed.ncbi.nlm.nih.gov/18689558/	healthy, ADULT Health Status: healthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: https://pubmed.ncbi.nlm.nih.gov/18689558/	Sources: https://pubmed.ncbi.nlm.nih.gov/18689558/

PubMed

Title	Date	PubMed
Lycopene protects against acute zearalenone-induced oxidative, endocrine, inflammatory and reproductive damages in male mice.	2015-03-25	25682699
Protection against chemotaxis in the anti-inflammatory effect of bioactives from tomato ketchup.	2014	25551565
Lycopene modulates initiation of N-nitrosodiethylamine induced hepatocarcinogenesis: studies on chromosomal abnormalities, membrane fluidity and antioxidant defense system.	2013-11-25	24144777
Modulatory effect of lycopene on deltamethrin-induced testicular injury in rats.	2013-04	23076637
An interaction between carotene-15,15'-monooxygenase expression and consumption of a tomato or lycopene-containing diet impacts serum and testicular testosterone.	2012-07-15	21935922
Inhibitory effects of lycopene on HMGB1-mediated pro-inflammatory responses in both cellular and animal models.	2012-06	22429818
Neurohepatic toxicity of subacute manganese chloride exposure and potential chemoprotective effects of lycopene.	2012-01	22192907
The protective role of procyanidins and lycopene against mercuric chloride renal damage in rats.	2011-10	22108423
Modulatory effects of lycopene and ellagic acid on reproductive dysfunction induced by polychlorinated biphenyl (Aroclor 1254) in male rats.	2010-06	20074268
Dietary lycopene and tomato extract supplementations inhibit nonalcoholic steatohepatitis-promoted hepatocarcinogenesis in rats.	2010-04-15	19551842
Gene expression profiling of aging in multiple mouse strains: identification of aging biomarkers and impact of dietary antioxidants.	2009-08	19555370
Lycopene: An antioxidant and radioprotector against gamma-radiation-induced cellular damages in cultured human lymphocytes.	2009-07-28	19450652
Differential effects of several phytochemicals and their derivatives on murine keratinocytes in vitro and in vivo: implications for skin cancer prevention.	2009-06	19329757
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.	2009-01	19071209
Oral administration of lycopene reverses cadmium-suppressed body weight loss and lipid peroxidation in rats.	2007-08	17873360
Lycopene and other carotenoids inhibit estrogenic activity of 17beta-estradiol and genistein in cancer cells.	2007-08	17051425
Lycopene differentially induces quiescence and apoptosis in androgen-responsive and -independent prostate cancer cell lines.	2007-04	17337101
Lycopene inhibition of IGF-induced cancer cell growth depends on the level of cyclin D1.	2006-08	16565789
Gene signature of breast cancer cell lines treated with lycopene.	2006-07	16886892
Retinoids activate the RXR/SXR-mediated pathway and induce the endogenous CYP3A4 activity in Huh7 human hepatoma cells.	2006-07	16632523
Dietary lycopene downregulates carotenoid 15,15'-monooxygenase and PPAR-gamma in selected rat tissues.	2006-04	16549453
Protective effect of lycopene on adriamycin-induced cardiotoxicity and nephrotoxicity.	2006-02-01	16325981
Inhibitory effects of lycopene on in vitro platelet activation and in vivo prevention of thrombus formation.	2005-10	16194683
Combination of S-allylcysteine and lycopene induces apoptosis by modulating Bcl-2, Bax, Bim and caspases during experimental gastric carcinogenesis.	2005-08	16030430
Supplementation with tomato-based products increases lycopene, phytofluene, and phytoene levels in human serum and protects against UV-light-induced erythema.	2005-01	15830922
Upregulation of connexin 43 by retinoids but not by non-provitamin A carotenoids requires RARs.	2005	16091010
Lycopene and vitamin C concentrations increase in plasma and lymphocytes after tomato intake. Effects on cellular antioxidant protection.	2004-10	15054415
Lycopene and vitamin E interfere with autocrine/paracrine loops in the Dunning prostate cancer model.	2004-06	15084515
Noninvasive selective detection of lycopene and beta-carotene in human skin using Raman spectroscopy.	2004-04-07	15065899
Lycopene in serum, skin and adipose tissues after tomato-oleoresin supplementation in patients undergoing haemorrhoidectomy or peri-anal fistulotomy.	2003-10	13129444
Antioxidant status of rats receiving lycopene in different doses.	2003-04	12910307
Summary of safety studies conducted with synthetic lycopene.	2003-04	12726756
Carotenoids and protection against solar UV radiation.	2002-09-20	12239422
Antioxidant and pro-oxidant effects of lycopene in comparison with beta-carotene on oxidant-induced damage in Hs68 cells.	2000-11	11137891
Lycopene and cardiovascular disease.	2000-06	10837319
Correlation of chemopreventive efficacy data from the human epidermal cell assay with in vivo data.	2000-04-19	10769631
Lymphocyte lycopene concentration and DNA protection from oxidative damage is increased in women after a short period of tomato consumption.	2000-02	10720168
Stimulation of gap junctional communication: comparison of acyclo-retinoic acid and lycopene.	2000-01-01	10620348
The anti-carcinogenic role of lycopene, abundantly present in tomato.	1999-08	10493308
Intestinal absorption of lycopene from different matrices and interactions to other carotenoids, the lipid status, and the antioxidant capacity of human plasma.	1999-06	10443333
The potential role of lycopene for human health.	1997-04	9100211
Skin lycopene is destroyed preferentially over beta-carotene during ultraviolet irradiation in humans.	1995-07	7616301
cis-trans isomers of lycopene and beta-carotene in human serum and tissues.	1992-04	1550343

Patents

Sample Use Guides

In Vivo Use Guide

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

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

Official Name

English

CI 75125

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

Common Name

English

E-160D(III)

Code

English

(ALL-E)-LYCOPENE

Common Name

English

INS NO.160D(III)

Code

English

LYCOPENE EXTRACT FROM TOMATO

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)