NAV

Lycopene

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Summary

Lycopene is an ingredient found in a variety of supplements and vitamins.

Generic Name
Lycopene
DrugBank Accession Number
DB11231
Background

Lycopene is a naturally occurring red carotenoid pigment that is responsible for red to pink colors seen in tomatoes, pink grapefruit, and other foods 1. Having a chemical formula of C40H56, lycopene is a tetraterpene assembled from eight isoprene units that are solely composed of carbon and hydrogen. Lycopene may undergo extensive isomerization that allows 1056 theoretical cis-trans configurations; however, the all-trans configuration of lycopene is the most predominant isomer found in foods 1,2 that gives the red hue. Lycopene is a non-essential human nutrient that is classified as a non-provitamin A carotenoid pigment since it lacks a terminal beta-ionone ring 1 and does not mediate vitamin A activity. However, lycopene is a potent antioxidant molecule that scavenges reactive oxygen species (ROS) singlet oxygen. Tomato lycopene extract is used as a color additive in food products.

Type
Small Molecule
Groups
Approved, Investigational
Structure
Similar Structures
Weight
Average: 536.888
Monoisotopic: 536.438201803
Chemical Formula
C40H56
Synonyms
Not Available
External IDs
  • E-160D(III)
  • FEMA NO. 4110
  • INS NO.160D(III)
  • INS-160D(III)
  • NSC-407322
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Pharmacology

Indication

Not Available

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Associated Therapies
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Pharmacodynamics

Not Available

Mechanism of action
Not Available
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
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Not Available

Interactions

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Not Available
Food Interactions
No interactions found.

Products

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Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
IQQU Advanced Sunscreen SPF 50Lycopene (0.3 g/0.01g) + D-alpha-Tocopherol acetate (0.3 g/0.01g) + Jojoba oil (1.5 g/0.05g) + Octinoxate (0.9 g/0.03g) + Saccharide isomerate (0.3 g/0.01g) + Titanium dioxide (0.9 g/0.03g)LotionTopicalIqqu Usa Co.2010-07-01Not applicableUS flag
Omega-3 Rx CompleteLycopene (.3 mg/1) + Ascorbic acid (60 mg/1) + Biotin (.075 mg/1) + Calcium (210 mg/1) + Chromium nicotinate (.12 mg/1) + Copper (2 mg/1) + Cyanocobalamin (.018 mg/1) + Folic acid (.4 mg/1) + Magnesium (140 mg/1) + Magnesium oxide (140 mg/1) + Nicotinamide (18 mg/1) + Omega-3-acid ethyl esters (1 g/1) + Pantothenic acid (.016 mg/1) + Phylloquinone (.020 mg/1) + Riboflavin (1.7 mg/1) + Selenium (.11 mg/1) + Thiamine chloride (1.35 mg/1) + Vitamin A (3500 [iU]/1) + Vitamin D (700 [iU]/1) + Vitamin E (22.5 [iU]/1) + Zinc oxide (15 mg/1)KitOralTmig, Inc.2015-09-01Not applicableUS flag
Unapproved/Other Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
PreQue 10Lycopene (5 mg/1) + Ascorbic acid (30 mg/1) + Cholecalciferol (120 [iU]/1) + Cupric oxide (1 mg/1) + Cyanocobalamin (1 ug/1) + Doconexent (50 mg/1) + Docusate sodium (25 mg/1) + Folic acid (0.5 mg/1) + Iron (15 mg/1) + Magnesium oxide (10 mg/1) + Riboflavin (1.7 mg/1) + Selenium (7.5 ug/1) + Thiamine mononitrate (1 mg/1) + Ubidecarenone (50 mg/1) + Vitamin A (1250 [iU]/1) + Zinc oxide (12.5 mg/1) + alpha-Tocopherol succinate (15 [iU]/1)TabletOralPhysicians Total Care, Inc.2011-11-012013-02-11US flag
PreQue 10Lycopene (5 mg/1) + Ascorbic acid (30 mg/1) + Cholecalciferol (120 [iU]/1) + Cupric oxide (1 mg/1) + Cyanocobalamin (1 ug/1) + Doconexent (50 mg/1) + Docusate sodium (25 mg/1) + Folic acid (0.5 mg/1) + Iron (15 mg/1) + Magnesium oxide (10 mg/1) + Riboflavin (1.7 mg/1) + Selenium (7.5 ug/1) + Thiamine chloride (1 mg/1) + Ubidecarenone (50 mg/1) + Vitamin A (1250 [iU]/1) + Vitamin E (15 [iU]/1) + Zinc oxide (12.5 mg/1)TabletOralActavis Pharma, Inc.2011-11-012017-10-31US flag
RE FAC-xLycopene (500 ug/1) + Ascorbic acid (200 mg/1) + Biotin (200 ug/1) + Cholecalciferol (400 [iU]/1) + Chromium picolinate (200 ug/1) + Cupric sulfate pentahydrate (2.5 mg/1) + Cyanocobalamin (2500 ug/1) + Folic acid (2800 ug/1) + Lutein (500 ug/1) + Magnesium (100 mg/1) + Manganese sulfate (2.5 mg/1) + Nicotinamide (100 mg/1) + Calcium pantothenate (10 mg/1) + Pyridoxine hydrochloride (25 mg/1) + Riboflavin (20 mg/1) + Selenomethionine (100 ug/1) + Thiamine mononitrate (20 mg/1) + Vitamin A (5000 [iU]/1) + Vitamin E (100 [iU]/1) + Zinc (15 mg/1)TabletOralRiver’s Edge Pharmaceuticals, LLC2007-07-012011-01-13US flag

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as carotenes. These are a type of unsaturated hydrocarbons containing eight consecutive isoprene units. They are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Carotenes belonging form a subgroup of the carotenoids family.
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
Prenol lipids
Sub Class
Tetraterpenoids
Direct Parent
Carotenes
Alternative Parents
Branched unsaturated hydrocarbons / Unsaturated aliphatic hydrocarbons / Acyclic olefins
Substituents
Acyclic olefin / Aliphatic acyclic compound / Branched unsaturated hydrocarbon / Carotene / Hydrocarbon / Olefin / Unsaturated aliphatic hydrocarbon / Unsaturated hydrocarbon
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
acyclic carotene (CHEBI:15948) / C40 isoprenoids (tetraterpenes), Carotenoids (C05432) / C40 isoprenoids (tetraterpenes) (LMPR01070257)
Affected organisms
Not Available

Chemical Identifiers

UNII
SB0N2N0WV6
CAS number
502-65-8
InChI Key
OAIJSZIZWZSQBC-GYZMGTAESA-N
InChI
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+
IUPAC Name
(6E,8E,10E,12E,14E,16E,18E,20E,22E,24E,26E)-2,6,10,14,19,23,27,31-octamethyldotriaconta-2,6,8,10,12,14,16,18,20,22,24,26,30-tridecaene
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

References

General References
  1. Story EN, Kopec RE, Schwartz SJ, Harris GK: An update on the health effects of tomato lycopene. Annu Rev Food Sci Technol. 2010;1:189-210. doi: 10.1146/annurev.food.102308.124120. [Article]
  2. Shi J, Le Maguer M: Lycopene in tomatoes: chemical and physical properties affected by food processing. Crit Rev Food Sci Nutr. 2000 Jan;40(1):1-42. [Article]
  3. Agarwal S, Rao AV: Tomato lycopene and its role in human health and chronic diseases. CMAJ. 2000 Sep 19;163(6):739-44. [Article]
Human Metabolome Database
HMDB0003000
KEGG Compound
C05432
PubChem Compound
446925
PubChem Substance
347827946
ChemSpider
394156
RxNav
29008
ChEBI
15948
ChEMBL
CHEMBL501174
ZINC
ZINC000008214943
PDBe Ligand
LYC
Wikipedia
Lycopene
PDB Entries
1lgh / 6q53 / 7qhm / 7qho / 7tuw / 7tv3 / 7vzg / 7vzr / 8fb9 / 8fbb

Clinical Trials

Clinical Trials Learn More" title="About Clinical Trials" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">
PhaseStatusPurposeConditionsCount
4CompletedTreatmentOral Lichen Planus1
2Active Not RecruitingSupportive CareMetastatic Colorectal Cancer (CRC) / Skin Toxicity1
2CompletedPreventionBenign Prostatic Hypertrophy1
2CompletedPreventionNeoplasms of the Prostate / Prostatic Intraepithelial Neoplasia1
2CompletedTreatmentAdenocarcinoma of Prostate / Recurrent Prostate Cancer / Stage I Prostate Cancer / Stage IIA Prostate Cancer / Stage IIB Prostate Cancer / Stage III Prostate Cancer1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
FormRouteStrength
Tablet, coatedOral
CapsuleOral
LotionTopical
CapsuleOral
KitOral
TabletOral
Capsule, coatedOral
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.000397 mg/mLALOGPS
logP9.16ALOGPS
logP11.93Chemaxon
logS-6.1ALOGPS
Physiological Charge0Chemaxon
Hydrogen Acceptor Count0Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area0 Å2Chemaxon
Rotatable Bond Count16Chemaxon
Refractivity197.81 m3·mol-1Chemaxon
Polarizability73.69 Å3Chemaxon
Number of Rings0Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-01b9-9111850000-7f5ee1d2f1f4dd233963
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-001r-0136910000-69a7ec8fe611cc1e1f38
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-000i-0102390000-fce4569a661ab84cc280
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0fba-1131900000-f1c097d5fc00dc687160
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0f79-0728930000-ee1cf299477c567c17c7
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-004i-0142900000-53867fc2deaaaa42d7e0
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0uxr-0203920000-17f85ba8399e7014d612
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-336.8336178
predicted
DarkChem Lite v0.1.0
[M-H]-336.1589178
predicted
DarkChem Lite v0.1.0
[M-H]-337.4869178
predicted
DarkChem Lite v0.1.0
[M-H]-251.72816
predicted
DeepCCS 1.0 (2019)
[M+H]+253.55305
predicted
DeepCCS 1.0 (2019)
[M+Na]+259.1589
predicted
DeepCCS 1.0 (2019)

Drug created at December 03, 2015 16:51 / Updated at February 10, 2024 11:21