Details of the Drug

General Information of Drug (ID: DM0RXBT)

Drug Name
Beta-carotene
Synonyms
beta-carotene; 7235-40-7; beta Carotene; beta,beta-Carotene; Betacarotene; Provitamin A; Solatene; Carotaben; Provatene; all-trans-beta-Carotene; Serlabo; Natural Yellow 26; Karotin; KPMK; C.I. Food Orange 5; Solatene (caps); Karotin [Czech]; Food orange 5; Zlut prirodni 26; Betacarotenum [Latin]; Betacaroteno [Spanish]; Lucaratin; BetaVit; beta-Karotin; beta-Carotin; beta;-Carotene; beta-Carotene, all-trans-; .beta. Carotene; .beta.-Carotene; Betacarotenum [INN-Latin]; C.I. 75130; Betacaroteno [INN-Spanish]; Zlut prirodni 26 [Czech]
Indication
Disease Entry ICD 11 Status REF
Vitamin deficiency 5B55-5B71 Approved [1]
Affected Organisms
Humans and other mammals
ATC Code
A11CA02: Beta-carotene
A11CA: Vitamin A, plain
A11C: VITAMIN A AND D, INCL. COMBINATIONS OF THE TWO
A11: VITAMINS
A: ALIMENTARY TRACT AND METABOLISM
D02BB01: Beta-carotene
D02BB: Protectives against UV-radiation for systemic use
D02B: PROTECTIVES AGAINST UV-RADIATION
D02: EMOLLIENTS AND PROTECTIVES
D: DERMATOLOGICALS
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 2 Molecular Weight (mw) 536.9
Logarithm of the Partition Coefficient (xlogp) 13.5
Rotatable Bond Count (rotbonds) 10
Hydrogen Bond Donor Count (hbonddonor) 0
Hydrogen Bond Acceptor Count (hbondacc) 0
ADMET Property
Absorption AUC
The area under the plot of plasma concentration (AUC) of drug is 26.3 mcgh/L [2]
Absorption Cmax
The maximum plasma concentration (Cmax) of drug is 0.58 micromol/L [2]
Half-life
The concentration or amount of drug in body reduced by one-half in 6 - 11 days [3]
Metabolism
The drug is metabolized via the liver []
Adverse Drug Reaction (ADR)
ADR Term Variation Related DOT DOT ID REF
Blood and lymphatic system disorders Not Available THBD OT8VHLKY [4]
Blood and lymphatic system disorders Not Available VWF OTNMMA2P [4]
Chemical Identifiers
Formula
C40H56
IUPAC Name
1,3,3-trimethyl-2-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohexen-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]cyclohexene
Canonical SMILES
CC1=C(C(CCC1)(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C=C/C2=C(CCCC2(C)C)C)\\C)\\C)/C)/C
InChI
InChI=1S/C40H56/c1-31(19-13-21-33(3)25-27-37-35(5)23-15-29-39(37,7)8)17-11-12-18-32(2)20-14-22-34(4)26-28-38-36(6)24-16-30-40(38,9)10/h11-14,17-22,25-28H,15-16,23-24,29-30H2,1-10H3/b12-11+,19-13+,20-14+,27-25+,28-26+,31-17+,32-18+,33-21+,34-22+
InChIKey
OENHQHLEOONYIE-JLTXGRSLSA-N
Cross-matching ID
PubChem CID
5280489
ChEBI ID
CHEBI:17579
CAS Number
7235-40-7
UNII
01YAE03M7J
DrugBank ID
DB06755
TTD ID
D0MY8N
VARIDT ID
DR01414
INTEDE ID
DR0204

Molecular Interaction Atlas of This Drug


Drug Transporter (DTP)
DTP Name DTP ID UniProt ID MOA REF
P-glycoprotein 1 (ABCB1) DTUGYRD MDR1_HUMAN Substrate [5]

Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Beta,beta-carotene 15,15'-dioxygenase (BCO1)
Main DME 		DE6BOK3 BCDO1_HUMAN Substrate [6]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Acid ceramidase (ASAH1) OT1DNGXL ASAH1_HUMAN Gene/Protein Processing [7]
Alcohol dehydrogenase 1A (ADH1A) OTTS983E ADH1A_HUMAN Gene/Protein Processing [7]
Alcohol dehydrogenase class-3 (ADH5) OTSO67MI ADHX_HUMAN Gene/Protein Processing [7]
Aldehyde dehydrogenase family 3 member B1 (ALDH3B1) OT5NEUQE AL3B1_HUMAN Gene/Protein Processing [7]
Ankyrin repeat and SOCS box protein 1 (ASB1) OT0NZGEI ASB1_HUMAN Gene/Protein Processing [7]
Ankyrin repeat and SOCS box protein 9 (ASB9) OT3AA61T ASB9_HUMAN Gene/Protein Processing [7]
Ankyrin-2 (ANK2) OTWB4R1Y ANK2_HUMAN Gene/Protein Processing [7]
Ankyrin-3 (ANK3) OTJ3IRBP ANK3_HUMAN Gene/Protein Processing [7]
Apoptosis regulator BAX (BAX) OTAW0V4V BAX_HUMAN Gene/Protein Processing [7]
Apoptosis regulator Bcl-2 (BCL2) OT9DVHC0 BCL2_HUMAN Gene/Protein Processing [8]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

References

1 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services. 2015
2 UCSD lecture
3 Plasma concentration response to drinks containing beta-carotene as carrot juice or formulated as a water dispersible powder. Eur J Nutr. 2002 Oct;41(5):228-35. doi: 10.1007/s00394-002-0381-3.
4 ADReCS-Target: target profiles for aiding drug safety research and application. Nucleic Acids Res. 2018 Jan 4;46(D1):D911-D917. doi: 10.1093/nar/gkx899.
5 Carotenoids reverse multidrug resistance in cancer cells by interfering with ABC-transporters. Phytomedicine. 2012 Aug 15;19(11):977-87.
6 Substrate specificity of purified recombinant human beta-carotene 15,15'-oxygenase (BCO1). J Biol Chem. 2013 Dec 27;288(52):37094-103.
7 Beta-carotene and apocarotenals promote retinoid signaling in BEAS-2B human bronchioepithelial cells. Arch Biochem Biophys. 2006 Nov 1;455(1):48-60.
8 -Carotene Induces Apoptosis in Human Esophageal Squamous Cell Carcinoma Cell Lines via the Cav-1/AKT/NF-B Signaling Pathway. J Biochem Mol Toxicol. 2016 Mar;30(3):148-57. doi: 10.1002/jbt.21773. Epub 2016 Jan 6.