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Details

Stereochemistry ACHIRAL
Molecular Formula C40H56
Molecular Weight 536.8741
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 9
Charge 0

SHOW SMILES / InChI
Structure of BETA CAROTENE

SMILES

C/C(=C(/[H])\C(\[H])=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])\C1=C(C)CCCC1(C)C)/C(/[H])=C(\[H])/C(/[H])=C(\C)/C(/[H])=C(\[H])/C2=C(C)CCCC2(C)C

InChI

InChIKey=OENHQHLEOONYIE-JLTXGRSLSA-N
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+

HIDE SMILES / InChI

Molecular Formula C40H56
Molecular Weight 536.8741
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 9
Optical Activity NONE

Description
Curator's Comment:: Description was created based on several sources, including http://www.drugs.com/monograph/lumitene.html

Beta-carotene is found in many foods and is sold as a dietary supplement. Beta-carotene is a carotenoid, weak antioxidant; precursor of vitamin A, which is essential for vision and growth. Used to reduce the severity of photosensitivity reactions in patients with erythropoietic protoporphyria (EPP). Has been used in high-dose antioxidant supplements containing ascorbic acid and vitamin E with zinc in high-risk patients with age-related macular degeneration. Beta-carotene is also used to decrease asthma symptoms caused by exercise; to prevent certain cancers, heart disease, cataracts; and to treat AIDS, alcoholism, Alzheimer’s disease, depression, epilepsy, headache, heartburn, high blood pressure, infertility, Parkinson’s disease, rheumatoid arthritis, schizophrenia, and skin disorders including psoriasis and vitiligo.

Originator

Curator's Comment:: Beta-carotene was first isolated by Wackenroder in 1831.The structure was deduced by Karrer et al. in 1930-1931. The first total syntheses of beta-carotene were reported in 1950 by Karrer and Eugster, Inhoffen et al and Milas et al

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: singlet excited oxygen
Target ID: P20263
Gene ID: 18999.0
Gene Symbol: Pou5f1
Target Organism: Mus musculus (Mouse)
Target ID: Q09163
Gene ID: 13386.0
Gene Symbol: Dlk1
Target Organism: Mus musculus (Mouse)
Target ID: Q61221|||Q8R385
Gene ID: 15251.0
Gene Symbol: Hif1a
Target Organism: Mus musculus (Mouse)
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
SOLATENE

Approved Use

Erythropoietic protoporphyria

Launch Date

1.73404799E11
Primary
Unknown

Approved Use

Unknown
Preventing
Unknown

Approved Use

Unknown
Preventing
Unknown

Approved Use

Unknown
Preventing
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Palliative
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Beta carotene therapy for erythropoietic protoporphyria and other photosensitivity diseases.
1977 Sep
Β-carotene inhibits neuroblastoma tumorigenesis by regulating cell differentiation and cancer cell stemness.
2014 Aug 8
Patents

Patents

Sample Use Guides

For Erythropoietic Protoporphyria 0–300 mg (50,000–500,000 IU beta carotene) daily; For Macular Degeneration 15 mg daily in combination with ascorbic acid 500 mg daily, vitamin E 400 units daily, and zinc (as zinc oxide) 80 mg daily, with copper (as cupric oxide) 2 mg daily
Route of Administration: Oral
In vitro evaluation of BC (Beta-carotene) on rat H9c2 cells showed that the agent significantly improved vitality of these cells in a dose range of 2.5–10 uM.
Substance Class Chemical
Created
by admin
on Fri Jun 25 21:11:17 UTC 2021
Edited
by admin
on Fri Jun 25 21:11:17 UTC 2021
Record UNII
01YAE03M7J
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BETA CAROTENE
DSC   HSDB   ORANGE BOOK   USAN   USP   USP-RS   VANDF  
USAN  
Official Name English
BETACAROTENE [EP]
Common Name English
BETACAROTENE [INN]
Common Name English
CI FOOD ORANGE 5
Common Name English
BETA CAROTENE [HSDB]
Common Name English
BETA CAROTENE [DSC]
Common Name English
INS NO.160A(III)
Common Name English
PROVATENE
Common Name English
CAROTEN BASE 35468
Common Name English
CI 40800
INCI  
INCI  
Official Name English
E-160A(III)
Common Name English
BETA CAROTENE [ORANGE BOOK]
Common Name English
FOOD ORANGE 5
Common Name English
C.I.-40800
Code English
BETACAROTENE [MART.]
Common Name English
BETACAROTENE
EP   INN   MART.   WHO-DD  
INN  
Official Name English
CAROTENE,BETA
VANDF  
Common Name English
SOLATENE
Brand Name English
.BETA.-CAROTENE [MI]
Common Name English
SERLABO
Common Name English
BETA CAROTENE [USP-RS]
Common Name English
ALL-TRANS-.BETA.-CAROTENE
Common Name English
ROVIMIX .BETA.-CAROTENE
Common Name English
BETA-CAROTENE
FCC   INCI  
INCI  
Official Name English
BETACAROTENE [WHO-DD]
Common Name English
INS-160A(III)
Common Name English
PROVATENOL
Common Name English
LUCARATIN
Brand Name English
BETA,BETA-CAROTENE
Common Name English
BETAVIT
Brand Name English
BETA CAROTENE [VANDF]
Common Name English
BETA-CAROTENE (CONSTITUENT OF LYCOPENE AND TOMATO EXTRACT CONTAINING LYCOPENE) [DSC]
Common Name English
BETA-CAROTENE [FCC]
Common Name English
BETACAROTENE [EP MONOGRAPH]
Common Name English
CI 75130
INCI  
INCI  
Official Name English
CAROTENE,BETA [VANDF]
Common Name English
(ALL-E)-1,1'-(3,7,12,16-TETRAMETHYL-1,3,5,7,9,11,13,15,17-OCTADECANONAENE-1,18-DIYL)BIS(2,6,6-TRIMETHYLCYCLOHEXENE)
Common Name English
BETA CAROTENE [USAN]
Common Name English
BETA CAROTENE [USP]
Common Name English
NSC-62794
Code English
BETA-CAROTENE (CONSTITUENT OF SPIRULINA) [DSC]
Common Name English
LUCAROTIN 30SUN
Common Name English
CI 40800 [INCI]
Common Name English
BETA, BETA-CAROTENE
Common Name English
CI 75130 [INCI]
Common Name English
BETA-CAROTENE [INCI]
Common Name English
Classification Tree Code System Code
WHO-ATC A11CA02
Created by admin on Fri Jun 25 21:11:17 UTC 2021 , Edited by admin on Fri Jun 25 21:11:17 UTC 2021
WHO-VATC QA11CA02
Created by admin on Fri Jun 25 21:11:17 UTC 2021 , Edited by admin on Fri Jun 25 21:11:17 UTC 2021
LIVERTOX 99
Created by admin on Fri Jun 25 21:11:17 UTC 2021 , Edited by admin on Fri Jun 25 21:11:17 UTC 2021
DSLD 1016 (Number of products:99)
Created by admin on Fri Jun 25 21:11:17 UTC 2021 , Edited by admin on Fri Jun 25 21:11:17 UTC 2021
WHO-ATC D02BB01
Created by admin on Fri Jun 25 21:11:17 UTC 2021 , Edited by admin on Fri Jun 25 21:11:17 UTC 2021
JECFA EVALUATION INS-160A(III)
Created by admin on Fri Jun 25 21:11:17 UTC 2021 , Edited by admin on Fri Jun 25 21:11:17 UTC 2021
WHO-VATC QD02BB01
Created by admin on Fri Jun 25 21:11:17 UTC 2021 , Edited by admin on Fri Jun 25 21:11:17 UTC 2021
CODEX ALIMENTARIUS (GSFA) INS-160A(III)
Created by admin on Fri Jun 25 21:11:17 UTC 2021 , Edited by admin on Fri Jun 25 21:11:17 UTC 2021
NCI_THESAURUS C68303
Created by admin on Fri Jun 25 21:11:17 UTC 2021 , Edited by admin on Fri Jun 25 21:11:17 UTC 2021
CFR 21 CFR 184.1245
Created by admin on Fri Jun 25 21:11:17 UTC 2021 , Edited by admin on Fri Jun 25 21:11:17 UTC 2021
Code System Code Type Description
WIKIPEDIA
BETA-CAROTENE
Created by admin on Fri Jun 25 21:11:17 UTC 2021 , Edited by admin on Fri Jun 25 21:11:17 UTC 2021
PRIMARY
FDA UNII
01YAE03M7J
Created by admin on Fri Jun 25 21:11:17 UTC 2021 , Edited by admin on Fri Jun 25 21:11:17 UTC 2021
PRIMARY
RXCUI
19143
Created by admin on Fri Jun 25 21:11:17 UTC 2021 , Edited by admin on Fri Jun 25 21:11:17 UTC 2021
PRIMARY RxNorm
EVMPD
SUB05791MIG
Created by admin on Fri Jun 25 21:11:17 UTC 2021 , Edited by admin on Fri Jun 25 21:11:17 UTC 2021
PRIMARY
PUBCHEM
5280489
Created by admin on Fri Jun 25 21:11:17 UTC 2021 , Edited by admin on Fri Jun 25 21:11:17 UTC 2021
PRIMARY
DRUG BANK
DB06755
Created by admin on Fri Jun 25 21:11:17 UTC 2021 , Edited by admin on Fri Jun 25 21:11:17 UTC 2021
PRIMARY
USP_CATALOG
1065480
Created by admin on Fri Jun 25 21:11:17 UTC 2021 , Edited by admin on Fri Jun 25 21:11:17 UTC 2021
PRIMARY USP-RS
NCI_THESAURUS
C1016
Created by admin on Fri Jun 25 21:11:17 UTC 2021 , Edited by admin on Fri Jun 25 21:11:17 UTC 2021
PRIMARY
MERCK INDEX
M3125
Created by admin on Fri Jun 25 21:11:17 UTC 2021 , Edited by admin on Fri Jun 25 21:11:17 UTC 2021
PRIMARY Merck Index
INN
4229
Created by admin on Fri Jun 25 21:11:17 UTC 2021 , Edited by admin on Fri Jun 25 21:11:17 UTC 2021
PRIMARY
ChEMBL
CHEMBL1293
Created by admin on Fri Jun 25 21:11:17 UTC 2021 , Edited by admin on Fri Jun 25 21:11:17 UTC 2021
PRIMARY
LACTMED
Beta-Carotene
Created by admin on Fri Jun 25 21:11:17 UTC 2021 , Edited by admin on Fri Jun 25 21:11:17 UTC 2021
PRIMARY
CAS
7235-40-7
Created by admin on Fri Jun 25 21:11:17 UTC 2021 , Edited by admin on Fri Jun 25 21:11:17 UTC 2021
PRIMARY
HSDB
3264
Created by admin on Fri Jun 25 21:11:17 UTC 2021 , Edited by admin on Fri Jun 25 21:11:17 UTC 2021
PRIMARY
JECFA MONOGRAPH
INS-160A(III)
Created by admin on Fri Jun 25 21:11:17 UTC 2021 , Edited by admin on Fri Jun 25 21:11:17 UTC 2021
PRIMARY
DRUG CENTRAL
345
Created by admin on Fri Jun 25 21:11:17 UTC 2021 , Edited by admin on Fri Jun 25 21:11:17 UTC 2021
PRIMARY
EPA CompTox
7235-40-7
Created by admin on Fri Jun 25 21:11:17 UTC 2021 , Edited by admin on Fri Jun 25 21:11:17 UTC 2021
PRIMARY
ECHA (EC/EINECS)
230-636-6
Created by admin on Fri Jun 25 21:11:17 UTC 2021 , Edited by admin on Fri Jun 25 21:11:17 UTC 2021
PRIMARY
MESH
D019207
Created by admin on Fri Jun 25 21:11:17 UTC 2021 , Edited by admin on Fri Jun 25 21:11:17 UTC 2021
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT
Nutritional value per 100 g (3.5 oz) - 361 μg
PARENT -> CONSTITUENT ALWAYS PRESENT
page 594
CONSTITUENT MAY BE PRESENT -> PARENT
USP
PARENT -> CONSTITUENT ALWAYS PRESENT
PARENT -> CONSTITUENT ALWAYS PRESENT
As in synthetic beta-carotene, the colouring principle of beta-carotene from B. trispora consists predominantly of all-trans beta-carotene.
PARENT -> CONSTITUENT ALWAYS PRESENT
page 594
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IMPURITY -> PARENT
USP
IMPURITY -> PARENT
USP
IMPURITY -> PARENT
USP
Related Record Type Details
ACTIVE MOIETY