CAS 7235-40-7|β-carotene|β-CAROTENE PREDOMINANTLY trans|1,3,3-trimethyl-2-[3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohex-1-en-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]cyclohex-1-ene...

General Information

Structure

Molecular Formula

C₄₀H₅₆

Molecular Mass

536.87264

Exact Mass

536.43820179

Charge

0

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

Canonic Smiles

C/C(=C\C=C\C=C(\C=C\C=C(\C=C\C1=C(C)CCCC1(C)C)/C)/C)/C=C/C=C(/C=C/C1=C(C)CCCC1(C)C)\C

Isomeric Smiles

C1CCC(C(=C1C)/C=C/C(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C=C/C1=C(CCCC1(C)C)C)\C)\C)/C)/C)(C)C

Calculated Properties

JChem

LogD (pH = 7.4)

11.12

LogD (pH = 5.5)

11.12

Log P

11.12

Rotatable Bonds

10

H Donor

0

H Acceptors

0

Lipinski's Rule of Five

false

Polar Surface Area

0.00

Polarizability

71.89

Molar Refractivity

191.61

LOG S

-15.79

Data Source

Commercial Catalog

Academic Data

Data Source

Names and Identifiers

IUPAC Traditional name

β-carotene

Synonyms

β-CAROTENE PREDOMINANTLY transProvitamin A₁Provitamin ASolateneβ-CaroteneBeta caroteneβ-Caββ-Caroteneβ,β-胡萝卜素β-胡萝卜素维生素原 Aβ-CAROTENEProvatenolNSC 62794β,β-CaroteneRovimix β-CaroteneProvateneBetaVit(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]CarotabenBetacaroteneβ-Caroteneall-trans-β-CaroteneCarotene Base 80Sall-trans-beta-caroteneBETA-CAROTENEbeta-Carotene1,1'-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaene-1,18-diyl]bis(2,6,6-trimethylcyclohexene)beta-carotenebeta-Karotin

IUPAC name

1,3,3-trimethyl-2-[3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohex-1-en-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]cyclohex-1-ene 1,3,3-trimethyl-2-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohex-1-en-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]cyclohex-1-ene

Names and Identifiers

Registration numbers

CAS Number

7235-40-7

EC Number

230-636-6

MDL Number

MFCD00001556

PubChem SID

24892702248931891620377218144093

Beilstein Number

1917416

PubChem CID

5280489

Reaxys Registry

1917416

Rhea Database

RHEA:56724RHEA:10404RHEA:34455RHEA:32239RHEA:30323RHEA:32887RHEA:26389RHEA:55660RHEA:30331RHEA:34315

BKMS React Database

3342280011109167768581324401315348269

SABIO-RK Database

13048623

BRENDA Ligand Database

8269228001110916776334858132440131534

Wikipedia Title

Beta_Carotene

CompTox Database

DTXSID3020253

PDBeChem Database

BCR

MetaboLights Database

MTBLS3854MTBLS406MTBLS889MTBLS984

Carotenoids Database

CA00309

CHEBI ID

CHEBI:10355CHEBI:17579CHEBI:12392CHEBI:22834CHEBI:40987

LIPID MAPS Instance

LMPR01070000LMPR01070001

IntEnz Database

EC 5.2.1.14EC 1.13.11.63EC 1.13.11.n2EC 1.14.99.n2EC 1.14.99.63EC 1.14.15.24EC 1.13.11.71EC 1.14.13.129EC 5.5.1.19

KNApSAcK Database

C00000919

GeneOntology Database

GO:1905388GO:1901810GO:1901811GO:1905387GO:1901812

Drug Central Database

345

VirtualMetabolicHuman Database

caro

COMe Database

MOL000093

SureChEMBL Database

SCHEMBL6151

Reactom Database

R-HSA-975635R-HSA-5164399

CHEMBL

HMDB Database

KEGG DRUG Database

MetaCyc Database

KEGG ID

BindingDB Database

SwissLipids Database Link

SLM:000000432

Registration numbers

Properties

Related Proteins

Related Proteins

Molecular Spectra

No Data Available

Click here to submit data

Molecule Details

Selleck Chemicals

S1767

Research Area: Metabolic Disease
Biological Activity:
Beta Carotene is an organic compound and classified as a terpenoid. It is a precursor (inactive form) of vitamin A. Its actions are involved in cancer, cognition photosensitivity. [1]

MP Biomedicals

02101287

Crystalline
Synthetic
Predominantly the trans-β-isomer

02193459

Dry Powder

Sigma Aldrich

C9750

包装
Packaged in serum vials.
Biochem/physiol Actions
维生素原 A，即 β-胡萝卜素能分类作为抗氧化剂的最重要的原因就是它可以在体外抑制自由基引发的过氧化。然而，它在体内究竟表现为抗氧化剂或是促氧化剂却取决于细胞环境。它可以降低许多癌症的发病率，却会增加吸烟者患肺癌的几率。
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. C9750.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

C4582

Biochem/physiol Actions
维生素原 A，即 β-胡萝卜素能分类作为抗氧化剂的最重要的原因就是它可以在体外抑制自由基引发的过氧化。然而，它在体内究竟表现为抗氧化剂或是促氧化剂却取决于细胞环境。它可以降低许多癌症的发病率，却会增加吸烟者患肺癌的几率。

TRC

C184250

Most important of the provitamins A. Widely distributed in the plant and animal kingdom. In plants it occurs almost always together with chlorophyll. Vitamin A precursor. Ultraviolet screen.

ChEBI

CHEBI:17579

A cyclic carotene obtained by dimerisation of all-trans-retinol. A strongly-coloured red-orange pigment abundant in plants and fruit and the most active and important provitamin A carotenoid.

Molecule Details

References

PubChem Literature

From Data Sources

• http://en.wikipedia.org/wiki/Beta-Carotene

• Tan, C., et al.: Food Chem., 92, 661 (1929)

• Desmet, J., et al.: Biochem. Biophys. Acta, 912, 211 (1929)

• Karrer, et al.: Helv. Chim. Acta, 12, 1142 (1929)

• Fischli, M., et al.: Helv. Chim. Acta, 58, 1584 (1929)

• Chu, B., et al.: J. Agric. Food Chem., 55

References

Bioactivity

PubChem BioAssay

Bioactivity

Molecule

ID:72800