.ALPHA.-CAROTENE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C40H56
Molecular Weight	536.8726
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	9
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(\C=C\C=C(C)\C=C\[C@H]1C(C)=CCCC1(C)C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C2=C(C)CCCC2(C)C

InChI

InChIKey=ANVAOWXLWRTKGA-NTXLUARGSA-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/h11-14,17-23,25-28,37H,15-16,24,29-30H2,1-10H3/b12-11+,19-13+,20-14+,27-25+,28-26+,31-17+,32-18+,33-21+,34-22+/t37-/m0/s1

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/25736483 | https://www.ncbi.nlm.nih.gov/pubmed/28002826

Alpha-carotene is a provitamin A carotenoid present in fruits and vegetables. Higher serum concentrations of α-carotene have been associated with lower risk of cancer and all-cause mortality. It was suggested that genetic variants influence serum concentrations of provitamin A. Recently was found, that α-carotene effectively inhibits Lewis lung carcinoma (LLC) metastasis and suppresses lung metastasis in combination with taxol in LLC-bearing mice, suggesting that Alpha-carotene could be used as an anti-metastatic agent or as an adjuvant for anti-cancer drugs.

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Lewis lung carcinoma 1 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25736483	Primary		Preclinical	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Alpha-carotene inhibits metastasis in Lewis lung carcinoma in vitro, and suppresses lung metastasis and tumor growth in combination with taxol in tumor xenografted C57BL/6 mice.	2015 Jun	25736483
The CAPN2/CAPN8 Locus on Chromosome 1q Is Associated with Variation in Serum Alpha-Carotene Concentrations.	2016	28002826

Patents

Sample Use Guides

In Vivo Use Guide

5mg/kg

Route of Administration: Unknown

In Vitro Use Guide

α-carotene (2.5 μM) significantly inhibited integrin β1-mediated phosphorylation of focal adhesion kinase (FAK) which then decreased the phosphorylation of MAPK family.

Name

Type

Language

.ALPHA.-CAROTENE

Common Name

English

(ALL-E)-1,3,3-TRIMETHYL-2-(3,7,12,16-TETRAMETHYL-18-(2,6,6-TRIMETHYL-2-CYCLOHEXEN-1-YL)-1,3,5,7,9,11,13,15,17-OCTADECANONAENYL)CYCLOHEXENE

Common Name

English

ALPHA-CAROTENE

Common Name

English

HI-ALPHA

Common Name

English

Alpha-carotene [WHO-DD]

Common Name

English

.ALPHA.-CAROTENE [MI]

Common Name

English

4,5-DIDEHYDRO-5,6-DIHYDRO-.BETA.,.BETA.-CAROTENE

Common Name

English

(6'R)-.BETA.,.EPSILON.-CAROTENE

Common Name

English

C05433

Code

English

1,3,3-TRIMETHYL-2-((1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-TETRAMETHYL-18-(2,6,6-TRIMETHYL-2-CYCLOHEXEN-1-YL)-1,3,5,7,9,11,13,15,17-OCTADECANONAEN-1-YL)CYCLOHEXENE

Systematic Name

English

CHEBI:28425

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C68303