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C4582

β-Carotene

Name: β-Carotene
Brand: SIGMA

synthetic, ≥95% (HPLC), crystalline

Synonym(s):

β,β-Carotene, Provitamin A

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About This Item

Empirical Formula (Hill Notation):

C₄₀H₅₆

CAS Number:

7235-40-7

Molecular Weight:

536.87

Beilstein:

1917416

EC Number:

230-636-6

MDL number:

MFCD00001556

UNSPSC Code:

12352212

PubChem Substance ID:

24892702

NACRES:

NA.77

biological source

synthetic

Quality Level

200

Assay

≥95% (HPLC)

form

crystalline

impurities

α-carotene, essentially free

color

dark red-purple to red-brown

mp

178-179 °C

solubility

hexane: soluble 100 μg/mL
DMSO: 30 μg/mL
H₂O: insoluble

ε (extinction coefficient)

2160-2280 at 478-479 nm in hexane at 1% (vs. 2280, lit.)
2450-2590 at 450-452 nm in hexane at 1% (vs. 2590, lit.)

storage temp.

−20°C

SMILES string

CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C2=C(C)CCCC2(C)C)C(C)(C)CCC1

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+

InChI key

OENHQHLEOONYIE-JLTXGRSLSA-N

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Related Categories

Vitamins

Application

β-Carotene has been used:

as standard for quantification of b-carotene using HPLC analysis
as a standard for the identification and quantification of authentic standards for carotenoid groups
for standard curve preparation in the measurement of β-carotene production
for standard curve preparation in nutritive assays

Biochem/physiol Actions

β-Carotene (pro-vitamin A) is a member of carotenoids. This antioxidant plays a vital role in human physiology. β-Carotene is an abundant carotenoid. It is considered as a precursor of vitamin A, which is a lipid soluble antioxidant with vitamin E properties.

The most important of the provitamins A, β-carotene can be classified as an antioxidant due to its inhibition of radical initiated peroxidation in vitro. However, in vivo it appears to act either as an antioxidant or a prooxidant depending on cellular environment. It reduces the incidence of many cancers, but enhances lung cancer incidence in smokers.

Caution

Purchase minimum quantity required. Discard one month after opening.

WGK

WGK 1

Flash Point(F)

217.9 °F

Flash Point(C)

103.3 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Chromatograms

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application for HPLC

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