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Merck

19081

Capsanthin

≥90.0% (HPLC)

Synonym(s):

(3R,3′S,5′R)-3,3′-Dihydroxy-β,κ-caroten-6′-one

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About This Item

Empirical Formula (Hill Notation):
C40H56O3
CAS Number:
Molecular Weight:
584.87
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
EC Number:
207-364-1
NACRES:
NA.32
Assay:
≥90.0% (HPLC)
Form:
powder
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Quality Segment

assay

≥90.0% (HPLC)

form

powder

λ

in hexane (with 2% dichloromethane)

UV absorption

λ: 467-471 nm Amax

storage temp.

−20°C

SMILES string

CC(/C=C/C1=C(C)C[C@@H](O)CC1(C)C)=C\C=C\C(C)=C\C=C\C=C(C)\C=C\C=C(\C=C\C([C@@]2(C)C(C)(C)C[C@H](O)C2)=O)C

InChI

1S/C40H56O3/c1-29(17-13-19-31(3)21-23-36-33(5)25-34(41)26-38(36,6)7)15-11-12-16-30(2)18-14-20-32(4)22-24-37(43)40(10)28-35(42)27-39(40,8)9/h11-24,34-35,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t34-,35+,40+/m1/s1

InChI key

VYIRVAXUEZSDNC-RDJLEWNRSA-N

General description

Capsanthin is a natural red-orange pigment present in red paprika and is a member of the xanthophylls, oxygen-containing carotenoids family. It is made up of a keto group conjugated with a long chain of 11 dienes.

Application

Capsanthin has been used as a reference standard to determine the oral toxicity of saponified Capsicum annum extract with 50% capsanthin by the high-performance liquid chromatography (HPLC) method.

Biochem/physiol Actions

Capsanthin is the last product of the pepper carotenoid biosynthesis pathway. It promotes lipid solubility by esterification with short-chain fatty acids. Capsanthin exhibits anti-oxidant, singlet oxygen quenching ability, antitumor, anti-inflammatory, antidiabetic, chemopreventive, and skin photo-protective activities. In addition, it also possesses anti-hyperlipidemic, anti-obesity, and anti-adipogenic properties. Capsanthin due to its wide array of health benefits is used in the cosmetic, pharma, and nutraceutical industries.


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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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