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Structure Database (LMSD)

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Common Name

Capsanthin

Systematic Name

(3R,3'S,5'R)-3,3'-Dihydroxy-β,kappa-caroten-6'-one

Synonyms

LM ID

LMPR01070265

Formula

C₄₀H₅₆O₃

Exact Mass

Calculate m/z

584.422945

Status

Curated

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Classification

Biological Context

Carotenoid mixture is a mixture of carotenoids that contains the antioxidative and anti-inflammatory carotenoid capsanthin and the antioxidative vitamin A precursor β-carotene , as well as additional carotenoids and carotenoid esters.^1,2,3,4

This information has been provided by Cayman Chemical

References

1. Horie, S., Okuda, C., T., Y., et al. Purified canola lutein selectively inhibits specific isoforms of mammalian DNA polymerases and reduces inflammatory response. Lipids 45(8), 713-721 (2010).

2. Narisawa, T., Fukaura, Y., Hasebe, M., et al. Prevention of N-methylnitrosourea-induced colon carcinogenesis in rats by oxygenated carotenoid capsanthin and capsanthin-rich paprika juice. Proc. Soc. Exp. Biol. Med. 224(2), 116-122 (2000).

3. Kim, J.S., Lee, W.M., Rhee, H.C., et al. Red paprika (Capsicum annuum L.) and its main carotenoids, capsanthin and β-carotene, prevent hydrogen peroxide-induced inhibition of gap-junction intercellular communication. Chem. Biol. Interact. 254, 146-155 (2016).

4. Negishi, H., Ueda, Y., and Azuma, M. Antioxidant fat-soluble vitamins and lipid peroxides in serum. J. Clin. Biochem. Nutr. 26(3), 227-234 (1999).

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Capsicum annuum (#4072)

Magnoliopsida (#3398)

Structure of the coloring matter of paprika

String Representations

InChiKey (Click to copy)

VYIRVAXUEZSDNC-RDJLEWNRSA-N

InChi (Click to copy)

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

SMILES (Click to copy)

[C@]1(C)(C(=O)/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)C[C@@H](O)CC2(C)C)C[C@H](CC1(C)C)O