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capsanthin

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EntityQ425431· pop 10· linked from 11 articles

capsanthin

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Capsanthin is a natural red dye of the xanthophyll class of carotenoids. As a food coloring, it has the E number E160c(i). Capsanthin is the main carotenoid in the Capsicum annuum species of plants including red bell pepper, New Mexico chile, and cayenne peppers (Capsicum annuum) and a component of paprika oleoresin. Capsanthin is also found in some species of lily. Of all carotenoids, capsanthin is considered to have the greatest antioxidant capacity due to the presence of eleven conjugated double bonds, a conjugated keto group, and a cyclopentane ring.

In the Vinony graph

Within Vinony's link graph, capsanthin is referenced by 11 other articles, and connects out to digital object identifier, International Standard Serial Number and chemical formula.

Vinony files it under Carotenoids, Chembox image size set and ECHA InfoCard ID from Wikidata.

Its subject is documented across 9 Wikipedia language editions.

Chemical data

Formula
C40H56O3
Molecular weight
584.9 g/mol
IUPAC name
(2E,4E,6E,8E,10E,12E,14E,16E,18E)-19-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-1-[(1R,4S)-4-hydroxy-1,2,2-trimethylcyclopentyl]-4,8,13,17-tetramethylnonadeca-2,4,6,8,10,12,14,16,18-nonaen-1-one
SMILES
CC1=C(C(C[C@@H](C1)O)(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C(=O)[C@@]2(C[C@H](CC2(C)C)O)C)/C)/C
InChIKey
VYIRVAXUEZSDNC-RDJLEWNRSA-N
XLogP
10.6
Polar surface area
57.5 Ų
H-bond donors
2
H-bond acceptors
3
Formal charge
0

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Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Subclass of
carotenoid
Mass
584.422946
Show 5 more facts
chemical formula
C₄₀H₅₆O₃
canonical SMILES
CC1=C(C(CC(C1)O)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC(=O)C2(CC(CC2(C)C)O)C)C)C
isomeric SMILES
CC1=C(C(C[C@@H](C1)O)(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C(=O)[C@@]2(C[C@H](CC2(C)C)O)C)/C)/C
found in taxon
Lilium lancifolium
Commons category
Capsanthin
Sources (3)

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Encyclopedic overview

2 sections
Contents
  • Research
  • References

Capsanthin is a natural red dye of the xanthophyll class of carotenoids. As a food coloring, it has the E number E160c(i). Capsanthin is the main carotenoid in the Capsicum annuum species of plants including red bell pepper, New Mexico chile, and cayenne peppers (Capsicum annuum) and a component of paprika oleoresin. Capsanthin is also found in some species of lily. Of all carotenoids, capsanthin is considered to have the greatest antioxidant capacity due to the presence of eleven conjugated double bonds, a conjugated keto group, and a cyclopentane ring.

== Research == Xanthophyllic carotenoids such as β-carotene, lutein, and zeaxanthin have often been touted for their ability to help eye functionality. Capsanthin may also be able to support eye health and recent research has revealed its potential to help maintain intraocular pressure within a healthy range. A clinical study on Wistar rats explored this effect over the course of 28 days. The rats were induced with higher intraocular pressure and then either given a placebo or capsanthin. At the end of the trial, rats that consumed capsanthin had normalized their eye pressure comparable to the control group that had normal pressure levels.

Excerpted from Wikipedia’s “capsanthin” article, available under the CC BY-SA 4.0 licence.

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