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carthamin

Structure via PubChem · Public domain (PubChem)

EntityQ419193· pop 12· linked from 24 articles

Carthamin is a natural red pigment derived from safflower (Carthamus tinctorius), earlier known as carthamine. It is used as a dye and a food coloring. As a food additive, it is known as Natural Red 26.

Chemical data

Formula
C43H42O22
Molecular weight
910.8 g/mol
IUPAC name
(2Z,6S)-5,6-dihydroxy-4-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2-[[(3S)-2,3,4-trihydroxy-5-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]-6-oxo-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohexa-1,4-dien-1-yl]methylidene]cyclohex-4-ene-1,3-dione
SMILES
C1=CC(=CC=C1/C=C/C(=O)C2=C([C@@](C(=C(C2=O)/C=C\3/C(=O)C(=C([C@](C3=O)([C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O)C(=O)/C=C/C5=CC=C(C=C5)O)O)([C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)O)O
InChIKey
WLYGSPLCNKYESI-RSUQVHIMSA-N
XLogP
-2.5
Polar surface area
407 Ų
H-bond donors
15
H-bond acceptors
22
Formal charge
0

via PubChem

Wikidata facts

Mass
910.216772984
Show 5 more facts
chemical formula
C₄₃H₄₂O₂₂
sRGB color hex triplet
D71345
found in taxon
Carthamus tinctorius
canonical SMILES
O=C(C=CC1=CC=C(O)C=C1)C=2C(=O)C(=CC=3C(=O)C(C(=O)C=CC4=CC=C(O)C=C4)=C(O)C(O)(C3O)C5OC(CO)C(O)C(O)C5O)C(=O)C(O)(C2O)C6OC(CO)C(O)C(O)C6O
isomeric SMILES
C1=CC(=CC=C1/C=C/C(=O)C2=C([C@@](C(=C(C2=O)/C=C\3/C(=O)C(=C([C@](C3=O)([C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O)C(=O)/C=C/C5=CC=C(C=C5)O)O)([C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)O)O
Sources (2)

via Wikidata · CC0

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Encyclopedic overview

1 sections
Contents
  • References

Carthamin is a natural red pigment derived from safflower (Carthamus tinctorius), earlier known as carthamine. It is used as a dye and a food coloring. As a food additive, it is known as Natural Red 26.

Safflower has been cultivated since ancient times, and carthamin was used as a dye in ancient Egypt. It was used extensively in the past for dyeing wool for the carpet industry in European countries, and in the dyeing of silk and the creation of cosmetics in Japan, where the color is called ; however, due to the expensive nature of the dye, Japanese safflower dyestuffs were sometimes diluted with other dyes, such as turmeric and sappan. It competed with the early synthetic dye fuchsine as a silk dye after fuchsine's 1859 discovery.

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

Gallery (2)