Crocetin

Crocetin is a natural apocarotenoid dicarboxylic acid that is found in the crocus flower together with its glycoside, crocin, and Gardenia jasminoides fruits. It is also known as crocetic acid. It forms brick red crystals with a melting point of 285 °C.

Crocetin
Names
IUPAC name
8,8′-Diapocarotene-8,8′-dioic acid
Systematic IUPAC name
(2E,4E,6E,8E,10E,12E,14E)-2,6,11,15-Tetramethylhexadeca-2,4,6,8,10,12,14-heptaenedioic acid
Other names
8,8'-Diapocarotenedioic acid; Transcrocetinate
Identifiers
3D model (JSmol)
3DMet
1715455
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.044.265
EC Number
  • 248-708-0
KEGG
MeSH crocetin
UNII
  • InChI=1S/C20H24O4/c1-15(11-7-13-17(3)19(21)22)9-5-6-10-16(2)12-8-14-18(4)20(23)24/h5-14H,1-4H3,(H,21,22)(H,23,24)/b6-5+,11-7+,12-8+,15-9+,16-10+,17-13+,18-14+ Y
    Key: PANKHBYNKQNAHN-MQQNZMFNSA-N Y
  • InChI=1/C20H24O4/c1-15(11-7-13-17(3)19(21)22)9-5-6-10-16(2)12-8-14-18(4)20(23)24/h5-14H,1-4H3,(H,21,22)(H,23,24)/b6-5+,11-7+,12-8+,15-9+,16-10+,17-13+,18-14+
    Key: PANKHBYNKQNAHN-MQQNZMFNBY
  • CC(C=CC=C(C)C(O)=O)=CC=CC=C(C)C=CC=C(C)C(O)=O
Properties
C20H24O4
Molar mass 328.408 g·mol−1
Appearance Red crystals
Melting point 285 °C (545 °F; 558 K)
log P 4.312
Acidity (pKa) 4.39
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

The chemical structure of crocetin forms the central core of crocin, the compound responsible for the color of saffron. Crocetin is usually extracted commercially from gardenia fruit, due to the high cost of saffron.

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