Crocetin

Crocetin^[1]
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
CAS Number	27876-94-4 ; 591230-99-8 (sodium salt) ;
3D model (JSmol)	Interactive image;
3DMet	B02312;
Beilstein Reference	1715455
ChEBI	CHEBI:3918 ;
ChEMBL	ChEMBL464792 ;
ChemSpider	4444644 ;
ECHA InfoCard	100.044.265
EC Number	248-708-0;
KEGG	C08588 ;
MeSH	crocetin
PubChem CID	5281232;
UNII	20TC155L9C ; YP57637WMX (sodium salt) ;
CompTox Dashboard (EPA)	DTXSID201015585 ;
	InChI 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+ Key: PANKHBYNKQNAHN-MQQNZMFNSA-N ; 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;
	SMILES CC(C=CC=C(C)C(O)=O)=CC=CC=C(C)C=CC=C(C)C(O)=O;
Properties
Chemical formula	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). verify (what is ?) Infobox references

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.^[3]^[4] It forms brick red crystals with a melting point of 285 °C.

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.

^ ^a ^b Merck Index, 11th Edition, 2592
^ CID 5281232 from PubChem
^ Umigai N, Murakami K, Ulit MV, et al. (May 2011). "The pharmacokinetic profile of crocetin in healthy adult human volunteers after a single oral administration". Phytomedicine. 18 (7): 575–8. doi:10.1016/j.phymed.2010.10.019. PMID 21112749.
^ Ichi, T; Higashimura, Y; Katayama, T; Koda, T; Shimizu, T; Tada, M (1995). "Analysis of Crocetin Derivatives from Gardenia". Nippon Shokuhin Kagaku Kogaku Kaishi. 42 (10): 776–783. doi:10.3136/nskkk.42.776. S2CID 87600533.

[Merck-1] Merck Index, 11th Edition, 2592

[2] CID 5281232 from PubChem

[3] Umigai N, Murakami K, Ulit MV, et al. (May 2011). "The pharmacokinetic profile of crocetin in healthy adult human volunteers after a single oral administration". Phytomedicine. 18 (7): 575–8. doi:10.1016/j.phymed.2010.10.019. PMID 21112749.

[4] Ichi, T; Higashimura, Y; Katayama, T; Koda, T; Shimizu, T; Tada, M (1995). "Analysis of Crocetin Derivatives from Gardenia". Nippon Shokuhin Kagaku Kogaku Kaishi. 42 (10): 776–783. doi:10.3136/nskkk.42.776. S2CID 87600533.

[1]

[2]

[3]

[4]