crocin-1 (CHEBI:79068)

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CHEBI:79068 - crocin-1

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ChEBI ID	CHEBI:79068
ChEBI Name	crocin-1
Stars
Definition	A diester that is crocetin in which both of the carboxy groups have been converted to their gentiobiosyl esters. It is one of the water-soluble yellow-red pigments of saffron and is used as a spice for flavouring and colouring food. Note that in India, the term 'Crocin' is also used by GlaxoSmithKline as a brand-name for paracetamol.
Secondary ChEBI ID	CHEBI:3919
Last Modified	11 November 2015
Submitter	Kristian Axelsen
Downloads	Molfile

Formula	C44H64O24
Net Charge	0
Average Mass	976.972
Monoisotopic Mass	976.37875
SMILES	CC(/C=C/C=C(\C)C(=O)O[C@@H]1O[C@H](CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O)=C\C=C\C=C(C)\C=C\C=C(/C)C(=O)O[C@@H]1O[C@H](CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O
InChI	InChI=1S/C44H64O24/c1-19(11-7-13-21(3)39(59)67-43-37(57)33(53)29(49)25(65-43)17-61-41-35(55)31(51)27(47)23(15-45)63-41)9-5-6-10-20(2)12-8-14-22(4)40(60)68-44-38(58)34(54)30(50)26(66-44)18-62-42-36(56)32(52)28(48)24(16-46)64-42/h5-14,23-38,41-58H,15-18H2,1-4H3/b6-5+,11-7+,12-8+,19-9+,20-10+,21-13+,22-14+/t23-,24-,25-,26-,27-,28-,29-,30-,31+,32+,33+,34+,35-,36-,37-,38-,41-,42-,43+,44+/m1/s1
InChIKey	SEBIKDIMAPSUBY-RTJKDTQDSA-N

Wikipedia

Species of Metabolite	Component	Source	Comments
Crocus sativus (ncbitaxon:82528)	-	DOI (10.1002/hlca.19270100148)	From stigmata, PO:0009073

Roles Classification

Chemical Roles:	antioxidant A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. food colouring A food additive that imparts colour to food. In European countries, E-numbers for permitted food colours are from E 100 to E 199, divided into yellows (E 100-109), oranges (E 110-119), reds (E 120-129), blues and violets (E 130-139), greens (E 140-149), browns and blacks (E 150-159), and others (E 160-199).
Biological Roles:	plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. food colouring A food additive that imparts colour to food. In European countries, E-numbers for permitted food colours are from E 100 to E 199, divided into yellows (E 100-109), oranges (E 110-119), reds (E 120-129), blues and violets (E 130-139), greens (E 140-149), browns and blacks (E 150-159), and others (E 160-199).
Applications:	food colouring A food additive that imparts colour to food. In European countries, E-numbers for permitted food colours are from E 100 to E 199, divided into yellows (E 100-109), oranges (E 110-119), reds (E 120-129), blues and violets (E 130-139), greens (E 140-149), browns and blacks (E 150-159), and others (E 160-199). histological dye A dye used in microscopic or electron microscopic examination of cells and tissues to give contrast and to highlight particular features of interest, such as nuclei and cytoplasm.

ChEBI Ontology

Outgoing Relation(s)
	crocin-1 (CHEBI:79068) has functional parent gentiobiose (CHEBI:28066)
	crocin-1 (CHEBI:79068) has functional parent β-D-gentiobiosyl crocetin (CHEBI:62769)
	crocin-1 (CHEBI:79068) has role antioxidant (CHEBI:22586)
	crocin-1 (CHEBI:79068) has role food colouring (CHEBI:77182)
	crocin-1 (CHEBI:79068) has role histological dye (CHEBI:77178)
	crocin-1 (CHEBI:79068) has role plant metabolite (CHEBI:76924)
	crocin-1 (CHEBI:79068) is a diester (CHEBI:51307)
	crocin-1 (CHEBI:79068) is a disaccharide derivative (CHEBI:63353)
	crocin-1 (CHEBI:79068) is a diterpenoid (CHEBI:23849)

IUPAC Name
bis[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}methyl)tetrahydro-2H-pyran-2-yl] (2E,4E,6E,8E,10E,12E,14E)-2,6,11,15-tetramethylhexadeca-2,4,6,8,10,12,14-heptaenedioate

Synonyms	Source
alpha-crocin	KNApSAcK
C.I. 75100	ChEBI
crocetin di-gentiobiose ester	ChEBI
crocetin digentiobioside	KNApSAcK
crocetin di-β-D-gentiobiose ester	ChEBI
crocine	ChemIDplus

UniProt Name	Source
bis(β-D-gentiobiosyl) crocetin	UniProt

Manual Xrefs	Databases
C00003769	KNApSAcK
C08589	KEGG COMPOUND
CPD-8666	MetaCyc
Crocin	Wikipedia
HMDB0002398	HMDB

Registry Numbers	Sources
Reaxys:78445	Reaxys
CAS:39465-00-4	ChemIDplus
CAS:42553-65-1	KEGG COMPOUND

Citations