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CHEBI:79068 - crocin-1

ChEBI IDCHEBI:79068
ChEBI Namecrocin-1
Stars
DefinitionA 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 IDCHEBI:3919
Last Modified11 November 2015
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC44H64O24
Net Charge0
Average Mass976.972
Monoisotopic Mass976.37875
SMILESCC(/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
InChIInChI=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
InChIKeySEBIKDIMAPSUBY-RTJKDTQDSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Crocus sativus (ncbitaxon:82528) - DOI (10.1002/hlca.19270100148) From stigmata, PO:0009073
Roles Classification
Chemical Role:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Roles:
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).
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Applications:
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.
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).
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
SaffronKEGG COMPOUND
crocetin digentiobiosideKNApSAcK
alpha-crocinKNApSAcK
crocetin di-gentiobiose esterChEBI
crocineChemIDplus
crocetin di-β-D-gentiobiose esterChEBI
UniProt Name  Source
bis(β-D-gentiobiosyl) crocetinUniProt
Manual XrefsDatabases
C08589KEGG COMPOUND
CPD-8666MetaCyc
C00003769KNApSAcK
HMDB0002398HMDB
CrocinWikipedia
Registry NumbersSources
Reaxys:78445Reaxys
CAS:42553-65-1KEGG COMPOUND
CAS:39465-00-4ChemIDplus
Citations