CHEBI:79068 - crocin-1

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name crocin-1
ChEBI ID CHEBI:79068
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.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Kristian Axelsen
Secondary ChEBI IDs CHEBI:3919
Supplier Information
Download Molfile XML SDF
more structures >>
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C44H64O24
Net Charge 0
Average Mass 976.96460
Monoisotopic Mass 976.379
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
SMILES 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)=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
Metabolite of Species Details
Crocus sativus (NCBI:txid82528) From stigmata, PO:0009073 See: DOI
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Role(s): 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.
Application(s): 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).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing crocin-1 (CHEBI:79068) has functional parent β-D-gentiobiosyl crocetin (CHEBI:62769)
crocin-1 (CHEBI:79068) has functional parent gentiobiose (CHEBI:28066)
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 Sources
alpha-crocin KNApSAcK
bis(β-D-gentiobiosyl) crocetin UniProt
C.I. 75100 ChEBI
crocetin di-β-D-gentiobiose ester ChEBI
crocetin di-gentiobiose ester ChEBI
crocetin digentiobioside KNApSAcK
crocine ChemIDplus
Natural red 1 ChEBI
Natural yellow 19 ChEBI
Natural yellow 6 ChEBI
Saffron KEGG COMPOUND
trans-crocetin bis(β-D-gentiobiosyl) ester ChEBI
Manual Xrefs Databases
C00003769 KNApSAcK
C08589 KEGG COMPOUND
CPD-8666 MetaCyc
Crocin Wikipedia
HMDB0002398 HMDB
View more database links
Registry Numbers Types Sources
39465-00-4 CAS Registry Number ChemIDplus
42553-65-1 CAS Registry Number KEGG COMPOUND
78445 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
14514073 PubMed citation Europe PMC
17704979 PubMed citation Europe PMC
21398065 PubMed citation Europe PMC
24132704 PubMed citation Europe PMC
24275090 PubMed citation Europe PMC
24401376 PubMed citation Europe PMC
24659065 PubMed citation Europe PMC
24697694 PubMed citation Europe PMC
24839356 PubMed citation Europe PMC
Last Modified
11 November 2015