CHEBI:53168 - picrocrocin

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ChEBI Name picrocrocin
ChEBI ID CHEBI:53168
Definition A β-D-glucoside of β-cyclocitral; the precursor of safranal. It is the compound most responsible for the bitter taste of saffron.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Kristian Axelsen
Supplier Information
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Formula C16H26O7
Net Charge 0
Average Mass 330.37340
Monoisotopic Mass 330.168
InChI InChI=1S/C16H26O7/c1-8-4-9(5-16(2,3)10(8)6-17)22-15-14(21)13(20)12(19)11(7-18)23-15/h6,9,11-15,18-21H,4-5,7H2,1-3H3/t9-,11-,12-,13+,14-,15-/m1/s1
InChIKey WMHJCSAICLADIN-WYWSWGBSSA-N
SMILES CC1=C(C=O)C(C)(C)C[C@@H](C1)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
ChEBI Ontology
Outgoing picrocrocin (CHEBI:53168) has functional parent β-cyclocitral (CHEBI:53177)
picrocrocin (CHEBI:53168) is a β-D-glucoside (CHEBI:22798)
IUPAC Name
(1R)-4-formyl-3,5,5-trimethylcyclohex-3-en-1-yl β-D-glucopyranoside
Synonym Source
(R)-4-(beta-D-Glucopyranosyloxy)-2,6,6-trimethyl-1-cyclohexene-1-carboxaldehyde ChemIDplus
Manual Xref Database
C17055 KEGG COMPOUND
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Registry Numbers Types Sources
138-55-6 CAS Registry Number KEGG COMPOUND
138-55-6 CAS Registry Number ChemIDplus
37745 Beilstein Registry Number Beilstein
Citation Waiting for Citations Type Source
12509521 PubMed citation Europe PMC
Last Modified
28 July 2014
Submitter Remark
2009-09-24 10:40:09.0 Kristian Axelsen Described in pmid:12509521 fig. 1C