CHEBI:71634 - hydroxyversicolorone

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ChEBI Name hydroxyversicolorone
ChEBI ID CHEBI:71634
Definition An anthrafuran that is 2,3-dihydroanthra[2,3-b]furan-5,10-dione substituted at positions 2, 4, 6 and 8 by hydroxy groups and at position 3 by a 3-oxobutyl group.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter KAX
Supplier Information ChemicalBook:CB21387988, ZINC000006090922
Download Molfile XML SDF
Formula C20H16O8
Net Charge 0
Average Mass 384.33620
Monoisotopic Mass 384.08452
InChI InChI=1S/C20H16O8/c1-7(21)2-3-9-15-13(28-20(9)27)6-11-16(19(15)26)18(25)14-10(17(11)24)4-8(22)5-12(14)23/h4-6,9,20,22-23,26-27H,2-3H2,1H3/t9-,20-/m0/s1
InChIKey JGXCLZAVTLWCBF-LXGOIASLSA-N
SMILES CC(=O)CC[C@@H]1[C@@H](O)Oc2cc3C(=O)c4cc(O)cc(O)c4C(=O)c3c(O)c12
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing hydroxyversicolorone (CHEBI:71634) has role metabolite (CHEBI:25212)
hydroxyversicolorone (CHEBI:71634) is a p-quinones (CHEBI:25830)
hydroxyversicolorone (CHEBI:71634) is a anthrafuran (CHEBI:71652)
hydroxyversicolorone (CHEBI:71634) is a lactol (CHEBI:38131)
hydroxyversicolorone (CHEBI:71634) is a polyphenol (CHEBI:26195)
hydroxyversicolorone (CHEBI:71634) is conjugate acid of hydroxyversicolorone(1−) (CHEBI:77907)
Incoming hydroxyversicolorone(1−) (CHEBI:77907) is conjugate base of hydroxyversicolorone (CHEBI:71634)
IUPAC Name
(2S,3S)-2,4,6,8-tetrahydroxy-3-(3-oxobutyl)-2,3-dihydroanthra[2,3-b]furan-5,10-dione
Synonym Source
1'-hydroxyversicolorone ChEBI
Manual Xref Database
CPD-10168 MetaCyc
View more database links
Registry Numbers Types Sources
111975-78-1 CAS Registry Number ChemIDplus
5313681 Reaxys Registry Number Reaxys
Citations Types Sources
12513978 PubMed citation SUBMITTER
15184162 PubMed citation Europe PMC
15933021 PubMed citation SUBMITTER
19211038 PubMed citation Europe PMC
22069531 PubMed citation Europe PMC
Last Modified
06 June 2016