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CHEBI:72676 - versicolorin A

ChEBI IDCHEBI:72676
ChEBI Nameversicolorin A
Stars
DefinitionAn organic heteropentacyclic compound that is 3a,12a-dihydroanthra[2,3-b]furo[3,2-d]furan-5,10-dione carrying three hydroxy substituents at positions 4, 6 and 8.
Last Modified6 June 2016
SubmitterKAX
DownloadsMolfile
FormulaC18H10O7
Net Charge0
Average Mass338.271
Monoisotopic Mass338.04265
SMILES[H][C@]12OC=C[C@@]1([H])c1c(cc3c(c1O)C(=O)c1c(O)cc(O)cc1C3=O)O2
InChIInChI=1S/C18H10O7/c19-6-3-8-12(10(20)4-6)16(22)14-9(15(8)21)5-11-13(17(14)23)7-1-2-24-18(7)25-11/h1-5,7,18-20,23H/t7-,18+/m0/s1
InChIKeySJNDYXPJRUTLNW-ULCDLSAGSA-N
Species of MetaboliteComponentSourceComments
Aspergillus parasiticus (ncbitaxon:5067) - PubMed (22103394)
Roles Classification
Biological Roles:
carcinogenic agent  A role played by a chemical compound which is known to induce a process of carcinogenesis by corrupting normal cellular pathways, leading to the acquistion of tumoral capabilities.
Aspergillus metabolite  Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
ChEBI Ontology
Outgoing Relation(s)
versicolorin A (CHEBI:72676) has role Aspergillus metabolite (CHEBI:76956)
versicolorin A (CHEBI:72676) has role carcinogenic agent (CHEBI:50903)
versicolorin A (CHEBI:72676) is a p-quinones (CHEBI:25830)
versicolorin A (CHEBI:72676) is a cyclic acetal (CHEBI:59770)
versicolorin A (CHEBI:72676) is a organic heteropentacyclic compound (CHEBI:38164)
versicolorin A (CHEBI:72676) is a polyphenol (CHEBI:26195)
versicolorin A (CHEBI:72676) is conjugate acid of versicolorin A(1−) (CHEBI:77976)
Incoming Relation(s)
(4S,8R,16R)-2,13,16,20-tetrahydroxy-7,9-dioxapentacyclo[10.8.0.03,10.04,8.014,19]icosa-1(12),2,5,10,13,19-hexaen-18-one (CHEBI:150860) has functional parent versicolorin A (CHEBI:72676)
(4S,8R)-2,13,16,20-tetrahydroxy-7,9-dioxapentacyclo[10.8.0.03,10.04,8.014,19]icosa-1(12),2,5,10,13,16,19-heptaen-18-one (CHEBI:150859) has functional parent versicolorin A (CHEBI:72676)
versicolorin A(1−) (CHEBI:77976) is conjugate base of versicolorin A (CHEBI:72676)
IUPAC Name 
(3aS,12aR)-4,6,8-trihydroxy-3a,12a-dihydroanthra[2,3-b]furo[3,2-d]furan-5,10-dione
Synonym  Source
Z-(-)-4,6,8-Trihydroxy-3a,12a-dihydroanthra(2,3-b)furo(3,2-d)furan-5,10-dioneChemIDplus
Manual XrefsDatabases
CPD-10176MetaCyc
Registry NumbersSources
Reaxys:1441532Reaxys
CAS:6807-96-1ChemIDplus
Citations