versicolorin A (CHEBI:72676)

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ChEBI Name	versicolorin A

ChEBI ID	CHEBI:72676

Definition	An 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.

Stars	This entity has been manually annotated by the ChEBI Team.

Submitter	KAX

Supplier Information

Download	Molfile XML SDF

Formula

C18H10O7

Net Charge

Average Mass

338.26780

Monoisotopic Mass

338.04265

InChI

InChI=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

InChIKey

SJNDYXPJRUTLNW-ULCDLSAGSA-N

SMILES

[H][C@]12OC=C[C@@]1([H])c1c(O)c3C(=O)c4c(O)cc(O)cc4C(=O)c3cc1O2

Metabolite of Species	Details
Aspergillus parasiticus (NCBI:txid5067)	See: PubMed

Roles Classification
Biological Role(s):	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	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	(4S,8R)-2,13,16,20-tetrahydroxy-7,9-dioxapentacyclo[10.8.0.0^3,10.0^4,8.0^14,19]icosa-1(12),2,5,10,13,16,19-heptaen-18-one (CHEBI:150859) has functional parent versicolorin A (CHEBI:72676) (4S,8R,16R)-2,13,16,20-tetrahydroxy-7,9-dioxapentacyclo[10.8.0.0^3,10.0^4,8.0^14,19]icosa-1(12),2,5,10,13,19-hexaen-18-one (CHEBI:150860) 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-dione	ChemIDplus

Last Modified

06 June 2016