Structure Information
Structure

Compound Identification

SMILES

COC1=C(OC)C2=C(C(O)=C1)C(=O)C1=C(OC)C=C3O[C@H]4OC=CC4C3=C1O2

InChIKey

InChIKey=RSPJLZQIZABVSE-CJJBOKGMSA-N

Formula

C20H16O8

Mass

384.34

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Taxonomic Classification

Taxonomy Tree

Kingdom

Organic compounds

Superclass

Phenylpropanoids and polyketides

Class

Sterigmatocystins

Subclass

Not available

Intermediate Tree Nodes

Not available

Direct Parent

Sterigmatocystins

Alternative Parents

Molecular Framework

Aromatic heteropolycyclic compounds

Substituents

Sterigmatocystin backbone - Xanthone - Dibenzopyran - Xanthene - Chromone - Benzopyran - 1-benzopyran - Coumaran - Anisole - Pyranone - 1-hydroxy-2-unsubstituted benzenoid - Alkyl aryl ether - Pyran - Benzenoid - Vinylogous acid - Vinylogous ester - Dihydrofuran - Heteroaromatic compound - Ether - Acetal - Organoheterocyclic compound - Oxacycle - Organic oxide - Organooxygen compound - Hydrocarbon derivative - Organic oxygen compound - Aromatic heteropolycyclic compound

Description

This compound belongs to the class of organic compounds known as sterigmatocystins. These are a group of closely related fungal metabolites chemically characterized by a xanthone moiety fused to a dihydrodifurano or a tetrahydrodifurano moiety. The chemical difference among the various sterigmagocystins are the presence or absence of unsaturation at positions 2 and 3 of the difurano ring system, the substitution pattern on positions 6, 7, and 10 of the xanthone system and/or the substituent on position 3 of the difurano system. They are produced by Aspergilus spp. and Bipolaris spp.

External Descriptors

Not available

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