Compound Identification
SMILES
COC1=C2C(=O)C3=C(OC2=C2[C@H]4C=CO[C@@H]4OC2=C1)C=CC=C3O
InChIKey
InChIKey=UTSVPXMQSFGQTM-NTCNTBNZSA-N
Formula
C18H12O6
Mass
324.288
Taxonomic Classification
Taxonomy Tree
-
Kingdom
Organic compounds
-
Superclass
Phenylpropanoids and polyketides
- Class Sterigmatocystins
-
Superclass
Phenylpropanoids and polyketides
Kingdom
Organic compounds
Superclass
Phenylpropanoids and polyketides
Class
Sterigmatocystins
Subclass
Not available
Intermediate Tree Nodes
Not available
Direct Parent
Sterigmatocystins
Alternative Parents
Xanthones Chromones Coumarans Anisoles 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Alkyl aryl ethers Pyranones and derivatives Dihydrofurans Vinylogous acids Vinylogous esters Heteroaromatic compounds Acetals Oxacyclic compounds Hydrocarbon derivatives Organic oxides
Molecular Framework
Aromatic heteropolycyclic compounds
Substituents
Sterigmatocystin backbone - Xanthone - Dibenzopyran - Xanthene - Chromone - Benzopyran - 1-benzopyran - Coumaran - Anisole - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Alkyl aryl ether - Pyranone - Pyran - Benzenoid - Heteroaromatic compound - Dihydrofuran - Vinylogous ester - Vinylogous acid - Ether - Oxacycle - Acetal - Organoheterocyclic compound - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Organic oxide - 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