Compound Identification
SMILES
COC1=C2C(=O)C3=C(OC2=C2C4C(OC(C4O)N4C=NC5=C4NC(N)=NC5=O)OC2=C1)C=CC=C3O
InChIKey
InChIKey=PPBJQWLEJOMSNP-UHFFFAOYSA-N
Formula
C23H17N5O8
Mass
491.416
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 6-oxopurines Hypoxanthines Coumarans Anisoles 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Alkyl aryl ethers Aminopyrimidines and derivatives Pyrimidones Pyranones and derivatives N-substituted imidazoles Primary aromatic amines Vinylogous esters Heteroaromatic compounds Vinylogous acids Vinylogous amides Oxolanes Secondary alcohols Azacyclic compounds Oxacyclic compounds Acetals Hydrocarbon derivatives Organic oxides Organopnictogen compounds
Molecular Framework
Aromatic heteropolycyclic compounds
Substituents
Sterigmatocystin backbone - Xanthone - Xanthene - Dibenzopyran - Chromone - 6-oxopurine - Purinone - 1-benzopyran - Hypoxanthine - Benzopyran - Purine - Imidazopyrimidine - Coumaran - Anisole - Pyranone - Aminopyrimidine - Alkyl aryl ether - 1-hydroxy-2-unsubstituted benzenoid - 1-hydroxy-4-unsubstituted benzenoid - Pyrimidone - Primary aromatic amine - Benzenoid - N-substituted imidazole - Pyran - Pyrimidine - Azole - Heteroaromatic compound - Imidazole - Vinylogous ester - Oxolane - Vinylogous amide - Vinylogous acid - Secondary alcohol - Organoheterocyclic compound - Acetal - Azacycle - Ether - Oxacycle - Organic oxygen compound - Alcohol - Hydrocarbon derivative - Organic nitrogen compound - Organonitrogen compound - Organooxygen compound - Amine - Primary amine - Organopnictogen 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