Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-05-15 05:58:28 UTC
Update Date2022-12-15 22:51:45 UTC
Metabolite IDMMDBc0015068
Metabolite Identification
Common NameDihydrosterigmatocystin
DescriptionDihydrosterigmatocystin, also known as DHST, 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. Dihydrosterigmatocystin is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on Dihydrosterigmatocystin.
Structure
Synonyms
ValueSource
2',3'-DihydrosterigmatocystinChEBI
8-Hydroxy-6-methoxy-1,2,3ar,12CS-tetrahydro-7H-furo(3',2':4,5)furo(2,3-c)xanthen-7-oneChEBI
DHSTChEBI
Molecular FormulaC18H14O6
Average Mass326.304
Monoisotopic Mass326.079038171
IUPAC Name(3S,7R)-15-hydroxy-11-methoxy-6,8,20-trioxapentacyclo[10.8.0.0^{2,9}.0^{3,7}.0^{14,19}]icosa-1(12),2(9),10,14,16,18-hexaen-13-one
Traditional Name(3S,7R)-15-hydroxy-11-methoxy-6,8,20-trioxapentacyclo[10.8.0.0^{2,9}.0^{3,7}.0^{14,19}]icosa-1(12),2(9),10,14,16,18-hexaen-13-one
CAS Registry NumberNot Available
SMILES
[H][C@]12OCC[C@@]1([H])C1=C(O2)C=C(OC)C2=C1OC1=CC=CC(O)=C1C2=O
InChI Identifier
InChI=1S/C18H14O6/c1-21-11-7-12-13(8-5-6-22-18(8)24-12)17-15(11)16(20)14-9(19)3-2-4-10(14)23-17/h2-4,7-8,18-19H,5-6H2,1H3/t8-,18+/m0/s1
InChI KeyRHGQIWVTIHZRLI-DCXZOGHSSA-N