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CHEBI:150867 - (+)-geodin

ChEBI IDCHEBI:150867
ChEBI Name(+)-geodin
Stars
DefinitionAn oxaspiro compound that is 3H,4'H-spiro[[1]benzofuran-2,1'-cyclohexa[2,5]diene]-3,4'-dione substituted by methoxycarbonyl, hydroxy, chloro, methyl, methoxy and chloro groups at positions 2', 4, 5, 6, 6' and 7, respectively. It is a fungal metabolite isolated from Aspergillus terreus and Penicillium glabrum.
Last Modified9 August 2021
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC17H12Cl2O7
Net Charge0
Average Mass399.182
Monoisotopic Mass397.99601
SMILESCOC(=O)C1=CC(=O)C=C(OC)[C@]12Oc1c(Cl)c(C)c(Cl)c(O)c1C2=O
InChIInChI=1S/C17H12Cl2O7/c1-6-11(18)13(21)10-14(12(6)19)26-17(15(10)22)8(16(23)25-3)4-7(20)5-9(17)24-2/h4-5,21H,1-3H3/t17-/m1/s1
InChIKeyLUBKKVGXMXTXOZ-QGZVFWFLSA-N
Species of MetaboliteComponentSourceComments
Penicillium glabrum (ncbitaxon:69773) cell suspension culture (BTO:0000221) PubMed (16320762) Strain: AJ117540
Aspergillus terreus (ncbitaxon:33178) cell suspension culture (BTO:0000221) PubMed (21368412) Strain: IBT 28226
Aspergillus terreus ATCC 20542 (ncbitaxon:285217) cell suspension culture (BTO:0000221) PubMed (17689800)
Roles Classification
Biological Roles:
Aspergillus metabolite  Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
Penicillium metabolite  Any fungal metabolite produced during a metabolic reaction in Penicillium.
ChEBI Ontology
Outgoing Relation(s)
(+)-geodin (CHEBI:150867) has role Aspergillus metabolite (CHEBI:76956)
(+)-geodin (CHEBI:150867) has role Penicillium metabolite (CHEBI:76964)
(+)-geodin (CHEBI:150867) is a 1-benzofurans (CHEBI:38830)
(+)-geodin (CHEBI:150867) is a ether (CHEBI:25698)
(+)-geodin (CHEBI:150867) is a methyl ester (CHEBI:25248)
(+)-geodin (CHEBI:150867) is a organochlorine compound (CHEBI:36683)
(+)-geodin (CHEBI:150867) is a oxaspiro compound (CHEBI:37948)
(+)-geodin (CHEBI:150867) is a phenols (CHEBI:33853)
(+)-geodin (CHEBI:150867) is conjugate acid of (+)-geodin(1−) (CHEBI:150868)
Incoming Relation(s)
(+)-geodin(1−) (CHEBI:150868) is conjugate base of (+)-geodin (CHEBI:150867)
IUPAC Name 
methyl (1'R)-5,7-dichloro-4-hydroxy-6'-methoxy-6-methyl-3,4'-dioxo-3H-spiro[[1]benzofuran-2,1'-cyclohexa[2,5]diene]-2'-carboxylate
Synonyms  Source
(2R)-methyl-5,7-dichloro-4-hydroxy-6'-methoxy-6-methyl-3,4'-dioxospiro-[benzofuran-2,1'-cyclohexa-2',5'-diene]-2'-carboxylateSUBMITTER
geodinChemIDplus
estinChemIDplus
D-geodinChemIDplus
erdin (+)-form methyl esterChemIDplus
(+)-erdin methyl esterChEBI
Manual XrefsDatabases
C00000549KNApSAcK
CPD-14536MetaCyc
Registry NumbersSources
CAS:427-63-4ChemIDplus
Citations