(+)-geodin (CHEBI:150867)

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ChEBI Name	(+)-geodin

ChEBI ID	CHEBI:150867

Definition	An 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.

Stars	This entity has been manually annotated by the ChEBI Team.

Submitter	Kristian Axelsen

Supplier Information

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Formula

C17H12Cl2O7

Net Charge

Average Mass

399.180

Monoisotopic Mass

397.99601

InChI

InChI=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

InChIKey

LUBKKVGXMXTXOZ-QGZVFWFLSA-N

SMILES

C=1(C2=C(C(=C(C1Cl)C)Cl)O[C@]3(C2=O)C(=CC(C=C3OC)=O)C(OC)=O)O

Metabolite of Species	Details
Aspergillus terreus ATCC 20542 (NCBI:txid285217)	Found in cell suspension culture (BTO:0000221). See: PubMed
Aspergillus terreus (NCBI:txid33178)	Found in cell suspension culture (BTO:0000221). of strain IBT 28226 See: PubMed
Penicillium glabrum (NCBI:txid69773)	Found in cell suspension culture (BTO:0000221). of strain AJ117540 See: PubMed

Roles Classification
Biological Role(s):	Penicillium metabolite Any fungal metabolite produced during a metabolic reaction in Penicillium. Aspergillus metabolite Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .

ChEBI Ontology
Outgoing	(+)-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	(+)-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	Sources
(+)-erdin methyl ester	ChEBI
(2R)-methyl-5,7-dichloro-4-hydroxy-6'-methoxy-6-methyl-3,4'-dioxospiro-[benzofuran-2,1'-cyclohexa-2',5'-diene]-2'-carboxylate	SUBMITTER
D-geodin	ChemIDplus
erdin (+)-form methyl ester	ChemIDplus
estin	ChemIDplus
geodin	ChemIDplus

Registry Number	Type	Source
427-63-4	CAS Registry Number	ChemIDplus

Last Modified

09 August 2021