fumigaclavine A (CHEBI:67159)

ChEBI > Main

Main

ChEBI Ontology

Automatic Xrefs

Reactions

Pathways

Models

ChEBI Name	fumigaclavine A

ChEBI ID	CHEBI:67159

Definition	An ergot alkaloid produced by the fungus Aspergillus fumigatus that is ergoline which is substituted by methyl groups at the 6 and 8β positions, and by an acetoxy group at the 9β position.

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

Supplier Information

Download	Molfile XML SDF

Formula

C18H22N2O2

Net Charge

Average Mass

298.37950

Monoisotopic Mass

298.16813

InChI

InChI=1S/C18H22N2O2/c1-10-9-20(3)15-7-12-8-19-14-6-4-5-13(16(12)14)17(15)18(10)22-11(2)21/h4-6,8,10,15,17-19H,7,9H2,1-3H3/t10-,15+,17+,18-/m0/s1

InChIKey

GJSSYQDXZLZOLR-IMKJFWDFSA-N

SMILES

[H][C@@]12Cc3c[nH]c4cccc(c34)[C@@]1([H])[C@@H](OC(C)=O)[C@@H](C)CN2C

Roles Classification
Biological Role(s):	metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites. (via alkaloid )

ChEBI Ontology
Outgoing	fumigaclavine A (CHEBI:67159) has parent hydride ergoline (CHEBI:38484) fumigaclavine A (CHEBI:67159) has role metabolite (CHEBI:25212) fumigaclavine A (CHEBI:67159) is a acetate ester (CHEBI:47622) fumigaclavine A (CHEBI:67159) is a ergot alkaloid (CHEBI:23943) fumigaclavine A (CHEBI:67159) is conjugate base of fumigaclavine A(1+) (CHEBI:67145)

Incoming	fumigaclavine A(1+) (CHEBI:67145) is conjugate acid of fumigaclavine A (CHEBI:67159)

IUPAC Name

(8β,9β)-6,8-dimethylergolin-9-yl acetate

Registry Number	Type	Source
6879-59-0	CAS Registry Number	ChemIDplus

Citation	Type	Source
19382708	PubMed citation	Europe PMC

Last Modified

20 August 2012