CHEBI:65724 - 9-deacetoxyfumigaclavine C

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ChEBI Name 9-deacetoxyfumigaclavine C
Definition An ergot alkaloid that is ergoline substituted by a 2-methylbut-3-en-2-yl group at position 2 and methyl groups at positions 6 and 8 (the 8β stereoisomer). It is isolated from an endophytic fungus, Aspergillus fumigatus, and exhibits potent cytotoxicity against human leukemia cells (K562).
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C21H28N2
Net Charge 0
Average Mass 308.46040
Monoisotopic Mass 308.22525
InChI InChI=1S/C21H28N2/c1-6-21(3,4)20-16-11-18-15(10-13(2)12-23(18)5)14-8-7-9-17(22-20)19(14)16/h6-9,13,15,18,22H,1,10-12H2,2-5H3/t13-,15-,18-/m1/s1
SMILES [H][C@@]12Cc3c([nH]c4cccc(c34)[C@@]1([H])C[C@@H](C)CN2C)C(C)(C)C=C
Metabolite of Species Details
Aspergillus fumigatus (NCBI:txid746128) An endophytic fungus of strain CY018 See: PubMed
Roles Classification
Biological Role(s): Aspergillus metabolite
Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
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ChEBI Ontology
Outgoing 9-deacetoxyfumigaclavine C (CHEBI:65724) has functional parent fumigaclavine C (CHEBI:64673)
9-deacetoxyfumigaclavine C (CHEBI:65724) has parent hydride ergoline (CHEBI:38484)
9-deacetoxyfumigaclavine C (CHEBI:65724) has role Aspergillus metabolite (CHEBI:76956)
9-deacetoxyfumigaclavine C (CHEBI:65724) has role antineoplastic agent (CHEBI:35610)
9-deacetoxyfumigaclavine C (CHEBI:65724) is a ergot alkaloid (CHEBI:23943)
Registry Number Type Source
19760285 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
19256529 PubMed citation Europe PMC
Last Modified
27 October 2016