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CHEBI:72766 - fumitremorgin A

ChEBI IDCHEBI:72766
ChEBI Namefumitremorgin A
Stars
DefinitionAn organic heterohexacyclic compound that is a mycotoxic indole alkaloid obtained by prenylation of the 10-hydroxy group of verruculogen.
Last Modified15 March 2013
SubmitterKAX
DownloadsMolfile
FormulaC32H41N3O7
Net Charge0
Average Mass579.694
Monoisotopic Mass579.29445
SMILES[H][C@@]12CCCN1C(=O)[C@]1(O)[C@@H](OCC=C(C)C)c3c4n(c5cc(OC)ccc35)[C@@H](C=C(C)C)OOC(C)(C)C[C@]4([H])N1C2=O
InChIInChI=1S/C32H41N3O7/c1-18(2)12-14-40-28-26-21-11-10-20(39-7)16-23(21)34-25(15-19(3)4)41-42-31(5,6)17-24(27(26)34)35-29(36)22-9-8-13-33(22)30(37)32(28,35)38/h10-12,15-16,22,24-25,28,38H,8-9,13-14,17H2,1-7H3/t22-,24-,25+,28-,32+/m0/s1
InChIKeyACGHJVZDNQZJOV-BMOJZYMJSA-N
Roles Classification
Chemical Role:
oxidising agent  A substance that removes electrons from another reactant in a redox reaction.
Biological Roles:
mycotoxin  Poisonous substance produced by fungi.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
fumitremorgin A (CHEBI:72766) has functional parent verruculogen (CHEBI:72765)
fumitremorgin A (CHEBI:72766) has role mycotoxin (CHEBI:25442)
fumitremorgin A (CHEBI:72766) is a aromatic ether (CHEBI:35618)
fumitremorgin A (CHEBI:72766) is a diol (CHEBI:23824)
fumitremorgin A (CHEBI:72766) is a indole alkaloid (CHEBI:38958)
fumitremorgin A (CHEBI:72766) is a organic heterohexacyclic compound (CHEBI:51914)
fumitremorgin A (CHEBI:72766) is a organic peroxide (CHEBI:25702)
IUPAC Name 
(5R,10S,10aR,14aS,15bS)-10a-hydroxy-7-methoxy-2,2-dimethyl-10-[(3-methylbut-2-en-1-yl)oxy]-5-(2-methylprop-1-en-1-yl)-1,10,10a,14,14a,15b-hexahydro-12H-3,4-dioxa-5a,11a,15a-triazacycloocta[1,2,3-lm]indeno[5,6-b]fluorene-11,15(H,13H)-dione
UniProt Name  Source
fumitremorgin AUniProt
Manual XrefsDatabases
US2002156015Patent
US2002169111Patent
US2003083230Patent
US6878737Patent
Registry NumbersSources
Reaxys:5421531Reaxys
CAS:12626-18-5ChemIDplus
Citations