CHEBI:72766 - fumitremorgin A

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ChEBI Name fumitremorgin A
ChEBI ID CHEBI:72766
Definition An organic heterohexacyclic compound that is a mycotoxic indole alkaloid obtained by prenylation of the 10-hydroxy group of verruculogen.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter KAX
Supplier Information
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Formula C32H41N3O7
Net Charge 0
Average Mass 579.68380
Monoisotopic Mass 579.29445
InChI InChI=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
InChIKey ACGHJVZDNQZJOV-BMOJZYMJSA-N
SMILES [H][C@@]12CCCN1C(=O)[C@]1(O)[C@@H](OCC=C(C)C)c3c4n([C@H](OOC(C)(C)C[C@]4([H])N1C2=O)C=C(C)C)c1cc(OC)ccc31
Roles Classification
Chemical Role(s): oxidising agent
A substance that removes electrons from another reactant in a redox reaction.
(via peroxides )
Biological Role(s): 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.
(via alkaloid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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
Synonym Source
fumitremorgin A UniProt
Manual Xrefs Databases
US2002156015 Patent
US2002169111 Patent
US2003083230 Patent
US6878737 Patent
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Registry Numbers Types Sources
12626-18-5 CAS Registry Number ChemIDplus
5421531 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
23109474 PubMed citation SUBMITTER
2313930 PubMed citation Europe PMC
2770054 PubMed citation Europe PMC
2881766 PubMed citation Europe PMC
3415223 PubMed citation Europe PMC
3735799 PubMed citation Europe PMC
475667 PubMed citation Europe PMC
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Last Modified
15 March 2013