CHEBI:65915 - FR901464

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ChEBI Name FR901464
ChEBI ID CHEBI:65915
Definition A spiro-epoxide with potent anticancer activity that lowers the mRNA levels of oncogenes and tumour supressor genes. It is isolated from Pseudomonas sp. no.2663.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C27H41NO8
Net Charge 0
Average Mass 507.61630
Monoisotopic Mass 507.28322
InChI InChI=1S/C27H41NO8/c1-16(8-11-23-25(31)27(15-33-27)14-26(6,32)36-23)7-10-22-17(2)13-21(19(4)35-22)28-24(30)12-9-18(3)34-20(5)29/h7-9,11-12,17-19,21-23,25,31-32H,10,13-15H2,1-6H3,(H,28,30)/b11-8+,12-9-,16-7+/t17-,18-,19+,21+,22-,23+,25+,26-,27+/m0/s1
InChIKey PJKVJJDQXZARCA-QHYZBLTGSA-N
SMILES C[C@H]1C[C@@H](NC(=O)\C=C/[C@H](C)OC(C)=O)[C@@H](C)O[C@H]1C\C=C(C)\C=C\[C@H]1O[C@](C)(O)C[C@@]2(CO2)[C@@H]1O
Metabolite of Species Details
Pseudomonas sp. 2663 (NCBI:txid764483) of strain 2663 See: PubMed
Roles Classification
Biological Role(s): bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
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ChEBI Ontology
Outgoing FR901464 (CHEBI:65915) has role antimicrobial agent (CHEBI:33281)
FR901464 (CHEBI:65915) has role antineoplastic agent (CHEBI:35610)
FR901464 (CHEBI:65915) has role bacterial metabolite (CHEBI:76969)
FR901464 (CHEBI:65915) is a acetate ester (CHEBI:47622)
FR901464 (CHEBI:65915) is a cyclic hemiketal (CHEBI:59780)
FR901464 (CHEBI:65915) is a monocarboxylic acid amide (CHEBI:29347)
FR901464 (CHEBI:65915) is a pyrans (CHEBI:26407)
FR901464 (CHEBI:65915) is a spiro-epoxide (CHEBI:133131)
IUPAC Name
(2S,3Z)-5-{[(2R,3R,5S,6S)-6-{(2E,4E)-5-[(3R,4R,5R,7S)-4,7-dihydroxy-7-methyl-1,6-dioxaspiro[2.5]oct-5-yl]-3-methylpenta-2,4-dien-1-yl}-2,5-dimethyltetrahydro-2H-pyran-3-yl]amino}-5-oxopent-3-en-2-yl acetate
Manual Xrefs Databases
US2011086909 Patent
WO2009031999 Patent
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Registry Numbers Types Sources
146478-72-0 CAS Registry Number ChemIDplus
8176008 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
17279752 PubMed citation Europe PMC
21226105 PubMed citation Europe PMC
9031664 PubMed citation Europe PMC
Last Modified
24 August 2016