CHEBI:65914 - FR901463

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name FR901463
ChEBI ID CHEBI:65914
Definition A cyclic hemiketal isolated from the fermentation broth of Pseudomonas sp.no.2663. It displays potent cytotoxic activity against human tumour cells.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C27H42ClNO8
Net Charge 0
Average Mass 544.07700
Monoisotopic Mass 543.25990
InChI InChI=1S/C27H42ClNO8/c1-16(8-11-23-25(32)27(34,15-28)14-26(6,33)37-23)7-10-22-17(2)13-21(19(4)36-22)29-24(31)12-9-18(3)35-20(5)30/h7-9,11-12,17-19,21-23,25,32-34H,10,13-15H2,1-6H3,(H,29,31)/b11-8+,12-9-,16-7+/t17?,18?,19?,21?,22?,23?,25-,26+,27-/m1/s1
InChIKey RONUKPQOBQKEHX-FOUIGEGESA-N
SMILES CC1CC(NC(=O)\C=C/C(C)OC(C)=O)C(C)OC1C\C=C(C)\C=C\C1O[C@](C)(O)C[C@@](O)(CCl)[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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing FR901463 (CHEBI:65914) has role antimicrobial agent (CHEBI:33281)
FR901463 (CHEBI:65914) has role antineoplastic agent (CHEBI:35610)
FR901463 (CHEBI:65914) has role bacterial metabolite (CHEBI:76969)
FR901463 (CHEBI:65914) is a acetate ester (CHEBI:47622)
FR901463 (CHEBI:65914) is a cyclic hemiketal (CHEBI:59780)
FR901463 (CHEBI:65914) is a monocarboxylic acid amide (CHEBI:29347)
FR901463 (CHEBI:65914) is a organochlorine compound (CHEBI:36683)
FR901463 (CHEBI:65914) is a pyrans (CHEBI:26407)
IUPAC Name
6-[(1E,3E)-5-(5-{[(2Z)-4-(acetyloxy)pent-2-enoyl]amino}-3,6-dimethyltetrahydro-2H-pyran-2-yl)-3-methylpenta-1,3-dien-1-yl]-4-C-(chloromethyl)-1,3-dideoxy-α-D-erythro-hex-2-ulopyranose
Synonym Source
(3Z)-5-[(6-{(2E,4E)-5-[(3R,4S,6S)-4-(chloromethyl)-3,4,6-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl]-3-methylpenta-2,4-dien-1-yl}-2,5-dimethyltetrahydro-2H-pyran-3-yl)amino]-5-oxopent-3-en-2-yl acetate IUPAC
Registry Numbers Types Sources
146478-74-2 CAS Registry Number ChemIDplus
8176949 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
9031664 PubMed citation Europe PMC
9031665 PubMed citation Europe PMC
9066774 PubMed citation Europe PMC
Last Modified
05 March 2014