CHEBI:68241 - platencin

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ChEBI Name platencin
ChEBI ID CHEBI:68241
Definition A monocarboxylic acid amide obtained by the formal condensation of the amino group of 3-amino-2,4-dihydroxybenzoic acid with the carboxy group of the polycyclic cage component. It is an antibiotic isolated from Streptomyces platensis and exhibits inhibitory activity against fatty acid synthase.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C24H27NO6
Net Charge 0
Average Mass 425.481
Monoisotopic Mass 425.18384
InChI InChI=1S/C24H27NO6/c1-13-12-24-9-5-14(13)11-17(24)23(2,18(27)6-10-24)8-7-19(28)25-20-16(26)4-3-15(21(20)29)22(30)31/h3-4,6,10,14,17,26,29H,1,5,7-9,11-12H2,2H3,(H,25,28)(H,30,31)/t14-,17-,23-,24+/m0/s1
InChIKey DWUHGPPFFABTIY-RLWZQHMASA-N
SMILES [H][C@]12CC[C@]3(CC1=C)C=CC(=O)[C@@](C)(CCC(=O)NC1=C(O)C(=CC=C1O)C(O)=O)[C@]3([H])C2
Metabolite of Species Details
Streptomyces platensis (NCBI:txid58346) of strain MA7327 See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
EC 2.3.1.85 (fatty acid synthase) inhibitor
An EC 2.3.1.* (acyltransferase transferring other than amino-acyl group) inhibitor that interferes with the action of fatty acid synthase (EC 2.3.1.85), a multi-enzyme protein involved in fatty acid synthesis.
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ChEBI Ontology
Outgoing platencin (CHEBI:68241) has role antibacterial agent (CHEBI:33282)
platencin (CHEBI:68241) has role antimicrobial agent (CHEBI:33281)
platencin (CHEBI:68241) has role bacterial metabolite (CHEBI:76969)
platencin (CHEBI:68241) has role EC 2.3.1.85 (fatty acid synthase) inhibitor (CHEBI:71476)
platencin (CHEBI:68241) is a aromatic amide (CHEBI:62733)
platencin (CHEBI:68241) is a cyclic ketone (CHEBI:3992)
platencin (CHEBI:68241) is a dihydroxybenzoic acid (CHEBI:23778)
platencin (CHEBI:68241) is a monocarboxylic acid amide (CHEBI:29347)
platencin (CHEBI:68241) is a polycyclic cage (CHEBI:33640)
platencin (CHEBI:68241) is conjugate acid of platencin(1−) (CHEBI:178056)
Incoming platencin A1 (CHEBI:68249) has functional parent platencin (CHEBI:68241)
platencin A2 (CHEBI:68251) has functional parent platencin (CHEBI:68241)
platencin A3 (CHEBI:68253) has functional parent platencin (CHEBI:68241)
platensin A4 (CHEBI:68255) has functional parent platencin (CHEBI:68241)
platencin(1−) (CHEBI:178056) is conjugate base of platencin (CHEBI:68241)
IUPAC Name
2,4-dihydroxy-3-({3-[(4aS,8S,8aR)-8-methyl-3-methylidene-7-oxo-1,3,4,7,8,8a-hexahydro-2H-2,4a-ethanonaphthalen-8-yl]propanoyl}amino)benzoic acid
Synonym Source
(−)-platencin ChemIDplus
Manual Xrefs Databases
20576369 ChemSpider
C00056080 KNApSAcK
CA2770486 Patent
N32 PDBeChem
View more database links
Registry Numbers Types Sources
11140608 Reaxys Registry Number Reaxys
869898-86-2 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
17456595 PubMed citation Europe PMC
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Last Modified
07 September 2021