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CHEBI:68241 - platencin

ChEBI IDCHEBI:68241
ChEBI Nameplatencin
Stars
DefinitionA 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.
Last Modified7 September 2021
DownloadsMolfile
FormulaC24H27NO6
Net Charge0
Average Mass425.481
Monoisotopic Mass425.18384
SMILES[H][C@]12CC[C@@]3(C=CC(=O)[C@@](C)(CCC(=O)Nc4c(O)ccc(C(=O)O)c4O)[C@]3([H])C1)CC2=C
InChIInChI=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
InChIKeyDWUHGPPFFABTIY-RLWZQHMASA-N
Species of MetaboliteComponentSourceComments
Streptomyces platensis (ncbitaxon:58346) - PubMed (21214253) Strain: MA7327
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
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.
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.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
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
(−)-platencinChemIDplus
Manual XrefsDatabases
20576369ChemSpider
CA2770486Patent
N32PDBeChem
C00056080KNApSAcK
Registry NumbersSources
Reaxys:11140608Reaxys
CAS:869898-86-2ChemIDplus
Citations