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CHEBI:66741 - PF 1163B

ChEBI IDCHEBI:66741
ChEBI NamePF 1163B
Stars
DefinitionA macrolide antibiotic that is 4,10-dimethyl-1-oxa-4-azacyclotridecane-2,5-dione substituted by a 4-(2-hydroxyethoxy)benzyl group at position 3 and a pentyl group at position 13 (the 3S,10R,13S stereoisomer). It is isolated from Penicillium sp.PF1163 and exhibits antifungal activity against the pathogenic fungal strain Candida albicans TIMM1768.
Last Modified13 January 2014
DownloadsMolfile
FormulaC27H43NO5
Net Charge0
Average Mass461.643
Monoisotopic Mass461.31412
SMILESCCCCC[C@@H]1CC[C@H](C)CCCCC(=O)N(C)[C@@H](Cc2ccc(OCCO)cc2)C(=O)O1
InChIInChI=1S/C27H43NO5/c1-4-5-6-10-24-15-12-21(2)9-7-8-11-26(30)28(3)25(27(31)33-24)20-22-13-16-23(17-14-22)32-19-18-29/h13-14,16-17,21,24-25,29H,4-12,15,18-20H2,1-3H3/t21-,24-,25+/m1/s1
InChIKeyPCRJJAXIHTZHNU-SDUSCBPUSA-N
Species of MetaboliteComponentSourceComments
Penicillium (ncbitaxon:5073) - PubMed (10724005) Strain: PF1163
Roles Classification
Biological Roles:
Penicillium metabolite  Any fungal metabolite produced during a metabolic reaction in Penicillium.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
ChEBI Ontology
Outgoing Relation(s)
PF 1163B (CHEBI:66741) has role Penicillium metabolite (CHEBI:76964)
PF 1163B (CHEBI:66741) has role antifungal agent (CHEBI:35718)
PF 1163B (CHEBI:66741) is a aromatic ether (CHEBI:35618)
PF 1163B (CHEBI:66741) is a lactam (CHEBI:24995)
PF 1163B (CHEBI:66741) is a macrolide antibiotic (CHEBI:25105)
IUPAC Name 
(3S,10R,13R)-3-[4-(2-hydroxyethoxy)benzyl]-4,10-dimethyl-13-pentyl-1-oxa-4-azacyclotridecane-2,5-dione
Synonym  Source
(−)-PF 1163BChEBI
Registry NumbersSources
Reaxys:8521076Reaxys
Citations