PF 1163A (CHEBI:66740)

CHEBI:66740 - PF 1163A

ChEBI ID	CHEBI:66740
ChEBI Name	PF 1163A
Stars
Definition	A 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 (2R)-2-hydroxypentyl 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 Modified	13 January 2014
Downloads	Molfile

Formula	C27H43NO6
Net Charge	0
Average Mass	477.642
Monoisotopic Mass	477.30904
SMILES	CCC[C@H](O)C[C@@H]1CC[C@H](C)CCCCC(=O)N(C)[C@@H](Cc2ccc(OCCO)cc2)C(=O)O1
InChI	InChI=1S/C27H43NO6/c1-4-7-22(30)19-24-13-10-20(2)8-5-6-9-26(31)28(3)25(27(32)34-24)18-21-11-14-23(15-12-21)33-17-16-29/h11-12,14-15,20,22,24-25,29-30H,4-10,13,16-19H2,1-3H3/t20-,22+,24+,25+/m1/s1
InChIKey	SDBGPLZSWIQIOV-VQPAQMSKSA-N

Species of Metabolite	Component	Source	Comments
Penicillium (ncbitaxon:5073)	-	PubMed (10724005)	Strain: PF1163

Roles Classification

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 1163A (CHEBI:66740) has role Penicillium metabolite (CHEBI:76964)
	PF 1163A (CHEBI:66740) has role antifungal agent (CHEBI:35718)
	PF 1163A (CHEBI:66740) is a aromatic ether (CHEBI:35618)
	PF 1163A (CHEBI:66740) is a lactam (CHEBI:24995)
	PF 1163A (CHEBI:66740) is a macrolide antibiotic (CHEBI:25105)
	PF 1163A (CHEBI:66740) is a secondary alcohol (CHEBI:35681)

IUPAC Name
(3S,10R,13S)-3-[4-(2-hydroxyethoxy)benzyl]-13-[(2S)-2-hydroxypentyl]-4,10-dimethyl-1-oxa-4-azacyclotridecane-2,5-dione

Synonym	Source
(−)-PF 1163A	ChEBI

Registry Numbers	Sources
Reaxys:8523092	Reaxys

Citations