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CHEBI:66742 - phakellistatin 14

ChEBI IDCHEBI:66742
ChEBI Namephakellistatin 14
Stars
DefinitionA homodetic cyclic peptide isolated from a marine sponge Phakellia sp. It exhibits cytotoxic activity against murine P388 lymphocytic leukemia cells and moderate cancer cell growth inhibitory activity against a panel of human cancer cells.
Last Modified22 October 2012
DownloadsMolfile
FormulaC36H53N7O10S
Net Charge0
Average Mass775.926
Monoisotopic Mass775.35746
SMILESCC[C@H](C)[C@@H]1NC(=O)[C@H](C)NC(=O)[C@H](CCS(C)=O)NC(=O)[C@H](C)NC(=O)[C@H](CC(=O)OC)NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@@H]2CCCN2C1=O
InChIInChI=1S/C36H53N7O10S/c1-7-20(2)29-36(51)43-16-11-14-27(43)35(50)41-25(18-23-12-9-8-10-13-23)34(49)40-26(19-28(44)53-5)33(48)38-21(3)30(45)39-24(15-17-54(6)52)32(47)37-22(4)31(46)42-29/h8-10,12-13,20-22,24-27,29H,7,11,14-19H2,1-6H3,(H,37,47)(H,38,48)(H,39,45)(H,40,49)(H,41,50)(H,42,46)/t20-,21-,22-,24-,25-,26-,27-,29-,54?/m0/s1
InChIKeyZBIJFJOAXJXGTR-KLZQDHKKSA-N
Species of MetaboliteComponentSourceComments
Phakellia (ncbitaxon:704157) - PubMed (15679318)
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
phakellistatin 14 (CHEBI:66742) has role metabolite (CHEBI:25212)
phakellistatin 14 (CHEBI:66742) is a carboxylic ester (CHEBI:33308)
phakellistatin 14 (CHEBI:66742) is a homodetic cyclic peptide (CHEBI:24613)
phakellistatin 14 (CHEBI:66742) is a macrocycle (CHEBI:51026)
phakellistatin 14 (CHEBI:66742) is a sulfoxide (CHEBI:22063)
IUPAC Name 
methyl {(3S,6S,9S,12S,15S,18S,23aS)-3-benzyl-18-[(2S)-butan-2-yl]-9,15-dimethyl-12-[2-(methylsulfinyl)ethyl]-1,4,7,10,13,16,19-heptaoxodocosahydro-1H-pyrrolo[1,2-a][1,4,7,10,13,16,19]heptaazacyclohenicosin-6-yl}acetate
Manual XrefsDatabases
10480460ChemSpider
Registry NumbersSources
Reaxys:10232750Reaxys
Citations