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CHEBI:66457 - scytalidamide B

ChEBI IDCHEBI:66457
ChEBI Namescytalidamide B
Stars
DefinitionA homodetic cyclic peptide which is a heptapeptide isolated from a marine fungus Scytalidium sp. It exhibits significant cytotoxicity against human colon carcinoma tumour cell line HCT-116.
Last Modified16 October 2012
DownloadsMolfile
FormulaC51H69N7O7
Net Charge0
Average Mass892.155
Monoisotopic Mass891.52585
SMILES[H][C@]12C(=O)N(C)[C@@H](CC(C)C)C(=O)NC(C)(C)C(=O)N[C@@H](Cc3ccccc3)C(=O)N(C)[C@@H](Cc3ccccc3)C(=O)N[C@@H](Cc3ccccc3)C(=O)N[C@@H](CC(C)C)C(=O)N1CC[C@@H]2C
InChIInChI=1S/C51H69N7O7/c1-32(2)27-39-48(63)58-26-25-34(5)43(58)49(64)57(9)41(28-33(3)4)46(61)55-51(6,7)50(65)54-40(30-36-21-15-11-16-22-36)47(62)56(8)42(31-37-23-17-12-18-24-37)45(60)52-38(44(59)53-39)29-35-19-13-10-14-20-35/h10-24,32-34,38-43H,25-31H2,1-9H3,(H,52,60)(H,53,59)(H,54,65)(H,55,61)/t34-,38-,39-,40-,41-,42-,43-/m0/s1
InChIKeyBZXAVUYDKXXNPV-DKTNFYNISA-N
Species of MetaboliteComponentSourceComments
Scytalidium (ncbitaxon:5538) - PubMed (14604342)
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.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
scytalidamide B (CHEBI:66457) has role antineoplastic agent (CHEBI:35610)
scytalidamide B (CHEBI:66457) has role metabolite (CHEBI:25212)
scytalidamide B (CHEBI:66457) is a homodetic cyclic peptide (CHEBI:24613)
scytalidamide B (CHEBI:66457) is a macrocycle (CHEBI:51026)
IUPAC Name 
cyclo[2-methyl-D-alanyl-L-phenylalanyl-N-methyl-L-phenylalanyl-L-phenylalanyl-L-leucyl-(3S)-3-methyl-L-prolyl-N-methyl-L-leucyl]
Synonym  Source
(3S,9S,12S,15S,18S,23S,23aS)-9,12,15-tribenzyl-2,6,6,11,23-pentamethyl-3,18-bis(2-methylpropyl)hexadecahydro-1H-pyrrolo[1,2-a][1,4,7,10,13,16,19]heptaazacyclohenicosine-1,4,7,10,13,16,19-heptoneIUPAC
Registry NumbersSources
Reaxys:9686009Reaxys
Citations