CHEBI:66457 - scytalidamide B

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name scytalidamide B
ChEBI ID CHEBI:66457
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C51H69N7O7
Net Charge 0
Average Mass 892.13630
Monoisotopic Mass 891.52585
InChI InChI=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
InChIKey BZXAVUYDKXXNPV-DKTNFYNISA-N
SMILES [H][C@@]12[C@@H](C)CCN1C(=O)[C@H](CC(C)C)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](Cc1ccccc1)N(C)C(=O)[C@H](Cc1ccccc1)NC(=O)C(C)(C)NC(=O)[C@H](CC(C)C)N(C)C2=O
Metabolite of Species Details
Scytalidium (NCBI:txid5538) See: PubMed
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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-heptone IUPAC
Registry Number Type Source
9686009 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
14604342 PubMed citation Europe PMC
Last Modified
16 October 2012