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CHEBI:66456 - scytalidamide A

ChEBI IDCHEBI:66456
ChEBI Namescytalidamide A
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
FormulaC50H67N7O7
Net Charge0
Average Mass878.128
Monoisotopic Mass877.51020
SMILES[H][C@@]12CCCN1C(=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
InChIInChI=1S/C50H67N7O7/c1-32(2)27-38-47(62)57-26-18-25-40(57)48(63)56(8)41(28-33(3)4)45(60)54-50(5,6)49(64)53-39(30-35-21-14-10-15-22-35)46(61)55(7)42(31-36-23-16-11-17-24-36)44(59)51-37(43(58)52-38)29-34-19-12-9-13-20-34/h9-17,19-24,32-33,37-42H,18,25-31H2,1-8H3,(H,51,59)(H,52,58)(H,53,64)(H,54,60)/t37-,38-,39-,40-,41-,42-/m0/s1
InChIKeySQMTYAXLBXITMO-UJKKYYSESA-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 A (CHEBI:66456) has role antineoplastic agent (CHEBI:35610)
scytalidamide A (CHEBI:66456) has role metabolite (CHEBI:25212)
scytalidamide A (CHEBI:66456) is a homodetic cyclic peptide (CHEBI:24613)
scytalidamide A (CHEBI:66456) is a macrocycle (CHEBI:51026)
IUPAC Name 
cyclo(2-methyl-D-alanyl-L-phenylalanyl-N-methyl-L-phenylalanyl-L-phenylalanyl-L-leucyl-L-prolyl-N-methyl-L-leucyl)
Synonym  Source
(3S,9S,12S,15S,18S,23aS)-9,12,15-tribenzyl-2,6,6,11-tetramethyl-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-heptoneChEBI
Registry NumbersSources
Reaxys:9685899Reaxys
Citations