CHEBI:66456 - scytalidamide A

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ChEBI Name scytalidamide A
ChEBI ID CHEBI:66456
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
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Formula C50H67N7O7
Net Charge 0
Average Mass 878.10970
Monoisotopic Mass 877.51020
InChI InChI=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
InChIKey SQMTYAXLBXITMO-UJKKYYSESA-N
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
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 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-heptone ChEBI
Registry Number Type Source
9685899 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
14604342 PubMed citation Europe PMC
14604343 PubMed citation Europe PMC
Last Modified
16 October 2012