CHEBI:65504 - bistratamide E

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ChEBI Name bistratamide E
ChEBI ID CHEBI:65504
Definition A homodetic cyclic peptide that consists of L-threonine and L-valine as the amino acid residues cyclised via amide bonds. It is isolated from Lissoclinum bistratum and exhibits antitumour activity against the human colon tumour cell line.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C25H34N6O4S2
Net Charge 0
Average Mass 546.70500
Monoisotopic Mass 546.20830
InChI InChI=1S/C25H34N6O4S2/c1-10(2)16-23-31-19(13(7)35-23)22(34)30-18(12(5)6)25-27-15(9-37-25)21(33)29-17(11(3)4)24-26-14(8-36-24)20(32)28-16/h8-13,16-19H,1-7H3,(H,28,32)(H,29,33)(H,30,34)/t13-,16+,17+,18+,19+/m1/s1
InChIKey USFFWHGVKNECEY-RUZYHRDJSA-N
SMILES [H][C@]12N=C(O[C@@H]1C)[C@@H](NC(=O)c1csc(n1)[C@@H](NC(=O)c1csc(n1)[C@@H](NC2=O)C(C)C)C(C)C)C(C)C
Metabolite of Species Details
Lissoclinum bistratum (NCBI:txid322849) 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 bistratamide E (CHEBI:65504) has role antineoplastic agent (CHEBI:35610)
bistratamide E (CHEBI:65504) has role metabolite (CHEBI:25212)
bistratamide E (CHEBI:65504) is a homodetic cyclic peptide (CHEBI:24613)
bistratamide E (CHEBI:65504) is a macrocycle (CHEBI:51026)
IUPAC Name
(4S,7R,8S,11S,18S)-7-methyl-4,11,18-tri(propan-2-yl)-6-oxa-13,20-dithia-3,10,17,22,23,24-hexaazatetracyclo[17.2.1.15,8.112,15]tetracosa-1(21),5(24),12(23),14,19(22)-pentaene-2,9,16-trione
Registry Number Type Source
9451984 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
12608858 PubMed citation Europe PMC
Last Modified
23 November 2012