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CHEBI:65504 - bistratamide E

ChEBI IDCHEBI:65504
ChEBI Namebistratamide E
Stars
DefinitionA 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.
Last Modified23 November 2012
DownloadsMolfile
FormulaC25H34N6O4S2
Net Charge0
Average Mass546.719
Monoisotopic Mass546.20830
SMILES[H][C@]12N=C(O[C@@H]1C)[C@H](C(C)C)NC(=O)c1csc(n1)[C@H](C(C)C)NC(=O)c1csc(n1)[C@H](C(C)C)NC2=O
InChIInChI=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
InChIKeyUSFFWHGVKNECEY-RUZYHRDJSA-N
Species of MetaboliteComponentSourceComments
Lissoclinum bistratum (ncbitaxon:322849) - PubMed (12608858)
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)
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 NumbersSources
Reaxys:9451984Reaxys
Citations