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CHEBI:65505 - bistratamide F

ChEBI IDCHEBI:65505
ChEBI Namebistratamide F
Stars
DefinitionA homodetic cyclic peptide that consists of L-threonine and L-valine and L-serine 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
FormulaC25H36N6O5S
Net Charge0
Average Mass532.667
Monoisotopic Mass532.24679
SMILES[H][C@@]12COC(=N1)[C@H](C(C)C)NC(=O)[C@@]1([H])N=C(O[C@@H]1C)[C@H](C(C)C)NC(=O)c1csc(n1)[C@H](C(C)C)NC2=O
InChIInChI=1S/C25H36N6O5S/c1-10(2)16-23-26-14(8-35-23)20(32)30-18(12(5)6)25-27-15(9-37-25)21(33)28-17(11(3)4)24-31-19(13(7)36-24)22(34)29-16/h9-14,16-19H,8H2,1-7H3,(H,28,33)(H,29,34)(H,30,32)/t13-,14+,16+,17+,18+,19+/m1/s1
InChIKeyPVKWKGXPRJQDIZ-XZHCTYTHSA-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 F (CHEBI:65505) has role antineoplastic agent (CHEBI:35610)
bistratamide F (CHEBI:65505) has role metabolite (CHEBI:25212)
bistratamide F (CHEBI:65505) is a homodetic cyclic peptide (CHEBI:24613)
bistratamide F (CHEBI:65505) is a macrocycle (CHEBI:51026)
IUPAC Name 
(4S,7R,8S,11S,15S,18S)-7-methyl-4,11,18-tri(propan-2-yl)-6,13-dioxa-20-thia-3,10,17,22,23,24-hexaazatetracyclo[17.2.1.15,8.112,15]tetracosa-1(21),5(24),12(23),19(22)-tetraene-2,9,16-trione
Manual XrefsDatabases
9235654ChemSpider
Registry NumbersSources
Reaxys:9453053Reaxys
Citations