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CHEBI:90235 - spiruchostatin B

ChEBI IDCHEBI:90235
ChEBI Namespiruchostatin B
Stars
DefinitionA spiruchostatin with molecular formula C21H33N3O6S2 originally isolated from a Pseudomonas culture broth.
Last Modified5 November 2015
SubmitterGareth Owen
DownloadsMolfile
FormulaC21H33N3O6S2
Net Charge0
Average Mass487.644
Monoisotopic Mass487.18108
SMILES[H][C@]1([C@@H](C)CC)NC(=O)[C@H]2CSSCC/C=C/[C@H](CC(=O)N[C@]([H])(C)C(=O)N2)OC(=O)C[C@@H]1O
InChIInChI=1S/C21H33N3O6S2/c1-4-12(2)19-16(25)10-18(27)30-14-7-5-6-8-31-32-11-15(21(29)24-19)23-20(28)13(3)22-17(26)9-14/h5,7,12-16,19,25H,4,6,8-11H2,1-3H3,(H,22,26)(H,23,28)(H,24,29)/b7-5+/t12-,13+,14+,15+,16-,19+/m0/s1
InChIKeyMJHZJODQLYCXHE-WXZCCWHXSA-N
Species of MetaboliteComponentSourceComments
Pseudomonas (ncbitaxon:286) - Article (Y. Masuoka, A. Nagai, K. Shin-ya, K. Furihata, K. Nagai, K. Suzuki, Y. Hayakawa, H. Seto, Tetrahedron Lett. 2001 , 42 , 41–44) isolated from culture broth
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
EC 3.5.1.98 (histone deacetylase) inhibitor  An EC 3.5.1.* (non-peptide linear amide C-N hydrolase) inhibitor that interferes with the function of histone deacetylase (EC 3.5.1.98).
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
spiruchostatin B (CHEBI:90235) has role antineoplastic agent (CHEBI:35610)
spiruchostatin B (CHEBI:90235) has role bacterial metabolite (CHEBI:76969)
spiruchostatin B (CHEBI:90235) has role EC 3.5.1.98 (histone deacetylase) inhibitor (CHEBI:61115)
spiruchostatin B (CHEBI:90235) is a macrocyclic lactone (CHEBI:63944)
spiruchostatin B (CHEBI:90235) is a organic disulfide (CHEBI:35489)
spiruchostatin B (CHEBI:90235) is a organic heterobicyclic compound (CHEBI:27171)
spiruchostatin B (CHEBI:90235) is a spiruchostatin (CHEBI:90234)
IUPAC Name 
(1S,5S,6R,9S,15E,20R)-6-[(2S)-butan-2-yl]-5-hydroxy-20-methyl-2-oxa-11,12-dithia-7,19,22-triazabicyclo[7.7.6]docos-15-ene-3,8,18,21-tetrone
Synonym  Source
(−)-spiruchostatin BChEBI
Registry NumbersSources
Reaxys:18598407Reaxys
Citations