CHEBI:90235 - spiruchostatin B

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ChEBI Name spiruchostatin B
ChEBI ID CHEBI:90235
Definition A spiruchostatin with molecular formula C21H33N3O6S2 originally isolated from a Pseudomonas culture broth.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C21H33N3O6S2
Net Charge 0
Average Mass 487.636
Monoisotopic Mass 487.18108
InChI InChI=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
InChIKey MJHZJODQLYCXHE-WXZCCWHXSA-N
SMILES C1SSCCC=C[C@@H]2CC(N[C@@](C(N[C@H]1C(N[C@@]([C@H](CC(O2)=O)O)([C@H](CC)C)[H])=O)=O)(C)[H])=O
Metabolite of Species Details
Pseudomonas (NCBI:txid286) isolated from culture broth See: Y. Masuoka, A. Nagai, K. Shin-ya, K. Furihata, K. Nagai, K. Suzuki, Y. Hayakawa, H. Seto, Tetrahedron Lett. 2001 , 42 , 41–44
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): 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(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 B ChEBI
Registry Number Type Source
18598407 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
18368162 PubMed citation Europe PMC
19333864 PubMed citation Europe PMC
19760730 PubMed citation Europe PMC
21445425 PubMed citation Europe PMC
22211246 PubMed citation Europe PMC
25078973 PubMed citation Europe PMC
Last Modified
05 November 2015