Name: Ansatrienin B
Rating: 5 (10 reviews)

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结构编辑

类似物检索

HIT ID:HIT214321253
Cas No:82189-04-6
常用名:Ansatrienin B
IUPAC:(5R,6Z,8Z,10Z,13S,14R,15R,16Z)-15,22,24-trihydroxy-5-methoxy-14,16-dimethyl-3-oxo-2-azabicyclo[18.3.1]tetracosa-1(24),6,8,10,16,20,22-heptaen-13-yl (2R)-2-(cyclohexylformamido)propanoate
IUPAC:(5R,6Z,8Z,10Z,13S,14R,15R,16Z)-15,22,24-trihydroxy-5-methoxy-14,16-dimethyl-3-oxo-2-azabicyclo[18.3.1]tetracosa-1(24),6,8,10,16,20,22-heptaen-13-yl (2R)-2-(cyclohexylformamido)propanoate
InChI key:VVJDHJZQBGWPEQ-FKQBGIOKSA-N

分子式:C36H50N2O8
分子量:638.802
氢键供体数 (HBD):
氢键受体数 (HBA):
LogP:
SMILES:CO[C@@H]1CC(=O)Nc2cc(O)cc(CC\C=C(C)/[C@H](O)[C@@H](C)[C@H](C\C=C/C=C\C=C/1)OC(=O)[C@@H](C)NC(=O)C1CCCCC1)c2O |c:24,26,28,t:15|
SMILES:CO[C@@H]1CC(=O)Nc2cc(O)cc(CC\C=C(C)/[C@H](O)[C@@H](C)[C@H](C\C=C/C=C\C=C/1)OC(=O)[C@@H](C)NC(=O)C1CCCCC1)c2O |c:24,26,28,t:15|

Ansatrienin B is an ansamycin antibiotic and antifungal agent first isolated from S. collinus and S. rishiriensis., In fetal rat long bones, it is an inhibitor of parathyroid hormone-induced calcium release (IC50 = 21 nM), which is a measure of bone resorption, and pp60c-src kinase (IC50 = 50 nM). It is an inhibitor of translation at the protein synthesis stage by specific inhibition of L-leucine incorporation (IC50 = 58 nM in A549 cells). It also inhibits TNF-α-induced expression of intercellular adhesion molecule-1 (ICAM-1; IC50 = 300 nM). Early in vitro studies showed that ansatrienin B potentiates the chemotherapeutic action of 5-fluorouracil , cisplatin , bleomycin , mitomycin C , and 6-mercaptopurine. Ansatrienin B is a hydroquinone form of ansatrienin A .

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