Name: Shizukaol B
Rating: 5 (10 reviews)

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结构编辑

类似物检索

HIT ID:HIT214316187
Cas No:142279-40-1
常用名:Shizukaol B
IUPAC:methyl 2-[(1S,13Z,18S,19S,21R,22S,23S,26S,28R,29S,30R,32Z,33R,36R)-18,30-dihydroxy-14,22,29-trimethyl-3,7,10,15,31-pentaoxo-2,6,11,16-tetraoxanonacyclo[16.15.3.1^{25,29}.0^{1,23}.0^{4,34}.0^{19,21}.0^{22,36}.0^{26,28}.0^{33,37}]heptatriaconta-4(34),13,25(37)-trien-32-ylidene]propanoate
IUPAC:methyl 2-[(1S,13Z,18S,19S,21R,22S,23S,26S,28R,29S,30R,32Z,33R,36R)-18,30-dihydroxy-14,22,29-trimethyl-3,7,10,15,31-pentaoxo-2,6,11,16-tetraoxanonacyclo[16.15.3.1^{25,29}.0^{1,23}.0^{4,34}.0^{19,21}.0^{22,36}.0^{26,28}.0^{33,37}]heptatriaconta-4(34),13,25(37)-trien-32-ylidene]propanoate
InChI key:NCEFZVURTXZBJM-QSDRZCANSA-N

分子式:C40H44O13
分子量:732.779
氢键供体数 (HBD):
氢键受体数 (HBA):
LogP:
SMILES:[H][C@]12C[C@@]1([H])[C@]1(C)[C@@H](O)C(=O)\C(=C(\C)C(=O)OC)[C@@]3([H])C1=C2C[C@@]1([H])[C@@]2(C)[C@]4([H])C[C@]4([H])[C@@]4(O)COC(=O)\C(C)=C/COC(=O)CCC(=O)OCC5=C(C[C@]24[H])[C@@]31OC5=O |c:22,43,55|
SMILES:[H][C@]12C[C@@]1([H])[C@]1(C)[C@@H](O)C(=O)\C(=C(\C)C(=O)OC)[C@@]3([H])C1=C2C[C@@]1([H])[C@@]2(C)[C@]4([H])C[C@]4([H])[C@@]4(O)COC(=O)\C(C)=C/COC(=O)CCC(=O)OCC5=C(C[C@]24[H])[C@@]31OC5=O |c:22,43,55|

Shizukaol B exerts anti-inflammatory effects in LPS-activated microglia partly by modulating JNK-AP-1 signaling pathway; it also shows significant anti-neuroinflammatory effects by inhibiting nitric-oxide (NO) production in lipopolysaccharide (LPS)-stimulated murine BV-2 microglial cells with relatively low cytotoxicity. Shizukaol B exhibits anti-HIV-1 replication activities in both wild-type HIV-1 and two NNRTIs-resistant strains, it also has significant cytotoxicities against C8166 cells. Shizukaol B prevents monocyte adhesion to HUVEC through the inhibition of cell adhesion molecules expression stimulated by TNF-alpha.

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