| Identification | Back Directory | [Name]
pinusolide | [CAS]
31685-80-0 | [Synonyms]
pinusolide
(1S,8aα)-5β-[2-(2,5-Dihydro-2-oxofuran-3-yl)ethyl]decahydro-1,4aβ-dimethyl-6-methylene-1β-naphthalenecarboxylic acid methyl ester
methyl (1S,4aR,5S,8aR)-1,4a-dimethyl-6-methylidene-5-[2-(5-oxo-2H-furan-4-yl)ethyl]-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylate
1-Naphthalenecarboxylicacid,5-[2-(2,5-dihydro-2-oxo-3-furanyl)ethyl]decahydro-1,4a-dimethyl-6-methylene-,methyl ester, (1S,4aR,5S,8aR)- | [Molecular Formula]
C21H30O4 | [MDL Number]
MFCD20260814 | [MOL File]
31685-80-0.mol | [Molecular Weight]
346.46 |
| Chemical Properties | Back Directory | [Melting point ]
82-84 °C(Solv: ligroine (8032-32-4)) | [Boiling point ]
465.3±38.0 °C(Predicted) | [density ]
1.10±0.1 g/cm3(Predicted) | [solubility ]
Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | [form ]
Powder | [InChI]
InChI=1S/C21H30O4/c1-14-6-9-17-20(2,11-5-12-21(17,3)19(23)24-4)16(14)8-7-15-10-13-25-18(15)22/h10,16-17H,1,5-9,11-13H2,2-4H3/t16-,17+,20+,21-/m0/s1 | [InChIKey]
WTKBZJAWPZXKJU-NLEAXPPASA-N | [SMILES]
[C@]1(C)(C(OC)=O)[C@@]2([H])[C@@](C)([C@@H](CCC3=CCOC3=O)C(=C)CC2)CCC1 | [LogP]
4.520 (est) |
| Hazard Information | Back Directory | [Uses]
Pinusolide is a known platelet-activating factor (PAF) receptor binding antagonist. Pinusolide not only decreases the proliferation activity of tumor cells but specifically induces apoptosis[1]. | [Definition]
ChEBI: A natural product found in Biota orientalis. | [target]
AMPK | LOX | Calcium Channel | JNK | ERK | p38MAPK | Caspase | [References]
[1] Shults EE, et al. Gram-scale synthesis of pinusolide and evaluation of its antileukemic potential. Bioorg Med Chem Lett. 2006;16(16):4228-4232. DOI:10.1016/j.bmcl.2006.05.077 |
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