ChemicalBook--->CAS DataBase List--->31685-80-0

31685-80-0

31685-80-0 Structure

31685-80-0 Structure
IdentificationBack 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 PropertiesBack 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)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
Hazard InformationBack 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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