ChemicalBook--->CAS DataBase List--->83148-91-8

83148-91-8

83148-91-8 Structure

83148-91-8 Structure
IdentificationBack Directory
[Name]

Sophoridine
[CAS]

83148-91-8
[Synonyms]

SOPHORIDINE
I-SOPHORIDINE
MATRIDIN-15-ONE
SOPHORIDINE(RG)
(-)-SOPHORIDINE
(+)-Sophoridine
5-EPIDIHYDROSOPHOCARPINE
DIHYDRO-5-EPISOPHOCARPINE
Matridin-15-one, (6β,7β,11α)- (9CI)
[Molecular Formula]

C15H24N2O
[MDL Number]

MFCD00238686
[MOL File]

83148-91-8.mol
[Molecular Weight]

248.36
Chemical PropertiesBack Directory
[Melting point ]

108-9°C
[Boiling point ]

396.7±31.0 °C(Predicted)
[density ]

1.16±0.1 g/cm3(Predicted)
[solubility ]

Chloroform (Slightly), Methanol (Slightly), Water (Slightly)
[form ]

Solid
[pka]

9.47±0.20(Predicted)
[color ]

Pale Yellow
[InChI]

InChI=1S/C15H24N2O/c18-14-7-1-6-13-12-5-3-9-16-8-2-4-11(15(12)16)10-17(13)14/h11-13,15H,1-10H2/t11-,12-,13-,15+/m0/s1
[InChIKey]

ZSBXGIUJOOQZMP-PWNZVWSESA-N
[SMILES]

O=C1CCC[C@]2([H])N1C[C@]1([H])CCCN3CCC[C@]2([H])[C@@]13[H]
[CAS DataBase Reference]

83148-91-8
Hazard InformationBack Directory
[Description]

One of a number of minor alkaloids isolated from Leontice albertii Rgl., this base crystallizes from petroleum ether as colourless prisms. It is dextrorotatory having a specific rotation of [α]D + 59.3° (c 1.3, EtOH) and yields a crystalline methiodide, m.p. 249°C. The structure has been assigned on the basis of chemical analysis and spectroscopic determinations.
[Chemical Properties]

It is easily soluble in water, methanol, ethanol, carbon tetrachloride, etc. It is derived from the aerial parts of the leguminous plant Sophora alopecuroides L.
[Uses]

(+)-Sophoridine acts as an anti-inflammatory agent in vitro and in vivo. Anticancer agent, with a promising anti-tumor effect and lower toxicity.
[in vivo]

Sophoridine (intraperitoneal injection; 20 or 40 mg/kg; 21 days) can inhibit the growth of xenograft pancreatic tumors[1].

[References]

Kamalitdinov, Iskandarov, Yunusov, Khim. Prir. Soedin., 3, 352 (1967)
Kamalitdinov, Iskandarov, Yunusov, ibid, 5,409 (1969)
Spectrum DetailBack Directory
[Spectrum Detail]

Sophoridine(83148-91-8)1HNMR
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