Solasodine

Inquiry

For Research Use Only.

Category

Alkaloids

Cat.No.

NP0832

CAS

126-17-0

Product Name

Solasodine

Structure

Product Details

Description

Solasodine(Purapuridine) is a poisonous alkaloid chemical compound that occurs in plants of the Solanaceae family. Solasodine showed selective cytotoxicity against cervical cancer cell line (HeLa) and human myeloid leukemia cell line (U937).

Synonyms

Purapuridine; Solancarpidine; Solasodin; (3β,22α,25R)-Spirosol-5-en-3-ol; Solasod-5-en-3β-ol; (-)-Solasodine; NSC 178260; NSC 179187

IUPAC Name

(1S,2S,4S,5'R,6R,7S,8R,9S,12S,13R,16S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-piperidine]-16-ol

Molecular Weight

413.64

Molecular Formula

C27H43O2N

Canonical SMILES

CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)O)C)C)C)NC1

InChI

InChI=1S/C27H43NO2/c1-16-7-12-27(28-15-16)17(2)24-23(30-27)14-22-20-6-5-18-13-19(29)8-10-25(18,3)21(20)9-11-26(22,24)4/h5,16-17,19-24,28-29H,6-15H2,1-4H3/t16-,17+,19+,20-,21+,22+,23+,24+,25+,26+,27-/m1/s1

InChIKey

KWVISVAMQJWJSZ-VKROHFNGSA-N

Boiling Point

537.8±50.0 °C at 760 mmHg

Melting Point

200-202 °C

Purity

97% by HPLC

Density

1.123±0.10 g/cm3

Solubility

Soluble in Acetone (Slightly), Chloroform, Ethanol, Methanol

Appearance

Solid powder

Storage

Store at 2-8 °C, keep away from light

Alpha

D25 -98° (c = 0.14 in methanol); D -113° (CHCl3)

Color

white to beige

EINECS

204-774-2

Form

Powder

pKa

pKb 6.30(at 25 °C)

Purification Methods

Solasodine crystallises (as monohydrate) from MeOH as lustrous plates (on heating, the plates change to needles as they melt and resolidify in needles), or aqueous 80% EtOH, and sublimes at high vacuum.

Refractive Index

1.6400 (estimate)

RTECS

WF1300000

Safety Statements

22-24/25

Uses

Solasodine is a potentially useful precursor for steroidal compounds and hormones, this is usually found in plants from the solanaceae family. It also has potent cytotoxic and anti-inflammatory effects.

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