Solasodine

For Research Use Only.
Category
Steroids
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
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
532.75°C (rough estimate)
Melting Point
200-202 °C.
Purity
97 % (HPLC).
Density
1.0159 (rough estimate)
Solubility
Chloroform, not well in acetone, methanol, ethanol
Appearance
Solid powder
Storage
Store at +4 °C, in dark place.
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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