Solasonine

For Research Use Only.
Category
Alkaloids
Cat.No.
NP0035
CAS
19121-58-5
Product Name
Solasonine
Structure

Product Details

Description
Solasonine is a glycoalkaloid found in Solanum plants of the family Solanaceae.
Synonyms
β-D-Galactopyranoside, (3β,22α,25R)-spirosol-5-en-3-yl O-6-deoxy-α-L-mannopyranosyl-(1→2)-O-[β-D-glucopyranosyl-(1→3)]-; (3β,22α,25R)-Spirosol-5-en-3-yl O-6-deoxy-α-L-mannopyranosyl-(1→2)-O-[β-D-glucopyranosyl-(1→3)]-β-D-galactopyranoside; NSC 82149; Solasonin; α-Solasonine
IUPAC Name
(2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-5-hydroxy-6-(hydroxymethyl)-2-[(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-yl]oxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
Molecular Weight
884.06
Molecular Formula
C45H73NO16
Canonical SMILES
CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)O)OC8C(C(C(C(O8)CO)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)C)C)NC1
InChI
InChI=1S/C45H73NO16/c1-19-8-13-45(46-16-19)20(2)30-27(62-45)15-26-24-7-6-22-14-23(9-11-43(22,4)25(24)10-12-44(26,30)5)57-42-39(61-40-36(54)34(52)31(49)21(3)56-40)38(33(51)29(18-48)59-42)60-41-37(55)35(53)32(50)28(17-47)58-41/h6,19-21,23-42,46-55H,7-18H2,1-5H3/t19-,20+,21+,23+,24-,25+,26+,27+,28-,29-,30+,31+,32-,33+,34-,35+,36-,37-,38+,39-,40+,41+,42-,43+,44+,45-/m1/s1
InChIKey
QCTMYNGDIBTNSK-XEAAVONHSA-N
Melting Point
284-285°C (dec.)
Purity
>98%
Density
1.42±0.1 g/cm3
Solubility
Soluble in DMSO
Appearance
White Beige Powder
Application
Anti-inflammatory
Storage
Store at -20°C
Alpha
D23 -88° (c = 1.01 in pyridine); D22 -74.5° (c = 0.51 in methanol)
Color
White to off-white
EINECS
242-826-6
Form
Crystalline Powder
MDL
MFCD00017611
Packaging
25 mg
pKa
12.78±0.70(Predicted)
Uses
α-Solasonine is a natural glycoalkaloid compound which has been shown to inhibit Gli-mediated transcritional activity.
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