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SOLASODINE

Product Name
SOLASODINE
CAS No.
126-17-0
Chemical Name
SOLASODINE
Synonyms
Solasodin;Salasdine;Nsc178260;SOLASODINE;Salasodine;Sosasodine;NSC 179187;Solanidine-S;PURAPURIDINE;Solancarpine
CBNumber
CB5132193
Molecular Formula
C27H43NO2
Formula Weight
413.64
MOL File
126-17-0.mol
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SOLASODINE Property

Melting point:
200-202°
alpha 
D25 -98° (c = 0.14 in methanol); D -113° (CHCl3)
Boiling point:
532.75°C (rough estimate)
Density 
1.0159 (rough estimate)
refractive index 
1.6400 (estimate)
storage temp. 
2-8°C
solubility 
DMSO: soluble0.5mg/mL, clear (warmed)
pka
pKb 6.30(at 25℃)
form 
powder
color 
white to beige
optical activity
[α]/D -88 to -98°, c = 0.2 in methanol
InChIKey
KOZCINYDCJVLDW-GCGBSLFCSA-N
CAS DataBase Reference
126-17-0(CAS DataBase Reference)
NIST Chemistry Reference
Solasodine(126-17-0)
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Safety

Safety Statements 
22-24/25
RTECS 
WF1300000
Hazardous Substances Data
126-17-0(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML1141
Product name
Solasodine
Purity
≥95% (HPLC)
Packaging
5mg
Price
$64.3
Updated
2021/12/16
Sigma-Aldrich
Product number
SML1141
Product name
Solasodine
Purity
≥95% (HPLC)
Packaging
25mg
Price
$249
Updated
2021/12/16
Usbiological
Product number
466370
Product name
Solasodine
Packaging
5mg
Price
$305
Updated
2021/12/16
TRC
Product number
S676553
Product name
Solasodine
Packaging
50mg
Price
$385
Updated
2021/12/16
Usbiological
Product number
300992
Product name
Solasodine
Packaging
10mg
Price
$393
Updated
2021/12/16
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SOLASODINE Chemical Properties,Usage,Production

Description

There is still some doubt as to whether this base occurs as such in Solanum aviculare and S. xanthocarpum or whether it is an artifact formed from Sola_x0002_sonine (q.v.) during the extraction process. The base is laevorotatory having [α]20D - 92.4° (C6H6) and the following salts and derivatives have been prepared: hydrochloride, m.p. 314°C; hydriodide, m.p. 293°C; oxalate, m.p. 248°C; tartrate, m.p. 222°C; picrate, m.p. 1.4l-2°C; picrolonate, m.p. 234°C; acetyl derivative, m.p. 195°C; benzoyl compound, m.p. 2l6-7°C and the 3:5-dinitrobenzoyl derivative, m.p. 191.5-193°C. The alkaloid forms a sparingly soluble digitonide and yields Diels's hydrocarbon on selenium dehydrogenation.

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.

Uses

antineoplastic, antiinflammatory

Uses

A potentially useful precursor.

Uses

Starting material for steroidal drugs.

General Description

This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG

Biochem/physiol Actions

Solasodine is a neuroprotective antioxidant glycoalkaloid of Solanum species. Solasodine increases superoxide dismutase (SOD), catalase (CAT),and glutathione (GSH) levels, while reducing lipid peroxidation (LPO) and nitric oxide (NO) levels in the brains of ischemia/reperfusion (I/R)-injury model in rats. Also, Solasonine displayed multiple activities including, anti-cancer and leishmanicidal activities.

Safety Profile

Poison by intraperitoneal route. Moderately toxic by ingestion. Experimental teratogenic and reproductive effects. When heated to decomposition it emits toxic fumes of NOx.

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. After recrystallisation from H2O, m 198-199o, then from Me2CO/H2O, m 199-201o, it has [] D 22 -109.3o (c 0.581, CHCl3). On TLC with silica gel G (*C6H6/absolute EtOH, 8:2) it has RF 0.45. IR (KBr): max at 10.3, 10.4, 11.2, 11.5 (azaoxaspirane bands). [Schreiber & Rnsch Tetrahedron 20 1939 1964, Uhle J Org Chem 27 656 1962, Kessar et al. Tetrahedron 27 2153 1971, Beilstein 27 III/IV 2000.]

References

Rochelmeyer, Chen., Arch. Pharm., 277,329 (1939)
Briggs., J. Chem. Soc., 3, (1942)
Briggs et al., ibid, 3013 (1950)
Absolute configuration: Boll, Phillipsborn., Acta Chem. Scand., 19, 1365 (1965)
Synthesis: Schreiber, Walther, Ronsch., Tetrahedron, 20, 1939 (1964)
Adam, Schreiber., Experientia, 21,471 (1965)
Adam, Schreiber., Tetrahedron, 22,3591 (1966)

SOLASODINE Preparation Products And Raw materials

Raw materials

Preparation Products

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SOLASODINE Suppliers

Shanghai Zhanshu Chemical Technology Co., Ltd
Tel
+86-21-58589556;13761042905
Fax
+86-21-58589557
Country
China
ProdList
413
Advantage
55
Chembest Research Laboratories Limited
Tel
021-20908456-
Fax
021-58180499
Email
sales@BioChemBest.com
Country
China
ProdList
5947
Advantage
61
BOC Sciences
Email
info@bocsci.com
Country
United States
ProdList
21113
Advantage
65
Dalian Meilun Biotech Co., Ltd.
Tel
0411-62910999- ;0411-62910999-
Email
sales@meilune.com;sales@meilune.com
Country
China
ProdList
3752
Advantage
58
BioBioPha Co., Ltd.
Tel
0871-65217109-
Fax
0871-65215563
Email
sales@mail.biobiopha.com
Country
China
ProdList
5688
Advantage
65
Chengdu Biopurify Phytochemicals Ltd.
Tel
028-82633397-
Fax
+86-28-82633165
Email
daisy@biopurify.cn
Country
China
ProdList
2040
Advantage
60
Chengdu Climax Biotech Co., Ltd.
Tel
028-83311324 QQ:1278112614
Fax
028-83311324
Email
climaxbiotech@gmail.com
Country
China
ProdList
925
Advantage
58
Nanjing Spring & Autumn Biological Engineering Co., Ltd.
Tel
025-84430028-
Email
sale02@cqherb.com
Country
China
ProdList
262
Advantage
59
Haoyuan Chemexpress Co., Ltd.
Tel
86-21-58998985
Fax
(86) 21-58955996
Email
apisales@chemexpress.com.cn
Country
China
ProdList
7557
Advantage
61
Cheng Du Micxy Chemical Co.,Ltd
Tel
028-85632863-
Fax
028-85632863
Email
sales@micxy.com;
Country
China
ProdList
13065
Advantage
58
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View Lastest Price from SOLASODINE manufacturers

Shanghai Standard Technology Co., Ltd.
Product
Solasodine 126-17-0
Price
US $0.00/mg
Min. Order
5mg
Purity
≥98%(HPLC)
Supply Ability
10 g
Release date
2019-12-23
Career Henan Chemical Co
Product
SOLASODINE 126-17-0
Price
US $2.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
100kg
Release date
2018-12-23

126-17-0, SOLASODINERelated Search:


  • (3beta,22alpha,25r)-spirosol-5-en-3-o
  • Solanum nigrum L.
  • SOLANCARPIDINE
  • SOLASOD-5-EN-3BETA-OL
  • SOLASODINE
  • PURAPURIDINE
  • delta5-20betaf,22alphaf,25alphaf,27-azaspirosten-3beta-ol
  • Salasdine
  • Salasodine
  • Solanidine-S
  • Solasodin
  • Solasodine hydrochloride base
  • Sosasodine
  • Spiro[8H-naphth[2',1':4,5]indeno[2,1-b]furan-8,2'-piperidine], spirosol-5-en-3-ol deriv.
  • Spirosol-5-en-3-ol
  • Spirosol-5-en-3-ol, (3beta,22alpha,25R)-
  • 5-SOLASODEN-3BETA-OL
  • Solasod-5-en-3β-ol
  • Salasod-5-en-3β-ol
  • Nsc178260
  • Solancarpine
  • (3β,22α,25R)-Spirosol-5-en-3-ol
  • NSC 179187
  • Solasod-5-en-3β-ol (7CI,8CI)
  • Spirosol-5-en-3-ol, (3β,22α,25R)-
  • (4S,5'R,6aR,6bS,8aS,8bR,9S,10R,11aS,12aS,12bS)-5',6a,8a,9-Tetramethyl-1,3,4,5,6,6a,6b,7,8,8a,8b,9,11a,12,12a,12b-hexadecahydrospiro[naphtho[2',1':4,5]indeno[2,1-b]furan-10,2'-piperidin]-4-ol
  • (2'R,4S,5'R,6aR,6bS,8aS,8bR,9S,11aS,12aS,12bS)-5',6a,8a,9-tetramethyl-1,3,4,5,6,6a,6b,7,8,8a,8b,9,11a,12,12a,12b-hexadecahydrospiro[naphtho[2',1':4,5]indeno[2,1-b]furan-10,2'-piperidin]-4-ol
  • 126-17-0
  • C27H43NO2
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
  • Alkaloids