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SOLASODINE
SOLASODINE
- CAS No.126-17-0
- Chemical Name:SOLASODINE
- CBNumber:CB5132193
- Molecular Formula:C27H43NO2
- Formula Weight:413.64
- MOL File:126-17-0.mol
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)
- FDA UNII L40Y453Y96
- NIST Chemistry Reference Solasodine(126-17-0)
- UNSPSC Code 12352200
- NACRES NA.77
Safety
- Safety Statements :22-24/25
- RTECS :WF1300000
- Hazardous Substances Data :126-17-0(Hazardous Substances Data)
- Symbol(GHS)
- Signal word
- Hazard statements
- Precautionary statements
SOLASODINE Price
More Price(4)
- Brand: Sigma-Aldrich(India)
- Product number: SML1141
- Product name : Solasodine
- Purity: ≥95% (HPLC)
- Packaging: 5MG
- Price: ₹6841.4
- Updated: 2022/06/14
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- Brand: Sigma-Aldrich(India)
- Product number: SML1141
- Product name : Solasodine
- Purity: ≥95% (HPLC)
- Packaging: 25MG
- Price: ₹27668.7
- Updated: 2022/06/14
- Buy: Buy
- Brand: SRL
- Product number: 53771
- Product name : Solasodine extrapure, 98%
- Purity:
- Packaging: 10mg
- Price: ₹6470
- Updated: 2022/05/26
- Buy: Buy
- Brand: SRL
- Product number: 53771
- Product name : Solasodine extrapure, 98%
- Purity:
- Packaging: 25mg
- Price: ₹15500
- Updated: 2022/05/26
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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 A potentially useful precursor.
- Uses antineoplastic, antiinflammatory
- 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 Starting material for steroidal drugs.
- Definition ChEBI: Solasodine is an oxaspiro compound and steroid alkaloid sapogenin with formula C27H43NO2 found in the Solanum (nightshade) family. It is used as a precursor in the synthesis of complex steroidal compounds such as contraceptive pills. It has a role as a plant metabolite, a teratogenic agent, a diuretic, an antifungal agent, a cardiotonic drug, an immunomodulator, an antipyretic, an apoptosis inducer, an antioxidant, an antiinfective agent, an anticonvulsant, a central nervous system depressant and an antispermatogenic agent. It is an azaspiro compound, an oxaspiro compound, an alkaloid antibiotic, a hemiaminal ether, a sapogenin and a steroid alkaloid. It is a conjugate base of a solasodine(1+).
- 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.]
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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
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126-17-0, SOLASODINERelated Search:
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- 生物碱类
- 抑制剂
- 药靶配体
- 试剂
- 标准品,对照品
- 标准品 -中药标准品
- 生物碱
- 分析试剂标准品
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- 医药中间体
- 标准品
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- 植提标准品
- 植物提取物
- C27H43NO2
- 澳洲茄铵,10 MM DMSO 溶液
- 澳洲茄胺/生物碱
- PURAPURIDINE; SOLANCARPIDINE; SOLASODIN
- 茄胺
- 澳洲茄胺对照品
- 澳洲茄胺标准品
- (4S,5'R,6AR,6BS,8AS,8BR,9S,10R,11AS,12AS,12BS)-5',6A,8A,9-四甲基-1,3,4,5,6,6A,6B,7,8,8A,8B,9,11A,12,12A,12B-十六氢螺[萘并[2',1':4,5]茚并[2,1-B]呋喃-10,2'-哌啶]-4-醇
- 茄解定
- 澳洲茄次碱
- 澳洲茄胺
- 茄解鹼
- 茄解啶
- 茄解啶、澳洲茄次碱
- 澳州茄胺(标准品)
- 澳州茄胺
- 澳洲茄次碱,茄解定
- 龙葵
- 澳洲茄胺(茄解啶,澳洲茄次碱,茄解定)
- 澳洲茄铵
- 126-17-0
- Solasodine - Bio-X ?
- Solasodine, 10 mM in DMSO
- Fluoroestradiol Impurity 36
- Solasodine-RM
- (-)-Solasodine
- SOLANI NIGERI HERBA
- Solasodine extrapure, 98%
- (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
- (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
- Spirosol-5-en-3-ol, (3β,22α,25R)-
- Solanum nigrum L.
- Solasod-5-en-3β-ol (7CI,8CI)
- NSC 179187
- (3β,22α,25R)-Spirosol-5-en-3-ol