Solasodine

• CAS: 126-17-0
• Catalog Number: ACM126170
• Category: Inhibitors
• Molecular Weight: 413.6
• Molecular Formula: C27H43NO2
• Description: Solasodine (Purapuridine) is a steroidal alkaloid that occurs in plants of the Solanaceae family. Solasodine has neuroprotective, antifungal, hypotensive, anticancer, antiatherosclerotic, antiandrogenic and anti-inflammatory activities.
• Synonyms: (3β,22α,25R)-Spirosol-5-en-3-ol
• Canonical SMILES: C[C@H](CC1)CN[C@]21O[C@@]3([H])C[C@@]4([H])[C@]5([H])CC=C6C[C@@H](O)CC[C@]6(C)[C@@]5([H])CC[C@]4(C)[C@@]3([H])[C@@H]2C
• 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
• InChI Key: KWVISVAMQJWJSZ-VKROHFNGSA-N
• Melting Point: 200-202 °C
• Appearance: Solid
• Storage: 4°C, protect from light*In solvent : -80°C, 6 months; -20°C, 1 month (protect from light).
• Complexity: 749
• Covalently-Bonded Unit Count: 1
• Defined Atom Stereocenter Count: 11
• Exact Mass: 413.329379614
• Heavy Atom Count: 30
• Hydrogen Bond Acceptor Count: 3
• Hydrogen Bond Donor Count: 2
• Isomeric SMILES: C[C@@H]1CC[C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC=C6[C@@]5(CC[C@@H](C6)O)C)C)C)NC1
• Monoisotopic Mass: 413.329379614
• Physical State: Powder
• Rotatable Bond Count: 0
• Shipping: Can be shipped at room temperature, where not in use may vary.
• Source: PlantsSolanaceaeSolanum nigrum Linn.
• Topological Polar Surface Area: 41.5 Ų

Synthetic Use

Upstream Synthesis Route 1

• 20311-51-7

• 126-17-0

Reference: [1]Journal of the Chemical Society,1952,p. 3587,3589
[2]Journal of the Chemical Society,1958,p. 1419,1420, 1421
[3]Chemistry of Natural Compounds,1972,vol. 8,p. 138
Khimiya Prirodnykh Soedinenii,1972,vol. 8,p. 132 - 133

Upstream Synthesis Route 2

• 19121-58-5

• 126-17-0

Reference: [1]Archiv der Pharmazie,1939,vol. 277,p. 329,336
Archiv der Pharmazie (Weinheim, Germany),1937,vol. 275,p. 336,342
[2]Proceedings - Indian Academy of Sciences, Section A,1936,p. 255,258
[3]Gazzetta Chimica Italiana,1911,vol. 41,p. I 534, 545, 546
[4]Chemistry of Natural Compounds,1973,vol. 9,p. 659
Khimiya Prirodnykh Soedinenii,1973,vol. 9,p. 682 - 683

Upstream Synthesis Route 3

• 19121-58-5

• 126-17-0
• 3669-17-8

Reference: [1]Gazzetta Chimica Italiana,1914,vol. 44,p. II 191, 197