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Solasodine

CAT: 0013-GTR19159727-02Size: 200 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19159727-02Size:200 mg
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Description
Solasodine is a potentially useful precursor for steroidal compounds and hormones with anticonvulsant and central nervous system depressant activities. (In Vitro) :Solasodine (90 μM; 2 days) treatment displays significant sprouting in P19 cells. Solasodine induces strong expression of the different neuronal markers studied, including βIII-tubulin, synaptophysin, MAP2, ChAT, and neuroblast marker doublecortin. Solasodine induces the differentiation of P19 cells, essentially towards the neuronal pathway. Solasodine induce apoptosis by inhibiting the p53-MDM2 complex, p21Waf1/Cip1, and Bcl-2 proteins. (In Vivo) :Solasodine (25-100 mg/kg; intraperitoneal injection; once) treatment significantly delays latency of hind limb tonic extensor (HLTE) phase in the PCT-induced convulsions. And significantly potentiates Thiopental-provoked sleep in a dose-dependent manner. Solasodine has anticonvulsant and CNS depressant activities.Solasodine (375 μM; i.c.v.; for 2 weeks) treatment results a significant increase in bromodeoxyuridine uptake by cells of the ependymal layer, subventricular zone, and cortex that co-localized with doublecortin immunostaining. Solasodine treatment in rats results in a dramatic increase in expression of the cholesterol- and drug-binding translocator protein in ependymal cells.
CAS Number
126-17-0
Product Name Alternative
Purapuridine | Solancarpidine | Solasodin
Purity
>98% (HPLC)
Solubility
DMSO : 2.6 mg/mL 6.29 mM; H2O : < 0.1 mg/mL
Smiles
C[C@]12CC[C@@H] (CC1=CC[C@@H]1[C@@H]2CC[C@@]2 (C) [C@H]1C[C@H]1[C@@H]2[C@@H] ([C@@]2 (CC[C@H] (CN2) C) O1) C) O
Molecular Formula
C27H43NO2
Molecular Weight
413.65
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.

Chemical Information

Solasodine

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 an antispermatogenic agent, an antioxidant, an antiinfective agent, a central nervous system depressant, an antipyretic, a diuretic, an anticonvulsant, an antifungal agent, a cardiotonic drug, an immunomodulator, a teratogenic agent, an apoptosis inducer and a plant metabolite. It is a hemiaminal ether, a sapogenin, a steroid alkaloid, an azaspiro compound, an oxaspiro compound and an alkaloid antibiotic. It is a conjugate base of a solasodine(1+).

CAS Number126-17-0
PubChem CID442985
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 FormulaC27H43NO2
Molecular Weight413.6
XLogP5.4
Topological Polar Surface Area41.5
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count0
Heavy Atom Count30
Formal Charge0
Complexity749
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
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
Chemical Structure
2D Structure
2D structure of Solasodine
CAS: 126-17-0
CID: 442985
Formula: C27H43NO2
MW: 413.6
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight413.6
XLogP35.4
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count0
Exact Mass413.329379614
Monoisotopic Mass413.329379614
Topological Polar Surface Area41.5 Ų
Heavy Atom Count30
Formal Charge0
Complexity749
Isotope Atom Count0
Defined Atom Stereocenter Count11
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes