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Solasodine

CAT: 1568-C09294-02Size: 5 mgDry Ice: NoHazardous: No
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CAT#:1568-C09294-02Size:5 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
126-17-0
Synonyms
Purapuridine, Solancarpidine, Solasodin, Salasodine, Salasdine
SKU
C09294-5mg
Target
MMP
Applications
Proteases
Smiles
CC1CCC2 (NC1) OC3CC4C5CC=C6CC (O) CCC6 (C) C5CCC4 (C) C3C2C
Molecular Formula
C27H43NO2
Additionnal Information
Solasodine (Purapuridine, Solancarpidine, Solasodin, Salasodine, Salasdine) is a poisonous alkaloid chemical compound that occurs in plants of the Solanaceae family. Solasodine reduces the mRNA level of matrix metalloproteinase-2 (MMP-2), MMP-9 and extracellular inducer of matrix metalloproteinase (EMMPRIN), but increases the expression of reversion-inducing cysteine-rich protein with kazal motifs (RECK) . Solasodine downregulates oncogenic microRNA-21 (miR-21), which has been known to target RECK. Solasodine also reduces PI3K/Akt signaling pathways and downregulates expression of miR-21.
Storage Conditions
3 years -20°C powder

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...
View on PubChemRaw 3D data
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

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