126-17-0
Product Name:
SOLASODINE
Formula:
C27H43NO2
Synonyms:
Solasodin;(-)-Solasodine;(3β,22α,25R)-Spirosol-5-en-3-ol;Purapuridine;Solancarpidine
Inquiry
CHEMICAL AND PHYSICAL PROPERTIES
| Physical Description | Solid; [Merck Index] |
|---|---|
| Color/Form | HEXAGONAL PLATES FROM METHANOL OR BY SUBLIMATION IN HIGH VACUUM |
| Melting Point | 200-202 °C |
| Solubility | FREELY SOL IN BENZENE, PYRIDINE, AND CHLOROFORM; MODERATELY SOL IN ALC, METHANOL, AND ACETONE; SLIGHTLY SOL IN WATER; PRACTICALLY INSOL IN ETHER |
| Optical Rotation | SPECIFIC OPTICAL ROTATION: -92.4 DEG @ 20 °C/D (BENZENE); +109.8 DEG @ 20 °C/D (CHLOROFORM) |
| Dissociation Constants | PKB: 6.3 |
| Collision Cross Section | 207.8 Ų [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards] |
| Other Experimental Properties | ALKALINE REACTION TO LITMUS IN ALCOHOLIC SOLN |
| Chemical Classes | Biological Agents -> Plant Toxins |
COMPUTED DESCRIPTORS
| Molecular Weight | 413.6 g/mol |
|---|---|
| XLogP3 | 5.4 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 0 |
| Exact Mass | 413.329379614 g/mol |
| Monoisotopic Mass | 413.329379614 g/mol |
| Topological Polar Surface Area | 41.5 Ų |
| Heavy Atom Count | 30 |
| Formal Charge | 0 |
| Complexity | 749 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 11 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
PRODUCT INTRODUCTION
description
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+).