CHEBI:9190 - solasodine

ChEBI IDCHEBI:9190
ChEBI Namesolasodine
Stars
DefinitionAn 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.
Secondary ChEBI IDCHEBI:95154
Last Modified6 March 2024
DownloadsMolfile
FormulaC27H43NO2
Net Charge0
Average Mass413.646
Monoisotopic Mass413.32938
SMILES[H][C@@]12CC=C3C[C@@H](O)CC[C@]3(C)[C@@]1([H])CC[C@@]1(C)[C@@]2([H])C[C@]2([H])O[C@]3(CC[C@@H](C)CN3)[C@@H](C)[C@]12[H]
InChIInChI=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
InChIKeyKWVISVAMQJWJSZ-VKROHFNGSA-N
Wikipedia
Roles Classification
Chemical Roles:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
teratogenic agent  A role played by a chemical compound in biological systems with adverse consequences in embryo developments, leading to birth defects, embryo death or altered development, growth retardation and functional defect.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
immunomodulator  Biologically active substance whose activity affects or plays a role in the functioning of the immune system.
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Applications:
anticonvulsant  A drug used to prevent seizures or reduce their severity.
cardiotonic drug  A drug that has a strengthening effect on the heart or that can increase cardiac output.
immunomodulator  Biologically active substance whose activity affects or plays a role in the functioning of the immune system.
diuretic  An agent that promotes the excretion of urine through its effects on kidney function.
antipyretic  A drug that prevents or reduces fever by lowering the body temperature from a raised state. An antipyretic will not affect the normal body temperature if one does not have fever. Antipyretics cause the hypothalamus to override an interleukin-induced increase in temperature. The body will then work to lower the temperature and the result is a reduction in fever.
antiinfective agent  A substance used in the prophylaxis or therapy of infectious diseases.
antispermatogenic agent  An agent that destroy spermatozoa in the male genitalia and block spermatogenesis.
central nervous system depressant  A loosely defined group of drugs that tend to reduce the activity of the central nervous system.
ChEBI Ontology
Outgoing Relation(s)
solasodine (CHEBI:9190) has role anticonvulsant (CHEBI:35623)
solasodine (CHEBI:9190) has role antifungal agent (CHEBI:35718)
solasodine (CHEBI:9190) has role antiinfective agent (CHEBI:35441)
solasodine (CHEBI:9190) has role antioxidant (CHEBI:22586)
solasodine (CHEBI:9190) has role antipyretic (CHEBI:35493)
solasodine (CHEBI:9190) has role antispermatogenic agent (CHEBI:145047)
solasodine (CHEBI:9190) has role apoptosis inducer (CHEBI:68495)
solasodine (CHEBI:9190) has role cardiotonic drug (CHEBI:38147)
solasodine (CHEBI:9190) has role central nervous system depressant (CHEBI:35488)
solasodine (CHEBI:9190) has role diuretic (CHEBI:35498)
solasodine (CHEBI:9190) has role immunomodulator (CHEBI:50846)
solasodine (CHEBI:9190) has role plant metabolite (CHEBI:76924)
solasodine (CHEBI:9190) has role teratogenic agent (CHEBI:50905)
solasodine (CHEBI:9190) is a alkaloid antibiotic (CHEBI:86322)
solasodine (CHEBI:9190) is a azaspiro compound (CHEBI:35624)
solasodine (CHEBI:9190) is a hemiaminal ether (CHEBI:141498)
solasodine (CHEBI:9190) is a oxaspiro compound (CHEBI:37948)
solasodine (CHEBI:9190) is a sapogenin (CHEBI:26606)
solasodine (CHEBI:9190) is a steroid alkaloid (CHEBI:26767)
solasodine (CHEBI:9190) is conjugate base of solasodine(1+) (CHEBI:145043)
Incoming Relation(s)
solasodine 3-β-D-glucoside (CHEBI:229720) has functional parent solasodine (CHEBI:9190)
solasodine(1+) (CHEBI:145043) is conjugate acid of solasodine (CHEBI:9190)
IUPAC Name 
(25R)-22α-spirosol-5-en-3β-ol
Synonyms  Source
(2S,2'R,4aR,4bS,5'R,6aS,6bR,7S,9aS,10aS,10bS)-4a,5',6a,7-tetramethyl-1,2,3,4,4a,4b,5,6,6a,6b,7,9a,10,10a,10b,11-hexadecahydrospiro[naphtho[2',1':4,5]indeno[2,1-b]furan-8,2'-piperidin]-2-olIUPAC
(3β,22α,25R)-spirosol-5-en-3-olChemIDplus
purapuridineChemIDplus
solasod-5-en-3β-olChemIDplus
solasod-5-en-3β-olNIST Chemistry WebBook
spiro[8H-naphth[2',1':4,5]indeno[2,1-b]furan-8,2'-piperidine]NIST Chemistry WebBook
Manual XrefsDatabases
C00002264KNApSAcK
C10822KEGG COMPOUND
CPD-13080MetaCyc
FDB013944FooDB
HMDB0035282HMDB
LSM-6427LINCS
SolasodineWikipedia
Registry NumbersSources
CAS:126-17-0NIST Chemistry WebBook
CAS:126-17-0KEGG COMPOUND
CAS:126-17-0ChemIDplus
Citations