CHEBI:9190 - solasodine

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ChEBI Name solasodine
ChEBI ID CHEBI:9190
Definition 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.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:95154
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Formula C27H43NO2
Net Charge 0
Average Mass 413.646
Monoisotopic Mass 413.32938
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
SMILES [C@]12([C@]3([C@@]([C@@]4(C(C[C@@H](O)CC4)=CC3)C)(CC[C@]2(C)[C@]5([C@@H]([C@@]6(O[C@]5(C1)[H])NC[C@H](C)CC6)C)[H])[H])[H])[H]
Roles Classification
Chemical Role(s): 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 (Bronsted acid).
(via organic amino compound )
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via alkaloid antibiotic )
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
Application(s): diuretic
An agent that promotes the excretion of urine through its effects on kidney function.
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.
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.
anticonvulsant
A drug used to prevent seizures or reduce their severity.
central nervous system depressant
A loosely defined group of drugs that tend to reduce the activity of the central nervous system.
antispermatogenic agent
An agent that destroy spermatozoa in the male genitalia and block spermatogenesis.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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 Sources
(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-ol IUPAC
(3β,22α,25R)-spirosol-5-en-3-ol ChemIDplus
purapuridine ChemIDplus
solasod-5-en-3β-ol NIST Chemistry WebBook
solasod-5-en-3β-ol ChemIDplus
spiro[8H-naphth[2',1':4,5]indeno[2,1-b]furan-8,2'-piperidine] NIST Chemistry WebBook
Manual Xrefs Databases
C00002264 KNApSAcK
C10822 KEGG COMPOUND
CPD-13080 MetaCyc
FDB013944 FooDB
HMDB0035282 HMDB
LSM-6427 LINCS
Solasodine Wikipedia
View more database links
Registry Numbers Types Sources
126-17-0 CAS Registry Number NIST Chemistry WebBook
126-17-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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Last Modified
06 March 2024