solasodine
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.
Also appears inslm
Exact Synonyms
(25R)-22alpha-spirosol-5-en-3beta-ol
Related Synonyms
(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
(3beta,22alpha,25R)-spirosol-5-en-3-ol
purapuridine
solasod-5-en-3beta-ol
spiro[8H-naphth[2',1':4,5]indeno[2,1-b]furan-8,2'-piperidine]
class Information
charge
0
formula
C27H43NO2
has_alternative_id
has_dbxref
- AGR:IND500680912
- AGR:IND605429126
- CAS:126-17-0
- FooDB:FDB013944
- HMDB:HMDB0035282
- KEGG:C10822
- KNApSAcK:C00002264
- LINCS:LSM-6427
- MetaCyc:CPD-13080
- PMID:21062107
- PMID:21496476
- PMID:21605251
- PMID:22399274
- PMID:22460423
- PMID:23954587
- PMID:24444441
- PMID:24922600
- PMID:26162798
- PMID:27462871
- PMID:28283413
- PMID:28552788
- PMID:28779706
- PMID:28803443
- PMID:28887171
- PMID:28919409
- PMID:30268504
- PMID:30614239
- PMID:30901960
- PMID:31234274
- PMID:31580372
- Wikipedia:Solasodine
has_obo_namespace
chebi_ontology
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
in_subset
mass
413.646
monoisotopicmass
413.32938
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]
class Relations
Subclass of
- hemiaminal ether
- sapogenin
- steroid alkaloid
- azaspiro compound
- oxaspiro compound
- alkaloid antibiotic
- has rolerosomeantispermatogenic agent
- has rolerosomeantioxidant
- has rolerosomeantiinfective agent
- has rolerosomecentral nervous system depressant
- has rolerosomeantipyretic
- has rolerosomediuretic
- has rolerosomeanticonvulsant
- has rolerosomeantifungal agent
- has rolerosomecardiotonic drug
- has rolerosomeimmunomodulator
- has rolerosometeratogenic agent
- has rolerosomeapoptosis inducer
- has rolerosomeplant metabolite
- is conjugate base ofsomesolasodine(1+)