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Episarsasapogenin

PubChem CID: 12304430

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Compound Synonyms Episarsasapogenin, epi-Sarsasapogenin, 470-03-1, (3alpha,5beta,25S)-Spirostan-3-ol, Spirostan-3-ol, (3alpha,5beta,25S)-, (1R,2S,4S,5'S,6R,7S,8R,9S,12S,13S,16R,18R)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-ol, 3-Episarsasapogenin, NSC 231816, (1R,2S,4S,5'S,6R,7S,8R,9S,12S,13S,16R,18R)-5',7,9,13-tetramethylspiro(5-oxapentacyclo(10.8.0.02,9.04,8.013,18)icosane-6,2'-oxane)-16-ol, Spirostan-3-ol, (3.alpha.,5.beta.,25S)-, SCHEMBL15335261, GMBQZIIUCVWOCD-RHHRBMONSA-N, (25s)3alpha-hydroxy-5beta-spirostane
Topological Polar Surface Area 38.7
Hydrogen Bond Donor Count 1.0
Inchi Key GMBQZIIUCVWOCD-RHHRBMONSA-N
Rotatable Bond Count 0.0
Synonyms (25S)-5-beta-spirostan-3-alpha-ol, 3-Episarsasapogenin, Episarsasapogenin
Heavy Atom Count 30.0
Compound Name Episarsasapogenin
Description Episarsasapogenin, also known as smilagenin or sarsasapogenin, (3beta,5beta,25s)-isomer, is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Episarsasapogenin is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Episarsasapogenin can be found in fenugreek, which makes episarsasapogenin a potential biomarker for the consumption of this food product.
Exact Mass 416.329
Formal Charge 0.0
Monoisotopic Mass 416.329
Isotope Atom Count 0.0
Molecular Complexity 694.0
Hydrogen Bond Acceptor Count 3.0
Molecular Weight 416.6
Database Name fooddb_chem_all;pubchem
Covalent Unit Count 1.0
Defined Atom Stereocenter Count 12.0
Iupac Name (1R,2S,4S,5'S,6R,7S,8R,9S,12S,13S,16R,18R)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-ol
Total Atom Stereocenter Count 12.0
Total Bond Stereocenter Count 0.0
Inchi InChI=1S/C27H44O3/c1-16-7-12-27(29-15-16)17(2)24-23(30-27)14-22-20-6-5-18-13-19(28)8-10-25(18,3)21(20)9-11-26(22,24)4/h16-24,28H,5-15H2,1-4H3/t16-,17-,18+,19+,20+,21-,22-,23-,24-,25-,26-,27+/m0/s1
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[C@H]6[C@@]5(CC[C@H](C6)O)C)C)C)OC1
Xlogp 6.5
Defined Bond Stereocenter Count 0.0
Molecular Formula C27H44O3