Structure database (LMSD)

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LM IDLMST01080014
Common NameHecogenin
Systematic Name(25R)-12-oxo-spirostan-3β-ol
Synonyms(25R)-3β-hydroxy-5α-spirostan-12-one
Exact Mass
430.3083 (neutral)    Calculate m/z:
FormulaC27H42O4
CategorySterol Lipids [ST]
Main ClassSterols [ST01]
Sub ClassSpirostanols and derivatives [ST0108]
AbbrevST 27:3;O4
PubChem CID91453
KEGG IDC08902
CHEBI ID5633
CAYMAN ID21372
InChIKeyQOLRLLFJMZLYQJ-LOBDNJQFSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C27H42O4/c1-15-7-10-27(30-14-15)16(2)24-22(31-27)12-21-19-6-5-17-11-18(28)8-9-25(17,3)20(19)13-23(29)26(21,24)4/h15-22,24,28H,5-14H2,1-4H3/t15-,16+,17+,18+,19-,20+,21+,22+,24+,25+,26-,27-/m1/s1
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SMILES
C1[C@]2(C)[C@@]3([H])CC(=O)[C@]4(C)[C@H]5[C@@H]([C@]6(O[C@H]5C[C@@]4([H])[C@]3([H])CC[C@@]2([H])C[C@@H](O)C1)CC[C@@H](C)CO6)C
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MS SpectraView MoNA MS spectra     
StatusActive
ReferencesSTEROID SAPONINS
S. B. MAHATO, A. N. GANGULY and N. P. SAHU
Phytochemistry, Vol. 21, No. 5. pp. 959-978, 1982
Calculated physicochemical properties (?):
 Heavy Atoms31Rings6Aromatic Rings0Rotatable Bonds0
 van der Waals
Molecular Volume
434.02Topological Polar
Surface Area
59.90Hydrogen
Bond Donors
1Hydrogen
Bond Acceptors
4
 logP6.12Molar
Refractivity
120.14