Structure database (LMSD)

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LM IDLMST01090002
Common Namenuatigenin 3-β-D-glucopyranoside
Systematic Name(22S,25S)-26-hydroxy-22,25-epoxyfurost-5-en-3β-yl β-D-glucopyranoside
Synonyms(20S,22S,25S)-22,25-Epoxyfurost-5-ene-3β,26-diol 3-O-β-D-glucoside;(20S,22S,
25S)-22,25-epoxy-26-hydroxyfurost-5-en-3β-yl β-D-glucopyranoside;(20S,22S,
25S)-22,25-epoxyfurost-5-ene-3β,26-diol 3-O-β-D-glucoside
Exact Mass
592.3611 (neutral)    Calculate m/z:
FormulaC33H52O9
CategorySterol Lipids [ST]
Main ClassSterols [ST01]
Sub ClassFurospirostanols and derivatives [ST0109]
PubChem CID440517
KEGG IDC04859
CHEBI ID15575
InChIKeyQJEQHVALLZCTGC-HPNIRRCESA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C33H52O9/c1-17-25-23(41-33(17)12-11-30(2,16-35)42-33)14-22-20-6-5-18-13-19(7-9-31(18,3)21(20)8-10-32(22,25)4)39-29-28(38)27(37)26(36)24(15-34)40-29/h5,17,19-29,34-38H,6-16H2,1-4H3/t17-,19-,20+,21-,22-,23-,24+,25-,26+,27-,28+,29+,30-,31-,32-,33-/m0/s1
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SMILES
C1C[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)CC2=CC[C@]3([H])[C@@]([H])([C@@]12C)CC[C@@]1([C@]2([H])[C@@]([H])(O[C@]4(CC[C@](CO)(C)O4)[C@H]2C)C[C@@]31[H])C
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StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms42Rings7Aromatic Rings0Rotatable Bonds4
 van der Waals
Molecular Volume
569.41Topological Polar
Surface Area
144.28Hydrogen
Bond Donors
5Hydrogen
Bond Acceptors
9
 logP5.80Molar
Refractivity
157.38