Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMST01070007
Common NamePseudoprotogracillin
Systematic Name3-O-(Glcb1-3(Rhaa1-2)Glcb)-26-O-(Glcb)-(25R)-furosta-5,20(22)-dien-3β,26-diol
Synonyms26-O-β-D-glucopyranosyl-3β,26-dihydroxy-25(R)-furosta-5,20(22)-dien-3-O-α-L-
rhamnopyranosyl(1-2)-[β-D-glucopyranosyl(1-3)]-β-D-glucopyranoside
Exact Mass
1062.5611 (neutral)    Calculate m/z:
FormulaC52H86O22
CategorySterol Lipids [ST]
Main ClassSterols [ST01]
Sub ClassFurostanols and derivatives [ST0107]
PubChem CID52931424
InChIKeyNRLDFEXARSJLFF-DHCZVXRMSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C52H86O22/c1-7-28-31(67-23(3)9-8-22(2)21-66-47-42(63)40(61)36(57)32(18-
53)70-47)17-30-27-11-10-25-16-26(12-14-51(25,5)29(27)13-15-52(28,30)6)69-50-46(7
4-48-43(64)39(60)35(56)24(4)68-48)45(38(59)34(20-55)72-50)73-49-44(65)41(62)37(5
8)33(19-54)71-49/h10,22,24,26-50,53-65H,3,7-9,11-21H2,1-2,4-6H3/t22-,24?,26+,27-
,28+,29+,30+,31+,32?,33?,34?,35+,36-,37-,38-,39?,40+,41+,42?,43+,44?,45+,46?,47-
,48+,49+,50-,51+,52-/m1/s1
SMILES[C@]12(CC=C3C[C@@H](O[C@@H]4OC(CO)[C@@H](O)[C@H](O[C@@H]5OC(CO)[C@@H](O)[C@H](O)
C5O)C4O[C@@H]4OC(C)[C@H](O)C(O)[C@@H]4O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@@H](CC
)[C@@H](OC(=C)CC[C@H](CO[C@@H]3OC(CO)[C@@H](O)[C@H](O)C3O)C)C[C@@]21[H])[H]
StatusActive
ReferencesThe Dioscorea genus: a review of bioactive steroid saponins
Marc Sautour, Anne-Claire Mitaine-Offer and Marie-Aleth Lacaille-Dubois
J Nat Med (2007) 61:91-101
Calculated physicochemical properties (?):
 Heavy Atoms74Rings8Aromatic Rings0Rotatable Bonds18
 van der Waals
Molecular Volume
997.38Topological Polar
Surface Area
354.34Hydrogen
Bond Donors
13Hydrogen
Bond Acceptors
22
 logP6.02Molar
Refractivity
268.72