Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMST01070009
Common NamePseudoprotodioscin
Systematic Name3-O-(Rhaa1-4(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)-[α-L-rhamnopyranosyl(1-4)]-β-D-glucopyranoside
Exact Mass
1030.5349 (neutral)    Calculate m/z:
FormulaC51H82O21
CategorySterol Lipids [ST]
Main ClassSterols [ST01]
Sub ClassFurostanols and derivatives [ST0107]
PubChem CID52931426
InChIKeyMDCUMTGKKLOMCW-LEPFBKQFSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C51H82O21/c1-20(19-64-46-40(60)39(59)36(56)31(17-52)69-46)7-10-29-21(2)33-30(68-29)16-28-26-9-8-24-15-25(11-13-50(24,5)27(26)12-14-51(28,33)6)67-49-45(72-48-42(62)38(58)35(55)23(4)66-48)43(63)44(32(18-53)70-49)71-47-41(61)37(57)34(54)22(3)65-47/h8,20,22-23,25-28,30-49,52-63H,7,9-19H2,1-6H3/t20-,22?,23?,25+,26-,27+,28+,30+,31?,32?,33+,34+,35+,36-,37?,38?,39+,40?,41?,42+,43+,44-,45?,46-,47+,48+,49-,50+,51+/m1/s1
Click to highlight InChI
SMILES
[C@]12(CC=C3C[C@@H](O[C@@H]4OC(CO)[C@@H](O[C@@H]5OC(C)[C@H](O)C(O)[C@H]5O)[C@H](O)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]3C(=C(CC[C@H](CO[C@@H]4OC(CO)[C@@H](O)[C@H](O)C4O)C)O[C@H]3C[C@@]21[H])C)[H]
Click to highlight SMILES
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 Atoms73Rings8Aromatic Rings0Rotatable Bonds17
 van der Waals
Molecular Volume
988.59Topological Polar
Surface Area
334.11Hydrogen
Bond Donors
12Hydrogen
Bond Acceptors
21
 logP6.76Molar
Refractivity
266.81