Structure database (LMSD)

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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
1046.5662 (neutral)    Calculate m/z:
FormulaC52H86O21
CategorySterol Lipids [ST]
Main ClassSterols [ST01]
Sub ClassFurostanols and derivatives [ST0107]
PubChem CID52931426
InChIKeyUPDDRXAVYDJOBS-VSABTSLWSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C52H86O21/c1-8-29-32(66-23(3)10-9-22(2)21-65-47-41(61)40(60)37(57)33(19
-53)70-47)18-31-28-12-11-26-17-27(13-15-51(26,6)30(28)14-16-52(29,31)7)69-50-46(
73-49-43(63)39(59)36(56)25(5)68-49)44(64)45(34(20-54)71-50)72-48-42(62)38(58)35(
55)24(4)67-48/h11,22,24-25,27-50,53-64H,3,8-10,12-21H2,1-2,4-7H3/t22-,24?,25?,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]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](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 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