Structure database (LMSD)

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LM IDLMST01070012
Common Name-
Systematic Name3-O-(Rhaa1-4(Rhaa1-2)Glcb)-26-O-(Glcb)-(25R)-furost-5-en-3β,22,26-triol
Synonyms3-O-(α-l-rhamnopyranosyl-(1-2)-(α-L-rhamnopyranosyl-(1-4))-β-D-
glucopyranosyl)-26-O-(β-D-glucopyranosyl)-(25R)-furost-5-ene-3β,22,26-triol
Exact Mass
1064.5767 (neutral)    Calculate m/z:
FormulaC52H88O22
CategorySterol Lipids [ST]
Main ClassSterols [ST01]
Sub ClassFurostanols and derivatives [ST0107]
PubChem CID52931429
InChIKeySRMWFPCWWQMDOO-KCAHQONLSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C52H88O22/c1-8-28-31(74-52(7,65)16-11-22(2)21-66-46-40(61)39(60)36(57)3
2(19-53)70-46)18-30-27-10-9-25-17-26(12-14-50(25,5)29(27)13-15-51(28,30)6)69-49-
45(73-48-42(63)38(59)35(56)24(4)68-48)43(64)44(33(20-54)71-49)72-47-41(62)37(58)
34(55)23(3)67-47/h9,22-24,26-49,53-65H,8,10-21H2,1-7H3/t22-,23?,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]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](O[C@@](O)(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 Bonds17
 van der Waals
Molecular Volume
1000.02Topological Polar
Surface Area
354.34Hydrogen
Bond Donors
13Hydrogen
Bond Acceptors
22
 logP6.24Molar
Refractivity
268.81