Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMST01070010
Common NameDioscoreside C
Systematic Name3-O-(Rhaa1-4(Rhaa1-2)Glcb)-26-O-(Glcb)-23S-methoxy-(25R)-furosta-5,20(22)-dien-
3β,26-diol
Synonyms26-O-β-D-glucopyranosyl-3β,26-dihydroxy-23S-methoxy-25(R)-furosta-5,20(22)-
dien-3-O-α-L-rhamnopyranosyl(1-2)-[α-L-rhamnopyranosyl(1-4)]-β-D-
glucopyranoside
Exact Mass
1076.5767 (neutral)    Calculate m/z:
FormulaC53H88O22
CategorySterol Lipids [ST]
Main ClassSterols [ST01]
Sub ClassFurostanols and derivatives [ST0107]
PubChem CID52931427
InChIKeyIPXVHJDKAPENOM-QOLBBYBQSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C53H88O22/c1-9-29-33(68-23(3)32(66-8)16-22(2)21-67-48-42(62)41(61)38(58
)34(19-54)72-48)18-31-28-11-10-26-17-27(12-14-52(26,6)30(28)13-15-53(29,31)7)71-
51-47(75-50-44(64)40(60)37(57)25(5)70-50)45(65)46(35(20-55)73-51)74-49-43(63)39(
59)36(56)24(4)69-49/h10,22,24-25,27-51,54-65H,3,9,11-21H2,1-2,4-8H3/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+,53-/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)[C@@H](OC)C[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 Atoms75Rings8Aromatic Rings0Rotatable Bonds18
 van der Waals
Molecular Volume
1014.68Topological Polar
Surface Area
343.34Hydrogen
Bond Donors
12Hydrogen
Bond Acceptors
22
 logP6.67Molar
Refractivity
273.51