Structure database (LMSD)

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LM IDLMST01070014
Common NameMethyl protogracillin
Systematic Name3-O-(Glcb1-4(Rhaa1-2)Glcb)-26-O-(Glcb)-22-methoxy-(25R)-furost-5-ene-3β,26-
diol
Synonyms3-O-(β-D-glucopyranosyl-(1-4)-(α-L-rhamnopyranosyl-(1-2))-β-D-
glucopyranosyl)-26-O-(β-D-glucopyranosyl)-22-methoxy-(25R)-furost-5-ene-3β,
26-diol
Exact Mass
1062.5611 (neutral)    Calculate m/z:
FormulaC52H86O22
CategorySterol Lipids [ST]
Main ClassSterols [ST01]
Sub ClassFurostanols and derivatives [ST0107]
PubChem CID70699388
InChIKeyWZFHWGSOUZXWKD-RDSSCOQQSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C52H86O22/c1-22(21-66-47-43(63)42(62)39(59)33(19-54)70-47)9-14-52(65-6)23(2)36-31(74-52)16-29-27-8-7-25-15-26(10-12-50(25,4)28(27)11-13-51(29,36)5)68-49-46(73-48-44(64)41(61)37(57)24(3)67-48)45(40(60)34(20-55)71-49)72-35-17-30(56)38(58)32(18-53)69-35/h7,22-24,26-49,53-64H,8-21H2,1-6H3/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
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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)C5)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@@](OC)(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]
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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 Bonds19
 van der Waals
Molecular Volume
1017.32Topological Polar
Surface Area
343.34Hydrogen
Bond Donors
12Hydrogen
Bond Acceptors
22
 logP6.90Molar
Refractivity
273.60