Structure database (LMSD)

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LM IDLMST01070007
Common NamePseudoprotogracillin
Systematic Name3-O-(Glcb1-3(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)-[β-D-glucopyranosyl(1-3)]-β-D-glucopyranoside
Exact Mass
1046.5298 (neutral)    Calculate m/z:
FormulaC51H82O22
CategorySterol Lipids [ST]
Main ClassSterols [ST01]
Sub ClassFurostanols and derivatives [ST0107]
PubChem CID52931424
InChIKeyJNZLXJWNXMGDGS-CUDBGNOSSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C51H82O22/c1-20(19-65-46-41(62)39(60)35(56)30(16-52)69-46)6-9-28-21(2)33-29(68-28)15-27-25-8-7-23-14-24(10-12-50(23,4)26(25)11-13-51(27,33)5)67-49-45(73-47-42(63)38(59)34(55)22(3)66-47)44(37(58)32(18-54)71-49)72-48-43(64)40(61)36(57)31(17-53)70-48/h7,20,22,24-27,29-49,52-64H,6,8-19H2,1-5H3/t20-,22?,24+,25-,26+,27+,29+,30?,31?,32?,33+,34+,35-,36-,37-,38?,39+,40+,41?,42+,43?,44+,45?,46-,47+,48+,49-,50+,51+/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)C5O)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]
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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 Atoms74Rings8Aromatic Rings0Rotatable Bonds18
 van der Waals
Molecular Volume
997.38Topological Polar
Surface Area
354.34Hydrogen
Bond Donors
13Hydrogen
Bond Acceptors
22
 logP6.02Molar
Refractivity
268.72