Structure database (LMSD)

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LM IDLMST01070003
Common Name-
Systematic Name3-O-(Rhaa1-4Rhaa1-4(Rhaa1-2)Glcb)-26-O-(Glcb)-3β,26-dihydroxy-20,22-seco-25(R)
-furost-5-en-20,22-dione
Synonyms26-O-β-D-glucopyranosyl-3β,26-dihydroxy-20,22-seco-25(R)-furost-5-en-20,22-
dione-3-O-α-L-rhamnopyranosyl-(1-4)-α-L-rhamnopyranosyl-(1-4)-[α-L-
rhamnopyranosyl-(1-2)]-β-D-glucopyranoside
Exact Mass
1208.5826 (neutral)    Calculate m/z:
FormulaC57H92O27
CategorySterol Lipids [ST]
Main ClassSterols [ST01]
Sub ClassFurostanols and derivatives [ST0107]
PubChem CID52931420
InChIKeyQSKFJIQOEAWAJW-MYFUPJDLSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C57H92O27/c1-21(20-74-51-43(69)41(67)38(64)32(18-58)80-51)8-11-34(61)79
-31-17-30-28-10-9-26-16-27(12-14-56(26,6)29(28)13-15-57(30,7)35(31)22(2)60)78-55
-50(84-53-45(71)40(66)37(63)24(4)76-53)47(73)49(33(19-59)81-55)83-54-46(72)42(68
)48(25(5)77-54)82-52-44(70)39(65)36(62)23(3)75-52/h9,21,23-25,27-33,35-55,58-59,
62-73H,8,10-20H2,1-7H3/t21-,23?,24?,25?,27+,28-,29+,30+,31+,32?,33?,35+,36+,37+,
38-,39?,40?,41+,42?,43?,44+,45+,46+,47+,48+,49-,50?,51-,52?,53?,54?,55-,56+,57+/
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@@H]6OC(C)[C@H](O
)C(O)[C@@H]6O)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](C(=O)C)[C@@H](OC(=O)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 Atoms84Rings9Aromatic Rings0Rotatable Bonds19
 van der Waals
Molecular Volume
1112.83Topological Polar
Surface Area
429.24Hydrogen
Bond Donors
14Hydrogen
Bond Acceptors
27
 logP5.24Molar
Refractivity
296.85