Structure database (LMSD)

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LM IDLMST05050021
Common NameAnthenoside A
Systematic Name16α-(4-O-methyl-2-acetamido-2-deoxy-β-D-glucopyranosyloxy)-5α-stigmast-8(14)-
en-3β,6β,7β-triol
Synonyms(20R,24R)-16-O-(4-O-methyl-2-acetamido-2-deoxy-β-D-galactopyranosyl)-24-ethyl-
5α-cholest-8(14)-en-3β,6β,7β,16α-tetrol
Exact Mass
679.4659 (neutral)    Calculate m/z:
FormulaC38H65NO9
CategorySterol Lipids [ST]
Main ClassSteroid conjugates [ST05]
Sub ClassOther Steroid conjugates [ST0505]
PubChem CID52931577
InChIKeyRNKLRQYEPYNQHD-NSMQWETHSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C38H65NO9/c1-9-22(19(2)3)11-10-20(4)30-27(47-36-31(39-21(5)41)34(45)35(46-8)28(18-40)48-36)17-25-29-24(13-15-38(25,30)7)37(6)14-12-23(42)16-26(37)32(43)33(29)44/h19-20,22-24,26-28,30-36,40,42-45H,9-18H2,1-8H3,(H,39,41)/t20-,22-,23+,24+,26-,27-,28?,30+,31+,32+,33-,34?,35+,36-,37-,38+/m1/s1
Click to highlight InChI
SMILES
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]([H])([C@]([H])(C)CC[C@@H](CC)C(C)C)[C@H](O[C@H]5[C@@H](NC(C)=O)C(O)[C@@H](OC)C(CO)O5)CC4=C3[C@@H](O)[C@@H](O)[C@@]2([H])C[C@@H](O)C1
Click to highlight SMILES
StatusActive
ReferencesMarine natural products
John W. Blunt, Brent R. Copp, Murray H. G. Munro,
Peter T. Northcote and Michele R. Prinsep
Nat. Prod. Rep., 2011, 28, 196-268
Calculated physicochemical properties (?):
 Heavy Atoms48Rings5Aromatic Rings0Rotatable Bonds11
 van der Waals
Molecular Volume
688.99Topological Polar
Surface Area
160.01Hydrogen
Bond Donors
6Hydrogen
Bond Acceptors
9
 logP6.57Molar
Refractivity
186.58