Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMST01110016
Common NameAragusteroketal
Systematic Name(25R)-3,3-dimethoxy-24R,26R-dimethyl-26,27-cyclo-5α-cholestan-12β,20S-diol
Synonyms-
Exact Mass
490.4022 (neutral)    Calculate m/z:
FormulaC31H54O4
CategorySterol Lipids [ST]
Main ClassSterols [ST01]
Sub ClassCalysterols and cyclopropyl sidechain derivatives [ST0111]
AbbrevST 31:1;O4
PubChem CID52931490
InChIKeyYQWZCFGLCMVGHU-ZGYGCRBVSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C31H54O4/c1-19(23-16-20(23)2)12-13-29(4,33)26-11-10-24-22-9-8-21-18-31(34-6,35-7)15-14-28(21,3)25(22)17-27(32)30(24,26)5/h19-27,32-33H,8-18H2,1-7H3/t19-,20-,21+,22+,23+,24+,25+,26-,27-,28+,29+,30+/m1/s1
Click to highlight InChI
SMILES
C1[C@]2(C)[C@@]3([H])C[C@@H](O)[C@]4(C)[C@@]([H])([C@](O)(C)CC[C@@H](C)[C@@H]5C[C@H]5C)CC[C@@]4([H])[C@]3([H])CC[C@@]2([H])C[C@@](OC)(OC)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 Atoms35Rings5Aromatic Rings0Rotatable Bonds7
 van der Waals
Molecular Volume
518.22Topological Polar
Surface Area
58.92Hydrogen
Bond Donors
2Hydrogen
Bond Acceptors
4
 logP7.29Molar
Refractivity
141.18