Structure database (LMSD)

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LM IDLMST01100007
Common Namecimicifoetiside B
Systematic Name3β-(2-O-acetyl-α-L-arabinopyranosyloxy)-15α-hydroxy-16β,23R:16α,24S-diepoxy-
9β,19-cyclolanostan-25-yl acetate
Synonyms(23R,24S)-25-acetoxy-15α-hydroxy-16β,23:16α,24-diepoxy-9β,19-cyclolanostan-
3β-yl 2-O-acetyl-α-L-arabinopyranoside; 25-O-acetylcimigenol 3-O-(2-O-acetyl-
α-L-arabinopyranoside)
Exact Mass
704.4136 (neutral)    Calculate m/z:
FormulaC39H60O11
CategorySterol Lipids [ST]
Main ClassSterols [ST01]
Sub ClassCycloartanols and derivatives [ST0110]
PubChem CID16019986
CHEBI ID37780
InChIKeyDEEGQLBLXWGMCY-HNGFUVDTSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C39H60O11/c1-19-16-23-30(34(6,7)48-21(3)41)50-39(49-23)29(19)35(8)14-15-38-18-37(38)13-12-26(47-31-28(46-20(2)40)27(43)22(42)17-45-31)33(4,5)24(37)10-11-25(38)36(35,9)32(39)44/h19,22-32,42-44H,10-18H2,1-9H3/t19-,22+,23-,24+,25+,26+,27+,28-,29-,30+,31+,32-,35-,36-,37-,38+,39+/m1/s1
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SMILES
C1C[C@]2([H])[C@@]3(C[C@]43CC[C@H](O[C@@H]3OC[C@H](O)[C@H](O)[C@H]3OC(C)=O)C(C)(C)[C@]14[H])CC[C@@]1(C)[C@@]2(C)[C@@H](O)[C@]23O[C@H](C(C)(C)OC(C)=O)[C@]([H])(O2)C[C@@H](C)[C@]13[H]
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StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms50Rings8Aromatic Rings0Rotatable Bonds7
 van der Waals
Molecular Volume
675.79Topological Polar
Surface Area
156.42Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
11
 logP7.41Molar
Refractivity
183.55