Structure database (LMSD)

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LM IDLMST01100006
Common Namecimicifoetiside A
Systematic Name15α,25-dihydroxy-16β,23R:16α,24S-diepoxy-9β,19-cyclolanostan-3β-yl 2-O-
acetyl-α-L-arabinopyranoside
Synonymscimigenol 3-O-(2-O-acetyl-α-L-arabinopyranoside)
Exact Mass
662.4030 (neutral)    Calculate m/z:
FormulaC37H58O10
CategorySterol Lipids [ST]
Main ClassSterols [ST01]
Sub ClassCycloartanols and derivatives [ST0110]
PubChem CID16019999
CHEBI ID37779
InChIKeyIGLQSEIGKREACI-VYWUFNEXSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C37H58O10/c1-18-15-21-28(32(5,6)42)47-37(46-21)27(18)33(7)13-14-36-17-35(36)12-11-24(45-29-26(44-19(2)38)25(40)20(39)16-43-29)31(3,4)22(35)9-10-23(36)34(33,8)30(37)41/h18,20-30,39-42H,9-17H2,1-8H3/t18-,20+,21-,22+,23+,24+,25+,26-,27-,28+,29+,30-,33-,34-,35-,36+,37+/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)O)[C@]([H])(O2)C[C@@H](C)[C@]13[H]
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StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms47Rings8Aromatic Rings0Rotatable Bonds5
 van der Waals
Molecular Volume
635.04Topological Polar
Surface Area
150.35Hydrogen
Bond Donors
4Hydrogen
Bond Acceptors
10
 logP6.84Molar
Refractivity
174.00