Structure database (LMSD)

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LM IDLMSP05010042
Common NameGlcCer(t18:1(8Z)/16:0(2OH[S]))
Systematic NameN-(2R-hydroxyhexadecanoyl)-1-β-glucosyl-4R-hydroxy-8Z-octadecasphingenine
Synonyms1-O-glucopyranosyl-2-N-2'-hydroxyhexadecanoyl-4-hydroxy-8-sphingenine
Exact Mass
731.5547 (neutral)    Calculate m/z:
FormulaC40H77NO10
CategorySphingolipids [SP]
Main ClassNeutral glycosphingolipids [SP05]
Sub ClassSimple Glc series [SP0501]
PubChem CID134812537
InChIKeyAYBHLNMQTQBJBX-QRVHMXLFSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C40H77NO10/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(43)35(45)31(30-50-4
0-38(48)37(47)36(46)34(29-42)51-40)41-39(49)33(44)28-26-24-22-20-18-16-14-12-10-
8-6-4-2/h19,21,31-38,40,42-48H,3-18,20,22-30H2,1-2H3,(H,41,49)/b21-19-/t31-,32+,
33+,34+,35-,36+,37?,38?,40+/m0/s1
SMILES[C@@]([C@]([H])(O)[C@H](O)CCC/C=C\CCCCCCCCC)(CO[C@@H]1O[C@H](CO)[C@@H](O)C(O)C1O
)([H])NC([C@H](O)CCCCCCCCCCCCCC)=O
MS SpectraView MoNA MS spectra     
StatusActive
ReferencesCyclooxygenase-2 Inhibitory Cerebrosides from Phytolaccae Radix.
Sam Sik Kang, Ju Sun Kim, Kun Ho Son, Hyun Pyo Kim, Hyeun Wook Chang. Chemical and Pharmaceutical Bulletin. Volume 49, Issue 3, 2001, pp.321-323.

https://www.jstage.jst.go.jp/article/cpb/49/3/49_3_321/_article
Calculated physicochemical properties (?):
 Heavy Atoms51Rings1Aromatic Rings0Rotatable Bonds33
 van der Waals
Molecular Volume
781.82Topological Polar
Surface Area
191.24Hydrogen
Bond Donors
8Hydrogen
Bond Acceptors
11
 logP8.48Molar
Refractivity
206.55