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Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMSP05010065
Common NameGlcCer(d18:2(4E,8E)/20:0(2OH[R]))
Systematic NameN-(2R-hydroxyicosanoyl)-1-β-glucosyl-4E,8E-octadecasphingadienine
Synonyms1-O-glucopyranosyl-2-N-2'-hydroxyicosanoyl-4E,8E-sphingadienine
Exact Mass
769.6068 (neutral)    Calculate m/z:
FormulaC44H83NO9
CategorySphingolipids [SP]
Main ClassNeutral glycosphingolipids [SP05]
Sub ClassSimple Glc series [SP0501]
AbbrevHexCer 38:2;O3
PubChem CID134812559
InChIKeyDCBUKXJYPRDHOR-SAKCDCJCSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C44H83NO9/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-33-38(48)43(52)45-36(35-53-44-42(51)41(50)40(49)39(34-46)54-44)37(47)32-30-28-26-24-22-20-16-14-12-10-8-6-4-2/h22,24,30,32,36-42,44,46-51H,3-21,23,25-29,31,33-35H2,1-2H3,(H,45,52)/b24-22+,32-30+/t36-,37+,38+,39+,40+,41?,42?,44+/m0/s1
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SMILES
[C@](CO[C@@H]1O[C@H](CO)[C@@H](O)C(O)C1O)([H])(NC([C@H](O)CCCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/CC/C=C/CCCCCCCCC
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StatusActive
ReferencesAnalysis of glucosylceramides from various sources by liquid chromatography-ion trap mass spectrometry. Sugawara, T., Aida, K., Duan, J. and Hirata, T. Journal of Oleo Science, Volume 59, Issue 7, 29 May 2010, pp. 387-394.

https://www.jstage.jst.go.jp/article/jos/59/7/59_7_387/_pdf/-char/en
Calculated physicochemical properties (?):
 Heavy Atoms54Rings1Aromatic Rings0Rotatable Bonds36
 van der Waals
Molecular Volume
839.59Topological Polar
Surface Area
171.01Hydrogen
Bond Donors
7Hydrogen
Bond Acceptors
10
 logP10.56Molar
Refractivity
223.03