Structure database (LMSD)

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LM IDLMSP05010059
Common NameGlcCer(d21:1(8E)(9Me)/15:0(2OH[R]))
Systematic NameN-(2R-hydroxypentadecanoyl)-1-β-glucosyl-9-methyl-8E-heneicosphingenine
Synonyms1-O-β-d-glucopyranosyl-(2R)-2-hydroxy-N-((E,2S,3R)-1,3-dihydroxy-9-
methylhenicos-8-en-2-yl) pentadecanamide
Exact Mass
757.6068 (neutral)    Calculate m/z:
FormulaC43H83NO9
CategorySphingolipids [SP]
Main ClassNeutral glycosphingolipids [SP05]
Sub ClassSimple Glc series [SP0501]
PubChem CID134812553
InChIKeyVHFNIWJWOUNVLY-WRHRQADLSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C43H83NO9/c1-4-6-8-10-12-14-16-18-20-22-26-31-37(47)42(51)44-35(33-52-43-41(50)40(49)39(48)38(32-45)53-43)36(46)30-27-23-25-29-34(3)28-24-21-19-17-15-13-11-9-7-5-2/h29,35-41,43,45-50H,4-28,30-33H2,1-3H3,(H,44,51)/b34-29+/t35-,36+,37+,38+,39+,40?,41?,43+/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)CCCCCCCCCCCCC)=O)[C@]([H])(O)CCCC/C=C(\C)/CCCCCCCCCCCC
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StatusActive
ReferencesNovel chemical constituents with anti-inflammatory activity from the leaves of Sesbania aculeata. Shelly Sharma, Sunil K. Chattopadhyay, Monika Singh, Dnyaneshwar U. Bawankule and Satyanshu Kumar. Phytochemistry. Volume 100, April 2014, pp. 132-140.

https://www.sciencedirect.com/science/article/pii/S0031942214000260
Calculated physicochemical properties (?):
 Heavy Atoms53Rings1Aromatic Rings0Rotatable Bonds35
 van der Waals
Molecular Volume
824.93Topological Polar
Surface Area
171.01Hydrogen
Bond Donors
7Hydrogen
Bond Acceptors
10
 logP10.39Molar
Refractivity
218.50