Structure Database (LMSD)

Common Name
GlcCer(d21:1(8E)(9Me)/15:0(2OH[R]))
Systematic Name
N-(2R-hydroxypentadecanoyl)-1-β-glucosyl-9-methyl-8E-heneicosphingenine
Synonyms
  • 1-O-beta-d-glucopyranosyl-(2R)-2-hydroxy-N-((E,2S,3R)-1,3-dihydroxy-9-methylhenicos-8-en-2-yl) pentadecanamide
LM ID
LMSP05010059
Formula
C43H83NO9
Exact Mass
Calculate m/z
757.606784
Sum Composition
HexCer 37:1;O3
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sphingolipids [SP]
Neutral glycosphingolipids [SP05]
Simple Glc series [SP0501]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Sesbania bispinosa (#485725)
Magnoliopsida (#3398)
Novel chemical constituents with anti-inflammatory activity from the leaves of Sesbania aculeata.,
Phytochemistry, 2014
Pubmed ID: 24503502

String Representations

InChiKey (Click to copy)
VHFNIWJWOUNVLY-UPUMAZEMSA-N
InChi (Click to copy)
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
SMILES (Click to copy)
[C@](CO[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1)([H])(NC([C@H](O)CCCCCCCCCCCCC)=O)[C@]([H])(O)CCCC/C=C(\C)/CCCCCCCCCCCC

Other Databases

PubChem CID
134812553

Calculated Physicochemical Properties

Heavy Atoms 53
Rings 1
Aromatic Rings 0
Rotatable Bonds 35
Van der Waals Molecular Volume 824.93
Topological Polar Surface Area 171.01
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 10
logP 10.39
Molar Refractivity 218.50

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Created at
-
Updated at
26th Jul 2021