Structure Database (LMSD)

Common Name
GlcCer(d16:1(4E)(15Me)/21:0(2OH)
Systematic Name
N-(2-hydroxyheneicosanoyl)-1-β-glucosyl-15-methyl-4E-hexadecasphingenine
Synonyms
LM ID
LMSP05010184
Formula
C44H85NO9
Exact Mass
Calculate m/z
771.622434
Sum Composition
HexCer 38:1;O3
Abbrev Chains
GlcCer 17:1;O2/21:0:O
Status
Curated
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
Caenorhabditis elegans (#6239)
Chromadorea (#119089)
The glycosylceramides of the nematode Caenorhabditis elegans contain an unusual, branched-chain sphingoid base.,
Lipids, 1995
Pubmed ID: 7651085

String Representations

InChiKey (Click to copy)
UEPLVDQQWMQLTP-ZJIUDLAFSA-N
InChi (Click to copy)
InChI=1S/C44H85NO9/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-19-23-26-29-32-38(48)43(52)45-36(34-53-44-42(51)41(50)40(49)39(33-46)54-44)37(47)31-28-25-22-20-17-18-21-24-27-30-35(2)3/h28,31,35-42,44,46-51H,4-27,29-30,32-34H2,1-3H3,(H,45,52)/b31-28+/t36-,37+,38?,39+,40+,41-,42+,44+/m0/s1
SMILES (Click to copy)
C([C@H](NC(C(O)CCCCCCCCCCCCCCCCCCC)=O)[C@H](O)/C=C/CCCCCCCCCC(C)C)O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1

Other Databases

CHEBI ID
71106
PubChem CID
70679134

Calculated Physicochemical Properties

Heavy Atoms 54
Rings 1
Aromatic Rings
Rotatable Bonds 36
Van der Waals Molecular Volume 842.23
Topological Polar Surface Area 171.01
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 10
logP 10.63
Molar Refractivity 223.05

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Created at
14th Sep 2021
Updated at
14th Sep 2021