Structure Database (LMSD)

Common Name
GlcCer(d16:1(4E)(15Me)/26:0(2OH)
Systematic Name
N-(2-hydroxyhexacosanoyl)-1-β-glucosyl-15-methyl-4E-hexadecasphingenine
Synonyms
LM ID
LMSP05010189
Formula
C49H95NO9
Exact Mass
Calculate m/z
841.700684
Sum Composition
HexCer 43:1;O3
Abbrev Chains
GlcCer 17:1;O2/26:0;O
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
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)
FIWWQKHPXWCNEV-YBWUOHGMSA-N
InChi (Click to copy)
InChI=1S/C49H95NO9/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-24-28-31-34-37-43(53)48(57)50-41(39-58-49-47(56)46(55)45(54)44(38-51)59-49)42(52)36-33-30-27-25-22-23-26-29-32-35-40(2)3/h33,36,40-47,49,51-56H,4-32,34-35,37-39H2,1-3H3,(H,50,57)/b36-33+/t41-,42+,43?,44+,45+,46-,47+,49+/m0/s1
SMILES (Click to copy)
C([C@H](NC(C(O)CCCCCCCCCCCCCCCCCCCCCCCC)=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
71140
PubChem CID
70679095

Calculated Physicochemical Properties

Heavy Atoms 59
Rings 1
Aromatic Rings
Rotatable Bonds 41
Van der Waals Molecular Volume 928.73
Topological Polar Surface Area 171.01
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 10
logP 12.59
Molar Refractivity 246.14

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