Structure Database (LMSD)

Common Name
GlcCer(t17:0(16Me)/22:0(2OH[R]))
Systematic Name
N-(2R-hydroxydocosanoyl)-1-β-glucopyranosyl-4R-hydroxy-16-methyl-heptadecasphinganine
Synonyms
LM ID
LMSP05010081
Formula
C46H91NO10
Exact Mass
Calculate m/z
817.664299
Sum Composition
HexCer 40:0;O4
Abbrev Chains
GlcCer 18:0;O3/22:0;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
Cystodytes dellechiajei (#260824)
Ascidiacea (#7713)
New lipids from the tunicate Cystodytes cf. dellechiajei, as PLA2 inhibitors.,
J Nat Prod, 2000
Pubmed ID: 10869204

String Representations

InChiKey (Click to copy)
MZMBEWKNTREMIR-DSAUYMAUSA-N
InChi (Click to copy)
InChI=1S/C46H91NO10/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20-24-27-30-33-39(50)45(55)47-37(35-56-46-44(54)43(53)42(52)40(34-48)57-46)41(51)38(49)32-29-26-23-21-18-19-22-25-28-31-36(2)3/h36-44,46,48-54H,4-35H2,1-3H3,(H,47,55)/t37-,38+,39+,40+,41-,42+,43-,44+,46+/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)CCCCCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)[C@@H](CCCCCCCCCCCC(C)C)O

Other Databases

PubChem CID
14586584

Calculated Physicochemical Properties

Heavy Atoms 57
Rings 1
Aromatic Rings 0
Rotatable Bonds 39
Van der Waals Molecular Volume 888.26
Topological Polar Surface Area 191.24
Hydrogen Bond Donors 8
Hydrogen Bond Acceptors 11
logP 10.90
Molar Refractivity 234.28

Admin

Created at
28th Aug 2019
Updated at
11th Sep 2021