Structure Database (LMSD)

Common Name
GlcCer(t15:0(14Me)/21:0(2OH[R]))
Systematic Name
N-(2R-hydroxyheneicosanoyl)-1-β-glucopyranosyl-4R-hydroxy-14-methyl-pentadecasphinganine
Synonyms
LM ID
LMSP05010085
Formula
C43H85NO10
Exact Mass
Calculate m/z
775.617349
Sum Composition
HexCer 37:0;O4
Abbrev Chains
GlcGlcCer 16:0;O3/21:0: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)
FSJWWKOVLUMNBP-HRMNCQJJSA-N
InChi (Click to copy)
InChI=1S/C43H85NO10/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20-24-27-30-36(47)42(52)44-34(32-53-43-41(51)40(50)39(49)37(31-45)54-43)38(48)35(46)29-26-23-21-18-19-22-25-28-33(2)3/h33-41,43,45-51H,4-32H2,1-3H3,(H,44,52)/t34-,35+,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)CCCCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)[C@@H](CCCCCCCCCC(C)C)O

Other Databases

PubChem CID
163129831

Calculated Physicochemical Properties

Heavy Atoms 54
Rings 1
Aromatic Rings 0
Rotatable Bonds 36
Van der Waals Molecular Volume 836.36
Topological Polar Surface Area 191.24
Hydrogen Bond Donors 8
Hydrogen Bond Acceptors 11
logP 9.73
Molar Refractivity 220.43

Admin

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