Structure Database (LMSD)

HO OH H NH O O OH H O OH HO OH OH
Common Name
GlcCer(t15:0(14Me)/22:0(2OH[R]))
Systematic Name
N-(2R-hydroxydocosanoyl)-1-β-glucopyranosyl-4R-hydroxy-14-methyl-pentadecasphinganine
Synonyms
LM ID
LMSP05010084
Formula
C44H87NO10
Exact Mass
Calculate m/z
789.632999
Sum Composition
HexCer 38:0;O4
Abbrev Chains
GlcCer 16:0;O3/22:0:O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

String Representations

InChiKey (Click to copy)
XTDUEKJJTQPGBA-GDGDGXLOSA-N
InChi (Click to copy)
InChI=1S/C44H87NO10/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-21-25-28-31-37(48)43(53)45-35(33-54-44-42(52)41(51)40(50)38(32-46)55-44)39(49)36(47)30-27-24-22-19-20-23-26-29-34(2)3/h34-42,44,46-52H,4-33H2,1-3H3,(H,45,53)/t35-,36+,37+,38+,39-,40+,41-,42+,44+/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](CCCCCCCCCC(C)C)O

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

Other Databases

PubChem CID
162906576

Calculated Physicochemical Properties

Heavy Atoms 55
Rings 1
Aromatic Rings 0
Rotatable Bonds 37
Van der Waals Molecular Volume 853.66
Topological Polar Surface Area 191.24
Hydrogen Bond Donors 8
Hydrogen Bond Acceptors 11
logP 10.12
Molar Refractivity 225.05

Admin

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