Structure Database (LMSD)

Common Name
GlcCer(t17:0(16Me)/23:0(2OH[R]))
Systematic Name
N-(2R-hydroxytricosanoyl)-1-β-glucopyranosyl-4R-hydroxy-16-methyl-heptadecasphinganine
Synonyms
LM ID
LMSP05010082
Formula
C47H93NO10
Exact Mass
Calculate m/z
831.679949
Sum Composition
HexCer 41:0;O4
Abbrev Chains
GlcCer 18:0;O3/23:0;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)
ZUBIZOZZURIRPF-RYLBTJLRSA-N
InChi (Click to copy)
InChI=1S/C47H93NO10/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-21-25-28-31-34-40(51)46(56)48-38(36-57-47-45(55)44(54)43(53)41(35-49)58-47)42(52)39(50)33-30-27-24-22-19-20-23-26-29-32-37(2)3/h37-45,47,49-55H,4-36H2,1-3H3,(H,48,56)/t38-,39+,40+,41+,42-,43+,44-,45+,47+/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)CCCCCCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)[C@@H](CCCCCCCCCCCC(C)C)O

Other Databases

PubChem CID
11693551

Calculated Physicochemical Properties

Heavy Atoms 58
Rings 1
Aromatic Rings 0
Rotatable Bonds 40
Van der Waals Molecular Volume 905.56
Topological Polar Surface Area 191.24
Hydrogen Bond Donors 8
Hydrogen Bond Acceptors 11
logP 11.29
Molar Refractivity 238.90

Admin

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