Structure Database (LMSD)

HO OH H NH O O OH H O OH HO OH OH
Common Name
GlcCer(t17:0(16Me)/21:0(2OH[R]))
Systematic Name
N-(2R-hydroxyheneicosanoyl)-1-β-glucopyranosyl-4R-hydroxy-16-methyl-heptadecasphinganine
Synonyms
LM ID
LMSP05010080
Formula
C45H89NO10
Exact Mass
Calculate m/z
803.648649
Sum Composition
HexCer 39:0;O4
Abbrev Chains
GlcCer 18:0;O3/21:0;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)
MKUSQTPPJWHBTR-XKFNKPFMSA-N
InChi (Click to copy)
InChI=1S/C45H89NO10/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-19-23-26-29-32-38(49)44(54)46-36(34-55-45-43(53)42(52)41(51)39(33-47)56-45)40(50)37(48)31-28-25-22-20-17-18-21-24-27-30-35(2)3/h35-43,45,47-53H,4-34H2,1-3H3,(H,46,54)/t36-,37+,38+,39+,40-,41+,42-,43+,45+/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](CCCCCCCCCCCC(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
163111188

Calculated Physicochemical Properties

Heavy Atoms 56
Rings 1
Aromatic Rings 0
Rotatable Bonds 38
Van der Waals Molecular Volume 870.96
Topological Polar Surface Area 191.24
Hydrogen Bond Donors 8
Hydrogen Bond Acceptors 11
logP 10.51
Molar Refractivity 229.66

Admin

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