Structure Database (LMSD)

Common Name
GlcCer(d21:2(4E,9Z)(19Me)/17:0(2OH[R]))
Systematic Name
N-(2R-hydroxy-heptadecanoyl)-1-β-D-glucopyranosyl-19-methyl-4E,9Z-heneicosasphingenine
Synonyms
  • (2S,3R,4E,9Z)-1-O-(beta-D-glucopyranosyl)-2-[(2R)-2-hydroxyheptadecanoylamino]-19-methyl-4,9-henicosadien-3-ol
LM ID
LMSP05010198
Formula
C45H85NO9
Exact Mass
Calculate m/z
783.622434
Sum Composition
HexCer 39:2;O3
Abbrev Chains
GlcCer 22:2;O3/17:0;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
Ceramaster patagonicus (#136955)
Asteroidea (#7588)
New Ceramides and Cerebrosides from the Deep-Sea Far Eastern Starfish Ceramaster patagonicus.,
Mar Drugs, 2022
Pubmed ID: 36286464

String Representations

InChiKey (Click to copy)
OLTJSIFKGPPKJI-MHRCAZNZSA-N
InChi (Click to copy)
InChI=1S/C45H85NO9/c1-4-6-7-8-9-10-11-13-18-21-24-27-30-33-39(49)44(53)46-37(35-54-45-43(52)42(51)41(50)40(34-47)55-45)38(48)32-29-26-23-20-17-15-12-14-16-19-22-25-28-31-36(3)5-2/h15,17,29,32,36-43,45,47-52H,4-14,16,18-28,30-31,33-35H2,1-3H3,(H,46,53)/b17-15-,32-29+/t36?,37-,38+,39+,40+,41+,42-,43+,45+/m0/s1
SMILES (Click to copy)
N([C@H]([C@H](O)/C=C/CCC/C=C\CCCCCCCCC(C)CC)CO[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1)C(=O)[C@H](O)CCCCCCCCCCCCCCC

Other Databases

PubChem CID
171116426

Calculated Physicochemical Properties

Heavy Atoms 55
Rings 1
Aromatic Rings
Rotatable Bonds 36
Van der Waals Molecular Volume 856.89
Topological Polar Surface Area 171.01
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 10
logP 10.80
Molar Refractivity 227.57

Admin

Created at
31st Oct 2022
Updated at
31st Oct 2022