Structure Database (LMSD)

Systematic Name
N-(2R-hydroxy-heptadecanoyl)-1-β-D-glucosyl-9-methyl-sphing-4E,8E,10E-trienine
Synonyms
LM ID
LMSP05010171
Formula
C42H77NO9
Exact Mass
Calculate m/z
739.559834
Sum Composition
HexCer 36:3;O3
Abbrev Chains
GlcCer 19:3;O2/17:0;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
Cosmasterias lurida (#466981)
Asteroidea (#7588)
Isolation and structure of glucosylceramides from the starfish Cosmasterias lurida.,
Lipids, 1998
Pubmed ID: 9727615

String Representations

InChiKey (Click to copy)
FQEXKDYDJPBGDO-BXODTBIZSA-N
InChi (Click to copy)
InChI=1S/C42H77NO9/c1-4-6-8-10-12-13-14-15-16-17-19-21-25-30-36(46)41(50)43-34(32-51-42-40(49)39(48)38(47)37(31-44)52-42)35(45)29-26-22-24-28-33(3)27-23-20-18-11-9-7-5-2/h23,26-29,34-40,42,44-49H,4-22,24-25,30-32H2,1-3H3,(H,43,50)/b27-23+,29-26+,33-28+/t34-,35+,36+,37+,38+,39-,40+,42+/m0/s1
SMILES (Click to copy)
C([C@H](NC([C@H](O)CCCCCCCCCCCCCCC)=O)[C@H](O)/C=C/CC/C=C(\C)/C=C/CCCCCCC)O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1

Other Databases

PubChem CID
102318223

Calculated Physicochemical Properties

Heavy Atoms 52
Rings 1
Aromatic Rings
Rotatable Bonds 32
Van der Waals Molecular Volume 802.35
Topological Polar Surface Area 171.01
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 10
logP 9.55
Molar Refractivity 213.70

Admin

Created at
13th Jul 2021
Updated at
13th Jul 2021