Structure Database (LMSD)

Common Name
Temnoside B
Systematic Name
N-(docosanoyl)-1-β-glucosyl-eicosasphinganine
Synonyms
  • 1-O-(beta-d-glucopyranosyl)-d-(+)-(2S,3R)-2-(docosanoylamido)-1,3-eicosanediol
LM ID
LMSP05010131
Formula
C48H95NO8
Exact Mass
Calculate m/z
813.705769
Sum Composition
HexCer 42:0;O2
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
Temnopleurus toreumaticus (#161058)
Echinoidea (#7625)
Temnosides A and B, Two New Glycosphingolipids from the Sea Urchin Temnopleurus toreumaticus of the Indian Coast,
J Nat Prod, 1997

String Representations

InChiKey (Click to copy)
QGIBZDMLHXRKDN-BHDOBEISSA-N
InChi (Click to copy)
InChI=1S/C48H95NO8/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-44(52)49-41(40-56-48-47(55)46(54)45(53)43(39-50)57-48)42(51)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h41-43,45-48,50-51,53-55H,3-40H2,1-2H3,(H,49,52)/t41-,42+,43+,45+,46-,47+,48+/m0/s1
SMILES (Click to copy)
C([C@H](NC(CCCCCCCCCCCCCCCCCCCCC)=O)[C@H](O)CCCCCCCCCCCCCCCCC)O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1

Other Databases

PubChem CID
10629242

Calculated Physicochemical Properties

Heavy Atoms 57
Rings 1
Aromatic Rings 0
Rotatable Bonds 42
Van der Waals Molecular Volume 905.28
Topological Polar Surface Area 150.78
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 9
logP 13.31
Molar Refractivity 239.78

Admin

Created at
27th Oct 2020
Updated at
27th Oct 2020