Structure Database (LMSD)

Common Name
Temnoside A
Systematic Name
N-(2R-hydroxy-tricosanoyl)-1-β-glucosyl-eicosasphinganine
Synonyms
  • 1-O-(beta-d-glucopyranosyl)-d-(+)-(2S,3R)-2-[(2'(R)-hydroxytricosanoyl]amido]-1,3-eicosanediol
LM ID
LMSP05010130
Formula
C49H97NO9
Exact Mass
Calculate m/z
843.716334
Sum Composition
HexCer 43:0;O3
Status
Curated
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)
GCXIXAHRVCWMFY-FJRUVYPZSA-N
InChi (Click to copy)
InChI=1S/C49H97NO9/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-43(53)48(57)50-41(40-58-49-47(56)46(55)45(54)44(39-51)59-49)42(52)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h41-47,49,51-56H,3-40H2,1-2H3,(H,50,57)/t41-,42+,43+,44+,45+,46-,47+,49+/m0/s1
SMILES (Click to copy)
C([C@H](NC([C@H](O)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
10676997

Calculated Physicochemical Properties

Heavy Atoms 59
Rings 1
Aromatic Rings 0
Rotatable Bonds 43
Van der Waals Molecular Volume 931.37
Topological Polar Surface Area 171.01
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 10
logP 12.95
Molar Refractivity 246.30

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