Structure database (LMSD)

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LM IDLMSP05010131
Common NameTemnoside B
Systematic NameN-(docosanoyl)-1-β-glucosyl-eicosasphinganine
Synonyms1-O-(β-d-glucopyranosyl)-d-(+)-(2S,3R)-2-(docosanoylamido)-1,3-eicosanediol
Exact Mass
813.7058 (neutral)    Calculate m/z:
FormulaC48H95NO8
CategorySphingolipids [SP]
Main ClassNeutral glycosphingolipids [SP05]
Sub ClassSimple Glc series [SP0501]
AbbrevHexCer 42:0;O2
PubChem CID10629242
InChIKeyQGIBZDMLHXRKDN-BHDOBEISSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
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
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SMILES
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
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StatusActive
ReferencesTemnosides A and B, Two New Glycosphingolipids from the Sea Urchin Temnopleurus toreumaticus of the Indian Coast
J Nat Prod 1997
DOI: 10.1021/np960708k
Calculated physicochemical properties (?):
 Heavy Atoms57Rings1Aromatic Rings0Rotatable Bonds42
 van der Waals
Molecular Volume
905.28Topological Polar
Surface Area
150.78Hydrogen
Bond Donors
6Hydrogen
Bond Acceptors
9
 logP13.31Molar
Refractivity
239.78