Structure database (LMSD)

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LM IDLMSP06030003
Common NameGlcAβ-Cer(d16:0/14:0)
Systematic NameN-(tetradecanoyl)-1-β-glucuronosyl-hexadecasphinganine
SynonymsN-(myristoyl)-1-β-glucuronosyl-hexadecasphinganine
Exact Mass
659.4972 (neutral)    Calculate m/z:
FormulaC36H69NO9
CategorySphingolipids [SP]
Main ClassAcidic glycosphingolipids [SP06]
Sub ClassGlucuronosphingolipids [SP0603]
PubChem CID-
InChIKeyDSMJLKZISHZLCP-IRVKCHPESA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C36H69NO9/c1-3-5-7-9-11-13-15-17-19-21-23-25-29(38)28(27-45-36-33(42)31(40)32(41)34(46-36)35(43)44)37-30(39)26-24-22-20-18-16-14-12-10-8-6-4-2/h28-29,31-34,36,38,40-42H,3-27H2,1-2H3,(H,37,39)(H,43,44)/t28-,29+,31-,32-,33+,34-,36+/m0/s1
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SMILES
O=C(CCCCCCCCCCCCC)N[C@@]([H])(CO[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](C(O)=O)O1)[C@@](O)([H])CCCCCCCCCCCCC
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StatusActive
ReferencesTwo bacterial glycosphingolipid synthases responsible for the synthesis of glucuronosylceramide and α-galactosylceramide.
J Biol Chem, 2020
DOI: 10.1074/jbc.ra120.013796
PMID: 32518167
Calculated physicochemical properties (?):
 Heavy Atoms46Rings1Aromatic Rings0Rotatable Bonds30
 van der Waals
Molecular Volume
703.83Topological Polar
Surface Area
167.85Hydrogen
Bond Donors
6Hydrogen
Bond Acceptors
10
 logP8.43Molar
Refractivity
184.44