Structure Database (LMSD)

HO OH OH O O OH H OH NH H O O
Common Name
GlcAbeta-Cer(d16:0/14:0)
Systematic Name
N-(tetradecanoyl)-1-β-glucuronosyl-hexadecasphinganine
Synonyms
  • N-(myristoyl)-1-beta-glucuronosyl-hexadecasphinganine
LM ID
LMSP06030003
Formula
C36H69NO9
Exact Mass
Calculate m/z
659.497234
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sphingolipids [SP]
Acidic glycosphingolipids [SP06]
Glucuronosphingolipids [SP0603]

String Representations

InChiKey (Click to copy)
DSMJLKZISHZLCP-IRVKCHPESA-N
InChi (Click to copy)
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
SMILES (Click to copy)
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

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Zymomonas mobilis (#542)
Alphaproteobacteria (#28211)
Two bacterial glycosphingolipid synthases responsible for the synthesis of glucuronosylceramide and α-galactosylceramide.,
J Biol Chem, 2020
Pubmed ID: 32518167

Other Databases

PubChem CID
171120271

Calculated Physicochemical Properties

Heavy Atoms 46
Rings 1
Aromatic Rings 0
Rotatable Bonds 30
Van der Waals Molecular Volume 703.83
Topological Polar Surface Area 167.85
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 10
logP 8.43
Molar Refractivity 184.44

Admin

Created at
4th Aug 2020
Updated at
4th Aug 2020