Structure Database (LMSD)

OH OH H NH OH OH H O
Common Name
Cer(t26:1(8E)/10:0(2OH[R]))
Systematic Name
N-(2R-hydroxydecanoyl)-4R-hydroxy-8E-hexacosasphingenine
Synonyms
  • (2R)-2-hydroxy-N-((E,2S,3S,4R)-1,3,4-trihydroxyhexacos-8-en-2-yl) decanamide
LM ID
LMSP02030030
Formula
C36H71NO5
Exact Mass
Calculate m/z
597.533224
Sum Composition
Cer 36:1;O4
Abbrev Chains
Cer 26:1;O3/10:0;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sphingolipids [SP]
Ceramides [SP02]
N-acyl-4-hydroxysphinganines (phytoceramides) [SP0203]

String Representations

InChiKey (Click to copy)
UQOBAFKCDYWGCV-XKYYIDDPSA-N
InChi (Click to copy)
InChI=1S/C36H71NO5/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-26-27-29-33(39)35(41)32(31-38)37-36(42)34(40)30-28-25-10-8-6-4-2/h23-24,32-35,38-41H,3-22,25-31H2,1-2H3,(H,37,42)/b24-23+/t32-,33+,34+,35-/m0/s1
SMILES (Click to copy)
[C@](CO)([H])(NC([C@H](O)CCCCCCCC)=O)[C@]([H])(O)[C@H](O)CCC/C=C/CCCCCCCCCCCCCCCCC

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Sesbania (#3894)
Magnoliopsida (#3398)
Novel chemical constituents with anti-inflammatory activity from the leaves of Sesbania aculeata.,
Phytochemistry, 2014
Pubmed ID: 24503502

Other Databases

PubChem CID
76900304

Calculated Physicochemical Properties

Heavy Atoms 42
Rings 0
Aromatic Rings 0
Rotatable Bonds 32
Van der Waals Molecular Volume 681.03
Topological Polar Surface Area 110.02
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 6
logP 9.72
Molar Refractivity 180.10

Admin

Created at
-
Updated at
18th Mar 2021