Structure Database (LMSD)

Common Name
Cer(t20:1(9Z)(19Me)/16:0(2OH[R]))
Systematic Name
N-(2R-hydroxy-hexadecanoyl)-4R-hydroxy-19-methyl-9Z-eicosasphingenine
Synonyms
  • (2S,3S,4R,9Z)-2-[(2R)-2-hydroxyhexadecanoylamino]-19-methyl-9-icosen-1,3,4-triol
LM ID
LMSP02030089
Formula
C37H73NO5
Exact Mass
Calculate m/z
611.548874
Sum Composition
Cer 37:1;O4
Abbrev Chains
Cer 21:1;O3/16:0;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

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

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Ceramaster patagonicus (#136955)
Asteroidea (#7588)
New Ceramides and Cerebrosides from the Deep-Sea Far Eastern Starfish Ceramaster patagonicus.,
Mar Drugs, 2022
Pubmed ID: 36286464

String Representations

InChiKey (Click to copy)
PMDOWGRYYIFUJT-KRICHMCWSA-N
InChi (Click to copy)
InChI=1S/C37H73NO5/c1-4-5-6-7-8-9-10-14-18-21-24-27-30-35(41)37(43)38-33(31-39)36(42)34(40)29-26-23-20-17-15-12-11-13-16-19-22-25-28-32(2)3/h15,17,32-36,39-42H,4-14,16,18-31H2,1-3H3,(H,38,43)/b17-15-/t33-,34+,35+,36-/m0/s1
SMILES (Click to copy)
N([C@H]([C@H](O)[C@H](O)CCCC/C=C\CCCCCCCCC(C)C)CO)C(=O)[C@H](O)CCCCCCCCCCCCCC

Other Databases

PubChem CID
171116422

Calculated Physicochemical Properties

Heavy Atoms 43
Rings
Aromatic Rings
Rotatable Bonds 32
Van der Waals Molecular Volume 698.33
Topological Polar Surface Area 110.02
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 6
logP 9.96
Molar Refractivity 184.65

Admin

Created at
31st Oct 2022
Updated at
31st Oct 2022