Structure Database (LMSD)

O OH HO OH NH OH
Common Name
Cer(t18:0/29:0(29OH))
Systematic Name
N-(29-hydroxy-nonacosanoyl)-4R-hydroxysphinganine
Synonyms
  • N-(29-hydroxy-nonacosanoyl)-phytoceramide
  • N-(omega-hydroxy-nonacosanoyl)-phytoceramide
  • Cer[OP]
LM ID
LMSP02030041
Formula
C47H95NO5
Exact Mass
Calculate m/z
753.721024
Sum Composition
Cer 47:0;O4
Abbrev Chains
Cer 18:0;O3/29:0;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)
ZSAOLSUUNQVMFI-BOPYQAQKSA-N
InChi (Click to copy)
InChI=1S/C47H95NO5/c1-2-3-4-5-6-7-8-25-28-31-34-37-40-45(51)47(53)44(43-50)48-46(52)41-38-35-32-29-26-23-21-19-17-15-13-11-9-10-12-14-16-18-20-22-24-27-30-33-36-39-42-49/h44-45,47,49-51,53H,2-43H2,1H3,(H,48,52)/t44-,45+,47-/m0/s1
SMILES (Click to copy)
C(CCCC)CCCCCCCCC[C@@H](O)[C@H]([C@H](CO)NC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCO)O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Comparative profiling and comprehensive quantification of stratum corneum ceramides in humans and mice by LC/MS/MS.,
J Lipid Res, 2020
Pubmed ID: 32265320

Other Databases

PubChem CID
171119536

Calculated Physicochemical Properties

Heavy Atoms 53
Rings 0
Aromatic Rings 0
Rotatable Bonds 45
Van der Waals Molecular Volume 873.97
Topological Polar Surface Area 110.02
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 6
logP 14.23
Molar Refractivity 230.99

Admin

Created at
24th Apr 2020
Updated at
24th Apr 2020