Structure Database (LMSD)

Common Name
Cer(t18:0)/24:0(2OH[R]))
Systematic Name
N-(2R-hydroxytetracosanoyl)-4R-hydroxyl-octadecasphinganine
Synonyms
  • N-(2R-hydroxytetracosanoyl)-4R-hydroxysphinganine
  • N-(2R-hydroxytetracosanoyl)-phytoceramide
LM ID
LMSP02030026
Status
Active
Exact Mass
Calculate m/z
683.642774
Formula
C42H85NO5
Abbrev
Cer 42:0;O4
Abbrev Chains
Cer 18:0;O3/24:0;O
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Main

Classification

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

String Representations

InChiKey (Click to copy)
ZFUXWVVVWGWGPQ-QLLOZFISSA-N
InChi (Click to copy)
InChI=1S/C42H85NO5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-40(46)42(48)43-38(37-44)41(47)39(45)35-33-31-29-27-25-16-14-12-10-8-6-4-2/h38-41,44-47H,3-37H2,1-2H3,(H,43,48)/t38-,39+,40+,41-/m0/s1
SMILES (Click to copy)
[C@@]([C@]([H])(O)[C@H](O)CCCCCCCCCCCCCC)(CO)([H])NC([C@H](O)CCCCCCCCCCCCCCCCCCCCCC)=O

References

Reference
A new ceramide from the basidiomycete Russula cyanoxantha. Jin-Ming GaoZe-Jun DongJi-Kai Liu. Lipids. Volume 36, Issue 2, February 2001. pp 175–181.
https://link.springer.com/article/10.1007/s11745-001-0704-x

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Russula cyanoxantha (#5403)
Agaricomycetes (#155619)
A new ceramide from the basidiomycete Russula cyanoxantha.,
Lipids, 2001
Pubmed ID: 11269698

Other Databases

PubChem CID
10212035
Cayman ID
28933

Calculated Physicochemical Properties

Heavy Atoms 48
Rings 0
Aromatic Rings 0
Rotatable Bonds 39
Van der Waals Molecular Volume 787.47
Topological Polar Surface Area 110.02
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 6
logP 12.28
Molar Refractivity 207.90

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Created at
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Updated at
18th Mar 2021