Structure Database (LMSD)

Common Name
Cer(t22:1(9Z)(21Me)/16:0(2OH[R]))
Systematic Name
N-(2R-hydroxy-hexadecanoyl)-4R-hydroxy-21-methyl-9Z-docosasphingenine
Synonyms
  • (2S,3S,4R,9Z)-2-[(2R)-2-hydroxyhexadecanoylamino]-21-methyl-9-docosen-1,3,4-triol
LM ID
LMSP02030090
Formula
C39H77NO5
Exact Mass
Calculate m/z
639.580175
Sum Composition
Cer 39:1;O4
Abbrev Chains
Cer 23:1;O3/16:0;O
Status
Curated
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)
FKHLMCKTTFNRSS-FRCFPQLISA-N
InChi (Click to copy)
InChI=1S/C39H77NO5/c1-4-5-6-7-8-9-10-16-20-23-26-29-32-37(43)39(45)40-35(33-41)38(44)36(42)31-28-25-22-19-17-14-12-11-13-15-18-21-24-27-30-34(2)3/h17,19,34-38,41-44H,4-16,18,20-33H2,1-3H3,(H,40,45)/b19-17-/t35-,36+,37+,38-/m0/s1
SMILES (Click to copy)
N([C@H]([C@H](O)[C@H](O)CCCC/C=C\CCCCCCCCCCC(C)C)CO)C(=O)[C@H](O)CCCCCCCCCCCCCC

Other Databases

PubChem CID
171116423

Calculated Physicochemical Properties

Heavy Atoms 45
Rings
Aromatic Rings
Rotatable Bonds 34
Van der Waals Molecular Volume 732.93
Topological Polar Surface Area 110.02
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 6
logP 10.74
Molar Refractivity 193.89

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