Structure Database (LMSD)

Common Name
Terminaliamide
Systematic Name
N-(2R-hydroxy-6E-nonadecenoyl)-4R-hydroxy-tricosasphinganine
Synonyms
  • Cer(t23:0/19:1(6E)(2OH[R]))
  • 2-hydroxy-N-[(1-(hydroxymethyl)-2,3-dihydroxy-docosanyl)-6E-nonadecenamide
LM ID
LMSP02030092
Formula
C42H83NO5
Exact Mass
Calculate m/z
681.627124
Sum Composition
Cer 42:1;O4
Abbrev Chains
Cer 23:0;O3/19:1;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
Terminalia mantaly (#578553)
Magnoliopsida (#3398)
Terminaliamide, a new ceramide and other phytoconstituents from the roots of Terminalia mantaly H. Perrier and their biological activities.,
Nat Prod Res, 2021
Pubmed ID: 31385525

String Representations

InChiKey (Click to copy)
GHKBMJXKASRFHU-RKVLOEGHSA-N
InChi (Click to copy)
InChI=1S/C42H83NO5/c1-3-5-7-9-11-13-15-17-19-20-22-23-25-27-29-31-33-35-39(45)41(47)38(37-44)43-42(48)40(46)36-34-32-30-28-26-24-21-18-16-14-12-10-8-6-4-2/h28,30,38-41,44-47H,3-27,29,31-37H2,1-2H3,(H,43,48)/b30-28+/t38-,39+,40+,41-/m0/s1
SMILES (Click to copy)
[C@](CO)([H])(NC([C@H](O)CCC/C=C/CCCCCCCCCCCC)=O)[C@]([H])(O)[C@H](O)CCCCCCCCCCCCCCCCCCC

Other Databases

PubChem CID
171116425

Calculated Physicochemical Properties

Heavy Atoms 48
Rings
Aromatic Rings
Rotatable Bonds 38
Van der Waals Molecular Volume 784.83
Topological Polar Surface Area 110.02
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 6
logP 12.06
Molar Refractivity 207.81

Admin

Created at
13th Feb 2023
Updated at
13th Feb 2023