Structure Database (LMSD)

Common Name
Entadamide
Systematic Name
N-(2R-hydroxy-tricos-16E-enoyl)-4R-hydroxy-octadecasphinganine
Synonyms
  • (2S,2’R,3S,4R,16E)-N-[2′-hydroxytricos-16-enoyl]-2-amino-octadecane-1,3,4-triol
LM ID
LMSP02030094
Formula
C41H81NO5
Exact Mass
Calculate m/z
667.611475
Sum Composition
Cer 41:1;O4
Abbrev Chains
Cer 18:0;O3/23:1;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
Entada abyssinica (#204973)
Magnoliopsida (#3398)
Chemical profiling by UHPLC-Q-TOF-HRESI-MS/MS and antibacterial properties of Entada abyssinica (Fabaceae) constituents.,
Nat Prod Res, 2024
Pubmed ID: 37977828

String Representations

InChiKey (Click to copy)
YBINHFOOPIHYHL-MPSJVOSZSA-N
InChi (Click to copy)
InChI=1S/C41H81NO5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-39(45)41(47)42-37(36-43)40(46)38(44)34-32-30-28-26-24-16-14-12-10-8-6-4-2/h13,15,37-40,43-46H,3-12,14,16-36H2,1-2H3,(H,42,47)/b15-13+/t37-,38+,39+,40-/m0/s1
SMILES (Click to copy)
[C@](CO)([H])(NC([C@H](O)CCCCCCCCCCCCC/C=C/CCCCCC)=O)[C@]([H])(O)[C@H](O)CCCCCCCCCCCCCC

Calculated Physicochemical Properties

Heavy Atoms 47
Rings
Aromatic Rings
Rotatable Bonds 37
Van der Waals Molecular Volume 767.53
Topological Polar Surface Area 110.02
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 6
logP 11.67
Molar Refractivity 203.19

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Created at
10th Jun 2025
Updated at
10th Jun 2025