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N-Stearoylsphingosine

PubChem CID: 5283565

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Compound Synonyms C18 Ceramide, 2304-81-6, N-Stearoylsphingosine, N-Stearoyl-D-sphingosine, N-stearoyl-D-erythro-sphingosine, C18-CERAMIDE, Cer(d18:1/18:0), C18 Cer, C18 Ceramide (d18:1/18:0), N-[(E,2S,3R)-1,3-dihydroxyoctadec-4-en-2-yl]octadecanamide, Ceramide (d18:1/18:0), N-(octadecanoyl)-sphing-4-enine, N-(stearoyl)-ceramide, N-octadecanoylsphingosine, N-(octadecanoyl)-ceramide, 104404-17-3, N-((E,2s,3r)-1,3-Dihydroxyoctadec-4-En-2-Yl)stearamide, Octadecanamide, N-[(1S,2R,3E)-2-hydroxy-1-(hydroxymethyl)-3-heptadecen-1-yl]-, Ceramide (Egg), CMC_12037, N-(stearoyl)ceramide, N-stearoyl sphingosine, N-(octadecanoyl)ceramide, N-stearoylsphing-4-enine, V3Q7C63KSS, N-octadecanoylsphing-4-enine, SCHEMBL760704, N-(octadecanoyl)sphing-4-enine, CHEBI:72961, DTXSID001317818, Ceramide 18, D-erythro-1,3-Dihydroxy-2-octadecanoylamido-trans-4-octadecene, N-Octadecanoylsphingosine, N-Stearoyl-C18-sphingosine, N-Stearoyl-D-erythro-sphingosine, CMC_12704, LMSP02010006, AKOS040754845, N-[(1S,2R,3E)-2-Hydroxy-1-(hydroxymethyl)-3-heptadecen-1-yl]octadecanamide, 136846-30-5, AS-75860, BP-28817, DB-231033, HY-100355, CS-0018669, N-Stearoyl-D-sphingosine, >=98.0% (TLC), G91463, Q27140214, (2S,3R,4E)-2-(N-stearoylamino)-4-octadecene-1,3-diol, N-((2S,3R,E)-1,3-dihydroxyoctadec-4-en-2-yl)stearamide, N-Stearoyl ceramide (synthetic), C18-Ceramide (synthetic), (2S, 3R, 4E)-2-(N-stearoylamino)-4-octadecene-1,3-diol, N-[(2S,3R,4E)-1,3-dihydroxyoctadec-4-en-2-yl]octadecanamide, rel-N-((2S,3R,E)-1,3-Dihydroxyoctadec-4-en-2-yl)stearamide, C18 Ceramide (d18:1/18:0), N-stearoyl-D-erythro-sphingosine, powder, N-[(1S,2R,3E)-2-hydroxy-1-(hydroxymethyl)heptadec-3-en-1-yl]octadecanamide, octadecanamide, N-[(1S,2R,3E)-2-hydroxy-1-(hydroxymethyl)-3-heptadecenyl]-
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 69.6
Hydrogen Bond Donor Count 3.0
Pfizer 3 75 Rule False
Np Classifier Class Ceramides
Deep Smiles CCCCCCCCCCCCCCCCCC=O)N[C@H][C@@H]/C=C/CCCCCCCCCCCCC)))))))))))))))O))CO
Heavy Atom Count 40.0
Pathway Kegg Map Id map00500
Classyfire Class Sphingolipids
Description Ceramides (N-acylsphingosine) are one of the hydrolysis byproducts of sphingomyelin by the enzyme sphingomyelinase (sphingomyelin phosphorylcholine phosphohydrolase E.C.3.1.4.12) which has been identified in the subcellular fractions of human epidermis (PMID 25935) and many other tissues. They can also be synthesized from serine and palmitate in a de novo pathway and are regarded as important cellular signals for inducing apoptosis (PMID 14998372). Is key in the biosynthesis of glycosphingolipids and gangliosides. [HMDB]
Classyfire Subclass Ceramides
Isotope Atom Count 0.0
Molecular Complexity 536.0
Database Name fooddb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 2.0
Enzyme Uniprot Id P54803, P09848, Q9Y2B2, Q8NHU3, Q86VZ5, P17405, Q16739, Q9BRB3, P37287, Q14442, P57054, Q92535, O95470, Q13510, Q16880, Q9Y5P4, P17900, P04062, P15812, P61916, P27544, P15813, Q9H3S5, Q7Z7B1, Q8TBF5, Q86VD9, Q9BYG0, Q9Y2C3, Q92521, Q07326, Q5H8A4, O95427, Q8TEQ8, Q96S52, Q969N2, Q9H490, Q9NUD9, Q3MUY2, P0C7U2, Q5QJU3, Q9NR71, Q9HCG7, Q8TDN7, Q92636, Q92643
Iupac Name N-[(E,2S,3R)-1,3-dihydroxyoctadec-4-en-2-yl]octadecanamide
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 13.9
Gsk 4 400 Rule False
Molecular Formula C36H71NO3
Inchi Key VODZWWMEJITOND-NXCSZAMKSA-N
Silicos It Class Insoluble
Rotatable Bond Count 32.0
State Solid
Synonyms C18 Cer, Cer(D18:1/18:0), N-(Octadecanoyl)-sphing-4-enine, N-(Octadecanoyl)ceramide, N-(Octadecanoyl)sphing-4-enine, N-(Stearoyl)ceramide, N-Octadecanoylsphing-4-enine, N-Stearoylsphing-4-enine, ceramide
Esol Class Poorly soluble
Functional Groups C/C=C/C, CC(=O)NC, CO
Compound Name N-Stearoylsphingosine
Exact Mass 565.543
Formal Charge 0.0
Monoisotopic Mass 565.543
Hydrogen Bond Acceptor Count 3.0
Molecular Weight 566.0
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 2.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 False
Inchi InChI=1S/C36H71NO3/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-36(40)37-34(33-38)35(39)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h29,31,34-35,38-39H,3-28,30,32-33H2,1-2H3,(H,37,40)/b31-29+/t34-,35+/m0/s1
Smiles CCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@@H](/C=C/CCCCCCCCCCCCC)O
Np Classifier Biosynthetic Pathway Fatty acids
Defined Bond Stereocenter Count 1.0
Egan Rule False
Np Classifier Superclass Sphingolipids

  • 1. Outgoing r'ship FOUND_IN to/from Glycine Max (Plant) Rel Props:Reference:ISBN:9788172363178
  • 2. Outgoing r'ship FOUND_IN to/from Vigna Angularis (Plant) Rel Props:Reference:ISBN:9788185042114