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Showing NP-Card for Palmitoyl serinol (NP0339387)

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Record Information
Version2.0
Created at2024-09-11 21:34:46 UTC
Updated at2024-09-11 21:34:47 UTC
NP-MRD IDNP0339387
Secondary Accession NumbersNone
Natural Product Identification
Common NamePalmitoyl serinol
DescriptionPalmitoyl Serinol belongs to the class of organic compounds known as n-acyl amines. N-acyl amines are compounds containing a fatty acid moiety linked to an amine group through an ester linkage. Thus, palmitoyl serinol is considered to be a fatty amide lipid molecule. This has the potential to enhance its "entourage" activities as a result of a prolonged in vivo half-life. Palmitoyl Serinol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Incubation of neuroblastoma cells with palmitoyl serinol causes apoptosis with an IC50 of approximately 80 µM. Activities as a result of a prolonged in vivo half-life.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0339387 (Palmitoyl serinol)


  Mrv0541 02271200292D          

 23 22  0  0  0  0            999 V2000
    8.6068  -13.3605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4318  -13.3605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8443  -12.6459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6693  -12.6459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0818  -11.9314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9068  -11.9314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3193  -11.2174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1442  -11.2174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5567  -10.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3817  -10.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7942   -9.7883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6192   -9.7883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0317   -9.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8567   -9.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2692   -8.3591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0942   -8.3591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5067   -9.0737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5067   -7.6445    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3317   -7.6445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7442   -8.3591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5692   -8.3591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7442   -6.9306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3317   -6.2160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 22  1  0  0  0  0
 20 21  1  0  0  0  0
 22 23  1  0  0  0  0
M  END
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3D MOL for NP0339387 (Palmitoyl serinol)

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3D SDF for NP0339387 (Palmitoyl serinol)

  Mrv0541 02271200292D          

 23 22  0  0  0  0            999 V2000
    8.6068  -13.3605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4318  -13.3605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8443  -12.6459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6693  -12.6459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0818  -11.9314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9068  -11.9314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3193  -11.2174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1442  -11.2174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5567  -10.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3817  -10.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7942   -9.7883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6192   -9.7883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0317   -9.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8567   -9.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2692   -8.3591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0942   -8.3591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5067   -9.0737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5067   -7.6445    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3317   -7.6445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7442   -8.3591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5692   -8.3591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7442   -6.9306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3317   -6.2160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 22  1  0  0  0  0
 20 21  1  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0339387

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCCCCCC(=O)NC(CO)CO

> <INCHI_IDENTIFIER>
InChI=1S/C19H39NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(23)20-18(16-21)17-22/h18,21-22H,2-17H2,1H3,(H,20,23)

> <INCHI_KEY>
MZUNFYMZKTWADX-UHFFFAOYSA-N

> <FORMULA>
C19H39NO3

> <MOLECULAR_WEIGHT>
329.5179

> <EXACT_MASS>
329.292994119

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
42.77306540517992

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-(1,3-dihydroxypropan-2-yl)hexadecanamide

> <ALOGPS_LOGP>
5.26

> <JCHEM_LOGP>
4.352879275666668

> <ALOGPS_LOGS>
-4.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.748664326392689

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.904068395049958

> <JCHEM_PKA_STRONGEST_BASIC>
-0.2542370200509819

> <JCHEM_POLAR_SURFACE_AREA>
69.56

> <JCHEM_REFRACTIVITY>
96.05729999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
17

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.86e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-(1,3-dihydroxypropan-2-yl)hexadecanamide

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0339387 (Palmitoyl serinol)
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PDB for NP0339387 (Palmitoyl serinol)
HEADER    PROTEIN                                 27-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-FEB-12         0                                  
HETATM    1  C   UNK     0      16.066 -24.940   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      17.606 -24.940   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      18.376 -23.606   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      19.916 -23.606   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      20.686 -22.272   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      22.226 -22.272   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      22.996 -20.939   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      24.536 -20.939   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      25.306 -19.605   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      26.846 -19.605   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      27.616 -18.271   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      29.156 -18.271   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      29.926 -16.938   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      31.466 -16.938   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      32.236 -15.604   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      33.776 -15.604   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      34.546 -16.938   0.000  0.00  0.00           O+0
HETATM   18  N   UNK     0      34.546 -14.270   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0      36.086 -14.270   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      36.856 -15.604   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      38.396 -15.604   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      36.856 -12.937   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      36.086 -11.603   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   19   23                                                       
CONECT   23   22                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   44    0
END

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3D PDB for NP0339387 (Palmitoyl serinol)
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SMILES for NP0339387 (Palmitoyl serinol)
CCCCCCCCCCCCCCCC(=O)NC(CO)CO
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INCHI for NP0339387 (Palmitoyl serinol)
InChI=1S/C19H39NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(23)20-18(16-21)17-22/h18,21-22H,2-17H2,1H3,(H,20,23)
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Synonyms
ValueSource
N-[2-Hydroxy-1-(hydroxymethyl)ethyl]-hexadecanamideHMDB
Chemical FormulaC19H39NO3
Average Mass329.5179 Da
Monoisotopic Mass329.29299 Da
IUPAC NameN-(1,3-dihydroxypropan-2-yl)hexadecanamide
Traditional NameN-(1,3-dihydroxypropan-2-yl)hexadecanamide
CAS Registry NumberNot Available
SMILES
CCCCCCCCCCCCCCCC(=O)NC(CO)CO
InChI Identifier
InChI=1S/C19H39NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(23)20-18(16-21)17-22/h18,21-22H,2-17H2,1H3,(H,20,23)
InChI KeyMZUNFYMZKTWADX-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as n-acyl amines. N-acyl amines are compounds containing a fatty acid moiety linked to an amine group through an ester linkage.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassFatty Acyls  
Sub ClassFatty amides  
Direct ParentN-acyl amines  
Alternative Parents
Substituents
  • N-acyl-amine
    • 

  • Secondary carboxylic acid amide
    • 

  • Carboxamide group
    • 

  • Carboxylic acid derivative
    • 

  • Organic nitrogen compound
    • 

  • Organic oxygen compound
    • 

  • Organopnictogen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Primary alcohol
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Carbonyl group
    • 

  • Alcohol
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP5.26ALOGPS
logP4.35ChemAxon
logS-4.7ALOGPS
pKa (Strongest Acidic)13.9ChemAxon
pKa (Strongest Basic)-0.25ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area69.56 ŲChemAxon
Rotatable Bond Count17ChemAxon
Refractivity96.06 m³·mol⁻¹ChemAxon
Polarizability42.77 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0013654  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB029624  
KNApSAcK IDNot Available
Chemspider ID8038003  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound9862307  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References