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Showing NP-Card for 9-Hexadecenoylcholine (NP0339215)

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Record Information
Version2.0
Created at2024-09-11 20:27:29 UTC
Updated at2024-09-11 20:27:30 UTC
NP-MRD IDNP0339215
Secondary Accession NumbersNone
Natural Product Identification
Common Name9-Hexadecenoylcholine
Description9-Hexadecenoylcholine belongs to the class of organic compounds known as acyl cholines. These are acylated derivatives of choline. Choline or 2-Hydroxy-N,N,N-trimethylethanaminium is a quaternary ammonium salt with the chemical formula (CH3)3N+(CH2)2OH. 9-Hexadecenoylcholine is an extremely weak basic (essentially neutral) compound (based on its pKa). 9-Hexadecenoylcholine is a fatty acid-choline as the ester product of 9-Hexadecenoic acid and cholinel. The pharmacological effects of a series of fatty acid-choline esters have been studied on the isolated rabbit heart, the isolated guinea-pig ileum and the rat stomach. Long-chain compounds blocked the effect of acetylcholine on the isolated rabbit heart and the isolated guinea-pig ileum; they also depressed spontaneous hydrochloric acid secretion by the rat stomach.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0339215 (9-Hexadecenoylcholine)


  Mrv0541 02251208182D          

 24 23  0  0  0  0            999 V2000
    8.3488   -9.7574    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   10.4922   -9.3449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0633   -9.3449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6344  -10.1699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9363   -9.0429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7613  -10.4718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7778   -9.7574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2067   -9.7574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9212   -9.3449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2067  -10.5824    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6357   -9.7574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3502   -9.3449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0646   -9.7574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7791   -9.3449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4936   -9.7574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2080   -9.3449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9226   -9.7574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6370   -9.3449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3515   -9.7574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0660   -9.3450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7805   -9.7575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4949   -9.3450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2094   -9.7575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9239   -9.3450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  1  1  0  0  0  0
  5  1  1  0  0  0  0
  6  1  1  0  0  0  0
  7  2  1  0  0  0  0
  7  3  1  0  0  0  0
  8  2  1  0  0  0  0
  9  8  1  0  0  0  0
 10  8  2  0  0  0  0
 11  9  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  2  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 22  1  0  0  0  0
 24 23  1  0  0  0  0
M  CHG  1   1   1
M  END
Download

3D MOL for NP0339215 (9-Hexadecenoylcholine)

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3D SDF for NP0339215 (9-Hexadecenoylcholine)

  Mrv0541 02251208182D          

 24 23  0  0  0  0            999 V2000
    8.3488   -9.7574    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   10.4922   -9.3449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0633   -9.3449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6344  -10.1699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9363   -9.0429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7613  -10.4718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7778   -9.7574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2067   -9.7574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9212   -9.3449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2067  -10.5824    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6357   -9.7574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3502   -9.3449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0646   -9.7574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7791   -9.3449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4936   -9.7574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2080   -9.3449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9226   -9.7574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6370   -9.3449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3515   -9.7574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0660   -9.3450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7805   -9.7575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4949   -9.3450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2094   -9.7575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9239   -9.3450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  1  1  0  0  0  0
  5  1  1  0  0  0  0
  6  1  1  0  0  0  0
  7  2  1  0  0  0  0
  7  3  1  0  0  0  0
  8  2  1  0  0  0  0
  9  8  1  0  0  0  0
 10  8  2  0  0  0  0
 11  9  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  2  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 22  1  0  0  0  0
 24 23  1  0  0  0  0
M  CHG  1   1   1
M  END
> <DATABASE_ID>
NP0339215

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCC\C=C\CCCCCCCC(=O)OCC[N+](C)(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C21H42NO2/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-21(23)24-20-19-22(2,3)4/h10-11H,5-9,12-20H2,1-4H3/q+1/b11-10+

> <INCHI_KEY>
KZSMYKYPFGHWQV-ZHACJKMWSA-N

> <FORMULA>
C21H42NO2

> <MOLECULAR_WEIGHT>
340.5637

> <EXACT_MASS>
340.321554593

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
45.09718018664668

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
{2-[(9E)-hexadec-9-enoyloxy]ethyl}trimethylazanium

> <ALOGPS_LOGP>
2.58

> <JCHEM_LOGP>
1.896863082861588

> <ALOGPS_LOGS>
-7.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
-7.047174497735996

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
116.902

> <JCHEM_ROTATABLE_BOND_COUNT>
17

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.15e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{2-[(9E)-hexadec-9-enoyloxy]ethyl}trimethylazanium

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0339215 (9-Hexadecenoylcholine)
Download
PDB for NP0339215 (9-Hexadecenoylcholine)
HEADER    PROTEIN                                 25-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-FEB-12         0                                  
HETATM    1  N   UNK     0      15.584 -18.214   0.000  0.00  0.00           N+1
HETATM    2  O   UNK     0      19.585 -17.444   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      16.918 -17.444   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.251 -18.984   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.814 -16.880   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      16.354 -19.547   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      18.252 -18.214   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      20.919 -18.214   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      22.253 -17.444   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      20.919 -19.754   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      23.587 -18.214   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      24.920 -17.444   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      26.254 -18.214   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      27.588 -17.444   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      28.921 -18.214   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      30.255 -17.444   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      31.589 -18.214   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      32.922 -17.444   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      34.256 -18.214   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      35.590 -17.444   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      36.924 -18.214   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      38.257 -17.444   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      39.591 -18.214   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      40.925 -17.444   0.000  0.00  0.00           C+0
CONECT    1    3    4    5    6                                             
CONECT    2    7    8                                                       
CONECT    3    1    7                                                       
CONECT    4    1                                                            
CONECT    5    1                                                            
CONECT    6    1                                                            
CONECT    7    2    3                                                       
CONECT    8    2    9   10                                                  
CONECT    9    8   11                                                       
CONECT   10    8                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   46    0
END

Download
3D PDB for NP0339215 (9-Hexadecenoylcholine)
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SMILES for NP0339215 (9-Hexadecenoylcholine)
CCCCCC\C=C\CCCCCCCC(=O)OCC[N+](C)(C)C
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INCHI for NP0339215 (9-Hexadecenoylcholine)
InChI=1S/C21H42NO2/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-21(23)24-20-19-22(2,3)4/h10-11H,5-9,12-20H2,1-4H3/q+1/b11-10+
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View in JSmol
SynonymsNot Available
Chemical FormulaC21H42NO2
Average Mass340.5637 Da
Monoisotopic Mass340.32155 Da
IUPAC Name{2-[(9E)-hexadec-9-enoyloxy]ethyl}trimethylazanium
Traditional Name{2-[(9E)-hexadec-9-enoyloxy]ethyl}trimethylazanium
CAS Registry NumberNot Available
SMILES
CCCCCC\C=C\CCCCCCCC(=O)OCC[N+](C)(C)C
InChI Identifier
InChI=1S/C21H42NO2/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-21(23)24-20-19-22(2,3)4/h10-11H,5-9,12-20H2,1-4H3/q+1/b11-10+
InChI KeyKZSMYKYPFGHWQV-ZHACJKMWSA-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 acyl cholines. These are acylated derivatives of choline. Choline or 2-Hydroxy-N,N,N-trimethylethanaminium is a quaternary ammonium salt with the chemical formula (CH3)3N+(CH2)2OH.
KingdomOrganic compounds  
Super ClassOrganic nitrogen compounds  
ClassOrganonitrogen compounds  
Sub ClassQuaternary ammonium salts  
Direct ParentAcyl cholines  
Alternative Parents
Substituents
  • Acyl choline
    • 

  • Fatty acid ester
    • 

  • Fatty acyl
    • 

  • Tetraalkylammonium salt
    • 

  • Carboxylic acid ester
    • 

  • Carboxylic acid derivative
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Organic oxygen compound
    • 

  • Amine
    • 

  • Organooxygen compound
    • 

  • Organic salt
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Organopnictogen compound
    • 

  • Carbonyl group
    • 

  • Organic cation
    • 

  • 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
logP2.58ALOGPS
logP1.9ChemAxon
logS-7.5ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count17ChemAxon
Refractivity116.9 m³·mol⁻¹ChemAxon
Polarizability45.1 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0013208  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB029334  
KNApSAcK IDNot Available
Chemspider ID14582884  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound22155839  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available