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Showing NP-Card for β-methylacetylcholine (NP0193759)

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Record Information
Version1.0
Created at2022-09-04 11:18:00 UTC
Updated at2022-09-04 11:18:00 UTC
NP-MRD IDNP0193759
Secondary Accession NumbersNone
Natural Product Identification
Common Nameβ-methylacetylcholine
DescriptionPropionylcholine, also known as PCh, 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. β-methylacetylcholine is found in Vigna radiata. Propionylcholine is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0193759 (β-methylacetylcholine)


  Mrv1652303102016522D          

 11 10  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
  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
M  CHG  1   1   1
M  END
Download

3D MOL for NP0193759 (β-methylacetylcholine)

     RDKit          3D

 29 28  0  0  0  0  0  0  0  0999 V2000
    4.5917    0.2031    0.5248 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7512   -0.3274   -0.5910 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3286    0.0436   -0.3737 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9921    0.7111    0.6398 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3163   -0.3100   -1.2441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0258    0.0214   -1.0694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6612   -0.4947    0.1736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0421   -0.0631    0.1964 N   0  0  0  0  0  4  0  0  0  0  0  0
   -2.5399   -0.2592    1.5664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1653    1.3517   -0.0940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8932   -0.8208   -0.6715 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6468    0.2353    0.1861 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5025   -0.4889    1.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2207    1.2162    0.8112 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8112   -1.4146   -0.6988 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0872    0.1132   -1.5628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5787   -0.3880   -1.9653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2146    1.1225   -1.1138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1753   -0.0425    1.0613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6574   -1.5867    0.2738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4272   -1.3423    1.8229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9616    0.3408    2.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6267    0.0047    1.6172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3685    1.9633    0.3429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2244    1.4583   -1.2072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1426    1.7322    0.3254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1501   -1.7935   -0.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8647   -0.2624   -0.7406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5288   -0.9233   -1.6982 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  8 11  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  2 16  1  0
  6 17  1  0
  6 18  1  0
  7 19  1  0
  7 20  1  0
  9 21  1  0
  9 22  1  0
  9 23  1  0
 10 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 11 28  1  0
 11 29  1  0
M  CHG  1   8   1
M  END
Download

3D SDF for NP0193759 (β-methylacetylcholine)


  Mrv1652303102016522D          

 11 10  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
  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
M  CHG  1   1   1
M  END
> <DATABASE_ID>
NP0193759

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(=O)OCC[N+](C)(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C8H18NO2/c1-5-8(10)11-7-6-9(2,3)4/h5-7H2,1-4H3/q+1

> <INCHI_KEY>
VVQZRZCFJJZEKN-UHFFFAOYSA-N

> <FORMULA>
C8H18NO2

> <MOLECULAR_WEIGHT>
160.234

> <EXACT_MASS>
160.133753825

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
18.71362849863546

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
trimethyl[2-(propanoyloxy)ethyl]azanium

> <ALOGPS_LOGP>
-2.74

> <JCHEM_LOGP>
-3.5206079054717456

> <ALOGPS_LOGS>
-3.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
-7.044121784396646

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
55.9724

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.60e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
β-methylacetylcholine

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0193759 (β-methylacetylcholine)

Download
PDB for NP0193759 (β-methylacetylcholine)
HEADER    PROTEIN                                 10-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-MAR-20         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
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                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   20    0
END

Download
3D PDB for NP0193759 (β-methylacetylcholine)
Download
SMILES for NP0193759 (β-methylacetylcholine)
CCC(=O)OCC[N+](C)(C)C
Download
INCHI for NP0193759 (β-methylacetylcholine)
InChI=1S/C8H18NO2/c1-5-8(10)11-7-6-9(2,3)4/h5-7H2,1-4H3/q+1
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View in JSmol
Synonyms
ValueSource
PChHMDB
Propionylcholine iodideHMDB
Propionylcholine tosylateHMDB
Propionylcholine chlorideHMDB
PropionylcholineMeSH
Chemical FormulaC8H18NO2
Average Mass160.2340 Da
Monoisotopic Mass160.13375 Da
IUPAC Nametrimethyl[2-(propanoyloxy)ethyl]azanium
Traditional Nameβ-methylacetylcholine
CAS Registry NumberNot Available
SMILES
CCC(=O)OCC[N+](C)(C)C
InChI Identifier
InChI=1S/C8H18NO2/c1-5-8(10)11-7-6-9(2,3)4/h5-7H2,1-4H3/q+1
InChI KeyVVQZRZCFJJZEKN-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Vigna radiataLOTUS Database
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
    • 

  • Tetraalkylammonium salt
    • 

  • Carboxylic acid ester
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid derivative
    • 

  • Organic oxygen compound
    • 

  • Organopnictogen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organic salt
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • Amine
    • 

  • 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
logP-2.7ALOGPS
logP-3.5ChemAxon
logS-3.4ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity55.97 m³·mol⁻¹ChemAxon
Polarizability18.71 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0013305  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB029372  
KNApSAcK IDNot Available
Chemspider ID68136  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound75612  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]