Np mrd loader

Showing NP-Card for Trimethylaminoacetone (NP0092014)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-05-11 18:54:46 UTC
Updated at2022-05-11 18:54:46 UTC
NP-MRD IDNP0092014
Secondary Accession NumbersNone
Natural Product Identification
Common NameTrimethylaminoacetone
DescriptionTrimethylaminoacetone, also known as acetonyltrimethylammonium, belongs to the class of organic compounds known as alpha-amino ketones. These are ketones containing a carboxylic acid, and an amine group attached to the alpha carbon atom relative to C=O group. Trimethylaminoacetone is an extremely weak basic (essentially neutral) compound (based on its pKa). Trimethylaminoacetone was first documented in 1983 (PMID: 6361812). Microorganisms (e.G., In the intestine) can metabolize carnitine to trimethylamine, dehydrocarnitine betaine, and possibly to trimethylaminoacetone.
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0092014 (Trimethylaminoacetone)


  Mrv0541 02241203552D          

  8  7  0  0  0  0            999 V2000
   10.4972  -12.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5597  -12.6675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5597  -11.0175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3846  -11.8425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7347  -11.8425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3222  -12.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5597  -11.8425    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   11.7347  -13.2716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0  0  0  0
  2  7  1  0  0  0  0
  3  7  1  0  0  0  0
  4  7  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  2  0  0  0  0
M  CHG  1   7   1
M  END
Download

3D MOL for NP0092014 (Trimethylaminoacetone)

     RDKit          3D

 22 21  0  0  0  0  0  0  0  0999 V2000
    2.9613   -0.0397   -0.4648 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5078   -0.3149   -0.5385 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1366   -1.1384   -1.3457 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5759    0.3873    0.3339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7957    0.0358    0.1681 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.5692    0.8031    1.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2607    0.4131   -1.1463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0766   -1.3562    0.4085 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3077    0.6098   -1.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2650    0.4950    0.4502 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5206   -0.9989   -0.4683 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6779    1.4741    0.1630 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8326    0.2103    1.4173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9313    1.5392    1.6844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0100    0.1416    1.9272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3670    1.3974    0.6520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8997   -0.3823   -1.5678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8807    1.3469   -1.0980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4506    0.6213   -1.8554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5671   -1.5169    1.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7898   -1.7254   -0.3426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1869   -2.0024    0.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  5  8  1  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  4 12  1  0
  4 13  1  0
  6 14  1  0
  6 15  1  0
  6 16  1  0
  7 17  1  0
  7 18  1  0
  7 19  1  0
  8 20  1  0
  8 21  1  0
  8 22  1  0
M  CHG  1   5   1
M  END
Download

3D SDF for NP0092014 (Trimethylaminoacetone)


  Mrv0541 02241203552D          

  8  7  0  0  0  0            999 V2000
   10.4972  -12.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5597  -12.6675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5597  -11.0175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3846  -11.8425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7347  -11.8425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3222  -12.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5597  -11.8425    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   11.7347  -13.2716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0  0  0  0
  2  7  1  0  0  0  0
  3  7  1  0  0  0  0
  4  7  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  2  0  0  0  0
M  CHG  1   7   1
M  END
> <DATABASE_ID>
NP0092014

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H14NO/c1-6(8)5-7(2,3)4/h5H2,1-4H3/q+1

> <INCHI_KEY>
LFWNPKYGVKNNAB-UHFFFAOYSA-N

> <FORMULA>
C6H14NO

> <MOLECULAR_WEIGHT>
116.1815

> <EXACT_MASS>
116.107539075

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
13.573294711300273

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
trimethyl(2-oxopropyl)azanium

> <ALOGPS_LOGP>
-2.68

> <JCHEM_LOGP>
-4.164558319805079

> <ALOGPS_LOGS>
-2.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.768244966519287

> <JCHEM_PKA_STRONGEST_BASIC>
-8.475134482540318

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
45.5374

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.49e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
trimethyl(2-oxopropyl)azanium

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0092014 (Trimethylaminoacetone)

Download
PDB for NP0092014 (Trimethylaminoacetone)
HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      19.595 -23.440   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      23.445 -23.646   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      23.445 -20.566   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      24.985 -22.106   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      21.905 -22.106   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      21.135 -23.440   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      23.445 -22.106   0.000  0.00  0.00           N+1
HETATM    8  O   UNK     0      21.905 -24.774   0.000  0.00  0.00           O+0
CONECT    1    6                                                            
CONECT    2    7                                                            
CONECT    3    7                                                            
CONECT    4    7                                                            
CONECT    5    6    7                                                       
CONECT    6    1    5    8                                                  
CONECT    7    2    3    4    5                                             
CONECT    8    6                                                            
MASTER        0    0    0    0    0    0    0    0    8    0   14    0
END

Download
3D PDB for NP0092014 (Trimethylaminoacetone)
Download
SMILES for NP0092014 (Trimethylaminoacetone)
CC(=O)C[N+](C)(C)C
Download
INCHI for NP0092014 (Trimethylaminoacetone)
InChI=1S/C6H14NO/c1-6(8)5-7(2,3)4/h5H2,1-4H3/q+1
Download
View in JSmol
Synonyms
ValueSource
(2-Oxopropyl)trimethylammoniumHMDB
AcetonyltrimethylammoniumHMDB
N,N,N-Trimethyl-2-oxo-1-propanaminiumHMDB
Acetonyltrimethylammonium hydroxideHMDB
Chemical FormulaC6H14NO
Average Mass116.1815 Da
Monoisotopic Mass116.10754 Da
IUPAC Nametrimethyl(2-oxopropyl)azanium
Traditional Nametrimethyl(2-oxopropyl)azanium
CAS Registry NumberNot Available
SMILES
CC(=O)C[N+](C)(C)C
InChI Identifier
InChI=1S/C6H14NO/c1-6(8)5-7(2,3)4/h5H2,1-4H3/q+1
InChI KeyLFWNPKYGVKNNAB-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Anas platyrhynchosFooDB
AnatidaeFooDB
Anser anserFooDB
Bison bisonFooDB
Bos taurusFooDB
Bos taurus X Bison bisonFooDB
Bubalus bubalisFooDB
Capra aegagrus hircusFooDB
CervidaeFooDB
Cervus canadensisFooDB
ColumbaFooDB
ColumbidaeFooDB
Dromaius novaehollandiaeFooDB
Equus caballusFooDB
Gallus gallusFooDB
Lagopus mutaFooDB
LeporidaeFooDB
Lepus timidusFooDB
Melanitta fuscaFooDB
Meleagris gallopavoFooDB
Numida meleagrisFooDB
OdocoileusFooDB
OryctolagusFooDB
Ovis ariesFooDB
PhasianidaeFooDB
Phasianus colchicusFooDB
Struthio camelusFooDB
Sus scrofaFooDB
Sus scrofa domesticaFooDB
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alpha-amino ketones. These are ketones containing a carboxylic acid, and an amine group attached to the alpha carbon atom relative to C=O group.
KingdomOrganic compounds  
Super ClassOrganic oxygen compounds  
ClassOrganooxygen compounds  
Sub ClassCarbonyl compounds  
Direct ParentAlpha-amino ketones  
Alternative Parents
Substituents
  • Tetraalkylammonium salt
    • 

  • Quaternary ammonium salt
    • 

  • Alpha-aminoketone
    • 

  • Organic nitrogen compound
    • 

  • Organopnictogen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organic salt
    • 

  • Organonitrogen compound
    • 

  • Amine
    • 

  • Organic cation
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
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-4.2ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)17.77ChemAxon
pKa (Strongest Basic)-8.5ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity45.54 m³·mol⁻¹ChemAxon
Polarizability13.57 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0012296  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB028921  
KNApSAcK IDNot Available
Chemspider ID133796  
KEGG Compound IDNot Available
BioCyc IDCPD-5621  
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound151806  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Bremer J: Carnitine--metabolism and functions. Physiol Rev. 1983 Oct;63(4):1420-80. doi: 10.1152/physrev.1983.63.4.1420. [PubMed:6361812  ]