NP-MRD: Showing NP-Card for Pivaloylcarnitine (NP0122834)

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Record Information

Version

2.0

Created at

2022-05-12 09:12:29 UTC

Updated at

2022-05-12 09:12:29 UTC

NP-MRD ID

NP0122834

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Pivaloylcarnitine

Description

Pivaloylcarnitine belongs to the class of organic compounds known as acyl carnitines. These are organic compounds containing a fatty acid with the carboxylic acid attached to carnitine through an ester bond. Thus, pivaloylcarnitine is considered to be a fatty ester lipid molecule. Pivaloylcarnitine is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 40 39  0  0  0  0  0  0  0  0999 V2000
    2.2969   -1.8089    0.6863 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6282   -0.5660   -0.1306 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5893    0.3155    0.6341 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3366   -1.0557   -1.3715 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4119    0.1549   -0.5462 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1901    0.3153   -1.7690 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4773    0.6787    0.3369 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6963    1.3763   -0.1354 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5670    2.7522    0.4716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    3.6611    0.0994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5268    3.3190   -0.7107 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7410    4.9570    0.6434 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.9315    0.7260    0.4289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0543   -0.6735    0.0571 N   0  0  1  0  0  4  0  0  0  0  0  0
   -1.8385   -0.9308   -1.3335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2710   -1.5228    0.9168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4650   -1.0128    0.3161 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7302   -2.4774   -0.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6883   -1.5456    1.5567 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2531   -2.3066    0.9641 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4447    0.2234    1.7291 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4285    1.3546    0.3189 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6056    0.0119    0.3870 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6577   -1.7754   -1.8816 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2795   -1.5886   -1.1308 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4992   -0.2195   -2.0688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7658    1.4356   -1.2096 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3974    3.2264    0.1753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4976    2.6857    1.5969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8147    1.2189   -0.0105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9983    0.8031    1.5135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5893   -1.6740   -1.7362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9189   -0.0557   -1.9763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8596   -1.4796   -1.4411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9061   -2.1761    1.5794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6287   -2.2128    0.3315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6803   -0.9002    1.6115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1141   -0.2047   -0.1193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6484   -1.0783    1.4187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7514   -1.9504   -0.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 12  1  0
 10 11  2  0
  8 13  1  0
 14 13  1  6
 14 15  1  0
 14 16  1  0
 14 17  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  4 26  1  0
  8 27  1  6
  9 28  1  0
  9 29  1  0
 13 30  1  0
 13 31  1  0
 15 32  1  0
 15 33  1  0
 15 34  1  0
 16 35  1  0
 16 36  1  0
 16 37  1  0
 17 38  1  0
 17 39  1  0
 17 40  1  0
M  CHG  2  12  -1  14   1
M  END

  Mrv1652304032016532D          

 17 16  0  0  0  0            999 V2000
   -0.6039    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -0.8250    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    1.5395    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    0.0000    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -1.3184    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  7  1  0  0  0  0
 12  1  1  0  0  0  0
 12  2  1  0  0  0  0
 12  3  1  0  0  0  0
 12 11  1  0  0  0  0
 13  4  1  0  0  0  0
 13  5  1  0  0  0  0
 13  6  1  0  0  0  0
 13  8  1  0  0  0  0
 14 10  2  0  0  0  0
 15 10  1  0  0  0  0
 16 11  2  0  0  0  0
 17  9  1  0  0  0  0
 17 11  1  0  0  0  0
M  CHG  2  13   1  15  -1
M  END
> <DATABASE_ID>
NP0122834

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C12H23NO4/c1-12(2,3)11(16)17-9(7-10(14)15)8-13(4,5)6/h9H,7-8H2,1-6H3

> <INCHI_KEY>
YICAQFPUDACYGQ-UHFFFAOYSA-N

> <FORMULA>
C12H23NO4

> <MOLECULAR_WEIGHT>
245.3153

> <EXACT_MASS>
245.162708229

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
26.527667008129658

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[(2,2-dimethylpropanoyl)oxy]-4-(trimethylazaniumyl)butanoate

> <ALOGPS_LOGP>
-1.98

> <JCHEM_LOGP>
-2.6468442104717456

> <ALOGPS_LOGS>
-4.36

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.342854288792191

> <JCHEM_PKA_STRONGEST_BASIC>
-7.125804440918044

> <JCHEM_POLAR_SURFACE_AREA>
66.42999999999999

> <JCHEM_REFRACTIVITY>
86.3392

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.29e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[(2,2-dimethylpropanoyl)oxy]-4-(trimethylammonio)butanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-APR-20         0                                  
HETATM    1  C   UNK     0      -1.127   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.413   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.127  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667  -1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.413  -1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.127   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.206   0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.127   3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.127   4.620   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      -1.127  -1.540   0.000  0.00  0.00           N+1
HETATM   14  O   UNK     0       2.874   2.310   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       4.207   0.000   0.000  0.00  0.00           O-1
HETATM   16  O   UNK     0      -2.461   2.310   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       0.206   2.310   0.000  0.00  0.00           O+0
CONECT    1   12                                                            
CONECT    2   12                                                            
CONECT    3   12                                                            
CONECT    4   13                                                            
CONECT    5   13                                                            
CONECT    6   13                                                            
CONECT    7    9   10                                                       
CONECT    8    9   13                                                       
CONECT    9    7    8   17                                                  
CONECT   10    7   14   15                                                  
CONECT   11   12   16   17                                                  
CONECT   12    1    2    3   11                                             
CONECT   13    4    5    6    8                                             
CONECT   14   10                                                            
CONECT   15   10                                                            
CONECT   16   11                                                            
CONECT   17    9   11                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   32    0
END

View in JSmol

Synonyms

Value	Source
Pivaloyl carnitine	HMDB

Chemical Formula

C₁₂H₂₃NO₄

Average Mass

245.3153 Da

Monoisotopic Mass

245.16271 Da

IUPAC Name

3-[(2,2-dimethylpropanoyl)oxy]-4-(trimethylazaniumyl)butanoate

Traditional Name

3-[(2,2-dimethylpropanoyl)oxy]-4-(trimethylammonio)butanoate

CAS Registry Number

Not Available

SMILES

CC(C)(C)C(=O)OC(CC([O-])=O)C[N+](C)(C)C

InChI Identifier

InChI=1S/C12H23NO4/c1-12(2,3)11(16)17-9(7-10(14)15)8-13(4,5)6/h9H,7-8H2,1-6H3

InChI Key

YICAQFPUDACYGQ-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acyl carnitines. These are organic compounds containing a fatty acid with the carboxylic acid attached to carnitine through an ester bond.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Acyl carnitines

Alternative Parents

Substituents

Acyl-carnitine
Branched fatty acid
Dicarboxylic acid or derivatives
Tetraalkylammonium salt
Quaternary ammonium salt
Carboxylic acid ester
Carboxylic acid salt
Carboxylic acid derivative
Carboxylic acid
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Carbonyl group
Organic oxygen compound
Amine
Organooxygen compound
Organic salt
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-2	ALOGPS
logP	-2.6	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	4.34	ChemAxon
pKa (Strongest Basic)	-7.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	66.43 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	86.34 m³·mol⁻¹	ChemAxon
Polarizability	26.53 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0041993

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

112688

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

126894

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Pivaloylcarnitine (NP0122834)

MOL for NP0122834 (Pivaloylcarnitine)

3D MOL for NP0122834 (Pivaloylcarnitine)

3D SDF for NP0122834 (Pivaloylcarnitine)

3D-SDF for NP0122834 (Pivaloylcarnitine)

PDB for NP0122834 (Pivaloylcarnitine)

3D PDB for NP0122834 (Pivaloylcarnitine)

SMILES for NP0122834 (Pivaloylcarnitine)

INCHI for NP0122834 (Pivaloylcarnitine)

Structure for NP0122834 (Pivaloylcarnitine)

3D Structure for NP0122834 (Pivaloylcarnitine)