NP-MRD: Showing NP-Card for 2-Octenoylcarnitine (NP0339254)

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Record Information

Version

2.0

Created at

2024-09-11 20:42:59 UTC

Updated at

2024-09-11 20:42:59 UTC

NP-MRD ID

NP0339254

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-Octenoylcarnitine

Description

2-Octenoylcarnitine belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. 2-Octenoylcarnitine is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI

      
  Mrv1652303201819092D          

 20 19  0  0  1  0            999 V2000
   14.2356   -3.2930    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.9500   -2.8804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5212   -2.8804    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   12.8068   -2.4681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1087   -3.5949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9336   -2.1661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2356   -4.1178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0924   -4.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8068   -4.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5212   -4.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5212   -5.3553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3780   -4.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6636   -4.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9491   -4.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2348   -4.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5203   -4.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6645   -3.2930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3789   -2.8804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3789   -2.0556    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   17.0932   -3.2930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  1  3  1  0  0  0  0
  4  3  1  0  0  0  0
  5  3  1  0  0  0  0
  6  3  1  0  0  0  0
  1  7  1  6  0  0  0
  9  8  2  0  0  0  0
 10  9  1  0  0  0  0
  7 10  1  0  0  0  0
 11 10  2  0  0  0  0
 12  8  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  2  1  0  0  0  0
 19 18  1  0  0  0  0
 18 20  2  0  0  0  0
 17 18  1  0  0  0  0
M  CHG  2   3   1  19  -1
M  END
> <DATABASE_ID>
NP0339254

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCC\C=C\C(=O)O[C@@H](CCC([O-])=O)[N+](C)(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C15H27NO4/c1-5-6-7-8-9-10-15(19)20-13(16(2,3)4)11-12-14(17)18/h9-10,13H,5-8,11-12H2,1-4H3/b10-9+/t13-/m0/s1

> <INCHI_KEY>
YMIVWYONPRZBEJ-LXKVQUBZSA-N

> <FORMULA>
C15H27NO4

> <MOLECULAR_WEIGHT>
285.3792

> <EXACT_MASS>
285.194008357

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
32.58983611239891

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4S)-4-[(2E)-oct-2-enoyloxy]-4-(trimethylazaniumyl)butanoate

> <ALOGPS_LOGP>
-1.05

> <JCHEM_LOGP>
-0.9657739034717459

> <ALOGPS_LOGS>
-5.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.126756519266556

> <JCHEM_PKA_STRONGEST_BASIC>
-6.922925627274037

> <JCHEM_POLAR_SURFACE_AREA>
66.43

> <JCHEM_REFRACTIVITY>
101.2948

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.51e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4S)-4-[(2E)-oct-2-enoyloxy]-4-(trimethylammonio)butanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-MAR-18   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-MAR-18         0                                  
HETATM    1  C   UNK     0      26.573  -6.147   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      27.907  -5.377   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      25.240  -5.377   0.000  0.00  0.00           N+1
HETATM    4  C   UNK     0      23.906  -4.607   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      24.470  -6.710   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      26.009  -4.043   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      26.573  -7.687   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      22.572  -8.457   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      23.906  -7.687   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      25.240  -8.457   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      25.240  -9.997   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      21.239  -7.687   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      19.905  -8.457   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      18.572  -7.687   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      17.238  -8.457   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      15.905  -7.687   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      29.240  -6.147   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      30.574  -5.377   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      30.574  -3.837   0.000  0.00  0.00           O-1
HETATM   20  O   UNK     0      31.907  -6.147   0.000  0.00  0.00           O+0
CONECT    1    2    3    7                                                  
CONECT    2    1   17                                                       
CONECT    3    1    4    5    6                                             
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    3                                                            
CONECT    7    1   10                                                       
CONECT    8    9   12                                                       
CONECT    9    8   10                                                       
CONECT   10    9    7   11                                                  
CONECT   11   10                                                            
CONECT   12    8   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15                                                            
CONECT   17    2   18                                                       
CONECT   18   19   20   17                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   38    0
END

View in JSmol

Synonyms

Value	Source
Octenoyl-L-carnitine	HMDB
2-Octenoyl-L-carnitine	HMDB
(4S)-4-[(2E)-Oct-2-enoyloxy]-4-(trimethylazaniumyl)butanoic acid	Generator

Chemical Formula

C₁₅H₂₇NO₄

Average Mass

285.3792 Da

Monoisotopic Mass

285.19401 Da

IUPAC Name

(4S)-4-[(2E)-oct-2-enoyloxy]-4-(trimethylazaniumyl)butanoate

Traditional Name

(4S)-4-[(2E)-oct-2-enoyloxy]-4-(trimethylammonio)butanoate

CAS Registry Number

Not Available

SMILES

CCCCC\C=C\C(=O)O[C@@H](CCC([O-])=O)[N+](C)(C)C

InChI Identifier

InChI=1S/C15H27NO4/c1-5-6-7-8-9-10-15(19)20-13(16(2,3)4)11-12-14(17)18/h9-10,13H,5-8,11-12H2,1-4H3/b10-9+/t13-/m0/s1

InChI Key

YMIVWYONPRZBEJ-LXKVQUBZSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Fatty acid esters

Alternative Parents

Substituents

Fatty acid ester
Dicarboxylic acid or derivatives
Tetraalkylammonium salt
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Carboxylic acid salt
Carboxylic acid derivative
Carboxylic acid
Carbonyl group
Organooxygen compound
Organonitrogen compound
Organic salt
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
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	-1	ALOGPS
logP	-0.97	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Acidic)	4.13	ChemAxon
pKa (Strongest Basic)	-6.9	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	11	ChemAxon
Refractivity	101.29 m³·mol⁻¹	ChemAxon
Polarizability	32.59 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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB029384

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53481667

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 2-Octenoylcarnitine (NP0339254)

MOL for NP0339254 (2-Octenoylcarnitine)

3D MOL for NP0339254 (2-Octenoylcarnitine)

3D SDF for NP0339254 (2-Octenoylcarnitine)

3D-SDF for NP0339254 (2-Octenoylcarnitine)

PDB for NP0339254 (2-Octenoylcarnitine)

3D PDB for NP0339254 (2-Octenoylcarnitine)

SMILES for NP0339254 (2-Octenoylcarnitine)

INCHI for NP0339254 (2-Octenoylcarnitine)

Structure for NP0339254 (2-Octenoylcarnitine)

3D Structure for NP0339254 (2-Octenoylcarnitine)