NP-MRD: Showing NP-Card for 12-methyloctadecanoic acid (NP0227367)

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Record Information

Version

2.0

Created at

2022-09-06 06:40:09 UTC

Updated at

2022-09-06 06:40:09 UTC

NP-MRD ID

NP0227367

Secondary Accession Numbers

None

Natural Product Identification

Common Name

12-methyloctadecanoic acid

Description

12-Methyloctadecanoic acid, also known as 12-methylstearate, belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. In humans, 12-methyloctadecanoic acid is involved in the acylcarnitine 12-methyloctadecanoylcarnitine pathway. 12-Methyloctadecanoic acid is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. 12-methyloctadecanoic acid is found in Agelas conifera. Based on a literature review very few articles have been published on 12-methyloctadecanoic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 59 58  0  0  0  0  0  0  0  0999 V2000
   -8.5171   -0.3059   -1.8097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2207   -0.6665   -1.0748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6598    0.5967   -0.4796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3826    0.3735    0.2732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3505   -0.1920   -0.6642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0257   -0.4470    0.0094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4055    0.7846    0.5930 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1328    1.8507   -0.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1992    0.3881    1.3827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1454   -0.3106    0.5757 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0069   -0.6415    1.5326 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1098   -1.3496    0.7865 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2180   -1.6698    1.7281 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7811   -0.4278    2.3615 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3170    0.5125    1.3163 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4153   -0.1983    0.5318 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9807    0.7510   -0.5341 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0526   -0.0181   -1.2617 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6806    0.7951   -2.3240 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2986    1.9689   -2.5176 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6932    0.2887   -3.1222 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1331    0.3908   -1.2257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0970   -1.2452   -1.9416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2760    0.1374   -2.7956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5623   -1.0867   -1.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4167   -1.4103   -0.2803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4327    1.0989    0.1387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4820    1.3018   -1.3412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0844    1.3336    0.7231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6098   -0.3190    1.1090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2001    0.4226   -1.5586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7188   -1.1858   -1.0027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0655   -1.2291    0.7745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3343   -0.8172   -0.7860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1374    1.2159    1.3190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1268    2.3052   -0.6956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6915    1.4920   -1.3583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5695    2.6612    0.0727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7570    1.2494    1.9244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5357   -0.3226    2.1692 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2737    0.2675   -0.2409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5184   -1.2772    0.1808 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6150   -1.2882    2.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3814    0.3305    1.9250 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4821   -0.7445   -0.0463 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6887   -2.3303    0.4283 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7936   -2.3173    2.5588 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0253   -2.2766    1.2369 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0547    0.0763    3.0260 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6743   -0.6917    3.0119 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5336    0.8100    0.6237 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7917    1.4027    1.8239 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2390   -0.5387    1.1621 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0122   -1.0626   -0.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4341    1.5907    0.0254 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1569    1.0614   -1.1865 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8272   -0.2982   -0.5186 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6054   -0.9572   -1.6835 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6456    0.1678   -2.7633 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 21  1  0
 19 20  2  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  1
  8 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  0
 11 44  1  0
 12 45  1  0
 12 46  1  0
 13 47  1  0
 13 48  1  0
 14 49  1  0
 14 50  1  0
 15 51  1  0
 15 52  1  0
 16 53  1  0
 16 54  1  0
 17 55  1  0
 17 56  1  0
 18 57  1  0
 18 58  1  0
 21 59  1  0
M  END


  Mrv1652309062208402D          

 21 20  0  0  0  0            999 V2000
    9.1855    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9000    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6145    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3289    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0434    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7579    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4724    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4724    6.9533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1868    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9013    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6158    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3302    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0447    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7592    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4737    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1881    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9026    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6171    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3315    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0460    6.1283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3315    4.8908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0227367

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCC(C)CCCCCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H38O2/c1-3-4-5-12-15-18(2)16-13-10-8-6-7-9-11-14-17-19(20)21/h18H,3-17H2,1-2H3,(H,20,21)

> <INCHI_KEY>
MEBDGIUGSQZVMA-UHFFFAOYSA-N

> <FORMULA>
C19H38O2

> <MOLECULAR_WEIGHT>
298.511

> <EXACT_MASS>
298.287180464

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
40.19509349099503

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
12-methyloctadecanoic acid

> <JCHEM_LOGP>
7.432739204

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.952019655228562

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
90.8342

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
12-methyloctadecanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0      17.146  11.439   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      18.480  10.669   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      19.814  11.439   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      21.147  10.669   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      22.481  11.439   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      23.815  10.669   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      25.148  11.439   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      25.148  12.979   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      26.482  10.669   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      27.816  11.439   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      29.149  10.669   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      30.483  11.439   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      31.817  10.669   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      33.150  11.439   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      34.484  10.669   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      35.818  11.439   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      37.152  10.669   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      38.485  11.439   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      39.819  10.669   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      41.153  11.439   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      39.819   9.129   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   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   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   40    0
END

View in JSmol

Synonyms

Value	Source
12-Methyl-octadecanoic acid	ChEBI
12-Methylstearic acid	ChEBI
12-Methyl-octadecanoate	Generator
12-Methylstearate	Generator
12-Methyloctadecanoate	Generator

Chemical Formula

C₁₉H₃₈O₂

Average Mass

298.5110 Da

Monoisotopic Mass

298.28718 Da

IUPAC Name

12-methyloctadecanoic acid

Traditional Name

12-methyloctadecanoic acid

CAS Registry Number

Not Available

SMILES

CCCCCCC(C)CCCCCCCCCCC(O)=O

InChI Identifier

InChI=1S/C19H38O2/c1-3-4-5-12-15-18(2)16-13-10-8-6-7-9-11-14-17-19(20)21/h18H,3-17H2,1-2H3,(H,20,21)

InChI Key

MEBDGIUGSQZVMA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Agelas conifera	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Long-chain fatty acids

Alternative Parents

Substituents

Long-chain fatty acid
Methyl-branched fatty acid
Branched fatty acid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

long-chain fatty acid (CHEBI:85058 )
branched-chain saturated fatty acid (CHEBI:85058 )
methyl-branched fatty acid (CHEBI:85058 )
Branched fatty acids (LMFA01020211 )

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	7.43	ChemAxon
pKa (Strongest Acidic)	4.95	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	90.83 m³·mol⁻¹	ChemAxon
Polarizability	40.2 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0340370

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

321291

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

361942

PDB ID

Not Available

ChEBI ID

85058

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 12-methyloctadecanoic acid (NP0227367)

MOL for NP0227367 (12-methyloctadecanoic acid)

3D MOL for NP0227367 (12-methyloctadecanoic acid)

3D SDF for NP0227367 (12-methyloctadecanoic acid)

3D-SDF for NP0227367 (12-methyloctadecanoic acid)

PDB for NP0227367 (12-methyloctadecanoic acid)

3D PDB for NP0227367 (12-methyloctadecanoic acid)

SMILES for NP0227367 (12-methyloctadecanoic acid)

INCHI for NP0227367 (12-methyloctadecanoic acid)

Structure for NP0227367 (12-methyloctadecanoic acid)

3D Structure for NP0227367 (12-methyloctadecanoic acid)