NP-MRD: Showing NP-Card for 13-Methyltetradecanoic acid (NP0083691)

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Record Information

Version

2.0

Created at

2022-04-29 04:39:02 UTC

Updated at

2022-04-29 04:39:02 UTC

NP-MRD ID

NP0083691

Secondary Accession Numbers

None

Natural Product Identification

Common Name

13-Methyltetradecanoic acid

Description

13-Methylmyristic acid, also known as iso-C15 or 13-methyl-tetradecansaeure, 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. 13-Methylmyristic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 13-Methyltetradecanoic acid is found in Agelas conifera, Amphimedon compressa, Callyspongia fallax, Erylus formosus, Medicago sativa, Myrmekioderma rea, Paeonia lactiflora, Pinus sibirica, Streptomyces indicus and Streptomyces manipurensis. 13-Methyltetradecanoic acid was first documented in 1954 (PMID: 13172183). A branched-chain saturated fatty acid comprising tetradecanoic (myristic) acid substituted at position 13 by a methyl group (PMID: 7432103).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 47 46  0  0  0  0  0  0  0  0999 V2000
   -4.9999   -1.8296   -0.8901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2825   -0.3724   -1.0500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7761   -0.1672   -0.9069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6070    0.5016   -0.0370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0945    0.3823   -0.0792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5437    1.3021    0.9776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0400    1.2793    1.0423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5073   -0.0826    1.3522 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9983   -0.0931    1.4143 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6466    0.3266    0.1381 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1637    0.2605    0.3710 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8842    0.6708   -0.8747 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3674    0.6489   -0.7567 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8624   -0.7266   -0.4258 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3476   -0.7366   -0.3175 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0595    0.2834   -0.4859 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9785   -1.9258   -0.0169 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7103   -2.2239   -1.9081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9305   -2.4185   -0.6383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2679   -2.0854   -0.1250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0258    0.0019   -2.0815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1576   -0.8749   -0.1149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3312   -0.3606   -1.8381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0012    0.8525   -0.4785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8792    1.5490   -0.2601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9829    0.2836    0.9828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6815    0.6976   -1.0434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8495   -0.6578    0.2076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8808    2.3279    0.7214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0086    1.0637    1.9557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6079    1.7004    0.1132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7499    1.9607    1.8817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9001   -0.3796    2.3464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8002   -0.8179    0.5629 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3953   -1.0874    1.7022 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3183    0.6044    2.2338 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4283   -0.3753   -0.6791 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4186    1.3429   -0.1803 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4770    0.9298    1.1901 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4478   -0.8011    0.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5289    1.7068   -1.1269 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6039    0.0439   -1.7531 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7556    1.4165   -0.0498 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7915    0.9202   -1.7484 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5358   -1.4162   -1.2269 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4530   -1.0107    0.5764 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1540   -2.6140   -0.7400 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  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 17  1  0
 15 16  2  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 17 47  1  0
M  END


  Mrv1652309272007462D          

 17 16  0  0  0  0            999 V2000
10010.855710007.8145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10011.571410007.4029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10012.287010007.8145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10013.000710007.4029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10012.287010008.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10010.142010007.4029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10009.426310007.8145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10008.712710007.4029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10007.997010007.8145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10007.282110007.4029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.567110007.8145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.852110007.4029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.137210007.8145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.422310007.4029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.707510007.8145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.992410007.4029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.707510008.6402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  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
 15 17  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0083691

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)CCCCCCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H30O2/c1-14(2)12-10-8-6-4-3-5-7-9-11-13-15(16)17/h14H,3-13H2,1-2H3,(H,16,17)

> <INCHI_KEY>
ZOCYQVNGROEVLU-UHFFFAOYSA-N

> <FORMULA>
C15H30O2

> <MOLECULAR_WEIGHT>
242.3975

> <EXACT_MASS>
242.224580204

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
31.95831712464826

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
13-methyltetradecanoic acid

> <ALOGPS_LOGP>
6.51

> <JCHEM_LOGP>
5.6544645440000005

> <ALOGPS_LOGS>
-5.62

> <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>
72.43019999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.81e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
13-methyltetradecanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0    8686.9318681.254   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8688.2678680.485   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8689.6028681.254   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8690.9358680.485   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8689.6028682.795   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8685.5988680.485   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8684.2628681.254   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8682.9308680.485   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8681.5948681.254   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8680.2608680.485   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8678.9258681.254   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8677.5918680.485   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8676.2568681.254   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8674.9228680.485   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8673.5878681.254   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0    8672.2528680.485   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0    8673.5878682.795   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    1    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   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   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   32    0
END

View in JSmol

Synonyms

Value	Source
13-Methyl tetradecanoic acid	ChEBI
13-Methyl-tetradecansaeure	ChEBI
13-MTD	ChEBI
15:0 Iso	ChEBI
I-15:0	ChEBI
I-C15:0	ChEBI
Iso-C15	ChEBI
Iso-C15:0	ChEBI
Isopentadecylic acid	ChEBI
13-Methyl tetradecanoate	Generator
Isopentadecylate	Generator
13-Methylmyristate	Generator
13-Methylmyristic acid	ChEBI
Isopentadecanoate	Generator
Isopentadecanoic acid	PhytoBank
Subtilopentadecanoic acid	PhytoBank
FA(i-15:0)	PhytoBank

Chemical Formula

C₁₅H₃₀O₂

Average Mass

242.3975 Da

Monoisotopic Mass

242.22458 Da

IUPAC Name

13-methyltetradecanoic acid

Traditional Name

13-methyltetradecanoic acid

CAS Registry Number

Not Available

SMILES

CC(C)CCCCCCCCCCCC(O)=O

InChI Identifier

InChI=1S/C15H30O2/c1-14(2)12-10-8-6-4-3-5-7-9-11-13-15(16)17/h14H,3-13H2,1-2H3,(H,16,17)

InChI Key

ZOCYQVNGROEVLU-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

Species Name	Source	Reference
Agelas conifera	LOTUS Database	35616633
Amphimedon compressa	LOTUS Database	35616633
Callyspongia fallax	LOTUS Database	35616633
Erylus formosus	LOTUS Database	35616633
Medicago sativa	LOTUS Database	35616633
Myrmekioderma rea	LOTUS Database	35616633
Paeonia lactiflora	LOTUS Database	35616633
Pinus sibirica	Plant	KNApSAcK
Streptomyces indicus	LOTUS Database	35616633
Streptomyces manipurensis	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
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:39250 )
branched-chain saturated fatty acid (CHEBI:39250 )
methyl-branched fatty acid (CHEBI:39250 )
Branched fatty acids (LMFA01020009 )

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	6.51	ALOGPS
logP	5.65	ChemAxon
logS	-5.6	ALOGPS
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	12	ChemAxon
Refractivity	72.43 m³·mol⁻¹	ChemAxon
Polarizability	31.96 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

HMDB0061707

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

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

151014

PDB ID

Not Available

ChEBI ID

39250

Good Scents ID

Not Available

References

General References

HANSEN RP, SHORLAND FB, COOKE NJ: The branched-chain fatty acids of butterfat. IV. The isolation of (+)-12-methyltetradecanoic acid and of 13-methyltetradecanoic acid. Biochem J. 1954 Jun;57(2):297-301. doi: 10.1042/bj0570297. [PubMed:13172183 ]
Klein RA, Halliday D, Pittet PG: The use of 13-methyltetradecanoic acid as an indicator of adipose tissue turnover. Lipids. 1980 Aug;15(8):572-9. doi: 10.1007/BF02534181. [PubMed:7432103 ]

Showing NP-Card for 13-Methyltetradecanoic acid (NP0083691)

MOL for NP0083691 (13-Methyltetradecanoic acid)

3D MOL for NP0083691 (13-Methyltetradecanoic acid)

3D SDF for NP0083691 (13-Methyltetradecanoic acid)

3D-SDF for NP0083691 (13-Methyltetradecanoic acid)

PDB for NP0083691 (13-Methyltetradecanoic acid)

3D PDB for NP0083691 (13-Methyltetradecanoic acid)

SMILES for NP0083691 (13-Methyltetradecanoic acid)

INCHI for NP0083691 (13-Methyltetradecanoic acid)

Structure for NP0083691 (13-Methyltetradecanoic acid)

3D Structure for NP0083691 (13-Methyltetradecanoic acid)