NP-MRD: Showing NP-Card for 3-methylpentadecanoic acid (NP0235963)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-06 18:44:47 UTC

Updated at

2022-09-06 18:44:47 UTC

NP-MRD ID

NP0235963

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-methylpentadecanoic acid

Description

3-Methylpentadecanoic acid 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, 3-methylpentadecanoic acid is involved in the acylcarnitine 3-methylpentadecanoylcarnitine pathway. 3-Methylpentadecanoic 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. 3-methylpentadecanoic acid is found in Callyspongia fallax and Erylus formosus. 3-methylpentadecanoic acid was first documented in 2003 (PMID: 12647201). Based on a literature review a small amount of articles have been published on 3-methylpentadecanoic acid (PMID: 36056644) (PMID: 17294572).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 50 49  0  0  0  0  0  0  0  0999 V2000
   -6.2074    0.8427   -2.3880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3597    0.6260   -1.1340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6330   -0.7949   -0.6827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8541   -1.1389    0.5524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3649   -1.0331    0.3713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7102   -1.4042    1.6823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2078   -1.3323    1.6157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6957    0.0380    1.2727 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8155   -0.0351    1.2403 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3930    1.3225    0.8982 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8815    1.3271    0.8483 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4476    0.3751   -0.1807 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9328    0.4684   -0.1370 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3626    1.8739   -0.4490 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6422   -0.5589   -0.9668 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3240   -0.5097   -2.3899 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5325    0.3008   -2.9280 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9383   -1.4277   -3.2324 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8476    1.7903   -2.8410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9822    0.0118   -3.0755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2772    0.8938   -2.1193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6467    1.3466   -0.3572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2980    0.7582   -1.3638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7075   -0.8410   -0.4196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4242   -1.5208   -1.4842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2277   -0.5062    1.3827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0805   -2.1838    0.8316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1179    0.0234    0.1287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0692   -1.7062   -0.4508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0928   -0.7747    2.4867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9761   -2.4592    1.8994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7719   -2.0485    0.9189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8271   -1.5821    2.6275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0217    0.3295    0.2501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0219    0.7917    2.0098 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0676   -0.7123    0.3798 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2361   -0.4427    2.1718 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0817    2.0074    1.7163 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9455    1.7331   -0.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2086    2.3746    0.6683 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2644    1.0833    1.8793 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0061    0.6300   -1.1520 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0884   -0.6463    0.1160 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2417    0.2773    0.9322 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3978    2.4973    0.4627 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6530    2.2882   -1.1889 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3707    1.8663   -0.8971 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7420   -0.3476   -0.8628 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5058   -1.5788   -0.5550 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3437   -2.2920   -2.9343 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
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 18  1  0
 16 17  2  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  1
 14 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 18 50  1  0
M  END


  Mrv1652309062220442D          

 18 17  0  0  0  0            999 V2000
    5.9961    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7105    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4250    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1395    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8539    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5684    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2829    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9974    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7118    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4263    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1408    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8552    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5697    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5697    3.4618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2842    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9987    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7131    4.6993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9987    3.4618    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
  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
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0235963

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C16H32O2/c1-3-4-5-6-7-8-9-10-11-12-13-15(2)14-16(17)18/h15H,3-14H2,1-2H3,(H,17,18)

> <INCHI_KEY>
RCLBZEBFPBWRIH-UHFFFAOYSA-N

> <FORMULA>
C16H32O2

> <MOLECULAR_WEIGHT>
256.43

> <EXACT_MASS>
256.24023027

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
33.79869831123188

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-methylpentadecanoic acid

> <JCHEM_LOGP>
6.099033209

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.998375207124867

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
77.03119999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
3-methylpentadecanoic 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      11.193   8.002   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.526   8.772   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.860   8.002   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      15.194   8.772   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      16.527   8.002   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      17.861   8.772   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      19.195   8.002   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      20.528   8.772   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      21.862   8.002   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      23.196   8.772   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      24.529   8.002   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      25.863   8.772   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      27.197   8.002   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      27.197   6.462   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      28.530   8.772   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      29.864   8.002   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      31.198   8.772   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      29.864   6.462   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                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   34    0
END

View in JSmol

Synonyms

Value	Source
3-Methylpentadecanoate	Generator

Chemical Formula

C₁₆H₃₂O₂

Average Mass

256.4300 Da

Monoisotopic Mass

256.24023 Da

IUPAC Name

3-methylpentadecanoic acid

Traditional Name

3-methylpentadecanoic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCC(C)CC(O)=O

InChI Identifier

InChI=1S/C16H32O2/c1-3-4-5-6-7-8-9-10-11-12-13-15(2)14-16(17)18/h15H,3-14H2,1-2H3,(H,17,18)

InChI Key

RCLBZEBFPBWRIH-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
Callyspongia fallax	LOTUS Database	35616633
Erylus formosus	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

Branched fatty acids (LMFA01020164 )

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	6.1	ChemAxon
pKa (Strongest Acidic)	5	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	13	ChemAxon
Refractivity	77.03 m³·mol⁻¹	ChemAxon
Polarizability	33.8 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

HMDB0340336

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00050632

Chemspider ID

4445820

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5282693

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Swamy MMM, Zubir MZM, Mutmainah, Tsuboi S, Murai Y, Monde K, Hirano KI, Jin T: A near-infrared fluorescent long-chain fatty acid toward optical imaging of cardiac metabolism in living mice. Analyst. 2022 Sep 26;147(19):4206-4212. doi: 10.1039/d2an00999d. [PubMed:36056644 ]
Thet-Thet-Lwin, Takeda T, Wu J, Sunaguchi N, Murakami T, Mouri S, Nasukawa S, Huo Q, Yuasa T, Hyodo K: Preliminary quantitative analysis of myocardial fatty acid metabolism from fluorescent X-ray computed tomography imaging. J Synchrotron Radiat. 2007 Jan;14(Pt 1):158-62. doi: 10.1107/s090904950604684x. [PubMed:17294572 ]
Teraguchi M, Ohkohchi H, Ikemoto Y, Higashino H, Kobayashi Y: CD36 deficiency and absent myocardial iodine-123-(R,S)-15-(p-iodophenyl)-3-methylpentadecanoic acid uptake in a girl with cardiomyopathy. Eur J Pediatr. 2003 Apr;162(4):264-6. doi: 10.1007/s00431-002-1118-2. Epub 2003 Feb 12. [PubMed:12647201 ]
LOTUS database [Link]

Showing NP-Card for 3-methylpentadecanoic acid (NP0235963)

MOL for NP0235963 (3-methylpentadecanoic acid)

3D MOL for NP0235963 (3-methylpentadecanoic acid)

3D SDF for NP0235963 (3-methylpentadecanoic acid)

3D-SDF for NP0235963 (3-methylpentadecanoic acid)

PDB for NP0235963 (3-methylpentadecanoic acid)

3D PDB for NP0235963 (3-methylpentadecanoic acid)

SMILES for NP0235963 (3-methylpentadecanoic acid)

INCHI for NP0235963 (3-methylpentadecanoic acid)

Structure for NP0235963 (3-methylpentadecanoic acid)

3D Structure for NP0235963 (3-methylpentadecanoic acid)