NP-MRD: Showing NP-Card for 14-hydroxymyristic acid (NP0189808)

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Record Information

Version

2.0

Created at

2022-09-04 06:21:36 UTC

Updated at

2022-09-04 06:21:37 UTC

NP-MRD ID

NP0189808

Secondary Accession Numbers

None

Natural Product Identification

Common Name

14-hydroxymyristic acid

Description

14-Hydroxymyristic acid, also known as omega-hydroxymyristate or omega-hydroxytetradecanoate, 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. 14-Hydroxymyristic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 14-hydroxymyristic acid is found in Pinus radiata. An omega-hydroxy-long-chain fatty acid that is myristic (tetradecanoic) acid substituted at position 14 by a hydroxy group.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 45 44  0  0  0  0  0  0  0  0999 V2000
    6.4161    1.1347    0.2741 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2980   -0.1177    0.2010 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4532   -0.7886   -0.2313 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0929   -0.8854    0.5225 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0811   -0.8834   -0.5793 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5850    0.4746   -0.9457 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9090    1.1980    0.1924 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7089    0.4474    0.7133 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6543    0.2308   -0.3202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4928   -0.5306    0.3157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6054   -0.8049   -0.6380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2474    0.3943   -1.2379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8779    1.3326   -0.2706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9745    0.7114    0.5536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1038    0.1784   -0.2944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1355   -0.4146    0.6667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2250   -0.9373   -0.0180 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5496   -1.7581    0.0331 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3938   -1.9522    0.6854 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6318   -0.5764    1.4870 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2262   -1.5453   -0.3609 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5955   -1.2879   -1.5013 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4563    1.0960   -1.2516 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9390    0.3953   -1.8420 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6598    2.2097   -0.1279 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6403    1.2666    1.0239 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2634    1.0901    1.5166 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0271   -0.5158    1.1322 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0117   -0.2426   -1.2433 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2429    1.2293   -0.6077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7884   -0.0546    1.2509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0564   -1.5368    0.5899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4061   -1.3369   -0.0467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2750   -1.5295   -1.3928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5307    0.9974   -1.8585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0298    0.0573   -1.9483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3133    2.1785   -0.8517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1589    1.8005    0.4363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4179    1.5451    1.1659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6138   -0.0421    1.2522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8098   -0.6149   -0.9848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6325    0.9962   -0.8380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4808    0.4333    1.2945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6744   -1.2022    1.2947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9858   -1.8400   -0.3790 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 16  1  0
 16 15  1  0
 15 14  1  0
 14 13  1  0
 13 12  1  0
 12 11  1  0
 11 10  1  0
 10  9  1  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  3  1  0
  2  1  2  0
 17 45  1  0
 16 43  1  0
 16 44  1  0
 15 41  1  0
 15 42  1  0
 14 39  1  0
 14 40  1  0
 13 37  1  0
 13 38  1  0
 12 35  1  0
 12 36  1  0
 11 33  1  0
 11 34  1  0
 10 31  1  0
 10 32  1  0
  9 29  1  0
  9 30  1  0
  8 27  1  0
  8 28  1  0
  7 25  1  0
  7 26  1  0
  6 23  1  0
  6 24  1  0
  5 21  1  0
  5 22  1  0
  4 19  1  0
  4 20  1  0
  3 18  1  0
M  END


  Mrv1652310091719282D          

 17 16  0  0  0  0            999 V2000
    5.1118   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8263    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5408   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2552    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9697   -0.0000    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
    8.6842    0.4125    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
    9.3987   -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
   10.1131    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    0.0000    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
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  2  0  0  0  0
 17 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0189808

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCCCCCCCCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H28O3/c15-13-11-9-7-5-3-1-2-4-6-8-10-12-14(16)17/h15H,1-13H2,(H,16,17)

> <INCHI_KEY>
JOSXCARTDOQGLV-UHFFFAOYSA-N

> <FORMULA>
C14H28O3

> <MOLECULAR_WEIGHT>
244.375

> <EXACT_MASS>
244.203844762

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
31.127206094779837

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
14-hydroxytetradecanoic acid

> <ALOGPS_LOGP>
4.62

> <JCHEM_LOGP>
3.9307668309999992

> <ALOGPS_LOGS>
-4.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
16.84394282199214

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.952019704603348

> <JCHEM_PKA_STRONGEST_BASIC>
-1.9922594590354228

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
69.8103

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.36e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ω-hydroxy myristic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-OCT-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-OCT-17         0                                  
HETATM    1  C   UNK     0       9.542  -0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.208   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.876   0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.875  -0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.209  -0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.541   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.543   0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.207  -0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.877  -0.000   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      16.210   0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      17.544  -0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.206   0.770   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      18.878   0.770   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -1.127   0.000   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    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   10                                                       
CONECT    9    7   11                                                       
CONECT   10    8   12                                                       
CONECT   11    9   13                                                       
CONECT   12   10   14                                                       
CONECT   13   11   15                                                       
CONECT   14   12   16   17                                                  
CONECT   15   13                                                            
CONECT   16   14                                                            
CONECT   17   14                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   32    0
END

View in JSmol

Synonyms

Value	Source
Omega-hydroxymyristic acid	ChEBI
Omega-hydroxytetradecanoic acid	ChEBI
Omega-hydroxymyristate	Generator
Omega-hydroxytetradecanoate	Generator
14-Hydroxymyristate	Generator
Omega-hydroxy myristate	Generator
14-Hydroxytetradecanoate	Generator

Chemical Formula

C₁₄H₂₈O₃

Average Mass

244.3750 Da

Monoisotopic Mass

244.20384 Da

IUPAC Name

14-hydroxytetradecanoic acid

Traditional Name

ω-hydroxy myristic acid

CAS Registry Number

Not Available

SMILES

OCCCCCCCCCCCCCC(O)=O

InChI Identifier

InChI=1S/C14H28O3/c15-13-11-9-7-5-3-1-2-4-6-8-10-12-14(16)17/h15H,1-13H2,(H,16,17)

InChI Key

JOSXCARTDOQGLV-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
Pinus radiata	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
Hydroxy fatty acid
Straight chain fatty acid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

long-chain fatty acid (CHEBI:77168 )
omega-hydroxy fatty acid (CHEBI:77168 )
Hydroxy fatty acids (LMFA01050044 )

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	4.62	ALOGPS
logP	3.93	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	4.95	ChemAxon
pKa (Strongest Basic)	-2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	69.81 m³·mol⁻¹	ChemAxon
Polarizability	31.13 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0171057

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

3084276

PDB ID

Not Available

ChEBI ID

77168

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 14-hydroxymyristic acid (NP0189808)

MOL for NP0189808 (14-hydroxymyristic acid)

3D MOL for NP0189808 (14-hydroxymyristic acid)

3D SDF for NP0189808 (14-hydroxymyristic acid)

3D-SDF for NP0189808 (14-hydroxymyristic acid)

PDB for NP0189808 (14-hydroxymyristic acid)

3D PDB for NP0189808 (14-hydroxymyristic acid)

SMILES for NP0189808 (14-hydroxymyristic acid)

INCHI for NP0189808 (14-hydroxymyristic acid)

Structure for NP0189808 (14-hydroxymyristic acid)

3D Structure for NP0189808 (14-hydroxymyristic acid)