NP-MRD: Showing NP-Card for 14,15-Epoxy-5,8,11-eicosatrienoic acid (NP0087169)

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Record Information

Version

2.0

Created at

2022-05-11 16:42:03 UTC

Updated at

2022-05-11 16:42:03 UTC

NP-MRD ID

NP0087169

Secondary Accession Numbers

None

Natural Product Identification

Common Name

14,15-Epoxy-5,8,11-eicosatrienoic acid

Description

14,15-Epoxy-5,8,11-eicosatrienoic 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. Blockade of EET formation is associated with salt-sensitive hypertension. 14,15-Epoxy-5,8,11-eicosatrienoic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). 14,15-Epoxy-5,8,11-eicosatrienoic acid can be converted into 14,15-dihetre; which is catalyzed by the enzyme epoxide hydratase 2. The P450 eicosanoids epoxyeicosatrienoic acids (EETs) are endogenous lipid mediators produced by P450 epoxygenases and metabolized through multiple pathways including soluble epoxide hydrolase (sEH). In humans, 14,15-epoxy-5,8,11-eicosatrienoic acid is involved in mefenamic acid action pathway. These hydration products are more stable and less biologically active than EETs. Upon hydration by soluble epoxide hydrolase (sEH), EET are metabolized to dihydroxyeicosatrienoic acids (DHET). The cytochrome P-450 (P450) monooxygenase pathway includes enzymes of the CYP1A, CYP2B, CYP2C, CYP2E, and CYP2J subfamilies that catalyze the formation of four regioisomeric products, 5,6-, 8,9-, 11,12-, and 14,15-epoxyeicosatrienoic acid. EETs have vasodilator and natriuretic effect. EETs are produced in brain and perform important biological functions, including protection from ischemic injury. EETs may be involved in the development of hypertension and endothelial dysfunction in DOCA-salt rats, but not in excessive collagen deposition or electrophysiological abnormalities. Both light flashes and direct glial stimulation produce vasodilatation mediated by EETs. 14,15-Epoxy-5,8,11-eicosatrienoic acid is an epoxyeicosatrienoic acid (EET), a metabolite of arachidonic acid. 14,15-Epoxy-5,8,11-eicosatrienoic acid is found in Mus musculus. Four regioisomeric cis-EET are primary products of arachidonic acid metabolism by cytochrome P450 epoxygenases.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 55 55  0  0  0  0  0  0  0  0999 V2000
    5.9057    2.4252   -1.6058 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1978    1.4639   -2.5436 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5308    0.3786   -1.6889 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5532    1.1357   -0.7817 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8135    0.1776    0.1300 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7700   -0.5734    1.0021 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5818    0.2432    1.8781 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7023   -0.7410    2.4036 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5960   -0.3256    3.3056 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3510   -1.0268    2.9057 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7516   -1.8161    3.7848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5070   -2.5528    3.4461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8539   -2.2051    2.0449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9991   -1.6197    1.7585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3029   -1.2894    0.3310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5466   -2.0357    0.0020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6450   -1.4532   -0.3812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9139   -0.0295   -0.5706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3227    0.2872   -2.0124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5855    1.7929   -2.1257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9831    2.1177   -3.5181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0558    1.2027   -4.3831 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2746    3.4054   -3.8811 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3675    3.3827   -1.4914 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8934    2.6537   -2.0988 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1405    1.9646   -0.6255 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4206    2.0567   -3.0646 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8951    0.9684   -3.2198 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9398   -0.3103   -2.2923 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2869   -0.1238   -1.0537 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8131    1.6811   -1.3900 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1410    1.8777   -0.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1949   -0.4712   -0.5040 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1409    0.8257    0.7452 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4288   -1.2674    0.4004 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3262   -1.5755    2.8543 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8552   -0.5679    4.3788 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4170    0.7724    3.3148 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9708   -0.8738    1.9104 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1627   -1.9486    4.7805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2775   -3.6277    3.5748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3043   -2.2162    4.1353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1638   -2.4324    1.2466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6995   -1.3839    2.5266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4548   -1.6398   -0.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3808   -0.2040    0.2680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4626   -3.1385    0.1103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4956   -2.1421   -0.5929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0621    0.6287   -0.3447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7754    0.2308    0.1137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2478   -0.2254   -2.3032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5207    0.0146   -2.7161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6571    2.3550   -1.8590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4297    2.0775   -1.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2263    3.6974   -4.0850 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  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 23  1  0
 21 22  2  0
  8  6  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  6
  8 36  1  6
  9 37  1  0
  9 38  1  0
 10 39  1  0
 11 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 14 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 23 55  1  0
M  END


  Mrv1652305221921042D          

 23 23  0  0  0  0            999 V2000
   -3.8151    3.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1006    4.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3862    3.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1546    2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8691    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1546    3.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5836    2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4401    4.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2980    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7257    3.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0125    2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6717    4.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0112    4.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7270    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9572    3.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2967    3.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4414    2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2427    4.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5823    4.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1559    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8704    2.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1559    1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1698    4.9204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  5  4  1  0  0  0  0
  6  4  2  0  0  0  0
  7  5  1  0  0  0  0
  6  8  1  4  0  0  0
  9  7  2  0  0  0  0
 10  8  1  0  0  0  0
  9 11  1  4  0  0  0
 12  3  1  0  0  0  0
 13 10  2  0  0  0  0
 14 11  1  0  0  0  0
 15 12  1  0  0  0  0
 13 16  1  4  0  0  0
 17 14  1  0  0  0  0
 18 15  1  0  0  0  0
 19 16  1  0  0  0  0
 19 18  1  0  0  0  0
 20 17  1  0  0  0  0
 21 20  2  0  0  0  0
 22 20  1  0  0  0  0
 23 18  1  0  0  0  0
 23 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0087169

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCC1OC1CC=CCC=CCC=CCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H32O3/c1-2-3-12-15-18-19(23-18)16-13-10-8-6-4-5-7-9-11-14-17-20(21)22/h4,6-7,9-10,13,18-19H,2-3,5,8,11-12,14-17H2,1H3,(H,21,22)

> <INCHI_KEY>
JBSCUHKPLGKXKH-UHFFFAOYSA-N

> <FORMULA>
C20H32O3

> <MOLECULAR_WEIGHT>
320.4663

> <EXACT_MASS>
320.23514489

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
38.65806414832904

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
13-(3-pentyloxiran-2-yl)trideca-5,8,11-trienoic acid

> <ALOGPS_LOGP>
6.23

> <JCHEM_LOGP>
5.649173906

> <ALOGPS_LOGS>
-6.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.819771840932639

> <JCHEM_PKA_STRONGEST_BASIC>
-4.204825775212357

> <JCHEM_POLAR_SURFACE_AREA>
49.83

> <JCHEM_REFRACTIVITY>
98.35829999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.19e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
13-(3-pentyloxiran-2-yl)trideca-5,8,11-trienoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 22-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-MAY-19         0                                  
HETATM    1  C   UNK     0      -7.122   7.081   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.788   7.851   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.454   7.081   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.755   5.541   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.089   4.771   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.755   7.081   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.423   5.541   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.422   7.851   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.756   4.771   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.088   7.081   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.090   5.541   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.120   7.851   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.754   7.851   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.424   4.771   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.787   7.081   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.421   7.081   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      15.757   5.541   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.453   7.851   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.087   7.851   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      17.091   4.771   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      18.425   5.541   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      17.091   3.231   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       0.317   9.185   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2   12                                                       
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   10                                                       
CONECT    9    7   11                                                       
CONECT   10    8   13                                                       
CONECT   11    9   14                                                       
CONECT   12    3   15                                                       
CONECT   13   10   16                                                       
CONECT   14   11   17                                                       
CONECT   15   12   18                                                       
CONECT   16   13   19                                                       
CONECT   17   14   20                                                       
CONECT   18   15   19   23                                                  
CONECT   19   16   18   23                                                  
CONECT   20   17   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   18   19                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   46    0
END

View in JSmol

Synonyms

Value	Source
14,15-Epoxy-5,8,11-eicosatrienoate	Generator
14,15-Epoxy-5,8,11-eicosatrienoic acid, (2alpha(5Z,8Z,11Z),3alpha)-isomer	MeSH
14,15-EET	MeSH
14,15-Epoxyeicosatrienoic acid	MeSH
14,15-oxido-5,8,11-Eicosatrienoic acid	MeSH
14,15-Epoxy-5,8,11-eicosatrienoic acid	MeSH

Chemical Formula

C₂₀H₃₂O₃

Average Mass

320.4663 Da

Monoisotopic Mass

320.23514 Da

IUPAC Name

13-(3-pentyloxiran-2-yl)trideca-5,8,11-trienoic acid

Traditional Name

13-(3-pentyloxiran-2-yl)trideca-5,8,11-trienoic acid

CAS Registry Number

Not Available

SMILES

CCCCCC1OC1CC=CCC=CCC=CCCCC(O)=O

InChI Identifier

InChI=1S/C20H32O3/c1-2-3-12-15-18-19(23-18)16-13-10-8-6-4-5-7-9-11-14-17-20(21)22/h4,6-7,9-10,13,18-19H,2-3,5,8,11-12,14-17H2,1H3,(H,21,22)

InChI Key

JBSCUHKPLGKXKH-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
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Mus musculus	LOTUS Database	35616633
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

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
Epoxy fatty acid
Heterocyclic fatty acid
Unsaturated fatty acid
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Oxirane
Ether
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Oxacycle
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Organic oxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	6.23	ALOGPS
logP	5.65	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	4.82	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	49.83 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	98.36 m³·mol⁻¹	ChemAxon
Polarizability	38.66 Å³	ChemAxon
Number of Rings	1	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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB023356

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

1431

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 14,15-Epoxy-5,8,11-eicosatrienoic acid (NP0087169)

MOL for NP0087169 (14,15-Epoxy-5,8,11-eicosatrienoic acid)

3D MOL for NP0087169 (14,15-Epoxy-5,8,11-eicosatrienoic acid)

3D SDF for NP0087169 (14,15-Epoxy-5,8,11-eicosatrienoic acid)

3D-SDF for NP0087169 (14,15-Epoxy-5,8,11-eicosatrienoic acid)

PDB for NP0087169 (14,15-Epoxy-5,8,11-eicosatrienoic acid)

3D PDB for NP0087169 (14,15-Epoxy-5,8,11-eicosatrienoic acid)

SMILES for NP0087169 (14,15-Epoxy-5,8,11-eicosatrienoic acid)

INCHI for NP0087169 (14,15-Epoxy-5,8,11-eicosatrienoic acid)

Structure for NP0087169 (14,15-Epoxy-5,8,11-eicosatrienoic acid)

3D Structure for NP0087169 (14,15-Epoxy-5,8,11-eicosatrienoic acid)