NP-MRD: Showing NP-Card for (5z,8z,11z)-13-(3-pentyloxiran-2-yl)trideca-5,8,11-trienoic acid (NP0174508)

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Record Information

Version

2.0

Created at

2022-09-03 11:46:26 UTC

Updated at

2022-09-03 11:46:26 UTC

NP-MRD ID

NP0174508

Secondary Accession Numbers

None

Natural Product Identification

Common Name

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

Description

14,15-Epoxy-5,8,11-eicosatrienoic acid, also known as (+/-)14,15-epetre or 14(15)-epetre, 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. An EET obtained by formal epoxidation of the 14,15-double bond of arachidonic acid. 14,15-Epoxy-5,8,11-eicosatrienoic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 14,15-Epoxy-5,8,11-eicosatrienoic acid can be converted into 14,15-dihetre; which is mediated by the enzyme epoxide hydratase 2. (5z,8z,11z)-13-(3-pentyloxiran-2-yl)trideca-5,8,11-trienoic acid is found in Mus musculus. (5z,8z,11z)-13-(3-pentyloxiran-2-yl)trideca-5,8,11-trienoic acid was first documented in 2009 (PMID: 19653681). In humans, 14,15-epoxy-5,8,11-eicosatrienoic acid is involved in mefenamic acid action pathway.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 55 55  0  0  0  0  0  0  0  0999 V2000
   -7.4355   -2.1236   -0.8529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4339   -0.6908   -0.3896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2054   -0.4487    0.4855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0034   -0.7376   -0.3608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7015   -0.5404    0.3725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5036    0.8348    0.8712 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2045    0.9285    1.5726 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4990    1.8073    0.5171 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5645    1.8694   -0.6341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5887    0.8110   -0.7977 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7264    0.9966   -0.7779 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3780    2.2741   -0.5913 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2438    2.4322    0.5669 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4733    1.5709    1.4996 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0120    0.2419    1.7571 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9012   -0.9149    1.7523 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1546   -1.0715    1.4964 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0760   -0.0207    1.1054 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7152   -0.3052   -0.2612 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4846   -1.5811   -0.2628 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0563   -1.7587   -1.6234 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3234   -2.1864   -2.5592 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3837   -1.4640   -1.8911 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0367   -2.7659   -0.0553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4501   -2.4315   -1.1796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7966   -2.1685   -1.7817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3653   -0.5489    0.2293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4820    0.0023   -1.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2116    0.6427    0.7180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3085   -1.0902    1.3600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0418   -1.7836   -0.7274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0095   -0.0739   -1.2367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7376   -1.2182    1.2854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8687   -0.9061   -0.2183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2717    1.1769    1.6405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6806    2.8486    0.9532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2492    1.8184   -1.5673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0804    2.8613   -0.7403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8892   -0.2416   -0.9681 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3959    0.1123   -0.9466 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7071    3.1780   -0.7171 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1106    2.4339   -1.4962 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7646    3.4380    0.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1758    1.9965    2.3139 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6565    0.2998    2.8926 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0523   -0.0707    1.2760 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3849   -1.8999    2.0368 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5733   -2.1312    1.5865 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9636   -0.0802    1.8141 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6528    0.9505    1.0422 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3813    0.5302   -0.5437 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9036   -0.3778   -1.0126 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3470   -1.4549    0.4515 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8416   -2.4202    0.0169 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7799   -0.5494   -1.9119 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  1
  8 36  1  1
  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


  Mrv0541 02231219552D          

 23 23  0  0  0  0            999 V2000
   23.5551  -10.9636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.2861  -15.3907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.5716  -16.6282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9677  -11.6781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1426  -11.6781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6822  -12.0906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4282  -12.0906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3967  -11.6781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1111  -12.0906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7137  -11.6781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8256  -11.6781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9992  -12.0906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5401  -12.0906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9992  -12.9156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2847  -13.3281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2847  -14.1531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9992  -14.5656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4282  -15.3907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1426  -15.8032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9992  -15.3907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7137  -15.8032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8572  -15.3907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5716  -15.8032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  1  0  0  0  0
  1  5  1  0  0  0  0
  2 23  1  0  0  0  0
  3 23  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
  9 11  1  0  0  0  0
 10 12  2  0  0  0  0
 11 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 20  1  0  0  0  0
 18 19  1  0  0  0  0
 18 21  1  0  0  0  0
 19 22  1  0  0  0  0
 20 21  2  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0174508

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCC1OC1C\C=C/C\C=C/C\C=C/CCCC(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)/b6-4-,9-7-,13-10-

> <INCHI_KEY>
JBSCUHKPLGKXKH-ILYOTBPNSA-N

> <FORMULA>
C20H32O3

> <MOLECULAR_WEIGHT>
320.4663

> <EXACT_MASS>
320.23514489

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
38.475903901287786

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(5Z,8Z,11Z)-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>
98.35829999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.19e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
14,15-epoxyeicosatrienoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      43.970 -20.465   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      47.201 -28.729   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      45.867 -31.039   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      44.740 -21.799   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      43.200 -21.799   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      46.073 -22.569   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      41.866 -22.569   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      47.407 -21.799   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      48.741 -22.569   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      40.532 -21.799   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      50.074 -21.799   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      39.199 -22.569   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      51.408 -22.569   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      39.199 -24.109   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      37.865 -24.879   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      37.865 -26.419   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      39.199 -27.189   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      41.866 -28.729   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      43.200 -29.499   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      39.199 -28.729   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      40.532 -29.499   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      44.533 -28.729   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      45.867 -29.499   0.000  0.00  0.00           C+0
CONECT    1    4    5                                                       
CONECT    2   23                                                            
CONECT    3   23                                                            
CONECT    4    1    5    6                                                  
CONECT    5    1    4    7                                                  
CONECT    6    4    8                                                       
CONECT    7    5   10                                                       
CONECT    8    6    9                                                       
CONECT    9    8   11                                                       
CONECT   10    7   12                                                       
CONECT   11    9   13                                                       
CONECT   12   10   14                                                       
CONECT   13   11                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   20                                                       
CONECT   18   19   21                                                       
CONECT   19   18   22                                                       
CONECT   20   17   21                                                       
CONECT   21   18   20                                                       
CONECT   22   19   23                                                       
CONECT   23    2    3   22                                                  
MASTER        0    0    0    0    0    0    0    0   23    0   46    0
END

View in JSmol

Synonyms

Value	Source
(+/-)14,15-epetre	ChEBI
(5Z,8Z,11Z)-14,15-Epoxyeicosa-5.8.11-trienoic acid	ChEBI
(5Z,8Z,11Z)-14,15-Epoxyicosa-5.8.11-trienoic acid	ChEBI
14(15)-EpETrE	ChEBI
14,15-EpETrE	ChEBI
14,15-Epoxy-5Z,8Z,11Z-eicosatrienoic acid	ChEBI
14,15-Epoxy-5Z,8Z,11Z-icosatrienoic acid	ChEBI
all-cis-14,15-Epoxyeicosa-5,8,11-trienoic acid	ChEBI
(5Z,8Z,11Z)-14,15-Epoxyeicosa-5.8.11-trienoate	Generator
(5Z,8Z,11Z)-14,15-Epoxyicosa-5.8.11-trienoate	Generator
14,15-Epoxy-5Z,8Z,11Z-eicosatrienoate	Generator
14,15-Epoxy-5Z,8Z,11Z-icosatrienoate	Generator
all-cis-14,15-Epoxyeicosa-5,8,11-trienoate	Generator
14,15-Epoxy-5,8,11-eicosatrienoate	Generator
14(15)-EpETrE-ea	HMDB
14,15-EET	HMDB
14,15-Epoxy-5,8,11-eicosatrienoic acid, (2alpha(5Z,8Z,11Z),3alpha)-isomer	HMDB
14,15-Epoxyeicosatrienoic acid	HMDB
14,15-Oxido-5,8,11-eicosatrienoic acid	HMDB

Chemical Formula

C₂₀H₃₂O₃

Average Mass

320.4663 Da

Monoisotopic Mass

320.23514 Da

IUPAC Name

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

Traditional Name

14,15-epoxyeicosatrienoic acid

CAS Registry Number

Not Available

SMILES

CCCCCC1OC1C\C=C/C\C=C/C\C=C/CCCC(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)/b6-4-,9-7-,13-10-

InChI Key

JBSCUHKPLGKXKH-ILYOTBPNSA-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
Mus musculus	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
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

EET (CHEBI:34157 )
Hydroxy/hydroperoxyeicosatrienoic acids (C14771 )
Epoxyeicosatrienoic acids (LMFA03080005 )

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	38.48 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

HMDB0004264

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB023356

KNApSAcK ID

Not Available

Chemspider ID

4446326

KEGG Compound ID

C14771

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5283205

PDB ID

Not Available

ChEBI ID

34157

Good Scents ID

Not Available

References

General References

Falck JR, Kodela R, Manne R, Atcha KR, Puli N, Dubasi N, Manthati VL, Capdevila JH, Yi XY, Goldman DH, Morisseau C, Hammock BD, Campbell WB: 14,15-Epoxyeicosa-5,8,11-trienoic acid (14,15-EET) surrogates containing epoxide bioisosteres: influence upon vascular relaxation and soluble epoxide hydrolase inhibition. J Med Chem. 2009 Aug 27;52(16):5069-75. doi: 10.1021/jm900634w. [PubMed:19653681 ]
LOTUS database [Link]

Showing NP-Card for (5z,8z,11z)-13-(3-pentyloxiran-2-yl)trideca-5,8,11-trienoic acid (NP0174508)

MOL for NP0174508 ((5z,8z,11z)-13-(3-pentyloxiran-2-yl)trideca-5,8,11-trienoic acid)

3D MOL for NP0174508 ((5z,8z,11z)-13-(3-pentyloxiran-2-yl)trideca-5,8,11-trienoic acid)

3D SDF for NP0174508 ((5z,8z,11z)-13-(3-pentyloxiran-2-yl)trideca-5,8,11-trienoic acid)

3D-SDF for NP0174508 ((5z,8z,11z)-13-(3-pentyloxiran-2-yl)trideca-5,8,11-trienoic acid)

PDB for NP0174508 ((5z,8z,11z)-13-(3-pentyloxiran-2-yl)trideca-5,8,11-trienoic acid)

3D PDB for NP0174508 ((5z,8z,11z)-13-(3-pentyloxiran-2-yl)trideca-5,8,11-trienoic acid)

SMILES for NP0174508 ((5z,8z,11z)-13-(3-pentyloxiran-2-yl)trideca-5,8,11-trienoic acid)

INCHI for NP0174508 ((5z,8z,11z)-13-(3-pentyloxiran-2-yl)trideca-5,8,11-trienoic acid)

Structure for NP0174508 ((5z,8z,11z)-13-(3-pentyloxiran-2-yl)trideca-5,8,11-trienoic acid)

3D Structure for NP0174508 ((5z,8z,11z)-13-(3-pentyloxiran-2-yl)trideca-5,8,11-trienoic acid)