NP-MRD: Showing NP-Card for (5z,8z,11z)-14,15-dihydroxyicosa-5,8,11-trienoic acid (NP0269348)

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Record Information

Version

2.0

Created at

2022-09-08 14:46:59 UTC

Updated at

2022-09-08 14:47:00 UTC

NP-MRD ID

NP0269348

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(5z,8z,11z)-14,15-dihydroxyicosa-5,8,11-trienoic acid

Description

14,15-DiHETrE, also known as 14,15-dhet, belongs to the class of organic compounds known as hydroxyeicosatrienoic acids. These are eicosanoic acids with an attached hydroxyl group and three CC double bonds. Thus, 14,15-dihetre is considered to be an eicosanoid lipid molecule. A DHET obtained by formal dihydroxylation across the 14,15-double bond of arachidonic acid. 14,15-DiHETrE is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 14,15-Dihetre can be biosynthesized from 14,15-epoxy-5,8,11-eicosatrienoic acid; which is mediated by the enzyme epoxide hydratase 2. (5z,8z,11z)-14,15-dihydroxyicosa-5,8,11-trienoic acid is found in Arabidopsis thaliana. (5z,8z,11z)-14,15-dihydroxyicosa-5,8,11-trienoic acid was first documented in 2006 (PMID: 16113065). In humans, 14,15-dihetre is involved in mefenamic acid action pathway (PMID: 17431031).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 58 57  0  0  0  0  0  0  0  0999 V2000
    6.7442   -2.3340   -0.3438 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6053   -2.5903   -1.2752 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8237   -1.2827   -1.4545 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2967   -0.8055   -0.1361 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5451    0.4722   -0.2766 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3545    0.4536   -1.1543 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3421   -0.4128   -0.8268 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7381    1.8089   -1.3711 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8608    1.6445   -2.4853 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7885    2.2265   -0.2461 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4058    2.3124    1.0654 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9789    1.6185    2.0905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1517    0.6593    2.1606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0530    1.1559    3.2488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2977    1.4891    3.1581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2270    1.5132    2.0642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8670    1.1754    0.7140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3245    0.1804   -0.0176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3189   -0.7730    0.4754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5839   -0.7428   -0.3717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2823   -1.0979   -1.8171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5782   -1.0375   -2.5468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0117    0.0965   -2.8698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2985   -2.1745   -2.8696 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5472   -2.7494    0.6500 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9794   -1.2571   -0.2229 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6891   -2.7992   -0.7499 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9117   -3.3897   -0.9386 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9805   -2.8467   -2.2937 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5571   -0.5546   -1.8571 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0415   -1.4142   -2.2192 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7441   -1.5907    0.4183 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1840   -0.5738    0.5252 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3938    0.9428    0.7316 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2779    1.1969   -0.7637 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7346    0.0662   -2.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4476   -1.3210   -1.1660 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4701    2.5552   -1.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3917    0.7858   -2.3246 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0230    1.4053   -0.2367 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3396    3.1824   -0.5765 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2673    2.9663    1.2848 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5063    1.7299    3.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3562   -0.2939    2.5724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6637    0.4260    1.2504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5884    1.2516    4.2786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7642    1.8351    4.1394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1397    0.9184    2.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6663    2.5756    2.0517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1486    1.8364    0.1726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9493    0.0472   -1.0509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5442   -0.7861    1.5295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8936   -1.8121    0.2615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2874   -1.4889    0.0107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9739    0.2922   -0.3682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7953   -2.0872   -1.9152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6113   -0.3559   -2.2886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3062   -2.2485   -2.8013 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
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 24  1  0
 22 23  2  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  6
  7 37  1  0
  8 38  1  6
  9 39  1  0
 10 40  1  0
 10 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 15 47  1  0
 16 48  1  0
 16 49  1  0
 17 50  1  0
 18 51  1  0
 19 52  1  0
 19 53  1  0
 20 54  1  0
 20 55  1  0
 21 56  1  0
 21 57  1  0
 24 58  1  0
M  END


  Mrv0541 02231219272D          

 24 23  0  0  0  0            999 V2000
   27.9588  -18.0213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.2442  -20.0838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.9588  -13.0712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.6732  -14.3087    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.9588  -18.8463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6732  -19.2588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3877  -18.8463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2442  -19.2588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1022  -19.2588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5298  -18.8463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8167  -18.8463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8153  -19.2588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5312  -19.2588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1008  -18.8463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1008  -18.0213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3863  -17.6088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2442  -15.1337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5298  -15.5462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1008  -16.3712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3863  -16.7838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2442  -14.3087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8153  -15.1337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1008  -15.5462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9588  -13.8962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0  0  0  0
  2  8  1  0  0  0  0
  3 24  1  0  0  0  0
  4 24  2  0  0  0  0
  5  6  1  0  0  0  0
  5  8  1  0  0  0  0
  6  7  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 12  1  0  0  0  0
 11 13  1  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 20  2  0  0  0  0
 17 18  1  0  0  0  0
 17 21  1  0  0  0  0
 18 22  1  0  0  0  0
 19 20  1  0  0  0  0
 19 23  1  0  0  0  0
 21 24  1  0  0  0  0
 22 23  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0269348

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCC(O)C(O)C\C=C/C\C=C/C\C=C/CCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H34O4/c1-2-3-12-15-18(21)19(22)16-13-10-8-6-4-5-7-9-11-14-17-20(23)24/h4,6-7,9-10,13,18-19,21-22H,2-3,5,8,11-12,14-17H2,1H3,(H,23,24)/b6-4-,9-7-,13-10-

> <INCHI_KEY>
SYAWGTIVOGUZMM-ILYOTBPNSA-N

> <FORMULA>
C20H34O4

> <MOLECULAR_WEIGHT>
338.4816

> <EXACT_MASS>
338.245709576

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
39.75268244515042

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5Z,8Z,11Z)-14,15-dihydroxyicosa-5,8,11-trienoic acid

> <ALOGPS_LOGP>
5.28

> <JCHEM_LOGP>
4.487470333666667

> <ALOGPS_LOGS>
-4.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.874410364003634

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.819771840139306

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1485196158174507

> <JCHEM_POLAR_SURFACE_AREA>
77.75999999999999

> <JCHEM_REFRACTIVITY>
101.8684

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.39e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
14,15-DiHETrE

> <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      52.190 -33.640   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      50.856 -37.490   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      52.190 -24.400   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      53.523 -26.710   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      52.190 -35.180   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      53.523 -35.950   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      54.857 -35.180   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      50.856 -35.950   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      56.191 -35.950   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      49.522 -35.180   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      57.525 -35.180   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      48.189 -35.950   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      58.858 -35.950   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      46.855 -35.180   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      46.855 -33.640   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      45.521 -32.870   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      50.856 -28.250   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      49.522 -29.020   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      46.855 -30.560   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      45.521 -31.330   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      50.856 -26.710   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      48.189 -28.250   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      46.855 -29.020   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      52.190 -25.940   0.000  0.00  0.00           C+0
CONECT    1    5                                                            
CONECT    2    8                                                            
CONECT    3   24                                                            
CONECT    4   24                                                            
CONECT    5    1    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6    9                                                       
CONECT    8    2    5   10                                                  
CONECT    9    7   11                                                       
CONECT   10    8   12                                                       
CONECT   11    9   13                                                       
CONECT   12   10   14                                                       
CONECT   13   11                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   20                                                       
CONECT   17   18   21                                                       
CONECT   18   17   22                                                       
CONECT   19   20   23                                                       
CONECT   20   16   19                                                       
CONECT   21   17   24                                                       
CONECT   22   18   23                                                       
CONECT   23   19   22                                                       
CONECT   24    3    4   21                                                  
MASTER        0    0    0    0    0    0    0    0   24    0   46    0
END

View in JSmol

Synonyms

Value	Source
(5Z,8Z,11Z)-14,15-Dihydroxyeicosa-5,8,11-trienoic acid	ChEBI
(5Z,8Z,11Z)-14,15-Dihydroxyicosa-5,8,11-trienoic acid	ChEBI
14,15-Dihydroxy-5Z,8Z,11Z-eicosatrienoic acid	ChEBI
14,15-Dihydroxyeicosatrienoic acid	ChEBI
(5Z,8Z,11Z)-14,15-Dihydroxyeicosa-5,8,11-trienoate	Generator
(5Z,8Z,11Z)-14,15-Dihydroxyicosa-5,8,11-trienoate	Generator
14,15-Dihydroxy-5Z,8Z,11Z-eicosatrienoate	Generator
14,15-Dihydroxyeicosatrienoate	Generator
(+/-)14,15-dihetre	HMDB
14,15-DHET	HMDB

Chemical Formula

C₂₀H₃₄O₄

Average Mass

338.4816 Da

Monoisotopic Mass

338.24571 Da

IUPAC Name

(5Z,8Z,11Z)-14,15-dihydroxyicosa-5,8,11-trienoic acid

Traditional Name

14,15-DiHETrE

CAS Registry Number

Not Available

SMILES

CCCCCC(O)C(O)C\C=C/C\C=C/C\C=C/CCCC(O)=O

InChI Identifier

InChI=1S/C20H34O4/c1-2-3-12-15-18(21)19(22)16-13-10-8-6-4-5-7-9-11-14-17-20(23)24/h4,6-7,9-10,13,18-19,21-22H,2-3,5,8,11-12,14-17H2,1H3,(H,23,24)/b6-4-,9-7-,13-10-

InChI Key

SYAWGTIVOGUZMM-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
Arabidopsis thaliana	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxyeicosatrienoic acids. These are eicosanoic acids with an attached hydroxyl group and three CC double bonds.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Hydroxyeicosatrienoic acids

Alternative Parents

Substituents

Hydroxyeicosatrienoic acid
Long-chain fatty acid
Hydroxy fatty acid
Unsaturated fatty acid
Fatty acid
Secondary alcohol
1,2-diol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

DHET (CHEBI:63966 )
Hydroxy/hydroperoxyeicosatrienoic acids (C14775 )
Hydroxy/hydroperoxyeicosatrienoic acids (LMFA03050010 )

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	5.28	ALOGPS
logP	4.49	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	4.82	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	101.87 m³·mol⁻¹	ChemAxon
Polarizability	39.75 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

HMDB0002265

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB022935

KNApSAcK ID

Not Available

Chemspider ID

4446271

KEGG Compound ID

C14775

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5283147

PDB ID

Not Available

ChEBI ID

63966

Good Scents ID

Not Available

References

General References

Ng VY, Huang Y, Reddy LM, Falck JR, Lin ET, Kroetz DL: Cytochrome P450 eicosanoids are activators of peroxisome proliferator-activated receptor alpha. Drug Metab Dispos. 2007 Jul;35(7):1126-34. doi: 10.1124/dmd.106.013839. Epub 2007 Apr 12. [PubMed:17431031 ]
Fang X, Hu S, Xu B, Snyder GD, Harmon S, Yao J, Liu Y, Sangras B, Falck JR, Weintraub NL, Spector AA: 14,15-Dihydroxyeicosatrienoic acid activates peroxisome proliferator-activated receptor-alpha. Am J Physiol Heart Circ Physiol. 2006 Jan;290(1):H55-63. doi: 10.1152/ajpheart.00427.2005. Epub 2005 Aug 19. [PubMed:16113065 ]
LOTUS database [Link]

Showing NP-Card for (5z,8z,11z)-14,15-dihydroxyicosa-5,8,11-trienoic acid (NP0269348)

MOL for NP0269348 ((5z,8z,11z)-14,15-dihydroxyicosa-5,8,11-trienoic acid)

3D MOL for NP0269348 ((5z,8z,11z)-14,15-dihydroxyicosa-5,8,11-trienoic acid)

3D SDF for NP0269348 ((5z,8z,11z)-14,15-dihydroxyicosa-5,8,11-trienoic acid)

3D-SDF for NP0269348 ((5z,8z,11z)-14,15-dihydroxyicosa-5,8,11-trienoic acid)

PDB for NP0269348 ((5z,8z,11z)-14,15-dihydroxyicosa-5,8,11-trienoic acid)

3D PDB for NP0269348 ((5z,8z,11z)-14,15-dihydroxyicosa-5,8,11-trienoic acid)

SMILES for NP0269348 ((5z,8z,11z)-14,15-dihydroxyicosa-5,8,11-trienoic acid)

INCHI for NP0269348 ((5z,8z,11z)-14,15-dihydroxyicosa-5,8,11-trienoic acid)

Structure for NP0269348 ((5z,8z,11z)-14,15-dihydroxyicosa-5,8,11-trienoic acid)

3D Structure for NP0269348 ((5z,8z,11z)-14,15-dihydroxyicosa-5,8,11-trienoic acid)