NP-MRD: Showing NP-Card for 15-Deoxy-d-12,14-PGJ2 (NP0136766)

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Record Information

Version

2.0

Created at

2022-05-12 15:23:03 UTC

Updated at

2022-05-12 15:23:03 UTC

NP-MRD ID

NP0136766

Secondary Accession Numbers

None

Natural Product Identification

Common Name

15-Deoxy-d-12,14-PGJ2

Description

15-Deoxy-d-12,14-PGJ2, also known as 15-deoxy-PGJ2 or 15-deoxy-delta-12,14-PGJ2, belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid. Thus, 15-deoxy-D-12,14-PGJ2 is considered to be an eicosanoid lipid molecule. 15-Deoxy-d-12,14-PGJ2 is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. In humans, 15-deoxy-D-12,14-PGJ2 is involved in mefenamic acid action pathway. 15-Deoxy-d-12,14-PGJ2 was first documented in 2000 (PMID: 10917568). A prostaglandin J derivative comprising prostaglandin J2 lacking the 15-hydroxy group and having C=C double bonds at the 12- and 14-positions (PMID: 16857669) (PMID: 11872377) (PMID: 12970094) (PMID: 15487891).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 51 51  0  0  0  0  0  0  0  0999 V2000
    7.6357   -0.5420   -0.2874 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6211   -0.3013    0.8081 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4929   -1.3077    0.7504 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7462   -1.2508   -0.5679 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1423    0.1127   -0.7916 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1874    0.5172    0.2342 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9094    0.8113    0.0329 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0045    1.2063    1.0802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2584    1.4887    0.9003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1945    1.9803    1.9554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9100    2.1067    3.1694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4315    2.2526    1.2512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3390    1.9810   -0.0167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9772    1.4493   -0.3801 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2570   -0.0429   -0.7436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0743   -0.6088    0.3112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2661   -1.1216    0.1764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9501   -1.1870   -1.1262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2445   -0.3933   -1.0247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1647   -0.9504    0.0330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3917   -0.0801    0.0165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3346    1.0341    0.5981 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5063   -0.5395   -0.6273 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4400    0.2229   -0.1431 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0564   -1.5696   -0.2404 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1734   -0.3282   -1.2782 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2506    0.7413    0.6768 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1225   -0.4472    1.7888 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7811   -1.1713    1.5747 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9344   -2.3138    0.8525 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4917   -1.4961   -1.3528 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0143   -2.0573   -0.5613 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5937    0.0561   -1.7712 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9362    0.8722   -0.9458 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5316    0.5906    1.2576 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5697    0.7616   -0.9805 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3857    1.2821    2.1175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3146    2.6408    1.7669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1432    2.1198   -0.7277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5525    1.9947   -1.2047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2491   -0.5458   -0.6650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5903   -0.0912   -1.7667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6448   -0.6048    1.3290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7877   -1.5300    1.0825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3223   -0.8607   -1.9361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2598   -2.2740   -1.2723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0484    0.6617   -0.7497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7015   -0.4049   -2.0189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4495   -1.9826   -0.2238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7075   -0.9081    1.0408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9498   -0.0621   -1.4006 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  2  0
  7  8  1  0
  8  9  2  0
  9 14  1  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
 14 13  1  0
 13 12  2  0
 12 10  1  0
 10 11  2  0
 10  9  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  0
  7 36  1  0
  8 37  1  0
 14 40  1  6
 15 41  1  0
 15 42  1  0
 16 43  1  0
 17 44  1  0
 18 45  1  0
 18 46  1  0
 19 47  1  0
 19 48  1  0
 20 49  1  0
 20 50  1  0
 23 51  1  0
 13 39  1  0
 12 38  1  0
M  END

 
  Mrv1652304202019572D          
 
 23 23  0  0  1  0            999 V2000
   13.8036  -15.2676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8036  -14.4311    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.9670  -15.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5147  -15.6859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0507  -14.1383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5147  -13.7618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5069  -14.8075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6742  -16.2715    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2258  -15.2676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2676  -14.1383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1042  -14.0964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8153  -13.7200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5264  -14.0964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2375  -13.6781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9486  -14.0964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7015  -13.6781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9904  -14.9330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9787  -15.6859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6898  -15.2676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4009  -15.6859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1539  -15.2676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8650  -15.6859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5760  -15.2676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  2  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  6  0  0  0
  3  7  1  0  0  0  0
  3  8  2  0  0  0  0
  4  9  1  0  0  0  0
  6 10  1  0  0  0  0
 10 11  2  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
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
  5  7  2  0  0  0  0
  9 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0136766

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCC\C=C\C=C1/[C@@H](C\C=C/CCCC(O)=O)C=CC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H28O3/c1-2-3-4-5-6-10-13-18-17(15-16-19(18)21)12-9-7-8-11-14-20(22)23/h6-7,9-10,13,15-17H,2-5,8,11-12,14H2,1H3,(H,22,23)/b9-7-,10-6+,18-13+/t17-/m0/s1

> <INCHI_KEY>
VHRUMKCAEVRUBK-GODQJPCRSA-N

> <FORMULA>
C20H28O3

> <MOLECULAR_WEIGHT>
316.4345

> <EXACT_MASS>
316.203844762

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
37.49321802157428

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5Z)-7-[(1S,5E)-5-[(2E)-oct-2-en-1-ylidene]-4-oxocyclopent-2-en-1-yl]hept-5-enoic acid

> <ALOGPS_LOGP>
5.39

> <JCHEM_LOGP>
5.457149731333333

> <ALOGPS_LOGS>
-5.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
17.786482545828832

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.658500253952263

> <JCHEM_PKA_STRONGEST_BASIC>
-5.001707861342161

> <JCHEM_POLAR_SURFACE_AREA>
54.37

> <JCHEM_REFRACTIVITY>
98.45029999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.00e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
delta12,14-PGJ2

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-APR-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-20         0                                  
HETATM    1  C   UNK     0      25.767 -28.500   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      25.767 -26.938   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      24.205 -28.890   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      27.094 -29.280   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      24.361 -26.391   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      27.094 -25.689   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      23.346 -27.641   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      23.659 -30.373   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      28.421 -28.500   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      28.500 -26.391   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      30.061 -26.313   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      31.389 -25.611   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      32.716 -26.313   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      34.043 -25.532   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      35.371 -26.313   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      36.776 -25.532   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      35.449 -27.875   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      29.827 -29.280   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      31.154 -28.500   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      32.482 -29.280   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      33.887 -28.500   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      35.215 -29.280   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      36.542 -28.500   0.000  0.00  0.00           C+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7    8                                                  
CONECT    4    1    9                                                       
CONECT    5    2    7                                                       
CONECT    6    2   10                                                       
CONECT    7    3    5                                                       
CONECT    8    3                                                            
CONECT    9    4   18                                                       
CONECT   10    6   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18    9   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   46    0
END

View in JSmol

Synonyms

Value	Source
15-Deoxy-delta-12,14-PGJ2	ChEBI
15-Deoxy-delta-12,14-prostaglandin J2	ChEBI
15-Deoxy-PGJ2	ChEBI
delta-12,14-15-Deoxy-PGJ2	ChEBI
15-Deoxy-Delta12,14-prostaglandin J2	Kegg
15-Deoxy-δ-12,14-PGJ2	Generator
15-Deoxy-δ-12,14-prostaglandin J2	Generator
Δ-12,14-15-deoxy-PGJ2	Generator
15-Deoxy-δ12,14-prostaglandin J2	Generator
(5Z,12E,14E) 11-oxo Prosta-5,9,12,14-tetraen-1-Oate	HMDB
(5Z,12E,14E) 11-oxo Prosta-5,9,12,14-tetraen-1-Oic acid	HMDB
(5Z,12E,14E)-11-oxo-Prosta-5,9,12,14-tetraen-1-Oate	HMDB
(5Z,12E,14E)-11-oxo-Prosta-5,9,12,14-tetraen-1-Oic acid	HMDB
11-oxo-5Z,9,12,14-Prostatetraenoate	HMDB
11-oxo-5Z,9,12,14-Prostatetraenoic acid	HMDB
15-Deoxy-delta 12, 14-prostaglandin J2	HMDB
15-Deoxy-delta-12, 14 PGJ-2	HMDB
15-Deoxy-delta12,14-PGJ2	HMDB
15-Deoxy-delta12,14-prostaglandin	HMDB
15-Deoxy-prostaglandin J2	HMDB
15D-PGJ2	HMDB
Delta12,14-PGJ2	HMDB
15-Deoxyprostaglandin J2	HMDB
15-Deoxy-delta(12,14)-prostaglandin J2	HMDB
15-Deoxy-12,14-prostaglandin J2	HMDB
15-Deoxy-delta(12,14)PGJ2	HMDB

Chemical Formula

C₂₀H₂₈O₃

Average Mass

316.4345 Da

Monoisotopic Mass

316.20384 Da

IUPAC Name

(5Z)-7-[(1S,5E)-5-[(2E)-oct-2-en-1-ylidene]-4-oxocyclopent-2-en-1-yl]hept-5-enoic acid

Traditional Name

delta12,14-PGJ2

CAS Registry Number

Not Available

SMILES

CCCCC\C=C\C=C1/[C@@H](C\C=C/CCCC(O)=O)C=CC1=O

InChI Identifier

InChI=1S/C20H28O3/c1-2-3-4-5-6-10-13-18-17(15-16-19(18)21)12-9-7-8-11-14-20(22)23/h6-7,9-10,13,15-17H,2-5,8,11-12,14H2,1H3,(H,22,23)/b9-7-,10-6+,18-13+/t17-/m0/s1

InChI Key

VHRUMKCAEVRUBK-GODQJPCRSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Prostaglandins and related compounds

Alternative Parents

Substituents

Prostaglandin skeleton
Long-chain fatty acid
Fatty acid
Unsaturated fatty acid
Cyclic ketone
Ketone
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

prostaglandins J (CHEBI:34159 )
Prostaglandins (C14717 )
Prostaglandins (LMFA03010021 )

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	5.39	ALOGPS
logP	5.46	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	4.66	ChemAxon
pKa (Strongest Basic)	-5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.37 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	98.45 m³·mol⁻¹	ChemAxon
Polarizability	37.49 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0005079

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB023619

KNApSAcK ID

Not Available

Chemspider ID

4470730

KEGG Compound ID

C14717

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5311211

PDB ID

Not Available

ChEBI ID

34159

Good Scents ID

Not Available

References

General References

Yu X, Egner PA, Wakabayashi J, Wakabayashi N, Yamamoto M, Kensler TW: Nrf2-mediated induction of cytoprotective enzymes by 15-deoxy-Delta12,14-prostaglandin J2 is attenuated by alkenal/one oxidoreductase. J Biol Chem. 2006 Sep 8;281(36):26245-52. doi: 10.1074/jbc.M604620200. Epub 2006 Jul 20. [PubMed:16857669 ]
Naitoh T, Kitahara M, Tsuruzoe N: The effect of activation of peroxisome proliferator-activated receptor gamma (PPARgamma) on human monocyte function: PPARgamma ligands do not inhibit tumor necrosis factor-alpha release in human monocytic cell line THP-1. Cell Biol Toxicol. 2000;16(2):131-5. doi: 10.1023/a:1007694110835. [PubMed:10917568 ]
Takano H, Komuro I: Roles of peroxisome proliferator-activated receptor gamma in cardiovascular disease. J Diabetes Complications. 2002 Jan-Feb;16(1):108-14. doi: 10.1016/s1056-8727(01)00203-3. [PubMed:11872377 ]
Cuzzocrea S, Pisano B, Dugo L, Ianaro A, Patel NS, Di Paola R, Genovese T, Chatterjee PK, Di Rosa M, Caputi AP, Thiemermann C: Rosiglitazone and 15-deoxy-Delta12,14-prostaglandin J2, ligands of the peroxisome proliferator-activated receptor-gamma (PPAR-gamma), reduce ischaemia/reperfusion injury of the gut. Br J Pharmacol. 2003 Sep;140(2):366-76. doi: 10.1038/sj.bjp.0705419. Epub 2003 Aug 11. [PubMed:12970094 ]
Ishii T, Uchida K: Induction of reversible cysteine-targeted protein oxidation by an endogenous electrophile 15-deoxy-delta12,14-prostaglandin J2. Chem Res Toxicol. 2004 Oct;17(10):1313-22. doi: 10.1021/tx049860+. [PubMed:15487891 ]

Showing NP-Card for 15-Deoxy-d-12,14-PGJ2 (NP0136766)

MOL for NP0136766 (15-Deoxy-d-12,14-PGJ2)

3D MOL for NP0136766 (15-Deoxy-d-12,14-PGJ2)

3D SDF for NP0136766 (15-Deoxy-d-12,14-PGJ2)

3D-SDF for NP0136766 (15-Deoxy-d-12,14-PGJ2)

PDB for NP0136766 (15-Deoxy-d-12,14-PGJ2)

3D PDB for NP0136766 (15-Deoxy-d-12,14-PGJ2)

SMILES for NP0136766 (15-Deoxy-d-12,14-PGJ2)

INCHI for NP0136766 (15-Deoxy-d-12,14-PGJ2)

Structure for NP0136766 (15-Deoxy-d-12,14-PGJ2)

3D Structure for NP0136766 (15-Deoxy-d-12,14-PGJ2)