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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-10-25 09:59:41 UTC

Update Date

2022-03-07 02:49:25 UTC

HMDB ID

HMDB0005079

Secondary Accession Numbers

HMDB05079

Metabolite Identification

Common Name

15-Deoxy-d-12,14-PGJ2

Description

15-deoxy-PGJ2 (15d-PGJ2) is a metabolite of the PGJ2 prostanoid family that influences multiple signaling pathways by covalently binding with key signaling molecules. Among them, 15d-PGJ2 has displayed highest potency as an inducer of gene expression. Prostanoids are a subclass of the lipid mediator group known as eicosanoids. They derive from C-20 polyunsaturated fatty acids, mainly dihomo-gamma-linoleic (20:3n-6), arachidonic (20:4n-6), and eicosapentaenoic (20:5n-3) acids, through the action of cyclooxygenases-1 and -2 (COX-1 and COX-2). The reaction product of COX is the unstable endoperoxide prostaglandin H (PGH) that is further transformed into the individual prostanoids by a series of specific prostanoid synthases. Prostanoids are local-acting mediators formed and inactivated within the same or neighbouring cells prior to their release into circulation as inactive metabolites (15-keto- and 13,14-dihydroketo metabolites). Non-enzymatic peroxidation of arachidonic acid and other fatty acids in vivo can result in prostaglandin-like substances isomeric to the COX-derived prostaglandins that are termed isoprostanes. Prostanoids take part in many physiological and pathophysiological processes in practically every organ, tissue and cell, including the vascular, renal, gastrointestinal and reproductive systems. Their activities are mediated through prostanoid-specific receptors and intracellular signalling pathways, whilst their biosynthesis and action are blocked by nonsteroidal antiinflammatory drugs (NSAID). Isoprostanes are considered to be reliable markers of oxidant stress status and have been linked to inflammation, ischaemia-reperfusion, diabetes, cardiovascular disease, reproductive disorders and diabetes. (PMID: 16986207 , 16857669 ). Prostaglandins are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signalling pathways.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0005079
     RDKit          3D
15-Deoxy-d-12,14-PGJ2
 51 51  0  0  0  0  0  0  0  0999 V2000
   -5.9917   -0.1869   -1.9112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1093   -0.5163   -0.7629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6929   -0.8650   -1.1583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9946    0.2323   -1.8732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8422    1.4985   -1.1556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0513    1.6341    0.0305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2933    0.7884    0.6827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5677    1.1362    1.8890 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2306    0.3528    2.5732 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9488    0.7251    3.8169 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9266    1.8823    4.3024 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6242   -0.4622    4.2976 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4115   -1.4413    3.4710 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5754   -1.0203    2.2725 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7009   -1.0629    1.1858 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4162   -0.4788   -0.0855 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0442    0.5608   -0.6363 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1408    1.2507    0.0276 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4312    1.2594   -0.7347 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0435   -0.0667   -1.0414 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1697   -0.8803   -1.8720 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7848   -2.0067   -1.4822 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7466   -0.4208   -3.1148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7698   -0.7636   -2.8230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0175    0.8834   -2.1906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0432   -0.4426   -1.6183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5317   -1.3856   -0.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0723    0.3338   -0.0544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7118   -1.7677   -1.8472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1479   -1.1943   -0.2801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0581   -0.1712   -2.3246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6288    0.4464   -2.7921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5881    2.3282   -1.9075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9037    1.8203   -0.8629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0750    2.6434    0.4988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2466   -0.1980    0.3137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6927    2.1619    2.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2146   -0.4845    5.2238 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7666   -2.4728    3.5716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2125   -1.7260    2.0629 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6779   -0.7939    1.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8088   -2.1950    1.0317 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6204   -0.9265   -0.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7054    0.8967   -1.6336 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3542    0.9342    1.0708 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8976    2.3668    0.1652 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1550    1.9114   -0.1793 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2319    1.8301   -1.7027 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0277    0.1428   -1.5332 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2100   -0.5696   -0.0488 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3774   -0.0851   -3.8350 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
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  9 10  1  0
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 17 18  1  0
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 21 23  1  0
 14  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
 12 38  1  0
 13 39  1  0
 14 40  1  6
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 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
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>
HMDB0005079

> <DATABASE_NAME>
hmdb

> <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

$$$$

HMDB0005079
     RDKit          3D
15-Deoxy-d-12,14-PGJ2
 51 51  0  0  0  0  0  0  0  0999 V2000
   -5.9917   -0.1869   -1.9112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1093   -0.5163   -0.7629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6929   -0.8650   -1.1583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9946    0.2323   -1.8732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8422    1.4985   -1.1556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0513    1.6341    0.0305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2933    0.7884    0.6827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5677    1.1362    1.8890 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2306    0.3528    2.5732 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9488    0.7251    3.8169 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9266    1.8823    4.3024 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6242   -0.4622    4.2976 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4115   -1.4413    3.4710 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5754   -1.0203    2.2725 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7009   -1.0629    1.1858 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4162   -0.4788   -0.0855 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0442    0.5608   -0.6363 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1408    1.2507    0.0276 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4312    1.2594   -0.7347 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0435   -0.0667   -1.0414 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1697   -0.8803   -1.8720 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7848   -2.0067   -1.4822 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7466   -0.4208   -3.1148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7698   -0.7636   -2.8230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0175    0.8834   -2.1906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0432   -0.4426   -1.6183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5317   -1.3856   -0.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0723    0.3338   -0.0544 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.1479   -1.1943   -0.2801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0581   -0.1712   -2.3246 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.3542    0.9342    1.0708 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8976    2.3668    0.1652 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1550    1.9114   -0.1793 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2319    1.8301   -1.7027 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0277    0.1428   -1.5332 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2100   -0.5696   -0.0488 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3774   -0.0851   -3.8350 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
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  9 10  1  0
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 13 14  1  0
 14 15  1  0
 15 16  1  0
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 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 14  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
 12 38  1  0
 13 39  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
M  END

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

COMPND    HMDB0005079
HETATM    1  C1  UNL     1      -5.992  -0.187  -1.911  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.109  -0.516  -0.763  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.693  -0.865  -1.158  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.995   0.232  -1.873  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.842   1.498  -1.156  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.051   1.634   0.031  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.293   0.788   0.683  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.568   1.136   1.889  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.231   0.353   2.573  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.949   0.725   3.817  1.00  0.00           C  
HETATM   11  O1  UNL     1       0.927   1.882   4.302  1.00  0.00           O  
HETATM   12  C11 UNL     1       1.624  -0.462   4.298  1.00  0.00           C  
HETATM   13  C12 UNL     1       1.412  -1.441   3.471  1.00  0.00           C  
HETATM   14  C13 UNL     1       0.575  -1.020   2.273  1.00  0.00           C  
HETATM   15  C14 UNL     1       1.701  -1.063   1.186  1.00  0.00           C  
HETATM   16  C15 UNL     1       1.416  -0.479  -0.086  1.00  0.00           C  
HETATM   17  C16 UNL     1       2.044   0.561  -0.636  1.00  0.00           C  
HETATM   18  C17 UNL     1       3.141   1.251   0.028  1.00  0.00           C  
HETATM   19  C18 UNL     1       4.431   1.259  -0.735  1.00  0.00           C  
HETATM   20  C19 UNL     1       5.044  -0.067  -1.041  1.00  0.00           C  
HETATM   21  C20 UNL     1       4.170  -0.880  -1.872  1.00  0.00           C  
HETATM   22  O2  UNL     1       3.785  -2.007  -1.482  1.00  0.00           O  
HETATM   23  O3  UNL     1       3.747  -0.421  -3.115  1.00  0.00           O  
HETATM   24  H1  UNL     1      -5.770  -0.764  -2.823  1.00  0.00           H  
HETATM   25  H2  UNL     1      -6.017   0.883  -2.191  1.00  0.00           H  
HETATM   26  H3  UNL     1      -7.043  -0.443  -1.618  1.00  0.00           H  
HETATM   27  H4  UNL     1      -5.532  -1.386  -0.223  1.00  0.00           H  
HETATM   28  H5  UNL     1      -5.072   0.334  -0.054  1.00  0.00           H  
HETATM   29  H6  UNL     1      -3.712  -1.768  -1.847  1.00  0.00           H  
HETATM   30  H7  UNL     1      -3.148  -1.194  -0.280  1.00  0.00           H  
HETATM   31  H8  UNL     1      -2.058  -0.171  -2.325  1.00  0.00           H  
HETATM   32  H9  UNL     1      -3.629   0.446  -2.792  1.00  0.00           H  
HETATM   33  H10 UNL     1      -2.588   2.328  -1.907  1.00  0.00           H  
HETATM   34  H11 UNL     1      -3.904   1.820  -0.863  1.00  0.00           H  
HETATM   35  H12 UNL     1      -2.075   2.643   0.499  1.00  0.00           H  
HETATM   36  H13 UNL     1      -1.247  -0.198   0.314  1.00  0.00           H  
HETATM   37  H14 UNL     1      -0.693   2.162   2.281  1.00  0.00           H  
HETATM   38  H15 UNL     1       2.215  -0.485   5.224  1.00  0.00           H  
HETATM   39  H16 UNL     1       1.767  -2.473   3.572  1.00  0.00           H  
HETATM   40  H17 UNL     1      -0.212  -1.726   2.063  1.00  0.00           H  
HETATM   41  H18 UNL     1       2.678  -0.794   1.631  1.00  0.00           H  
HETATM   42  H19 UNL     1       1.809  -2.195   1.032  1.00  0.00           H  
HETATM   43  H20 UNL     1       0.620  -0.927  -0.716  1.00  0.00           H  
HETATM   44  H21 UNL     1       1.705   0.897  -1.634  1.00  0.00           H  
HETATM   45  H22 UNL     1       3.354   0.934   1.071  1.00  0.00           H  
HETATM   46  H23 UNL     1       2.898   2.367   0.165  1.00  0.00           H  
HETATM   47  H24 UNL     1       5.155   1.911  -0.179  1.00  0.00           H  
HETATM   48  H25 UNL     1       4.232   1.830  -1.703  1.00  0.00           H  
HETATM   49  H26 UNL     1       6.028   0.143  -1.533  1.00  0.00           H  
HETATM   50  H27 UNL     1       5.210  -0.570  -0.049  1.00  0.00           H  
HETATM   51  H28 UNL     1       4.377  -0.085  -3.835  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   27   28
CONECT    3    4   29   30
CONECT    4    5   31   32
CONECT    5    6   33   34
CONECT    6    7    7   35
CONECT    7    8   36
CONECT    8    9    9   37
CONECT    9   10   14
CONECT   10   11   11   12
CONECT   12   13   13   38
CONECT   13   14   39
CONECT   14   15   40
CONECT   15   16   41   42
CONECT   16   17   17   43
CONECT   17   18   44
CONECT   18   19   45   46
CONECT   19   20   47   48
CONECT   20   21   49   50
CONECT   21   22   22   23
CONECT   23   51
END

HMDB0005079
     RDKit          3D
15-Deoxy-d-12,14-PGJ2
 51 51  0  0  0  0  0  0  0  0999 V2000
   -5.9917   -0.1869   -1.9112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1093   -0.5163   -0.7629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6929   -0.8650   -1.1583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9946    0.2323   -1.8732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8422    1.4985   -1.1556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0513    1.6341    0.0305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2933    0.7884    0.6827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5677    1.1362    1.8890 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2306    0.3528    2.5732 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9488    0.7251    3.8169 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9266    1.8823    4.3024 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6242   -0.4622    4.2976 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4115   -1.4413    3.4710 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5754   -1.0203    2.2725 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7009   -1.0629    1.1858 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4162   -0.4788   -0.0855 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0442    0.5608   -0.6363 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1408    1.2507    0.0276 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4312    1.2594   -0.7347 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0435   -0.0667   -1.0414 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1697   -0.8803   -1.8720 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7848   -2.0067   -1.4822 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7466   -0.4208   -3.1148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7698   -0.7636   -2.8230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0175    0.8834   -2.1906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0432   -0.4426   -1.6183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5317   -1.3856   -0.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0723    0.3338   -0.0544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7118   -1.7677   -1.8472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1479   -1.1943   -0.2801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0581   -0.1712   -2.3246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6288    0.4464   -2.7921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5881    2.3282   -1.9075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9037    1.8203   -0.8629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0750    2.6434    0.4988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2466   -0.1980    0.3137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6927    2.1619    2.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2146   -0.4845    5.2238 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7666   -2.4728    3.5716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2125   -1.7260    2.0629 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6779   -0.7939    1.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8088   -2.1950    1.0317 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6204   -0.9265   -0.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7054    0.8967   -1.6336 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3542    0.9342    1.0708 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8976    2.3668    0.1652 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1550    1.9114   -0.1793 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2319    1.8301   -1.7027 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0277    0.1428   -1.5332 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2100   -0.5696   -0.0488 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3774   -0.0851   -3.8350 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 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 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 22  2  0
 21 23  1  0
 14  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
 12 38  1  0
 13 39  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
M  END

View in JSmol View Stereo Labels

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 Molecular Weight

316.4345

Monoisotopic Molecular Weight

316.203844762

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

87893-55-8

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

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 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	3.983	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.003 g/L	ALOGPS
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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	189.859	30932474
DeepCCS	[M-H]-	187.501	30932474
DeepCCS	[M-2H]-	220.984	30932474
DeepCCS	[M+Na]+	196.21	30932474
AllCCS	[M+H]+	183.6	32859911
AllCCS	[M+H-H2O]+	180.7	32859911
AllCCS	[M+NH4]+	186.4	32859911
AllCCS	[M+Na]+	187.2	32859911
AllCCS	[M-H]-	184.7	32859911
AllCCS	[M+Na-2H]-	185.9	32859911
AllCCS	[M+HCOO]-	187.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
15-Deoxy-d-12,14-PGJ2	CCCCC\C=C\C=C1/[C@@H](C\C=C/CCCC(O)=O)C=CC1=O	4171.2	Standard polar	33892256
15-Deoxy-d-12,14-PGJ2	CCCCC\C=C\C=C1/[C@@H](C\C=C/CCCC(O)=O)C=CC1=O	2554.4	Standard non polar	33892256
15-Deoxy-d-12,14-PGJ2	CCCCC\C=C\C=C1/[C@@H](C\C=C/CCCC(O)=O)C=CC1=O	2730.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
15-Deoxy-d-12,14-PGJ2,1TMS,isomer #1	CCCCC/C=C/C=C1/C(=O)C=C[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C	2751.9	Semi standard non polar	33892256
15-Deoxy-d-12,14-PGJ2,1TBDMS,isomer #1	CCCCC/C=C/C=C1/C(=O)C=C[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	2992.7	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 15-Deoxy-d-12,14-PGJ2 GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-6290000000-3dc60f4b59ef5f20d684	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 15-Deoxy-d-12,14-PGJ2 GC-MS (1 TMS) - 70eV, Positive	splash10-007c-9352000000-0ced364db9c5f3e628e4	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 15-Deoxy-d-12,14-PGJ2 GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Deoxy-d-12,14-PGJ2 10V, Positive-QTOF	splash10-014j-0294000000-a09703fda20ef890154e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Deoxy-d-12,14-PGJ2 20V, Positive-QTOF	splash10-0a4j-2590000000-7a0889bba7bd7ec5abd5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Deoxy-d-12,14-PGJ2 40V, Positive-QTOF	splash10-0gbc-9410000000-6716fa5d4535af90b53b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Deoxy-d-12,14-PGJ2 10V, Negative-QTOF	splash10-014i-0029000000-1568a862c2a207983dd6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Deoxy-d-12,14-PGJ2 20V, Negative-QTOF	splash10-01b9-1297000000-85bb29f3a42e11f9c53a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Deoxy-d-12,14-PGJ2 40V, Negative-QTOF	splash10-0a4i-9520000000-05e5fcf470c134176904	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Deoxy-d-12,14-PGJ2 10V, Positive-QTOF	splash10-000t-1292000000-b96f27a7a0fb5f4a4574	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Deoxy-d-12,14-PGJ2 20V, Positive-QTOF	splash10-001i-9730000000-e86765cb72eecd2feb8c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Deoxy-d-12,14-PGJ2 40V, Positive-QTOF	splash10-05rr-9500000000-43060ace2e2f26804b0f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Deoxy-d-12,14-PGJ2 10V, Negative-QTOF	splash10-014i-0029000000-c1967ca10292a13ad947	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Deoxy-d-12,14-PGJ2 20V, Negative-QTOF	splash10-066r-0294000000-ecdf0c0084d7f716f9a5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Deoxy-d-12,14-PGJ2 40V, Negative-QTOF	splash10-053r-1930000000-dd5d68b51f67954b6ba6	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Arachidonic Acid Metabolism
Leukotriene C4 Synthesis Deficiency		Not Available
Piroxicam Action Pathway		Not Available
Acetylsalicylic Acid Action Pathway		Not Available
Etodolac Action Pathway		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.000083 +/- 0.000003 uM	Adult (>18 years old)	Both	Normal	20671299	details
Blood	Detected and Quantified	0.000206 +/- 0.000011 uM	Adult (>18 years old)	Both	Normal	21359215	details
Blood	Detected and Quantified	<0.0003 uM	Adult (>18 years old)	Both	Normal	21359215	details
Urine	Detected and Quantified	0.0000023 +/- 0.000001 umol/mmol creatinine	Adult (>18 years old)	Not Specified	Normal	12975479	details
Urine	Detected and Quantified	0.00005 +/- 0.000018 umol/mmol creatinine	Adult (>18 years old)	Female	Normal	11274037	details
Urine	Detected and Quantified	0.000018 +/- 0.000004 umol/mmol creatinine	Adult (>18 years old)	Male	Normal	11274037	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB112223

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

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Bickley, Jamie F.; Jadhav, Vasudev; Roberts, Stanley M.; Santoro, M. Gabriella; Steiner, Alexander; Sutton, Peter W. Synthesis of optically active prostaglandin-J2 and 15-deoxy-D12,14-prostaglandin-J2. Synlett (2003), (8), 1170-1174.

Material Safety Data Sheet (MSDS)

Not Available

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. Epub 2006 Jul 20. [PubMed:16857669 ]
Masoodi M, Nicolaou A: Lipidomic analysis of twenty-seven prostanoids and isoprostanes by liquid chromatography/electrospray tandem mass spectrometry. Rapid Commun Mass Spectrom. 2006;20(20):3023-9. [PubMed:16986207 ]
Brunk E, Sahoo S, Zielinski DC, Altunkaya A, Drager A, Mih N, Gatto F, Nilsson A, Preciat Gonzalez GA, Aurich MK, Prlic A, Sastry A, Danielsdottir AD, Heinken A, Noronha A, Rose PW, Burley SK, Fleming RMT, Nielsen J, Thiele I, Palsson BO: Recon3D enables a three-dimensional view of gene variation in human metabolism. Nat Biotechnol. 2018 Mar;36(3):272-281. doi: 10.1038/nbt.4072. Epub 2018 Feb 19. [PubMed:29457794 ]
Lipid Maps (LMFA03010021) [Link]

Showing metabocard for 15-Deoxy-d-12,14-PGJ2 (HMDB0005079)

MOL for HMDB0005079 (15-Deoxy-d-12,14-PGJ2)

3D MOL for HMDB0005079 (15-Deoxy-d-12,14-PGJ2)

3D SDF for HMDB0005079 (15-Deoxy-d-12,14-PGJ2)

3D-SDF for HMDB0005079 (15-Deoxy-d-12,14-PGJ2)

PDB for HMDB0005079 (15-Deoxy-d-12,14-PGJ2)

3D PDB for HMDB0005079 (15-Deoxy-d-12,14-PGJ2)

SMILES for HMDB0005079 (15-Deoxy-d-12,14-PGJ2)

INCHI for HMDB0005079 (15-Deoxy-d-12,14-PGJ2)

Structure for HMDB0005079 (15-Deoxy-d-12,14-PGJ2)

3D Structure for HMDB0005079 (15-Deoxy-d-12,14-PGJ2)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra