Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-08-13 14:59:53 UTC

Update Date

2022-03-07 02:49:20 UTC

HMDB ID

HMDB0004238

Secondary Accession Numbers

HMDB04238

Metabolite Identification

Common Name

Delta-12-Prostaglandin J2

Description

Delta-12-Prostaglandin J2 (d12-PGJ2) is the ultimate metabolite of Prostaglandin D2 (PGD2). PGD2 is an unstable molecule and undergoes dehydration to form PGJ2 in aqueous solution, and is then converted to d12-PGJ2, in the presence of serum albumin or plasma. d12-PGJ2 forms a conjugate with the thiol of glutathione (GSH) and GSH suppresses the d12-PGJ2-induced HSP synthesis and subsequent inhibition of cell growth (HSPs are a set of proteins synthesized in response to heat shock or to other environmental stresses). d12-PGJ2 has been shown to stimulate alkaline phosphatase activity and calcification of human osteoblastic cells, the potency of the PGs being comparable to that of 1-a,25-dihydroxy vitamin D. d12-PGJ2 enhances the type-1 collagen synthesis in human osteoblasts during calcification. Thus, d12-PGJ2 modulates osteogenesis through induction of the syntheses of multiple proteins related to mineralization. Considering that PGD2 is a major arachidonate metabolite in bone marrow, d12-PGJ2, may be physiologically involved in the modulation of osteogenesis. d12-PGJ2 induces heme oxygenase, HO-l. Heme oxygenase is a key enzyme in heme catabolism, oxidatively clearing heme to yield biliverdin, iron and carbon monoxide. The biological function of this enzyme is the conversion of potentially toxic heme to bile and the recovery of the iron. Furthermore, carbon monoxide produced on the enzymatic degradation of heme has been suggested to function as a neural messenger. Two isozymes of heme oxygenase, HO-l and HO-2, have been identified. HO-2 is constitutively expressed, while HO-l is drastically induced in response to a variety of stresses, including heavy metals, heat shock and UV irradiation. (PMID: 8777585 )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

HMDB0004238
     RDKit          3D
Delta-12-Prostaglandin J2
 54 54  0  0  0  0  0  0  0  0999 V2000
   -6.3048    1.0460   -2.7399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4621   -0.0844   -3.2745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9974    0.1004   -3.0140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7672    0.1843   -1.5230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3025    0.3718   -1.1901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1991    0.4409    0.3154 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9339    1.4985    0.8474 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7275    0.5786    0.7481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7663    0.6344    2.2164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0940   -0.1259    3.0686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1696   -0.0509    4.5369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7972    0.8526    5.1499 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5851   -1.1675    5.0375 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1098   -1.8418    4.0818 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7885   -1.1972    2.7434 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2025   -0.5955    2.4361 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2748    0.3651    1.3825 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9522    0.2161    0.2777 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7545   -0.9689   -0.0675 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2150   -0.6321   -0.2764 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4822    0.3495   -1.3597 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0681   -0.0340   -2.7069 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5436   -1.1264   -2.9857 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2725    0.8781   -3.7420 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1239    1.9751   -3.3173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3727    0.7652   -2.9660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2481    1.1634   -1.6571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6606   -0.1393   -4.3689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8532   -1.0193   -2.8340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4846   -0.8250   -3.3591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6193    0.9723   -3.5668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1463   -0.7602   -1.0815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3056    1.0334   -1.0507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7293   -0.5112   -1.5201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9491    1.3108   -1.6724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6435   -0.4942    0.7151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8820    1.2042    0.9439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3548    1.5221    0.3212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1576   -0.2782    0.3264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4230    1.3863    2.6515 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7073   -1.4249    6.1001 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7205   -2.7645    4.1133 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5051   -1.9185    1.9961 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4420   -0.0058    3.4018 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9274   -1.4526    2.4086 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7531    1.3313    1.5192 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9311    1.0356   -0.4665 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3875   -1.4388   -1.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6640   -1.7749    0.6650 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7023   -0.2939    0.6400 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7141   -1.6065   -0.5482 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0838    1.3527   -1.0887 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6045    0.4797   -1.3988 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0838    1.4840   -3.7443 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
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  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 23  2  0
 22 24  1  0
 15 10  1  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  1
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
 13 41  1  0
 14 42  1  0
 15 43  1  6
 16 44  1  0
 16 45  1  0
 17 46  1  0
 18 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 21 52  1  0
 21 53  1  0
 24 54  1  0
M  END

  Mrv0541 02231219542D          

 24 24  0  0  1  0            999 V2000
   28.8687  -13.5154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9350  -13.5867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.4934  -14.9457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.3209  -16.2205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.1543  -13.9279    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   27.4397  -13.5154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4397  -12.6904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7253  -12.2779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0627  -15.4556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7253  -11.4529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8912  -14.6486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8474  -15.7106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4166  -16.2205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1543  -14.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0108  -11.0403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2013  -16.4754    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   24.1066  -14.3937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0189  -16.5176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8036  -16.7725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8687  -15.1654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8687  -15.9905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5362  -16.4754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4562  -17.2601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2812  -17.2601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  6  0  0  0
  2 17  1  0  0  0  0
  3 17  2  0  0  0  0
  4 22  2  0  0  0  0
  5  6  1  0  0  0  0
  5 14  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 12  1  0  0  0  0
 10 15  1  0  0  0  0
 11 17  1  0  0  0  0
 12 18  1  0  0  0  0
 16 13  1  6  0  0  0
 13 19  1  0  0  0  0
 14 20  1  0  0  0  0
 16 21  1  0  0  0  0
 16 23  1  0  0  0  0
 18 19  2  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 24  1  0  0  0  0
 23 24  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0004238

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H30O4/c1-2-3-6-10-17(21)13-14-18-16(12-15-19(18)22)9-7-4-5-8-11-20(23)24/h4,7,12,14-17,21H,2-3,5-6,8-11,13H2,1H3,(H,23,24)/b7-4-,18-14+/t16-,17-/m0/s1

> <INCHI_KEY>
TUXFWOHFPFBNEJ-GJGHEGAFSA-N

> <FORMULA>
C20H30O4

> <MOLECULAR_WEIGHT>
334.4498

> <EXACT_MASS>
334.214409448

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
38.04200679436184

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5Z)-7-[(1S,5E)-5-[(3S)-3-hydroxyoctylidene]-4-oxocyclopent-2-en-1-yl]hept-5-enoic acid

> <ALOGPS_LOGP>
4.28

> <JCHEM_LOGP>
4.432352861

> <ALOGPS_LOGS>
-4.19

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
17.95605431061664

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.658500741621947

> <JCHEM_PKA_STRONGEST_BASIC>
-1.291073986752147

> <JCHEM_POLAR_SURFACE_AREA>
74.6

> <JCHEM_REFRACTIVITY>
99.00319999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.17e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
delta-12-prostaglandin J2

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0004238
     RDKit          3D
Delta-12-Prostaglandin J2
 54 54  0  0  0  0  0  0  0  0999 V2000
   -6.3048    1.0460   -2.7399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4621   -0.0844   -3.2745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9974    0.1004   -3.0140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7672    0.1843   -1.5230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3025    0.3718   -1.1901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1991    0.4409    0.3154 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9339    1.4985    0.8474 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7275    0.5786    0.7481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7663    0.6344    2.2164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0940   -0.1259    3.0686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1696   -0.0509    4.5369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7972    0.8526    5.1499 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5851   -1.1675    5.0375 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1098   -1.8418    4.0818 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7885   -1.1972    2.7434 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2025   -0.5955    2.4361 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2748    0.3651    1.3825 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9522    0.2161    0.2777 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7545   -0.9689   -0.0675 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2150   -0.6321   -0.2764 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4822    0.3495   -1.3597 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0681   -0.0340   -2.7069 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5436   -1.1264   -2.9857 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2725    0.8781   -3.7420 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1239    1.9751   -3.3173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3727    0.7652   -2.9660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2481    1.1634   -1.6571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6606   -0.1393   -4.3689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8532   -1.0193   -2.8340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4846   -0.8250   -3.3591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6193    0.9723   -3.5668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1463   -0.7602   -1.0815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3056    1.0334   -1.0507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7293   -0.5112   -1.5201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9491    1.3108   -1.6724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6435   -0.4942    0.7151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8820    1.2042    0.9439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3548    1.5221    0.3212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1576   -0.2782    0.3264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4230    1.3863    2.6515 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7073   -1.4249    6.1001 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7205   -2.7645    4.1133 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5051   -1.9185    1.9961 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4420   -0.0058    3.4018 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9274   -1.4526    2.4086 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7531    1.3313    1.5192 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9311    1.0356   -0.4665 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3875   -1.4388   -1.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6640   -1.7749    0.6650 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7023   -0.2939    0.6400 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7141   -1.6065   -0.5482 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0838    1.3527   -1.0887 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6045    0.4797   -1.3988 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0838    1.4840   -3.7443 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
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  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 23  2  0
 22 24  1  0
 15 10  1  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  1
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
 13 41  1  0
 14 42  1  0
 15 43  1  6
 16 44  1  0
 16 45  1  0
 17 46  1  0
 18 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 21 52  1  0
 21 53  1  0
 24 54  1  0
M  END

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      53.888 -25.229   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      44.679 -25.362   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      43.854 -27.899   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      56.599 -30.278   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      52.555 -25.999   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      51.221 -25.229   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      51.221 -23.689   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      49.887 -22.919   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      46.784 -28.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      49.887 -21.379   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      46.464 -27.344   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      48.248 -29.326   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      51.178 -30.278   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      52.555 -27.539   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      48.553 -20.609   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      52.642 -30.754   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      44.999 -26.868   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      48.569 -30.833   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      50.033 -31.309   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      53.888 -28.309   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      53.888 -29.849   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      55.134 -30.754   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      53.118 -32.219   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      54.658 -32.219   0.000  0.00  0.00           C+0
CONECT    1    5                                                            
CONECT    2   17                                                            
CONECT    3   17                                                            
CONECT    4   22                                                            
CONECT    5    1    6   14                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7   10                                                       
CONECT    9   11   12                                                       
CONECT   10    8   15                                                       
CONECT   11    9   17                                                       
CONECT   12    9   18                                                       
CONECT   13   16   19                                                       
CONECT   14    5   20                                                       
CONECT   15   10                                                            
CONECT   16   13   21   23                                                  
CONECT   17    2    3   11                                                  
CONECT   18   12   19                                                       
CONECT   19   13   18                                                       
CONECT   20   14   21                                                       
CONECT   21   16   20   22                                                  
CONECT   22    4   21   24                                                  
CONECT   23   16   24                                                       
CONECT   24   22   23                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   48    0
END

COMPND    HMDB0004238
HETATM    1  C1  UNL     1      -6.305   1.046  -2.740  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.462  -0.084  -3.275  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.997   0.100  -3.014  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.767   0.184  -1.523  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.302   0.372  -1.190  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.199   0.441   0.315  1.00  0.00           C  
HETATM    7  O1  UNL     1      -2.934   1.498   0.847  1.00  0.00           O  
HETATM    8  C7  UNL     1      -0.727   0.579   0.748  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.766   0.634   2.216  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.094  -0.126   3.069  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.170  -0.051   4.537  1.00  0.00           C  
HETATM   12  O2  UNL     1      -0.797   0.853   5.150  1.00  0.00           O  
HETATM   13  C11 UNL     1       0.585  -1.168   5.038  1.00  0.00           C  
HETATM   14  C12 UNL     1       1.110  -1.842   4.082  1.00  0.00           C  
HETATM   15  C13 UNL     1       0.788  -1.197   2.743  1.00  0.00           C  
HETATM   16  C14 UNL     1       2.203  -0.596   2.436  1.00  0.00           C  
HETATM   17  C15 UNL     1       2.275   0.365   1.383  1.00  0.00           C  
HETATM   18  C16 UNL     1       2.952   0.216   0.278  1.00  0.00           C  
HETATM   19  C17 UNL     1       3.754  -0.969  -0.067  1.00  0.00           C  
HETATM   20  C18 UNL     1       5.215  -0.632  -0.276  1.00  0.00           C  
HETATM   21  C19 UNL     1       5.482   0.350  -1.360  1.00  0.00           C  
HETATM   22  C20 UNL     1       5.068  -0.034  -2.707  1.00  0.00           C  
HETATM   23  O3  UNL     1       4.544  -1.126  -2.986  1.00  0.00           O  
HETATM   24  O4  UNL     1       5.273   0.878  -3.742  1.00  0.00           O  
HETATM   25  H1  UNL     1      -6.124   1.975  -3.317  1.00  0.00           H  
HETATM   26  H2  UNL     1      -7.373   0.765  -2.966  1.00  0.00           H  
HETATM   27  H3  UNL     1      -6.248   1.163  -1.657  1.00  0.00           H  
HETATM   28  H4  UNL     1      -5.661  -0.139  -4.369  1.00  0.00           H  
HETATM   29  H5  UNL     1      -5.853  -1.019  -2.834  1.00  0.00           H  
HETATM   30  H6  UNL     1      -3.485  -0.825  -3.359  1.00  0.00           H  
HETATM   31  H7  UNL     1      -3.619   0.972  -3.567  1.00  0.00           H  
HETATM   32  H8  UNL     1      -4.146  -0.760  -1.081  1.00  0.00           H  
HETATM   33  H9  UNL     1      -4.306   1.033  -1.051  1.00  0.00           H  
HETATM   34  H10 UNL     1      -1.729  -0.511  -1.520  1.00  0.00           H  
HETATM   35  H11 UNL     1      -1.949   1.311  -1.672  1.00  0.00           H  
HETATM   36  H12 UNL     1      -2.644  -0.494   0.715  1.00  0.00           H  
HETATM   37  H13 UNL     1      -3.882   1.204   0.944  1.00  0.00           H  
HETATM   38  H14 UNL     1      -0.355   1.522   0.321  1.00  0.00           H  
HETATM   39  H15 UNL     1      -0.158  -0.278   0.326  1.00  0.00           H  
HETATM   40  H16 UNL     1      -1.423   1.386   2.652  1.00  0.00           H  
HETATM   41  H17 UNL     1       0.707  -1.425   6.100  1.00  0.00           H  
HETATM   42  H18 UNL     1       1.720  -2.765   4.113  1.00  0.00           H  
HETATM   43  H19 UNL     1       0.505  -1.919   1.996  1.00  0.00           H  
HETATM   44  H20 UNL     1       2.442  -0.006   3.402  1.00  0.00           H  
HETATM   45  H21 UNL     1       2.927  -1.453   2.409  1.00  0.00           H  
HETATM   46  H22 UNL     1       1.753   1.331   1.519  1.00  0.00           H  
HETATM   47  H23 UNL     1       2.931   1.036  -0.466  1.00  0.00           H  
HETATM   48  H24 UNL     1       3.387  -1.439  -1.035  1.00  0.00           H  
HETATM   49  H25 UNL     1       3.664  -1.775   0.665  1.00  0.00           H  
HETATM   50  H26 UNL     1       5.702  -0.294   0.640  1.00  0.00           H  
HETATM   51  H27 UNL     1       5.714  -1.607  -0.548  1.00  0.00           H  
HETATM   52  H28 UNL     1       5.084   1.353  -1.089  1.00  0.00           H  
HETATM   53  H29 UNL     1       6.604   0.480  -1.399  1.00  0.00           H  
HETATM   54  H30 UNL     1       6.084   1.484  -3.744  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3   28   29
CONECT    3    4   30   31
CONECT    4    5   32   33
CONECT    5    6   34   35
CONECT    6    7    8   36
CONECT    7   37
CONECT    8    9   38   39
CONECT    9   10   10   40
CONECT   10   11   15
CONECT   11   12   12   13
CONECT   13   14   14   41
CONECT   14   15   42
CONECT   15   16   43
CONECT   16   17   44   45
CONECT   17   18   18   46
CONECT   18   19   47
CONECT   19   20   48   49
CONECT   20   21   50   51
CONECT   21   22   52   53
CONECT   22   23   23   24
CONECT   24   54
END

HMDB0004238
     RDKit          3D
Delta-12-Prostaglandin J2
 54 54  0  0  0  0  0  0  0  0999 V2000
   -6.3048    1.0460   -2.7399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4621   -0.0844   -3.2745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9974    0.1004   -3.0140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7672    0.1843   -1.5230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3025    0.3718   -1.1901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1991    0.4409    0.3154 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9339    1.4985    0.8474 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7275    0.5786    0.7481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7663    0.6344    2.2164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0940   -0.1259    3.0686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1696   -0.0509    4.5369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7972    0.8526    5.1499 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5851   -1.1675    5.0375 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1098   -1.8418    4.0818 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7885   -1.1972    2.7434 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2025   -0.5955    2.4361 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2748    0.3651    1.3825 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9522    0.2161    0.2777 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7545   -0.9689   -0.0675 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2150   -0.6321   -0.2764 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4822    0.3495   -1.3597 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0681   -0.0340   -2.7069 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5436   -1.1264   -2.9857 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2725    0.8781   -3.7420 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1239    1.9751   -3.3173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3727    0.7652   -2.9660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2481    1.1634   -1.6571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6606   -0.1393   -4.3689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8532   -1.0193   -2.8340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4846   -0.8250   -3.3591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6193    0.9723   -3.5668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1463   -0.7602   -1.0815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3056    1.0334   -1.0507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7293   -0.5112   -1.5201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9491    1.3108   -1.6724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6435   -0.4942    0.7151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8820    1.2042    0.9439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3548    1.5221    0.3212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1576   -0.2782    0.3264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4230    1.3863    2.6515 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7073   -1.4249    6.1001 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7205   -2.7645    4.1133 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5051   -1.9185    1.9961 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4420   -0.0058    3.4018 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9274   -1.4526    2.4086 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7531    1.3313    1.5192 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9311    1.0356   -0.4665 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3875   -1.4388   -1.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6640   -1.7749    0.6650 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7023   -0.2939    0.6400 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7141   -1.6065   -0.5482 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0838    1.3527   -1.0887 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6045    0.4797   -1.3988 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0838    1.4840   -3.7443 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
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  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 23  2  0
 22 24  1  0
 15 10  1  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  1
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
 13 41  1  0
 14 42  1  0
 15 43  1  6
 16 44  1  0
 16 45  1  0
 17 46  1  0
 18 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 21 52  1  0
 21 53  1  0
 24 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
9-Deoxy-9,10-didehydro-12,13-didehydro-13,14-dihydroprostaglandin D2	ChEBI
9-Deoxy-delta(9), delta(12)-13,14-dihydroprostaglandin D2	ChEBI
9-Deoxy-delta(9,12)-13,14-dihydro PGD2	ChEBI
D12-PGJ2	ChEBI
DDDD-PGD2	ChEBI
delta(12)-PGJ2	ChEBI
delta-12-PGJ2	ChEBI
9-Deoxy-δ(9), δ(12)-13,14-dihydroprostaglandin D2	Generator
9-Deoxy-δ(9,12)-13,14-dihydro PGD2	Generator
Δ(12)-PGJ2	Generator
Δ-12-PGJ2	Generator
Δ-12-prostaglandin J2	Generator
Prostaglandin J2	HMDB
(5Z,12E,15S)-15-Hydroxy-11-oxo-prosta-5,9,12-trien-1-Oic acid	MeSH

Chemical Formula

C₂₀H₃₀O₄

Average Molecular Weight

334.4498

Monoisotopic Molecular Weight

334.214409448

IUPAC Name

(5Z)-7-[(1S,5E)-5-[(3S)-3-hydroxyoctylidene]-4-oxocyclopent-2-en-1-yl]hept-5-enoic acid

Traditional Name

delta-12-prostaglandin J2

CAS Registry Number

87893-54-7

SMILES

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

InChI Identifier

InChI=1S/C20H30O4/c1-2-3-6-10-17(21)13-14-18-16(12-15-19(18)22)9-7-4-5-8-11-20(23)24/h4,7,12,14-17,21H,2-3,5-6,8-11,13H2,1H3,(H,23,24)/b7-4-,18-14+/t16-,17-/m0/s1

InChI Key

TUXFWOHFPFBNEJ-GJGHEGAFSA-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
Hydroxy fatty acid
Fatty acid
Unsaturated fatty acid
Ketone
Cyclic ketone
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxide
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

oxo carboxylic acid (CHEBI:28130 )
Prostaglandins (C05958 )
Prostaglandins (LMFA03010020 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21359215)

Excreta

Biofluid or Excreta

Urine (PMID: 3053696)

Cellular substructure

Membrane (HMDB: HMDB0004238)
Extracellular (HMDB: HMDB0004238)

Source

Exogenous

Exogenous (HMDB: HMDB0004238)

Food

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Endogenous

Endogenous (HMDB: HMDB0004238)

Process

Naturally occurring process

Biological process

Biochemical pathway

Disease pathway

Leukotriene C4 Synthesis Deficiency (PathBank: SMP0120510)

Metabolic pathway

Arachidonic Acid Metabolism (PathBank: SMP0087315)

Drug action pathway

Piroxicam Action Pathway (PathBank: SMP0000077)
Acetylsalicylic Acid Action Pathway (PathBank: SMP0000083)
Etodolac Action Pathway (PathBank: SMP0000084)
Ketoprofen Action Pathway (PathBank: SMP0000085)
Ibuprofen Action Pathway (PathBank: SMP0000086)
Rofecoxib Action Pathway (PathBank: SMP0000087)
Diclofenac Action Pathway (PathBank: SMP0000093)
Sulindac Action Pathway (PathBank: SMP0000094)
Celecoxib Action Pathway (PathBank: SMP0000096)
Ketorolac Action Pathway (PathBank: SMP0000098)
Suprofen Action Pathway (PathBank: SMP0000101)
Bromfenac Action Pathway (PathBank: SMP0000102)
Indomethacin Action Pathway (PathBank: SMP0000104)
Mefenamic Acid Action Pathway (PathBank: SMP0000109)
Oxaprozin Action Pathway (PathBank: SMP0000113)
Nabumetone Action Pathway (PathBank: SMP0000114)
Naproxen Action Pathway (PathBank: SMP0000120)
Diflunisal Action Pathway (PathBank: SMP0000289)
Meloxicam Action Pathway (PathBank: SMP0000106)
Valdecoxib Action Pathway (PathBank: SMP0000116)
Antipyrine Action Pathway (PathBank: SMP0000692)
Antrafenine Action Pathway (PathBank: SMP0000693)
Carprofen Action Pathway (PathBank: SMP0000694)
Etoricoxib Action Pathway (PathBank: SMP0000695)
Fenoprofen Action Pathway (PathBank: SMP0000696)
Flurbiprofen Action Pathway (PathBank: SMP0000697)
Magnesium salicylate Action Pathway (PathBank: SMP0000698)
Lumiracoxib Action Pathway (PathBank: SMP0000699)
Lornoxicam Action Pathway (PathBank: SMP0000700)
Phenylbutazone Action Pathway (PathBank: SMP0000701)
Nepafenac Action Pathway (PathBank: SMP0000702)
Trisalicylate-choline Action Pathway (PathBank: SMP0000703)
Tolmetin Action Pathway (PathBank: SMP0000704)
Tiaprofenic Acid Action Pathway (PathBank: SMP0000705)
Tenoxicam Action Pathway (PathBank: SMP0000706)
Salsalate Action Pathway (PathBank: SMP0000707)
Salicylate-sodium Action Pathway (PathBank: SMP0000708)
Salicylic Acid Action Pathway (PathBank: SMP0000709)
Acetaminophen Action Pathway (PathBank: SMP0000710)

Role

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	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.022 g/L	ALOGPS
logP	4.28	ALOGPS
logP	4.43	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	4.66	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.6 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	99 m³·mol⁻¹	ChemAxon
Polarizability	38.04 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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]+	189.033	30932474
DeepCCS	[M-H]-	186.487	30932474
DeepCCS	[M-2H]-	220.966	30932474
DeepCCS	[M+Na]+	196.194	30932474
AllCCS	[M+H]+	188.1	32859911
AllCCS	[M+H-H2O]+	185.2	32859911
AllCCS	[M+NH4]+	190.7	32859911
AllCCS	[M+Na]+	191.4	32859911
AllCCS	[M-H]-	188.1	32859911
AllCCS	[M+Na-2H]-	189.4	32859911
AllCCS	[M+HCOO]-	191.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Delta-12-Prostaglandin J2	CCCCC[C@H](O)C\C=C1/[C@@H](C\C=C/CCCC(O)=O)C=CC1=O	4407.5	Standard polar	33892256
Delta-12-Prostaglandin J2	CCCCC[C@H](O)C\C=C1/[C@@H](C\C=C/CCCC(O)=O)C=CC1=O	2594.8	Standard non polar	33892256
Delta-12-Prostaglandin J2	CCCCC[C@H](O)C\C=C1/[C@@H](C\C=C/CCCC(O)=O)C=CC1=O	2809.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Delta-12-Prostaglandin J2,1TMS,isomer #1	CCCCC[C@@H](C/C=C1/C(=O)C=C[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C	2897.8	Semi standard non polar	33892256
Delta-12-Prostaglandin J2,1TMS,isomer #2	CCCCC[C@H](O)C/C=C1/C(=O)C=C[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C	2852.1	Semi standard non polar	33892256
Delta-12-Prostaglandin J2,2TMS,isomer #1	CCCCC[C@@H](C/C=C1/C(=O)C=C[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2872.9	Semi standard non polar	33892256
Delta-12-Prostaglandin J2,1TBDMS,isomer #1	CCCCC[C@@H](C/C=C1/C(=O)C=C[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3135.0	Semi standard non polar	33892256
Delta-12-Prostaglandin J2,1TBDMS,isomer #2	CCCCC[C@H](O)C/C=C1/C(=O)C=C[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	3100.6	Semi standard non polar	33892256
Delta-12-Prostaglandin J2,2TBDMS,isomer #1	CCCCC[C@@H](C/C=C1/C(=O)C=C[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3351.8	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 - Delta-12-Prostaglandin J2 GC-MS (Non-derivatized) - 70eV, Positive	splash10-07d3-7492000000-84e4a524519c7194d3f8	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Delta-12-Prostaglandin J2 GC-MS (2 TMS) - 70eV, Positive	splash10-00g0-9213200000-08bfe6bfadbf91ad015c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Delta-12-Prostaglandin J2 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 - Delta-12-Prostaglandin J2 10V, Positive-QTOF	splash10-014r-0159000000-53464c9859e74445f91d	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Delta-12-Prostaglandin J2 20V, Positive-QTOF	splash10-060a-2392000000-33943794bd1acfe51f7a	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Delta-12-Prostaglandin J2 40V, Positive-QTOF	splash10-0l0f-9510000000-1a7d8c281e9a8cb4ffbd	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Delta-12-Prostaglandin J2 10V, Negative-QTOF	splash10-001i-0029000000-c451d3694f1a7a9b2e26	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Delta-12-Prostaglandin J2 20V, Negative-QTOF	splash10-00lr-2279000000-d22b689b69a5a517f619	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Delta-12-Prostaglandin J2 40V, Negative-QTOF	splash10-0a4i-9320000000-ff9d06a5ad9737c57055	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Delta-12-Prostaglandin J2 10V, Positive-QTOF	splash10-00kb-0197000000-f182b500732a4e3e956d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Delta-12-Prostaglandin J2 20V, Positive-QTOF	splash10-00kk-6982000000-88a3e1b2014e2ec05234	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Delta-12-Prostaglandin J2 40V, Positive-QTOF	splash10-0aor-9700000000-354f185276245dda1f97	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Delta-12-Prostaglandin J2 10V, Negative-QTOF	splash10-00lr-0009000000-d47e7da9e96521e61516	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Delta-12-Prostaglandin J2 20V, Negative-QTOF	splash10-00o0-0497000000-11a36dd325ff00d18ecf	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Delta-12-Prostaglandin J2 40V, Negative-QTOF	splash10-0a4l-9630000000-4a75d9847f3fc40011ed	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane (predicted from logP)

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	<0.0003 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	0.000013 +/- 0.000001 umol/mmol creatinine	Adult (>18 years old)	Female	Normal	3053696	details
Urine	Detected and Quantified	0.00003 +/- 0.000004 umol/mmol creatinine	Adult (>18 years old)	Male	Normal	3053696	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

FDB023343

KNApSAcK ID

Not Available

Chemspider ID

4444408

KEGG Compound ID

C05958

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

7034

PubChem Compound

5280885

PDB ID

Not Available

ChEBI ID

28130

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Kobayashi, Yuichi. Preparation of prostaglandin derivatives, especially D12-PGJ2 derivatives, and their intermediates, and pharmaceuticals containing them. Jpn. Kokai Tokkyo Koho (2005), 40 pp.

Material Safety Data Sheet (MSDS)

Not Available

General References

Fukushima M: Prostaglandin J2--anti-tumour and anti-viral activities and the mechanisms involved. Eicosanoids. 1990;3(4):189-99. [PubMed:2073399 ]
Hirata Y, Hayashi H, Ito S, Kikawa Y, Ishibashi M, Sudo M, Miyazaki H, Fukushima M, Narumiya S, Hayaishi O: Occurrence of 9-deoxy-delta 9,delta 12-13,14-dihydroprostaglandin D2 in human urine. J Biol Chem. 1988 Nov 15;263(32):16619-25. [PubMed:3053696 ]
Negishi M, Koizumi T, Ichikawa A: Biological actions of delta 12-prostaglandin J2. J Lipid Mediat Cell Signal. 1995 Oct;12(2-3):443-8. [PubMed:8777585 ]

Showing metabocard for Delta-12-Prostaglandin J2 (HMDB0004238)

MOL for HMDB0004238 (Delta-12-Prostaglandin J2)

3D MOL for HMDB0004238 (Delta-12-Prostaglandin J2)

3D SDF for HMDB0004238 (Delta-12-Prostaglandin J2)

3D-SDF for HMDB0004238 (Delta-12-Prostaglandin J2)

PDB for HMDB0004238 (Delta-12-Prostaglandin J2)

3D PDB for HMDB0004238 (Delta-12-Prostaglandin J2)

SMILES for HMDB0004238 (Delta-12-Prostaglandin J2)

INCHI for HMDB0004238 (Delta-12-Prostaglandin J2)

Structure for HMDB0004238 (Delta-12-Prostaglandin J2)

3D Structure for HMDB0004238 (Delta-12-Prostaglandin J2)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra