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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2011-07-11 13:35:56 UTC

Update Date

2022-03-07 02:51:34 UTC

HMDB ID

HMDB0013656

Secondary Accession Numbers

HMDB13656

Metabolite Identification

Common Name

15-deoxy-delta12,14-Prostaglandin J2-2-glycerol ester

Description

15-deoxy-Δ12,14-Prostaglandin J2-2-glycerol ester (15-deoxy-Δ12,14-PGJ2-2-glycerol ester) is formed from PGD2 by the elimination of two molecules of water. It binds selectively to PPARγ with an EC50 value of 2 ¬µM in a murine chimera system.1,2 15-deoxy-Δ12,14-PGJ2-2-glycerol ester is more potent than PGD2, Δ12-PGJ2, and PGJ2 in stimulating lipogenesis in C3H10T1/2 cells. The EC50 value for induction of adipocyte differentiation in cultured fibroblasts is 7 ¬µM.1 PG glycerol esters are generated by the action of cyclooxygenase-2 on the endocannabinoid 2-arachidonyl glycerol.3 The biosynthesis of PGH, PGD, PGE, PGF, and TXA-2-glyceryl ester compounds have all been documented. While the stability and metabolism of these PG products has been investigated,4 little is known about their intrinsic biological activity.

Structure

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


  Mrv0541 02271200292D          

 28 28  0  0  1  0            999 V2000
    6.5190   -6.2307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1869   -5.7464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7733   -7.0156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8539   -6.2319    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.5984   -7.0163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6388   -5.9776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2878   -7.6826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0828   -7.6841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9033   -7.5986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3877   -8.2664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0515   -9.0198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5359   -9.6877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1997  -10.4411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6841  -11.1089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3479  -11.8623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2514   -6.5301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0363   -6.2759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2085   -5.4690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9933   -5.2147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1655   -4.4079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9503   -4.1536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1225   -3.3468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5630   -4.7062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9073   -3.0925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0795   -2.2857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5200   -3.6450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8644   -2.0314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3048   -3.3908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  5  4  1  0  0  0  0
  4  6  1  6  0  0  0
  7  3  2  0  0  0  0
  8  5  2  0  0  0  0
  9  8  1  0  0  0  0
 10  9  2  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16  6  1  0  0  0  0
 17 16  2  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 21  2  0  0  0  0
 24 22  1  0  0  0  0
 25 24  1  0  0  0  0
 26 24  1  0  0  0  0
 27 25  1  0  0  0  0
 28 26  1  0  0  0  0
M  END

HMDB0013656
     RDKit          3D
15-deoxy-delta12,14-Prostaglandin J2-2-glycerol ester
 62 62  0  0  0  0  0  0  0  0999 V2000
    8.4922    2.4715    0.5391 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4111    0.9796    0.4394 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0240    0.5720    0.0533 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6956    1.1907   -1.2822 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2925    0.8194   -1.7440 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3036    1.2854   -0.7757 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4881    0.4798   -0.1408 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5135   -0.9381   -0.3578 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6767   -1.7936    0.2694 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6419   -3.2334    0.1137 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3729   -3.8900   -0.6620 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6192   -3.7359    1.0130 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0579   -2.7352    1.6519 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6350   -1.4162    1.2387 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4817   -0.7483    0.4160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5643   -0.3489    1.3506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8115   -0.7474    1.3587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3206   -1.6980    0.3645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4667   -1.0634   -0.4430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5902   -0.6779    0.4640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6936   -0.0697   -0.3371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6185    0.0660   -1.5872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8452    0.3675    0.2814 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9264    0.9552   -0.4433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2155    0.1941   -0.1930 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2156    0.8191   -0.9254 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1226    2.3436    0.1327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9415    3.0641   -0.0401 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7595    2.8503   -0.4858 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5120    2.9195    0.7851 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2166    2.8136    1.3036 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6172    0.5663    1.4678 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1660    0.5786   -0.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8629   -0.5169    0.0683 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3221    1.0149    0.7955 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3859    0.8573   -2.0787 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7016    2.2908   -1.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2133   -0.1894   -2.1166 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1404    1.4777   -2.6651 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2784    2.3766   -0.6028 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8211    0.9511    0.5675 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2058   -1.4289   -1.0365 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4024   -4.8015    1.0944 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2662   -2.8790    2.3915 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9462   -0.7851    2.0617 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2177   -1.5481   -0.3035 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9106    0.0617   -0.1871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2720    0.3664    2.1357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5287   -0.3771    2.1265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6170   -2.0478   -0.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8209   -2.5875    0.8515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7538   -1.7307   -1.2573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0177   -0.1273   -0.8829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9397   -1.5482    1.0445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2110    0.1488    1.1341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6432    0.9698   -1.4947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4601    0.2234    0.8781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1358   -0.8632   -0.4952 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1036    0.5451   -0.5634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2577    2.2219    1.2396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9995    2.8521   -0.3147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5591    2.8326   -0.9238 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
 23 24  1  0
 24 25  1  0
 25 26  1  0
 24 27  1  0
 27 28  1  0
 14  9  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  7 41  1  0
  8 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  1
 15 46  1  0
 15 47  1  0
 16 48  1  0
 17 49  1  0
 18 50  1  0
 18 51  1  0
 19 52  1  0
 19 53  1  0
 20 54  1  0
 20 55  1  0
 24 56  1  0
 25 57  1  0
 25 58  1  0
 26 59  1  0
 27 60  1  0
 27 61  1  0
 28 62  1  0
M  END


  Mrv0541 02271200292D          

 28 28  0  0  1  0            999 V2000
    6.5190   -6.2307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1869   -5.7464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7733   -7.0156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8539   -6.2319    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.5984   -7.0163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6388   -5.9776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2878   -7.6826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0828   -7.6841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9033   -7.5986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3877   -8.2664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0515   -9.0198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5359   -9.6877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1997  -10.4411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6841  -11.1089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3479  -11.8623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2514   -6.5301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0363   -6.2759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2085   -5.4690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9933   -5.2147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1655   -4.4079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9503   -4.1536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1225   -3.3468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5630   -4.7062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9073   -3.0925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0795   -2.2857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5200   -3.6450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8644   -2.0314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3048   -3.3908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  5  4  1  0  0  0  0
  4  6  1  6  0  0  0
  7  3  2  0  0  0  0
  8  5  2  0  0  0  0
  9  8  1  0  0  0  0
 10  9  2  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16  6  1  0  0  0  0
 17 16  2  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 21  2  0  0  0  0
 24 22  1  0  0  0  0
 25 24  1  0  0  0  0
 26 24  1  0  0  0  0
 27 25  1  0  0  0  0
 28 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0013656

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC\C=C/C=C1/C(=O)C=C[C@@H]1C\C=C/CCCC(=O)OC(CO)CO

> <INCHI_IDENTIFIER>
InChI=1S/C23H34O5/c1-2-3-4-5-6-10-13-21-19(15-16-22(21)26)12-9-7-8-11-14-23(27)28-20(17-24)18-25/h6-7,9-10,13,15-16,19-20,24-25H,2-5,8,11-12,14,17-18H2,1H3/b9-7-,10-6-,21-13+/t19-/m0/s1

> <INCHI_KEY>
JGKIBUMNHSZUSL-WZOKZYBXSA-N

> <FORMULA>
C23H34O5

> <MOLECULAR_WEIGHT>
390.5131

> <EXACT_MASS>
390.240624198

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
45.35153038781651

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,3-dihydroxypropan-2-yl (5Z)-7-[(1S,5E)-5-[(2Z)-oct-2-en-1-ylidene]-4-oxocyclopent-2-en-1-yl]hept-5-enoate

> <ALOGPS_LOGP>
4.44

> <JCHEM_LOGP>
4.2826068333333325

> <ALOGPS_LOGS>
-4.46

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.97907698548293

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.278238026294993

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9827691988008223

> <JCHEM_POLAR_SURFACE_AREA>
83.83000000000001

> <JCHEM_REFRACTIVITY>
115.4742

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.36e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,3-dihydroxypropan-2-yl (5Z)-7-[(1S,5E)-5-[(2Z)-oct-2-en-1-ylidene]-4-oxocyclopent-2-en-1-yl]hept-5-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0013656
     RDKit          3D
15-deoxy-delta12,14-Prostaglandin J2-2-glycerol ester
 62 62  0  0  0  0  0  0  0  0999 V2000
    8.4922    2.4715    0.5391 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4111    0.9796    0.4394 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0240    0.5720    0.0533 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6956    1.1907   -1.2822 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2925    0.8194   -1.7440 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3036    1.2854   -0.7757 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4881    0.4798   -0.1408 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5135   -0.9381   -0.3578 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6767   -1.7936    0.2694 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6419   -3.2334    0.1137 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3729   -3.8900   -0.6620 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6192   -3.7359    1.0130 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0579   -2.7352    1.6519 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6350   -1.4162    1.2387 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4817   -0.7483    0.4160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5643   -0.3489    1.3506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8115   -0.7474    1.3587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3206   -1.6980    0.3645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4667   -1.0634   -0.4430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5902   -0.6779    0.4640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6936   -0.0697   -0.3371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6185    0.0660   -1.5872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8452    0.3675    0.2814 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9264    0.9552   -0.4433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2155    0.1941   -0.1930 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2156    0.8191   -0.9254 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1226    2.3436    0.1327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9415    3.0641   -0.0401 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7595    2.8503   -0.4858 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5120    2.9195    0.7851 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2166    2.8136    1.3036 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6172    0.5663    1.4678 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1660    0.5786   -0.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8629   -0.5169    0.0683 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3221    1.0149    0.7955 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3859    0.8573   -2.0787 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7016    2.2908   -1.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2133   -0.1894   -2.1166 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1404    1.4777   -2.6651 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2784    2.3766   -0.6028 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8211    0.9511    0.5675 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2058   -1.4289   -1.0365 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4024   -4.8015    1.0944 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2662   -2.8790    2.3915 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9462   -0.7851    2.0617 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2177   -1.5481   -0.3035 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9106    0.0617   -0.1871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2720    0.3664    2.1357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5287   -0.3771    2.1265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6170   -2.0478   -0.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8209   -2.5875    0.8515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7538   -1.7307   -1.2573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0177   -0.1273   -0.8829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9397   -1.5482    1.0445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2110    0.1488    1.1341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6432    0.9698   -1.4947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4601    0.2234    0.8781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1358   -0.8632   -0.4952 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1036    0.5451   -0.5634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2577    2.2219    1.2396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9995    2.8521   -0.3147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5591    2.8326   -0.9238 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
 23 24  1  0
 24 25  1  0
 25 26  1  0
 24 27  1  0
 27 28  1  0
 14  9  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  7 41  1  0
  8 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  1
 15 46  1  0
 15 47  1  0
 16 48  1  0
 17 49  1  0
 18 50  1  0
 18 51  1  0
 19 52  1  0
 19 53  1  0
 20 54  1  0
 20 55  1  0
 24 56  1  0
 25 57  1  0
 25 58  1  0
 26 59  1  0
 27 60  1  0
 27 61  1  0
 28 62  1  0
M  END

HEADER    PROTEIN                                 27-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-FEB-12         0                                  
HETATM    1  C   UNK     0      12.169 -11.631   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.416 -10.727   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.643 -13.096   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.661 -11.633   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.184 -13.097   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      16.126 -11.158   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      11.737 -14.341   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      15.088 -14.344   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      16.619 -14.184   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      17.524 -15.431   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      16.896 -16.837   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      17.800 -18.084   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      17.173 -19.490   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      18.077 -20.737   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      17.449 -22.143   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      17.269 -12.190   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      18.734 -11.715   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      19.056 -10.209   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      20.521  -9.734   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      20.842  -8.228   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      22.307  -7.753   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      22.629  -6.247   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      23.451  -8.785   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      24.094  -5.773   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      24.415  -4.267   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      25.237  -6.804   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      25.880  -3.792   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      26.702  -6.329   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5    7                                                  
CONECT    4    2    5    6                                                  
CONECT    5    3    4    8                                                  
CONECT    6    4   16                                                       
CONECT    7    3                                                            
CONECT    8    5    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16    6   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21   24                                                       
CONECT   23   21                                                            
CONECT   24   22   25   26                                                  
CONECT   25   24   27                                                       
CONECT   26   24   28                                                       
CONECT   27   25                                                            
CONECT   28   26                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   56    0
END

COMPND    HMDB0013656
HETATM    1  C1  UNL     1       8.492   2.472   0.539  1.00  0.00           C  
HETATM    2  C2  UNL     1       8.411   0.980   0.439  1.00  0.00           C  
HETATM    3  C3  UNL     1       7.024   0.572   0.053  1.00  0.00           C  
HETATM    4  C4  UNL     1       6.696   1.191  -1.282  1.00  0.00           C  
HETATM    5  C5  UNL     1       5.292   0.819  -1.744  1.00  0.00           C  
HETATM    6  C6  UNL     1       4.304   1.285  -0.776  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.488   0.480  -0.141  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.514  -0.938  -0.358  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.677  -1.794   0.269  1.00  0.00           C  
HETATM   10  C10 UNL     1       2.642  -3.233   0.114  1.00  0.00           C  
HETATM   11  O1  UNL     1       3.373  -3.890  -0.662  1.00  0.00           O  
HETATM   12  C11 UNL     1       1.619  -3.736   1.013  1.00  0.00           C  
HETATM   13  C12 UNL     1       1.058  -2.735   1.652  1.00  0.00           C  
HETATM   14  C13 UNL     1       1.635  -1.416   1.239  1.00  0.00           C  
HETATM   15  C14 UNL     1       0.482  -0.748   0.416  1.00  0.00           C  
HETATM   16  C15 UNL     1      -0.564  -0.349   1.351  1.00  0.00           C  
HETATM   17  C16 UNL     1      -1.812  -0.747   1.359  1.00  0.00           C  
HETATM   18  C17 UNL     1      -2.321  -1.698   0.365  1.00  0.00           C  
HETATM   19  C18 UNL     1      -3.467  -1.063  -0.443  1.00  0.00           C  
HETATM   20  C19 UNL     1      -4.590  -0.678   0.464  1.00  0.00           C  
HETATM   21  C20 UNL     1      -5.694  -0.070  -0.337  1.00  0.00           C  
HETATM   22  O2  UNL     1      -5.618   0.066  -1.587  1.00  0.00           O  
HETATM   23  O3  UNL     1      -6.845   0.367   0.281  1.00  0.00           O  
HETATM   24  C21 UNL     1      -7.926   0.955  -0.443  1.00  0.00           C  
HETATM   25  C22 UNL     1      -9.216   0.194  -0.193  1.00  0.00           C  
HETATM   26  O4  UNL     1     -10.216   0.819  -0.925  1.00  0.00           O  
HETATM   27  C23 UNL     1      -8.123   2.344   0.133  1.00  0.00           C  
HETATM   28  O5  UNL     1      -6.941   3.064  -0.040  1.00  0.00           O  
HETATM   29  H1  UNL     1       8.759   2.850  -0.486  1.00  0.00           H  
HETATM   30  H2  UNL     1       7.512   2.920   0.785  1.00  0.00           H  
HETATM   31  H3  UNL     1       9.217   2.814   1.304  1.00  0.00           H  
HETATM   32  H4  UNL     1       8.617   0.566   1.468  1.00  0.00           H  
HETATM   33  H5  UNL     1       9.166   0.579  -0.291  1.00  0.00           H  
HETATM   34  H6  UNL     1       6.863  -0.517   0.068  1.00  0.00           H  
HETATM   35  H7  UNL     1       6.322   1.015   0.795  1.00  0.00           H  
HETATM   36  H8  UNL     1       7.386   0.857  -2.079  1.00  0.00           H  
HETATM   37  H9  UNL     1       6.702   2.291  -1.138  1.00  0.00           H  
HETATM   38  H10 UNL     1       5.213  -0.189  -2.117  1.00  0.00           H  
HETATM   39  H11 UNL     1       5.140   1.478  -2.665  1.00  0.00           H  
HETATM   40  H12 UNL     1       4.278   2.377  -0.603  1.00  0.00           H  
HETATM   41  H13 UNL     1       2.821   0.951   0.567  1.00  0.00           H  
HETATM   42  H14 UNL     1       4.206  -1.429  -1.037  1.00  0.00           H  
HETATM   43  H15 UNL     1       1.402  -4.802   1.094  1.00  0.00           H  
HETATM   44  H16 UNL     1       0.266  -2.879   2.391  1.00  0.00           H  
HETATM   45  H17 UNL     1       1.946  -0.785   2.062  1.00  0.00           H  
HETATM   46  H18 UNL     1       0.218  -1.548  -0.303  1.00  0.00           H  
HETATM   47  H19 UNL     1       0.911   0.062  -0.187  1.00  0.00           H  
HETATM   48  H20 UNL     1      -0.272   0.366   2.136  1.00  0.00           H  
HETATM   49  H21 UNL     1      -2.529  -0.377   2.127  1.00  0.00           H  
HETATM   50  H22 UNL     1      -1.617  -2.048  -0.373  1.00  0.00           H  
HETATM   51  H23 UNL     1      -2.821  -2.588   0.852  1.00  0.00           H  
HETATM   52  H24 UNL     1      -3.754  -1.731  -1.257  1.00  0.00           H  
HETATM   53  H25 UNL     1      -3.018  -0.127  -0.883  1.00  0.00           H  
HETATM   54  H26 UNL     1      -4.940  -1.548   1.044  1.00  0.00           H  
HETATM   55  H27 UNL     1      -4.211   0.149   1.134  1.00  0.00           H  
HETATM   56  H28 UNL     1      -7.643   0.970  -1.495  1.00  0.00           H  
HETATM   57  H29 UNL     1      -9.460   0.223   0.878  1.00  0.00           H  
HETATM   58  H30 UNL     1      -9.136  -0.863  -0.495  1.00  0.00           H  
HETATM   59  H31 UNL     1     -11.104   0.545  -0.563  1.00  0.00           H  
HETATM   60  H32 UNL     1      -8.258   2.222   1.240  1.00  0.00           H  
HETATM   61  H33 UNL     1      -8.999   2.852  -0.315  1.00  0.00           H  
HETATM   62  H34 UNL     1      -6.559   2.833  -0.924  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3   32   33
CONECT    3    4   34   35
CONECT    4    5   36   37
CONECT    5    6   38   39
CONECT    6    7    7   40
CONECT    7    8   41
CONECT    8    9    9   42
CONECT    9   10   14
CONECT   10   11   11   12
CONECT   12   13   13   43
CONECT   13   14   44
CONECT   14   15   45
CONECT   15   16   46   47
CONECT   16   17   17   48
CONECT   17   18   49
CONECT   18   19   50   51
CONECT   19   20   52   53
CONECT   20   21   54   55
CONECT   21   22   22   23
CONECT   23   24
CONECT   24   25   27   56
CONECT   25   26   57   58
CONECT   26   59
CONECT   27   28   60   61
CONECT   28   62
END

HMDB0013656
     RDKit          3D
15-deoxy-delta12,14-Prostaglandin J2-2-glycerol ester
 62 62  0  0  0  0  0  0  0  0999 V2000
    8.4922    2.4715    0.5391 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4111    0.9796    0.4394 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0240    0.5720    0.0533 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6956    1.1907   -1.2822 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2925    0.8194   -1.7440 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3036    1.2854   -0.7757 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4881    0.4798   -0.1408 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5135   -0.9381   -0.3578 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6767   -1.7936    0.2694 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6419   -3.2334    0.1137 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3729   -3.8900   -0.6620 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6192   -3.7359    1.0130 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0579   -2.7352    1.6519 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6350   -1.4162    1.2387 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4817   -0.7483    0.4160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5643   -0.3489    1.3506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8115   -0.7474    1.3587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3206   -1.6980    0.3645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4667   -1.0634   -0.4430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5902   -0.6779    0.4640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6936   -0.0697   -0.3371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6185    0.0660   -1.5872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8452    0.3675    0.2814 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9264    0.9552   -0.4433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2155    0.1941   -0.1930 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2156    0.8191   -0.9254 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1226    2.3436    0.1327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9415    3.0641   -0.0401 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7595    2.8503   -0.4858 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5120    2.9195    0.7851 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2166    2.8136    1.3036 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6172    0.5663    1.4678 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1660    0.5786   -0.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8629   -0.5169    0.0683 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3221    1.0149    0.7955 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3859    0.8573   -2.0787 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7016    2.2908   -1.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2133   -0.1894   -2.1166 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1404    1.4777   -2.6651 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2784    2.3766   -0.6028 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8211    0.9511    0.5675 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2058   -1.4289   -1.0365 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4024   -4.8015    1.0944 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2662   -2.8790    2.3915 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9462   -0.7851    2.0617 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2177   -1.5481   -0.3035 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9106    0.0617   -0.1871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2720    0.3664    2.1357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5287   -0.3771    2.1265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6170   -2.0478   -0.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8209   -2.5875    0.8515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7538   -1.7307   -1.2573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0177   -0.1273   -0.8829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9397   -1.5482    1.0445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2110    0.1488    1.1341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6432    0.9698   -1.4947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4601    0.2234    0.8781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1358   -0.8632   -0.4952 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1036    0.5451   -0.5634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2577    2.2219    1.2396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9995    2.8521   -0.3147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5591    2.8326   -0.9238 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
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 21 23  1  0
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 27 28  1  0
 14  9  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
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  6 40  1  0
  7 41  1  0
  8 42  1  0
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 25 57  1  0
 25 58  1  0
 26 59  1  0
 27 60  1  0
 27 61  1  0
 28 62  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
15-Deoxy-δ12,14-prostaglandin J2-2-glycerol ester	Generator
15-Deoxy-Delta12,14-PGJ2-2-glycerol ester	HMDB
15-Deoxy-Δ12,14-PGJ2-2-glycerol ester	HMDB
1,3-Dihydroxypropan-2-yl (5Z)-7-[(1S,5E)-5-[(2Z)-oct-2-en-1-ylidene]-4-oxocyclopent-2-en-1-yl]hept-5-enoic acid	Generator
15-Deoxy-δ-12,14-prostaglandin J2 2-glycerol ester	Generator

Chemical Formula

C₂₃H₃₄O₅

Average Molecular Weight

390.5131

Monoisotopic Molecular Weight

390.240624198

IUPAC Name

1,3-dihydroxypropan-2-yl (5Z)-7-[(1S,5E)-5-[(2Z)-oct-2-en-1-ylidene]-4-oxocyclopent-2-en-1-yl]hept-5-enoate

Traditional Name

1,3-dihydroxypropan-2-yl (5Z)-7-[(1S,5E)-5-[(2Z)-oct-2-en-1-ylidene]-4-oxocyclopent-2-en-1-yl]hept-5-enoate

CAS Registry Number

Not Available

SMILES

CCCCC\C=C/C=C1/C(=O)C=C[C@@H]1C\C=C/CCCC(=O)OC(CO)CO

InChI Identifier

InChI=1S/C23H34O5/c1-2-3-4-5-6-10-13-21-19(15-16-22(21)26)12-9-7-8-11-14-23(27)28-20(17-24)18-25/h6-7,9-10,13,15-16,19-20,24-25H,2-5,8,11-12,14,17-18H2,1H3/b9-7-,10-6-,21-13+/t19-/m0/s1

InChI Key

JGKIBUMNHSZUSL-WZOKZYBXSA-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
2-acyl-sn-glycerol
Monoradylglycerol
Monoacylglycerol
Fatty acid ester
Glycerolipid
Carboxylic acid ester
Cyclic ketone
Ketone
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Primary alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Organooxygen compound
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

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	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.014 g/L	ALOGPS
logP	4.44	ALOGPS
logP	4.28	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	14.28	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.83 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	115.47 m³·mol⁻¹	ChemAxon
Polarizability	45.35 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]+	200.784	30932474
DeepCCS	[M-H]-	198.146	30932474
DeepCCS	[M-2H]-	232.717	30932474
DeepCCS	[M+Na]+	207.946	30932474
AllCCS	[M+H]+	201.3	32859911
AllCCS	[M+H-H2O]+	198.9	32859911
AllCCS	[M+NH4]+	203.5	32859911
AllCCS	[M+Na]+	204.1	32859911
AllCCS	[M-H]-	198.2	32859911
AllCCS	[M+Na-2H]-	200.1	32859911
AllCCS	[M+HCOO]-	202.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
15-deoxy-delta12,14-Prostaglandin J2-2-glycerol ester	CCCCC\C=C/C=C1/C(=O)C=C[C@@H]1C\C=C/CCCC(=O)OC(CO)CO	4259.2	Standard polar	33892256
15-deoxy-delta12,14-Prostaglandin J2-2-glycerol ester	CCCCC\C=C/C=C1/C(=O)C=C[C@@H]1C\C=C/CCCC(=O)OC(CO)CO	2921.2	Standard non polar	33892256
15-deoxy-delta12,14-Prostaglandin J2-2-glycerol ester	CCCCC\C=C/C=C1/C(=O)C=C[C@@H]1C\C=C/CCCC(=O)OC(CO)CO	3190.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
15-deoxy-delta12,14-Prostaglandin J2-2-glycerol ester,1TMS,isomer #1	CCCCC/C=C\C=C1\C(=O)C=C[C@@H]1C/C=C\CCCC(=O)OC(CO)CO[Si](C)(C)C	3222.3	Semi standard non polar	33892256
15-deoxy-delta12,14-Prostaglandin J2-2-glycerol ester,2TMS,isomer #1	CCCCC/C=C\C=C1\C(=O)C=C[C@@H]1C/C=C\CCCC(=O)OC(CO[Si](C)(C)C)CO[Si](C)(C)C	3225.3	Semi standard non polar	33892256
15-deoxy-delta12,14-Prostaglandin J2-2-glycerol ester,1TBDMS,isomer #1	CCCCC/C=C\C=C1\C(=O)C=C[C@@H]1C/C=C\CCCC(=O)OC(CO)CO[Si](C)(C)C(C)(C)C	3449.4	Semi standard non polar	33892256
15-deoxy-delta12,14-Prostaglandin J2-2-glycerol ester,2TBDMS,isomer #1	CCCCC/C=C\C=C1\C(=O)C=C[C@@H]1C/C=C\CCCC(=O)OC(CO[Si](C)(C)C(C)(C)C)CO[Si](C)(C)C(C)(C)C	3692.4	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-delta12,14-Prostaglandin J2-2-glycerol ester GC-MS (2 TMS) - 70eV, Positive	splash10-0fy7-4290000000-2e69e5cdc497a458526c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 15-deoxy-delta12,14-Prostaglandin J2-2-glycerol ester 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-delta12,14-Prostaglandin J2-2-glycerol ester 10V, Positive-QTOF	splash10-0a4i-0000900000-e682f2d0eee7508233fa	2017-10-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-deoxy-delta12,14-Prostaglandin J2-2-glycerol ester 20V, Positive-QTOF	splash10-0a4o-0009900000-d9014243671eca434311	2017-10-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-deoxy-delta12,14-Prostaglandin J2-2-glycerol ester 40V, Positive-QTOF	splash10-0a66-0009400000-52a6d904e709d50b9814	2017-10-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-deoxy-delta12,14-Prostaglandin J2-2-glycerol ester 10V, Negative-QTOF	splash10-0a4i-9022000000-ecb40ff43106a6dd5326	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-deoxy-delta12,14-Prostaglandin J2-2-glycerol ester 20V, Negative-QTOF	splash10-0ar1-7096000000-73c4542679ff99a1b0db	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-deoxy-delta12,14-Prostaglandin J2-2-glycerol ester 40V, Negative-QTOF	splash10-052s-2191000000-94610eb4de642b69be89	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-deoxy-delta12,14-Prostaglandin J2-2-glycerol ester 10V, Positive-QTOF	splash10-03di-0000900000-36e96f08f75544b0768e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-deoxy-delta12,14-Prostaglandin J2-2-glycerol ester 20V, Positive-QTOF	splash10-03di-0000900000-36e96f08f75544b0768e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-deoxy-delta12,14-Prostaglandin J2-2-glycerol ester 40V, Positive-QTOF	splash10-0btr-0009300000-eedb6dbe84c240f523b9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-deoxy-delta12,14-Prostaglandin J2-2-glycerol ester 10V, Positive-QTOF	splash10-0006-0009000000-de76cf918d8bf40a2145	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-deoxy-delta12,14-Prostaglandin J2-2-glycerol ester 20V, Positive-QTOF	splash10-014o-0009000000-b85a37801eb89dc18d31	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-deoxy-delta12,14-Prostaglandin J2-2-glycerol ester 40V, Positive-QTOF	splash10-0gi0-0009000000-b6b7e355a2d934e4db4a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-deoxy-delta12,14-Prostaglandin J2-2-glycerol ester 10V, Positive-QTOF	splash10-0a4i-0000900000-d8c2cad3b1e5f442cc4d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-deoxy-delta12,14-Prostaglandin J2-2-glycerol ester 20V, Positive-QTOF	splash10-052f-0009600000-23e07400f40cad95a396	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-deoxy-delta12,14-Prostaglandin J2-2-glycerol ester 40V, Positive-QTOF	splash10-001o-0009000000-07794ae3f7f0e1351f30	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB029626

KNApSAcK ID

Not Available

Chemspider ID

30776718

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53481918

PDB ID

Not Available

ChEBI ID

172626

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for 15-deoxy-delta12,14-Prostaglandin J2-2-glycerol ester (HMDB0013656)

MOL for HMDB0013656 (15-deoxy-delta12,14-Prostaglandin J2-2-glycerol ester)

3D MOL for HMDB0013656 (15-deoxy-delta12,14-Prostaglandin J2-2-glycerol ester)

3D SDF for HMDB0013656 (15-deoxy-delta12,14-Prostaglandin J2-2-glycerol ester)

3D-SDF for HMDB0013656 (15-deoxy-delta12,14-Prostaglandin J2-2-glycerol ester)

PDB for HMDB0013656 (15-deoxy-delta12,14-Prostaglandin J2-2-glycerol ester)

3D PDB for HMDB0013656 (15-deoxy-delta12,14-Prostaglandin J2-2-glycerol ester)

SMILES for HMDB0013656 (15-deoxy-delta12,14-Prostaglandin J2-2-glycerol ester)

INCHI for HMDB0013656 (15-deoxy-delta12,14-Prostaglandin J2-2-glycerol ester)

Structure for HMDB0013656 (15-deoxy-delta12,14-Prostaglandin J2-2-glycerol ester)

3D Structure for HMDB0013656 (15-deoxy-delta12,14-Prostaglandin J2-2-glycerol ester)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra