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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-05-22 15:12:03 UTC

Update Date

2022-03-07 02:49:16 UTC

HMDB ID

HMDB0002689

Secondary Accession Numbers

HMDB02689

Metabolite Identification

Common Name

13,14-Dihydro PGE1

Description

13,14-dihydro PGE1 is a prostanoid. Prostanoids is a term that collectively describes prostaglandins, prostacyclines and thromboxanes. 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 )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

HMDB0002689
     RDKit          3D
13,14-Dihydro PGE1
 61 61  0  0  0  0  0  0  0  0999 V2000
    6.9831    2.1092    1.1795 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4991    2.8693   -0.0344 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2402    2.1883   -0.5878 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5625    0.7754   -0.9745 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3869    0.0429   -1.5304 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2871   -0.0173   -0.5155 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7110   -0.6714    0.6362 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1080   -0.7674   -1.1400 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0322   -0.8056   -0.0883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1859   -1.5153   -0.5932 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1057   -2.9629   -0.9898 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0531   -3.3868   -1.6633 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0917   -3.6420    0.3586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2299   -3.1226    0.8720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0773   -3.7430    1.4557 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2140   -1.6787    0.4783 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5835   -1.2085    0.0660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6122    0.2398   -0.2834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9620    0.7479   -0.7074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9541    0.5560    0.4142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3170    1.0759    0.0074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3430    0.9149    1.0748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0069    1.6571    2.2967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7433    1.4870    3.3280 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9492    2.5307    2.4128 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0683    1.7287    1.7215 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6756    1.2829    0.9217 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5089    2.8121    1.8588 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2967    2.8527   -0.8123 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2600    3.9168    0.2050 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4971    2.2785    0.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8539    2.7515   -1.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3703    0.8166   -1.7392 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9212    0.2211   -0.0728 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7033   -1.0068   -1.7403 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0798    0.5178   -2.4781 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9895    1.0108   -0.2339 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5070   -0.1368    1.4445 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4992   -1.7878   -1.3776 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7809   -0.2834   -2.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7511    0.2333    0.1358 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4486   -1.2584    0.8387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5685   -0.9517   -1.4492 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0046   -3.0975   -1.5760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8434   -4.1707   -2.2309 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8552   -3.2030    1.0578 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1297   -4.7269    0.3144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8832   -1.1460    1.4176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2723   -1.3934    0.9390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9605   -1.8310   -0.7721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8809    0.4768   -1.0836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2790    0.8358    0.6217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3471    0.1860   -1.5833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9169    1.8073   -0.9973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5859    1.0773    1.3072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0444   -0.5305    0.6685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6002    0.5228   -0.9152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2351    2.1548   -0.2788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4225   -0.1736    1.3091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3231    1.2956    0.6837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8142    3.2452    1.7068 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  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 16 10  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  1
  7 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  0
  9 42  1  0
 10 43  1  6
 11 44  1  6
 12 45  1  0
 13 46  1  0
 13 47  1  0
 16 48  1  1
 17 49  1  0
 17 50  1  0
 18 51  1  0
 18 52  1  0
 19 53  1  0
 19 54  1  0
 20 55  1  0
 20 56  1  0
 21 57  1  0
 21 58  1  0
 22 59  1  0
 22 60  1  0
 25 61  1  0
M  END


  Mrv0541 02231219342D          

 25 25  0  0  1  0            999 V2000
   23.4004  -13.8965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0508  -15.6035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.9483  -11.1915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6898  -15.3399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1314  -13.9808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.9483  -13.6666    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   21.2808  -14.1515    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   22.6157  -14.1515    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   21.9483  -12.8415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3608  -14.9361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4962  -13.8965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5358  -14.9361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6627  -12.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8831  -14.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6627  -11.6040    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.0984  -14.1937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3772  -11.1915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4853  -14.7457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3772  -10.3665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7007  -14.4908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0918   -9.9540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0918   -9.1290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0876  -15.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8062   -8.7165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3029  -14.7878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  1  6  0  0  0
  2 12  2  0  0  0  0
 15  3  1  1  0  0  0
  4 25  1  0  0  0  0
  5 25  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6  9  1  1  0  0  0
  7 11  1  6  0  0  0
  7 12  1  0  0  0  0
  8 10  1  0  0  0  0
  9 13  1  0  0  0  0
 10 12  1  0  0  0  0
 11 14  1  0  0  0  0
 13 15  1  0  0  0  0
 14 16  1  0  0  0  0
 15 17  1  0  0  0  0
 16 18  1  0  0  0  0
 17 19  1  0  0  0  0
 18 20  1  0  0  0  0
 19 21  1  0  0  0  0
 20 23  1  0  0  0  0
 21 22  1  0  0  0  0
 22 24  1  0  0  0  0
 23 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002689

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC[C@H](O)CC[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H36O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h15-17,19,21,23H,2-14H2,1H3,(H,24,25)/t15-,16+,17+,19+/m0/s1

> <INCHI_KEY>
DPOINJQWXDTOSF-DODZYUBVSA-N

> <FORMULA>
C20H36O5

> <MOLECULAR_WEIGHT>
356.4968

> <EXACT_MASS>
356.256274262

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
42.63693590574394

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-[(1R,2R,3R)-3-hydroxy-2-[(3S)-3-hydroxyoctyl]-5-oxocyclopentyl]heptanoic acid

> <ALOGPS_LOGP>
3.38

> <JCHEM_LOGP>
3.793205990333333

> <ALOGPS_LOGS>
-3.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.739537460807526

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.3044813908247

> <JCHEM_PKA_STRONGEST_BASIC>
-1.2798515750505652

> <JCHEM_POLAR_SURFACE_AREA>
94.83000000000001

> <JCHEM_REFRACTIVITY>
97.3559

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.58e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
dihydro-pge1

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002689
     RDKit          3D
13,14-Dihydro PGE1
 61 61  0  0  0  0  0  0  0  0999 V2000
    6.9831    2.1092    1.1795 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4991    2.8693   -0.0344 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2402    2.1883   -0.5878 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5625    0.7754   -0.9745 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3869    0.0429   -1.5304 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2871   -0.0173   -0.5155 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7110   -0.6714    0.6362 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1080   -0.7674   -1.1400 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0322   -0.8056   -0.0883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1859   -1.5153   -0.5932 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1057   -2.9629   -0.9898 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0531   -3.3868   -1.6633 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0917   -3.6420    0.3586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2299   -3.1226    0.8720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0773   -3.7430    1.4557 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2140   -1.6787    0.4783 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5835   -1.2085    0.0660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6122    0.2398   -0.2834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9620    0.7479   -0.7074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9541    0.5560    0.4142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3170    1.0759    0.0074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3430    0.9149    1.0748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0069    1.6571    2.2967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7433    1.4870    3.3280 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9492    2.5307    2.4128 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0683    1.7287    1.7215 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6756    1.2829    0.9217 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5089    2.8121    1.8588 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2967    2.8527   -0.8123 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2600    3.9168    0.2050 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4971    2.2785    0.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8539    2.7515   -1.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3703    0.8166   -1.7392 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9212    0.2211   -0.0728 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7033   -1.0068   -1.7403 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0798    0.5178   -2.4781 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9895    1.0108   -0.2339 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5070   -0.1368    1.4445 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4992   -1.7878   -1.3776 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7809   -0.2834   -2.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7511    0.2333    0.1358 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4486   -1.2584    0.8387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5685   -0.9517   -1.4492 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0046   -3.0975   -1.5760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8434   -4.1707   -2.2309 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8552   -3.2030    1.0578 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1297   -4.7269    0.3144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8832   -1.1460    1.4176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2723   -1.3934    0.9390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9605   -1.8310   -0.7721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8809    0.4768   -1.0836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2790    0.8358    0.6217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3471    0.1860   -1.5833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9169    1.8073   -0.9973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5859    1.0773    1.3072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0444   -0.5305    0.6685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6002    0.5228   -0.9152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2351    2.1548   -0.2788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4225   -0.1736    1.3091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3231    1.2956    0.6837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8142    3.2452    1.7068 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  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 16 10  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  1
  7 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  0
  9 42  1  0
 10 43  1  6
 11 44  1  6
 12 45  1  0
 13 46  1  0
 13 47  1  0
 16 48  1  1
 17 49  1  0
 17 50  1  0
 18 51  1  0
 18 52  1  0
 19 53  1  0
 19 54  1  0
 20 55  1  0
 20 56  1  0
 21 57  1  0
 21 58  1  0
 22 59  1  0
 22 60  1  0
 25 61  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      43.681 -25.940   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      39.295 -29.127   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      40.970 -20.891   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      29.288 -28.634   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      30.112 -26.097   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      40.970 -25.511   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      39.724 -26.416   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      42.216 -26.416   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      40.970 -23.971   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      41.740 -27.881   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      38.260 -25.940   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      40.200 -27.881   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      42.304 -23.201   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      37.115 -26.971   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      42.304 -21.661   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      35.650 -26.495   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      43.637 -20.891   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      34.506 -27.525   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      43.637 -19.351   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      33.041 -27.049   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      44.971 -18.581   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      44.971 -17.041   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      31.897 -28.080   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      46.305 -16.271   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      30.432 -27.604   0.000  0.00  0.00           C+0
CONECT    1    8                                                            
CONECT    2   12                                                            
CONECT    3   15                                                            
CONECT    4   25                                                            
CONECT    5   25                                                            
CONECT    6    7    8    9                                                  
CONECT    7    6   11   12                                                  
CONECT    8    1    6   10                                                  
CONECT    9    6   13                                                       
CONECT   10    8   12                                                       
CONECT   11    7   14                                                       
CONECT   12    2    7   10                                                  
CONECT   13    9   15                                                       
CONECT   14   11   16                                                       
CONECT   15    3   13   17                                                  
CONECT   16   14   18                                                       
CONECT   17   15   19                                                       
CONECT   18   16   20                                                       
CONECT   19   17   21                                                       
CONECT   20   18   23                                                       
CONECT   21   19   22                                                       
CONECT   22   21   24                                                       
CONECT   23   20   25                                                       
CONECT   24   22                                                            
CONECT   25    4    5   23                                                  
MASTER        0    0    0    0    0    0    0    0   25    0   50    0
END

COMPND    HMDB0002689
HETATM    1  C1  UNL     1       6.983   2.109   1.180  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.499   2.869  -0.034  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.240   2.188  -0.588  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.563   0.775  -0.975  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.387   0.043  -1.530  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.287  -0.017  -0.516  1.00  0.00           C  
HETATM    7  O1  UNL     1       3.711  -0.671   0.636  1.00  0.00           O  
HETATM    8  C7  UNL     1       2.108  -0.767  -1.140  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.032  -0.806  -0.088  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.186  -1.515  -0.593  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.106  -2.963  -0.990  1.00  0.00           C  
HETATM   12  O2  UNL     1      -1.053  -3.387  -1.663  1.00  0.00           O  
HETATM   13  C11 UNL     1       0.092  -3.642   0.359  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.230  -3.123   0.872  1.00  0.00           C  
HETATM   15  O3  UNL     1      -2.077  -3.743   1.456  1.00  0.00           O  
HETATM   16  C13 UNL     1      -1.214  -1.679   0.478  1.00  0.00           C  
HETATM   17  C14 UNL     1      -2.584  -1.208   0.066  1.00  0.00           C  
HETATM   18  C15 UNL     1      -2.612   0.240  -0.283  1.00  0.00           C  
HETATM   19  C16 UNL     1      -3.962   0.748  -0.707  1.00  0.00           C  
HETATM   20  C17 UNL     1      -4.954   0.556   0.414  1.00  0.00           C  
HETATM   21  C18 UNL     1      -6.317   1.076   0.007  1.00  0.00           C  
HETATM   22  C19 UNL     1      -7.343   0.915   1.075  1.00  0.00           C  
HETATM   23  C20 UNL     1      -7.007   1.657   2.297  1.00  0.00           C  
HETATM   24  O4  UNL     1      -7.743   1.487   3.328  1.00  0.00           O  
HETATM   25  O5  UNL     1      -5.949   2.531   2.413  1.00  0.00           O  
HETATM   26  H1  UNL     1       6.068   1.729   1.721  1.00  0.00           H  
HETATM   27  H2  UNL     1       7.676   1.283   0.922  1.00  0.00           H  
HETATM   28  H3  UNL     1       7.509   2.812   1.859  1.00  0.00           H  
HETATM   29  H4  UNL     1       7.297   2.853  -0.812  1.00  0.00           H  
HETATM   30  H5  UNL     1       6.260   3.917   0.205  1.00  0.00           H  
HETATM   31  H6  UNL     1       4.497   2.278   0.223  1.00  0.00           H  
HETATM   32  H7  UNL     1       4.854   2.752  -1.447  1.00  0.00           H  
HETATM   33  H8  UNL     1       6.370   0.817  -1.739  1.00  0.00           H  
HETATM   34  H9  UNL     1       5.921   0.221  -0.073  1.00  0.00           H  
HETATM   35  H10 UNL     1       4.703  -1.007  -1.740  1.00  0.00           H  
HETATM   36  H11 UNL     1       4.080   0.518  -2.478  1.00  0.00           H  
HETATM   37  H12 UNL     1       2.990   1.011  -0.234  1.00  0.00           H  
HETATM   38  H13 UNL     1       3.507  -0.137   1.444  1.00  0.00           H  
HETATM   39  H14 UNL     1       2.499  -1.788  -1.378  1.00  0.00           H  
HETATM   40  H15 UNL     1       1.781  -0.283  -2.060  1.00  0.00           H  
HETATM   41  H16 UNL     1       0.751   0.233   0.136  1.00  0.00           H  
HETATM   42  H17 UNL     1       1.449  -1.258   0.839  1.00  0.00           H  
HETATM   43  H18 UNL     1      -0.569  -0.952  -1.449  1.00  0.00           H  
HETATM   44  H19 UNL     1       1.005  -3.098  -1.576  1.00  0.00           H  
HETATM   45  H20 UNL     1      -0.843  -4.171  -2.231  1.00  0.00           H  
HETATM   46  H21 UNL     1       0.855  -3.203   1.058  1.00  0.00           H  
HETATM   47  H22 UNL     1       0.130  -4.727   0.314  1.00  0.00           H  
HETATM   48  H23 UNL     1      -0.883  -1.146   1.418  1.00  0.00           H  
HETATM   49  H24 UNL     1      -3.272  -1.393   0.939  1.00  0.00           H  
HETATM   50  H25 UNL     1      -2.961  -1.831  -0.772  1.00  0.00           H  
HETATM   51  H26 UNL     1      -1.881   0.477  -1.084  1.00  0.00           H  
HETATM   52  H27 UNL     1      -2.279   0.836   0.622  1.00  0.00           H  
HETATM   53  H28 UNL     1      -4.347   0.186  -1.583  1.00  0.00           H  
HETATM   54  H29 UNL     1      -3.917   1.807  -0.997  1.00  0.00           H  
HETATM   55  H30 UNL     1      -4.586   1.077   1.307  1.00  0.00           H  
HETATM   56  H31 UNL     1      -5.044  -0.531   0.668  1.00  0.00           H  
HETATM   57  H32 UNL     1      -6.600   0.523  -0.915  1.00  0.00           H  
HETATM   58  H33 UNL     1      -6.235   2.155  -0.279  1.00  0.00           H  
HETATM   59  H34 UNL     1      -7.423  -0.174   1.309  1.00  0.00           H  
HETATM   60  H35 UNL     1      -8.323   1.296   0.684  1.00  0.00           H  
HETATM   61  H36 UNL     1      -5.814   3.245   1.707  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3   29   30
CONECT    3    4   31   32
CONECT    4    5   33   34
CONECT    5    6   35   36
CONECT    6    7    8   37
CONECT    7   38
CONECT    8    9   39   40
CONECT    9   10   41   42
CONECT   10   11   16   43
CONECT   11   12   13   44
CONECT   12   45
CONECT   13   14   46   47
CONECT   14   15   15   16
CONECT   16   17   48
CONECT   17   18   49   50
CONECT   18   19   51   52
CONECT   19   20   53   54
CONECT   20   21   55   56
CONECT   21   22   57   58
CONECT   22   23   59   60
CONECT   23   24   24   25
CONECT   25   61
END

HMDB0002689
     RDKit          3D
13,14-Dihydro PGE1
 61 61  0  0  0  0  0  0  0  0999 V2000
    6.9831    2.1092    1.1795 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4991    2.8693   -0.0344 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2402    2.1883   -0.5878 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5625    0.7754   -0.9745 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3869    0.0429   -1.5304 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2871   -0.0173   -0.5155 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7110   -0.6714    0.6362 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1080   -0.7674   -1.1400 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0322   -0.8056   -0.0883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1859   -1.5153   -0.5932 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1057   -2.9629   -0.9898 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0531   -3.3868   -1.6633 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0917   -3.6420    0.3586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2299   -3.1226    0.8720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0773   -3.7430    1.4557 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2140   -1.6787    0.4783 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5835   -1.2085    0.0660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6122    0.2398   -0.2834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9620    0.7479   -0.7074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9541    0.5560    0.4142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3170    1.0759    0.0074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3430    0.9149    1.0748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0069    1.6571    2.2967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7433    1.4870    3.3280 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9492    2.5307    2.4128 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0683    1.7287    1.7215 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6756    1.2829    0.9217 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5089    2.8121    1.8588 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2967    2.8527   -0.8123 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2600    3.9168    0.2050 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4971    2.2785    0.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8539    2.7515   -1.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3703    0.8166   -1.7392 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9212    0.2211   -0.0728 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7033   -1.0068   -1.7403 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0798    0.5178   -2.4781 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9895    1.0108   -0.2339 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5070   -0.1368    1.4445 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4992   -1.7878   -1.3776 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7809   -0.2834   -2.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7511    0.2333    0.1358 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4486   -1.2584    0.8387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5685   -0.9517   -1.4492 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0046   -3.0975   -1.5760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8434   -4.1707   -2.2309 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8552   -3.2030    1.0578 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1297   -4.7269    0.3144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8832   -1.1460    1.4176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2723   -1.3934    0.9390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9605   -1.8310   -0.7721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8809    0.4768   -1.0836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2790    0.8358    0.6217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3471    0.1860   -1.5833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9169    1.8073   -0.9973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5859    1.0773    1.3072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0444   -0.5305    0.6685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6002    0.5228   -0.9152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2351    2.1548   -0.2788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4225   -0.1736    1.3091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3231    1.2956    0.6837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8142    3.2452    1.7068 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  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 16 10  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  1
  7 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  0
  9 42  1  0
 10 43  1  6
 11 44  1  6
 12 45  1  0
 13 46  1  0
 13 47  1  0
 16 48  1  1
 17 49  1  0
 17 50  1  0
 18 51  1  0
 18 52  1  0
 19 53  1  0
 19 54  1  0
 20 55  1  0
 20 56  1  0
 21 57  1  0
 21 58  1  0
 22 59  1  0
 22 60  1  0
 25 61  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(15S)-Dihydroprostaglandin e1	HMDB
11,15-Dihydroxy-9-ketoprostanoate	HMDB
11,15-Dihydroxy-9-ketoprostanoic acid	HMDB
11a,15-Dihydroxy-9-oxoprostanoate	HMDB
11a,15-Dihydroxy-9-oxoprostanoic acid	HMDB
13,14-dihydro-PGE1	HMDB
13,14-Dihydroprostaglandin e1	HMDB, MeSH
3-Hydroxy-2-(3-hydroxyoctyl)-5-oxo-cyclopentaneheptanoate	HMDB
3-Hydroxy-2-(3-hydroxyoctyl)-5-oxo-cyclopentaneheptanoic acid	HMDB
dihydro-PGE1	HMDB
Dihydroprostaglandin e1	HMDB
PGE0	HMDB
Prostaglandin e0	HMDB

Chemical Formula

C₂₀H₃₆O₅

Average Molecular Weight

356.4968

Monoisotopic Molecular Weight

356.256274262

IUPAC Name

7-[(1R,2R,3R)-3-hydroxy-2-[(3S)-3-hydroxyoctyl]-5-oxocyclopentyl]heptanoic acid

Traditional Name

dihydro-pge1

CAS Registry Number

19313-28-1

SMILES

CCCCC[C@H](O)CC[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(O)=O

InChI Identifier

InChI=1S/C20H36O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h15-17,19,21,23H,2-14H2,1H3,(H,24,25)/t15-,16+,17+,19+/m0/s1

InChI Key

DPOINJQWXDTOSF-DODZYUBVSA-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
Cyclopentanol
Fatty acid
Cyclic alcohol
Ketone
Cyclic ketone
Secondary alcohol
Carboxylic acid
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Prostaglandins (LMFA03010144 )

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	0.076 g/L	ALOGPS
logP	3.38	ALOGPS
logP	3.79	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	4.3	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	94.83 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	97.36 m³·mol⁻¹	ChemAxon
Polarizability	42.64 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
DarkChem	[M+H]+	189.22	31661259
DarkChem	[M-H]-	184.092	31661259
DeepCCS	[M+H]+	200.406	30932474
DeepCCS	[M-H]-	197.916	30932474
DeepCCS	[M-2H]-	232.338	30932474
DeepCCS	[M+Na]+	207.567	30932474
AllCCS	[M+H]+	196.0	32859911
AllCCS	[M+H-H2O]+	193.4	32859911
AllCCS	[M+NH4]+	198.3	32859911
AllCCS	[M+Na]+	199.0	32859911
AllCCS	[M-H]-	193.6	32859911
AllCCS	[M+Na-2H]-	194.8	32859911
AllCCS	[M+HCOO]-	196.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
13,14-Dihydro PGE1	CCCCC[C@H](O)CC[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(O)=O	4341.3	Standard polar	33892256
13,14-Dihydro PGE1	CCCCC[C@H](O)CC[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(O)=O	2828.4	Standard non polar	33892256
13,14-Dihydro PGE1	CCCCC[C@H](O)CC[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(O)=O	2875.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
13,14-Dihydro PGE1,1TMS,isomer #1	CCCCC[C@@H](CC[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)O)O[Si](C)(C)C	2852.9	Semi standard non polar	33892256
13,14-Dihydro PGE1,1TMS,isomer #2	CCCCC[C@H](O)CC[C@H]1[C@H](O[Si](C)(C)C)CC(=O)[C@@H]1CCCCCCC(=O)O	2751.1	Semi standard non polar	33892256
13,14-Dihydro PGE1,1TMS,isomer #3	CCCCC[C@H](O)CC[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C	2808.1	Semi standard non polar	33892256
13,14-Dihydro PGE1,1TMS,isomer #4	CCCCC[C@H](O)CC[C@@H]1C(CCCCCCC(=O)O)=C(O[Si](C)(C)C)C[C@H]1O	2840.4	Semi standard non polar	33892256
13,14-Dihydro PGE1,1TMS,isomer #5	CCCCC[C@H](O)CC[C@H]1[C@H](O)C=C(O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O	2723.2	Semi standard non polar	33892256
13,14-Dihydro PGE1,2TMS,isomer #1	CCCCC[C@@H](CC[C@H]1[C@H](O[Si](C)(C)C)CC(=O)[C@@H]1CCCCCCC(=O)O)O[Si](C)(C)C	2782.0	Semi standard non polar	33892256
13,14-Dihydro PGE1,2TMS,isomer #2	CCCCC[C@@H](CC[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2864.7	Semi standard non polar	33892256
13,14-Dihydro PGE1,2TMS,isomer #3	CCCCC[C@@H](CC[C@@H]1C(CCCCCCC(=O)O)=C(O[Si](C)(C)C)C[C@H]1O)O[Si](C)(C)C	2887.4	Semi standard non polar	33892256
13,14-Dihydro PGE1,2TMS,isomer #4	CCCCC[C@@H](CC[C@H]1[C@H](O)C=C(O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O)O[Si](C)(C)C	2772.6	Semi standard non polar	33892256
13,14-Dihydro PGE1,2TMS,isomer #5	CCCCC[C@H](O)CC[C@H]1[C@H](O[Si](C)(C)C)CC(=O)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C	2752.1	Semi standard non polar	33892256
13,14-Dihydro PGE1,2TMS,isomer #6	CCCCC[C@H](O)CC[C@@H]1C(CCCCCCC(=O)O)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C	2838.3	Semi standard non polar	33892256
13,14-Dihydro PGE1,2TMS,isomer #7	CCCCC[C@H](O)CC[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O	2791.0	Semi standard non polar	33892256
13,14-Dihydro PGE1,2TMS,isomer #8	CCCCC[C@H](O)CC[C@@H]1C(CCCCCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O	2855.9	Semi standard non polar	33892256
13,14-Dihydro PGE1,2TMS,isomer #9	CCCCC[C@H](O)CC[C@H]1[C@H](O)C=C(O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C	2751.7	Semi standard non polar	33892256
13,14-Dihydro PGE1,3TMS,isomer #1	CCCCC[C@@H](CC[C@H]1[C@H](O[Si](C)(C)C)CC(=O)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2776.4	Semi standard non polar	33892256
13,14-Dihydro PGE1,3TMS,isomer #2	CCCCC[C@@H](CC[C@@H]1C(CCCCCCC(=O)O)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C	2836.3	Semi standard non polar	33892256
13,14-Dihydro PGE1,3TMS,isomer #3	CCCCC[C@@H](CC[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O)O[Si](C)(C)C	2830.8	Semi standard non polar	33892256
13,14-Dihydro PGE1,3TMS,isomer #4	CCCCC[C@@H](CC[C@@H]1C(CCCCCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O)O[Si](C)(C)C	2884.1	Semi standard non polar	33892256
13,14-Dihydro PGE1,3TMS,isomer #5	CCCCC[C@@H](CC[C@H]1[C@H](O)C=C(O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2785.5	Semi standard non polar	33892256
13,14-Dihydro PGE1,3TMS,isomer #6	CCCCC[C@H](O)CC[C@@H]1C(CCCCCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C	2836.4	Semi standard non polar	33892256
13,14-Dihydro PGE1,3TMS,isomer #7	CCCCC[C@H](O)CC[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C	2824.7	Semi standard non polar	33892256
13,14-Dihydro PGE1,4TMS,isomer #1	CCCCC[C@@H](CC[C@@H]1C(CCCCCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C	2874.1	Semi standard non polar	33892256
13,14-Dihydro PGE1,4TMS,isomer #1	CCCCC[C@@H](CC[C@@H]1C(CCCCCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C	2985.3	Standard non polar	33892256
13,14-Dihydro PGE1,4TMS,isomer #1	CCCCC[C@@H](CC[C@@H]1C(CCCCCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C	2941.1	Standard polar	33892256
13,14-Dihydro PGE1,4TMS,isomer #2	CCCCC[C@@H](CC[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2864.9	Semi standard non polar	33892256
13,14-Dihydro PGE1,4TMS,isomer #2	CCCCC[C@@H](CC[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2813.8	Standard non polar	33892256
13,14-Dihydro PGE1,4TMS,isomer #2	CCCCC[C@@H](CC[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2967.1	Standard polar	33892256
13,14-Dihydro PGE1,1TBDMS,isomer #1	CCCCC[C@@H](CC[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3100.5	Semi standard non polar	33892256
13,14-Dihydro PGE1,1TBDMS,isomer #2	CCCCC[C@H](O)CC[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)CC(=O)[C@@H]1CCCCCCC(=O)O	2958.4	Semi standard non polar	33892256
13,14-Dihydro PGE1,1TBDMS,isomer #3	CCCCC[C@H](O)CC[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C	3079.4	Semi standard non polar	33892256
13,14-Dihydro PGE1,1TBDMS,isomer #4	CCCCC[C@H](O)CC[C@@H]1C(CCCCCCC(=O)O)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O	3067.1	Semi standard non polar	33892256
13,14-Dihydro PGE1,1TBDMS,isomer #5	CCCCC[C@H](O)CC[C@H]1[C@H](O)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CCCCCCC(=O)O	2957.2	Semi standard non polar	33892256
13,14-Dihydro PGE1,2TBDMS,isomer #1	CCCCC[C@@H](CC[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)CC(=O)[C@@H]1CCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3225.0	Semi standard non polar	33892256
13,14-Dihydro PGE1,2TBDMS,isomer #2	CCCCC[C@@H](CC[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3366.8	Semi standard non polar	33892256
13,14-Dihydro PGE1,2TBDMS,isomer #3	CCCCC[C@@H](CC[C@@H]1C(CCCCCCC(=O)O)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O)O[Si](C)(C)C(C)(C)C	3325.8	Semi standard non polar	33892256
13,14-Dihydro PGE1,2TBDMS,isomer #4	CCCCC[C@@H](CC[C@H]1[C@H](O)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3236.8	Semi standard non polar	33892256
13,14-Dihydro PGE1,2TBDMS,isomer #5	CCCCC[C@H](O)CC[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)CC(=O)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C	3214.3	Semi standard non polar	33892256
13,14-Dihydro PGE1,2TBDMS,isomer #6	CCCCC[C@H](O)CC[C@@H]1C(CCCCCCC(=O)O)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C	3264.7	Semi standard non polar	33892256
13,14-Dihydro PGE1,2TBDMS,isomer #7	CCCCC[C@H](O)CC[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CCCCCCC(=O)O	3239.7	Semi standard non polar	33892256
13,14-Dihydro PGE1,2TBDMS,isomer #8	CCCCC[C@H](O)CC[C@@H]1C(CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O	3312.8	Semi standard non polar	33892256
13,14-Dihydro PGE1,2TBDMS,isomer #9	CCCCC[C@H](O)CC[C@H]1[C@H](O)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C	3232.1	Semi standard non polar	33892256
13,14-Dihydro PGE1,3TBDMS,isomer #1	CCCCC[C@@H](CC[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)CC(=O)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3491.1	Semi standard non polar	33892256
13,14-Dihydro PGE1,3TBDMS,isomer #2	CCCCC[C@@H](CC[C@@H]1C(CCCCCCC(=O)O)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3480.2	Semi standard non polar	33892256
13,14-Dihydro PGE1,3TBDMS,isomer #3	CCCCC[C@@H](CC[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3488.6	Semi standard non polar	33892256
13,14-Dihydro PGE1,3TBDMS,isomer #4	CCCCC[C@@H](CC[C@@H]1C(CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O)O[Si](C)(C)C(C)(C)C	3572.1	Semi standard non polar	33892256
13,14-Dihydro PGE1,3TBDMS,isomer #5	CCCCC[C@@H](CC[C@H]1[C@H](O)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3518.1	Semi standard non polar	33892256
13,14-Dihydro PGE1,3TBDMS,isomer #6	CCCCC[C@H](O)CC[C@@H]1C(CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C	3497.4	Semi standard non polar	33892256
13,14-Dihydro PGE1,3TBDMS,isomer #7	CCCCC[C@H](O)CC[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C	3498.9	Semi standard non polar	33892256
13,14-Dihydro PGE1,4TBDMS,isomer #1	CCCCC[C@@H](CC[C@@H]1C(CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3721.1	Semi standard non polar	33892256
13,14-Dihydro PGE1,4TBDMS,isomer #1	CCCCC[C@@H](CC[C@@H]1C(CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3554.5	Standard non polar	33892256
13,14-Dihydro PGE1,4TBDMS,isomer #1	CCCCC[C@@H](CC[C@@H]1C(CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3331.3	Standard polar	33892256
13,14-Dihydro PGE1,4TBDMS,isomer #2	CCCCC[C@@H](CC[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3744.8	Semi standard non polar	33892256
13,14-Dihydro PGE1,4TBDMS,isomer #2	CCCCC[C@@H](CC[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3252.8	Standard non polar	33892256
13,14-Dihydro PGE1,4TBDMS,isomer #2	CCCCC[C@@H](CC[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3315.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 13,14-Dihydro PGE1 GC-MS (Non-derivatized) - 70eV, Positive	splash10-01px-7395000000-c4fd485f0a2f5f944596	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 13,14-Dihydro PGE1 GC-MS (3 TMS) - 70eV, Positive	splash10-0a4i-5101390000-de013ac95bd741cb916f	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 13,14-Dihydro PGE1 GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 13,14-Dihydro PGE1 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 - 13,14-Dihydro PGE1 10V, Positive-QTOF	splash10-0079-0019000000-6b8c3eb191fb8943b977	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13,14-Dihydro PGE1 20V, Positive-QTOF	splash10-00di-4389000000-ef9a6ebed7c96619fafc	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13,14-Dihydro PGE1 40V, Positive-QTOF	splash10-0ayv-9110000000-16c302d1b12242987ecd	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13,14-Dihydro PGE1 10V, Negative-QTOF	splash10-0a4r-0009000000-811c73d1cab8941129b1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13,14-Dihydro PGE1 20V, Negative-QTOF	splash10-052r-1039000000-e8f6ab71957fef1c991b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13,14-Dihydro PGE1 40V, Negative-QTOF	splash10-0a4i-9241000000-b220020367d2353ccc39	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13,14-Dihydro PGE1 10V, Negative-QTOF	splash10-000i-0009000000-ed419571013c0ccd9b87	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13,14-Dihydro PGE1 20V, Negative-QTOF	splash10-00kr-0039000000-4a276284ad47b845ffbd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13,14-Dihydro PGE1 40V, Negative-QTOF	splash10-003u-5392000000-47ae41715a450b7d1af3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13,14-Dihydro PGE1 10V, Positive-QTOF	splash10-00di-0009000000-8da41709b16d15a446f5	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13,14-Dihydro PGE1 20V, Positive-QTOF	splash10-00di-5449000000-82dd2290a3250cc80ff4	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13,14-Dihydro PGE1 40V, Positive-QTOF	splash10-0006-9500000000-0d26ffb33406e71751fc	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.0000028 (0.0000022-0.0000036) uM	Adult (>18 years old)	Both	Normal	8070511	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

FDB023045

KNApSAcK ID

Not Available

Chemspider ID

141668

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

161273

PDB ID

Not Available

ChEBI ID

1000694

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

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 ]

Showing metabocard for 13,14-Dihydro PGE1 (HMDB0002689)

MOL for HMDB0002689 (13,14-Dihydro PGE1)

3D MOL for HMDB0002689 (13,14-Dihydro PGE1)

3D SDF for HMDB0002689 (13,14-Dihydro PGE1)

3D-SDF for HMDB0002689 (13,14-Dihydro PGE1)

PDB for HMDB0002689 (13,14-Dihydro PGE1)

3D PDB for HMDB0002689 (13,14-Dihydro PGE1)

SMILES for HMDB0002689 (13,14-Dihydro PGE1)

INCHI for HMDB0002689 (13,14-Dihydro PGE1)

Structure for HMDB0002689 (13,14-Dihydro PGE1)

3D Structure for HMDB0002689 (13,14-Dihydro PGE1)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra