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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-10-25 09:36:43 UTC

Update Date

2022-03-07 02:49:25 UTC

HMDB ID

HMDB0005076

Secondary Accession Numbers

HMDB05076

Metabolite Identification

Common Name

13,14-Dihydro PGF-1a

Description

13,14-Dihydro PGF-1alpha 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 ).

Structure

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

HMDB0005076
     RDKit          3D
13,14-Dihydro PGF-1a
 63 63  0  0  0  0  0  0  0  0999 V2000
   -7.9608    0.2540    0.1419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6415   -0.3378    0.6498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5859    0.7257    0.7571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2615    1.4055   -0.5250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7397    0.5645   -1.6254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4229   -0.1594   -1.2949 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6778   -0.9641   -0.2219 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3431    0.8183   -1.0270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9679    0.4303   -0.7380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4757   -0.3111    0.4240 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9617   -1.6582    0.7476 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9209   -1.6336    1.8089 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2443   -2.4344    1.3074 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2941   -1.3026    1.4874 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8147   -0.4943    2.5263 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0707   -0.5894    0.1807 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7830    0.6601   -0.0535 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2387    0.5939   -0.3277 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1668    0.0215    0.6703 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5813    0.2064    0.0299 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6469   -0.3092    0.9349 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0274   -0.1398    0.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2586    1.2982    0.0213 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5614    2.0746    0.9595 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1294    1.7432   -1.2857 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9313    0.4795   -0.9292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8006   -0.4390    0.3273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1719    1.1768    0.7528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8845   -0.7038    1.6833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3770   -1.2037    0.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7285    0.3697    1.3443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0473    1.5281    1.4188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6231    2.2913   -0.2987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2327    1.8581   -0.8937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4928   -0.1410   -1.9764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5040    1.2336   -2.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1553   -0.7170   -2.2206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0863   -1.7973   -0.5642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3072    1.5113   -1.9430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7426    1.5532   -0.2339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4162    1.4709   -0.6945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5146    0.0085   -1.6985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4647    0.3152    1.3663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3099   -2.2007   -0.1258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3393   -2.5249    1.7882 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0054   -2.8773    2.2698 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6077   -3.1567    0.5735 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2571   -1.7243    1.6795 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5267   -0.2080    3.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1304   -1.3417   -0.6175 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3636    1.1226   -1.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6319    1.4363    0.7403 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6446    1.6188   -0.5967 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4373    0.0041   -1.2943 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2260    0.4957    1.6440 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1274   -1.1010    0.7326 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6097   -0.3408   -0.9293 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7630    1.2785   -0.1702 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5352   -1.3916    1.1453 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7044    0.2017    1.9047 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8211   -0.4967    1.0046 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0913   -0.7058   -0.6461 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7893    2.6553   -1.5003 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  1  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  6
  7 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  0
  9 42  1  0
 10 43  1  1
 11 44  1  6
 12 45  1  0
 13 46  1  0
 13 47  1  0
 14 48  1  1
 15 49  1  0
 16 50  1  6
 17 51  1  0
 17 52  1  0
 18 53  1  0
 18 54  1  0
 19 55  1  0
 19 56  1  0
 20 57  1  0
 20 58  1  0
 21 59  1  0
 21 60  1  0
 22 61  1  0
 22 62  1  0
 25 63  1  0
M  END


  Mrv0541 02231220202D          

 25 25  0  0  1  0            999 V2000
   21.3073  -10.0814    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9577  -11.7884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8552   -7.3764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5967  -11.5247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0383  -10.1657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8552   -9.8514    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.1877  -10.3364    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   20.5226  -10.3364    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.4427  -11.1210    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   20.2677  -11.1210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8552   -9.0264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4031  -10.0814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5696   -8.6139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7900  -10.6335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5696   -7.7889    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.0053  -10.3785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2841   -7.3764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3922  -10.9305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2841   -6.5513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6076  -10.6756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9987   -6.1388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9945  -11.2276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9987   -5.3138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7131   -4.9013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2098  -10.9727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  1  6  0  0  0
  9  2  1  6  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 11  1  1  0  0  0
  7  9  1  0  0  0  0
  7 12  1  6  0  0  0
  8 10  1  0  0  0  0
  9 10  1  0  0  0  0
 11 13  1  0  0  0  0
 12 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 22  1  0  0  0  0
 21 23  1  0  0  0  0
 22 25  1  0  0  0  0
 23 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0005076

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H38O5/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/h15-19,21-23H,2-14H2,1H3,(H,24,25)/t15-,16+,17+,18-,19+/m0/s1

> <INCHI_KEY>
WMHAOJIJVNDMKA-BRIYLRKRSA-N

> <FORMULA>
C20H38O5

> <MOLECULAR_WEIGHT>
358.5127

> <EXACT_MASS>
358.271924326

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
43.323875726756725

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.97

> <JCHEM_LOGP>
3.1789902706666657

> <ALOGPS_LOGS>
-3.46

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.552347327162387

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.3563143950894805

> <JCHEM_PKA_STRONGEST_BASIC>
-1.2798488079335435

> <JCHEM_POLAR_SURFACE_AREA>
97.99000000000001

> <JCHEM_REFRACTIVITY>
98.3915

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.26e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
13,14-dihydro pgf-1α

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0005076
     RDKit          3D
13,14-Dihydro PGF-1a
 63 63  0  0  0  0  0  0  0  0999 V2000
   -7.9608    0.2540    0.1419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6415   -0.3378    0.6498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5859    0.7257    0.7571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2615    1.4055   -0.5250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7397    0.5645   -1.6254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4229   -0.1594   -1.2949 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6778   -0.9641   -0.2219 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3431    0.8183   -1.0270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9679    0.4303   -0.7380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4757   -0.3111    0.4240 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9617   -1.6582    0.7476 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9209   -1.6336    1.8089 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2443   -2.4344    1.3074 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2941   -1.3026    1.4874 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8147   -0.4943    2.5263 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0707   -0.5894    0.1807 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7830    0.6601   -0.0535 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2387    0.5939   -0.3277 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1668    0.0215    0.6703 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5813    0.2064    0.0299 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6469   -0.3092    0.9349 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0274   -0.1398    0.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2586    1.2982    0.0213 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5614    2.0746    0.9595 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1294    1.7432   -1.2857 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9313    0.4795   -0.9292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8006   -0.4390    0.3273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1719    1.1768    0.7528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8845   -0.7038    1.6833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3770   -1.2037    0.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7285    0.3697    1.3443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0473    1.5281    1.4188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6231    2.2913   -0.2987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2327    1.8581   -0.8937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4928   -0.1410   -1.9764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5040    1.2336   -2.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1553   -0.7170   -2.2206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0863   -1.7973   -0.5642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3072    1.5113   -1.9430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7426    1.5532   -0.2339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4162    1.4709   -0.6945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5146    0.0085   -1.6985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4647    0.3152    1.3663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3099   -2.2007   -0.1258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3393   -2.5249    1.7882 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0054   -2.8773    2.2698 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6077   -3.1567    0.5735 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2571   -1.7243    1.6795 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5267   -0.2080    3.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1304   -1.3417   -0.6175 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3636    1.1226   -1.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6319    1.4363    0.7403 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6446    1.6188   -0.5967 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4373    0.0041   -1.2943 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2260    0.4957    1.6440 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1274   -1.1010    0.7326 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6097   -0.3408   -0.9293 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7630    1.2785   -0.1702 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5352   -1.3916    1.1453 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7044    0.2017    1.9047 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8211   -0.4967    1.0046 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0913   -0.7058   -0.6461 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7893    2.6553   -1.5003 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  1  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  6
  7 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  0
  9 42  1  0
 10 43  1  1
 11 44  1  6
 12 45  1  0
 13 46  1  0
 13 47  1  0
 14 48  1  1
 15 49  1  0
 16 50  1  6
 17 51  1  0
 17 52  1  0
 18 53  1  0
 18 54  1  0
 19 55  1  0
 19 56  1  0
 20 57  1  0
 20 58  1  0
 21 59  1  0
 21 60  1  0
 22 61  1  0
 22 62  1  0
 25 63  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      39.774 -18.819   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      35.388 -22.005   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      37.063 -13.769   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      25.381 -21.513   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      26.205 -18.976   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      37.063 -18.389   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      35.817 -19.295   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      38.309 -19.295   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      36.293 -20.759   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      37.833 -20.759   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      37.063 -16.849   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      34.352 -18.819   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      38.397 -16.079   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      33.208 -19.849   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      38.397 -14.539   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      31.743 -19.373   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      39.730 -13.769   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      30.599 -20.404   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      39.730 -12.229   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      29.134 -19.928   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      41.064 -11.459   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      27.990 -20.958   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      41.064  -9.919   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      42.398  -9.149   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      26.525 -20.482   0.000  0.00  0.00           C+0
CONECT    1    8                                                            
CONECT    2    9                                                            
CONECT    3   15                                                            
CONECT    4   25                                                            
CONECT    5   25                                                            
CONECT    6    7    8   11                                                  
CONECT    7    6    9   12                                                  
CONECT    8    1    6   10                                                  
CONECT    9    2    7   10                                                  
CONECT   10    8    9                                                       
CONECT   11    6   13                                                       
CONECT   12    7   14                                                       
CONECT   13   11   15                                                       
CONECT   14   12   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   22                                                       
CONECT   21   19   23                                                       
CONECT   22   20   25                                                       
CONECT   23   21   24                                                       
CONECT   24   23                                                            
CONECT   25    4    5   22                                                  
MASTER        0    0    0    0    0    0    0    0   25    0   50    0
END

COMPND    HMDB0005076
HETATM    1  C1  UNL     1      -7.961   0.254   0.142  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.641  -0.338   0.650  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.586   0.726   0.757  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.262   1.406  -0.525  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.740   0.564  -1.625  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.423  -0.159  -1.295  1.00  0.00           C  
HETATM    7  O1  UNL     1      -3.678  -0.964  -0.222  1.00  0.00           O  
HETATM    8  C7  UNL     1      -2.343   0.818  -1.027  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.968   0.430  -0.738  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.476  -0.311   0.424  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.962  -1.658   0.748  1.00  0.00           C  
HETATM   12  O2  UNL     1      -1.921  -1.634   1.809  1.00  0.00           O  
HETATM   13  C11 UNL     1       0.244  -2.434   1.307  1.00  0.00           C  
HETATM   14  C12 UNL     1       1.294  -1.303   1.487  1.00  0.00           C  
HETATM   15  O3  UNL     1       0.815  -0.494   2.526  1.00  0.00           O  
HETATM   16  C13 UNL     1       1.071  -0.589   0.181  1.00  0.00           C  
HETATM   17  C14 UNL     1       1.783   0.660  -0.053  1.00  0.00           C  
HETATM   18  C15 UNL     1       3.239   0.594  -0.328  1.00  0.00           C  
HETATM   19  C16 UNL     1       4.167   0.021   0.670  1.00  0.00           C  
HETATM   20  C17 UNL     1       5.581   0.206   0.030  1.00  0.00           C  
HETATM   21  C18 UNL     1       6.647  -0.309   0.935  1.00  0.00           C  
HETATM   22  C19 UNL     1       8.027  -0.140   0.295  1.00  0.00           C  
HETATM   23  C20 UNL     1       8.259   1.298   0.021  1.00  0.00           C  
HETATM   24  O4  UNL     1       8.561   2.075   0.960  1.00  0.00           O  
HETATM   25  O5  UNL     1       8.129   1.743  -1.286  1.00  0.00           O  
HETATM   26  H1  UNL     1      -7.931   0.480  -0.929  1.00  0.00           H  
HETATM   27  H2  UNL     1      -8.801  -0.439   0.327  1.00  0.00           H  
HETATM   28  H3  UNL     1      -8.172   1.177   0.753  1.00  0.00           H  
HETATM   29  H4  UNL     1      -6.884  -0.704   1.683  1.00  0.00           H  
HETATM   30  H5  UNL     1      -6.377  -1.204   0.045  1.00  0.00           H  
HETATM   31  H6  UNL     1      -4.729   0.370   1.344  1.00  0.00           H  
HETATM   32  H7  UNL     1      -6.047   1.528   1.419  1.00  0.00           H  
HETATM   33  H8  UNL     1      -4.623   2.291  -0.299  1.00  0.00           H  
HETATM   34  H9  UNL     1      -6.233   1.858  -0.894  1.00  0.00           H  
HETATM   35  H10 UNL     1      -5.493  -0.141  -1.976  1.00  0.00           H  
HETATM   36  H11 UNL     1      -4.504   1.234  -2.483  1.00  0.00           H  
HETATM   37  H12 UNL     1      -3.155  -0.717  -2.221  1.00  0.00           H  
HETATM   38  H13 UNL     1      -4.086  -1.797  -0.564  1.00  0.00           H  
HETATM   39  H14 UNL     1      -2.307   1.511  -1.943  1.00  0.00           H  
HETATM   40  H15 UNL     1      -2.743   1.553  -0.234  1.00  0.00           H  
HETATM   41  H16 UNL     1      -0.416   1.471  -0.694  1.00  0.00           H  
HETATM   42  H17 UNL     1      -0.515   0.009  -1.699  1.00  0.00           H  
HETATM   43  H18 UNL     1      -0.465   0.315   1.366  1.00  0.00           H  
HETATM   44  H19 UNL     1      -1.310  -2.201  -0.126  1.00  0.00           H  
HETATM   45  H20 UNL     1      -2.339  -2.525   1.788  1.00  0.00           H  
HETATM   46  H21 UNL     1       0.005  -2.877   2.270  1.00  0.00           H  
HETATM   47  H22 UNL     1       0.608  -3.157   0.573  1.00  0.00           H  
HETATM   48  H23 UNL     1       2.257  -1.724   1.680  1.00  0.00           H  
HETATM   49  H24 UNL     1       1.527  -0.208   3.134  1.00  0.00           H  
HETATM   50  H25 UNL     1       1.130  -1.342  -0.618  1.00  0.00           H  
HETATM   51  H26 UNL     1       1.364   1.123  -1.027  1.00  0.00           H  
HETATM   52  H27 UNL     1       1.632   1.436   0.740  1.00  0.00           H  
HETATM   53  H28 UNL     1       3.645   1.619  -0.597  1.00  0.00           H  
HETATM   54  H29 UNL     1       3.437   0.004  -1.294  1.00  0.00           H  
HETATM   55  H30 UNL     1       4.226   0.496   1.644  1.00  0.00           H  
HETATM   56  H31 UNL     1       4.127  -1.101   0.733  1.00  0.00           H  
HETATM   57  H32 UNL     1       5.610  -0.341  -0.929  1.00  0.00           H  
HETATM   58  H33 UNL     1       5.763   1.278  -0.170  1.00  0.00           H  
HETATM   59  H34 UNL     1       6.535  -1.392   1.145  1.00  0.00           H  
HETATM   60  H35 UNL     1       6.704   0.202   1.905  1.00  0.00           H  
HETATM   61  H36 UNL     1       8.821  -0.497   1.005  1.00  0.00           H  
HETATM   62  H37 UNL     1       8.091  -0.706  -0.646  1.00  0.00           H  
HETATM   63  H38 UNL     1       7.789   2.655  -1.500  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   16   48
CONECT   15   49
CONECT   16   17   50
CONECT   17   18   51   52
CONECT   18   19   53   54
CONECT   19   20   55   56
CONECT   20   21   57   58
CONECT   21   22   59   60
CONECT   22   23   61   62
CONECT   23   24   24   25
CONECT   25   63
END

HMDB0005076
     RDKit          3D
13,14-Dihydro PGF-1a
 63 63  0  0  0  0  0  0  0  0999 V2000
   -7.9608    0.2540    0.1419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6415   -0.3378    0.6498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5859    0.7257    0.7571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2615    1.4055   -0.5250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7397    0.5645   -1.6254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4229   -0.1594   -1.2949 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6778   -0.9641   -0.2219 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3431    0.8183   -1.0270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9679    0.4303   -0.7380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4757   -0.3111    0.4240 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9617   -1.6582    0.7476 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9209   -1.6336    1.8089 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2443   -2.4344    1.3074 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2941   -1.3026    1.4874 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8147   -0.4943    2.5263 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0707   -0.5894    0.1807 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7830    0.6601   -0.0535 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2387    0.5939   -0.3277 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1668    0.0215    0.6703 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5813    0.2064    0.0299 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6469   -0.3092    0.9349 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0274   -0.1398    0.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2586    1.2982    0.0213 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5614    2.0746    0.9595 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1294    1.7432   -1.2857 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9313    0.4795   -0.9292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8006   -0.4390    0.3273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1719    1.1768    0.7528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8845   -0.7038    1.6833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3770   -1.2037    0.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7285    0.3697    1.3443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0473    1.5281    1.4188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6231    2.2913   -0.2987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2327    1.8581   -0.8937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4928   -0.1410   -1.9764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5040    1.2336   -2.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1553   -0.7170   -2.2206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0863   -1.7973   -0.5642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3072    1.5113   -1.9430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7426    1.5532   -0.2339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4162    1.4709   -0.6945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5146    0.0085   -1.6985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4647    0.3152    1.3663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3099   -2.2007   -0.1258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3393   -2.5249    1.7882 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0054   -2.8773    2.2698 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6077   -3.1567    0.5735 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2571   -1.7243    1.6795 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5267   -0.2080    3.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1304   -1.3417   -0.6175 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3636    1.1226   -1.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6319    1.4363    0.7403 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6446    1.6188   -0.5967 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4373    0.0041   -1.2943 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2260    0.4957    1.6440 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1274   -1.1010    0.7326 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6097   -0.3408   -0.9293 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7630    1.2785   -0.1702 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5352   -1.3916    1.1453 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7044    0.2017    1.9047 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8211   -0.4967    1.0046 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0913   -0.7058   -0.6461 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7893    2.6553   -1.5003 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  1  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  6
  7 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  0
  9 42  1  0
 10 43  1  1
 11 44  1  6
 12 45  1  0
 13 46  1  0
 13 47  1  0
 14 48  1  1
 15 49  1  0
 16 50  1  6
 17 51  1  0
 17 52  1  0
 18 53  1  0
 18 54  1  0
 19 55  1  0
 19 56  1  0
 20 57  1  0
 20 58  1  0
 21 59  1  0
 21 60  1  0
 22 61  1  0
 22 62  1  0
 25 63  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
13,14-dihydro PGF-1alpha	HMDB
7-[(1R,2R,3R,5S)-3,5-Dihydroxy-2-[(3S)-3-hydroxyoctyl]cyclopentyl]heptanoate	Generator, HMDB

Chemical Formula

C₂₀H₃₈O₅

Average Molecular Weight

358.5127

Monoisotopic Molecular Weight

358.271924326

IUPAC Name

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

Traditional Name

13,14-dihydro pgf-1α

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C20H38O5/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/h15-19,21-23H,2-14H2,1H3,(H,24,25)/t15-,16+,17+,18-,19+/m0/s1

InChI Key

WMHAOJIJVNDMKA-BRIYLRKRSA-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
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Organooxygen compound
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0005076)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0005076)

Source

Endogenous

Endogenous (HMDB: HMDB0005076)

Animal

Animal (HMDB: HMDB0005076)

Exogenous

Food

Food (HMDB: HMDB0005076)

Animal origin

Poultry

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

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

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

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

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

Equine

Horse (FooDB: FOOD00378)

Exogenous (HMDB: HMDB0005076)

Process

Role

Biological role

Membrane stabilizer (HMDB: HMDB0005076)

Modulator

Immunomodulator (HMDB: HMDB0005076)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0005076)

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	0.13 g/L	ALOGPS
logP	3.97	ALOGPS
logP	3.18	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	4.36	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	97.99 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	98.39 m³·mol⁻¹	ChemAxon
Polarizability	43.32 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]+	189.614	31661259
DarkChem	[M-H]-	186.168	31661259
DeepCCS	[M+H]+	201.19	30932474
DeepCCS	[M-H]-	198.832	30932474
DeepCCS	[M-2H]-	232.794	30932474
DeepCCS	[M+Na]+	208.024	30932474
AllCCS	[M+H]+	198.1	32859911
AllCCS	[M+H-H2O]+	195.6	32859911
AllCCS	[M+NH4]+	200.4	32859911
AllCCS	[M+Na]+	201.1	32859911
AllCCS	[M-H]-	194.4	32859911
AllCCS	[M+Na-2H]-	195.5	32859911
AllCCS	[M+HCOO]-	197.0	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	7.6 minutes	32390414
Predicted by Siyang on May 30, 2022	12.6061 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.28 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	75.0 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2597.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	186.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	185.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	173.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	416.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	575.8 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	538.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	181.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1096.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	495.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1512.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	304.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	370.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	358.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	157.0 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	94.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
13,14-Dihydro PGF-1a	CCCCC[C@H](O)CC[C@H]1[C@H](O)C[C@H](O)[C@@H]1CCCCCCC(O)=O	4392.4	Standard polar	33892256
13,14-Dihydro PGF-1a	CCCCC[C@H](O)CC[C@H]1[C@H](O)C[C@H](O)[C@@H]1CCCCCCC(O)=O	2848.2	Standard non polar	33892256
13,14-Dihydro PGF-1a	CCCCC[C@H](O)CC[C@H]1[C@H](O)C[C@H](O)[C@@H]1CCCCCCC(O)=O	2950.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
13,14-Dihydro PGF-1a,1TMS,isomer #1	CCCCC[C@@H](CC[C@H]1[C@H](O)C[C@H](O)[C@@H]1CCCCCCC(=O)O)O[Si](C)(C)C	2911.4	Semi standard non polar	33892256
13,14-Dihydro PGF-1a,1TMS,isomer #2	CCCCC[C@H](O)CC[C@H]1[C@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1CCCCCCC(=O)O	2779.0	Semi standard non polar	33892256
13,14-Dihydro PGF-1a,1TMS,isomer #3	CCCCC[C@H](O)CC[C@H]1[C@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O	2784.0	Semi standard non polar	33892256
13,14-Dihydro PGF-1a,1TMS,isomer #4	CCCCC[C@H](O)CC[C@H]1[C@H](O)C[C@H](O)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C	2854.4	Semi standard non polar	33892256
13,14-Dihydro PGF-1a,2TMS,isomer #1	CCCCC[C@@H](CC[C@H]1[C@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1CCCCCCC(=O)O)O[Si](C)(C)C	2801.5	Semi standard non polar	33892256
13,14-Dihydro PGF-1a,2TMS,isomer #2	CCCCC[C@@H](CC[C@H]1[C@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O)O[Si](C)(C)C	2811.6	Semi standard non polar	33892256
13,14-Dihydro PGF-1a,2TMS,isomer #3	CCCCC[C@@H](CC[C@H]1[C@H](O)C[C@H](O)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2907.0	Semi standard non polar	33892256
13,14-Dihydro PGF-1a,2TMS,isomer #4	CCCCC[C@H](O)CC[C@H]1[C@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O	2760.1	Semi standard non polar	33892256
13,14-Dihydro PGF-1a,2TMS,isomer #5	CCCCC[C@H](O)CC[C@H]1[C@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C	2778.3	Semi standard non polar	33892256
13,14-Dihydro PGF-1a,2TMS,isomer #6	CCCCC[C@H](O)CC[C@H]1[C@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C	2777.0	Semi standard non polar	33892256
13,14-Dihydro PGF-1a,3TMS,isomer #1	CCCCC[C@@H](CC[C@H]1[C@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O)O[Si](C)(C)C	2788.6	Semi standard non polar	33892256
13,14-Dihydro PGF-1a,3TMS,isomer #2	CCCCC[C@@H](CC[C@H]1[C@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2813.5	Semi standard non polar	33892256
13,14-Dihydro PGF-1a,3TMS,isomer #3	CCCCC[C@@H](CC[C@H]1[C@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2814.1	Semi standard non polar	33892256
13,14-Dihydro PGF-1a,3TMS,isomer #4	CCCCC[C@H](O)CC[C@H]1[C@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C	2785.9	Semi standard non polar	33892256
13,14-Dihydro PGF-1a,4TMS,isomer #1	CCCCC[C@@H](CC[C@H]1[C@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2824.5	Semi standard non polar	33892256
13,14-Dihydro PGF-1a,1TBDMS,isomer #1	CCCCC[C@@H](CC[C@H]1[C@H](O)C[C@H](O)[C@@H]1CCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3145.5	Semi standard non polar	33892256
13,14-Dihydro PGF-1a,1TBDMS,isomer #2	CCCCC[C@H](O)CC[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1CCCCCCC(=O)O	2982.2	Semi standard non polar	33892256
13,14-Dihydro PGF-1a,1TBDMS,isomer #3	CCCCC[C@H](O)CC[C@H]1[C@H](O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CCCCCCC(=O)O	2987.3	Semi standard non polar	33892256
13,14-Dihydro PGF-1a,1TBDMS,isomer #4	CCCCC[C@H](O)CC[C@H]1[C@H](O)C[C@H](O)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C	3126.3	Semi standard non polar	33892256
13,14-Dihydro PGF-1a,2TBDMS,isomer #1	CCCCC[C@@H](CC[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1CCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3260.2	Semi standard non polar	33892256
13,14-Dihydro PGF-1a,2TBDMS,isomer #2	CCCCC[C@@H](CC[C@H]1[C@H](O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3261.5	Semi standard non polar	33892256
13,14-Dihydro PGF-1a,2TBDMS,isomer #3	CCCCC[C@@H](CC[C@H]1[C@H](O)C[C@H](O)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3409.3	Semi standard non polar	33892256
13,14-Dihydro PGF-1a,2TBDMS,isomer #4	CCCCC[C@H](O)CC[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CCCCCCC(=O)O	3209.5	Semi standard non polar	33892256
13,14-Dihydro PGF-1a,2TBDMS,isomer #5	CCCCC[C@H](O)CC[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C	3247.4	Semi standard non polar	33892256
13,14-Dihydro PGF-1a,2TBDMS,isomer #6	CCCCC[C@H](O)CC[C@H]1[C@H](O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C	3241.9	Semi standard non polar	33892256
13,14-Dihydro PGF-1a,3TBDMS,isomer #1	CCCCC[C@@H](CC[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3470.1	Semi standard non polar	33892256
13,14-Dihydro PGF-1a,3TBDMS,isomer #2	CCCCC[C@@H](CC[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3542.1	Semi standard non polar	33892256
13,14-Dihydro PGF-1a,3TBDMS,isomer #3	CCCCC[C@@H](CC[C@H]1[C@H](O)C[C@H](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	3537.2	Semi standard non polar	33892256
13,14-Dihydro PGF-1a,3TBDMS,isomer #4	CCCCC[C@H](O)CC[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C	3477.8	Semi standard non polar	33892256
13,14-Dihydro PGF-1a,4TBDMS,isomer #1	CCCCC[C@@H](CC[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C[C@H](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	3721.5	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 - 13,14-Dihydro PGF-1a GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-4398000000-6328a90512e75e42b40a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 13,14-Dihydro PGF-1a GC-MS (4 TMS) - 70eV, Positive	splash10-001i-3300279000-4e02df7db85df7d5b080	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 13,14-Dihydro PGF-1a 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 PGF-1a 10V, Positive-QTOF	splash10-00dl-0009000000-2e4b27af854948f6727d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13,14-Dihydro PGF-1a 20V, Positive-QTOF	splash10-00di-3189000000-dfd489892b2e27b44dae	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13,14-Dihydro PGF-1a 40V, Positive-QTOF	splash10-052b-7190000000-73b1628668742cedac32	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13,14-Dihydro PGF-1a 10V, Negative-QTOF	splash10-0a4r-0009000000-7a9094addddab7c62803	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13,14-Dihydro PGF-1a 20V, Negative-QTOF	splash10-052r-1029000000-ff6178c19f34f2aebfac	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13,14-Dihydro PGF-1a 40V, Negative-QTOF	splash10-0a4l-9142000000-c2026d9507a1114a763c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13,14-Dihydro PGF-1a 10V, Negative-QTOF	splash10-0a4i-0009000000-7640e03d4b3b5f0583d7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13,14-Dihydro PGF-1a 20V, Negative-QTOF	splash10-0a4i-0029000000-e4b67f501493ff6ecc38	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13,14-Dihydro PGF-1a 40V, Negative-QTOF	splash10-00lu-6194000000-b3509b19901034991bc4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13,14-Dihydro PGF-1a 10V, Positive-QTOF	splash10-00dl-0009000000-90f1fff8d5612b601fd3	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13,14-Dihydro PGF-1a 20V, Positive-QTOF	splash10-00di-9666000000-ac3c1f970d9f33017411	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13,14-Dihydro PGF-1a 40V, Positive-QTOF	splash10-00dj-9500000000-c04b39cd0ab4fc470acf	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

FDB023617

KNApSAcK ID

Not Available

Chemspider ID

4470758

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5311239

PDB ID

Not Available

ChEBI ID

155467

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 PGF-1a (HMDB0005076)

MOL for HMDB0005076 (13,14-Dihydro PGF-1a)

3D MOL for HMDB0005076 (13,14-Dihydro PGF-1a)

3D SDF for HMDB0005076 (13,14-Dihydro PGF-1a)

3D-SDF for HMDB0005076 (13,14-Dihydro PGF-1a)

PDB for HMDB0005076 (13,14-Dihydro PGF-1a)

3D PDB for HMDB0005076 (13,14-Dihydro PGF-1a)

SMILES for HMDB0005076 (13,14-Dihydro PGF-1a)

INCHI for HMDB0005076 (13,14-Dihydro PGF-1a)

Structure for HMDB0005076 (13,14-Dihydro PGF-1a)

3D Structure for HMDB0005076 (13,14-Dihydro PGF-1a)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra