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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2007-05-23 16:06:47 UTC

Update Date

2022-03-07 02:49:32 UTC

HMDB ID

HMDB0006562

Secondary Accession Numbers

HMDB06562

Metabolite Identification

Common Name

8-iso-13,14-dihydro-15-keto-PGF2a

Description

8-iso-13,14-dihydro-15-keto-PGF2a is an isoprostane. Isoprostanes are a family of prostaglandin (PG) isomers generated by free radical-catalysed peroxidation and then rearrangement of arachidonic acid. In addition, isoprostanes can be produced by cyclo-oxygenase (COX) dependent pathways. Several cell types have been shown to release increased levels of the F2 isoprostane, 8-iso PGF2alpha, when stimulated with inflammatory mediators or subjected to oxidative stress in vitro. Furthermore, 8-iso PGF2alpha levels are elevated in rats in vivo when prooxidant conditions are induced experimentally. Similarly, elevated isoprostane production has been demonstrated in clinical conditions characterized by oxidant stress including diabetes, alcoholism, paraquat poisoning, myocardial reperfusion, critical illness, pre-eclampsia and smoking. Consequently, the measurement of 8-iso PGF2alpha in plasma and urine has been proposed as a relevant and convenient method to monitor oxidant stress in man. (PMID: 11309241 ).

Structure

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

HMDB0006562
     RDKit          3D
8-iso-13,14-dihydro-15-keto-PGF2a
 59 59  0  0  0  0  0  0  0  0999 V2000
    7.6061   -0.2870    2.0259 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4915    0.5536    1.4023 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0255   -0.1772    0.1748 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9275    0.5286   -0.5485 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6956    0.7218    0.3113 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6154    1.4374   -0.4601 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8873    1.7442   -1.6245 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3175    1.7670    0.0978 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2364    0.7400    0.0907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2105    0.2253   -1.2200 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3468   -0.7728   -1.1109 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4017   -0.3511   -0.1347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4722   -1.3521   -0.0981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7057   -1.0971   -0.4138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1700    0.2260   -0.8457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2317    0.6417    0.1920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5195    0.6707    1.5287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4845    1.0663    2.5894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0464    1.1384    3.7613 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8082    1.3414    2.2860 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6052   -2.0270   -0.7476 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3810   -3.1788   -0.7532 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3521   -2.0377   -1.9574 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8725   -0.5996   -1.8626 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0678   -0.1358   -3.1726 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3789   -1.3606    1.9911 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8452    0.0491    3.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5245   -0.1109    1.4117 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9463    1.5189    1.0990 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6915    0.6750    2.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7873   -1.2263    0.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9061   -0.2036   -0.5279 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2983    1.4735   -0.9646 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6293   -0.1075   -1.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9634    1.3569    1.1832 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3280   -0.2386    0.7218 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4083    2.2030    1.1498 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8784    2.6569   -0.4711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6010    1.1775    0.6992 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6252   -0.1013    0.7525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5244    1.0802   -1.8618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7700   -0.8957   -2.1096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8584   -0.3635    0.8814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6852    0.6831   -0.2634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2542   -2.3735    0.2178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4950   -1.8768   -0.3755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4307    0.9994   -0.9903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7615    0.1632   -1.8011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6889    1.5938   -0.0681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9606   -0.1944    0.2279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0798   -0.3161    1.7599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7299    1.4459    1.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9962    2.0590    1.5887 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0317   -1.9343    0.1294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2113   -3.6333    0.1166 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1330   -2.7849   -1.8635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2880   -2.1043   -2.8513 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8008   -0.6893   -1.2898 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4469    0.5934   -3.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 11 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 24 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
  8 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  6
 11 42  1  6
 12 43  1  0
 12 44  1  0
 13 45  1  0
 14 46  1  0
 15 47  1  0
 15 48  1  0
 16 49  1  0
 16 50  1  0
 17 51  1  0
 17 52  1  0
 20 53  1  0
 21 54  1  1
 22 55  1  0
 23 56  1  0
 23 57  1  0
 24 58  1  1
 25 59  1  0
M  END


  Mrv0541 02231220432D          

 25 25  0  0  1  0            999 V2000
   19.0424  -10.3408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3921   -8.6337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9185   -8.1237    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5109   -3.4535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9399   -3.4535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2724   -8.8887    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.9399   -8.4037    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.5273   -9.6733    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.6073   -8.8887    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   20.3524   -9.6733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4877   -8.6337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9399   -7.5787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8746   -9.1857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6543   -7.1661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0900   -8.9308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6543   -6.3411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4769   -9.4828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6922   -9.2280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9399   -5.9286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0791   -9.7800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9399   -5.1036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2944   -9.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2254   -4.6910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6813  -10.0771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2254   -3.8660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  1  1  0  0  0
  9  2  1  1  0  0  0
  3 15  2  0  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  6  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  2  0  0  0  0
 15 17  1  0  0  0  0
 16 19  1  0  0  0  0
 17 18  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 24  1  0  0  0  0
 23 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0006562

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCC(=O)CC[C@H]1[C@H](O)C[C@H](O)[C@H]1C\C=C/CCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H34O5/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/h4,7,16-19,22-23H,2-3,5-6,8-14H2,1H3,(H,24,25)/b7-4-/t16-,17+,18-,19+/m0/s1

> <INCHI_KEY>
VKTIONYPMSCHQI-JPRPWBOBSA-N

> <FORMULA>
C20H34O5

> <MOLECULAR_WEIGHT>
354.481

> <EXACT_MASS>
354.240624198

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
41.28264854058094

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5Z)-7-[(1S,2R,3R,5S)-3,5-dihydroxy-2-(3-oxooctyl)cyclopentyl]hept-5-enoic acid

> <ALOGPS_LOGP>
3.12

> <JCHEM_LOGP>
3.024569415666666

> <ALOGPS_LOGS>
-3.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.546683647943198

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.30630545882051

> <JCHEM_PKA_STRONGEST_BASIC>
-2.86345736064329

> <JCHEM_POLAR_SURFACE_AREA>
94.83000000000001

> <JCHEM_REFRACTIVITY>
98.47999999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.07e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5Z)-7-[(1S,2R,3R,5S)-3,5-dihydroxy-2-(3-oxooctyl)cyclopentyl]hept-5-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0006562
     RDKit          3D
8-iso-13,14-dihydro-15-keto-PGF2a
 59 59  0  0  0  0  0  0  0  0999 V2000
    7.6061   -0.2870    2.0259 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4915    0.5536    1.4023 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0255   -0.1772    0.1748 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9275    0.5286   -0.5485 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6956    0.7218    0.3113 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6154    1.4374   -0.4601 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8873    1.7442   -1.6245 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3175    1.7670    0.0978 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2364    0.7400    0.0907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2105    0.2253   -1.2200 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3468   -0.7728   -1.1109 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4017   -0.3511   -0.1347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4722   -1.3521   -0.0981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7057   -1.0971   -0.4138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1700    0.2260   -0.8457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2317    0.6417    0.1920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5195    0.6707    1.5287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4845    1.0663    2.5894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0464    1.1384    3.7613 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8082    1.3414    2.2860 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6052   -2.0270   -0.7476 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3810   -3.1788   -0.7532 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3521   -2.0377   -1.9574 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8725   -0.5996   -1.8626 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0678   -0.1358   -3.1726 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3789   -1.3606    1.9911 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8452    0.0491    3.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5245   -0.1109    1.4117 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9463    1.5189    1.0990 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6915    0.6750    2.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7873   -1.2263    0.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9061   -0.2036   -0.5279 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2983    1.4735   -0.9646 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6293   -0.1075   -1.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9634    1.3569    1.1832 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3280   -0.2386    0.7218 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4083    2.2030    1.1498 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8784    2.6569   -0.4711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6010    1.1775    0.6992 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6252   -0.1013    0.7525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5244    1.0802   -1.8618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7700   -0.8957   -2.1096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8584   -0.3635    0.8814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6852    0.6831   -0.2634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2542   -2.3735    0.2178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4950   -1.8768   -0.3755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4307    0.9994   -0.9903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7615    0.1632   -1.8011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6889    1.5938   -0.0681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9606   -0.1944    0.2279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0798   -0.3161    1.7599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7299    1.4459    1.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9962    2.0590    1.5887 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0317   -1.9343    0.1294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2113   -3.6333    0.1166 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1330   -2.7849   -1.8635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2880   -2.1043   -2.8513 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8008   -0.6893   -1.2898 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4469    0.5934   -3.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 11 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 24 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
  8 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  6
 11 42  1  6
 12 43  1  0
 12 44  1  0
 13 45  1  0
 14 46  1  0
 15 47  1  0
 15 48  1  0
 16 49  1  0
 16 50  1  0
 17 51  1  0
 17 52  1  0
 20 53  1  0
 21 54  1  1
 22 55  1  0
 23 56  1  0
 23 57  1  0
 24 58  1  1
 25 59  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      35.546 -19.303   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      39.932 -16.116   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      31.581 -15.164   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      34.554  -6.447   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      37.221  -6.447   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      35.975 -16.592   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      37.221 -15.687   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      36.451 -18.057   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      38.467 -16.592   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      37.991 -18.057   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      34.510 -16.116   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      37.221 -14.147   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      33.366 -17.147   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      38.555 -13.377   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      31.901 -16.671   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      38.555 -11.837   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      30.757 -17.701   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      29.292 -17.226   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      37.221 -11.067   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      28.148 -18.256   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      37.221  -9.527   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      26.683 -17.780   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      35.887  -8.757   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      25.538 -18.811   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      35.887  -7.217   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   19                                                       
CONECT   17   15   18                                                       
CONECT   18   17   20                                                       
CONECT   19   16   21                                                       
CONECT   20   18   22                                                       
CONECT   21   19   23                                                       
CONECT   22   20   24                                                       
CONECT   23   21   25                                                       
CONECT   24   22                                                            
CONECT   25    4    5   23                                                  
MASTER        0    0    0    0    0    0    0    0   25    0   50    0
END

COMPND    HMDB0006562
HETATM    1  C1  UNL     1       7.606  -0.287   2.026  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.492   0.554   1.402  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.025  -0.177   0.175  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.928   0.529  -0.549  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.696   0.722   0.311  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.615   1.437  -0.460  1.00  0.00           C  
HETATM    7  O1  UNL     1       2.887   1.744  -1.625  1.00  0.00           O  
HETATM    8  C7  UNL     1       1.317   1.767   0.098  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.236   0.740   0.091  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.210   0.225  -1.220  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.347  -0.773  -1.111  1.00  0.00           C  
HETATM   12  C11 UNL     1      -2.402  -0.351  -0.135  1.00  0.00           C  
HETATM   13  C12 UNL     1      -3.472  -1.352  -0.098  1.00  0.00           C  
HETATM   14  C13 UNL     1      -4.706  -1.097  -0.414  1.00  0.00           C  
HETATM   15  C14 UNL     1      -5.170   0.226  -0.846  1.00  0.00           C  
HETATM   16  C15 UNL     1      -6.232   0.642   0.192  1.00  0.00           C  
HETATM   17  C16 UNL     1      -5.520   0.671   1.529  1.00  0.00           C  
HETATM   18  C17 UNL     1      -6.484   1.066   2.589  1.00  0.00           C  
HETATM   19  O2  UNL     1      -6.046   1.138   3.761  1.00  0.00           O  
HETATM   20  O3  UNL     1      -7.808   1.341   2.286  1.00  0.00           O  
HETATM   21  C18 UNL     1      -0.605  -2.027  -0.748  1.00  0.00           C  
HETATM   22  O4  UNL     1      -1.381  -3.179  -0.753  1.00  0.00           O  
HETATM   23  C19 UNL     1       0.352  -2.038  -1.957  1.00  0.00           C  
HETATM   24  C20 UNL     1       0.873  -0.600  -1.863  1.00  0.00           C  
HETATM   25  O5  UNL     1       1.068  -0.136  -3.173  1.00  0.00           O  
HETATM   26  H1  UNL     1       7.379  -1.361   1.991  1.00  0.00           H  
HETATM   27  H2  UNL     1       7.845   0.049   3.050  1.00  0.00           H  
HETATM   28  H3  UNL     1       8.525  -0.111   1.412  1.00  0.00           H  
HETATM   29  H4  UNL     1       6.946   1.519   1.099  1.00  0.00           H  
HETATM   30  H5  UNL     1       5.691   0.675   2.157  1.00  0.00           H  
HETATM   31  H6  UNL     1       5.787  -1.226   0.427  1.00  0.00           H  
HETATM   32  H7  UNL     1       6.906  -0.204  -0.528  1.00  0.00           H  
HETATM   33  H8  UNL     1       5.298   1.473  -0.965  1.00  0.00           H  
HETATM   34  H9  UNL     1       4.629  -0.107  -1.413  1.00  0.00           H  
HETATM   35  H10 UNL     1       3.963   1.357   1.183  1.00  0.00           H  
HETATM   36  H11 UNL     1       3.328  -0.239   0.722  1.00  0.00           H  
HETATM   37  H12 UNL     1       1.408   2.203   1.150  1.00  0.00           H  
HETATM   38  H13 UNL     1       0.878   2.657  -0.471  1.00  0.00           H  
HETATM   39  H14 UNL     1      -0.601   1.178   0.699  1.00  0.00           H  
HETATM   40  H15 UNL     1       0.625  -0.101   0.753  1.00  0.00           H  
HETATM   41  H16 UNL     1      -0.524   1.080  -1.862  1.00  0.00           H  
HETATM   42  H17 UNL     1      -1.770  -0.896  -2.110  1.00  0.00           H  
HETATM   43  H18 UNL     1      -1.858  -0.363   0.881  1.00  0.00           H  
HETATM   44  H19 UNL     1      -2.685   0.683  -0.263  1.00  0.00           H  
HETATM   45  H20 UNL     1      -3.254  -2.373   0.218  1.00  0.00           H  
HETATM   46  H21 UNL     1      -5.495  -1.877  -0.376  1.00  0.00           H  
HETATM   47  H22 UNL     1      -4.431   0.999  -0.990  1.00  0.00           H  
HETATM   48  H23 UNL     1      -5.761   0.163  -1.801  1.00  0.00           H  
HETATM   49  H24 UNL     1      -6.689   1.594  -0.068  1.00  0.00           H  
HETATM   50  H25 UNL     1      -6.961  -0.194   0.228  1.00  0.00           H  
HETATM   51  H26 UNL     1      -5.080  -0.316   1.760  1.00  0.00           H  
HETATM   52  H27 UNL     1      -4.730   1.446   1.489  1.00  0.00           H  
HETATM   53  H28 UNL     1      -7.996   2.059   1.589  1.00  0.00           H  
HETATM   54  H29 UNL     1       0.032  -1.934   0.129  1.00  0.00           H  
HETATM   55  H30 UNL     1      -1.211  -3.633   0.117  1.00  0.00           H  
HETATM   56  H31 UNL     1       1.133  -2.785  -1.864  1.00  0.00           H  
HETATM   57  H32 UNL     1      -0.288  -2.104  -2.851  1.00  0.00           H  
HETATM   58  H33 UNL     1       1.801  -0.689  -1.290  1.00  0.00           H  
HETATM   59  H34 UNL     1       0.447   0.593  -3.387  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    7    8
CONECT    8    9   37   38
CONECT    9   10   39   40
CONECT   10   11   24   41
CONECT   11   12   21   42
CONECT   12   13   43   44
CONECT   13   14   14   45
CONECT   14   15   46
CONECT   15   16   47   48
CONECT   16   17   49   50
CONECT   17   18   51   52
CONECT   18   19   19   20
CONECT   20   53
CONECT   21   22   23   54
CONECT   22   55
CONECT   23   24   56   57
CONECT   24   25   58
CONECT   25   59
END

HMDB0006562
     RDKit          3D
8-iso-13,14-dihydro-15-keto-PGF2a
 59 59  0  0  0  0  0  0  0  0999 V2000
    7.6061   -0.2870    2.0259 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4915    0.5536    1.4023 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0255   -0.1772    0.1748 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9275    0.5286   -0.5485 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6956    0.7218    0.3113 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6154    1.4374   -0.4601 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8873    1.7442   -1.6245 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3175    1.7670    0.0978 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2364    0.7400    0.0907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2105    0.2253   -1.2200 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3468   -0.7728   -1.1109 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4017   -0.3511   -0.1347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4722   -1.3521   -0.0981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7057   -1.0971   -0.4138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1700    0.2260   -0.8457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2317    0.6417    0.1920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5195    0.6707    1.5287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4845    1.0663    2.5894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0464    1.1384    3.7613 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8082    1.3414    2.2860 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6052   -2.0270   -0.7476 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3810   -3.1788   -0.7532 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3521   -2.0377   -1.9574 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8725   -0.5996   -1.8626 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0678   -0.1358   -3.1726 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3789   -1.3606    1.9911 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8452    0.0491    3.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5245   -0.1109    1.4117 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9463    1.5189    1.0990 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6915    0.6750    2.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7873   -1.2263    0.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9061   -0.2036   -0.5279 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2983    1.4735   -0.9646 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6293   -0.1075   -1.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9634    1.3569    1.1832 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3280   -0.2386    0.7218 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4083    2.2030    1.1498 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8784    2.6569   -0.4711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6010    1.1775    0.6992 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6252   -0.1013    0.7525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5244    1.0802   -1.8618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7700   -0.8957   -2.1096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8584   -0.3635    0.8814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6852    0.6831   -0.2634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2542   -2.3735    0.2178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4950   -1.8768   -0.3755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4307    0.9994   -0.9903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7615    0.1632   -1.8011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6889    1.5938   -0.0681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9606   -0.1944    0.2279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0798   -0.3161    1.7599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7299    1.4459    1.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9962    2.0590    1.5887 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0317   -1.9343    0.1294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2113   -3.6333    0.1166 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1330   -2.7849   -1.8635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2880   -2.1043   -2.8513 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8008   -0.6893   -1.2898 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4469    0.5934   -3.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 11 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 24 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
  8 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  6
 11 42  1  6
 12 43  1  0
 12 44  1  0
 13 45  1  0
 14 46  1  0
 15 47  1  0
 15 48  1  0
 16 49  1  0
 16 50  1  0
 17 51  1  0
 17 52  1  0
 20 53  1  0
 21 54  1  1
 22 55  1  0
 23 56  1  0
 23 57  1  0
 24 58  1  1
 25 59  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(5Z,8b,9a,11a)-9,11-Dihydroxy-15-oxo-prost-5-en-1-Oate	HMDB
(5Z,8b,9a,11a)-9,11-Dihydroxy-15-oxo-prost-5-en-1-Oic acid	HMDB
9S,11R-Dihydroxy-15-oxo-5Z-prostaenoate	HMDB
9S,11R-Dihydroxy-15-oxo-5Z-prostaenoic acid	HMDB
9S,11R-Dihydroxy-15-oxo-5Z-prostaenoic acid-cyclo[8S,12R]	HMDB
8-Iso-13,14-dihydro-15-keto-PGF2α	HMDB
8-Iso-13,14-dihydro-15-keto-PGF2a	Generator

Chemical Formula

C₂₀H₃₄O₅

Average Molecular Weight

354.481

Monoisotopic Molecular Weight

354.240624198

IUPAC Name

(5Z)-7-[(1S,2R,3R,5S)-3,5-dihydroxy-2-(3-oxooctyl)cyclopentyl]hept-5-enoic acid

Traditional Name

(5Z)-7-[(1S,2R,3R,5S)-3,5-dihydroxy-2-(3-oxooctyl)cyclopentyl]hept-5-enoic acid

CAS Registry Number

191919-02-5

SMILES

CCCCCC(=O)CC[C@H]1[C@H](O)C[C@H](O)[C@H]1C\C=C/CCCC(O)=O

InChI Identifier

InChI=1S/C20H34O5/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/h4,7,16-19,22-23H,2-3,5-6,8-14H2,1H3,(H,24,25)/b7-4-/t16-,17+,18-,19+/m0/s1

InChI Key

VKTIONYPMSCHQI-JPRPWBOBSA-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
Unsaturated fatty acid
Cyclic alcohol
Ketone
Secondary alcohol
Carboxylic acid
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Organooxygen compound
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Isoprostanes (LMFA03110004 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0006562)
Membrane (HMDB: HMDB0006562)

Source

Exogenous

Exogenous (HMDB: HMDB0006562)

Food

Animal origin

Poultry

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

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

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

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

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

Equine

Horse (FooDB: FOOD00378)

Endogenous

Endogenous (HMDB: HMDB0006562)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.11 g/L	ALOGPS
logP	3.12	ALOGPS
logP	3.02	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	4.31	ChemAxon
pKa (Strongest Basic)	-2.9	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	13	ChemAxon
Refractivity	98.48 m³·mol⁻¹	ChemAxon
Polarizability	41.28 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]+	189.84	31661259
DarkChem	[M-H]-	187.047	31661259
DeepCCS	[M+H]+	202.098	30932474
DeepCCS	[M-H]-	199.661	30932474
DeepCCS	[M-2H]-	234.03	30932474
DeepCCS	[M+Na]+	209.259	30932474
AllCCS	[M+H]+	193.9	32859911
AllCCS	[M+H-H2O]+	191.3	32859911
AllCCS	[M+NH4]+	196.3	32859911
AllCCS	[M+Na]+	197.0	32859911
AllCCS	[M-H]-	192.4	32859911
AllCCS	[M+Na-2H]-	193.8	32859911
AllCCS	[M+HCOO]-	195.5	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.	7.42 minutes	32390414
Predicted by Siyang on May 30, 2022	13.2836 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.3 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	60.0 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2696.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	207.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	183.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	181.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	314.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	595.7 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	526.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	149.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1199.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	514.4 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	1416.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	325.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	392.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	351.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	205.8 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	12.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
8-iso-13,14-dihydro-15-keto-PGF2a	CCCCCC(=O)CC[C@H]1[C@H](O)C[C@H](O)[C@H]1C\C=C/CCCC(O)=O	4430.1	Standard polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a	CCCCCC(=O)CC[C@H]1[C@H](O)C[C@H](O)[C@H]1C\C=C/CCCC(O)=O	2662.6	Standard non polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a	CCCCCC(=O)CC[C@H]1[C@H](O)C[C@H](O)[C@H]1C\C=C/CCCC(O)=O	2849.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
8-iso-13,14-dihydro-15-keto-PGF2a,1TMS,isomer #1	CCCCCC(=O)CC[C@@H]1[C@H](C/C=C\CCCC(=O)O)[C@@H](O)C[C@H]1O[Si](C)(C)C	2801.6	Semi standard non polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,1TMS,isomer #2	CCCCCC(=O)CC[C@@H]1[C@H](C/C=C\CCCC(=O)O)[C@@H](O[Si](C)(C)C)C[C@H]1O	2787.4	Semi standard non polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,1TMS,isomer #3	CCCCCC(=O)CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C)[C@@H](O)C[C@H]1O	2863.0	Semi standard non polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,1TMS,isomer #4	CCCCCC(=CC[C@@H]1[C@H](C/C=C\CCCC(=O)O)[C@@H](O)C[C@H]1O)O[Si](C)(C)C	2956.4	Semi standard non polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,1TMS,isomer #5	CCCCC=C(CC[C@@H]1[C@H](C/C=C\CCCC(=O)O)[C@@H](O)C[C@H]1O)O[Si](C)(C)C	2960.6	Semi standard non polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,2TMS,isomer #1	CCCCCC(=O)CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C)[C@@H](O)C[C@H]1O[Si](C)(C)C	2765.2	Semi standard non polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,2TMS,isomer #2	CCCCCC(=O)CC[C@@H]1[C@H](C/C=C\CCCC(=O)O)[C@@H](O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C	2738.2	Semi standard non polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,2TMS,isomer #3	CCCCCC(=CC[C@@H]1[C@H](C/C=C\CCCC(=O)O)[C@@H](O)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C	2820.0	Semi standard non polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,2TMS,isomer #4	CCCCC=C(CC[C@@H]1[C@H](C/C=C\CCCC(=O)O)[C@@H](O)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C	2834.7	Semi standard non polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,2TMS,isomer #5	CCCCCC(=O)CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C[C@H]1O	2750.4	Semi standard non polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,2TMS,isomer #6	CCCCCC(=CC[C@@H]1[C@H](C/C=C\CCCC(=O)O)[C@@H](O[Si](C)(C)C)C[C@H]1O)O[Si](C)(C)C	2799.1	Semi standard non polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,2TMS,isomer #7	CCCCC=C(CC[C@@H]1[C@H](C/C=C\CCCC(=O)O)[C@@H](O[Si](C)(C)C)C[C@H]1O)O[Si](C)(C)C	2823.5	Semi standard non polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,2TMS,isomer #8	CCCCCC(=CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C)[C@@H](O)C[C@H]1O)O[Si](C)(C)C	2884.0	Semi standard non polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,2TMS,isomer #9	CCCCC=C(CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C)[C@@H](O)C[C@H]1O)O[Si](C)(C)C	2896.3	Semi standard non polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,3TMS,isomer #1	CCCCCC(=O)CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C	2733.3	Semi standard non polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,3TMS,isomer #2	CCCCCC(=CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C)[C@@H](O)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C	2796.4	Semi standard non polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,3TMS,isomer #3	CCCCC=C(CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C)[C@@H](O)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C	2812.7	Semi standard non polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,3TMS,isomer #4	CCCCCC(=CC[C@@H]1[C@H](C/C=C\CCCC(=O)O)[C@@H](O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C	2779.4	Semi standard non polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,3TMS,isomer #5	CCCCC=C(CC[C@@H]1[C@H](C/C=C\CCCC(=O)O)[C@@H](O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C	2799.2	Semi standard non polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,3TMS,isomer #6	CCCCCC(=CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C[C@H]1O)O[Si](C)(C)C	2777.8	Semi standard non polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,3TMS,isomer #7	CCCCC=C(CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C[C@H]1O)O[Si](C)(C)C	2803.7	Semi standard non polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,4TMS,isomer #1	CCCCCC(=CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C	2793.1	Semi standard non polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,4TMS,isomer #1	CCCCCC(=CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C	2792.1	Standard non polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,4TMS,isomer #1	CCCCCC(=CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C	2855.3	Standard polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,4TMS,isomer #2	CCCCC=C(CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C	2813.5	Semi standard non polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,4TMS,isomer #2	CCCCC=C(CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C	2815.0	Standard non polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,4TMS,isomer #2	CCCCC=C(CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C	2859.4	Standard polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,1TBDMS,isomer #1	CCCCCC(=O)CC[C@@H]1[C@H](C/C=C\CCCC(=O)O)[C@@H](O)C[C@H]1O[Si](C)(C)C(C)(C)C	3018.5	Semi standard non polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,1TBDMS,isomer #2	CCCCCC(=O)CC[C@@H]1[C@H](C/C=C\CCCC(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1O	3001.1	Semi standard non polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,1TBDMS,isomer #3	CCCCCC(=O)CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)C[C@H]1O	3119.9	Semi standard non polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,1TBDMS,isomer #4	CCCCCC(=CC[C@@H]1[C@H](C/C=C\CCCC(=O)O)[C@@H](O)C[C@H]1O)O[Si](C)(C)C(C)(C)C	3202.5	Semi standard non polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,1TBDMS,isomer #5	CCCCC=C(CC[C@@H]1[C@H](C/C=C\CCCC(=O)O)[C@@H](O)C[C@H]1O)O[Si](C)(C)C(C)(C)C	3197.0	Semi standard non polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,2TBDMS,isomer #1	CCCCCC(=O)CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)C[C@H]1O[Si](C)(C)C(C)(C)C	3265.8	Semi standard non polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,2TBDMS,isomer #2	CCCCCC(=O)CC[C@@H]1[C@H](C/C=C\CCCC(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C	3208.8	Semi standard non polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,2TBDMS,isomer #3	CCCCCC(=CC[C@@H]1[C@H](C/C=C\CCCC(=O)O)[C@@H](O)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3274.9	Semi standard non polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,2TBDMS,isomer #4	CCCCC=C(CC[C@@H]1[C@H](C/C=C\CCCC(=O)O)[C@@H](O)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3282.9	Semi standard non polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,2TBDMS,isomer #5	CCCCCC(=O)CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1O	3238.2	Semi standard non polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,2TBDMS,isomer #6	CCCCCC(=CC[C@@H]1[C@H](C/C=C\CCCC(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1O)O[Si](C)(C)C(C)(C)C	3267.7	Semi standard non polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,2TBDMS,isomer #7	CCCCC=C(CC[C@@H]1[C@H](C/C=C\CCCC(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1O)O[Si](C)(C)C(C)(C)C	3272.7	Semi standard non polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,2TBDMS,isomer #8	CCCCCC(=CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)C[C@H]1O)O[Si](C)(C)C(C)(C)C	3401.1	Semi standard non polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,2TBDMS,isomer #9	CCCCC=C(CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)C[C@H]1O)O[Si](C)(C)C(C)(C)C	3397.7	Semi standard non polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,3TBDMS,isomer #1	CCCCCC(=O)CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C	3438.5	Semi standard non polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,3TBDMS,isomer #2	CCCCCC(=CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3518.2	Semi standard non polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,3TBDMS,isomer #3	CCCCC=C(CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3509.4	Semi standard non polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,3TBDMS,isomer #4	CCCCCC(=CC[C@@H]1[C@H](C/C=C\CCCC(=O)O)[C@@H](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	3463.1	Semi standard non polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,3TBDMS,isomer #5	CCCCC=C(CC[C@@H]1[C@H](C/C=C\CCCC(=O)O)[C@@H](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	3473.3	Semi standard non polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,3TBDMS,isomer #6	CCCCCC(=CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1O)O[Si](C)(C)C(C)(C)C	3505.8	Semi standard non polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,3TBDMS,isomer #7	CCCCC=C(CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1O)O[Si](C)(C)C(C)(C)C	3499.5	Semi standard non polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,4TBDMS,isomer #1	CCCCCC(=CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)[C@@H](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	3670.7	Semi standard non polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,4TBDMS,isomer #1	CCCCCC(=CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)[C@@H](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	3446.3	Standard non polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,4TBDMS,isomer #1	CCCCCC(=CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)[C@@H](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	3179.8	Standard polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,4TBDMS,isomer #2	CCCCC=C(CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)[C@@H](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	3676.7	Semi standard non polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,4TBDMS,isomer #2	CCCCC=C(CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)[C@@H](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	3463.0	Standard non polar	33892256
8-iso-13,14-dihydro-15-keto-PGF2a,4TBDMS,isomer #2	CCCCC=C(CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)[C@@H](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	3184.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 8-iso-13,14-dihydro-15-keto-PGF2a GC-MS (Non-derivatized) - 70eV, Positive	splash10-052r-5295000000-d95e54c01cb3298d616e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-iso-13,14-dihydro-15-keto-PGF2a GC-MS (3 TMS) - 70eV, Positive	splash10-0a4i-3411590000-9e72de4a5b63ca998426	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-iso-13,14-dihydro-15-keto-PGF2a GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-iso-13,14-dihydro-15-keto-PGF2a 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 - 8-iso-13,14-dihydro-15-keto-PGF2a 10V, Positive-QTOF	splash10-00kr-0019000000-0052c5e0e660b3771d67	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-iso-13,14-dihydro-15-keto-PGF2a 20V, Positive-QTOF	splash10-05w3-4296000000-cc7ee649acc113c51a64	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-iso-13,14-dihydro-15-keto-PGF2a 40V, Positive-QTOF	splash10-010d-8190000000-0206683394d5b384af27	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-iso-13,14-dihydro-15-keto-PGF2a 10V, Negative-QTOF	splash10-0udr-0009000000-93b074f982565ef968fd	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-iso-13,14-dihydro-15-keto-PGF2a 20V, Negative-QTOF	splash10-0f79-1249000000-05e9f45f6836457a16c9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-iso-13,14-dihydro-15-keto-PGF2a 40V, Negative-QTOF	splash10-0a4i-9332000000-b09a8b002500e8632534	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-iso-13,14-dihydro-15-keto-PGF2a 10V, Positive-QTOF	splash10-014i-0019000000-3a95b34ff22dc22feebf	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-iso-13,14-dihydro-15-keto-PGF2a 20V, Positive-QTOF	splash10-014j-9345000000-1d8222def709ccd2049a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-iso-13,14-dihydro-15-keto-PGF2a 40V, Positive-QTOF	splash10-0006-9100000000-987d738c18f3047f38b9	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-iso-13,14-dihydro-15-keto-PGF2a 10V, Negative-QTOF	splash10-0udi-0009000000-31341887ac640cdeb33d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-iso-13,14-dihydro-15-keto-PGF2a 20V, Negative-QTOF	splash10-0fki-1196000000-90351d169a5f152c18a1	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-iso-13,14-dihydro-15-keto-PGF2a 40V, Negative-QTOF	splash10-0a6r-9140000000-d704a714c796c185009f	2021-09-25	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

FDB023973

KNApSAcK ID

Not Available

Chemspider ID

4446335

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5283214

PDB ID

Not Available

ChEBI ID

Not Available

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

Cranshaw JH, Evans TW, Mitchell JA: Characterization of the effects of isoprostanes on platelet aggregation in human whole blood. Br J Pharmacol. 2001 Apr;132(8):1699-706. [PubMed:11309241 ]

Showing metabocard for 8-iso-13,14-dihydro-15-keto-PGF2a (HMDB0006562)

MOL for HMDB0006562 (8-iso-13,14-dihydro-15-keto-PGF2a)

3D MOL for HMDB0006562 (8-iso-13,14-dihydro-15-keto-PGF2a)

3D SDF for HMDB0006562 (8-iso-13,14-dihydro-15-keto-PGF2a)

3D-SDF for HMDB0006562 (8-iso-13,14-dihydro-15-keto-PGF2a)

PDB for HMDB0006562 (8-iso-13,14-dihydro-15-keto-PGF2a)

3D PDB for HMDB0006562 (8-iso-13,14-dihydro-15-keto-PGF2a)

SMILES for HMDB0006562 (8-iso-13,14-dihydro-15-keto-PGF2a)

INCHI for HMDB0006562 (8-iso-13,14-dihydro-15-keto-PGF2a)

Structure for HMDB0006562 (8-iso-13,14-dihydro-15-keto-PGF2a)

3D Structure for HMDB0006562 (8-iso-13,14-dihydro-15-keto-PGF2a)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra