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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2008-09-15 09:54:55 UTC

Update Date

2021-09-14 15:47:04 UTC

HMDB ID

HMDB0010199

Secondary Accession Numbers

HMDB10199

Metabolite Identification

Common Name

11b-PGF2a

Description

11b-PGF2a is an intermediate metabolite in the arachadonic acid metabolic pathway. 11b-PGF2 is irreversibly produced from prostaglandin D2 via the enzyme prostaglandin-F synthase [EC:1.1.1.188].(KEGG)Prostaglandins are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signalling pathways.

Structure

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

HMDB0010199
     RDKit          3D
11b-PGF2a
 59 59  0  0  0  0  0  0  0  0999 V2000
   -6.8370    1.7535    0.6141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7448    2.4774   -0.1838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1845    1.4445   -1.1523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6359    0.3209   -0.3498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0405   -0.7905   -1.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9025   -0.3704   -2.0313 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4690   -1.5300   -2.7174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7260    0.0655   -1.2153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1777   -0.7555   -0.3322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0120   -0.3854    0.5067 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3756   -0.7407    1.9427 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6778   -0.3018    2.2410 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4375   -2.2570    1.8471 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5349   -2.6319    0.7327 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4116   -3.5344    1.2590 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0980   -1.3775    0.1703 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3894   -0.9037    0.7842 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5108   -1.8002    0.4823 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5634   -1.3494   -0.1842 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7811    0.0118   -0.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0148    0.6623   -0.0939 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1379    2.0414   -0.6892 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2933    2.7862   -0.1899 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0601    2.2674    0.6471 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5481    4.0643   -0.6355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3586    1.0056   -0.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3808    1.2202    1.4794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6146    2.4868    0.9321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2329    3.2691   -0.7864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9640    2.8659    0.4970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0078    1.1703   -1.8251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3580    1.9155   -1.7302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9307    0.7145    0.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4815   -0.1255    0.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6410   -1.5434   -0.4325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8035   -1.3297   -1.7539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1533    0.3587   -2.7982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2137   -2.1823   -2.8002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2844    1.0507   -1.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6045   -1.7420   -0.2215 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2944    0.6525    0.3981 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3621   -0.3840    2.6630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5638    0.6618    2.5086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1281   -2.6587    2.8254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4649   -2.6181    1.6156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0095   -3.1451   -0.0952 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0989   -4.0252    2.0493 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2272   -1.3881   -0.9313 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5634    0.1044    0.4370 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2035   -0.8740    1.9027 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5172   -2.8667    0.8012 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3680   -2.1065   -0.3667 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9366    0.6788   -0.7468 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0790   -0.1413   -1.7952 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9704    0.6846    1.0098 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9328    0.1032   -0.3682 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2124    2.6495   -0.5195 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1690    1.8948   -1.8055 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1381    4.4770   -1.4690 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  2  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  2  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
  9 40  1  0
 10 41  1  1
 11 42  1  1
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  6
 15 47  1  0
 16 48  1  6
 17 49  1  0
 17 50  1  0
 18 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 21 55  1  0
 21 56  1  0
 22 57  1  0
 22 58  1  0
 25 59  1  0
M  END


  Mrv1652308071918022D          

 25 25  0  0  1  0            999 V2000
   14.6207   -5.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9556   -5.8099    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.7006   -6.5946    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.2881   -5.3250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.8756   -6.5946    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.2881   -4.5000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3907   -7.2620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9224   -8.9194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1018   -9.0056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6169   -8.3382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7964   -8.4244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3114   -7.7569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0060   -7.1757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1855   -7.2620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4910   -7.8432    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.1554   -8.5969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1379   -5.8521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3095   -5.0451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3533   -6.1070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0941   -4.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7402   -5.5550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2656   -3.9832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0503   -3.7283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6634   -4.2803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2217   -2.9213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  1  0  0  0  0
  1  5  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  1  6  0  0  0
  5  7  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 15  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  6  0  0  0
  3 14  1  1  0  0  0
 17 18  1  0  0  0  0
 17 19  2  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
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
  2 21  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0010199

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC[C@H](O)\C=C\[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/h4,7,12-13,15-19,21-23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17+,18-,19-/m0/s1

> <INCHI_KEY>
PXGPLTODNUVGFL-ZWAKLXPCSA-N

> <FORMULA>
C20H34O5

> <MOLECULAR_WEIGHT>
354.481

> <EXACT_MASS>
354.240624198

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
41.05184773195056

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.11

> <JCHEM_LOGP>
2.6110544173333317

> <ALOGPS_LOGS>
-3.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.513964334215405

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.355294048784039

> <JCHEM_PKA_STRONGEST_BASIC>
-1.6263153076120291

> <JCHEM_POLAR_SURFACE_AREA>
97.99000000000001

> <JCHEM_REFRACTIVITY>
100.4707

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.17e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
11β-prostaglandin F2α

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0010199
     RDKit          3D
11b-PGF2a
 59 59  0  0  0  0  0  0  0  0999 V2000
   -6.8370    1.7535    0.6141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7448    2.4774   -0.1838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1845    1.4445   -1.1523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6359    0.3209   -0.3498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0405   -0.7905   -1.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9025   -0.3704   -2.0313 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4690   -1.5300   -2.7174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7260    0.0655   -1.2153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1777   -0.7555   -0.3322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0120   -0.3854    0.5067 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3756   -0.7407    1.9427 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6778   -0.3018    2.2410 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4375   -2.2570    1.8471 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5349   -2.6319    0.7327 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4116   -3.5344    1.2590 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0980   -1.3775    0.1703 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3894   -0.9037    0.7842 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5108   -1.8002    0.4823 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5634   -1.3494   -0.1842 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7811    0.0118   -0.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0148    0.6623   -0.0939 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1379    2.0414   -0.6892 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2933    2.7862   -0.1899 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0601    2.2674    0.6471 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5481    4.0643   -0.6355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3586    1.0056   -0.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3808    1.2202    1.4794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6146    2.4868    0.9321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2329    3.2691   -0.7864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9640    2.8659    0.4970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0078    1.1703   -1.8251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3580    1.9155   -1.7302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9307    0.7145    0.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4815   -0.1255    0.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6410   -1.5434   -0.4325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8035   -1.3297   -1.7539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1533    0.3587   -2.7982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2137   -2.1823   -2.8002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2844    1.0507   -1.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6045   -1.7420   -0.2215 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2944    0.6525    0.3981 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3621   -0.3840    2.6630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5638    0.6618    2.5086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1281   -2.6587    2.8254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4649   -2.6181    1.6156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0095   -3.1451   -0.0952 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0989   -4.0252    2.0493 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2272   -1.3881   -0.9313 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5634    0.1044    0.4370 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2035   -0.8740    1.9027 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5172   -2.8667    0.8012 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3680   -2.1065   -0.3667 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9366    0.6788   -0.7468 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0790   -0.1413   -1.7952 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9704    0.6846    1.0098 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9328    0.1032   -0.3682 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2124    2.6495   -0.5195 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1690    1.8948   -1.8055 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1381    4.4770   -1.4690 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  2  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  2  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
  9 40  1  0
 10 41  1  1
 11 42  1  1
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  6
 15 47  1  0
 16 48  1  6
 17 49  1  0
 17 50  1  0
 18 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 21 55  1  0
 21 56  1  0
 22 57  1  0
 22 58  1  0
 25 59  1  0
M  END

HEADER    PROTEIN                                 07-AUG-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-AUG-19         0                                  
HETATM    1  C   UNK     0      27.292 -10.845   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      29.784 -10.845   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      29.308 -12.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      28.538  -9.940   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      27.768 -12.310   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      28.538  -8.400   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      26.863 -13.556   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      39.055 -16.650   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      37.523 -16.810   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      36.618 -15.565   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      35.087 -15.726   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      34.181 -14.480   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      31.745 -13.395   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      30.213 -13.556   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      32.650 -14.641   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      32.023 -16.048   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      33.857 -10.924   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      34.178  -9.418   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      32.393 -11.400   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      35.642  -8.942   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      31.248 -10.369   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      35.962  -7.435   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      37.427  -6.959   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      38.572  -7.990   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      37.747  -5.453   0.000  0.00  0.00           O+0
CONECT    1    4    5                                                       
CONECT    2    3    4   21                                                  
CONECT    3    2    5   14                                                  
CONECT    4    1    2    6                                                  
CONECT    5    1    3    7                                                  
CONECT    6    4                                                            
CONECT    7    5                                                            
CONECT    8    9                                                            
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   15                                                       
CONECT   13   14   15                                                       
CONECT   14   13    3                                                       
CONECT   15   12   13   16                                                  
CONECT   16   15                                                            
CONECT   17   18   19                                                       
CONECT   18   17   20                                                       
CONECT   19   17   21                                                       
CONECT   20   18   22                                                       
CONECT   21   19    2                                                       
CONECT   22   20   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   50    0
END

COMPND    HMDB0010199
HETATM    1  C1  UNL     1      -6.837   1.754   0.614  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.745   2.477  -0.184  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.185   1.444  -1.152  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.636   0.321  -0.350  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.040  -0.790  -1.162  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.902  -0.370  -2.031  1.00  0.00           C  
HETATM    7  O1  UNL     1      -2.469  -1.530  -2.717  1.00  0.00           O  
HETATM    8  C7  UNL     1      -1.726   0.065  -1.215  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.178  -0.755  -0.332  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.012  -0.385   0.507  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.376  -0.741   1.943  1.00  0.00           C  
HETATM   12  O2  UNL     1      -1.678  -0.302   2.241  1.00  0.00           O  
HETATM   13  C11 UNL     1      -0.437  -2.257   1.847  1.00  0.00           C  
HETATM   14  C12 UNL     1       0.535  -2.632   0.733  1.00  0.00           C  
HETATM   15  O3  UNL     1       1.412  -3.534   1.259  1.00  0.00           O  
HETATM   16  C13 UNL     1       1.098  -1.378   0.170  1.00  0.00           C  
HETATM   17  C14 UNL     1       2.389  -0.904   0.784  1.00  0.00           C  
HETATM   18  C15 UNL     1       3.511  -1.800   0.482  1.00  0.00           C  
HETATM   19  C16 UNL     1       4.563  -1.349  -0.184  1.00  0.00           C  
HETATM   20  C17 UNL     1       4.781   0.012  -0.699  1.00  0.00           C  
HETATM   21  C18 UNL     1       6.015   0.662  -0.094  1.00  0.00           C  
HETATM   22  C19 UNL     1       6.138   2.041  -0.689  1.00  0.00           C  
HETATM   23  C20 UNL     1       7.293   2.786  -0.190  1.00  0.00           C  
HETATM   24  O4  UNL     1       8.060   2.267   0.647  1.00  0.00           O  
HETATM   25  O5  UNL     1       7.548   4.064  -0.636  1.00  0.00           O  
HETATM   26  H1  UNL     1      -7.359   1.006  -0.015  1.00  0.00           H  
HETATM   27  H2  UNL     1      -6.381   1.220   1.479  1.00  0.00           H  
HETATM   28  H3  UNL     1      -7.615   2.487   0.932  1.00  0.00           H  
HETATM   29  H4  UNL     1      -6.233   3.269  -0.786  1.00  0.00           H  
HETATM   30  H5  UNL     1      -4.964   2.866   0.497  1.00  0.00           H  
HETATM   31  H6  UNL     1      -6.008   1.170  -1.825  1.00  0.00           H  
HETATM   32  H7  UNL     1      -4.358   1.916  -1.730  1.00  0.00           H  
HETATM   33  H8  UNL     1      -3.931   0.715   0.401  1.00  0.00           H  
HETATM   34  H9  UNL     1      -5.482  -0.125   0.233  1.00  0.00           H  
HETATM   35  H10 UNL     1      -3.641  -1.543  -0.432  1.00  0.00           H  
HETATM   36  H11 UNL     1      -4.804  -1.330  -1.754  1.00  0.00           H  
HETATM   37  H12 UNL     1      -3.153   0.359  -2.798  1.00  0.00           H  
HETATM   38  H13 UNL     1      -3.214  -2.182  -2.800  1.00  0.00           H  
HETATM   39  H14 UNL     1      -1.284   1.051  -1.312  1.00  0.00           H  
HETATM   40  H15 UNL     1      -1.604  -1.742  -0.221  1.00  0.00           H  
HETATM   41  H16 UNL     1       0.294   0.653   0.398  1.00  0.00           H  
HETATM   42  H17 UNL     1       0.362  -0.384   2.663  1.00  0.00           H  
HETATM   43  H18 UNL     1      -1.564   0.662   2.509  1.00  0.00           H  
HETATM   44  H19 UNL     1      -0.128  -2.659   2.825  1.00  0.00           H  
HETATM   45  H20 UNL     1      -1.465  -2.618   1.616  1.00  0.00           H  
HETATM   46  H21 UNL     1      -0.009  -3.145  -0.095  1.00  0.00           H  
HETATM   47  H22 UNL     1       1.099  -4.025   2.049  1.00  0.00           H  
HETATM   48  H23 UNL     1       1.227  -1.388  -0.931  1.00  0.00           H  
HETATM   49  H24 UNL     1       2.563   0.104   0.437  1.00  0.00           H  
HETATM   50  H25 UNL     1       2.203  -0.874   1.903  1.00  0.00           H  
HETATM   51  H26 UNL     1       3.517  -2.867   0.801  1.00  0.00           H  
HETATM   52  H27 UNL     1       5.368  -2.107  -0.367  1.00  0.00           H  
HETATM   53  H28 UNL     1       3.937   0.679  -0.747  1.00  0.00           H  
HETATM   54  H29 UNL     1       5.079  -0.141  -1.795  1.00  0.00           H  
HETATM   55  H30 UNL     1       5.970   0.685   1.010  1.00  0.00           H  
HETATM   56  H31 UNL     1       6.933   0.103  -0.368  1.00  0.00           H  
HETATM   57  H32 UNL     1       5.212   2.650  -0.519  1.00  0.00           H  
HETATM   58  H33 UNL     1       6.169   1.895  -1.806  1.00  0.00           H  
HETATM   59  H34 UNL     1       7.138   4.477  -1.469  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    9   39
CONECT    9   10   40
CONECT   10   11   16   41
CONECT   11   12   13   42
CONECT   12   43
CONECT   13   14   44   45
CONECT   14   15   16   46
CONECT   15   47
CONECT   16   17   48
CONECT   17   18   49   50
CONECT   18   19   19   51
CONECT   19   20   52
CONECT   20   21   53   54
CONECT   21   22   55   56
CONECT   22   23   57   58
CONECT   23   24   24   25
CONECT   25   59
END

HMDB0010199
     RDKit          3D
11b-PGF2a
 59 59  0  0  0  0  0  0  0  0999 V2000
   -6.8370    1.7535    0.6141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7448    2.4774   -0.1838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1845    1.4445   -1.1523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6359    0.3209   -0.3498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0405   -0.7905   -1.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9025   -0.3704   -2.0313 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4690   -1.5300   -2.7174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7260    0.0655   -1.2153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1777   -0.7555   -0.3322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0120   -0.3854    0.5067 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3756   -0.7407    1.9427 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6778   -0.3018    2.2410 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4375   -2.2570    1.8471 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5349   -2.6319    0.7327 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4116   -3.5344    1.2590 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0980   -1.3775    0.1703 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3894   -0.9037    0.7842 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5108   -1.8002    0.4823 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5634   -1.3494   -0.1842 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7811    0.0118   -0.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0148    0.6623   -0.0939 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1379    2.0414   -0.6892 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2933    2.7862   -0.1899 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0601    2.2674    0.6471 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5481    4.0643   -0.6355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3586    1.0056   -0.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3808    1.2202    1.4794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6146    2.4868    0.9321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2329    3.2691   -0.7864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9640    2.8659    0.4970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0078    1.1703   -1.8251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3580    1.9155   -1.7302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9307    0.7145    0.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4815   -0.1255    0.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6410   -1.5434   -0.4325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8035   -1.3297   -1.7539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1533    0.3587   -2.7982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2137   -2.1823   -2.8002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2844    1.0507   -1.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6045   -1.7420   -0.2215 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2944    0.6525    0.3981 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3621   -0.3840    2.6630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5638    0.6618    2.5086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1281   -2.6587    2.8254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4649   -2.6181    1.6156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0095   -3.1451   -0.0952 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0989   -4.0252    2.0493 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2272   -1.3881   -0.9313 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5634    0.1044    0.4370 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2035   -0.8740    1.9027 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5172   -2.8667    0.8012 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3680   -2.1065   -0.3667 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9366    0.6788   -0.7468 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0790   -0.1413   -1.7952 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9704    0.6846    1.0098 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9328    0.1032   -0.3682 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2124    2.6495   -0.5195 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1690    1.8948   -1.8055 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1381    4.4770   -1.4690 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  2  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  2  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
  9 40  1  0
 10 41  1  1
 11 42  1  1
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  6
 15 47  1  0
 16 48  1  6
 17 49  1  0
 17 50  1  0
 18 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 21 55  1  0
 21 56  1  0
 22 57  1  0
 22 58  1  0
 25 59  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
11-Epi-PGF2a	ChEBI
11-Epi-PGF2alpha	ChEBI
11-Epi-prostaglandin F2a	ChEBI
11beta-PGF2alpha	ChEBI
11beta-Prostaglandin F2alpha	ChEBI
11-Epi-PGF2α	Generator
11Β-PGF2α	Generator
11b-Prostaglandin F2a	Generator
11Β-prostaglandin F2α	Generator
(5Z,13E,15S)-9alpha,11beta,15-Trihydroxyprosta-5,13-dien-1-Oate	HMDB
(5Z,13E,15S)-9alpha,11beta,15-Trihydroxyprosta-5,13-dien-1-Oic acid	HMDB
(Z)-7-[(1R,2R,3S,5S)-3,5-Dihydroxy-2-[(e,3S)-3-hydroxyoct-1-enyl]cyclopentyl]hept-5-enoate	HMDB
(Z)-7-[(1R,2R,3S,5S)-3,5-Dihydroxy-2-[(e,3S)-3-hydroxyoct-1-enyl]cyclopentyl]hept-5-enoic acid	HMDB
11-Epi-prostaglandin F2alpha	HMDB
9S,11S,15S-Trihydroxy-5Z,13E-prostadienoate	HMDB
9S,11S,15S-Trihydroxy-5Z,13E-prostadienoic acid	HMDB
9alpha,11beta PGF2	HMDB
Enzaprost F	HMDB
F2 alpha, Prostaglandin	HMDB
Prostaglandin F2 alpha	HMDB
alpha, PGF2	HMDB
PGF2	HMDB
PGF2 alpha	HMDB
Prostaglandin F2	HMDB
9alpha,11beta-PGF2	HMDB
Dinoprost	HMDB
F2alpha, Prostaglandin	HMDB
Prostaglandin F2alpha	HMDB
Estrofan	HMDB
PGF2alpha	HMDB
11b-PGF2	HMDB
11Β-PGF2	HMDB
11b-PGF2a	Generator

Chemical Formula

C₂₀H₃₄O₅

Average Molecular Weight

354.481

Monoisotopic Molecular Weight

354.240624198

IUPAC Name

(5Z)-7-[(1R,2R,3S,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]cyclopentyl]hept-5-enoic acid

Traditional Name

11β-prostaglandin F2α

CAS Registry Number

Not Available

SMILES

CCCCC[C@H](O)\C=C\[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/h4,7,12-13,15-19,21-23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17+,18-,19-/m0/s1

InChI Key

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

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

prostaglandins F (CHEBI:27595 )
Prostaglandins (C05959 )
Prostaglandins (LMFA03010036 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 18953024)

Cellular substructure

Excreta

Biofluid or Excreta

Urine (PMID: 15575932)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0010199)

Source

Exogenous

Food

Food (HMDB: HMDB0010199)

Endogenous

Animal

Animal (HMDB: HMDB0010199)

Endogenous (HMDB: HMDB0010199)

Process

Role

Biological role

Membrane stabilizer (HMDB: HMDB0010199)

Modulator

Immunomodulator (HMDB: HMDB0010199)

Molecular messenger

Signaling molecule (HMDB: HMDB0010199)

Industrial application

Pharmaceutical industry

Biomarker

Asthma (HMDB: HMDB0010199)

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

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	Not Available	194.1	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001871

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.12 g/L	ALOGPS
logP	3.11	ALOGPS
logP	2.61	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	4.36	ChemAxon
pKa (Strongest Basic)	-1.6	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	12	ChemAxon
Refractivity	100.47 m³·mol⁻¹	ChemAxon
Polarizability	41.05 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]+	187.001	31661259
DarkChem	[M-H]-	192.056	31661259
DeepCCS	[M+H]+	202.698	30932474
DeepCCS	[M-H]-	200.303	30932474
DeepCCS	[M-2H]-	233.553	30932474
DeepCCS	[M+Na]+	208.611	30932474
AllCCS	[M+H]+	194.3	32859911
AllCCS	[M+H-H2O]+	191.7	32859911
AllCCS	[M+NH4]+	196.7	32859911
AllCCS	[M+Na]+	197.3	32859911
AllCCS	[M-H]-	191.8	32859911
AllCCS	[M+Na-2H]-	193.1	32859911
AllCCS	[M+HCOO]-	194.8	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. Predicted by Afia on May 17, 2022.	5.99 minutes	32390414
Predicted by Siyang on May 30, 2022	12.6993 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.76 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	65.0 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2585.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	196.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	169.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	178.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	206.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	552.1 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	452.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	161.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1144.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	494.6 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	1368.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	335.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	372.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	368.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	167.6 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	11.3 seconds	40023050

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
11b-PGF2a,1TMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C	2883.7	Semi standard non polar	33892256
11b-PGF2a,1TMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C	2654.3	Standard non polar	33892256
11b-PGF2a,1TMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C	3798.9	Standard polar	33892256
11b-PGF2a,1TMS,isomer #2	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O	2784.6	Semi standard non polar	33892256
11b-PGF2a,1TMS,isomer #2	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O	2654.5	Standard non polar	33892256
11b-PGF2a,1TMS,isomer #2	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O	3816.7	Standard polar	33892256
11b-PGF2a,1TMS,isomer #3	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O	2765.8	Semi standard non polar	33892256
11b-PGF2a,1TMS,isomer #3	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O	2668.7	Standard non polar	33892256
11b-PGF2a,1TMS,isomer #3	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O	3917.0	Standard polar	33892256
11b-PGF2a,1TMS,isomer #4	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C	2816.1	Semi standard non polar	33892256
11b-PGF2a,1TMS,isomer #4	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C	2705.5	Standard non polar	33892256
11b-PGF2a,1TMS,isomer #4	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C	3885.6	Standard polar	33892256
11b-PGF2a,2TMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C	2755.7	Semi standard non polar	33892256
11b-PGF2a,2TMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C	2661.0	Standard non polar	33892256
11b-PGF2a,2TMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C	3427.4	Standard polar	33892256
11b-PGF2a,2TMS,isomer #2	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C	2746.0	Semi standard non polar	33892256
11b-PGF2a,2TMS,isomer #2	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C	2678.3	Standard non polar	33892256
11b-PGF2a,2TMS,isomer #2	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C	3542.6	Standard polar	33892256
11b-PGF2a,2TMS,isomer #3	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2827.9	Semi standard non polar	33892256
11b-PGF2a,2TMS,isomer #3	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2733.5	Standard non polar	33892256
11b-PGF2a,2TMS,isomer #3	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3505.7	Standard polar	33892256
11b-PGF2a,2TMS,isomer #4	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O	2750.7	Semi standard non polar	33892256
11b-PGF2a,2TMS,isomer #4	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O	2667.9	Standard non polar	33892256
11b-PGF2a,2TMS,isomer #4	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O	3552.3	Standard polar	33892256
11b-PGF2a,2TMS,isomer #5	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C	2762.8	Semi standard non polar	33892256
11b-PGF2a,2TMS,isomer #5	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C	2735.3	Standard non polar	33892256
11b-PGF2a,2TMS,isomer #5	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C	3529.4	Standard polar	33892256
11b-PGF2a,2TMS,isomer #6	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C	2742.2	Semi standard non polar	33892256
11b-PGF2a,2TMS,isomer #6	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C	2752.8	Standard non polar	33892256
11b-PGF2a,2TMS,isomer #6	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C	3626.4	Standard polar	33892256
11b-PGF2a,3TMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C	2718.1	Semi standard non polar	33892256
11b-PGF2a,3TMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C	2619.6	Standard non polar	33892256
11b-PGF2a,3TMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C	3125.6	Standard polar	33892256
11b-PGF2a,3TMS,isomer #2	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2744.9	Semi standard non polar	33892256
11b-PGF2a,3TMS,isomer #2	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2706.6	Standard non polar	33892256
11b-PGF2a,3TMS,isomer #2	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3086.8	Standard polar	33892256
11b-PGF2a,3TMS,isomer #3	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2730.6	Semi standard non polar	33892256
11b-PGF2a,3TMS,isomer #3	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2734.3	Standard non polar	33892256
11b-PGF2a,3TMS,isomer #3	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3239.1	Standard polar	33892256
11b-PGF2a,3TMS,isomer #4	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C	2713.7	Semi standard non polar	33892256
11b-PGF2a,3TMS,isomer #4	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C	2711.4	Standard non polar	33892256
11b-PGF2a,3TMS,isomer #4	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C	3266.2	Standard polar	33892256
11b-PGF2a,4TMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2746.0	Semi standard non polar	33892256
11b-PGF2a,4TMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2666.8	Standard non polar	33892256
11b-PGF2a,4TMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2798.1	Standard polar	33892256
11b-PGF2a,1TBDMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3139.4	Semi standard non polar	33892256
11b-PGF2a,1TBDMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C	2871.4	Standard non polar	33892256
11b-PGF2a,1TBDMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3813.8	Standard polar	33892256
11b-PGF2a,1TBDMS,isomer #2	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O	2997.0	Semi standard non polar	33892256
11b-PGF2a,1TBDMS,isomer #2	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O	2876.9	Standard non polar	33892256
11b-PGF2a,1TBDMS,isomer #2	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O	3838.1	Standard polar	33892256
11b-PGF2a,1TBDMS,isomer #3	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O	2980.6	Semi standard non polar	33892256
11b-PGF2a,1TBDMS,isomer #3	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O	2885.8	Standard non polar	33892256
11b-PGF2a,1TBDMS,isomer #3	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O	3924.8	Standard polar	33892256
11b-PGF2a,1TBDMS,isomer #4	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	3080.5	Semi standard non polar	33892256
11b-PGF2a,1TBDMS,isomer #4	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	2919.5	Standard non polar	33892256
11b-PGF2a,1TBDMS,isomer #4	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	3875.0	Standard polar	33892256
11b-PGF2a,2TBDMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3245.1	Semi standard non polar	33892256
11b-PGF2a,2TBDMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3051.2	Standard non polar	33892256
11b-PGF2a,2TBDMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3531.6	Standard polar	33892256
11b-PGF2a,2TBDMS,isomer #2	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3232.7	Semi standard non polar	33892256
11b-PGF2a,2TBDMS,isomer #2	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3070.4	Standard non polar	33892256
11b-PGF2a,2TBDMS,isomer #2	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3632.2	Standard polar	33892256
11b-PGF2a,2TBDMS,isomer #3	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3363.9	Semi standard non polar	33892256
11b-PGF2a,2TBDMS,isomer #3	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3134.1	Standard non polar	33892256
11b-PGF2a,2TBDMS,isomer #3	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3594.9	Standard polar	33892256
11b-PGF2a,2TBDMS,isomer #4	CCCCC[C@H](O)/C=C/[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]1C/C=C\CCCC(=O)O	3197.2	Semi standard non polar	33892256
11b-PGF2a,2TBDMS,isomer #4	CCCCC[C@H](O)/C=C/[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]1C/C=C\CCCC(=O)O	3054.9	Standard non polar	33892256
11b-PGF2a,2TBDMS,isomer #4	CCCCC[C@H](O)/C=C/[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]1C/C=C\CCCC(=O)O	3648.0	Standard polar	33892256
11b-PGF2a,2TBDMS,isomer #5	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	3243.4	Semi standard non polar	33892256
11b-PGF2a,2TBDMS,isomer #5	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	3129.1	Standard non polar	33892256
11b-PGF2a,2TBDMS,isomer #5	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	3616.4	Standard polar	33892256
11b-PGF2a,2TBDMS,isomer #6	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	3227.3	Semi standard non polar	33892256
11b-PGF2a,2TBDMS,isomer #6	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	3143.8	Standard non polar	33892256
11b-PGF2a,2TBDMS,isomer #6	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	3693.6	Standard polar	33892256
11b-PGF2a,3TBDMS,isomer #1	CCCCC[C@@H](/C=C/[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]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3429.7	Semi standard non polar	33892256
11b-PGF2a,3TBDMS,isomer #1	CCCCC[C@@H](/C=C/[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]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3177.5	Standard non polar	33892256
11b-PGF2a,3TBDMS,isomer #1	CCCCC[C@@H](/C=C/[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]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3307.9	Standard polar	33892256
11b-PGF2a,3TBDMS,isomer #2	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3490.6	Semi standard non polar	33892256
11b-PGF2a,3TBDMS,isomer #2	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3268.1	Standard non polar	33892256
11b-PGF2a,3TBDMS,isomer #2	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3274.5	Standard polar	33892256
11b-PGF2a,3TBDMS,isomer #3	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3479.2	Semi standard non polar	33892256
11b-PGF2a,3TBDMS,isomer #3	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3285.0	Standard non polar	33892256
11b-PGF2a,3TBDMS,isomer #3	CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3388.5	Standard polar	33892256
11b-PGF2a,3TBDMS,isomer #4	CCCCC[C@H](O)/C=C/[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]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	3432.6	Semi standard non polar	33892256
11b-PGF2a,3TBDMS,isomer #4	CCCCC[C@H](O)/C=C/[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]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	3265.8	Standard non polar	33892256
11b-PGF2a,3TBDMS,isomer #4	CCCCC[C@H](O)/C=C/[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]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	3413.7	Standard polar	33892256
11b-PGF2a,4TBDMS,isomer #1	CCCCC[C@@H](/C=C/[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]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3625.0	Semi standard non polar	33892256
11b-PGF2a,4TBDMS,isomer #1	CCCCC[C@@H](/C=C/[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]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3380.4	Standard non polar	33892256
11b-PGF2a,4TBDMS,isomer #1	CCCCC[C@@H](/C=C/[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]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3120.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 11b-PGF2a GC-EI-TOF (Non-derivatized)	splash10-00mp-1920000000-c63a1df66bf6eaea5769	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 11b-PGF2a GC-EI-TOF (Non-derivatized)	splash10-002g-0910000000-5cc96e6cc98902f97cfb	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 11b-PGF2a GC-EI-TOF (Non-derivatized)	splash10-00mp-1920000000-c63a1df66bf6eaea5769	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 11b-PGF2a GC-EI-TOF (Non-derivatized)	splash10-002g-0910000000-5cc96e6cc98902f97cfb	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11b-PGF2a GC-MS (Non-derivatized) - 70eV, Positive	splash10-0019-6489000000-bf681ff653e664e9cde0	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11b-PGF2a GC-MS (4 TMS) - 70eV, Positive	splash10-004i-9300188000-0fc1fbcf7464fb00c07e	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11b-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 - 11b-PGF2a 10V, Positive-QTOF	splash10-014r-0019000000-3c46ffbee46021b80901	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11b-PGF2a 20V, Positive-QTOF	splash10-01bi-2297000000-9fe530991fdc645e26f0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11b-PGF2a 40V, Positive-QTOF	splash10-0103-9170000000-0fa33343bc482bd6f5a5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11b-PGF2a 10V, Negative-QTOF	splash10-0udr-0009000000-a337fc1b13431013f06a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11b-PGF2a 20V, Negative-QTOF	splash10-000i-1039000000-40b895b35529c4a81763	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11b-PGF2a 40V, Negative-QTOF	splash10-0a4i-9631000000-8dc66a223446641955e6	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11b-PGF2a 10V, Positive-QTOF	splash10-014r-0019000000-ece58dc4c35634d7fe3f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11b-PGF2a 20V, Positive-QTOF	splash10-014i-9255000000-c6aef7e365cba872a558	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11b-PGF2a 40V, Positive-QTOF	splash10-05mo-9300000000-552900f74505f7605b0b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11b-PGF2a 10V, Negative-QTOF	splash10-0udi-0009000000-4f29fd22c6b0dfe3ac77	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11b-PGF2a 20V, Negative-QTOF	splash10-0udr-0098000000-06ede09931efe0fba78e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11b-PGF2a 40V, Negative-QTOF	splash10-00el-9182000000-f1a4c9aba7f705d2868d	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.000149 +/- 0.0000100 uM	Adult (>18 years old)	Both	Normal	18953024 21359215	details
Blood	Detected and Quantified	0.000213 +/- 0.000048 uM	Adult (>18 years old)	Both	Normal	20671299	details
Urine	Detected and Quantified	0.00024 (0.00011-0.00044) umol/mmol creatinine	Children (1-13 years old)	Both	Normal	15575932	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected and Quantified	0.00021 (0.000099-0.00039) umol/mmol creatinine	Children (1-13 years old)	Both	Asthma	15575932	details
Urine	Detected and Quantified	0.00044 (0.00016-0.00058) umol/mmol creatinine	Children (1-13 years old)	Both	Asthma	15575932	details

Associated Disorders and Diseases

Disease References

Asthma
Mai XM, Bottcher MF, Bruhammar M, Nilsson L, Zetterstrom O: Urinary inflammatory mediators and inhalation of hypertonic saline in children. Allergy. 2005 Jan;60(1):60-4. [PubMed:15575932 ]

Associated OMIM IDs

600807 (Asthma)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB031386

KNApSAcK ID

Not Available

Chemspider ID

4444409

KEGG Compound ID

C05959

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5280886

PDB ID

Not Available

ChEBI ID

27595

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

Not Available

Enzymes

Enzyme Details

1. Aldo-keto reductase family 1 member C3

General function:: Involved in oxidoreductase activity
Specific function:: Catalyzes the conversion of aldehydes and ketones to alcohols. Catalyzes the reduction of prostaglandin (PG) D2, PGH2 and phenanthrenequinone (PQ) and the oxidation of 9-alpha,11-beta-PGF2 to PGD2. Functions as a bi-directional 3-alpha-, 17-beta- and 20-alpha HSD. Can interconvert active androgens, estrogens and progestins with their cognate inactive metabolites. Preferentially transforms androstenedione (4-dione) to testosterone.
Gene Name:: AKR1C3
Uniprot ID:: P42330
Molecular weight:: 36866.91

Showing metabocard for 11b-PGF2a (HMDB0010199)

MOL for HMDB0010199 (11b-PGF2a)

3D MOL for HMDB0010199 (11b-PGF2a)

3D SDF for HMDB0010199 (11b-PGF2a)

3D-SDF for HMDB0010199 (11b-PGF2a)

PDB for HMDB0010199 (11b-PGF2a)

3D PDB for HMDB0010199 (11b-PGF2a)

SMILES for HMDB0010199 (11b-PGF2a)

INCHI for HMDB0010199 (11b-PGF2a)

Structure for HMDB0010199 (11b-PGF2a)

3D Structure for HMDB0010199 (11b-PGF2a)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes