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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-05-22 15:12:03 UTC

Update Date

2022-03-07 02:49:16 UTC

HMDB ID

HMDB0002685

Secondary Accession Numbers

HMDB02685

Metabolite Identification

Common Name

Prostaglandin F1a

Description

Prostaglandin F1a is derived mainly from Prostaglandin E1, and is metabolized to 6-Keto Prostaglandin F1a. Prostaglandin F1a is excreted directly into the urine. Prostaglandin F1a contracts the circular muscle of the gut in opposition to the Prostaglandins of the E series. Prostaglandin F1a is a cytoprotector, protecting mucosal tissue from damage produced by ulcerogenic stimuli.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

HMDB0002685
     RDKit          3D
Prostaglandin F1a
 61 61  0  0  0  0  0  0  0  0999 V2000
    6.4570    1.9486    0.9689 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0728    0.4810    0.8954 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5762    0.3871    1.0062 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0484   -0.9993    0.9496 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3484   -1.7601   -0.2871 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8134   -1.1441   -1.5507 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3048    0.1178   -1.7956 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3272   -1.2173   -1.6250 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5596   -0.1583   -1.4086 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1013   -0.1221   -1.4568 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6198   -1.3502   -1.8286 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5552   -1.1291   -2.8651 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3781   -1.7880   -0.5660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6058   -1.0614    0.5104 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0811   -1.1911    1.7702 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4704    0.3149   -0.0606 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7040    1.0749   -0.2745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4748    1.6909    0.7987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1299    0.9804    1.8811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1238   -0.0737    1.6948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4091    0.1658    1.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2859    0.5199   -0.4303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6693    0.6902   -0.9962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7848    0.9906   -2.1939 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7881    0.5174   -0.2052 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4887    2.1182    0.5969 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7750    2.5044    0.2852 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3381    2.3771    1.9656 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5642   -0.0115    1.7627 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4734    0.0961   -0.0509 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3210    0.7858    2.0340 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0939    1.1023    0.3096 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9493   -0.9562    1.0787 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4431   -1.5615    1.8110 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4216   -2.0380   -0.3937 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8194   -2.7561   -0.1879 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1933   -1.7931   -2.3945 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7593    0.6651   -2.3807 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8892   -2.1712   -1.8612 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1238    0.7760   -1.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2100    0.7017   -2.1327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0448   -2.2154   -2.1489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5015   -0.1761   -3.0866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4106   -1.4915   -0.6935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3124   -2.8935   -0.4337 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4299   -1.5780    0.4584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3199   -1.2440    2.4029 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3344    0.8702    0.4156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4493    1.9062   -1.0449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4541    0.4815   -0.9121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7416    2.4347    1.3790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1681    2.4937    0.3809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7290    1.8507    2.4495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4596    0.7001    2.7457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4258   -0.5080    2.7270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6857   -1.0023    1.2202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0576   -0.7584    1.0959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9940    0.9836    1.5291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7783    1.4686   -0.6094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7712   -0.3296   -0.9467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4330    1.2839   -0.1328 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  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 16 10  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  6
  7 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  6
 11 42  1  6
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  1
 15 47  1  0
 16 48  1  1
 17 49  1  0
 17 50  1  0
 18 51  1  0
 18 52  1  0
 19 53  1  0
 19 54  1  0
 20 55  1  0
 20 56  1  0
 21 57  1  0
 21 58  1  0
 22 59  1  0
 22 60  1  0
 25 61  1  0
M  END


  Mrv0541 02231219342D          

 25 25  0  0  1  0            999 V2000
   19.3042  -14.2037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4067  -18.6157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7563  -16.9087    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0457  -18.3520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4873  -16.9930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0186  -14.6162    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.7331  -14.2037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7331  -13.3786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4543  -17.2058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8412  -17.7578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4477  -12.9661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2390  -17.4608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0566  -17.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4477  -12.1411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8521  -16.9087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4435  -18.0549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1621  -11.7286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8917  -17.9483    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.9716  -17.1637    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.6367  -17.1637    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.3042  -16.6787    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.7167  -17.9483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6588  -17.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0186  -15.4412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3042  -15.8537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  1  0  0  0
 18  2  1  6  0  0  0
 19  3  1  6  0  0  0
  4 23  1  0  0  0  0
  5 23  2  0  0  0  0
  6  7  1  0  0  0  0
  6 24  1  0  0  0  0
  7  8  1  0  0  0  0
  8 11  1  0  0  0  0
  9 10  1  0  0  0  0
  9 12  1  0  0  0  0
 10 13  1  0  0  0  0
 11 14  1  0  0  0  0
 12 15  1  0  0  0  0
 13 16  1  0  0  0  0
 14 17  1  0  0  0  0
 20 15  1  6  0  0  0
 16 23  1  0  0  0  0
 18 20  1  0  0  0  0
 18 22  1  0  0  0  0
 19 21  1  0  0  0  0
 19 22  1  0  0  0  0
 20 21  1  0  0  0  0
 21 25  1  1  0  0  0
 24 25  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002685

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H36O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h12-13,15-19,21-23H,2-11,14H2,1H3,(H,24,25)/b13-12+/t15-,16+,17+,18-,19+/m0/s1

> <INCHI_KEY>
DZUXGQBLFALXCR-CDIPTNKSSA-N

> <FORMULA>
C20H36O5

> <MOLECULAR_WEIGHT>
356.4968

> <EXACT_MASS>
356.256274262

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
42.52735951715222

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.95

> <JCHEM_LOGP>
2.9729760739999986

> <ALOGPS_LOGS>
-3.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.519069517996815

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.405126944977326

> <JCHEM_PKA_STRONGEST_BASIC>
-1.6263152376154268

> <JCHEM_POLAR_SURFACE_AREA>
97.99000000000001

> <JCHEM_REFRACTIVITY>
99.3541

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.13e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
prostaglandin f1α

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002685
     RDKit          3D
Prostaglandin F1a
 61 61  0  0  0  0  0  0  0  0999 V2000
    6.4570    1.9486    0.9689 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0728    0.4810    0.8954 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5762    0.3871    1.0062 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0484   -0.9993    0.9496 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3484   -1.7601   -0.2871 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8134   -1.1441   -1.5507 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3048    0.1178   -1.7956 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3272   -1.2173   -1.6250 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5596   -0.1583   -1.4086 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1013   -0.1221   -1.4568 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6198   -1.3502   -1.8286 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5552   -1.1291   -2.8651 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3781   -1.7880   -0.5660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6058   -1.0614    0.5104 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0811   -1.1911    1.7702 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4704    0.3149   -0.0606 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7040    1.0749   -0.2745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4748    1.6909    0.7987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1299    0.9804    1.8811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1238   -0.0737    1.6948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4091    0.1658    1.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2859    0.5199   -0.4303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6693    0.6902   -0.9962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7848    0.9906   -2.1939 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7881    0.5174   -0.2052 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4887    2.1182    0.5969 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7750    2.5044    0.2852 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3381    2.3771    1.9656 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5642   -0.0115    1.7627 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4734    0.0961   -0.0509 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3210    0.7858    2.0340 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0939    1.1023    0.3096 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9493   -0.9562    1.0787 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4431   -1.5615    1.8110 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4216   -2.0380   -0.3937 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8194   -2.7561   -0.1879 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1933   -1.7931   -2.3945 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7593    0.6651   -2.3807 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8892   -2.1712   -1.8612 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1238    0.7760   -1.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2100    0.7017   -2.1327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0448   -2.2154   -2.1489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5015   -0.1761   -3.0866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4106   -1.4915   -0.6935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3124   -2.8935   -0.4337 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4299   -1.5780    0.4584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3199   -1.2440    2.4029 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3344    0.8702    0.4156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4493    1.9062   -1.0449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4541    0.4815   -0.9121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7416    2.4347    1.3790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1681    2.4937    0.3809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7290    1.8507    2.4495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4596    0.7001    2.7457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4258   -0.5080    2.7270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6857   -1.0023    1.2202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0576   -0.7584    1.0959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9940    0.9836    1.5291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7783    1.4686   -0.6094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7712   -0.3296   -0.9467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4330    1.2839   -0.1328 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  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 16 10  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  6
  7 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  6
 11 42  1  6
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  1
 15 47  1  0
 16 48  1  1
 17 49  1  0
 17 50  1  0
 18 51  1  0
 18 52  1  0
 19 53  1  0
 19 54  1  0
 20 55  1  0
 20 56  1  0
 21 57  1  0
 21 58  1  0
 22 59  1  0
 22 60  1  0
 25 61  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      36.035 -26.514   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      34.359 -34.749   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      38.745 -31.563   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      24.352 -34.257   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      25.176 -31.720   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      37.368 -27.284   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      38.702 -26.514   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      38.702 -24.973   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      30.715 -32.117   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      29.570 -33.148   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      40.036 -24.203   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      32.179 -32.593   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      28.106 -32.672   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      40.036 -22.663   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      33.324 -31.563   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      26.961 -33.702   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      41.369 -21.893   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      35.265 -33.503   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      37.280 -32.039   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      34.789 -32.039   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      36.035 -31.134   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      36.805 -33.503   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      25.496 -33.227   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      37.368 -28.824   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      36.035 -29.594   0.000  0.00  0.00           C+0
CONECT    1    6                                                            
CONECT    2   18                                                            
CONECT    3   19                                                            
CONECT    4   23                                                            
CONECT    5   23                                                            
CONECT    6    1    7   24                                                  
CONECT    7    6    8                                                       
CONECT    8    7   11                                                       
CONECT    9   10   12                                                       
CONECT   10    9   13                                                       
CONECT   11    8   14                                                       
CONECT   12    9   15                                                       
CONECT   13   10   16                                                       
CONECT   14   11   17                                                       
CONECT   15   12   20                                                       
CONECT   16   13   23                                                       
CONECT   17   14                                                            
CONECT   18    2   20   22                                                  
CONECT   19    3   21   22                                                  
CONECT   20   15   18   21                                                  
CONECT   21   19   20   25                                                  
CONECT   22   18   19                                                       
CONECT   23    4    5   16                                                  
CONECT   24    6   25                                                       
CONECT   25   21   24                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   50    0
END

COMPND    HMDB0002685
HETATM    1  C1  UNL     1       6.457   1.949   0.969  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.073   0.481   0.895  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.576   0.387   1.006  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.048  -0.999   0.950  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.348  -1.760  -0.287  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.813  -1.144  -1.551  1.00  0.00           C  
HETATM    7  O1  UNL     1       4.305   0.118  -1.796  1.00  0.00           O  
HETATM    8  C7  UNL     1       2.327  -1.217  -1.625  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.560  -0.158  -1.409  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.101  -0.122  -1.457  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.620  -1.350  -1.829  1.00  0.00           C  
HETATM   12  O2  UNL     1      -1.555  -1.129  -2.865  1.00  0.00           O  
HETATM   13  C11 UNL     1      -1.378  -1.788  -0.566  1.00  0.00           C  
HETATM   14  C12 UNL     1      -0.606  -1.061   0.510  1.00  0.00           C  
HETATM   15  O3  UNL     1      -1.081  -1.191   1.770  1.00  0.00           O  
HETATM   16  C13 UNL     1      -0.470   0.315  -0.061  1.00  0.00           C  
HETATM   17  C14 UNL     1      -1.704   1.075  -0.275  1.00  0.00           C  
HETATM   18  C15 UNL     1      -2.475   1.691   0.799  1.00  0.00           C  
HETATM   19  C16 UNL     1      -3.130   0.980   1.881  1.00  0.00           C  
HETATM   20  C17 UNL     1      -4.124  -0.074   1.695  1.00  0.00           C  
HETATM   21  C18 UNL     1      -5.409   0.166   1.001  1.00  0.00           C  
HETATM   22  C19 UNL     1      -5.286   0.520  -0.430  1.00  0.00           C  
HETATM   23  C20 UNL     1      -6.669   0.690  -0.996  1.00  0.00           C  
HETATM   24  O4  UNL     1      -6.785   0.991  -2.194  1.00  0.00           O  
HETATM   25  O5  UNL     1      -7.788   0.517  -0.205  1.00  0.00           O  
HETATM   26  H1  UNL     1       7.489   2.118   0.597  1.00  0.00           H  
HETATM   27  H2  UNL     1       5.775   2.504   0.285  1.00  0.00           H  
HETATM   28  H3  UNL     1       6.338   2.377   1.966  1.00  0.00           H  
HETATM   29  H4  UNL     1       6.564  -0.012   1.763  1.00  0.00           H  
HETATM   30  H5  UNL     1       6.473   0.096  -0.051  1.00  0.00           H  
HETATM   31  H6  UNL     1       4.321   0.786   2.034  1.00  0.00           H  
HETATM   32  H7  UNL     1       4.094   1.102   0.310  1.00  0.00           H  
HETATM   33  H8  UNL     1       2.949  -0.956   1.079  1.00  0.00           H  
HETATM   34  H9  UNL     1       4.443  -1.562   1.811  1.00  0.00           H  
HETATM   35  H10 UNL     1       5.422  -2.038  -0.394  1.00  0.00           H  
HETATM   36  H11 UNL     1       3.819  -2.756  -0.188  1.00  0.00           H  
HETATM   37  H12 UNL     1       4.193  -1.793  -2.395  1.00  0.00           H  
HETATM   38  H13 UNL     1       3.759   0.665  -2.381  1.00  0.00           H  
HETATM   39  H14 UNL     1       1.889  -2.171  -1.861  1.00  0.00           H  
HETATM   40  H15 UNL     1       2.124   0.776  -1.170  1.00  0.00           H  
HETATM   41  H16 UNL     1      -0.210   0.702  -2.133  1.00  0.00           H  
HETATM   42  H17 UNL     1      -0.045  -2.215  -2.149  1.00  0.00           H  
HETATM   43  H18 UNL     1      -1.502  -0.176  -3.087  1.00  0.00           H  
HETATM   44  H19 UNL     1      -2.411  -1.492  -0.693  1.00  0.00           H  
HETATM   45  H20 UNL     1      -1.312  -2.893  -0.434  1.00  0.00           H  
HETATM   46  H21 UNL     1       0.430  -1.578   0.458  1.00  0.00           H  
HETATM   47  H22 UNL     1      -0.320  -1.244   2.403  1.00  0.00           H  
HETATM   48  H23 UNL     1       0.334   0.870   0.416  1.00  0.00           H  
HETATM   49  H24 UNL     1      -1.449   1.906  -1.045  1.00  0.00           H  
HETATM   50  H25 UNL     1      -2.454   0.481  -0.912  1.00  0.00           H  
HETATM   51  H26 UNL     1      -1.742   2.435   1.379  1.00  0.00           H  
HETATM   52  H27 UNL     1      -3.168   2.494   0.381  1.00  0.00           H  
HETATM   53  H28 UNL     1      -3.729   1.851   2.450  1.00  0.00           H  
HETATM   54  H29 UNL     1      -2.460   0.700   2.746  1.00  0.00           H  
HETATM   55  H30 UNL     1      -4.426  -0.508   2.727  1.00  0.00           H  
HETATM   56  H31 UNL     1      -3.686  -1.002   1.220  1.00  0.00           H  
HETATM   57  H32 UNL     1      -6.058  -0.758   1.096  1.00  0.00           H  
HETATM   58  H33 UNL     1      -5.994   0.984   1.529  1.00  0.00           H  
HETATM   59  H34 UNL     1      -4.778   1.469  -0.609  1.00  0.00           H  
HETATM   60  H35 UNL     1      -4.771  -0.330  -0.947  1.00  0.00           H  
HETATM   61  H36 UNL     1      -8.433   1.284  -0.133  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   51   52
CONECT   19   20   53   54
CONECT   20   21   55   56
CONECT   21   22   57   58
CONECT   22   23   59   60
CONECT   23   24   24   25
CONECT   25   61
END

HMDB0002685
     RDKit          3D
Prostaglandin F1a
 61 61  0  0  0  0  0  0  0  0999 V2000
    6.4570    1.9486    0.9689 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0728    0.4810    0.8954 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5762    0.3871    1.0062 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0484   -0.9993    0.9496 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3484   -1.7601   -0.2871 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8134   -1.1441   -1.5507 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3048    0.1178   -1.7956 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3272   -1.2173   -1.6250 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5596   -0.1583   -1.4086 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1013   -0.1221   -1.4568 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6198   -1.3502   -1.8286 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5552   -1.1291   -2.8651 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3781   -1.7880   -0.5660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6058   -1.0614    0.5104 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0811   -1.1911    1.7702 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4704    0.3149   -0.0606 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7040    1.0749   -0.2745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4748    1.6909    0.7987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1299    0.9804    1.8811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1238   -0.0737    1.6948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4091    0.1658    1.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2859    0.5199   -0.4303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6693    0.6902   -0.9962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7848    0.9906   -2.1939 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7881    0.5174   -0.2052 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4887    2.1182    0.5969 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7750    2.5044    0.2852 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3381    2.3771    1.9656 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5642   -0.0115    1.7627 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4734    0.0961   -0.0509 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3210    0.7858    2.0340 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0939    1.1023    0.3096 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9493   -0.9562    1.0787 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4431   -1.5615    1.8110 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4216   -2.0380   -0.3937 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8194   -2.7561   -0.1879 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1933   -1.7931   -2.3945 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7593    0.6651   -2.3807 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8892   -2.1712   -1.8612 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1238    0.7760   -1.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2100    0.7017   -2.1327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0448   -2.2154   -2.1489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5015   -0.1761   -3.0866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4106   -1.4915   -0.6935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3124   -2.8935   -0.4337 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4299   -1.5780    0.4584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3199   -1.2440    2.4029 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3344    0.8702    0.4156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4493    1.9062   -1.0449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4541    0.4815   -0.9121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7416    2.4347    1.3790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1681    2.4937    0.3809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7290    1.8507    2.4495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4596    0.7001    2.7457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4258   -0.5080    2.7270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6857   -1.0023    1.2202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0576   -0.7584    1.0959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9940    0.9836    1.5291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7783    1.4686   -0.6094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7712   -0.3296   -0.9467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4330    1.2839   -0.1328 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  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 16 10  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  6
  7 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  6
 11 42  1  6
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  1
 15 47  1  0
 16 48  1  1
 17 49  1  0
 17 50  1  0
 18 51  1  0
 18 52  1  0
 19 53  1  0
 19 54  1  0
 20 55  1  0
 20 56  1  0
 21 57  1  0
 21 58  1  0
 22 59  1  0
 22 60  1  0
 25 61  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(13E,15S)-9alpha,11alpha-9,11,15-Trihydroxyprost-13-en-1-Oic acid	ChEBI
PGF 1-alpha	ChEBI
Prostaglandin F1	ChEBI
Prostaglandin F1-alpha	ChEBI
(13E,15S)-9a,11a-9,11,15-Trihydroxyprost-13-en-1-Oate	Generator
(13E,15S)-9a,11a-9,11,15-Trihydroxyprost-13-en-1-Oic acid	Generator
(13E,15S)-9alpha,11alpha-9,11,15-Trihydroxyprost-13-en-1-Oate	Generator
(13E,15S)-9Α,11α-9,11,15-trihydroxyprost-13-en-1-Oate	Generator
(13E,15S)-9Α,11α-9,11,15-trihydroxyprost-13-en-1-Oic acid	Generator
PGF 1-a	Generator
PGF 1-Α	Generator
Prostaglandin F1-a	Generator
Prostaglandin F1-α	Generator
3,5-Dihydroxy-2-(3-hydroxy-1-octenyl)- (8ci)-cyclopentaneheptanoate	HMDB
3,5-Dihydroxy-2-(3-hydroxy-1-octenyl)- (8ci)-cyclopentaneheptanoic acid	HMDB
9a,11a,15(S)-Trihydroxy-13-trans-prostenoate	HMDB
9a,11a,15(S)-Trihydroxy-13-trans-prostenoic acid	HMDB
Prostaglandin F1alpha	HMDB, MeSH
PGF1	MeSH, HMDB
Prostaglandin F1, (9alpha,11beta,13E,15S)-isomer	MeSH, HMDB
PGF1alpha	MeSH, HMDB
PGF1 alpha	MeSH, HMDB
Prostaglandin F1, (9alpha,11alpha,13E,15S)-(+-)-isomer	MeSH, HMDB
Prostaglandin F1, (8beta,9alpha,11alpha,13E,15S)-isomer	MeSH, HMDB
Prostaglandin F1, (9alpha,11alpha,13E,15R)-isomer	MeSH, HMDB
PGF1a	Generator, HMDB
PGF1Α	Generator, HMDB

Chemical Formula

C₂₀H₃₆O₅

Average Molecular Weight

356.4968

Monoisotopic Molecular Weight

356.256274262

IUPAC Name

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

Traditional Name

prostaglandin f1α

CAS Registry Number

745-62-0

SMILES

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

InChI Identifier

InChI=1S/C20H36O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h12-13,15-19,21-23H,2-11,14H2,1H3,(H,24,25)/b13-12+/t15-,16+,17+,18-,19+/m0/s1

InChI Key

DZUXGQBLFALXCR-CDIPTNKSSA-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
Fatty alcohol
Hydroxy fatty acid
Cyclopentanol
Cyclic alcohol
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Alcohol
Organic oxygen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

prostaglandins Falpha (CHEBI:28852 )
Prostaglandins (C06475 )
Prostaglandins (LMFA03010137 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 9390965)

Cellular substructure

Excreta

Biofluid or Excreta

Feces (PMID: 19636438)
Urine (HMDB: HMDB0002685)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0002685)

Source

Endogenous

Endogenous (HMDB: HMDB0002685)

Animal

Animal (HMDB: HMDB0002685)

Exogenous

Food

Food (HMDB: HMDB0002685)

Animal origin

Poultry

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

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

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

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

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

Equine

Horse (FooDB: FOOD00378)

Exogenous (HMDB: HMDB0002685)

Process

Role

Biological role

Membrane stabilizer (HMDB: HMDB0002685)

Modulator

Immunomodulator (HMDB: HMDB0002685)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0002685)

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	3.95	ALOGPS
logP	2.97	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	4.41	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	13	ChemAxon
Refractivity	99.35 m³·mol⁻¹	ChemAxon
Polarizability	42.53 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]+	187.376	31661259
DarkChem	[M-H]-	188.83	31661259
DeepCCS	[M+H]+	201.168	30932474
DeepCCS	[M-H]-	198.773	30932474
DeepCCS	[M-2H]-	233.003	30932474
DeepCCS	[M+Na]+	207.789	30932474
AllCCS	[M+H]+	196.1	32859911
AllCCS	[M+H-H2O]+	193.5	32859911
AllCCS	[M+NH4]+	198.5	32859911
AllCCS	[M+Na]+	199.1	32859911
AllCCS	[M-H]-	193.0	32859911
AllCCS	[M+Na-2H]-	194.2	32859911
AllCCS	[M+HCOO]-	195.7	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.	7.09 minutes	32390414
Predicted by Siyang on May 30, 2022	12.6808 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.74 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	61.2 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2619.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	187.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	178.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	173.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	325.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	558.1 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	517.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	159.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1142.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	499.1 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	1453.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	332.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	383.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	300.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	164.8 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	41.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Prostaglandin F1a	CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)C[C@H](O)[C@@H]1CCCCCCC(O)=O	4390.6	Standard polar	33892256
Prostaglandin F1a	CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)C[C@H](O)[C@@H]1CCCCCCC(O)=O	2759.2	Standard non polar	33892256
Prostaglandin F1a	CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)C[C@H](O)[C@@H]1CCCCCCC(O)=O	2911.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Prostaglandin F1a,1TMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C[C@H](O)[C@@H]1CCCCCCC(=O)O)O[Si](C)(C)C	2891.7	Semi standard non polar	33892256
Prostaglandin F1a,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]1CCCCCCC(=O)O	2780.4	Semi standard non polar	33892256
Prostaglandin F1a,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]1CCCCCCC(=O)O	2773.3	Semi standard non polar	33892256
Prostaglandin F1a,1TMS,isomer #4	CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)C[C@H](O)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C	2848.1	Semi standard non polar	33892256
Prostaglandin F1a,2TMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1CCCCCCC(=O)O)O[Si](C)(C)C	2773.0	Semi standard non polar	33892256
Prostaglandin F1a,2TMS,isomer #2	CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O)O[Si](C)(C)C	2773.0	Semi standard non polar	33892256
Prostaglandin F1a,2TMS,isomer #3	CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C[C@H](O)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2860.3	Semi standard non polar	33892256
Prostaglandin F1a,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]1CCCCCCC(=O)O	2755.7	Semi standard non polar	33892256
Prostaglandin F1a,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]1CCCCCCC(=O)O[Si](C)(C)C	2774.3	Semi standard non polar	33892256
Prostaglandin F1a,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]1CCCCCCC(=O)O[Si](C)(C)C	2761.3	Semi standard non polar	33892256
Prostaglandin F1a,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]1CCCCCCC(=O)O)O[Si](C)(C)C	2749.4	Semi standard non polar	33892256
Prostaglandin F1a,3TMS,isomer #2	CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2780.8	Semi standard non polar	33892256
Prostaglandin F1a,3TMS,isomer #3	CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2767.2	Semi standard non polar	33892256
Prostaglandin F1a,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]1CCCCCCC(=O)O[Si](C)(C)C	2751.3	Semi standard non polar	33892256
Prostaglandin F1a,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]1CCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2792.9	Semi standard non polar	33892256
Prostaglandin F1a,1TBDMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C[C@H](O)[C@@H]1CCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3150.0	Semi standard non polar	33892256
Prostaglandin F1a,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]1CCCCCCC(=O)O	2997.7	Semi standard non polar	33892256
Prostaglandin F1a,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]1CCCCCCC(=O)O	2995.3	Semi standard non polar	33892256
Prostaglandin F1a,1TBDMS,isomer #4	CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)C[C@H](O)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C	3114.4	Semi standard non polar	33892256
Prostaglandin F1a,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]1CCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3254.0	Semi standard non polar	33892256
Prostaglandin F1a,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]1CCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3257.3	Semi standard non polar	33892256
Prostaglandin F1a,2TBDMS,isomer #3	CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C[C@H](O)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3393.3	Semi standard non polar	33892256
Prostaglandin F1a,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]1CCCCCCC(=O)O	3209.1	Semi standard non polar	33892256
Prostaglandin F1a,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]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C	3240.5	Semi standard non polar	33892256
Prostaglandin F1a,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]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C	3237.0	Semi standard non polar	33892256
Prostaglandin F1a,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]1CCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3467.5	Semi standard non polar	33892256
Prostaglandin F1a,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]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3511.2	Semi standard non polar	33892256
Prostaglandin F1a,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]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3513.7	Semi standard non polar	33892256
Prostaglandin F1a,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]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C	3458.0	Semi standard non polar	33892256
Prostaglandin F1a,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]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3683.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Prostaglandin F1a GC-MS (Non-derivatized) - 70eV, Positive	splash10-01q0-7379000000-a80bb477130f4920e3f8	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Prostaglandin F1a GC-MS (4 TMS) - 70eV, Positive	splash10-00c0-8210189000-df23bea8a59fa9bad99c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Prostaglandin F1a GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Prostaglandin F1a 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 - Prostaglandin F1a 10V, Positive-QTOF	splash10-00dr-0009000000-ee4ad5913a757d21e80a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin F1a 20V, Positive-QTOF	splash10-00dr-3197000000-f2995d281bea49b8f8cb	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin F1a 40V, Positive-QTOF	splash10-00vl-9160000000-66d373db3994a9b69253	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin F1a 10V, Negative-QTOF	splash10-0a4r-0009000000-a68b82b30b1209712169	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin F1a 20V, Negative-QTOF	splash10-052r-1039000000-0eb2b0c2f394df865d7a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin F1a 40V, Negative-QTOF	splash10-0a4i-9631000000-3696ca86fef9e2d7e6c4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin F1a 10V, Negative-QTOF	splash10-0a4i-0009000000-ca50430fcebead154dce	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin F1a 20V, Negative-QTOF	splash10-0a4i-0059000000-f1ee0351b4eb7afd7ee2	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin F1a 40V, Negative-QTOF	splash10-0035-6093000000-26f9e8ca80319a072955	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin F1a 10V, Positive-QTOF	splash10-00dr-0019000000-9fe4f88bef4300069cc6	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin F1a 20V, Positive-QTOF	splash10-00dl-9154000000-e93e360b803128be6ab5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin F1a 40V, Positive-QTOF	splash10-052f-9400000000-b045babce70118a4fad8	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane (predicted from logP)

Biospecimen Locations

Blood
Feces

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	0.000376 +/- 0.0000317 uM	Adult (>18 years old)	Both	Normal	9390965	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	19636438	details
Feces	Detected but not Quantified	Not Quantified	Children (1-13 years old)	Both	Normal	19636438	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	CCD	19636438	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Ileal Crohn's disease	19636438	details

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

FDB023044

KNApSAcK ID

Not Available

Chemspider ID

4444441

KEGG Compound ID

C06475

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

3503

PubChem Compound

5280939

PDB ID

Not Available

ChEBI ID

28852

Food Biomarker Ontology

Not Available

VMH ID

HC02214

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Schneider, William P.; Murray, Herbert C. Microbiological reduction and resolution of prostaglandins. Synthesis of natural PGF2a and ENT-PGF2b methyl esters. Journal of Organic Chemistry (1973), 38(2), 397-8.

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Beitz J, Forster W: Influence of human low density and high density lipoprotein cholesterol on the in vitro prostaglandin I2 synthetase activity. Biochim Biophys Acta. 1980 Dec 5;620(3):352-5. [PubMed:6786342 ]
Sutton JG, Bosley C, Rands A: The detection by enzyme linked immunosorbent assay of P30 and 19-OH prostaglandin F1/F2, in the presence of a range of possible contaminants. Sci Justice. 1998 Jul-Sep;38(3):157-64. [PubMed:9800431 ]
King SJ, Sutton JG, Trewsdale LA: Radioimmunoassay detection limits for 19-OH F1 alpha/F2 alpha prostaglandin in normal, infertile and vasectomized semen stains. Analysis of saliva, sweat and urine for possible non-specific or matrix effects. Forensic Sci Int. 1989 Mar;40(3):221-9. [PubMed:2471677 ]
O'Neill P, Walton S, Foy PM, Shaw MD: Role of prostaglandins in delayed cerebral ischemia after subarachnoid hemorrhage. Neurosurgery. 1992 Jan;30(1):17-22. [PubMed:1738450 ]
Schweer H, Seyberth HW, Kuhl PG, Meese CO: Unusual metabolism of prostacyclin in infants with persistent septic pulmonary hypertension. Eicosanoids. 1990;3(4):237-42. [PubMed:2073401 ]
Barrow SE, Waddell KA, Ennis M, Dollery CT, Blair IA: Analysis of picomolar concentrations of 6-oxo-prostaglandin F1 alpha in biological fluids. J Chromatogr. 1982 Apr 30;239:71-80. [PubMed:7096507 ]

Showing metabocard for Prostaglandin F1a (HMDB0002685)

MOL for HMDB0002685 (Prostaglandin F1a)

3D MOL for HMDB0002685 (Prostaglandin F1a)

3D SDF for HMDB0002685 (Prostaglandin F1a)

3D-SDF for HMDB0002685 (Prostaglandin F1a)

PDB for HMDB0002685 (Prostaglandin F1a)

3D PDB for HMDB0002685 (Prostaglandin F1a)

SMILES for HMDB0002685 (Prostaglandin F1a)

INCHI for HMDB0002685 (Prostaglandin F1a)

Structure for HMDB0002685 (Prostaglandin F1a)

3D Structure for HMDB0002685 (Prostaglandin F1a)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra