NP-MRD: Showing NP-Card for 15-keto-prostaglandin f2 α (NP0307717)

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Record Information

Version

2.0

Created at

2022-09-11 01:02:20 UTC

Updated at

2022-09-11 01:02:20 UTC

NP-MRD ID

NP0307717

Secondary Accession Numbers

None

Natural Product Identification

Common Name

15-keto-prostaglandin f2 α

Description

15-Keto-prostaglandin F2a, also known as 15-keto-PGF2a or 15-oxo PGF-2alpha, 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. Thus, 15-keto-prostaglandin F2A is considered to be an eicosanoid lipid molecule. 15-keto-prostaglandin f2 α is found in Gersemia fruticosa. 15-keto-prostaglandin f2 α was first documented in 1975 (PMID: 1135444). 15-Keto-prostaglandin F2a is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral (PMID: 434032).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 57 57  0  0  0  0  0  0  0  0999 V2000
    6.2403   -0.7999   -1.9396 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8888   -0.3994   -0.6249 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1851   -1.0366    0.5468 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7448   -0.6448    0.6346 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1539   -1.3480    1.8477 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7277   -1.0169    2.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0764   -1.4980    2.9499 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0995   -0.1159    1.0590 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8331    0.2373    1.1266 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2038    1.1611    0.1405 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2020    1.5703   -0.9064 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1386    2.4732   -0.4875 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2491    2.1681   -1.9603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8418    1.0839   -2.0027 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0440    1.6846   -2.3412 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9321    0.5754   -0.5849 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2875    0.9788   -0.0035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4631    0.5811    1.3935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4063   -0.2409    1.7877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3664   -0.8340    0.8570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8038   -0.4526    1.1827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6847   -1.1340    0.1421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1183   -0.8013    0.4029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4125   -0.0542    1.3770 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0864   -1.3215   -0.4313 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8210   -0.3896   -2.7800 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1929   -0.4733   -1.9911 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3172   -1.9204   -2.0470 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9446   -0.7178   -0.6656 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8588    0.6870   -0.5421 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7261   -0.7270    1.4636 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2266   -2.1415    0.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6804    0.4491    0.7225 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1977   -0.9501   -0.2755 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7760   -1.0236    2.7219 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3343   -2.4354    1.7372 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6782    0.3168    0.2260 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2438   -0.1583    1.9157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1418    2.0817    0.6642 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6262    0.6739   -1.4356 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0025    2.3666   -0.9826 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7490    2.2867   -2.9392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1307    3.1073   -1.5267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5456    0.2953   -2.7236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0844    2.6419   -2.1260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8660   -0.5445   -0.6559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0492    0.6971   -0.7158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2167    2.1240    0.0307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7596    1.0233    2.1166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4763   -0.4970    2.8760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1277   -0.8021   -0.2053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3448   -1.9568    1.0956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0733   -0.8205    2.1925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9864    0.6202    1.1451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4155   -0.7210   -0.8470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5233   -2.2246    0.1120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9303   -1.6833    0.0032 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  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 25  1  0
 23 24  2  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
  8 37  1  0
  9 38  1  0
 10 39  1  1
 11 40  1  6
 12 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  6
 15 45  1  0
 16 46  1  6
 17 47  1  0
 17 48  1  0
 18 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 21 53  1  0
 21 54  1  0
 22 55  1  0
 22 56  1  0
 25 57  1  0
M  END

  Mrv0541 02231219542D          

 25 25  0  0  1  0            999 V2000
   28.9630  -11.2349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.3125   -9.5279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.8604   -6.8230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.9268   -6.8943    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.4852   -8.2533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.1930   -9.7829    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   29.8604   -9.2980    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   29.4479  -10.5675    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   30.5278   -9.7829    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   30.2729  -10.5675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4083   -9.5279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8604   -8.4730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7953  -10.0800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5749   -8.0605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0106   -9.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5749   -7.2355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8391   -9.0181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2893   -6.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2893   -5.9980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0544   -8.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0039   -5.5855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8829   -7.9561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0039   -4.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7183   -4.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0983   -7.7012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  1  6  0  0  0
  9  2  1  6  0  0  0
  3 16  2  0  0  0  0
  4 25  1  0  0  0  0
  5 25  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6 11  1  6  0  0  0
  7  9  1  0  0  0  0
  7 12  1  1  0  0  0
  8 10  1  0  0  0  0
  9 10  1  0  0  0  0
 11 13  1  0  0  0  0
 12 14  2  0  0  0  0
 13 15  2  0  0  0  0
 14 16  1  0  0  0  0
 15 17  1  0  0  0  0
 16 18  1  0  0  0  0
 17 20  1  0  0  0  0
 18 19  1  0  0  0  0
 19 21  1  0  0  0  0
 20 22  1  0  0  0  0
 21 23  1  0  0  0  0
 22 25  1  0  0  0  0
 23 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0307717

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCC(=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/C20H32O5/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/h4,7,12-13,16-19,22-23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t16-,17-,18+,19-/m1/s1

> <INCHI_KEY>
LOLJEILMPWPILA-AMFHKTBMSA-N

> <FORMULA>
C20H32O5

> <MOLECULAR_WEIGHT>
352.4651

> <EXACT_MASS>
352.224974134

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
40.616035655343794

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.03

> <JCHEM_LOGP>
3.0223929053333323

> <ALOGPS_LOGS>
-3.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.513644380756794

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.35529359589066

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8720111602020335

> <JCHEM_POLAR_SURFACE_AREA>
94.83000000000001

> <JCHEM_REFRACTIVITY>
99.5733

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.33e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
15-keto-prostaglandin F2 α

> <JCHEM_VEBER_RULE>
0

$$$$

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      54.064 -20.972   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      58.450 -17.785   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      55.739 -12.736   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      46.530 -12.869   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      45.706 -15.406   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      54.494 -18.261   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      55.739 -17.356   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      54.969 -19.726   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      56.985 -18.261   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      56.509 -19.726   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      53.029 -17.785   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      55.739 -15.816   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      51.885 -18.816   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      57.073 -15.046   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      50.420 -18.340   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      57.073 -13.506   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      50.100 -16.834   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      58.407 -12.736   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      58.407 -11.196   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      48.635 -16.358   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      59.741 -10.426   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      48.315 -14.851   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      59.741  -8.886   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      61.074  -8.116   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      46.850 -14.376   0.000  0.00  0.00           C+0
CONECT    1    8                                                            
CONECT    2    9                                                            
CONECT    3   16                                                            
CONECT    4   25                                                            
CONECT    5   25                                                            
CONECT    6    7    8   11                                                  
CONECT    7    6    9   12                                                  
CONECT    8    1    6   10                                                  
CONECT    9    2    7   10                                                  
CONECT   10    8    9                                                       
CONECT   11    6   13                                                       
CONECT   12    7   14                                                       
CONECT   13   11   15                                                       
CONECT   14   12   16                                                       
CONECT   15   13   17                                                       
CONECT   16    3   14   18                                                  
CONECT   17   15   20                                                       
CONECT   18   16   19                                                       
CONECT   19   18   21                                                       
CONECT   20   17   22                                                       
CONECT   21   19   23                                                       
CONECT   22   20   25                                                       
CONECT   23   21   24                                                       
CONECT   24   23                                                            
CONECT   25    4    5   22                                                  
MASTER        0    0    0    0    0    0    0    0   25    0   50    0
END

View in JSmol

Synonyms

Value	Source
15-Keto-PGF2a	ChEBI
15-Keto-PGF2alpha	ChEBI
15-Keto-prostaglandin F2alpha	ChEBI
15-Ketoprostaglandin F2alpha	ChEBI
15-Keto-PGF2α	Generator
15-Keto-prostaglandin F2α	Generator
15-Ketoprostaglandin F2a	Generator
15-Ketoprostaglandin F2α	Generator
15-Keto-prostaglandin F2 alpha	HMDB
15-oxo PGF-2alpha	HMDB
15-oxo-Prostaglandin F2alpha	HMDB
9S,11R-Dihydroxy-15-oxo-5Z,13E-prostadienoate	HMDB
9S,11R-Dihydroxy-15-oxo-5Z,13E-prostadienoic acid	HMDB
15-Oxoprostaglandin F2a	HMDB
15-Oxoprostaglandin F2α	HMDB
15-Keto-prostaglandin F2a	ChEBI

Chemical Formula

C₂₀H₃₂O₅

Average Mass

352.4651 Da

Monoisotopic Mass

352.22497 Da

IUPAC Name

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

Traditional Name

15-keto-prostaglandin F2 α

CAS Registry Number

Not Available

SMILES

CCCCCC(=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/C20H32O5/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/h4,7,12-13,16-19,22-23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t16-,17-,18+,19-/m1/s1

InChI Key

LOLJEILMPWPILA-AMFHKTBMSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Gersemia fruticosa	LOTUS Database	35616633

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
Unsaturated fatty acid
Fatty acid
Enone
Acryloyl-group
Cyclic alcohol
Alpha,beta-unsaturated ketone
Secondary alcohol
Ketone
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Organic oxygen compound
Carbonyl group
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

prostaglandins Falpha (CHEBI:28442 )
Prostaglandins (C05960 )
Prostaglandins (LMFA03010026 )

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	3.03	ALOGPS
logP	3.02	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	4.36	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	94.83 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	99.57 m³·mol⁻¹	ChemAxon
Polarizability	40.62 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

External Links

HMDB ID

HMDB0004240

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB023345

KNApSAcK ID

Not Available

Chemspider ID

4444410

KEGG Compound ID

C05960

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

7035

PubChem Compound

5280887

PDB ID

Not Available

ChEBI ID

28442

Good Scents ID

Not Available

References

General References

Cornette JC, Kirton KT, Schneider WP, Sun FF, Johnson RA, Nidy EG: Preparation and quantitation of urinary metabolites of prostaglandin F2alpha by radioimmunoassay. Prostaglandins. 1975 Feb;9(2):323-38. doi: 10.1016/0090-6980(75)90036-2. [PubMed:1135444 ]
Satoh K, Yasumizu T, Fukuoka H, Kinoshita K, Kaneko Y, Tsuchiya M, Sakamoto S: Prostaglandin F2 alpha metabolite levels in plasma, amniotic fluid, and urine during pregnancy and labor. Am J Obstet Gynecol. 1979 Apr 15;133(8):886-90. doi: 10.1016/0002-9378(79)90306-5. [PubMed:434032 ]
LOTUS database [Link]

Showing NP-Card for 15-keto-prostaglandin f2 α (NP0307717)

MOL for NP0307717 (15-keto-prostaglandin f2 α)

3D MOL for NP0307717 (15-keto-prostaglandin f2 α)

3D SDF for NP0307717 (15-keto-prostaglandin f2 α)

3D-SDF for NP0307717 (15-keto-prostaglandin f2 α)

PDB for NP0307717 (15-keto-prostaglandin f2 α)

3D PDB for NP0307717 (15-keto-prostaglandin f2 α)

SMILES for NP0307717 (15-keto-prostaglandin f2 α)

INCHI for NP0307717 (15-keto-prostaglandin f2 α)

Structure for NP0307717 (15-keto-prostaglandin f2 α)

3D Structure for NP0307717 (15-keto-prostaglandin f2 α)