NP-MRD: Showing NP-Card for 6-Keto-prostaglandin F1a (NP0087015)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Show more...Show more...Show more...

Record Information

Version

2.0

Created at

2022-05-11 16:37:25 UTC

Updated at

2022-05-11 16:37:25 UTC

NP-MRD ID

NP0087015

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6-Keto-prostaglandin F1a

Description

6-Keto-prostaglandin F1a, also known as 6-keto-PGF1a or 6-oxo-PGF1alpha, 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, 6-keto-prostaglandin F1A is considered to be an eicosanoid lipid molecule. 6-Keto-prostaglandin F1a is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 6-Keto-prostaglandin F1a was first documented in 1983 (PMID: 6589104). In humans, 6-keto-prostaglandin F1A is involved in mefenamic acid action pathway (PMID: 11871383) (PMID: 9223652) (PMID: 12959636) (PMID: 9831332).

Structure

MOL 3D MOL SDF PDB SMILES InChI

  Mrv1652307191923412D          

 26 26  0  0  1  0            999 V2000
   21.0825  -12.0766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.4321  -10.3696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0863  -11.7286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.9800   -7.6646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7215  -11.8129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1631  -10.4539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3125  -10.6246    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   21.9800  -10.1396    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   21.5675  -11.4092    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   22.6474  -10.6246    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   22.3925  -11.4092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5279  -10.3696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9800   -9.3146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9148  -10.9217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6944   -8.9021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1301  -10.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6944   -8.0771    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.5170  -11.2187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4089   -7.6646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4089   -6.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7324  -10.9638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1235   -6.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1193  -11.5158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1235   -5.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8379   -5.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3346  -11.2609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  9  1  1  6  0  0  0
 10  2  1  6  0  0  0
  3 14  2  0  0  0  0
 17  4  1  1  0  0  0
  5 26  1  0  0  0  0
  6 26  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 12  1  6  0  0  0
  8 10  1  0  0  0  0
  8 13  1  1  0  0  0
  9 11  1  0  0  0  0
 10 11  1  0  0  0  0
 12 14  1  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 19  1  0  0  0  0
 18 21  1  0  0  0  0
 19 20  1  0  0  0  0
 20 22  1  0  0  0  0
 21 23  1  0  0  0  0
 22 24  1  0  0  0  0
 23 26  1  0  0  0  0
 24 25  1  0  0  0  0
M  END

     RDKit          3D

 60 60  0  0  0  0  0  0  0  0999 V2000
    5.9968    1.5092   -3.0050 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0791    0.9652   -1.8776 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5652   -0.3743   -1.4868 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8253   -1.1655   -0.5082 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5964   -0.6621    0.8452 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7358    0.5251    1.0093 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6730    0.7818    2.4039 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3488    0.1571    0.5620 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6354   -0.6022    1.3597 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2372   -1.0404    1.0293 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2625   -2.5576    1.1086 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2910   -3.1399   -0.1557 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9860   -2.9187    1.8752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4005   -1.7015    2.6109 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7867   -1.5209    2.6414 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6688   -0.5309    2.0892 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5570    0.5994    1.6332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4378    0.2192    0.5106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3639   -0.9089    0.0744 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4134    1.1400   -0.1201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1401    0.4215   -1.2316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1477    1.2446   -1.9545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2303    1.7437   -1.0276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1968    2.5374   -1.7966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0332    2.6998   -3.0270 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2786    3.1003   -1.1664 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0374    1.1973   -2.8438 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5686    1.0956   -3.9389 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8576    2.5996   -3.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0746    0.9714   -2.2576 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3078    1.6920   -1.0574 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6718   -1.0322   -2.4175 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6268   -0.2259   -1.0855 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8229   -1.5190   -0.9679 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3513   -2.1939   -0.4183 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1034   -1.4949    1.4403 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5768   -0.5368    1.4120 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9852    1.4623    0.5657 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0688    1.5599    2.5776 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9189    0.4809   -0.3650 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0208   -0.9637    2.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0349   -0.6982    0.0057 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1568   -2.9434    1.6582 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7645   -3.9911   -0.1935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7730   -3.3368    1.2110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7555   -3.7375    2.5984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1296   -1.8438    3.7019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9815   -0.8986    3.3780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0433   -0.0935    2.9284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8931    1.4616    1.4122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1745    0.9100    2.5104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8410    1.9832   -0.5960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1202    1.5671    0.6219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3994   -0.0598   -1.9053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6603   -0.4511   -0.7349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6752    2.0749   -2.5111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6705    0.5460   -2.6709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7172    0.8560   -0.5369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7511    2.3777   -0.2276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8993    2.6636   -0.5232 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
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 26  1  0
 24 25  2  0
 16 10  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  6
  7 39  1  0
  8 40  1  0
  9 41  1  0
 10 42  1  6
 11 43  1  1
 12 44  1  0
 13 45  1  0
 13 46  1  0
 14 47  1  1
 15 48  1  0
 16 49  1  1
 17 50  1  0
 17 51  1  0
 20 52  1  0
 20 53  1  0
 21 54  1  0
 21 55  1  0
 22 56  1  0
 22 57  1  0
 23 58  1  0
 23 59  1  0
 26 60  1  0
M  END

  Mrv1652307191923412D          

 26 26  0  0  1  0            999 V2000
   21.0825  -12.0766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.4321  -10.3696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0863  -11.7286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.9800   -7.6646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7215  -11.8129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1631  -10.4539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3125  -10.6246    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   21.9800  -10.1396    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   21.5675  -11.4092    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   22.6474  -10.6246    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   22.3925  -11.4092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5279  -10.3696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9800   -9.3146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9148  -10.9217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6944   -8.9021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1301  -10.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6944   -8.0771    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.5170  -11.2187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4089   -7.6646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4089   -6.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7324  -10.9638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1235   -6.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1193  -11.5158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1235   -5.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8379   -5.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3346  -11.2609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  9  1  1  6  0  0  0
 10  2  1  6  0  0  0
  3 14  2  0  0  0  0
 17  4  1  1  0  0  0
  5 26  1  0  0  0  0
  6 26  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 12  1  6  0  0  0
  8 10  1  0  0  0  0
  8 13  1  1  0  0  0
  9 11  1  0  0  0  0
 10 11  1  0  0  0  0
 12 14  1  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 19  1  0  0  0  0
 18 21  1  0  0  0  0
 19 20  1  0  0  0  0
 20 22  1  0  0  0  0
 21 23  1  0  0  0  0
 22 24  1  0  0  0  0
 23 26  1  0  0  0  0
 24 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0087015

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H34O6/c1-2-3-4-7-14(21)10-11-16-17(19(24)13-18(16)23)12-15(22)8-5-6-9-20(25)26/h10-11,14,16-19,21,23-24H,2-9,12-13H2,1H3,(H,25,26)/b11-10+/t14-,16+,17+,18+,19-/m0/s1

> <INCHI_KEY>
KFGOFTHODYBSGM-ZUNNJUQCSA-N

> <FORMULA>
C20H34O6

> <MOLECULAR_WEIGHT>
370.4804

> <EXACT_MASS>
370.23553882

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
42.47577407067257

> <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]-6-oxoheptanoic acid

> <ALOGPS_LOGP>
1.75

> <JCHEM_LOGP>
1.7937583486666662

> <ALOGPS_LOGS>
-2.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.508724217842705

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.143945492805968

> <JCHEM_PKA_STRONGEST_BASIC>
-1.6263147797814228

> <JCHEM_POLAR_SURFACE_AREA>
115.06

> <JCHEM_REFRACTIVITY>
99.99549999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.59e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6 keto PGF1 α

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-JUL-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUL-19         0                                  
HETATM    1  O   UNK     0      39.354 -22.543   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      43.740 -19.357   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      37.494 -21.893   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      41.029 -14.307   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      29.347 -22.051   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      30.171 -19.514   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      39.783 -19.833   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      41.029 -18.927   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      40.259 -21.297   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      42.275 -19.833   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      41.799 -21.297   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      38.319 -19.357   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      41.029 -17.387   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      37.174 -20.387   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      42.363 -16.617   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      35.710 -19.911   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      42.363 -15.077   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      34.565 -20.942   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      43.697 -14.307   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      43.697 -12.767   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      33.100 -20.466   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      45.031 -11.997   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      31.956 -21.496   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      45.031 -10.457   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      46.364  -9.687   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      30.491 -21.020   0.000  0.00  0.00           C+0
CONECT    1    9                                                            
CONECT    2   10                                                            
CONECT    3   14                                                            
CONECT    4   17                                                            
CONECT    5   26                                                            
CONECT    6   26                                                            
CONECT    7    8    9   12                                                  
CONECT    8    7   10   13                                                  
CONECT    9    1    7   11                                                  
CONECT   10    2    8   11                                                  
CONECT   11    9   10                                                       
CONECT   12    7   14                                                       
CONECT   13    8   15                                                       
CONECT   14    3   12   16                                                  
CONECT   15   13   17                                                       
CONECT   16   14   18                                                       
CONECT   17    4   15   19                                                  
CONECT   18   16   21                                                       
CONECT   19   17   20                                                       
CONECT   20   19   22                                                       
CONECT   21   18   23                                                       
CONECT   22   20   24                                                       
CONECT   23   21   26                                                       
CONECT   24   22   25                                                       
CONECT   25   24                                                            
CONECT   26    5    6   23                                                  
MASTER        0    0    0    0    0    0    0    0   26    0   52    0
END

View in JSmol

Synonyms

Value	Source
6-Keto-PGF1a	ChEBI
6-Keto-PGF1alpha	ChEBI
6-Keto-prostaglandin F1alpha	ChEBI
6-Ketoprostaglandin F1alpha	ChEBI
6-oxo-PGF1alpha	ChEBI
6-oxo-Prostaglandin F1alpha	ChEBI
6-Keto-PGF1α	Generator
6-Keto-prostaglandin F1α	Generator
6-Ketoprostaglandin F1a	Generator
6-Ketoprostaglandin F1α	Generator
6-oxo-PGF1a	Generator
6-oxo-PGF1Α	Generator
6-oxo-Prostaglandin F1a	Generator
6-oxo-Prostaglandin F1α	Generator
6-Oxoprostaglandin F1alpha	HMDB
6-Oxoprostaglandin F1a	HMDB
6-Oxoprostaglandin F1α	HMDB
6-Ketoprostaglandin F1 alpha	HMDB
6-oxo-9S,11R,15S-Trihydroxy-13E-prostenoate	HMDB
6-oxo-9S,11R,15S-Trihydroxy-13E-prostenoic acid	HMDB
6 Keto PGF1 alpha	HMDB
6-oxo-PGF1 alpha	HMDB
6-Oxoprostaglandin F1 alpha	HMDB
F1 alpha, 6-Ketoprostaglandin	HMDB
alpha, 6-Ketoprostaglandin F1	HMDB
alpha, 6-oxo-PGF1	HMDB
alpha, 6-Oxoprostaglandin F1	HMDB
6 oxo PGF1 alpha	HMDB
6 Oxoprostaglandin F1 alpha	HMDB
6-Keto-PGF1 alpha	HMDB
F1 alpha, 6-Oxoprostaglandin	HMDB
alpha, 6-Keto-PGF1	HMDB
6 Ketoprostaglandin F1 alpha	HMDB

Chemical Formula

C₂₀H₃₄O₆

Average Mass

370.4804 Da

Monoisotopic Mass

370.23554 Da

IUPAC Name

7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]cyclopentyl]-6-oxoheptanoic acid

Traditional Name

6 keto PGF1 α

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C20H34O6/c1-2-3-4-7-14(21)10-11-16-17(19(24)13-18(16)23)12-15(22)8-5-6-9-20(25)26/h10-11,14,16-19,21,23-24H,2-9,12-13H2,1H3,(H,25,26)/b11-10+/t14-,16+,17+,18+,19-/m0/s1

InChI Key

KFGOFTHODYBSGM-ZUNNJUQCSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

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
Keto fatty acid
Cyclopentanol
Cyclic alcohol
Secondary alcohol
Ketone
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 Falpha (CHEBI:28158 )
Prostaglandins (C05961 )
Prostaglandins (LMFA03010001 )

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	1.75	ALOGPS
logP	1.79	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	4.14	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	115.06 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	100 m³·mol⁻¹	ChemAxon
Polarizability	42.48 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

HMDB0002886

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB023077

KNApSAcK ID

Not Available

Chemspider ID

4444411

KEGG Compound ID

C05961

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

6782

PubChem Compound

5280888

PDB ID

Not Available

ChEBI ID

28158

Good Scents ID

Not Available

References

General References

de la Cruz JP, Guerrero A, Gonzalez-Correa JA, Marquez E, Nacle I, Sanchez de la Cuesta F: Effects of two preparations of 75-mg extended-release aspirin on platelet aggregation, prostanoids and nitric oxide production in humans. Eur J Clin Pharmacol. 2002 Jan;57(11):775-80. doi: 10.1007/s00228-001-0391-8. [PubMed:11871383 ]
Laitinen O, Seppala E, Nissila M, Vapaatalo H: Plasma levels and urinary excretion of prostaglandins in patients with rheumatoid arthritis. Clin Rheumatol. 1983 Dec;2(4):401-6. doi: 10.1007/BF02041562. [PubMed:6589104 ]
Jawerbaum A, Rosello Catafau J, Gonzalez ET, Novaro V, Gomez G, Gelpi E, Gimeno MA: Eicosanoid production by placental and amnion tissues from control and non-insulin-dependent diabetic rats. Influence of oxytocin in the incubating medium. Prostaglandins Leukot Essent Fatty Acids. 1997 Jun;56(6):425-9. doi: 10.1016/s0952-3278(97)90594-9. [PubMed:9223652 ]
Cerletti C, Dell'Elba G, Manarini S, Pecce R, Di Castelnuovo A, Scorpiglione N, Feliziani V, de Gaetano G: Pharmacokinetic and pharmacodynamic differences between two low dosages of aspirin may affect therapeutic outcomes. Clin Pharmacokinet. 2003;42(12):1059-70. doi: 10.2165/00003088-200342120-00004. [PubMed:12959636 ]
Katori M, Majima M, Harada Y: Possible background mechanisms of the effectiveness of cyclooxygenase-2 inhibitors in the treatment of rheumatoid arthritis. Inflamm Res. 1998 Oct;47 Suppl 2:S107-11. doi: 10.1007/s000110050293. [PubMed:9831332 ]

Showing NP-Card for 6-Keto-prostaglandin F1a (NP0087015)

MOL for NP0087015 (6-Keto-prostaglandin F1a)

3D MOL for NP0087015 (6-Keto-prostaglandin F1a)

3D SDF for NP0087015 (6-Keto-prostaglandin F1a)

3D-SDF for NP0087015 (6-Keto-prostaglandin F1a)

PDB for NP0087015 (6-Keto-prostaglandin F1a)

3D PDB for NP0087015 (6-Keto-prostaglandin F1a)

SMILES for NP0087015 (6-Keto-prostaglandin F1a)

INCHI for NP0087015 (6-Keto-prostaglandin F1a)

Structure for NP0087015 (6-Keto-prostaglandin F1a)

3D Structure for NP0087015 (6-Keto-prostaglandin F1a)