NP-MRD: Showing NP-Card for (13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid (NP0086754)

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Record Information

Version

2.0

Created at

2022-05-11 16:30:03 UTC

Updated at

2022-05-11 16:30:03 UTC

NP-MRD ID

NP0086754

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid

Description

(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid, also known as 15-keto-pge or 15-ketoprostaglandin e, 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. Prostaglandins are eicosanoids. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signalling pathways. The PGs and TXs are collectively identified as prostanoids (13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs) and lipoxins (LXs). 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.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 57 57  0  0  0  0  0  0  0  0999 V2000
   -6.6389    0.9892    2.9707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9579   -0.2827    2.2561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8578   -0.7193    1.2875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6649    0.3422    0.2585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6235    0.0593   -0.7637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2645   -0.1417   -0.2565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9369   -0.0740    0.9539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2046   -0.4428   -1.2061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9439   -0.6435   -0.8304 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1567   -0.9462   -1.7346 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2180   -0.8501   -3.1922 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0399   -1.8676   -3.6122 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1338   -0.8504   -3.8642 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1050   -0.3799   -2.7800 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2755   -0.4848   -2.9887 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2905    0.1178   -1.6765 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8677    0.1706   -0.3287 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9237    1.1015    0.0395 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2684    1.0653   -0.5509 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0508   -0.1943   -0.3186 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2821   -0.5255    1.1262 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0142    0.5314    1.8974 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1723    0.0290    3.2798 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7051   -1.0883    3.4736 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7372    0.7810    4.3470 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7389    0.8715    4.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6508    1.4094    2.7790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4034    1.7519    2.6760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1328   -1.0803    3.0245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9338   -0.2093    1.7026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1839   -1.6996    0.8797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9131   -0.8152    1.8754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6449    0.4296   -0.3025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5503    1.3141    0.7540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5794    0.9707   -1.4312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8941   -0.7746   -1.4475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4158   -0.5114   -2.2542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7708   -0.5694    0.2322 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6343   -1.9287   -1.5826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6840    0.1456   -3.3585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6100   -1.5332   -4.3308 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3904   -1.9005   -4.1373 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1872   -0.1581   -4.7067 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8053    1.0664   -2.0051 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2073   -0.8685    0.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9890    0.3921    0.3802 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0787    0.9995    1.1720 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5726    2.1945   -0.0263 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3775    1.4299   -1.5876 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8692    1.8622    0.0304 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0786    0.0085   -0.7500 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6707   -1.0905   -0.8140 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9503   -1.4366    1.1368 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3421   -0.8181    1.6298 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9931    0.6981    1.3877 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3989    1.4607    1.9079 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9285    0.5282    5.2921 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  2  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 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  1
 12 41  1  0
 13 42  1  0
 13 43  1  0
 16 44  1  6
 17 45  1  0
 17 46  1  0
 18 47  1  0
 18 48  1  0
 19 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 02231219032D          

 25 25  0  0  1  0            999 V2000
   -2.1487    0.4063    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1526   -0.4214    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9346    0.6643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4351    0.8200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9461   -0.6719    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4388   -0.8352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4206    0.0037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1852    1.4502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7175    0.4139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2080   -1.4540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7289   -0.4176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0037    0.8276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0113   -0.8314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7138    0.4214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7023   -0.4176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0113   -1.6553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4237    0.8352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4161   -0.8314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2133    0.4784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1336   -0.4176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8549    0.8428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8473   -0.8314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9005    1.5945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5611   -0.4176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  6  0  0  0
  2  5  1  0  0  0  0
  2  6  1  1  0  0  0
  3  7  1  0  0  0  0
  3  8  2  0  0  0  0
  4  9  1  0  0  0  0
  5 10  1  6  0  0  0
  6 11  2  0  0  0  0
  9 12  1  0  0  0  0
 11 13  1  0  0  0  0
 12 14  1  0  0  0  0
 13 15  1  0  0  0  0
 13 16  2  0  0  0  0
 14 17  1  0  0  0  0
 15 18  1  0  0  0  0
 17 19  1  0  0  0  0
 18 20  1  0  0  0  0
 19 21  1  0  0  0  0
 20 22  1  0  0  0  0
 21 23  1  0  0  0  0
 21 24  2  0  0  0  0
 22 25  1  0  0  0  0
  5  7  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0086754

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCC(=O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(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/h12-13,16-17,19,23H,2-11,14H2,1H3,(H,24,25)/b13-12+/t16-,17-,19-/m1/s1

> <INCHI_KEY>
VXPBDCBTMSKCKZ-XQHNHVHJSA-N

> <FORMULA>
C20H32O5

> <MOLECULAR_WEIGHT>
352.4651

> <EXACT_MASS>
352.224974134

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
40.816985928672125

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-[(1R,2R,3R)-3-hydroxy-5-oxo-2-[(1E)-3-oxooct-1-en-1-yl]cyclopentyl]heptanoic acid

> <ALOGPS_LOGP>
3.37

> <JCHEM_LOGP>
3.998530281666667

> <ALOGPS_LOGS>
-3.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.679786106102643

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.353231633523998

> <JCHEM_PKA_STRONGEST_BASIC>
-2.934992243688024

> <JCHEM_POLAR_SURFACE_AREA>
91.66999999999999

> <JCHEM_REFRACTIVITY>
97.42109999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.07e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
15-keto-PGE1

> <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  C   UNK     0      -4.011   0.758   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.018  -0.787   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.478   1.240   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.679   1.531   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.499  -1.254   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.686  -1.559   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.385   0.007   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -5.946   2.707   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -1.339   0.773   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -5.988  -2.714   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.361  -0.780   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.007   1.545   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.021  -1.552   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.332   0.787   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.311  -0.780   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -0.021  -3.090   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.658   1.559   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.643  -1.552   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.131   0.893   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.983  -0.780   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.329   1.573   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.315  -1.552   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       6.668   0.808   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       5.414   2.976   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       6.647  -0.780   0.000  0.00  0.00           C+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7    8                                                  
CONECT    4    1    9                                                       
CONECT    5    2   10    7                                                  
CONECT    6    2   11                                                       
CONECT    7    3    5                                                       
CONECT    8    3                                                            
CONECT    9    4   12                                                       
CONECT   10    5                                                            
CONECT   11    6   13                                                       
CONECT   12    9   14                                                       
CONECT   13   11   15   16                                                  
CONECT   14   12   17                                                       
CONECT   15   13   18                                                       
CONECT   16   13                                                            
CONECT   17   14   19                                                       
CONECT   18   15   20                                                       
CONECT   19   17   21                                                       
CONECT   20   18   22                                                       
CONECT   21   19   23   24                                                  
CONECT   22   20   25                                                       
CONECT   23   21                                                            
CONECT   24   21                                                            
CONECT   25   22                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   50    0
END

View in JSmol

Synonyms

Value	Source
(13E)-11alpha-Hydroxy-9,15-dioxoprost-13-enoate	ChEBI
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoate	Generator
(13E)-11alpha-Hydroxy-9,15-dioxoprost-13-enoic acid	Generator
(13E)-11Α-hydroxy-9,15-dioxoprost-13-enoate	Generator
(13E)-11Α-hydroxy-9,15-dioxoprost-13-enoic acid	Generator
(13E)-11alpha-Hydroxy-9,15-dioxoprost-13-en-1-Oic acid	HMDB
(13E)-11a-Hydroxy-9,15-dioxoprost-13-en-1-Oate	HMDB
(13E)-11a-Hydroxy-9,15-dioxoprost-13-en-1-Oic acid	HMDB
(13E)-11alpha-Hydroxy-9,15-dioxoprost-13-en-1-Oate	HMDB
(13E)-11Α-hydroxy-9,15-dioxoprost-13-en-1-Oate	HMDB
(13E)-11Α-hydroxy-9,15-dioxoprost-13-en-1-Oic acid	HMDB
(11a,13E)-11-Hydroxy-9,15-dioxoprost-13-en-1-Oate	HMDB
(11a,13E)-11-Hydroxy-9,15-dioxoprost-13-en-1-Oic acid	HMDB
(11alpha,13E)-11-Hydroxy-9,15-dioxoprost-13-en-1-Oate	HMDB
(11alpha,13E)-11-Hydroxy-9,15-dioxoprost-13-en-1-Oic acid	HMDB
(13E)-11-alpha-Hydroxy-9,15-dioxoprost-13-enoate	HMDB
(13E)-11-alpha-Hydroxy-9,15-dioxoprost-13-enoic acid	HMDB
1-Hydroxy-9,15-dioxo-(11a,13E)-prost-13-en-1-Oate	HMDB
1-Hydroxy-9,15-dioxo-(11a,13E)-prost-13-en-1-Oic acid	HMDB
15-Keto pge1	HMDB
15-Keto-pge	HMDB
15-Keto-pge1	HMDB
15-Keto-pge1-alpha	HMDB
15-Keto-prostaglandin e1	HMDB
15-Ketoprostaglandin e	HMDB
15-Ketoprostaglandin e1	HMDB
15-oxo-PGE1	HMDB
15-Oxoprostaglandin e1	HMDB
3-Hydroxy-5-oxo-2-(3-oxo-1-octenyl)-cyclopentaneheptanoate	HMDB
3-Hydroxy-5-oxo-2-(3-oxo-1-octenyl)-cyclopentaneheptanoic acid	HMDB
9,15-Dioxo-11R-hydroxy-13E-prostaenoate	HMDB
9,15-Dioxo-11R-hydroxy-13E-prostaenoic acid	HMDB
15-Ketoprostaglandin e, (11alpha,13E)-(+-)-isomer	HMDB
15-Ketoprostaglandin e, (5Z,11alpha)-isomer, 2H-labeled	HMDB
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid	Generator

Chemical Formula

C₂₀H₃₂O₅

Average Mass

352.4651 Da

Monoisotopic Mass

352.22497 Da

IUPAC Name

7-[(1R,2R,3R)-3-hydroxy-5-oxo-2-[(1E)-3-oxooct-1-en-1-yl]cyclopentyl]heptanoic acid

Traditional Name

15-keto-PGE1

CAS Registry Number

Not Available

SMILES

CCCCCC(=O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(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/h12-13,16-17,19,23H,2-11,14H2,1H3,(H,24,25)/b13-12+/t16-,17-,19-/m1/s1

InChI Key

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

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

prostaglandins E (CHEBI:15548 )
Prostaglandins (LMFA03010146 )

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	3.37	ALOGPS
logP	4	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	4.35	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	91.67 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	97.42 m³·mol⁻¹	ChemAxon
Polarizability	40.82 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