NP-MRD: Showing NP-Card for 5,6-Dihydroxyprostaglandin F1a (NP0091920)

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Record Information

Version

2.0

Created at

2022-05-11 18:52:04 UTC

Updated at

2022-05-11 18:52:04 UTC

NP-MRD ID

NP0091920

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5,6-Dihydroxyprostaglandin F1a

Description

5,6-Dihydroxyprostaglandin F1a, also known as prostaglandins or 5,6-DH-PGF1, 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. 5,6-Dihydroxyprostaglandin F1a is an extremely weak basic (essentially neutral) compound (based on its pKa). 5,6-Dihydroxyprostaglandin F1a are eicosanoids. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signaling pathways. All mammalian cells except erythrocytes synthesize eicosanoids. The PGs and TXs are collectively identified as prostanoids. The eicosanoids consist of the 5,6-Dihydroxyprostaglandin F1a (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). 5,6-Dihydroxyprostaglandin F1a 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


  Mrv0541 02241203392D          

 27 27  0  0  1  0            999 V2000
   20.7863  -12.3409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.4393  -11.1597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5814   -8.2119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5974  -10.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3118   -9.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3131  -10.9684    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   22.0668  -10.6328    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   21.3994  -11.7889    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   22.6189  -11.2459    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   22.2064  -11.9604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5987  -10.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2383   -9.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8842  -10.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0230   -9.5709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1697  -10.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1945   -8.7640    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.4553  -10.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9791   -8.5090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1506   -7.7020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7408  -10.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9353   -7.4471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0263  -10.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1068   -6.6401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8914   -6.3852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3118  -10.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1697   -9.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8842  -11.7934    0.0000 O   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
 16  3  1  1  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  1  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
 15 26  1  0  0  0  0
 13 27  1  0  0  0  0
M  END

     RDKit          3D

 63 63  0  0  0  0  0  0  0  0999 V2000
   -4.2029    1.9124   -1.2915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5356    1.4466   -1.6965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0584    0.1777   -1.1543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3107   -1.0675   -1.3864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9986   -1.2734   -0.7401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0457   -1.3884    0.7608 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5816   -0.2575    1.3230 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6498   -1.5450    1.3197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8643   -0.4881    1.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4970   -0.4242    1.9049 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1045   -1.6589    2.4265 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8476   -1.4919    3.6217 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1053   -2.1479    1.3863 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6917   -1.2949    0.1771 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3856   -1.4979   -0.9309 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4559    0.0818    0.7338 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5107    0.7559    1.4595 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6258    1.5221    0.9050 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4209    1.9322    2.0560 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5468    0.7674    0.0195 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9815   -0.4462    0.4030 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3677    0.9383   -1.4473 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3312    0.1149   -2.2400 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7735    0.3817   -1.9971 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1980    1.7441   -2.3282 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4472    2.6028   -2.8313 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5402    2.0684   -2.0483 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8842    1.6236   -0.2986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2098    3.0600   -1.3812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4024    1.5461   -2.0164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5971    1.4814   -2.8310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2693    2.2803   -1.4051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0817    0.0303   -1.6383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3287    0.3507   -0.0813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1109   -1.1140   -2.5105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9606   -1.9918   -1.2255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6253   -2.2893   -1.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2327   -0.5617   -1.0374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5833   -2.3203    1.0745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1612   -0.1005    2.2024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2793   -2.4893    1.6483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2852    0.4750    1.0464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4636    0.3538    2.7188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6091   -2.4832    2.6904 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4236   -0.8555    4.2283 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1354   -1.9691    1.6921 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9524   -3.2174    1.1517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3735   -1.6767   -0.0247 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0012   -2.1885   -1.5183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2091    0.6786    0.0923 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9672    1.4710    2.1910 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9011   -0.0054    2.2412 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3526    2.5234    0.4971 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8024    2.5118    2.5927 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6160    1.3777    0.1332 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0048   -1.1828   -0.2131 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5751    2.0170   -1.7307 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3453    0.7097   -1.7646 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1554    0.3499   -3.3417 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1427   -0.9828   -2.1987 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1164    0.0693   -0.9845 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3372   -0.3157   -2.6889 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2485    1.3699   -2.1827 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
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 27  1  0
 25 26  2  0
 16 10  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  6
  7 40  1  0
  8 41  1  0
  9 42  1  0
 10 43  1  1
 11 44  1  1
 12 45  1  0
 13 46  1  0
 13 47  1  0
 14 48  1  6
 15 49  1  0
 16 50  1  6
 17 51  1  0
 17 52  1  0
 18 53  1  6
 19 54  1  0
 20 55  1  1
 21 56  1  0
 22 57  1  0
 22 58  1  0
 23 59  1  0
 23 60  1  0
 24 61  1  0
 24 62  1  0
 27 63  1  0
M  END


  Mrv0541 02241203392D          

 27 27  0  0  1  0            999 V2000
   20.7863  -12.3409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.4393  -11.1597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5814   -8.2119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5974  -10.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3118   -9.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3131  -10.9684    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   22.0668  -10.6328    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   21.3994  -11.7889    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   22.6189  -11.2459    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   22.2064  -11.9604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5987  -10.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2383   -9.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8842  -10.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0230   -9.5709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1697  -10.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1945   -8.7640    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.4553  -10.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9791   -8.5090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1506   -7.7020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7408  -10.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9353   -7.4471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0263  -10.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1068   -6.6401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8914   -6.3852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3118  -10.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1697   -9.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8842  -11.7934    0.0000 O   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
 16  3  1  1  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  1  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
 15 26  1  0  0  0  0
 13 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0091920

> <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)C(O)CCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H36O7/c1-2-3-4-6-13(21)9-10-14-15(18(24)12-17(14)23)11-19(25)16(22)7-5-8-20(26)27/h9-10,13-19,21-25H,2-8,11-12H2,1H3,(H,26,27)/b10-9+/t13-,14+,15+,16?,17+,18-,19?/m0/s1

> <INCHI_KEY>
SAAOVBGAFHJPIF-NYNACFBQSA-N

> <FORMULA>
C20H36O7

> <MOLECULAR_WEIGHT>
388.4956

> <EXACT_MASS>
388.246103506

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
44.112408967232014

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <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]-5,6-dihydroxyheptanoic acid

> <ALOGPS_LOGP>
1.14

> <JCHEM_LOGP>
0.5113539399999993

> <ALOGPS_LOGS>
-2.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.807784416932432

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.136274044037547

> <JCHEM_PKA_STRONGEST_BASIC>
-1.6263155845122892

> <JCHEM_POLAR_SURFACE_AREA>
138.45000000000002

> <JCHEM_REFRACTIVITY>
102.3851

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.40e+00 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0      38.801 -23.036   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      43.753 -20.831   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      42.152 -15.329   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      29.115 -20.474   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      30.449 -18.164   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      39.784 -20.474   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      41.191 -19.848   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      39.946 -22.006   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      42.222 -20.992   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      41.452 -22.326   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      38.451 -19.704   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      41.511 -18.342   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      37.117 -20.474   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      42.976 -17.866   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      35.783 -19.704   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      43.296 -16.359   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      34.450 -20.474   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      44.761 -15.883   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      45.081 -14.377   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      33.116 -19.704   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      46.546 -13.901   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      31.782 -20.474   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      46.866 -12.395   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      48.331 -11.919   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      30.449 -19.704   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      35.783 -18.164   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      37.117 -22.014   0.000  0.00  0.00           O+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   27                                                  
CONECT   14   12   16                                                       
CONECT   15   13   17   26                                                  
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                                                  
CONECT   26   15                                                            
CONECT   27   13                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   54    0
END

View in JSmol

Synonyms

Value	Source
5,6-Hydroxyprostaglandin F1alpha	HMDB
Prostaglandins	HMDB
5,6-Dihydroxyprostaglandin F1	HMDB
5,6-DH-PGF1	HMDB
7-[(1R,2R,3R,5S)-3,5-Dihydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]cyclopentyl]-5,6-dihydroxyheptanoate	HMDB

Chemical Formula

C₂₀H₃₆O₇

Average Mass

388.4956 Da

Monoisotopic Mass

388.24610 Da

IUPAC Name

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

Traditional Name

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

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)C(O)CCCC(O)=O

InChI Identifier

InChI=1S/C20H36O7/c1-2-3-4-6-13(21)9-10-14-15(18(24)12-17(14)23)11-19(25)16(22)7-5-8-20(26)27/h9-10,13-19,21-25H,2-8,11-12H2,1H3,(H,26,27)/b10-9+/t13-,14+,15+,16?,17+,18-,19?/m0/s1

InChI Key

SAAOVBGAFHJPIF-NYNACFBQSA-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
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

Not Available

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	1.14	ALOGPS
logP	0.51	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	4.14	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	138.45 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	102.39 m³·mol⁻¹	ChemAxon
Polarizability	44.11 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0012109

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB028773

KNApSAcK ID

Not Available

Chemspider ID

4944203

KEGG Compound ID

C06475

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6439819

PDB ID

Not Available

ChEBI ID

139312

Good Scents ID

Not Available

References

General References

Showing NP-Card for 5,6-Dihydroxyprostaglandin F1a (NP0091920)

MOL for NP0091920 (5,6-Dihydroxyprostaglandin F1a)

3D MOL for NP0091920 (5,6-Dihydroxyprostaglandin F1a)

3D SDF for NP0091920 (5,6-Dihydroxyprostaglandin F1a)

3D-SDF for NP0091920 (5,6-Dihydroxyprostaglandin F1a)

PDB for NP0091920 (5,6-Dihydroxyprostaglandin F1a)

3D PDB for NP0091920 (5,6-Dihydroxyprostaglandin F1a)

SMILES for NP0091920 (5,6-Dihydroxyprostaglandin F1a)

INCHI for NP0091920 (5,6-Dihydroxyprostaglandin F1a)

Structure for NP0091920 (5,6-Dihydroxyprostaglandin F1a)

3D Structure for NP0091920 (5,6-Dihydroxyprostaglandin F1a)