NP-MRD: Showing NP-Card for prostaglandin a1 (NP0310030)

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Record Information

Version

2.0

Created at

2022-09-11 05:01:22 UTC

Updated at

2022-09-11 05:01:22 UTC

NP-MRD ID

NP0310030

Secondary Accession Numbers

None

Natural Product Identification

Common Name

prostaglandin a1

Description

Prostaglandin A1, also known as PGA1, 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, prostaglandin A1 is considered to be an eicosanoid lipid molecule. The systematic name of this enzyme class is (13E)-(15S)-15-hydroxy-9-oxoprosta-10,13-dienoate Delta10-Delta11-isomerase. This enzyme is also called prostaglandin A isomerase. Prostaglandin A1 is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. prostaglandin a1 is found in Larix sibirica. prostaglandin a1 was first documented in 1975 (PMID: 1165130). Ightleftharpoons } (13E)-(15S)-15-hydroxy-9-oxoprosta-11,13-dienoateHence, this enzyme has one substrate, (13E)-(15S)-15-hydroxy-9-oxoprosta-10,13-dienoate (Prostaglandin A1 or PGA1), and one product, (13E)-(15S)-15-hydroxy-9-oxoprosta-11,13-dienoate (Prostaglandin C1) (PMID: 8049495) (PMID: 944773) (PMID: 16626509).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 56 56  0  0  0  0  0  0  0  0999 V2000
    6.6019   -0.2631   -2.1538 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3930   -0.9713   -0.8565 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4168   -0.1119    0.3458 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5072    1.0203    0.5004 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0512    0.7728    0.5198 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    0.2370   -0.7304 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7296    1.1632   -1.7456 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9476    0.2647   -0.5287 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4052   -0.4882    0.3870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0031   -0.6177    0.7465 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1368   -0.2268    2.1785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1124    0.6302    2.3364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7463    0.9166    1.0389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7536    1.6846    0.9894 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0032    0.1889    0.0206 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8201   -0.6111   -0.9615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6160   -1.7246   -0.4238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7122   -1.4139    0.5260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8151   -0.5720   -0.0829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8495   -0.3156    0.9608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0282    0.4811    0.5286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7363    1.8206    0.0353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5837    2.2910   -0.0355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7834    2.6289   -0.3816 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4434   -0.7086   -2.7069 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6974   -0.4343   -2.7851 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8233    0.8114   -2.0071 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6151   -1.7318   -0.8855 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3574   -1.6182   -0.7419 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4961    0.2467    0.5242 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2812   -0.8261    1.2317 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7373    1.5341    1.5071 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7321    1.8549   -0.2425 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7829    0.0324    1.3418 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4713    1.7225    0.7504 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6827   -0.7625   -1.0429 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5785    2.0765   -1.3846 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3679    0.8935   -1.1395 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1069   -1.1268    0.9853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2840   -1.7255    0.7219 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4773   -0.5849    3.0142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4002    1.0622    3.3100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4582    0.9391   -0.6396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1121   -1.0022   -1.7170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4748    0.1084   -1.4949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9890   -2.5438   -0.0016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1132   -2.2257   -1.3152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3535   -0.9510    1.4405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1894   -2.3848    0.8551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3208   -1.2332   -0.8547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4507    0.3230   -0.5974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3753    0.0836    1.8893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2446   -1.3272    1.2742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5941   -0.1097   -0.2238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7151    0.5357    1.4219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3939    2.2883   -1.1117 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  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 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 24  1  0
 22 23  2  0
 15 10  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  6
  7 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  1
 11 41  1  0
 12 42  1  0
 15 43  1  6
 16 44  1  0
 16 45  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  0
 18 49  1  0
 19 50  1  0
 19 51  1  0
 20 52  1  0
 20 53  1  0
 21 54  1  0
 21 55  1  0
 24 56  1  0
M  END

  Mrv0541 02231219342D          

 24 24  0  0  1  0            999 V2000
   25.2892  -13.2182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0307  -17.3666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4723  -16.0075    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3917  -17.6302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.0036  -13.6307    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   26.7181  -13.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7181  -12.3932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4393  -16.2204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8262  -16.7724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4327  -11.9807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2240  -16.4753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0416  -16.5175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4327  -11.1557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8371  -15.9232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4285  -17.0695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1471  -10.7432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6217  -16.1782    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   25.2892  -15.6933    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.6438  -16.8145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0036  -14.4557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2892  -14.8682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8767  -16.9628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9566  -16.1782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7017  -16.9628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  1  0  0  0
  2 19  1  0  0  0  0
  3 19  2  0  0  0  0
  4 22  2  0  0  0  0
  5  6  1  0  0  0  0
  5 20  1  0  0  0  0
  6  7  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
  8 11  1  0  0  0  0
  9 12  1  0  0  0  0
 10 13  1  0  0  0  0
 11 14  1  0  0  0  0
 12 15  1  0  0  0  0
 13 16  1  0  0  0  0
 17 14  1  6  0  0  0
 15 19  1  0  0  0  0
 17 18  1  0  0  0  0
 17 22  1  0  0  0  0
 18 21  1  1  0  0  0
 18 23  1  0  0  0  0
 20 21  2  0  0  0  0
 22 24  1  0  0  0  0
 23 24  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0310030

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H32O4/c1-2-3-6-9-17(21)14-12-16-13-15-19(22)18(16)10-7-4-5-8-11-20(23)24/h12-18,21H,2-11H2,1H3,(H,23,24)/b14-12+/t16-,17-,18+/m0/s1

> <INCHI_KEY>
BGKHCLZFGPIKKU-LDDQNKHRSA-N

> <FORMULA>
C20H32O4

> <MOLECULAR_WEIGHT>
336.4657

> <EXACT_MASS>
336.230059512

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
40.10607487396389

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
4.21

> <JCHEM_LOGP>
4.737872620333333

> <ALOGPS_LOGS>
-4.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
17.74675363107826

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.45154130592671

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5972323838202795

> <JCHEM_POLAR_SURFACE_AREA>
74.6

> <JCHEM_REFRACTIVITY>
97.97329999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.49e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
prostaglandin A1

> <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      47.207 -24.674   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      35.524 -32.418   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      36.348 -29.881   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      45.531 -32.910   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      48.540 -25.444   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      49.874 -24.674   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      49.874 -23.134   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      41.887 -30.278   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      40.742 -31.308   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      51.208 -22.364   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      43.351 -30.754   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      39.278 -30.833   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      51.208 -20.824   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      44.496 -29.723   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      38.133 -31.863   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      52.541 -20.054   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      45.961 -30.199   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      47.207 -29.294   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      36.668 -31.387   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      48.540 -26.984   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      47.207 -27.754   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      46.437 -31.664   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      48.452 -30.199   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      47.977 -31.664   0.000  0.00  0.00           C+0
CONECT    1    5                                                            
CONECT    2   19                                                            
CONECT    3   19                                                            
CONECT    4   22                                                            
CONECT    5    1    6   20                                                  
CONECT    6    5    7                                                       
CONECT    7    6   10                                                       
CONECT    8    9   11                                                       
CONECT    9    8   12                                                       
CONECT   10    7   13                                                       
CONECT   11    8   14                                                       
CONECT   12    9   15                                                       
CONECT   13   10   16                                                       
CONECT   14   11   17                                                       
CONECT   15   12   19                                                       
CONECT   16   13                                                            
CONECT   17   14   18   22                                                  
CONECT   18   17   21   23                                                  
CONECT   19    2    3   15                                                  
CONECT   20    5   21                                                       
CONECT   21   18   20                                                       
CONECT   22    4   17   24                                                  
CONECT   23   18   24                                                       
CONECT   24   22   23                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   48    0
END

View in JSmol

Synonyms

Value	Source
(13E)-(15S)-15-Hydroxy-9-oxoprosta-10,13-dienoate	ChEBI
PGA1	ChEBI
(13E)-(15S)-15-Hydroxy-9-oxoprosta-10,13-dienoic acid	Generator
(13E,15S)-15-Hydroxy-9-oxo-prosta-10,13-dien-1-Oate	HMDB
(13E,15S)-15-Hydroxy-9-oxo-prosta-10,13-dien-1-Oic acid	HMDB
15-Hydroxy-9-oxoprosta-10,13-dienoate	HMDB
15-Hydroxy-9-oxoprosta-10,13-dienoic acid	HMDB
15a-Hydroxy-9-ketoprosta-10,13-dienoate	HMDB
15a-Hydroxy-9-ketoprosta-10,13-dienoic acid	HMDB
15a-Hydroxy-9-oxo-10,13E-prostadienoate	HMDB
15a-Hydroxy-9-oxo-10,13E-prostadienoic acid	HMDB
2-(3-Hydroxy-1-octenyl)-5-oxo-3- cyclopentene-1-heptanoate	HMDB
2-(3-Hydroxy-1-octenyl)-5-oxo-3- cyclopentene-1-heptanoic acid	HMDB
2-(3-Hydroxy-1-octenyl)-5-oxo-3-cyclopentene-1-heptanoate	HMDB
2-(3-Hydroxy-1-octenyl)-5-oxo-3-cyclopentene-1-heptanoic acid	HMDB
Prostaglandin e1-217	HMDB
Prostaglandin a1, (13E,15R)-(+-)-isomer	HMDB
Prostaglandin a1, (13E,15R)-isomer	HMDB
Prostaglandin a1, (13E,15S)-(+-)-isomer	HMDB
Prostaglandin a1, (8beta,12alpha,13E,15S)-isomer	HMDB
Prostaglandin a1	MeSH

Chemical Formula

C₂₀H₃₂O₄

Average Mass

336.4657 Da

Monoisotopic Mass

336.23006 Da

IUPAC Name

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

Traditional Name

prostaglandin A1

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C20H32O4/c1-2-3-6-9-17(21)14-12-16-13-15-19(22)18(16)10-7-4-5-8-11-20(23)24/h12-18,21H,2-11H2,1H3,(H,23,24)/b14-12+/t16-,17-,18+/m0/s1

InChI Key

BGKHCLZFGPIKKU-LDDQNKHRSA-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
Larix sibirica	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
Fatty alcohol
Hydroxy fatty acid
Ketone
Cyclic ketone
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Hydrocarbon derivative
Alcohol
Organic oxide
Organic oxygen compound
Organooxygen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

prostaglandins A (CHEBI:15545 )
Prostaglandins (LMFA03010005 )

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	4.21	ALOGPS
logP	4.74	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	4.45	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.6 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	97.97 m³·mol⁻¹	ChemAxon
Polarizability	40.11 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

HMDB0002656

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB023040

KNApSAcK ID

Not Available

Chemspider ID

4445196

KEGG Compound ID

C04685

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Prostaglandin-A1 Delta-isomerase

METLIN ID

407

PubChem Compound

5281912

PDB ID

Not Available

ChEBI ID

15545

Good Scents ID

Not Available

References

General References

Sasaki H, Fukushima M: Prostaglandins in the treatment of cancer. Anticancer Drugs. 1994 Apr;5(2):131-8. doi: 10.1097/00001813-199404000-00002. [PubMed:8049495 ]
Gueriguian FL: Prostaglandin-macromolecule interactions. I. Noncovalent binding of prostaglandins A1, E1, F2alpha, and E2 by human and bovine serum albumins. J Pharmacol Exp Ther. 1976 May;197(2):391-401. [PubMed:944773 ]
Montgomery RG, Patel NC, Lee JG: A comparison of the diuretic effects of prostaglandin A1, sodium ethacrynate, and placebo. Int J Clin Pharmacol Biopharm. 1975 Jul;12(1-2):102-8. [PubMed:1165130 ]
Zhu Y, Gu ZL, Liang ZQ, Zhang HL, Qin ZH: Prostaglandin A1 inhibits increases in intracellular calcium concentration, TXA(2) production and platelet activation. Acta Pharmacol Sin. 2006 May;27(5):549-54. doi: 10.1111/j.1745-7254.2006.00311.x. [PubMed:16626509 ]
LOTUS database [Link]

Showing NP-Card for prostaglandin a1 (NP0310030)

MOL for NP0310030 (prostaglandin a1)

3D MOL for NP0310030 (prostaglandin a1)

3D SDF for NP0310030 (prostaglandin a1)

3D-SDF for NP0310030 (prostaglandin a1)

PDB for NP0310030 (prostaglandin a1)

3D PDB for NP0310030 (prostaglandin a1)

SMILES for NP0310030 (prostaglandin a1)

INCHI for NP0310030 (prostaglandin a1)

Structure for NP0310030 (prostaglandin a1)

3D Structure for NP0310030 (prostaglandin a1)