NP-MRD: Showing NP-Card for prostaglandin a2 (NP0213279)

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Record Information

Version

2.0

Created at

2022-09-05 12:13:26 UTC

Updated at

2022-09-05 12:13:26 UTC

NP-MRD ID

NP0213279

Secondary Accession Numbers

None

Natural Product Identification

Common Name

prostaglandin a2

Description

Prostaglandin A2, also known as PGA2 or medullin, 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 A2 is considered to be an eicosanoid lipid molecule. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. There is also an increase in DNA content preceeding the G0/G1 peak (indicative of apoptotic body formation) mediated by changes in expression levels of Bax and Bcl-2. Prostaglandin A2 is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. In humans, prostaglandin A2 is involved in mefenamic acid action pathway. Produced by the seminal vesicles, prostaglandins are a group of lipid compounds that are derived enzymatically from fatty acids. 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. The PGs and TXs are collectively identified as prostanoids. Prostaglandin A is a cyclopentenone and is an endogenous metabolite derived from arachidonic acid. Technically hormones, the prostanoid class of fatty acid derivatives is a subclass of eicosanoids. Excess Prostaglandin A2 causes an accumulation in both S and G2/M, and a marked decrease in G1. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). prostaglandin a2 is found in Cervus nippon, Homo sapiens, Larix sibirica and Plexaura homomalla. All mammalian cells except erythrocytes synthesize eicosanoids.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 54 54  0  0  0  0  0  0  0  0999 V2000
    7.8762   -1.2842   -0.0789 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6608    0.2038   -0.1542 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1637    0.5407   -0.2317 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5333   -0.0002    0.9955 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0777    0.2059    1.1497 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2045   -0.3774    0.0970 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4951    0.1474   -1.1777 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8006    0.0347    0.3851 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9163    0.3469   -0.5232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5016    0.7630   -0.2292 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7068    2.0075   -1.0032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2056    1.6947   -2.1883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3674    0.2495   -2.2878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4028   -0.4340   -3.3101 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4773   -0.1862   -0.8719 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8884    0.1565   -0.4281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1011    0.0689    1.0193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9700   -0.7526    1.5326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7866   -1.6386    0.7187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2771   -1.3911    0.8720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6662    0.0062    0.4797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1273    0.2175    0.6401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9121   -0.6840    1.0556 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6480    1.4576    0.3194 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8688   -1.4930   -0.5733 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1020   -1.8421   -0.6432 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9927   -1.6386    0.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9941    0.6332    0.8350 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2344    0.6868   -0.9431 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8179   -0.0214   -1.1478 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1095    1.6251   -0.3537 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0332    0.4829    1.8769 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7995   -1.0787    1.0768 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8289    1.2832    1.2474 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7730   -0.2532    2.1231 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2745   -1.4870    0.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4735    1.1365   -1.1394 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5133    0.0715    1.4290 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1931    0.3133   -1.5681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6518    0.9063    0.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4666    2.9882   -0.6058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4424    2.4495   -2.9442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2307   -1.2381   -0.7236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6251   -0.3006   -1.0782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0230    1.2781   -0.6499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4924    0.7344    1.6508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1348   -0.8188    2.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4893   -1.8408   -0.3039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6654   -2.6681    1.2172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6268   -1.5772    1.8989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7950   -2.1090    0.2057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4397    0.1719   -0.6097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1469    0.7870    1.0272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4686    1.4659   -0.2877 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  2  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
 18 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 21 52  1  0
 21 53  1  0
 24 54  1  0
M  END


  Mrv1652311161700512D          

 24 24  0  0  0  0            999 V2000
 2499.7539 2502.6378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2500.4700 2503.0488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2501.2944 2503.0488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2502.0084 2502.6378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2502.7224 2503.0488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2503.4365 2502.6378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2504.1505 2503.0488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2504.8645 2502.6378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2504.1505 2503.8735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2501.1226 2501.7211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2501.8367 2501.3078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2502.5507 2501.7211    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 2503.2646 2501.3078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2503.9788 2501.7211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2504.6928 2501.3078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2505.4068 2501.7211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2506.1208 2501.3078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2502.5507 2502.5456    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2498.2890 2501.5635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2499.7372 2501.8028    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 2499.0692 2501.3174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2499.3244 2500.5321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2500.1501 2500.5321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2500.4052 2501.3174    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 18  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 20 21  1  0  0  0  0
 20 24  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 21 19  2  0  0  0  0
 24 10  1  1  0  0  0
 20  1  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0213279

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H30O4/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/h4,7,12-18,21H,2-3,5-6,8-11H2,1H3,(H,23,24)/b7-4-,14-12+/t16-,17-,18+/m0/s1

> <INCHI_KEY>
MYHXHCUNDDAEOZ-FOSBLDSVSA-N

> <FORMULA>
C20H30O4

> <MOLECULAR_WEIGHT>
334.4498

> <EXACT_MASS>
334.214409448

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
38.65998139808427

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
4.08

> <JCHEM_LOGP>
4.375950963666667

> <ALOGPS_LOGS>
-4.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
17.746753582730975

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.4020347457496705

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5972353190575

> <JCHEM_POLAR_SURFACE_AREA>
74.6

> <JCHEM_REFRACTIVITY>
99.08989999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.06e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
prostaglandin A2

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-NOV-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-NOV-17         0                                  
HETATM    1  C   UNK     0    4666.2074671.591   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    4667.5444672.358   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    4669.0834672.358   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    4670.4164671.591   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    4671.7484672.358   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    4673.0814671.591   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    4674.4144672.358   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0    4675.7474671.591   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0    4674.4144673.897   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0    4668.7624669.879   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    4670.0954669.108   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    4671.4284669.879   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    4672.7614669.108   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    4674.0944669.879   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    4675.4274669.108   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    4676.7594669.879   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    4678.0924669.108   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0    4671.4284671.418   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0    4663.4734669.585   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0    4666.1764670.032   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    4664.9294669.126   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    4665.4064667.660   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    4666.9474667.660   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    4667.4234669.126   0.000  0.00  0.00           C+0
CONECT    1    2   20                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10   11   24                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16                                                            
CONECT   18   12                                                            
CONECT   19   21                                                            
CONECT   20   21   24    1                                                  
CONECT   21   20   22   19                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   20   23   10                                                  
MASTER        0    0    0    0    0    0    0    0   24    0   48    0
END

View in JSmol

Synonyms

Value	Source
(15S)-PGA2	ChEBI
(15S)-Prostaglandin a2	ChEBI
5,6-cis-PGA2	ChEBI
Medullin	ChEBI
PGA2	ChEBI
7-[2-(3-Hydroxy-1-octenyl)-5-oxo-3-cyclopenten-1-yl]-5-heptenoic acid	HMDB
(5Z,13E,15S)-15-Hydroxy-9-oxoprosta-5,10,13-trien-1-Oic acid	HMDB
(+)-Prostaglandin a2	HMDB
15(S)-Hydroxy-9-oxo-5-cis-10,13-trans-prostatrienoate	HMDB
15(S)-Hydroxy-9-oxo-5-cis-10,13-trans-prostatrienoic acid	HMDB
15(S)-Hydroxy-9-oxo-5-cis-10,13-trans-prostenoate	HMDB
15(S)-Hydroxy-9-oxo-5-cis-10,13-trans-prostenoic acid	HMDB
15(S)-Prostaglandin a2	HMDB
15Α-hydroxy-9-oxo-cis-5,10,trans-13-prostatrienecarboxylate	HMDB
15Α-hydroxy-9-oxo-cis-5,10,trans-13-prostatrienecarboxylic acid	HMDB
15Α-hydroxy-9-oxo-cis-5,10,trans-13-prostatrienoate	HMDB
15Α-hydroxy-9-oxo-cis-5,10,trans-13-prostatrienoic acid	HMDB
NSC 165561	HMDB
(5Z,13E,15S)-15-Hydroxy-9-oxoprosta-5, 10,13-triene-1-Oic acid	HMDB
(Z)-7-((1R,2S)-2-((e)-(3S)-3-Hydroxyoct-1-enyl)-5-oxocyclopent-3-enyl)hept-5-enoic acid	HMDB
Prostaglandin A2	HMDB

Chemical Formula

C₂₀H₃₀O₄

Average Mass

334.4498 Da

Monoisotopic Mass

334.21441 Da

IUPAC Name

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

Traditional Name

prostaglandin A2

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C20H30O4/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/h4,7,12-18,21H,2-3,5-6,8-11H2,1H3,(H,23,24)/b7-4-,14-12+/t16-,17-,18+/m0/s1

InChI Key

MYHXHCUNDDAEOZ-FOSBLDSVSA-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
Cervus nippon	LOTUS Database	35616633
Homo sapiens	LOTUS Database	35616633
Larix sibirica	LOTUS Database	35616633
Plexaura homomalla	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Prostaglandins and related compounds

Alternative Parents

Substituents

Prostaglandin skeleton
Long-chain fatty acid
Hydroxy fatty acid
Fatty acid
Unsaturated fatty acid
Ketone
Cyclic ketone
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxide
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

prostaglandins A (CHEBI:27820 )
Prostaglandins (C05953 )
Prostaglandins (LMFA03010035 )

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	4.08	ALOGPS
logP	4.38	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	4.4	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	12	ChemAxon
Refractivity	99.09 m³·mol⁻¹	ChemAxon
Polarizability	38.66 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

HMDB0002752

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB023060

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C05953

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5280880

PDB ID

Not Available

ChEBI ID

27820

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for prostaglandin a2 (NP0213279)

MOL for NP0213279 (prostaglandin a2)

3D MOL for NP0213279 (prostaglandin a2)

3D SDF for NP0213279 (prostaglandin a2)

3D-SDF for NP0213279 (prostaglandin a2)

PDB for NP0213279 (prostaglandin a2)

3D PDB for NP0213279 (prostaglandin a2)

SMILES for NP0213279 (prostaglandin a2)

INCHI for NP0213279 (prostaglandin a2)

Structure for NP0213279 (prostaglandin a2)

3D Structure for NP0213279 (prostaglandin a2)