NP-MRD: Showing NP-Card for punaglandin 4 (NP0223087)

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Record Information

Version

2.0

Created at

2022-09-06 01:05:11 UTC

Updated at

2022-09-06 01:05:11 UTC

NP-MRD ID

NP0223087

Secondary Accession Numbers

None

Natural Product Identification

Common Name

punaglandin 4

Description

Punaglandin 4 belongs to the class of organic compounds known as clavulones and derivatives. These are ester derivatives of prostanoids. Thus, punaglandin 4 is considered to be an eicosanoid. punaglandin 4 is found in Carijoa riisei. Based on a literature review very few articles have been published on Punaglandin 4.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062203052D          

 34 34  0  0  1  0            999 V2000
   -3.2232   -1.0022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4338   -0.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2467    0.0410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4573    0.2808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8550   -0.2830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0421   -1.0865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4398   -1.6503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3496   -1.4106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5367   -0.6070    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3163   -0.8771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2819   -0.5050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.1849    0.6552    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.2845    0.7038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3865    1.5224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8868    0.1400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6969    0.2959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2370   -0.3277    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9670   -1.1073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 23 31  1  1  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  2  0  0  0  0
M  END

     RDKit          3D

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    2.3700   -0.0064    0.7386 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5214    1.3955    0.3569 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652309062203052D          

 34 34  0  0  1  0            999 V2000
   -3.2232   -1.0022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.3172    0.6077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END
> <DATABASE_ID>
NP0223087

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCC\C=C/C[C@@]1(O)C=C(Cl)C(=O)\C1=C\[C@H](OC(C)=O)[C@H](CCCC(=O)OC)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C25H35ClO8/c1-5-6-7-8-9-10-14-25(31)16-20(26)24(30)19(25)15-22(34-18(3)28)21(33-17(2)27)12-11-13-23(29)32-4/h9-10,15-16,21-22,31H,5-8,11-14H2,1-4H3/b10-9-,19-15-/t21-,22-,25+/m0/s1

> <INCHI_KEY>
HMDYASDJIREJJW-ORSYJHFOSA-N

> <FORMULA>
C25H35ClO8

> <MOLECULAR_WEIGHT>
499.0

> <EXACT_MASS>
498.2020458

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
69

> <JCHEM_AVERAGE_POLARIZABILITY>
52.628524238593464

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (5S,6S)-5,6-bis(acetyloxy)-7-[(1E,2R)-4-chloro-2-hydroxy-2-[(2Z)-oct-2-en-1-yl]-5-oxocyclopent-3-en-1-ylidene]heptanoate

> <JCHEM_LOGP>
3.9270616023333327

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.406007513925953

> <JCHEM_PKA_STRONGEST_BASIC>
-3.496012313408788

> <JCHEM_POLAR_SURFACE_AREA>
116.20000000000002

> <JCHEM_REFRACTIVITY>
129.4482

> <JCHEM_ROTATABLE_BOND_COUNT>
17

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
punaglandin 4

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0      -6.017  -1.871   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.543  -1.423   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.194   0.077   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.720   0.524   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.596  -0.528   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.945  -2.028   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.821  -3.081   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.653  -2.633   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.002  -1.133   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.457  -1.637   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -0.526  -0.943   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.817   0.570   0.000  0.00  0.00           C+0
HETATM   13 Cl   UNK     0      -2.212   1.223   0.000  0.00  0.00          Cl+0
HETATM   14  C   UNK     0       0.531   1.314   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.722   2.842   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       1.655   0.261   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.168   0.552   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.176  -0.612   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       3.672  -2.067   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       4.680  -3.231   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.192  -2.940   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       4.176  -4.686   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       5.688  -0.321   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.696  -1.485   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.208  -1.194   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.217  -2.358   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      10.729  -2.067   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      11.233  -0.612   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      11.737  -3.231   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      13.249  -2.940   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       6.192   1.134   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       5.184   2.299   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       3.672   2.008   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       5.688   3.754   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11   16                                             
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14    9   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   18   24   31                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29                                                            
CONECT   31   23   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   68    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₃₅ClO₈

Average Mass

499.0000 Da

Monoisotopic Mass

498.20205 Da

IUPAC Name

methyl (5S,6S)-5,6-bis(acetyloxy)-7-[(1E,2R)-4-chloro-2-hydroxy-2-[(2Z)-oct-2-en-1-yl]-5-oxocyclopent-3-en-1-ylidene]heptanoate

Traditional Name

punaglandin 4

CAS Registry Number

Not Available

SMILES

CCCCC\C=C/C[C@@]1(O)C=C(Cl)C(=O)\C1=C\[C@H](OC(C)=O)[C@H](CCCC(=O)OC)OC(C)=O

InChI Identifier

InChI=1S/C25H35ClO8/c1-5-6-7-8-9-10-14-25(31)16-20(26)24(30)19(25)15-22(34-18(3)28)21(33-17(2)27)12-11-13-23(29)32-4/h9-10,15-16,21-22,31H,5-8,11-14H2,1-4H3/b10-9-,19-15-/t21-,22-,25+/m0/s1

InChI Key

HMDYASDJIREJJW-ORSYJHFOSA-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
Carijoa riisei	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as clavulones and derivatives. These are ester derivatives of prostanoids.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Clavulones and derivatives

Alternative Parents

Substituents

Clavulone
Tricarboxylic acid or derivatives
Fatty acid ester
Fatty acid methyl ester
Alpha-haloketone
Tertiary alcohol
Alpha-chloroketone
Methyl ester
Cyclic ketone
Carboxylic acid ester
Ketone
Chloroalkene
Carboxylic acid derivative
Vinyl halide
Vinyl chloride
Haloalkene
Hydrocarbon derivative
Organohalogen compound
Organochloride
Alcohol
Organic oxygen compound
Organooxygen compound
Organic oxide
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Clavulones and derivatives (LMFA03120033 )

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	3.93	ChemAxon
pKa (Strongest Acidic)	13.41	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	116.2 Å²	ChemAxon
Rotatable Bond Count	17	ChemAxon
Refractivity	129.45 m³·mol⁻¹	ChemAxon
Polarizability	52.63 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4446369

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5283248

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for punaglandin 4 (NP0223087)

MOL for NP0223087 (punaglandin 4)

3D MOL for NP0223087 (punaglandin 4)

3D SDF for NP0223087 (punaglandin 4)

3D-SDF for NP0223087 (punaglandin 4)

PDB for NP0223087 (punaglandin 4)

3D PDB for NP0223087 (punaglandin 4)

SMILES for NP0223087 (punaglandin 4)

INCHI for NP0223087 (punaglandin 4)

Structure for NP0223087 (punaglandin 4)

3D Structure for NP0223087 (punaglandin 4)