NP-MRD: Showing NP-Card for Phelligridin J (NP0006879)

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Record Information

Version

1.0

Created at

2020-12-09 03:47:32 UTC

Updated at

2021-07-15 16:56:03 UTC

NP-MRD ID

NP0006879

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Phelligridin J

Provided By

NPAtlas

Description

PHELLIGRIDIN J belongs to the class of organic compounds known as isocoumarins and derivatives. These are polycyclic compounds containing an isochromane which bears a ketone at the carbon C1. Phelligridin J is found in Phellinus igniarius. It was first documented in 2007 (PMID: 17279797). Based on a literature review very few articles have been published on PHELLIGRIDIN J.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118363D          

 27 29  0  0  0  0            999 V2000
    5.4769   -0.5976   -0.4833 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7693   -0.1605    0.4321 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4043    0.2921    1.5899 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3039   -0.1109    0.3231 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7285   -0.5711   -0.8432 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3602   -0.5239   -0.9429 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7954   -0.9578   -2.0460 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4850   -0.9530   -2.2315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0402   -1.3650   -3.2818 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2972   -0.4712   -1.2275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6764   -0.4453   -1.3787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4637    0.0387   -0.3658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8430    0.0545   -0.5407 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9688    0.5072    0.8077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6850    1.0071    1.8687 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5677    0.4781    0.9546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7520    0.0022   -0.0350 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6162   -0.0170    0.1302 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2380    0.4290    1.2705 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6369    0.8946    2.2689 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5597    0.3433    1.2727 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9337    0.3627    2.4814 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3452   -0.9496   -1.6353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0662   -0.8194   -2.3150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4876    0.3919    0.1507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6751    1.0916    1.9146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1602    0.8386    1.8617 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  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
  8  9  2  0  0  0  0
  8 10  1  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 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21  4  1  0  0  0  0
 18  6  2  0  0  0  0
 17 10  1  0  0  0  0
  3 22  1  0  0  0  0
  5 23  1  0  0  0  0
 11 24  1  0  0  0  0
 13 25  1  0  0  0  0
 15 26  1  0  0  0  0
 16 27  1  0  0  0  0
M  END


  Mrv1652306242118363D          

 27 29  0  0  0  0            999 V2000
    5.4769   -0.5976   -0.4833 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7693   -0.1605    0.4321 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4043    0.2921    1.5899 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3039   -0.1109    0.3231 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7285   -0.5711   -0.8432 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3602   -0.5239   -0.9429 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7954   -0.9578   -2.0460 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4850   -0.9530   -2.2315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0402   -1.3650   -3.2818 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2972   -0.4712   -1.2275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6764   -0.4453   -1.3787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4637    0.0387   -0.3658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8430    0.0545   -0.5407 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9688    0.5072    0.8077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6850    1.0071    1.8687 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5677    0.4781    0.9546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7520    0.0022   -0.0350 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6162   -0.0170    0.1302 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2380    0.4290    1.2705 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6369    0.8946    2.2689 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5597    0.3433    1.2727 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9337    0.3627    2.4814 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3452   -0.9496   -1.6353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0662   -0.8194   -2.3150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4876    0.3919    0.1507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6751    1.0916    1.9146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1602    0.8386    1.8617 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  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
  8  9  2  0  0  0  0
  8 10  1  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 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21  4  1  0  0  0  0
 18  6  2  0  0  0  0
 17 10  1  0  0  0  0
  3 22  1  0  0  0  0
  5 23  1  0  0  0  0
 11 24  1  0  0  0  0
 13 25  1  0  0  0  0
 15 26  1  0  0  0  0
 16 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0006879

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C1=C([H])C2=C(C(=O)O1)C1=C([H])C(O[H])=C(O[H])C([H])=C1C(=O)O2

> <INCHI_IDENTIFIER>
InChI=1S/C13H6O8/c14-6-1-4-5(2-7(6)15)12(18)20-8-3-9(11(16)17)21-13(19)10(4)8/h1-3,14-15H,(H,16,17)

> <INCHI_KEY>
HRPMTHJYSWKEDI-UHFFFAOYSA-N

> <FORMULA>
C13H6O8

> <MOLECULAR_WEIGHT>
290.183

> <EXACT_MASS>
290.006267153

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
25.20848502783925

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8,9-dihydroxy-1,6-dioxo-1H,6H-pyrano[4,3-c]isochromene-3-carboxylic acid

> <ALOGPS_LOGP>
1.85

> <JCHEM_LOGP>
0.8273475089999998

> <ALOGPS_LOGS>
-2.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.975343220784051

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.4116626267461956

> <JCHEM_PKA_STRONGEST_BASIC>
-6.423510203034362

> <JCHEM_POLAR_SURFACE_AREA>
130.35999999999999

> <JCHEM_REFRACTIVITY>
67.47100000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.31e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8,9-dihydroxy-1,6-dioxopyrano[4,3-c]isochromene-3-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  O   UNK     0       5.477  -0.598  -0.483  0.00  0.00           O+0
HETATM    2  C   UNK     0       4.769  -0.161   0.432  0.00  0.00           C+0
HETATM    3  O   UNK     0       5.404   0.292   1.590  0.00  0.00           O+0
HETATM    4  C   UNK     0       3.304  -0.111   0.323  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.728  -0.571  -0.843  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.360  -0.524  -0.943  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.795  -0.958  -2.046  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.485  -0.953  -2.232  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.040  -1.365  -3.282  0.00  0.00           O+0
HETATM   10  C   UNK     0      -1.297  -0.471  -1.228  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.676  -0.445  -1.379  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.464   0.039  -0.366  0.00  0.00           C+0
HETATM   13  O   UNK     0      -4.843   0.055  -0.541  0.00  0.00           O+0
HETATM   14  C   UNK     0      -2.969   0.507   0.808  0.00  0.00           C+0
HETATM   15  O   UNK     0      -3.685   1.007   1.869  0.00  0.00           O+0
HETATM   16  C   UNK     0      -1.568   0.478   0.955  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.752   0.002  -0.035  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.616  -0.017   0.130  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.238   0.429   1.270  0.00  0.00           C+0
HETATM   20  O   UNK     0       0.637   0.895   2.269  0.00  0.00           O+0
HETATM   21  O   UNK     0       2.560   0.343   1.273  0.00  0.00           O+0
HETATM   22  H   UNK     0       4.934   0.363   2.481  0.00  0.00           H+0
HETATM   23  H   UNK     0       3.345  -0.950  -1.635  0.00  0.00           H+0
HETATM   24  H   UNK     0      -3.066  -0.819  -2.315  0.00  0.00           H+0
HETATM   25  H   UNK     0      -5.488   0.392   0.151  0.00  0.00           H+0
HETATM   26  H   UNK     0      -4.675   1.092   1.915  0.00  0.00           H+0
HETATM   27  H   UNK     0      -1.160   0.839   1.862  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2   22                                                       
CONECT    4    2    5   21                                                  
CONECT    5    4    6   23                                                  
CONECT    6    5    7   18                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   17                                                  
CONECT   11   10   12   24                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12   25                                                       
CONECT   14   12   15   16                                                  
CONECT   15   14   26                                                       
CONECT   16   14   17   27                                                  
CONECT   17   16   18   10                                                  
CONECT   18   17   19    6                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19    4                                                       
CONECT   22    3                                                            
CONECT   23    5                                                            
CONECT   24   11                                                            
CONECT   25   13                                                            
CONECT   26   15                                                            
CONECT   27   16                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

View in JSmol View NMR Assignments

Synonyms

Value	Source
8,9-Dihydroxy-1,6-dioxo-1H,6H-pyrano[4,3-c]isochromene-3-carboxylate	Generator

Chemical Formula

C₁₃H₆O₈

Average Mass

290.1830 Da

Monoisotopic Mass

290.00627 Da

IUPAC Name

8,9-dihydroxy-1,6-dioxo-1H,6H-pyrano[4,3-c]isochromene-3-carboxylic acid

Traditional Name

8,9-dihydroxy-1,6-dioxopyrano[4,3-c]isochromene-3-carboxylic acid

CAS Registry Number

Not Available

SMILES

OC(=O)C1=CC2=C(C(=O)O1)C1=CC(O)=C(O)C=C1C(=O)O2

InChI Identifier

InChI=1S/C13H6O8/c14-6-1-4-5(2-7(6)15)12(18)20-8-3-9(11(16)17)21-13(19)10(4)8/h1-3,14-15H,(H,16,17)

InChI Key

HRPMTHJYSWKEDI-UHFFFAOYSA-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
Phellinus igniarius	NPAtlas	17279797

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isocoumarins and derivatives. These are polycyclic compounds containing an isochromane which bears a ketone at the carbon C1.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isocoumarins and derivatives

Sub Class

Not Available

Direct Parent

Isocoumarins and derivatives

Alternative Parents

Substituents

Isocoumarin
Benzopyran
2-benzopyran
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyranone
Pyran
Benzenoid
Heteroaromatic compound
Lactone
Oxacycle
Carboxylic acid
Carboxylic acid derivative
Organoheterocyclic compound
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	1.85	ALOGPS
logP	0.83	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	2.41	ChemAxon
pKa (Strongest Basic)	-6.4	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	130.36 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	67.47 m³·mol⁻¹	ChemAxon
Polarizability	25.21 Å³	ChemAxon
Number of Rings	3	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

NPAtlas ID

NPA016840

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00039989

Chemspider ID

17267229

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16109845

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Wang Y, Shang XY, Wang SJ, Mo SY, Li S, Yang YC, Ye F, Shi JG, He L: Structures, biogenesis, and biological activities of pyrano[4,3-c]isochromen-4-one derivatives from the Fungus Phellinus igniarius. J Nat Prod. 2007 Feb;70(2):296-9. doi: 10.1021/np060476h. Epub 2007 Feb 6. [PubMed:17279797 ]

Showing NP-Card for Phelligridin J (NP0006879)

MOL for NP0006879 (Phelligridin J)

3D MOL for NP0006879 (Phelligridin J)

3D SDF for NP0006879 (Phelligridin J)

3D-SDF for NP0006879 (Phelligridin J)

PDB for NP0006879 (Phelligridin J)

3D PDB for NP0006879 (Phelligridin J)

SMILES for NP0006879 (Phelligridin J)

INCHI for NP0006879 (Phelligridin J)

Structure for NP0006879 (Phelligridin J)

3D Structure for NP0006879 (Phelligridin J)