NP-MRD: Showing NP-Card for polyporapyranone H (NP0042509)

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Record Information

Version

2.0

Created at

2021-06-21 00:09:12 UTC

Updated at

2021-06-30 00:17:38 UTC

NP-MRD ID

NP0042509

Secondary Accession Numbers

None

Natural Product Identification

Common Name

polyporapyranone H

Provided By

JEOL Database JEOL Logo

Description

Polyporapyranone H belongs to the class of organic compounds known as pyranones and derivatives. Pyranones and derivatives are compounds containing a pyran ring which bears a ketone. polyporapyranone H is found in Polyporales PSU-ES44 and Polyporales PSU-ES83. polyporapyranone H was first documented in 2013 (Rukachaisirikul, V., et al.). Based on a literature review very few articles have been published on Polyporapyranone H.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212102093D          

 26 28  0  0  0  0            999 V2000
    5.9120    0.4431   -2.3840 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7388    0.6717   -2.1214 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0093    1.7789   -2.7624 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7333    1.9698   -2.4207 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0447    1.2047   -1.5102 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7050    0.1442   -0.9011 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8821   -0.5937    0.0509 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8785   -1.9434    0.0969 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0851   -2.7430    1.0925 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0003   -3.3273    0.3814 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5408   -1.9824    2.2622 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5054   -1.1918    2.9835 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5154   -0.4825    2.2201 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0215    0.2335    1.0005 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1302    0.6798    0.2812 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9915   -0.1467   -1.1491 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5374    2.3898   -3.4809 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1083    2.7519   -2.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4701   -2.5309   -0.6006 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7101   -3.5591    1.4708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5086   -2.5914   -0.0038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1917   -2.5261    2.8408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2448    0.0601    2.7633 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5744    1.1188    1.3373 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2016    1.1180   -0.5226 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5336   -0.9527   -0.6727 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  8  7  2  0  0  0  0
 16  6  2  0  0  0  0
 16  2  1  0  0  0  0
 11  9  1  0  0  0  0
  6  5  1  0  0  0  0
 14 13  1  0  0  0  0
  5  4  1  0  0  0  0
  4  3  2  0  0  0  0
  9 10  1  0  0  0  0
  3  2  1  0  0  0  0
 14 15  1  0  0  0  0
 13 11  1  0  0  0  0
 13 12  1  0  0  0  0
 11 12  1  0  0  0  0
  7 14  1  0  0  0  0
  9  8  1  0  0  0  0
  6  7  1  0  0  0  0
 16 26  1  0  0  0  0
  4 18  1  0  0  0  0
  3 17  1  0  0  0  0
  8 19  1  0  0  0  0
  9 20  1  1  0  0  0
 14 24  1  1  0  0  0
 10 21  1  0  0  0  0
 15 25  1  0  0  0  0
 11 22  1  1  0  0  0
 13 23  1  1  0  0  0
M  END


  Mrv1652306212102093D          

 26 28  0  0  0  0            999 V2000
    5.9120    0.4431   -2.3840 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7388    0.6717   -2.1214 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0093    1.7789   -2.7624 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7333    1.9698   -2.4207 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0447    1.2047   -1.5102 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7050    0.1442   -0.9011 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8821   -0.5937    0.0509 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8785   -1.9434    0.0969 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0851   -2.7430    1.0925 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0003   -3.3273    0.3814 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5408   -1.9824    2.2622 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5054   -1.1918    2.9835 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5154   -0.4825    2.2201 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0215    0.2335    1.0005 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1302    0.6798    0.2812 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9915   -0.1467   -1.1491 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5374    2.3898   -3.4809 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1083    2.7519   -2.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4701   -2.5309   -0.6006 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7101   -3.5591    1.4708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5086   -2.5914   -0.0038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1917   -2.5261    2.8408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2448    0.0601    2.7633 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5744    1.1188    1.3373 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2016    1.1180   -0.5226 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5336   -0.9527   -0.6727 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  8  7  2  0  0  0  0
 16  6  2  0  0  0  0
 16  2  1  0  0  0  0
 11  9  1  0  0  0  0
  6  5  1  0  0  0  0
 14 13  1  0  0  0  0
  5  4  1  0  0  0  0
  4  3  2  0  0  0  0
  9 10  1  0  0  0  0
  3  2  1  0  0  0  0
 14 15  1  0  0  0  0
 13 11  1  0  0  0  0
 13 12  1  0  0  0  0
 11 12  1  0  0  0  0
  7 14  1  0  0  0  0
  9  8  1  0  0  0  0
  6  7  1  0  0  0  0
 16 26  1  0  0  0  0
  4 18  1  0  0  0  0
  3 17  1  0  0  0  0
  8 19  1  0  0  0  0
  9 20  1  1  0  0  0
 14 24  1  1  0  0  0
 10 21  1  0  0  0  0
 15 25  1  0  0  0  0
 11 22  1  1  0  0  0
 13 23  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0042509

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]1([H])C([H])=C(C2=C([H])C(=O)C([H])=C([H])O2)[C@@]([H])(O[H])[C@]2([H])O[C@]12[H]

> <INCHI_IDENTIFIER>
InChI=1S/C11H10O5/c12-5-1-2-15-8(3-5)6-4-7(13)10-11(16-10)9(6)14/h1-4,7,9-11,13-14H/t7-,9+,10+,11-/m0/s1

> <INCHI_KEY>
IFISZLXSCRLABW-IANFPDNMSA-N

> <FORMULA>
C11H10O5

> <MOLECULAR_WEIGHT>
222.196

> <EXACT_MASS>
222.052823422

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
20.78050905982649

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(1S,2R,5S,6R)-2,5-dihydroxy-7-oxabicyclo[4.1.0]hept-3-en-3-yl]-4H-pyran-4-one

> <ALOGPS_LOGP>
-0.65

> <JCHEM_LOGP>
-0.9148090259999995

> <ALOGPS_LOGS>
-1.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.873229305073409

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.195246348288563

> <JCHEM_PKA_STRONGEST_BASIC>
-3.376394404575368

> <JCHEM_POLAR_SURFACE_AREA>
79.29

> <JCHEM_REFRACTIVITY>
55.459900000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.00e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(1S,2R,5S,6R)-2,5-dihydroxy-7-oxabicyclo[4.1.0]hept-3-en-3-yl]pyran-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  O   UNK     0       5.912   0.443  -2.384  0.00  0.00           O+0
HETATM    2  C   UNK     0       4.739   0.672  -2.121  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.009   1.779  -2.762  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.733   1.970  -2.421  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.045   1.205  -1.510  0.00  0.00           O+0
HETATM    6  C   UNK     0       2.705   0.144  -0.901  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.882  -0.594   0.051  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.879  -1.943   0.097  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.085  -2.743   1.093  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.000  -3.327   0.381  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.541  -1.982   2.262  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.505  -1.192   2.983  0.00  0.00           O+0
HETATM   13  C   UNK     0       0.515  -0.483   2.220  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.022   0.234   1.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -0.130   0.680   0.281  0.00  0.00           O+0
HETATM   16  C   UNK     0       3.991  -0.147  -1.149  0.00  0.00           C+0
HETATM   17  H   UNK     0       4.537   2.390  -3.481  0.00  0.00           H+0
HETATM   18  H   UNK     0       2.108   2.752  -2.830  0.00  0.00           H+0
HETATM   19  H   UNK     0       2.470  -2.531  -0.601  0.00  0.00           H+0
HETATM   20  H   UNK     0       1.710  -3.559   1.471  0.00  0.00           H+0
HETATM   21  H   UNK     0      -0.509  -2.591  -0.004  0.00  0.00           H+0
HETATM   22  H   UNK     0      -0.192  -2.526   2.841  0.00  0.00           H+0
HETATM   23  H   UNK     0      -0.245   0.060   2.763  0.00  0.00           H+0
HETATM   24  H   UNK     0       1.574   1.119   1.337  0.00  0.00           H+0
HETATM   25  H   UNK     0       0.202   1.118  -0.523  0.00  0.00           H+0
HETATM   26  H   UNK     0       4.534  -0.953  -0.673  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1   16    3                                                  
CONECT    3    4    2   17                                                  
CONECT    4    5    3   18                                                  
CONECT    5    6    4                                                       
CONECT    6   16    5    7                                                  
CONECT    7    8   14    6                                                  
CONECT    8    7    9   19                                                  
CONECT    9   11   10    8   20                                             
CONECT   10    9   21                                                       
CONECT   11    9   13   12   22                                             
CONECT   12   13   11                                                       
CONECT   13   14   11   12   23                                             
CONECT   14   13   15    7   24                                             
CONECT   15   14   25                                                       
CONECT   16    6    2   26                                                  
CONECT   17    3                                                            
CONECT   18    4                                                            
CONECT   19    8                                                            
CONECT   20    9                                                            
CONECT   21   10                                                            
CONECT   22   11                                                            
CONECT   23   13                                                            
CONECT   24   14                                                            
CONECT   25   15                                                            
CONECT   26   16                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₁H₁₀O₅

Average Mass

222.1960 Da

Monoisotopic Mass

222.05282 Da

IUPAC Name

2-[(1S,2R,5S,6R)-2,5-dihydroxy-7-oxabicyclo[4.1.0]hept-3-en-3-yl]-4H-pyran-4-one

Traditional Name

2-[(1S,2R,5S,6R)-2,5-dihydroxy-7-oxabicyclo[4.1.0]hept-3-en-3-yl]pyran-4-one

CAS Registry Number

Not Available

SMILES

[H]O[C@@]1([H])C([H])=C(C2=C([H])C(=O)C([H])=C([H])O2)[C@@]([H])(O[H])[C@]2([H])O[C@]12[H]

InChI Identifier

InChI=1S/C11H10O5/c12-5-1-2-15-8(3-5)6-4-7(13)10-11(16-10)9(6)14/h1-4,7,9-11,13-14H/t7-,9+,10+,11-/m0/s1

InChI Key

IFISZLXSCRLABW-IANFPDNMSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Polyporales PSU-ES44	JEOL database	Rukachaisirikul, V., et al, Tetrahedron 69, 6981 (2013)
Polyporales PSU-ES83	JEOL database	Rukachaisirikul, V., et al, Tetrahedron 69, 6981 (2013)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyranones and derivatives. Pyranones and derivatives are compounds containing a pyran ring which bears a ketone.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrans

Sub Class

Pyranones and derivatives

Direct Parent

Pyranones and derivatives

Alternative Parents

Substituents

Pyranone
Heteroaromatic compound
Cyclic ketone
Secondary alcohol
Oxacycle
Ether
Oxirane
Dialkyl ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Alcohol
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	-0.65	ALOGPS
logP	-0.91	ChemAxon
logS	-1	ALOGPS
pKa (Strongest Acidic)	13.2	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	79.29 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	55.46 m³·mol⁻¹	ChemAxon
Polarizability	20.78 Å³	ChemAxon
Number of Rings	3	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

30771421

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

102103157

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Rukachaisirikul, V., et al. (2013). Rukachaisirikul, V., et al, Tetrahedron 69, 6981 (2013). Tetrahedron.

Showing NP-Card for polyporapyranone H (NP0042509)

MOL for NP0042509 (polyporapyranone H)

3D MOL for NP0042509 (polyporapyranone H)

3D SDF for NP0042509 (polyporapyranone H)

3D-SDF for NP0042509 (polyporapyranone H)

PDB for NP0042509 (polyporapyranone H)

3D PDB for NP0042509 (polyporapyranone H)

SMILES for NP0042509 (polyporapyranone H)

INCHI for NP0042509 (polyporapyranone H)

Structure for NP0042509 (polyporapyranone H)

3D Structure for NP0042509 (polyporapyranone H)