NP-MRD: Showing NP-Card for 5-hydroxy-9-{5-hydroxy-6,8-dimethoxy-2-methyl-4-oxobenzo[g]chromen-9-yl}-8,10-dimethoxy-2-methylbenzo[h]chromen-4-one (NP0211792)

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Record Information

Version

2.0

Created at

2022-09-05 10:13:09 UTC

Updated at

2022-09-05 10:13:09 UTC

NP-MRD ID

NP0211792

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-hydroxy-9-{5-hydroxy-6,8-dimethoxy-2-methyl-4-oxobenzo[g]chromen-9-yl}-8,10-dimethoxy-2-methylbenzo[h]chromen-4-one

Description

5-Hydroxy-9-{5-hydroxy-8,10-dimethoxy-2-methyl-4-oxo-4H-benzo[h]chromen-9-yl}-6,8-dimethoxy-2-methyl-4H-benzo[g]chromen-4-one belongs to the class of organic compounds known as naphthopyranones. Naphthopyranones are compounds containing a naphthopyran skeleton where a ring carbon bears a carboxylic acid group. Naphthtopyran is made up of the pyran ring fused to a naphthalene ring system. 5-Hydroxy-9-{5-hydroxy-8,10-dimethoxy-2-methyl-4-oxo-4H-benzo[h]chromen-9-yl}-6,8-dimethoxy-2-methyl-4H-benzo[g]chromen-4-one is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004191521452D          

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M  END

     RDKit          3D

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M  END


  Mrv1533004191521452D          

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    4.9204   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  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
  5  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 11 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
  8 20  1  0  0  0  0
 20 21  2  0  0  0  0
  3 21  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
 24 25  1  0  0  0  0
 23 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 31 38  2  0  0  0  0
 38 39  1  0  0  0  0
 27 39  1  0  0  0  0
 39 40  2  0  0  0  0
 22 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0211792

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(OC)=C2C(O)=C3C(=O)C=C(C)OC3=CC2=C1C1=C(OC)C=C2C=C(O)C3=C(OC(C)=CC3=O)C2=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C32H26O10/c1-13-7-18(34)28-23(41-13)11-16-25(21(38-4)12-22(39-5)26(16)30(28)36)29-20(37-3)10-15-9-19(35)27-17(33)8-14(2)42-32(27)24(15)31(29)40-6/h7-12,35-36H,1-6H3

> <INCHI_KEY>
QVZQVMMAYKCNDX-UHFFFAOYSA-N

> <FORMULA>
C32H26O10

> <MOLECULAR_WEIGHT>
570.55

> <EXACT_MASS>
570.152597037

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
68

> <JCHEM_AVERAGE_POLARIZABILITY>
58.56216530470627

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-hydroxy-9-{5-hydroxy-8,10-dimethoxy-2-methyl-4-oxo-4H-benzo[h]chromen-9-yl}-6,8-dimethoxy-2-methyl-4H-benzo[g]chromen-4-one

> <ALOGPS_LOGP>
4.34

> <JCHEM_LOGP>
5.4582238919999995

> <ALOGPS_LOGS>
-5.17

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.338929934151085

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.640441624751571

> <JCHEM_PKA_STRONGEST_BASIC>
-4.273077094091429

> <JCHEM_POLAR_SURFACE_AREA>
129.98000000000002

> <JCHEM_REFRACTIVITY>
156.00759999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.84e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-9-{5-hydroxy-8,10-dimethoxy-2-methyl-4-oxobenzo[h]chromen-9-yl}-6,8-dimethoxy-2-methylbenzo[g]chromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0      -0.055  -2.874   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.485  -2.874   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.255  -4.207   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.485  -5.541   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.255  -6.875   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       1.485  -8.208   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       2.255  -9.542   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.795  -6.875   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.565  -8.208   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       3.795  -9.542   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       6.105  -8.208   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.875  -9.542   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       6.105 -10.876   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       8.415  -9.542   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.185  -8.208   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.725  -8.208   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       8.415  -6.875   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       6.875  -6.875   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.105  -5.541   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.565  -5.541   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.795  -4.207   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.565  -2.874   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.795  -1.540   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.255  -1.540   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       1.485  -0.206   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.565  -0.206   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.105  -0.206   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.875   1.127   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.415   1.127   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       9.185   2.461   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       9.185  -0.206   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      10.725  -0.206   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      11.495   1.127   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      11.495  -1.540   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      10.725  -2.874   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      11.495  -4.207   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       9.185  -2.874   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       8.415  -1.540   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       6.875  -1.540   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       6.105  -2.874   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       6.875  -4.207   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       8.415  -4.207   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   21                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6                                                            
CONECT    8    5    9   20                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   18                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   11   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19    8   21                                                  
CONECT   21   20    3   22                                                  
CONECT   22   21   23   40                                                  
CONECT   23   22   24   26                                                  
CONECT   24   23   25                                                       
CONECT   25   24                                                            
CONECT   26   23   27                                                       
CONECT   27   26   28   39                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32   38                                                  
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38                                                       
CONECT   38   37   31   39                                                  
CONECT   39   38   27   40                                                  
CONECT   40   39   22   41                                                  
CONECT   41   40   42                                                       
CONECT   42   41                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   94    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₂H₂₆O₁₀

Average Mass

570.5500 Da

Monoisotopic Mass

570.15260 Da

IUPAC Name

5-hydroxy-9-{5-hydroxy-8,10-dimethoxy-2-methyl-4-oxo-4H-benzo[h]chromen-9-yl}-6,8-dimethoxy-2-methyl-4H-benzo[g]chromen-4-one

Traditional Name

5-hydroxy-9-{5-hydroxy-8,10-dimethoxy-2-methyl-4-oxobenzo[h]chromen-9-yl}-6,8-dimethoxy-2-methylbenzo[g]chromen-4-one

CAS Registry Number

Not Available

SMILES

COC1=CC(OC)=C2C(O)=C3C(=O)C=C(C)OC3=CC2=C1C1=C(OC)C=C2C=C(O)C3=C(OC(C)=CC3=O)C2=C1OC

InChI Identifier

InChI=1S/C32H26O10/c1-13-7-18(34)28-23(41-13)11-16-25(21(38-4)12-22(39-5)26(16)30(28)36)29-20(37-3)10-15-9-19(35)27-17(33)8-14(2)42-32(27)24(15)31(29)40-6/h7-12,35-36H,1-6H3

InChI Key

QVZQVMMAYKCNDX-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, 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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthopyranones. Naphthopyranones are compounds containing a naphthopyran skeleton where a ring carbon bears a carboxylic acid group. Naphthtopyran is made up of the pyran ring fused to a naphthalene ring system.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthopyrans

Sub Class

Naphthopyranones

Direct Parent

Naphthopyranones

Alternative Parents

Substituents

Naphthopyranone
Chromone
1-naphthol
2-naphthol
Benzopyran
1-benzopyran
Naphthalene
Anisole
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Vinylogous acid
Oxacycle
Ether
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organooxygen 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	4.34	ALOGPS
logP	5.46	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	6.64	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	129.98 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	156.01 m³·mol⁻¹	ChemAxon
Polarizability	58.56 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5-hydroxy-9-{5-hydroxy-6,8-dimethoxy-2-methyl-4-oxobenzo[g]chromen-9-yl}-8,10-dimethoxy-2-methylbenzo[h]chromen-4-one (NP0211792)

MOL for NP0211792 (5-hydroxy-9-{5-hydroxy-6,8-dimethoxy-2-methyl-4-oxobenzo[g]chromen-9-yl}-8,10-dimethoxy-2-methylbenzo[h]chromen-4-one)

3D MOL for NP0211792 (5-hydroxy-9-{5-hydroxy-6,8-dimethoxy-2-methyl-4-oxobenzo[g]chromen-9-yl}-8,10-dimethoxy-2-methylbenzo[h]chromen-4-one)

3D SDF for NP0211792 (5-hydroxy-9-{5-hydroxy-6,8-dimethoxy-2-methyl-4-oxobenzo[g]chromen-9-yl}-8,10-dimethoxy-2-methylbenzo[h]chromen-4-one)

3D-SDF for NP0211792 (5-hydroxy-9-{5-hydroxy-6,8-dimethoxy-2-methyl-4-oxobenzo[g]chromen-9-yl}-8,10-dimethoxy-2-methylbenzo[h]chromen-4-one)

PDB for NP0211792 (5-hydroxy-9-{5-hydroxy-6,8-dimethoxy-2-methyl-4-oxobenzo[g]chromen-9-yl}-8,10-dimethoxy-2-methylbenzo[h]chromen-4-one)

3D PDB for NP0211792 (5-hydroxy-9-{5-hydroxy-6,8-dimethoxy-2-methyl-4-oxobenzo[g]chromen-9-yl}-8,10-dimethoxy-2-methylbenzo[h]chromen-4-one)

SMILES for NP0211792 (5-hydroxy-9-{5-hydroxy-6,8-dimethoxy-2-methyl-4-oxobenzo[g]chromen-9-yl}-8,10-dimethoxy-2-methylbenzo[h]chromen-4-one)

INCHI for NP0211792 (5-hydroxy-9-{5-hydroxy-6,8-dimethoxy-2-methyl-4-oxobenzo[g]chromen-9-yl}-8,10-dimethoxy-2-methylbenzo[h]chromen-4-one)

Structure for NP0211792 (5-hydroxy-9-{5-hydroxy-6,8-dimethoxy-2-methyl-4-oxobenzo[g]chromen-9-yl}-8,10-dimethoxy-2-methylbenzo[h]chromen-4-one)

3D Structure for NP0211792 (5-hydroxy-9-{5-hydroxy-6,8-dimethoxy-2-methyl-4-oxobenzo[g]chromen-9-yl}-8,10-dimethoxy-2-methylbenzo[h]chromen-4-one)