NP-MRD: Showing NP-Card for 3-(2,6-dihydroxybenzoyl)-2-hydroxy-5-methylbenzoic acid (NP0299606)

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Record Information

Version

2.0

Created at

2022-09-10 11:31:42 UTC

Updated at

2022-09-10 11:31:43 UTC

NP-MRD ID

NP0299606

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-(2,6-dihydroxybenzoyl)-2-hydroxy-5-methylbenzoic acid

Description

Iso-monodictyphenone belongs to the class of organic compounds known as benzophenones. These are organic compounds containing a ketone attached to two phenyl groups. Based on a literature review very few articles have been published on Iso-monodictyphenone.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 33 34  0  0  0  0  0  0  0  0999 V2000
   -2.4680   -1.3517    2.2978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1130   -0.4992    1.1079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0311    0.2982    0.4961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6602    1.0754   -0.6070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7033    1.9066   -1.2121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5432    2.6550   -2.1958 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9901    1.8890   -0.6768 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3765    1.0477   -1.0855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9329    1.7768   -2.1583 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4248    0.2282   -0.4583 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9009    0.1369   -1.0139 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0166    0.4518   -2.2622 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1181   -0.2583   -0.3733 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1437   -0.8445   -1.1217 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0508   -1.1741   -2.4496 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3781   -1.1452   -0.5337 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5944   -0.8691    0.7826 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5739   -0.2922    1.5024 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3346    0.0246    0.9595 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3677    0.6239    1.7890 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8264   -0.5241    0.6231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5386   -1.6743    2.1729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3625   -0.7207    3.2021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7924   -2.2156    2.2692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0491    0.3194    0.8779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4675    1.0496   -0.4054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4383    2.4003   -2.7224 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3362   -1.1017   -3.1060 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1790   -1.5984   -1.1044 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5576   -1.1129    1.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7413   -0.0732    2.5418 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5829    0.8041    2.7458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1577   -1.2326    1.1427 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  7  1  0
  5  6  2  0
  4  8  2  0
  8  9  1  0
  8 10  1  0
 10 21  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 21  2  1  0
 19 13  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  7 26  1  0
  9 27  1  0
 21 33  1  0
 15 28  1  0
 16 29  1  0
 17 30  1  0
 18 31  1  0
 20 32  1  0
M  END


  Mrv1652309102213312D          

 21 22  0  0  0  0            999 V2000
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  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  2  0  0  0  0
  5  7  1  0  0  0  0
  4  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 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  2  0  0  0  0
 13 19  1  0  0  0  0
 19 20  1  0  0  0  0
 10 21  2  0  0  0  0
  2 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0299606

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=CC(C(O)=O)=C(O)C(=C1)C(=O)C1=C(O)C=CC=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C15H12O6/c1-7-5-8(13(18)9(6-7)15(20)21)14(19)12-10(16)3-2-4-11(12)17/h2-6,16-18H,1H3,(H,20,21)

> <INCHI_KEY>
KNTHDBSPDWUDHE-UHFFFAOYSA-N

> <FORMULA>
C15H12O6

> <MOLECULAR_WEIGHT>
288.255

> <EXACT_MASS>
288.063388106

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
27.73336993263269

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(2,6-dihydroxybenzoyl)-2-hydroxy-5-methylbenzoic acid

> <JCHEM_LOGP>
5.2929071856666665

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.969263275305036

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.6206538984608385

> <JCHEM_PKA_STRONGEST_BASIC>
-6.912420450076056

> <JCHEM_POLAR_SURFACE_AREA>
115.05999999999999

> <JCHEM_REFRACTIVITY>
74.87360000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
3-(2,6-dihydroxybenzoyl)-2-hydroxy-5-methylbenzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       8.002  -4.620   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       6.668  -6.930   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.001  -6.930   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   21                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    8                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    4    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   21                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   19                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   13   20                                                  
CONECT   20   19                                                            
CONECT   21   10    2                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₁₂O₆

Average Mass

288.2550 Da

Monoisotopic Mass

288.06339 Da

IUPAC Name

3-(2,6-dihydroxybenzoyl)-2-hydroxy-5-methylbenzoic acid

Traditional Name

3-(2,6-dihydroxybenzoyl)-2-hydroxy-5-methylbenzoic acid

CAS Registry Number

Not Available

SMILES

CC1=CC(C(O)=O)=C(O)C(=C1)C(=O)C1=C(O)C=CC=C1O

InChI Identifier

InChI=1S/C15H12O6/c1-7-5-8(13(18)9(6-7)15(20)21)14(19)12-10(16)3-2-4-11(12)17/h2-6,16-18H,1H3,(H,20,21)

InChI Key

KNTHDBSPDWUDHE-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 benzophenones. These are organic compounds containing a ketone attached to two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzophenones

Direct Parent

Benzophenones

Alternative Parents

Substituents

Benzophenone
Aryl-phenylketone
Diphenylmethane
Salicylic acid
Salicylic acid or derivatives
Hydroxybenzoic acid
Benzoic acid or derivatives
Benzoic acid
Benzoyl
Aryl ketone
Resorcinol
P-cresol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Toluene
Phenol
Vinylogous acid
Ketone
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	5.29	ChemAxon
pKa (Strongest Acidic)	2.62	ChemAxon
pKa (Strongest Basic)	-6.9	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	115.06 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	74.87 m³·mol⁻¹	ChemAxon
Polarizability	27.73 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	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

34981486

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

102138421

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-(2,6-dihydroxybenzoyl)-2-hydroxy-5-methylbenzoic acid (NP0299606)

MOL for NP0299606 (3-(2,6-dihydroxybenzoyl)-2-hydroxy-5-methylbenzoic acid)

3D MOL for NP0299606 (3-(2,6-dihydroxybenzoyl)-2-hydroxy-5-methylbenzoic acid)

3D SDF for NP0299606 (3-(2,6-dihydroxybenzoyl)-2-hydroxy-5-methylbenzoic acid)

3D-SDF for NP0299606 (3-(2,6-dihydroxybenzoyl)-2-hydroxy-5-methylbenzoic acid)

PDB for NP0299606 (3-(2,6-dihydroxybenzoyl)-2-hydroxy-5-methylbenzoic acid)

3D PDB for NP0299606 (3-(2,6-dihydroxybenzoyl)-2-hydroxy-5-methylbenzoic acid)

SMILES for NP0299606 (3-(2,6-dihydroxybenzoyl)-2-hydroxy-5-methylbenzoic acid)

INCHI for NP0299606 (3-(2,6-dihydroxybenzoyl)-2-hydroxy-5-methylbenzoic acid)

Structure for NP0299606 (3-(2,6-dihydroxybenzoyl)-2-hydroxy-5-methylbenzoic acid)

3D Structure for NP0299606 (3-(2,6-dihydroxybenzoyl)-2-hydroxy-5-methylbenzoic acid)