NP-MRD: Showing NP-Card for 5-o-methylsulochrin (NP0156666)

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Record Information

Version

2.0

Created at

2022-09-02 13:54:46 UTC

Updated at

2022-09-02 13:54:46 UTC

NP-MRD ID

NP0156666

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-o-methylsulochrin

Description

Methyl 2-(2,6-dihydroxy-4-methylbenzoyl)-3,5-dimethoxybenzoate belongs to the class of organic compounds known as benzophenones. These are organic compounds containing a ketone attached to two phenyl groups. 5-o-methylsulochrin is found in Streptomyces piomogenus. Methyl 2-(2,6-dihydroxy-4-methylbenzoyl)-3,5-dimethoxybenzoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 43 44  0  0  0  0  0  0  0  0999 V2000
   -1.6205    4.2913   -0.6686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3150    2.9141   -0.3489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3059    1.9626   -0.3653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4695    2.3856   -0.6896 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1771    0.5577   -0.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2675   -0.2841   -0.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2036   -1.6307   -0.0881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2908   -2.4284   -0.3443 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3362   -3.8305   -0.1500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0344   -2.1874    0.4112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9516   -1.3596    0.6577 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2444   -1.8608    1.1609 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3599   -3.2417    1.4350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0192   -0.0020    0.4149 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1220    0.8548    0.7061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0704    1.7117    1.6472 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4175    0.8638    0.0951 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4277    1.5244    0.6919 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1767    2.2159    1.9066 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7209    1.6002    0.2144 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0203    0.9570   -0.9579 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4001    0.9751   -1.5314 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9928    0.2617   -1.5997 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6811    0.2019   -1.0938 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7636   -0.4962   -1.8154 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5913    4.5141   -0.1331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6767    4.4044   -1.7565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8759    4.9758   -0.2696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1913    0.1241   -0.7220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7360   -4.1761    0.6974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3819   -4.2224   -0.1337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8730   -4.2707   -1.0887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9597   -3.2493    0.6014 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4997   -3.7436    0.4507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5279   -3.6624    1.9481 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2440   -3.4663    2.0503 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9499    2.6877    2.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4824    2.1443    0.7343 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1415    1.0129   -0.6926 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5967    0.0266   -2.0804 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6105    1.8798   -2.1409 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1936   -0.2734   -2.5191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1701   -0.6619   -1.7495 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 14  5  1  0
 24 17  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  6 29  1  0
  9 30  1  0
  9 31  1  0
  9 32  1  0
 10 33  1  0
 13 34  1  0
 13 35  1  0
 13 36  1  0
 19 37  1  0
 20 38  1  0
 22 39  1  0
 22 40  1  0
 22 41  1  0
 23 42  1  0
 25 43  1  0
M  END


  Mrv1533004151514222D          

 25 26  0  0  0  0            999 V2000
    4.0504   -0.0435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1874    0.0730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5774   -0.5377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7035   -0.4834    0.0000 O   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
    3.5612   -3.0043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7293   -3.8462    0.0000 C   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
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8348   -3.1233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7357   -3.9771    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
    0.6343   -1.2858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1420   -1.6508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8430   -0.1927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    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
    0.5850    2.0995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2880    0.3671    0.0000 O   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
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 11 14  2  0  0  0  0
  5 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 17 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0156666

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1=CC(OC)=CC(OC)=C1C(=O)C1=C(O)C=C(C)C=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C18H18O7/c1-9-5-12(19)16(13(20)6-9)17(21)15-11(18(22)25-4)7-10(23-2)8-14(15)24-3/h5-8,19-20H,1-4H3

> <INCHI_KEY>
YLCJNMGKCHGJRF-UHFFFAOYSA-N

> <FORMULA>
C18H18O7

> <MOLECULAR_WEIGHT>
346.335

> <EXACT_MASS>
346.10525292

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
34.783560895670156

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 2-(2,6-dihydroxy-4-methylbenzoyl)-3,5-dimethoxybenzoate

> <ALOGPS_LOGP>
2.86

> <JCHEM_LOGP>
4.327024031999999

> <ALOGPS_LOGS>
-3.99

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.356357002023474

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.048523040337082

> <JCHEM_PKA_STRONGEST_BASIC>
-4.575036815716561

> <JCHEM_POLAR_SURFACE_AREA>
102.29

> <JCHEM_REFRACTIVITY>
90.58820000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.55e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 2-(2,6-dihydroxy-4-methylbenzoyl)-3,5-dimethoxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-APR-15         0                                  
HETATM    1  C   UNK     0       7.561  -0.081   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       5.950   0.136   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       4.811  -1.004   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       3.180  -0.902   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       6.648  -5.608   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       6.961  -7.180   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.558  -5.830   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       1.373  -7.424   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.184  -2.400   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -0.265  -3.081   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -1.574  -0.360   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.092   3.919   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       4.271   0.685   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   14                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    7   11                                                       
CONECT   11   10   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14   11    5   15                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   24                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   17   25                                                  
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

View in JSmol

Synonyms

Value	Source
Methyl 2-(2,6-dihydroxy-4-methylbenzoyl)-3,5-dimethoxybenzoic acid	Generator

Chemical Formula

C₁₈H₁₈O₇

Average Mass

346.3350 Da

Monoisotopic Mass

346.10525 Da

IUPAC Name

methyl 2-(2,6-dihydroxy-4-methylbenzoyl)-3,5-dimethoxybenzoate

Traditional Name

methyl 2-(2,6-dihydroxy-4-methylbenzoyl)-3,5-dimethoxybenzoate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=CC(OC)=CC(OC)=C1C(=O)C1=C(O)C=C(C)C=C1O

InChI Identifier

InChI=1S/C18H18O7/c1-9-5-12(19)16(13(20)6-9)17(21)15-11(18(22)25-4)7-10(23-2)8-14(15)24-3/h5-8,19-20H,1-4H3

InChI Key

YLCJNMGKCHGJRF-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

Species Name	Source	Reference
Streptomyces piomogenus	LOTUS Database	35616633

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
M-methoxybenzoic acid or derivatives
Benzoate ester
M-dimethoxybenzene
Dimethoxybenzene
Benzoic acid or derivatives
Phenoxy compound
Anisole
Benzoyl
Methoxybenzene
Aryl ketone
M-cresol
Resorcinol
Phenol ether
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Toluene
Phenol
Vinylogous acid
Methyl ester
Carboxylic acid ester
Ketone
Ether
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Organooxygen compound
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	2.86	ALOGPS
logP	4.33	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	7.05	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	102.29 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	90.59 m³·mol⁻¹	ChemAxon
Polarizability	34.78 Å³	ChemAxon
Number of Rings	2	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

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

23983701

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5-o-methylsulochrin (NP0156666)

MOL for NP0156666 (5-o-methylsulochrin)

3D MOL for NP0156666 (5-o-methylsulochrin)

3D SDF for NP0156666 (5-o-methylsulochrin)

3D-SDF for NP0156666 (5-o-methylsulochrin)

PDB for NP0156666 (5-o-methylsulochrin)

3D PDB for NP0156666 (5-o-methylsulochrin)

SMILES for NP0156666 (5-o-methylsulochrin)

INCHI for NP0156666 (5-o-methylsulochrin)

Structure for NP0156666 (5-o-methylsulochrin)

3D Structure for NP0156666 (5-o-methylsulochrin)