NP-MRD: Showing NP-Card for 2-[3-chloro-2-hydroxy-4-methoxy-6-(methoxycarbonyl)benzoyl]-6-hydroxy-4-methylbenzoic acid (NP0257606)

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Record Information

Version

2.0

Created at

2022-09-07 22:46:43 UTC

Updated at

2022-09-07 22:46:43 UTC

NP-MRD ID

NP0257606

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-[3-chloro-2-hydroxy-4-methoxy-6-(methoxycarbonyl)benzoyl]-6-hydroxy-4-methylbenzoic acid

Description

Pestheic acid, also known as pestheate or dihidromaldoxin, belongs to the class of organic compounds known as benzophenones. These are organic compounds containing a ketone attached to two phenyl groups. 2-[3-chloro-2-hydroxy-4-methoxy-6-(methoxycarbonyl)benzoyl]-6-hydroxy-4-methylbenzoic acid is found in Pseudopestalotiopsis theae. 2-[3-chloro-2-hydroxy-4-methoxy-6-(methoxycarbonyl)benzoyl]-6-hydroxy-4-methylbenzoic acid was first documented in 2014 (PMID: 24302702). Based on a literature review a small amount of articles have been published on Pestheic acid (PMID: 29883129) (PMID: 29384350) (PMID: 27463031) (PMID: 25847004).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082200462D          

 27 28  0  0  0  0            999 V2000
   -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 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 O   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
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    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 Cl  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
   -2.1434   -2.8875    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
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 O   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
   -3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -0.0000    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
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 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
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 17 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
M  END

     RDKit          3D

 42 43  0  0  0  0  0  0  0  0999 V2000
    1.3195    3.0513    1.7821 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7312    1.8514    1.1702 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8707    1.1130    0.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2264    1.6396    0.1756 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3953   -0.1180   -0.2736 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7870   -0.3338   -0.1700 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4558   -1.3519   -0.7730 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8154   -1.4790   -0.6127 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6328   -0.6351    0.1437 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7050   -2.2178   -1.5301 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5383   -3.5388   -2.3227 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.3562   -2.0546   -1.6597 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6272   -2.9418   -2.4269 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6581   -0.9728   -1.0132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7578   -0.9233   -1.2161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1712   -1.5242   -2.2916 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8037   -0.3508   -0.4513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9674   -0.7225    0.8972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9793   -0.3189    1.6959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0219   -0.7942    3.1018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9282    0.5239    1.1493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8070    0.9133   -0.1648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7760    1.7656   -0.7002 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7658    0.5026   -0.9963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7066    0.9858   -2.3659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6196    1.7771   -2.7696 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7483    0.6784   -3.3005 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2278    3.2226    1.6889 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6365    3.0082    2.8582 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9223    3.8796    1.3422 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3228    0.3801    0.4407 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3008    0.4104   -0.0212 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7003   -0.7432   -0.1832 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5404   -0.8312    1.2468 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0999   -3.6912   -2.8758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2011   -1.3832    1.2856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4060   -0.1109    3.7489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0512   -0.8529    3.4969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6123   -1.8414    3.1433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7315    0.8447    1.7812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5548    2.1086   -0.1800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8074    1.0755   -3.1573 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
 10 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 25 27  1  0
 25 26  2  0
 14  5  1  0
 24 17  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  6 31  1  0
  9 32  1  0
  9 33  1  0
  9 34  1  0
 13 35  1  0
 18 36  1  0
 20 37  1  0
 20 38  1  0
 20 39  1  0
 21 40  1  0
 23 41  1  0
 27 42  1  0
M  END


  Mrv1652309082200462D          

 27 28  0  0  0  0            999 V2000
   -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 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 O   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
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    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 Cl  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
   -2.1434   -2.8875    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
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 O   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
   -3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -0.0000    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
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 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
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 17 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0257606

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C18H15ClO8/c1-7-4-8(12(17(23)24)10(20)5-7)15(21)13-9(18(25)27-3)6-11(26-2)14(19)16(13)22/h4-6,20,22H,1-3H3,(H,23,24)

> <INCHI_KEY>
RSEIHGFYUUTBRH-UHFFFAOYSA-N

> <FORMULA>
C18H15ClO8

> <MOLECULAR_WEIGHT>
394.76

> <EXACT_MASS>
394.0455451

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
37.306811461469586

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[3-chloro-2-hydroxy-4-methoxy-6-(methoxycarbonyl)benzoyl]-6-hydroxy-4-methylbenzoic acid

> <JCHEM_LOGP>
4.746322881999999

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
5.565002326306202

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.193533905879696

> <JCHEM_PKA_STRONGEST_BASIC>
-4.906086775708002

> <JCHEM_POLAR_SURFACE_AREA>
130.36

> <JCHEM_REFRACTIVITY>
96.18599999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2-[3-chloro-2-hydroxy-4-methoxy-6-(methoxycarbonyl)benzoyl]-6-hydroxy-4-methylbenzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   11 Cl   UNK     0      -1.334  -6.930   0.000  0.00  0.00          Cl+0
HETATM   12  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -9.336  -2.310   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -5.335  -0.000   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -8.002  -0.000   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   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12    5   15                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   24                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   17   25                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   56    0
END

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Synonyms

Value	Source
Pestheate	Generator
Dihidromaldoxin	MeSH

Chemical Formula

C₁₈H₁₅ClO₈

Average Mass

394.7600 Da

Monoisotopic Mass

394.04555 Da

IUPAC Name

2-[3-chloro-2-hydroxy-4-methoxy-6-(methoxycarbonyl)benzoyl]-6-hydroxy-4-methylbenzoic acid

Traditional Name

2-[3-chloro-2-hydroxy-4-methoxy-6-(methoxycarbonyl)benzoyl]-6-hydroxy-4-methylbenzoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C18H15ClO8/c1-7-4-8(12(17(23)24)10(20)5-7)15(21)13-9(18(25)27-3)6-11(26-2)14(19)16(13)22/h4-6,20,22H,1-3H3,(H,23,24)

InChI Key

RSEIHGFYUUTBRH-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
Pseudopestalotiopsis theae	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
Diphenylmethane
Aryl-phenylketone
M-hydroxybenzoic acid ester
M-methoxybenzoic acid or derivatives
Benzoate ester
Hydroxybenzoic acid
Methoxyphenol
Salicylic acid or derivatives
Salicylic acid
4-halobenzoic acid or derivatives
Halobenzoic acid or derivatives
Benzoic acid or derivatives
Benzoic acid
Methoxybenzene
Aryl ketone
Phenoxy compound
Benzoyl
Phenol ether
2-halophenol
Anisole
M-cresol
2-chlorophenol
Alkyl aryl ether
Toluene
Phenol
Chlorobenzene
1-hydroxy-4-unsubstituted benzenoid
Halobenzene
1-hydroxy-2-unsubstituted benzenoid
Dicarboxylic acid or derivatives
Aryl halide
Aryl chloride
Methyl ester
Vinylogous acid
Ketone
Carboxylic acid ester
Ether
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organooxygen compound
Organochloride
Organic oxide
Organohalogen compound
Hydrocarbon derivative
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	4.75	ChemAxon
pKa (Strongest Acidic)	2.19	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	130.36 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	96.19 m³·mol⁻¹	ChemAxon
Polarizability	37.31 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

C00016151

Chemspider ID

78434781

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139585084

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Suzuki T, Watanabe S, Uyanik M, Ishihara K, Kobayashi S, Tanino K: Asymmetric Total Synthesis of (-)-Maldoxin, a Common Biosynthetic Ancestor of the Chloropupukeananin Family. Org Lett. 2018 Jul 6;20(13):3919-3922. doi: 10.1021/acs.orglett.8b01502. Epub 2018 Jun 8. [PubMed:29883129 ]
Pan Y, Liu L, Guan F, Li E, Jin J, Li J, Che Y, Liu G: Characterization of a Prenyltransferase for Iso-A82775C Biosynthesis and Generation of New Congeners of Chloropestolides. ACS Chem Biol. 2018 Mar 16;13(3):703-711. doi: 10.1021/acschembio.7b01059. Epub 2018 Jan 31. [PubMed:29384350 ]
Uzor PF, Odimegwu DC, Ebrahim W, Osadebe PO, Nwodo NJ, Okoye FB, Liu Z, Proksch P: Anti-Respiratory Syncytial Virus Compounds from Two Endophytic Fungi Isolated from Nigerian Medicinal Plants. Drug Res (Stuttg). 2016 Oct;66(10):527-531. doi: 10.1055/s-0042-111008. Epub 2016 Jul 27. [PubMed:27463031 ]
Wang X, Wu F, Liu L, Liu X, Che Y, Keller NP, Guo L, Yin WB: The bZIP transcription factor PfZipA regulates secondary metabolism and oxidative stress response in the plant endophytic fungus Pestalotiopsis fici. Fungal Genet Biol. 2015 Aug;81:221-8. doi: 10.1016/j.fgb.2015.03.010. Epub 2015 Apr 4. [PubMed:25847004 ]
Xu X, Liu L, Zhang F, Wang W, Li J, Guo L, Che Y, Liu G: Identification of the first diphenyl ether gene cluster for pestheic acid biosynthesis in plant endophyte Pestalotiopsis fici. Chembiochem. 2014 Jan 24;15(2):284-92. doi: 10.1002/cbic.201300626. Epub 2013 Dec 2. [PubMed:24302702 ]
LOTUS database [Link]

Showing NP-Card for 2-[3-chloro-2-hydroxy-4-methoxy-6-(methoxycarbonyl)benzoyl]-6-hydroxy-4-methylbenzoic acid (NP0257606)

MOL for NP0257606 (2-[3-chloro-2-hydroxy-4-methoxy-6-(methoxycarbonyl)benzoyl]-6-hydroxy-4-methylbenzoic acid)

3D MOL for NP0257606 (2-[3-chloro-2-hydroxy-4-methoxy-6-(methoxycarbonyl)benzoyl]-6-hydroxy-4-methylbenzoic acid)

3D SDF for NP0257606 (2-[3-chloro-2-hydroxy-4-methoxy-6-(methoxycarbonyl)benzoyl]-6-hydroxy-4-methylbenzoic acid)

3D-SDF for NP0257606 (2-[3-chloro-2-hydroxy-4-methoxy-6-(methoxycarbonyl)benzoyl]-6-hydroxy-4-methylbenzoic acid)

PDB for NP0257606 (2-[3-chloro-2-hydroxy-4-methoxy-6-(methoxycarbonyl)benzoyl]-6-hydroxy-4-methylbenzoic acid)

3D PDB for NP0257606 (2-[3-chloro-2-hydroxy-4-methoxy-6-(methoxycarbonyl)benzoyl]-6-hydroxy-4-methylbenzoic acid)

SMILES for NP0257606 (2-[3-chloro-2-hydroxy-4-methoxy-6-(methoxycarbonyl)benzoyl]-6-hydroxy-4-methylbenzoic acid)

INCHI for NP0257606 (2-[3-chloro-2-hydroxy-4-methoxy-6-(methoxycarbonyl)benzoyl]-6-hydroxy-4-methylbenzoic acid)

Structure for NP0257606 (2-[3-chloro-2-hydroxy-4-methoxy-6-(methoxycarbonyl)benzoyl]-6-hydroxy-4-methylbenzoic acid)

3D Structure for NP0257606 (2-[3-chloro-2-hydroxy-4-methoxy-6-(methoxycarbonyl)benzoyl]-6-hydroxy-4-methylbenzoic acid)