NP-MRD: Showing NP-Card for Differanisole A (NP0021325)

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Record Information

Version

2.0

Created at

2021-01-06 06:35:26 UTC

Updated at

2021-07-15 17:36:03 UTC

NP-MRD ID

NP0021325

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Differanisole A

Provided By

NPAtlas

Description

Differanisole A is found in Chaetomium. Differanisole A was first documented in 1985 (PMID: 4044409). Based on a literature review very few articles have been published on 3,5-dichloro-2-hydroxy-4-methoxy-6-propylbenzoic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242120423D          

 29 29  0  0  0  0            999 V2000
   -3.0698   -0.4398    0.9362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5961   -1.2556   -0.2163 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6023   -0.5611   -1.1030 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3666   -0.1393   -0.4553 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5829   -1.1528   -0.2471 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2597   -2.8009   -0.7483 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.7582   -0.7925    0.3587 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7463   -1.7374    0.5984 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7056   -1.9136   -0.4411 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0131    0.5054    0.7535 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5392    0.9320    1.5303 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.0668    1.4859    0.5403 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2904    2.8050    0.9250 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1453    1.1660   -0.0731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1037    2.2476   -0.2529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2298    2.1708   -0.7713 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7485    3.5332    0.1985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6346   -1.1327    1.6256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7406    0.3895    0.6840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2175   -0.0591    1.5671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2227   -2.2216    0.1827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4709   -1.5085   -0.8491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0882    0.2430   -1.6425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2883   -1.2890   -1.9426 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1781   -2.2019   -1.3549 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4367   -2.6900   -0.1447 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2682   -0.9454   -0.5791 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1257    3.1112    1.3655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4460    4.2517   -0.4443 H   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  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  5  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
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 14  4  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
  2 21  1  0  0  0  0
  2 22  1  0  0  0  0
  3 23  1  0  0  0  0
  3 24  1  0  0  0  0
  9 25  1  0  0  0  0
  9 26  1  0  0  0  0
  9 27  1  0  0  0  0
 13 28  1  0  0  0  0
 17 29  1  0  0  0  0
M  END

     RDKit          3D

 29 29  0  0  0  0  0  0  0  0999 V2000
   -3.0698   -0.4398    0.9362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5961   -1.2556   -0.2163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6023   -0.5611   -1.1030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3666   -0.1393   -0.4553 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5829   -1.1528   -0.2471 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2597   -2.8009   -0.7483 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.7582   -0.7925    0.3587 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7463   -1.7374    0.5984 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7056   -1.9136   -0.4411 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0131    0.5054    0.7535 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5392    0.9320    1.5303 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.0668    1.4859    0.5403 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2904    2.8050    0.9250 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1453    1.1660   -0.0731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1037    2.2476   -0.2529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2298    2.1708   -0.7713 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7485    3.5332    0.1985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6346   -1.1327    1.6256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7406    0.3895    0.6840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2175   -0.0591    1.5671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2227   -2.2216    0.1827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4709   -1.5085   -0.8491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0882    0.2430   -1.6425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2883   -1.2890   -1.9426 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1781   -2.2019   -1.3549 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4367   -2.6900   -0.1447 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2682   -0.9454   -0.5791 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1257    3.1112    1.3655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4460    4.2517   -0.4443 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  5  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
 14  4  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  9 25  1  0
  9 26  1  0
  9 27  1  0
 13 28  1  0
 17 29  1  0
M  END


  Mrv1652306242120423D          

 29 29  0  0  0  0            999 V2000
   -3.0698   -0.4398    0.9362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5961   -1.2556   -0.2163 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6023   -0.5611   -1.1030 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3666   -0.1393   -0.4553 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5829   -1.1528   -0.2471 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2597   -2.8009   -0.7483 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.7582   -0.7925    0.3587 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7463   -1.7374    0.5984 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7056   -1.9136   -0.4411 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0131    0.5054    0.7535 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5392    0.9320    1.5303 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.0668    1.4859    0.5403 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2904    2.8050    0.9250 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1453    1.1660   -0.0731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1037    2.2476   -0.2529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2298    2.1708   -0.7713 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7485    3.5332    0.1985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6346   -1.1327    1.6256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7406    0.3895    0.6840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2175   -0.0591    1.5671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2227   -2.2216    0.1827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4709   -1.5085   -0.8491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0882    0.2430   -1.6425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2883   -1.2890   -1.9426 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1781   -2.2019   -1.3549 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4367   -2.6900   -0.1447 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2682   -0.9454   -0.5791 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1257    3.1112    1.3655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4460    4.2517   -0.4443 H   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  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  5  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
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 14  4  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
  2 21  1  0  0  0  0
  2 22  1  0  0  0  0
  3 23  1  0  0  0  0
  3 24  1  0  0  0  0
  9 25  1  0  0  0  0
  9 26  1  0  0  0  0
  9 27  1  0  0  0  0
 13 28  1  0  0  0  0
 17 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0021325

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C1=C(O[H])C(Cl)=C(OC([H])([H])[H])C(Cl)=C1C([H])([H])C([H])([H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C11H12Cl2O4/c1-3-4-5-6(11(15)16)9(14)8(13)10(17-2)7(5)12/h14H,3-4H2,1-2H3,(H,15,16)

> <INCHI_KEY>
NKSHOWDKAJTSJO-UHFFFAOYSA-N

> <FORMULA>
C11H12Cl2O4

> <MOLECULAR_WEIGHT>
279.11

> <EXACT_MASS>
278.0112643

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
25.85471731081551

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,5-dichloro-2-hydroxy-4-methoxy-6-propylbenzoic acid

> <ALOGPS_LOGP>
4.08

> <JCHEM_LOGP>
4.430240208666667

> <ALOGPS_LOGS>
-2.99

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.738162733958957

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.603230192376435

> <JCHEM_PKA_STRONGEST_BASIC>
-4.962814694606154

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
65.61110000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.88e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,5-dichloro-2-hydroxy-4-methoxy-6-propylbenzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 29 29  0  0  0  0  0  0  0  0999 V2000
   -3.0698   -0.4398    0.9362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5961   -1.2556   -0.2163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6023   -0.5611   -1.1030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3666   -0.1393   -0.4553 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5829   -1.1528   -0.2471 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2597   -2.8009   -0.7483 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.7582   -0.7925    0.3587 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7463   -1.7374    0.5984 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7056   -1.9136   -0.4411 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0131    0.5054    0.7535 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5392    0.9320    1.5303 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.0668    1.4859    0.5403 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2904    2.8050    0.9250 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1453    1.1660   -0.0731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1037    2.2476   -0.2529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2298    2.1708   -0.7713 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7485    3.5332    0.1985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6346   -1.1327    1.6256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7406    0.3895    0.6840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2175   -0.0591    1.5671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2227   -2.2216    0.1827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4709   -1.5085   -0.8491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0882    0.2430   -1.6425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2883   -1.2890   -1.9426 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1781   -2.2019   -1.3549 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4367   -2.6900   -0.1447 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2682   -0.9454   -0.5791 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1257    3.1112    1.3655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4460    4.2517   -0.4443 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  5  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
 14  4  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  9 25  1  0
  9 26  1  0
  9 27  1  0
 13 28  1  0
 17 29  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -3.070  -0.440   0.936  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.596  -1.256  -0.216  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.602  -0.561  -1.103  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.367  -0.139  -0.455  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.583  -1.153  -0.247  0.00  0.00           C+0
HETATM    6 Cl   UNK     0       0.260  -2.801  -0.748  0.00  0.00          Cl+0
HETATM    7  C   UNK     0       1.758  -0.793   0.359  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.746  -1.737   0.598  0.00  0.00           O+0
HETATM    9  C   UNK     0       3.706  -1.914  -0.441  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.013   0.505   0.754  0.00  0.00           C+0
HETATM   11 Cl   UNK     0       3.539   0.932   1.530  0.00  0.00          Cl+0
HETATM   12  C   UNK     0       1.067   1.486   0.540  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.290   2.805   0.925  0.00  0.00           O+0
HETATM   14  C   UNK     0      -0.145   1.166  -0.073  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.104   2.248  -0.253  0.00  0.00           C+0
HETATM   16  O   UNK     0      -2.230   2.171  -0.771  0.00  0.00           O+0
HETATM   17  O   UNK     0      -0.749   3.533   0.199  0.00  0.00           O+0
HETATM   18  H   UNK     0      -3.635  -1.133   1.626  0.00  0.00           H+0
HETATM   19  H   UNK     0      -3.741   0.390   0.684  0.00  0.00           H+0
HETATM   20  H   UNK     0      -2.217  -0.059   1.567  0.00  0.00           H+0
HETATM   21  H   UNK     0      -2.223  -2.222   0.183  0.00  0.00           H+0
HETATM   22  H   UNK     0      -3.471  -1.508  -0.849  0.00  0.00           H+0
HETATM   23  H   UNK     0      -2.088   0.243  -1.643  0.00  0.00           H+0
HETATM   24  H   UNK     0      -1.288  -1.289  -1.943  0.00  0.00           H+0
HETATM   25  H   UNK     0       3.178  -2.202  -1.355  0.00  0.00           H+0
HETATM   26  H   UNK     0       4.437  -2.690  -0.145  0.00  0.00           H+0
HETATM   27  H   UNK     0       4.268  -0.945  -0.579  0.00  0.00           H+0
HETATM   28  H   UNK     0       2.126   3.111   1.365  0.00  0.00           H+0
HETATM   29  H   UNK     0      -0.446   4.252  -0.444  0.00  0.00           H+0
CONECT    1    2   18   19   20                                             
CONECT    2    1    3   21   22                                             
CONECT    3    2    4   23   24                                             
CONECT    4    3    5   14                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8   25   26   27                                             
CONECT   10    7   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12   28                                                       
CONECT   14   12   15    4                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   29                                                       
CONECT   18    1                                                            
CONECT   19    1                                                            
CONECT   20    1                                                            
CONECT   21    2                                                            
CONECT   22    2                                                            
CONECT   23    3                                                            
CONECT   24    3                                                            
CONECT   25    9                                                            
CONECT   26    9                                                            
CONECT   27    9                                                            
CONECT   28   13                                                            
CONECT   29   17                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   58    0
END

RDKit          3D

29 29  0  0  0  0  0  0  0  0999 V2000
   -3.0698   -0.4398    0.9362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5961   -1.2556   -0.2163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6023   -0.5611   -1.1030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3666   -0.1393   -0.4553 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5829   -1.1528   -0.2471 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2597   -2.8009   -0.7483 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.7582   -0.7925    0.3587 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7463   -1.7374    0.5984 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7056   -1.9136   -0.4411 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0131    0.5054    0.7535 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5392    0.9320    1.5303 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.0668    1.4859    0.5403 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2904    2.8050    0.9250 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1453    1.1660   -0.0731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1037    2.2476   -0.2529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2298    2.1708   -0.7713 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7485    3.5332    0.1985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6346   -1.1327    1.6256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7406    0.3895    0.6840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2175   -0.0591    1.5671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2227   -2.2216    0.1827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4709   -1.5085   -0.8491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0882    0.2430   -1.6425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2883   -1.2890   -1.9426 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1781   -2.2019   -1.3549 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4367   -2.6900   -0.1447 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2682   -0.9454   -0.5791 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1257    3.1112    1.3655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4460    4.2517   -0.4443 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  5  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
 14  4  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  9 25  1  0
  9 26  1  0
  9 27  1  0
 13 28  1  0
 17 29  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
3,5-Dichloro-2-hydroxy-4-methoxy-6-propylbenzoate	Generator
3,5-Dichloro-2-hydroxy-4-methoxy-6-N-propylbenzoic acid	MeSH

Chemical Formula

C₁₁H₁₂Cl₂O₄

Average Mass

279.1100 Da

Monoisotopic Mass

278.01126 Da

IUPAC Name

3,5-dichloro-2-hydroxy-4-methoxy-6-propylbenzoic acid

Traditional Name

3,5-dichloro-2-hydroxy-4-methoxy-6-propylbenzoic acid

CAS Registry Number

Not Available

SMILES

CCCC1=C(C(O)=O)C(O)=C(Cl)C(OC)=C1Cl

InChI Identifier

InChI=1S/C11H12Cl2O4/c1-3-4-5-6(11(15)16)9(14)8(13)10(17-2)7(5)12/h14H,3-4H2,1-2H3,(H,15,16)

InChI Key

NKSHOWDKAJTSJO-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Chaetomium	NPAtlas	4044409

Species Where Detected

Species Name	Source	Reference
Chaetomium strain RB-001	KNApSAcK Database	22123792

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as p-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 4 of the benzene ring is replaced by a methoxy group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

P-methoxybenzoic acids and derivatives

Alternative Parents

Substituents

3,5-dichlorobenzoic acid
P-methoxybenzoic acid or derivatives
Hydroxybenzoic acid
Methoxyphenol
Halobenzoic acid
3-halobenzoic acid
Halobenzoic acid or derivatives
3-halobenzoic acid or derivatives
Salicylic acid
Salicylic acid or derivatives
Benzoic acid
Phenylpropane
Anisole
Phenoxy compound
Benzoyl
1,3-dichlorobenzene
4-halophenol
2-halophenol
2-chlorophenol
4-chlorophenol
Methoxybenzene
Phenol ether
Phenol
Alkyl aryl ether
Halobenzene
Chlorobenzene
Aryl halide
Aryl chloride
Vinylogous acid
Ether
Carboxylic acid
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organochloride
Organooxygen compound
Hydrocarbon derivative
Organohalogen compound
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	4.08	ALOGPS
logP	4.43	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	2.6	ChemAxon
pKa (Strongest Basic)	-5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	65.61 m³·mol⁻¹	ChemAxon
Polarizability	25.85 Å³	ChemAxon
Number of Rings	1	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

NPAtlas ID

NPA020875

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00017708

Chemspider ID

129497

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

146827

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Oka H, Asahi K, Morishima H, Sanada M, Shiratori K, Iimura Y, Sakurai T, Uzawa J, Iwadare S, Takahashi N: Differanisole A, a new differentiation inducing substance. J Antibiot (Tokyo). 1985 Aug;38(8):1100-2. doi: 10.7164/antibiotics.38.1100. [PubMed:4044409 ]

Showing NP-Card for Differanisole A (NP0021325)

MOL for NP0021325 (Differanisole A)

3D MOL for NP0021325 (Differanisole A)

3D SDF for NP0021325 (Differanisole A)

3D-SDF for NP0021325 (Differanisole A)

PDB for NP0021325 (Differanisole A)

3D PDB for NP0021325 (Differanisole A)

SMILES for NP0021325 (Differanisole A)

INCHI for NP0021325 (Differanisole A)

Structure for NP0021325 (Differanisole A)

3D Structure for NP0021325 (Differanisole A)