NP-MRD: Showing NP-Card for lawsonaphthoate A (NP0042069)

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Record Information

Version

2.0

Created at

2021-06-20 23:49:22 UTC

Updated at

2021-06-30 00:16:57 UTC

NP-MRD ID

NP0042069

Secondary Accession Numbers

None

Natural Product Identification

Common Name

lawsonaphthoate A

Provided By

JEOL Database JEOL Logo

Description

Methyl 1,6-dihydroxy-4-methoxynaphthalene-2-carboxylate belongs to the class of organic compounds known as naphthalenecarboxylic acids. Naphthalenecarboxylic acids are compounds containing a naphthalene moiety, which bears a carboxylic acid group one or more positions. Naphthalene is a bicyclic compound that is made up of two fused benzene ring. lawsonaphthoate A is found in Lawsonia inermis. lawsonaphthoate A was first documented in 2013 (Liou, J.-R., et al.). Based on a literature review very few articles have been published on methyl 1,6-dihydroxy-4-methoxynaphthalene-2-carboxylate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212101493D          

 30 31  0  0  0  0            999 V2000
    2.8208   -2.7906   -3.0458 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6585   -1.4915   -2.4727 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6020   -1.3870   -1.6311 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8209   -2.2846   -1.3460 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4791   -0.0176   -1.0638 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3892    0.9907   -1.4088 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2669    2.2764   -0.8709 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1228    3.3127   -1.1650 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1927    3.0619   -2.0674 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2166    2.5768    0.0337 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0567    3.8627    0.6003 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0182    4.1346    1.4861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1422    5.3717    2.0363 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8867    3.1491    1.8351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7507    1.8732    1.2901 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2909    1.5617    0.3883 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4367    0.2722   -0.1688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4851   -0.6832    0.2035 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6946   -2.7639   -3.7027 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9444   -3.0571   -3.6447 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9977   -3.5350   -2.2631 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1914    0.7586   -2.1007 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8740    2.3024   -1.6703 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8169    2.7820   -3.0569 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7600    3.9910   -2.1785 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7574    4.6516    0.3390 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5607    5.9522    1.7012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6952    3.3663    2.5266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4716    1.1084    1.5752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2787   -1.5311   -0.2472 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0  0  0  0
 15 14  2  0  0  0  0
  5 17  1  0  0  0  0
 17 16  2  0  0  0  0
 17 18  1  0  0  0  0
 12 11  2  0  0  0  0
  5  3  1  0  0  0  0
 16 10  1  0  0  0  0
  3  2  1  0  0  0  0
 11 10  1  0  0  0  0
  3  4  2  0  0  0  0
 10  7  2  0  0  0  0
  2  1  1  0  0  0  0
 14 12  1  0  0  0  0
  7  8  1  0  0  0  0
  7  6  1  0  0  0  0
  8  9  1  0  0  0  0
 16 15  1  0  0  0  0
 12 13  1  0  0  0  0
 14 28  1  0  0  0  0
 11 26  1  0  0  0  0
 15 29  1  0  0  0  0
  6 22  1  0  0  0  0
 18 30  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  9 23  1  0  0  0  0
  9 24  1  0  0  0  0
  9 25  1  0  0  0  0
 13 27  1  0  0  0  0
M  END

     RDKit          3D

 30 31  0  0  0  0  0  0  0  0999 V2000
    2.8208   -2.7906   -3.0458 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6585   -1.4915   -2.4727 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6020   -1.3870   -1.6311 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8209   -2.2846   -1.3460 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4791   -0.0176   -1.0638 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3892    0.9907   -1.4088 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2669    2.2764   -0.8709 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1228    3.3127   -1.1650 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1927    3.0619   -2.0674 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2166    2.5768    0.0337 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0567    3.8627    0.6003 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0182    4.1346    1.4861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1422    5.3717    2.0363 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8867    3.1491    1.8351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7507    1.8732    1.2901 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2909    1.5617    0.3883 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4367    0.2722   -0.1688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4851   -0.6832    0.2035 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6946   -2.7639   -3.7027 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9444   -3.0571   -3.6447 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9977   -3.5350   -2.2631 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1914    0.7586   -2.1007 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8740    2.3024   -1.6703 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8169    2.7820   -3.0569 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7600    3.9910   -2.1785 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7574    4.6516    0.3390 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5607    5.9522    1.7012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6952    3.3663    2.5266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4716    1.1084    1.5752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2787   -1.5311   -0.2472 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0
 15 14  2  0
  5 17  1  0
 17 16  2  0
 17 18  1  0
 12 11  2  0
  5  3  1  0
 16 10  1  0
  3  2  1  0
 11 10  1  0
  3  4  2  0
 10  7  2  0
  2  1  1  0
 14 12  1  0
  7  8  1  0
  7  6  1  0
  8  9  1  0
 16 15  1  0
 12 13  1  0
 14 28  1  0
 11 26  1  0
 15 29  1  0
  6 22  1  0
 18 30  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  9 23  1  0
  9 24  1  0
  9 25  1  0
 13 27  1  0
M  END


  Mrv1652306212101493D          

 30 31  0  0  0  0            999 V2000
    2.8208   -2.7906   -3.0458 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6585   -1.4915   -2.4727 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6020   -1.3870   -1.6311 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8209   -2.2846   -1.3460 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4791   -0.0176   -1.0638 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3892    0.9907   -1.4088 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2669    2.2764   -0.8709 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1228    3.3127   -1.1650 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1927    3.0619   -2.0674 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2166    2.5768    0.0337 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0567    3.8627    0.6003 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0182    4.1346    1.4861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1422    5.3717    2.0363 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8867    3.1491    1.8351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7507    1.8732    1.2901 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2909    1.5617    0.3883 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4367    0.2722   -0.1688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4851   -0.6832    0.2035 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6946   -2.7639   -3.7027 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9444   -3.0571   -3.6447 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9977   -3.5350   -2.2631 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1914    0.7586   -2.1007 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8740    2.3024   -1.6703 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8169    2.7820   -3.0569 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7600    3.9910   -2.1785 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7574    4.6516    0.3390 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5607    5.9522    1.7012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6952    3.3663    2.5266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4716    1.1084    1.5752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2787   -1.5311   -0.2472 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0  0  0  0
 15 14  2  0  0  0  0
  5 17  1  0  0  0  0
 17 16  2  0  0  0  0
 17 18  1  0  0  0  0
 12 11  2  0  0  0  0
  5  3  1  0  0  0  0
 16 10  1  0  0  0  0
  3  2  1  0  0  0  0
 11 10  1  0  0  0  0
  3  4  2  0  0  0  0
 10  7  2  0  0  0  0
  2  1  1  0  0  0  0
 14 12  1  0  0  0  0
  7  8  1  0  0  0  0
  7  6  1  0  0  0  0
  8  9  1  0  0  0  0
 16 15  1  0  0  0  0
 12 13  1  0  0  0  0
 14 28  1  0  0  0  0
 11 26  1  0  0  0  0
 15 29  1  0  0  0  0
  6 22  1  0  0  0  0
 18 30  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  9 23  1  0  0  0  0
  9 24  1  0  0  0  0
  9 25  1  0  0  0  0
 13 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0042069

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C2=C(OC([H])([H])[H])C([H])=C(C(=O)OC([H])([H])[H])C(O[H])=C2C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C13H12O5/c1-17-11-6-10(13(16)18-2)12(15)8-4-3-7(14)5-9(8)11/h3-6,14-15H,1-2H3

> <INCHI_KEY>
JQZGQYCUMYEQFO-UHFFFAOYSA-N

> <FORMULA>
C13H12O5

> <MOLECULAR_WEIGHT>
248.234

> <EXACT_MASS>
248.068473486

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
25.165011368742213

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 1,6-dihydroxy-4-methoxynaphthalene-2-carboxylate

> <ALOGPS_LOGP>
2.13

> <JCHEM_LOGP>
2.851397627666666

> <ALOGPS_LOGS>
-3.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.139632503158374

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.438864368713105

> <JCHEM_PKA_STRONGEST_BASIC>
-4.33215991669864

> <JCHEM_POLAR_SURFACE_AREA>
75.99000000000001

> <JCHEM_REFRACTIVITY>
64.9585

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.21e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 1,6-dihydroxy-4-methoxynaphthalene-2-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 30 31  0  0  0  0  0  0  0  0999 V2000
    2.8208   -2.7906   -3.0458 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6585   -1.4915   -2.4727 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6020   -1.3870   -1.6311 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8209   -2.2846   -1.3460 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4791   -0.0176   -1.0638 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3892    0.9907   -1.4088 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2669    2.2764   -0.8709 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1228    3.3127   -1.1650 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1927    3.0619   -2.0674 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2166    2.5768    0.0337 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0567    3.8627    0.6003 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0182    4.1346    1.4861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1422    5.3717    2.0363 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8867    3.1491    1.8351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7507    1.8732    1.2901 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2909    1.5617    0.3883 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4367    0.2722   -0.1688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4851   -0.6832    0.2035 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6946   -2.7639   -3.7027 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9444   -3.0571   -3.6447 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9977   -3.5350   -2.2631 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1914    0.7586   -2.1007 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8740    2.3024   -1.6703 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8169    2.7820   -3.0569 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7600    3.9910   -2.1785 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7574    4.6516    0.3390 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5607    5.9522    1.7012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6952    3.3663    2.5266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4716    1.1084    1.5752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2787   -1.5311   -0.2472 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0
 15 14  2  0
  5 17  1  0
 17 16  2  0
 17 18  1  0
 12 11  2  0
  5  3  1  0
 16 10  1  0
  3  2  1  0
 11 10  1  0
  3  4  2  0
 10  7  2  0
  2  1  1  0
 14 12  1  0
  7  8  1  0
  7  6  1  0
  8  9  1  0
 16 15  1  0
 12 13  1  0
 14 28  1  0
 11 26  1  0
 15 29  1  0
  6 22  1  0
 18 30  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  9 23  1  0
  9 24  1  0
  9 25  1  0
 13 27  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0       2.821  -2.791  -3.046  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.659  -1.492  -2.473  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.602  -1.387  -1.631  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.821  -2.285  -1.346  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.479  -0.018  -1.064  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.389   0.991  -1.409  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.267   2.276  -0.871  0.00  0.00           C+0
HETATM    8  O   UNK     0       3.123   3.313  -1.165  0.00  0.00           O+0
HETATM    9  C   UNK     0       4.193   3.062  -2.067  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.217   2.577   0.034  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.057   3.863   0.600  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.018   4.135   1.486  0.00  0.00           C+0
HETATM   13  O   UNK     0      -0.142   5.372   2.036  0.00  0.00           O+0
HETATM   14  C   UNK     0      -0.887   3.149   1.835  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.751   1.873   1.290  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.291   1.562   0.388  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.437   0.272  -0.169  0.00  0.00           C+0
HETATM   18  O   UNK     0      -0.485  -0.683   0.204  0.00  0.00           O+0
HETATM   19  H   UNK     0       3.695  -2.764  -3.703  0.00  0.00           H+0
HETATM   20  H   UNK     0       1.944  -3.057  -3.645  0.00  0.00           H+0
HETATM   21  H   UNK     0       2.998  -3.535  -2.263  0.00  0.00           H+0
HETATM   22  H   UNK     0       3.191   0.759  -2.101  0.00  0.00           H+0
HETATM   23  H   UNK     0       4.874   2.302  -1.670  0.00  0.00           H+0
HETATM   24  H   UNK     0       3.817   2.782  -3.057  0.00  0.00           H+0
HETATM   25  H   UNK     0       4.760   3.991  -2.179  0.00  0.00           H+0
HETATM   26  H   UNK     0       1.757   4.652   0.339  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.561   5.952   1.701  0.00  0.00           H+0
HETATM   28  H   UNK     0      -1.695   3.366   2.527  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.472   1.108   1.575  0.00  0.00           H+0
HETATM   30  H   UNK     0      -0.279  -1.531  -0.247  0.00  0.00           H+0
CONECT    1    2   19   20   21                                             
CONECT    2    3    1                                                       
CONECT    3    5    2    4                                                  
CONECT    4    3                                                            
CONECT    5    6   17    3                                                  
CONECT    6    5    7   22                                                  
CONECT    7   10    8    6                                                  
CONECT    8    7    9                                                       
CONECT    9    8   23   24   25                                             
CONECT   10   16   11    7                                                  
CONECT   11   12   10   26                                                  
CONECT   12   11   14   13                                                  
CONECT   13   12   27                                                       
CONECT   14   15   12   28                                                  
CONECT   15   14   16   29                                                  
CONECT   16   17   10   15                                                  
CONECT   17    5   16   18                                                  
CONECT   18   17   30                                                       
CONECT   19    1                                                            
CONECT   20    1                                                            
CONECT   21    1                                                            
CONECT   22    6                                                            
CONECT   23    9                                                            
CONECT   24    9                                                            
CONECT   25    9                                                            
CONECT   26   11                                                            
CONECT   27   13                                                            
CONECT   28   14                                                            
CONECT   29   15                                                            
CONECT   30   18                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   62    0
END

RDKit          3D

30 31  0  0  0  0  0  0  0  0999 V2000
    2.8208   -2.7906   -3.0458 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6585   -1.4915   -2.4727 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6020   -1.3870   -1.6311 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8209   -2.2846   -1.3460 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4791   -0.0176   -1.0638 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3892    0.9907   -1.4088 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2669    2.2764   -0.8709 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1228    3.3127   -1.1650 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1927    3.0619   -2.0674 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2166    2.5768    0.0337 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0567    3.8627    0.6003 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0182    4.1346    1.4861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1422    5.3717    2.0363 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8867    3.1491    1.8351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7507    1.8732    1.2901 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2909    1.5617    0.3883 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4367    0.2722   -0.1688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4851   -0.6832    0.2035 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6946   -2.7639   -3.7027 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9444   -3.0571   -3.6447 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9977   -3.5350   -2.2631 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1914    0.7586   -2.1007 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8740    2.3024   -1.6703 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8169    2.7820   -3.0569 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7600    3.9910   -2.1785 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7574    4.6516    0.3390 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5607    5.9522    1.7012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6952    3.3663    2.5266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4716    1.1084    1.5752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2787   -1.5311   -0.2472 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0
 15 14  2  0
  5 17  1  0
 17 16  2  0
 17 18  1  0
 12 11  2  0
  5  3  1  0
 16 10  1  0
  3  2  1  0
 11 10  1  0
  3  4  2  0
 10  7  2  0
  2  1  1  0
 14 12  1  0
  7  8  1  0
  7  6  1  0
  8  9  1  0
 16 15  1  0
 12 13  1  0
 14 28  1  0
 11 26  1  0
 15 29  1  0
  6 22  1  0
 18 30  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  9 23  1  0
  9 24  1  0
  9 25  1  0
 13 27  1  0
M  END

View in JSmol

Synonyms

Value	Source
Methyl 1,6-dihydroxy-4-methoxynaphthalene-2-carboxylic acid	Generator

Chemical Formula

C₁₃H₁₂O₅

Average Mass

248.2340 Da

Monoisotopic Mass

248.06847 Da

IUPAC Name

methyl 1,6-dihydroxy-4-methoxynaphthalene-2-carboxylate

Traditional Name

methyl 1,6-dihydroxy-4-methoxynaphthalene-2-carboxylate

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C2=C(OC([H])([H])[H])C([H])=C(C(=O)OC([H])([H])[H])C(O[H])=C2C([H])=C1[H]

InChI Identifier

InChI=1S/C13H12O5/c1-17-11-6-10(13(16)18-2)12(15)8-4-3-7(14)5-9(8)11/h3-6,14-15H,1-2H3

InChI Key

JQZGQYCUMYEQFO-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Lawsonia inermis	JEOL database	Liou, J.-R., et al, Phytochemistry 88, 67 (2013)

Chemical Taxonomy

Classification

Not classified

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	2.13	ALOGPS
logP	2.85	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	9.44	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.99 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	64.96 m³·mol⁻¹	ChemAxon
Polarizability	25.17 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

71623797

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Liou, J.-R., et al. (2013). Liou, J.-R., et al, Phytochemistry 88, 67 (2013) . Phytochem..

Showing NP-Card for lawsonaphthoate A (NP0042069)

MOL for NP0042069 (lawsonaphthoate A)

3D MOL for NP0042069 (lawsonaphthoate A)

3D SDF for NP0042069 (lawsonaphthoate A)

3D-SDF for NP0042069 (lawsonaphthoate A)

PDB for NP0042069 (lawsonaphthoate A)

3D PDB for NP0042069 (lawsonaphthoate A)

SMILES for NP0042069 (lawsonaphthoate A)

INCHI for NP0042069 (lawsonaphthoate A)

Structure for NP0042069 (lawsonaphthoate A)

3D Structure for NP0042069 (lawsonaphthoate A)