NP-MRD: Showing NP-Card for 3-(3-carboxy-2-hydroxy-4-methoxy-6-methylbenzoyloxy)-4,6-dihydroxy-2,5-dimethylbenzoic acid (NP0244674)

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Record Information

Version

2.0

Created at

2022-09-07 05:31:47 UTC

Updated at

2022-09-07 05:31:48 UTC

NP-MRD ID

NP0244674

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-(3-carboxy-2-hydroxy-4-methoxy-6-methylbenzoyloxy)-4,6-dihydroxy-2,5-dimethylbenzoic acid

Description

3-(3-Carboxy-2-hydroxy-4-methoxy-6-methylbenzoyloxy)-4,6-dihydroxy-2,5-dimethylbenzoic acid belongs to the class of organic compounds known as bufanolides and derivatives. These are steroid lactones containing a pyran-2-one moiety linked to the C17 atom of a cyclopenta[a]phenanthrene derivative. 3-(3-carboxy-2-hydroxy-4-methoxy-6-methylbenzoyloxy)-4,6-dihydroxy-2,5-dimethylbenzoic acid is found in Siphula dissoluta and Thamnolia vermicularis. 3-(3-Carboxy-2-hydroxy-4-methoxy-6-methylbenzoyloxy)-4,6-dihydroxy-2,5-dimethylbenzoic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004251506342D          

 29 30  0  0  0  0            999 V2000
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    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
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 O   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
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   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  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 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
 14 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 11 22  1  0  0  0  0
 22 23  1  0  0  0  0
  7 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
  3 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
M  END

     RDKit          3D

 47 48  0  0  0  0  0  0  0  0999 V2000
    6.8600   -0.4438    0.2581 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8430    0.4549   -0.0395 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4926    0.1737   -0.0076 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9845   -1.0500    0.3281 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6532   -1.3482    0.3655 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1861   -2.7274    0.7478 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7699   -0.3613    0.0473 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3517   -0.6038    0.0654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1364   -1.7179    0.3701 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5322    0.4136   -0.2617 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9014    0.2261   -0.2578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6588    0.4520    0.8637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0180    0.9081    2.1125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0335    0.2655    0.8736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8352    0.5064    2.0671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3250    0.8941    3.1450 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2069    0.3095    2.0403 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6422   -0.1605   -0.2885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0117   -0.3369   -0.2441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9131   -0.4017   -1.4496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6512   -0.8574   -2.6691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5505   -0.2040   -1.4147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7863   -0.4297   -2.5366 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2354    0.9181   -0.3061 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2958    1.8755   -0.6178 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5893    1.1948   -0.3365 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1737    2.4703   -0.6844 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4352    2.6460   -0.6890 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4413    3.5731   -1.0307 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6116   -1.4911   -0.0014 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8192   -0.1324   -0.2481 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0649   -0.4024    1.3467 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6876   -1.8353    0.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5372   -2.7114    1.6369 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0874   -3.3189    1.0146 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6148   -3.1756   -0.0820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9104    0.9831    1.9511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3532    1.9198    2.4352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1271    0.1446    2.9202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8252    1.0074    2.4202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6032   -0.6397   -0.9842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0602   -0.6661   -3.5601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6023   -0.2543   -2.6872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8789   -1.9415   -2.4983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0783   -0.7365   -3.4311 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4918    2.7871   -0.8746 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4147    3.8242   -2.0303 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
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 17  1  0
 15 16  2  0
 14 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
  7 24  1  0
 24 25  1  0
 24 26  2  0
 26 27  1  0
 27 29  1  0
 27 28  2  0
 26  3  1  0
 22 11  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
  6 34  1  0
  6 35  1  0
  6 36  1  0
 13 37  1  0
 13 38  1  0
 13 39  1  0
 17 40  1  0
 19 41  1  0
 21 42  1  0
 21 43  1  0
 21 44  1  0
 23 45  1  0
 25 46  1  0
 29 47  1  0
M  END


  Mrv1533004251506342D          

 29 30  0  0  0  0            999 V2000
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    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
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 O   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
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   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  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 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
 14 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 11 22  1  0  0  0  0
 22 23  1  0  0  0  0
  7 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
  3 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0244674

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(C)=C(C(=O)OC2=C(C)C(C(O)=O)=C(O)C(C)=C2O)C(O)=C1C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H18O10/c1-6-5-9(28-4)12(18(25)26)15(22)10(6)19(27)29-16-7(2)11(17(23)24)13(20)8(3)14(16)21/h5,20-22H,1-4H3,(H,23,24)(H,25,26)

> <INCHI_KEY>
JAMFWYQGSFUDBI-UHFFFAOYSA-N

> <FORMULA>
C19H18O10

> <MOLECULAR_WEIGHT>
406.343

> <EXACT_MASS>
406.08999678

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
39.17819016551625

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-(3-carboxy-2-hydroxy-4-methoxy-6-methylbenzoyloxy)-4,6-dihydroxy-2,5-dimethylbenzoic acid

> <ALOGPS_LOGP>
2.97

> <JCHEM_LOGP>
6.021743982

> <ALOGPS_LOGS>
-3.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
2.929017084299918

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.280319737181854

> <JCHEM_PKA_STRONGEST_BASIC>
-4.1364877641738795

> <JCHEM_POLAR_SURFACE_AREA>
170.82

> <JCHEM_REFRACTIVITY>
99.90279999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.65e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(3-carboxy-2-hydroxy-4-methoxy-6-methylbenzoyloxy)-4,6-dihydroxy-2,5-dimethylbenzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.334 -10.010   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       4.001 -10.010   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335 -12.320   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668 -11.550   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335 -13.860   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668 -14.630   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       8.002 -13.860   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       6.668 -16.170   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       4.001 -14.630   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       4.001 -16.170   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.667 -13.860   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.334 -14.630   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.667 -12.320   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       1.334 -11.550   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       0.000  -7.700   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -1.334  -5.390   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   26                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   24                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   22                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   18                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   14   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   11   23                                                  
CONECT   23   22                                                            
CONECT   24    7   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24    3   27                                                  
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   60    0
END

View in JSmol

Synonyms

Value	Source
3-(3-Carboxy-2-hydroxy-4-methoxy-6-methylbenzoyloxy)-4,6-dihydroxy-2,5-dimethylbenzoate	Generator

Chemical Formula

C₁₉H₁₈O₁₀

Average Mass

406.3430 Da

Monoisotopic Mass

406.09000 Da

IUPAC Name

3-(3-carboxy-2-hydroxy-4-methoxy-6-methylbenzoyloxy)-4,6-dihydroxy-2,5-dimethylbenzoic acid

Traditional Name

3-(3-carboxy-2-hydroxy-4-methoxy-6-methylbenzoyloxy)-4,6-dihydroxy-2,5-dimethylbenzoic acid

CAS Registry Number

Not Available

SMILES

COC1=CC(C)=C(C(=O)OC2=C(C)C(C(O)=O)=C(O)C(C)=C2O)C(O)=C1C(O)=O

InChI Identifier

InChI=1S/C19H18O10/c1-6-5-9(28-4)12(18(25)26)15(22)10(6)19(27)29-16-7(2)11(17(23)24)13(20)8(3)14(16)21/h5,20-22H,1-4H3,(H,23,24)(H,25,26)

InChI Key

JAMFWYQGSFUDBI-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
Siphula dissoluta	LOTUS Database	35616633
Thamnolia vermicularis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as bufanolides and derivatives. These are steroid lactones containing a pyran-2-one moiety linked to the C17 atom of a cyclopenta[a]phenanthrene derivative.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid lactones

Direct Parent

Bufanolides and derivatives

Alternative Parents

Substituents

Bufanolide-skeleton
Steroidal glycoside
Steroid ester
14-hydroxysteroid
Hydroxysteroid
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Pyranone
Pyran
Monosaccharide
Oxane
Tertiary alcohol
Cyclic alcohol
Heteroaromatic compound
Carboxylic acid ester
Secondary alcohol
Lactone
Monocarboxylic acid or derivatives
Acetal
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Polyol
Primary alcohol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Alcohol
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	2.97	ALOGPS
logP	6.02	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	2.28	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	170.82 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	99.9 m³·mol⁻¹	ChemAxon
Polarizability	39.18 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

12310743

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-(3-carboxy-2-hydroxy-4-methoxy-6-methylbenzoyloxy)-4,6-dihydroxy-2,5-dimethylbenzoic acid (NP0244674)

MOL for NP0244674 (3-(3-carboxy-2-hydroxy-4-methoxy-6-methylbenzoyloxy)-4,6-dihydroxy-2,5-dimethylbenzoic acid)

3D MOL for NP0244674 (3-(3-carboxy-2-hydroxy-4-methoxy-6-methylbenzoyloxy)-4,6-dihydroxy-2,5-dimethylbenzoic acid)

3D SDF for NP0244674 (3-(3-carboxy-2-hydroxy-4-methoxy-6-methylbenzoyloxy)-4,6-dihydroxy-2,5-dimethylbenzoic acid)

3D-SDF for NP0244674 (3-(3-carboxy-2-hydroxy-4-methoxy-6-methylbenzoyloxy)-4,6-dihydroxy-2,5-dimethylbenzoic acid)

PDB for NP0244674 (3-(3-carboxy-2-hydroxy-4-methoxy-6-methylbenzoyloxy)-4,6-dihydroxy-2,5-dimethylbenzoic acid)

3D PDB for NP0244674 (3-(3-carboxy-2-hydroxy-4-methoxy-6-methylbenzoyloxy)-4,6-dihydroxy-2,5-dimethylbenzoic acid)

SMILES for NP0244674 (3-(3-carboxy-2-hydroxy-4-methoxy-6-methylbenzoyloxy)-4,6-dihydroxy-2,5-dimethylbenzoic acid)

INCHI for NP0244674 (3-(3-carboxy-2-hydroxy-4-methoxy-6-methylbenzoyloxy)-4,6-dihydroxy-2,5-dimethylbenzoic acid)

Structure for NP0244674 (3-(3-carboxy-2-hydroxy-4-methoxy-6-methylbenzoyloxy)-4,6-dihydroxy-2,5-dimethylbenzoic acid)

3D Structure for NP0244674 (3-(3-carboxy-2-hydroxy-4-methoxy-6-methylbenzoyloxy)-4,6-dihydroxy-2,5-dimethylbenzoic acid)