NP-MRD: Showing NP-Card for 4-[4-(2,4-dihydroxy-6-methylbenzoyloxy)-2-methoxy-6-methylbenzoyloxy]-2-hydroxy-6-methylbenzoic acid (NP0306452)

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Record Information

Version

2.0

Created at

2022-09-10 22:55:46 UTC

Updated at

2022-09-10 22:55:46 UTC

NP-MRD ID

NP0306452

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-[4-(2,4-dihydroxy-6-methylbenzoyloxy)-2-methoxy-6-methylbenzoyloxy]-2-hydroxy-6-methylbenzoic acid

Description

4-[4-(2,4-Dihydroxy-6-methylbenzoyloxy)-2-methoxy-6-methylbenzoyloxy]-2-hydroxy-6-methylbenzoic acid belongs to the class of organic compounds known as pyrrolizidines. Pyrrolizidines are compounds containing a pyrrolizidine, which is a bicyclic ring system made up of two fused pyrrolidine ring sharing a nitrogen atom. 4-[4-(2,4-dihydroxy-6-methylbenzoyloxy)-2-methoxy-6-methylbenzoyloxy]-2-hydroxy-6-methylbenzoic acid is found in Dimelaena oreina and Umbilicaria torrefacta. 4-[4-(2,4-Dihydroxy-6-methylbenzoyloxy)-2-methoxy-6-methylbenzoyloxy]-2-hydroxy-6-methylbenzoic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241508152D          

 35 37  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 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   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
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -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   -6.6000    0.0000 O   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
    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 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
    0.0000   -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
   -1.4289   -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
   -2.8579   -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
   -2.8579   -1.6500    0.0000 C   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
   -4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    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
  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
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
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  9 10  2  0  0  0  0
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 13 14  1  0  0  0  0
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 15 16  2  0  0  0  0
  9 16  1  0  0  0  0
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  5 18  2  0  0  0  0
 18 19  1  0  0  0  0
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 33 35  2  0  0  0  0
 25 35  1  0  0  0  0
M  END

     RDKit          3D

 57 59  0  0  0  0  0  0  0  0999 V2000
    0.5493    3.5028   -1.3113 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0787    2.6821   -0.4725 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4253    1.8482    0.3684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7787    1.4160    0.3393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3083    0.5423    1.2156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6505    0.1146    1.1837 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.2214   -0.8572   -0.7656 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.7267   -2.1245   -2.2136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0089   -2.4284   -1.4176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0079   -2.2238   -0.4987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3068   -2.7416   -0.6787 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7684   -1.5039    0.6297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4845   -0.9621    0.8619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3082   -0.2436    2.0170 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5042    0.0340    2.1985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1601    0.4284    2.2712 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6775   -0.1491    3.3724 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3786    1.3079    1.3905 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7719    1.7324    1.4130 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0836    2.7937    2.1114 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7307    1.1991    0.8290 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9216    0.9042    0.3595 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7187    0.0030    1.0243 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9877   -0.3519    0.5971 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8132   -1.3307    1.3673 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4790    0.2230   -0.5490 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8150   -0.1358   -1.0059 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2547    0.3983   -2.0493 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6232   -1.0284   -0.3616 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.4578    1.4695   -0.8103 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3878    4.2089   -0.9927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2197    4.2759   -1.7136 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0174    3.0537   -2.2738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3678    1.8481   -0.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2015   -2.6710   -3.0916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4045   -1.1498   -2.6576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8947   -2.7336   -1.8532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2495   -3.0033   -2.2945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4622   -3.2755   -1.5301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5291   -1.3062    1.3989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4869    0.1848    2.3059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8718   -0.6546    2.9221 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4523   -0.8386    2.9848 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0428   -0.7806    4.0466 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0752    0.6552    4.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3794   -0.4826    1.9352 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2002   -1.6259    2.2563 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9769   -2.2237    0.7695 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7323   -0.8282    1.7480 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5897   -0.8616   -0.0993 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6788    2.3673   -2.9178 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8478    2.1756   -1.3384 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
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  4  5  1  0
  5  6  1  0
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 21  3  1  0
 35 25  1  0
 16  9  1  0
  1 36  1  0
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 20 50  1  0
 26 51  1  0
 28 52  1  0
 28 53  1  0
 28 54  1  0
 32 55  1  0
 34 56  1  0
 35 57  1  0
M  END


  Mrv1533004241508152D          

 35 37  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 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   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
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -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
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    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
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   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  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
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M  END
> <DATABASE_ID>
NP0306452

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(OC(=O)C2=C(C)C=C(O)C=C2O)=CC(C)=C1C(=O)OC1=CC(C)=C(C(O)=O)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C25H22O10/c1-11-5-14(26)8-17(27)21(11)24(31)35-16-7-13(3)22(19(10-16)33-4)25(32)34-15-6-12(2)20(23(29)30)18(28)9-15/h5-10,26-28H,1-4H3,(H,29,30)

> <INCHI_KEY>
BXLGBRLDRRZQKR-UHFFFAOYSA-N

> <FORMULA>
C25H22O10

> <MOLECULAR_WEIGHT>
482.441

> <EXACT_MASS>
482.121296908

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
48.01527589226718

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-[4-(2,4-dihydroxy-6-methylbenzoyloxy)-2-methoxy-6-methylbenzoyloxy]-2-hydroxy-6-methylbenzoic acid

> <ALOGPS_LOGP>
4.07

> <JCHEM_LOGP>
6.7255964866666655

> <ALOGPS_LOGS>
-4.91

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.651116341635383

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.8407025739427314

> <JCHEM_PKA_STRONGEST_BASIC>
-4.006403776174097

> <JCHEM_POLAR_SURFACE_AREA>
159.82

> <JCHEM_REFRACTIVITY>
124.44949999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.93e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[4-(2,4-dihydroxy-6-methylbenzoyloxy)-2-methoxy-6-methylbenzoyloxy]-2-hydroxy-6-methylbenzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-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  O   UNK     0       5.335  -7.700   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       4.001 -10.010   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       6.668 -10.010   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.336 -10.010   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.336 -11.550   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      10.669 -12.320   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       8.002 -12.320   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668 -11.550   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       5.335 -12.320   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   21                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   18                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   16                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15    9   17                                                  
CONECT   17   16                                                            
CONECT   18    5   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19    3   22                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26   35                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   33                                                  
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33   29   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   25                                                       
MASTER        0    0    0    0    0    0    0    0   35    0   74    0
END

View in JSmol

Synonyms

Value	Source
4-[4-(2,4-Dihydroxy-6-methylbenzoyloxy)-2-methoxy-6-methylbenzoyloxy]-2-hydroxy-6-methylbenzoate	Generator
Ovoate	Generator

Chemical Formula

C₂₅H₂₂O₁₀

Average Mass

482.4410 Da

Monoisotopic Mass

482.12130 Da

IUPAC Name

4-[4-(2,4-dihydroxy-6-methylbenzoyloxy)-2-methoxy-6-methylbenzoyloxy]-2-hydroxy-6-methylbenzoic acid

Traditional Name

4-[4-(2,4-dihydroxy-6-methylbenzoyloxy)-2-methoxy-6-methylbenzoyloxy]-2-hydroxy-6-methylbenzoic acid

CAS Registry Number

Not Available

SMILES

COC1=CC(OC(=O)C2=C(C)C=C(O)C=C2O)=CC(C)=C1C(=O)OC1=CC(C)=C(C(O)=O)C(O)=C1

InChI Identifier

InChI=1S/C25H22O10/c1-11-5-14(26)8-17(27)21(11)24(31)35-16-7-13(3)22(19(10-16)33-4)25(32)34-15-6-12(2)20(23(29)30)18(28)9-15/h5-10,26-28H,1-4H3,(H,29,30)

InChI Key

BXLGBRLDRRZQKR-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
Dimelaena oreina	LOTUS Database	35616633
Umbilicaria torrefacta	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrrolizidines. Pyrrolizidines are compounds containing a pyrrolizidine, which is a bicyclic ring system made up of two fused pyrrolidine ring sharing a nitrogen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrrolizidines

Sub Class

Not Available

Direct Parent

Pyrrolizidines

Alternative Parents

Substituents

Pyrrolizidine
Dicarboxylic acid or derivatives
N-alkylpyrrolidine
Pyrrolidine
Tertiary alcohol
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Tertiary aliphatic amine
Tertiary amine
Amino acid or derivatives
Secondary alcohol
1,2-aminoalcohol
Carboxylic acid ester
Lactone
Oxacycle
Azacycle
Carboxylic acid derivative
Hydrocarbon derivative
Organonitrogen compound
Organic nitrogen compound
Organooxygen compound
Organic oxygen compound
Carbonyl group
Alcohol
Amine
Organic oxide
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	4.07	ALOGPS
logP	6.73	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	2.84	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	159.82 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	124.45 m³·mol⁻¹	ChemAxon
Polarizability	48.02 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

14647824

PDB ID

Not Available

ChEBI ID

144285

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4-[4-(2,4-dihydroxy-6-methylbenzoyloxy)-2-methoxy-6-methylbenzoyloxy]-2-hydroxy-6-methylbenzoic acid (NP0306452)

MOL for NP0306452 (4-[4-(2,4-dihydroxy-6-methylbenzoyloxy)-2-methoxy-6-methylbenzoyloxy]-2-hydroxy-6-methylbenzoic acid)

3D MOL for NP0306452 (4-[4-(2,4-dihydroxy-6-methylbenzoyloxy)-2-methoxy-6-methylbenzoyloxy]-2-hydroxy-6-methylbenzoic acid)

3D SDF for NP0306452 (4-[4-(2,4-dihydroxy-6-methylbenzoyloxy)-2-methoxy-6-methylbenzoyloxy]-2-hydroxy-6-methylbenzoic acid)

3D-SDF for NP0306452 (4-[4-(2,4-dihydroxy-6-methylbenzoyloxy)-2-methoxy-6-methylbenzoyloxy]-2-hydroxy-6-methylbenzoic acid)

PDB for NP0306452 (4-[4-(2,4-dihydroxy-6-methylbenzoyloxy)-2-methoxy-6-methylbenzoyloxy]-2-hydroxy-6-methylbenzoic acid)

3D PDB for NP0306452 (4-[4-(2,4-dihydroxy-6-methylbenzoyloxy)-2-methoxy-6-methylbenzoyloxy]-2-hydroxy-6-methylbenzoic acid)

SMILES for NP0306452 (4-[4-(2,4-dihydroxy-6-methylbenzoyloxy)-2-methoxy-6-methylbenzoyloxy]-2-hydroxy-6-methylbenzoic acid)

INCHI for NP0306452 (4-[4-(2,4-dihydroxy-6-methylbenzoyloxy)-2-methoxy-6-methylbenzoyloxy]-2-hydroxy-6-methylbenzoic acid)

Structure for NP0306452 (4-[4-(2,4-dihydroxy-6-methylbenzoyloxy)-2-methoxy-6-methylbenzoyloxy]-2-hydroxy-6-methylbenzoic acid)

3D Structure for NP0306452 (4-[4-(2,4-dihydroxy-6-methylbenzoyloxy)-2-methoxy-6-methylbenzoyloxy]-2-hydroxy-6-methylbenzoic acid)