NP-MRD: Showing NP-Card for 1,2,3-Tri-O-methyl-7,8-methyleneflavellagic acid (NP0138744)

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Record Information

Version

1.0

Created at

2022-06-29 18:34:12 UTC

Updated at

2022-06-29 18:34:12 UTC

NP-MRD ID

NP0138744

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1,2,3-Tri-O-methyl-7,8-methyleneflavellagic acid

Description

12,13,14-Trimethoxy-3,5,10,17-tetraoxapentacyclo[9.6.2.0²,⁶.0⁸,¹⁸.0¹⁵,¹⁹]Nonadeca-1(18),2(6),7,11,13,15(19)-hexaene-9,16-dione belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit. 1,2,3-Tri-O-methyl-7,8-methyleneflavellagic acid is found in Camptotheca acuminata. 12,13,14-Trimethoxy-3,5,10,17-tetraoxapentacyclo[9.6.2.0²,⁶.0⁸,¹⁸.0¹⁵,¹⁹]Nonadeca-1(18),2(6),7,11,13,15(19)-hexaene-9,16-dione is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004201504542D          

 27 31  0  0  0  0            999 V2000
   -0.4756    0.5836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1953    1.3596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6168    1.5048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8971    2.2807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3653    2.9114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6456    3.6873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7092    2.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9895    3.2018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8017    3.3471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0820    4.1230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3335    2.7164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1456    2.8616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6774    2.2309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5020    2.2041    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7313    1.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0484    0.9486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3971    1.4549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5850    1.3097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3047    0.5338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4926    0.3886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2123   -0.3873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9608    1.0193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1486    0.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8683    0.0982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0562   -0.0471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2411    1.7952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0532    1.9404    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
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 13 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
  3 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 22 26  1  0  0  0  0
  7 26  2  0  0  0  0
 26 27  1  0  0  0  0
 11 27  1  0  0  0  0
 18 27  2  0  0  0  0
M  END

     RDKit          3D

 39 43  0  0  0  0  0  0  0  0999 V2000
    4.6650    0.4105    0.4560 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7461    0.4727   -0.5995 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3967    0.2440   -0.4997 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8828   -1.0478   -0.6758 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7370   -2.1045   -0.9526 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3362   -2.9023    0.0466 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5181   -1.2793   -0.5748 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0037   -2.4773   -0.7342 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2855   -2.6865   -0.6371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8028   -3.8354   -0.7875 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1587   -1.6528   -0.3624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5169   -1.8395   -0.2542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3568   -0.7816    0.0214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8304    0.4810    0.1910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4616    0.6856    0.0848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9386    1.8752    0.2419 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6514    2.0916    0.1463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1725    3.2491    0.3022 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2256    1.0701   -0.1267 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5730    1.3045   -0.2253 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0753    2.5651   -0.0535 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2540    3.5105   -1.0831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2985   -0.2202   -0.3015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6565   -0.3901   -0.1902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8703    1.3663    0.4567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0027    0.6006    0.8037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7258   -0.6492    0.1875 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5478    1.0231    0.1568 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9857   -0.6133    0.7173 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2064    0.8330    1.3947 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3355   -2.3652    1.0205 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3853   -3.1655   -0.2399 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7785   -3.8656    0.1254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9067   -2.8450   -0.3923 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2848    3.4963   -1.4752 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1068    4.5219   -0.6146 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5695    3.3732   -1.9267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9468    1.0397    0.4153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0312    0.5073    1.9138 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
  4  7  1  0
  7 23  2  0
 23 19  1  0
 19 17  1  0
 17 18  2  0
 17 16  1  0
 16 15  1  0
 15 24  2  0
 24 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 25  1  0
 25 26  1  0
 26 27  1  0
 11  9  1  0
  9 10  2  0
  9  8  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 20  3  1  0
  8  7  1  0
 24 23  1  0
 27 13  1  0
 14 15  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  6 31  1  0
  6 32  1  0
  6 33  1  0
 12 34  1  0
 26 38  1  0
 26 39  1  0
 22 35  1  0
 22 36  1  0
 22 37  1  0
M  END


  Mrv1533004201504542D          

 27 31  0  0  0  0            999 V2000
   -0.4756    0.5836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1953    1.3596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6168    1.5048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8971    2.2807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3653    2.9114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6456    3.6873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7092    2.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9895    3.2018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8017    3.3471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0820    4.1230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3335    2.7164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1456    2.8616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6774    2.2309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5020    2.2041    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7313    1.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0484    0.9486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3971    1.4549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5850    1.3097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3047    0.5338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4926    0.3886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2123   -0.3873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9608    1.0193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1486    0.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8683    0.0982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0562   -0.0471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2411    1.7952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0532    1.9404    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
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 13 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
  3 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 22 26  1  0  0  0  0
  7 26  2  0  0  0  0
 26 27  1  0  0  0  0
 11 27  1  0  0  0  0
 18 27  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0138744

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(OC)C2=C3C(C(=O)OC4=C3C(=CC3=C4OCO3)C(=O)O2)=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C18H12O9/c1-21-12-10-9-8-6(17(19)26-14(9)16(23-3)15(12)22-2)4-7-11(25-5-24-7)13(8)27-18(10)20/h4H,5H2,1-3H3

> <INCHI_KEY>
QQLURXJDJDJYQV-UHFFFAOYSA-N

> <FORMULA>
C18H12O9

> <MOLECULAR_WEIGHT>
372.285

> <EXACT_MASS>
372.048131966

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
34.99726986632153

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
12,13,14-trimethoxy-3,5,10,17-tetraoxapentacyclo[9.6.2.0²,⁶.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-1(18),2(6),7,11(19),12,14-hexaene-9,16-dione

> <ALOGPS_LOGP>
1.71

> <JCHEM_LOGP>
1.3804033753333331

> <ALOGPS_LOGS>
-3.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.329479451617349

> <JCHEM_POLAR_SURFACE_AREA>
98.75000000000001

> <JCHEM_REFRACTIVITY>
87.84049999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.80e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
12,13,14-trimethoxy-3,5,10,17-tetraoxapentacyclo[9.6.2.0²,⁶.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-1(18),2(6),7,11(19),12,14-hexaene-9,16-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-15         0                                  
HETATM    1  C   UNK     0      -0.888   1.089   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -0.365   2.538   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.151   2.809   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.675   4.257   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       0.682   5.435   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.205   6.883   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.191   4.528   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       3.714   5.977   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       5.230   6.248   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       5.753   7.696   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       6.222   5.071   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.738   5.342   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.731   4.164   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      10.270   4.114   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      10.698   2.635   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       9.424   1.771   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       8.208   2.716   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.692   2.445   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.169   0.996   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       4.653   0.725   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       4.130  -0.723   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       3.660   1.903   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.144   1.632   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       1.621   0.183   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       0.105  -0.088   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.183   3.351   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.699   3.622   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   23                                                  
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5                                                            
CONECT    7    4    8   26                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   27                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   17                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   13   18                                                  
CONECT   18   17   19   27                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   26                                                  
CONECT   23   22    3   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24                                                            
CONECT   26   22    7   27                                                  
CONECT   27   26   11   18                                                  
MASTER        0    0    0    0    0    0    0    0   27    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₁₂O₉

Average Mass

372.2850 Da

Monoisotopic Mass

372.04813 Da

IUPAC Name

12,13,14-trimethoxy-3,5,10,17-tetraoxapentacyclo[9.6.2.0²,⁶.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-1(18),2(6),7,11(19),12,14-hexaene-9,16-dione

Traditional Name

12,13,14-trimethoxy-3,5,10,17-tetraoxapentacyclo[9.6.2.0²,⁶.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-1(18),2(6),7,11(19),12,14-hexaene-9,16-dione

CAS Registry Number

69251-99-6

SMILES

COC1=C(OC)C2=C3C(C(=O)OC4=C3C(=CC3=C4OCO3)C(=O)O2)=C1OC

InChI Identifier

InChI=1S/C18H12O9/c1-21-12-10-9-8-6(17(19)26-14(9)16(23-3)15(12)22-2)4-7-11(25-5-24-7)13(8)27-18(10)20/h4H,5H2,1-3H3

InChI Key

QQLURXJDJDJYQV-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
Camptotheca acuminata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Tannins

Sub Class

Hydrolyzable tannins

Direct Parent

Hydrolyzable tannins

Alternative Parents

Substituents

Hydrolyzable tannin
Ellagic_acid
Coumarin
Isocoumarin
Benzopyran
2-benzopyran
1-benzopyran
Benzodioxole
Anisole
Alkyl aryl ether
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Vinylogous ester
Lactone
Ether
Organoheterocyclic compound
Oxacycle
Acetal
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
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	1.71	ALOGPS
logP	1.38	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	98.75 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	87.84 m³·mol⁻¹	ChemAxon
Polarizability	35 Å³	ChemAxon
Number of Rings	5	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 1,2,3-Tri-O-methyl-7,8-methyleneflavellagic acid (NP0138744)

MOL for NP0138744 (1,2,3-Tri-O-methyl-7,8-methyleneflavellagic acid)

3D MOL for NP0138744 (1,2,3-Tri-O-methyl-7,8-methyleneflavellagic acid)

3D SDF for NP0138744 (1,2,3-Tri-O-methyl-7,8-methyleneflavellagic acid)

3D-SDF for NP0138744 (1,2,3-Tri-O-methyl-7,8-methyleneflavellagic acid)

PDB for NP0138744 (1,2,3-Tri-O-methyl-7,8-methyleneflavellagic acid)

3D PDB for NP0138744 (1,2,3-Tri-O-methyl-7,8-methyleneflavellagic acid)

SMILES for NP0138744 (1,2,3-Tri-O-methyl-7,8-methyleneflavellagic acid)

INCHI for NP0138744 (1,2,3-Tri-O-methyl-7,8-methyleneflavellagic acid)

Structure for NP0138744 (1,2,3-Tri-O-methyl-7,8-methyleneflavellagic acid)

3D Structure for NP0138744 (1,2,3-Tri-O-methyl-7,8-methyleneflavellagic acid)