NP-MRD: Showing NP-Card for methyl 4-hydroxy-3-({3,4,5-trihydroxy-6-[(4-hydroxybenzoyloxy)methyl]oxan-2-yl}oxy)benzoate (NP0241811)

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Record Information

Version

1.0

Created at

2022-09-07 01:58:44 UTC

Updated at

2022-09-07 01:58:45 UTC

NP-MRD ID

NP0241811

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 4-hydroxy-3-({3,4,5-trihydroxy-6-[(4-hydroxybenzoyloxy)methyl]oxan-2-yl}oxy)benzoate

Description

Methyl 4-hydroxy-3-({3,4,5-trihydroxy-6-[(4-hydroxybenzoyloxy)methyl]oxan-2-yl}oxy)benzoate belongs to the class of organic compounds known as benzazepines. These are organic compounds containing a benzene ring fused to an azepine ring (unsaturated seven-membered heterocycle with one nitrogen atom replacing a carbon atom). methyl 4-hydroxy-3-({3,4,5-trihydroxy-6-[(4-hydroxybenzoyloxy)methyl]oxan-2-yl}oxy)benzoate is found in Houttuynia cordata. Methyl 4-hydroxy-3-({3,4,5-trihydroxy-6-[(4-hydroxybenzoyloxy)methyl]oxan-2-yl}oxy)benzoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241512252D          

 32 34  0  0  0  0            999 V2000
    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 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 O   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
    2.1434   -5.3625    0.0000 C   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
    1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434  -13.6125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -9.0750    0.0000 O   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   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    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
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  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
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 19 25  1  0  0  0  0
 14 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 12 30  1  0  0  0  0
 30 31  1  0  0  0  0
 10 32  2  0  0  0  0
  5 32  1  0  0  0  0
M  END

     RDKit          3D

 54 56  0  0  0  0  0  0  0  0999 V2000
    8.4535   -0.6333    0.3747 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4124    0.0444   -0.3174 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0828   -0.1406   -0.0171 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7881   -0.9368    0.9007 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0422    0.5742   -0.7510 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3660    1.4465   -1.7563 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3691    2.1120   -2.4376 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0484    1.9010   -2.1087 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0631    2.5774   -2.8030 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6858    1.0139   -1.0841 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3585    0.8367   -0.7930 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7918    0.0141    0.1727 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0933   -0.8472   -0.4671 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4945   -1.9006    0.3373 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8433   -2.3516   -0.1341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8109   -1.2932   -0.0483 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1262   -1.4941   -0.4349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4238   -2.6372   -0.8594 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1406   -0.4529   -0.3658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4282   -0.7245   -0.7676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4173    0.2359   -0.7170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1479    1.5183   -0.2561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1254    2.4977   -0.1967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8505    1.8006    0.1514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8809    0.8193    0.0895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4080   -1.6362    1.7904 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3900   -2.4220    2.4309 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5381   -0.2156    2.2006 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1598   -0.0017    3.4100 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0318    0.7848    1.1929 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1562    1.3571    0.5820 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7131    0.3751   -0.4350 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1532   -0.7620    1.4553 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6163   -1.6199   -0.0730 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3900   -0.0271    0.3769 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4156    1.6125   -2.0156 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6585    2.8059   -3.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3059    3.2147   -3.5381 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5335   -0.5582    0.7650 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2112   -2.7489    0.1017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8329   -2.6514   -1.2012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2474   -3.2119    0.4309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6529   -1.7367   -1.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4413    0.0089   -1.0399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2796    3.0977   -0.9782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6593    2.8077    0.5083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8858    1.0831    0.4167 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5679   -2.0157    2.1979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1066   -3.3654    2.4888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6144    0.0033    2.4660 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9108   -0.6512    3.4711 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5777    1.5683    1.6951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1507    1.2429   -0.3978 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5027   -0.3181    0.3607 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 14 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 10 32  2  0
 32  5  1  0
 30 12  1  0
 25 19  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  6 36  1  0
  7 37  1  0
  9 38  1  0
 12 39  1  1
 14 40  1  1
 15 41  1  0
 15 42  1  0
 20 43  1  0
 21 44  1  0
 23 45  1  0
 24 46  1  0
 25 47  1  0
 26 48  1  1
 27 49  1  0
 28 50  1  1
 29 51  1  0
 30 52  1  1
 31 53  1  0
 32 54  1  0
M  END


  Mrv1533004241512252D          

 32 34  0  0  0  0            999 V2000
    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 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 O   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
    2.1434   -5.3625    0.0000 C   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
    1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434  -13.6125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -9.0750    0.0000 O   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   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    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
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  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
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 19 25  1  0  0  0  0
 14 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 12 30  1  0  0  0  0
 30 31  1  0  0  0  0
 10 32  2  0  0  0  0
  5 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0241811

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1=CC=C(O)C(OC2OC(COC(=O)C3=CC=C(O)C=C3)C(O)C(O)C2O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H22O11/c1-29-19(27)11-4-7-13(23)14(8-11)31-21-18(26)17(25)16(24)15(32-21)9-30-20(28)10-2-5-12(22)6-3-10/h2-8,15-18,21-26H,9H2,1H3

> <INCHI_KEY>
FBQCLBJQRYAZAQ-UHFFFAOYSA-N

> <FORMULA>
C21H22O11

> <MOLECULAR_WEIGHT>
450.396

> <EXACT_MASS>
450.116211528

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
42.890956544495694

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 4-hydroxy-3-({3,4,5-trihydroxy-6-[(4-hydroxybenzoyloxy)methyl]oxan-2-yl}oxy)benzoate

> <ALOGPS_LOGP>
0.65

> <JCHEM_LOGP>
1.2932585703333328

> <ALOGPS_LOGS>
-2.68

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.007461043319267

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.33713444981259

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6491105015551586

> <JCHEM_POLAR_SURFACE_AREA>
172.21

> <JCHEM_REFRACTIVITY>
105.99240000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.32e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 4-hydroxy-3-({3,4,5-trihydroxy-6-[(4-hydroxybenzoyloxy)methyl]oxan-2-yl}oxy)benzoate

> <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       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.001  -6.930   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       1.334  -6.930   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001 -11.550   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667 -12.320   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.667 -13.860   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.000 -12.320   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.000 -13.860   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.334 -14.630   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       1.334 -16.170   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667 -16.940   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.667 -18.480   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       4.001 -19.250   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       5.335 -18.480   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       4.001 -20.790   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.335 -21.560   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.335 -23.100   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.001 -23.870   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       4.001 -25.410   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       2.667 -23.100   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.667 -21.560   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.000 -16.940   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       0.000 -18.480   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -1.334 -16.170   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -2.667 -16.940   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -1.334 -14.630   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -2.667 -13.860   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   32                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   32                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   30                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   26                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   25                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   19                                                       
CONECT   26   14   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   12   31                                                  
CONECT   31   30                                                            
CONECT   32   10    5                                                       
MASTER        0    0    0    0    0    0    0    0   32    0   68    0
END

View in JSmol

Synonyms

Value	Source
Methyl 4-hydroxy-3-({3,4,5-trihydroxy-6-[(4-hydroxybenzoyloxy)methyl]oxan-2-yl}oxy)benzoic acid	Generator

Chemical Formula

C₂₁H₂₂O₁₁

Average Mass

450.3960 Da

Monoisotopic Mass

450.11621 Da

IUPAC Name

methyl 4-hydroxy-3-({3,4,5-trihydroxy-6-[(4-hydroxybenzoyloxy)methyl]oxan-2-yl}oxy)benzoate

Traditional Name

methyl 4-hydroxy-3-({3,4,5-trihydroxy-6-[(4-hydroxybenzoyloxy)methyl]oxan-2-yl}oxy)benzoate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=CC=C(O)C(OC2OC(COC(=O)C3=CC=C(O)C=C3)C(O)C(O)C2O)=C1

InChI Identifier

InChI=1S/C21H22O11/c1-29-19(27)11-4-7-13(23)14(8-11)31-21-18(26)17(25)16(24)15(32-21)9-30-20(28)10-2-5-12(22)6-3-10/h2-8,15-18,21-26H,9H2,1H3

InChI Key

FBQCLBJQRYAZAQ-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
Houttuynia cordata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzazepines. These are organic compounds containing a benzene ring fused to an azepine ring (unsaturated seven-membered heterocycle with one nitrogen atom replacing a carbon atom).

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzazepines

Sub Class

Not Available

Direct Parent

Benzazepines

Alternative Parents

Substituents

Benzazepine
Tetrahydroisoquinoline
Benzodioxole
Indole or derivatives
Azepine
Aralkylamine
Benzenoid
N-alkylpyrrolidine
Pyrrolidine
Tertiary aliphatic amine
Tertiary amine
Secondary alcohol
1,2-diol
Acetal
Oxacycle
Azacycle
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organonitrogen compound
Amine
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	0.65	ALOGPS
logP	1.29	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	8.34	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	172.21 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	105.99 m³·mol⁻¹	ChemAxon
Polarizability	42.89 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 4-hydroxy-3-({3,4,5-trihydroxy-6-[(4-hydroxybenzoyloxy)methyl]oxan-2-yl}oxy)benzoate (NP0241811)

MOL for NP0241811 (methyl 4-hydroxy-3-({3,4,5-trihydroxy-6-[(4-hydroxybenzoyloxy)methyl]oxan-2-yl}oxy)benzoate)

3D MOL for NP0241811 (methyl 4-hydroxy-3-({3,4,5-trihydroxy-6-[(4-hydroxybenzoyloxy)methyl]oxan-2-yl}oxy)benzoate)

3D SDF for NP0241811 (methyl 4-hydroxy-3-({3,4,5-trihydroxy-6-[(4-hydroxybenzoyloxy)methyl]oxan-2-yl}oxy)benzoate)

3D-SDF for NP0241811 (methyl 4-hydroxy-3-({3,4,5-trihydroxy-6-[(4-hydroxybenzoyloxy)methyl]oxan-2-yl}oxy)benzoate)

PDB for NP0241811 (methyl 4-hydroxy-3-({3,4,5-trihydroxy-6-[(4-hydroxybenzoyloxy)methyl]oxan-2-yl}oxy)benzoate)

3D PDB for NP0241811 (methyl 4-hydroxy-3-({3,4,5-trihydroxy-6-[(4-hydroxybenzoyloxy)methyl]oxan-2-yl}oxy)benzoate)

SMILES for NP0241811 (methyl 4-hydroxy-3-({3,4,5-trihydroxy-6-[(4-hydroxybenzoyloxy)methyl]oxan-2-yl}oxy)benzoate)

INCHI for NP0241811 (methyl 4-hydroxy-3-({3,4,5-trihydroxy-6-[(4-hydroxybenzoyloxy)methyl]oxan-2-yl}oxy)benzoate)

Structure for NP0241811 (methyl 4-hydroxy-3-({3,4,5-trihydroxy-6-[(4-hydroxybenzoyloxy)methyl]oxan-2-yl}oxy)benzoate)

3D Structure for NP0241811 (methyl 4-hydroxy-3-({3,4,5-trihydroxy-6-[(4-hydroxybenzoyloxy)methyl]oxan-2-yl}oxy)benzoate)