NP-MRD: Showing NP-Card for {5,6,12,14-tetrahydroxy-13-methoxy-9-oxo-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-4-yl}methyl 4-hydroxybenzoate (NP0230441)

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Record Information

Version

2.0

Created at

2022-09-06 10:53:27 UTC

Updated at

2022-09-06 10:53:28 UTC

NP-MRD ID

NP0230441

Secondary Accession Numbers

None

Natural Product Identification

Common Name

{5,6,12,14-tetrahydroxy-13-methoxy-9-oxo-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-4-yl}methyl 4-hydroxybenzoate

Description

{5,6,12,14-Tetrahydroxy-13-methoxy-9-oxo-3,8-dioxatricyclo[8.4.0.0²,⁷]Tetradeca-1(14),10,12-trien-4-yl}methyl 4-hydroxybenzoate belongs to the class of organic compounds known as gallic acid and derivatives. Gallic acid and derivatives are compounds containing a 3,4,5-trihydroxybenzoic acid moiety. {5,6,12,14-tetrahydroxy-13-methoxy-9-oxo-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-4-yl}methyl 4-hydroxybenzoate is found in Astilbe rubra. {5,6,12,14-Tetrahydroxy-13-methoxy-9-oxo-3,8-dioxatricyclo[8.4.0.0²,⁷]Tetradeca-1(14),10,12-trien-4-yl}methyl 4-hydroxybenzoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004251503592D          

 32 35  0  0  0  0            999 V2000
    1.2079   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9829   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454   -2.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579   -3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9829   -3.6829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454   -4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579   -5.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454   -5.8263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204   -5.8263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079   -6.5408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079   -5.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204   -4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829   -2.2539    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
  4  6  1  0  0  0  0
  6  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  1  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
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 21 27  1  0  0  0  0
 16 28  1  0  0  0  0
 28 29  1  0  0  0  0
 11 29  1  0  0  0  0
 29 30  1  0  0  0  0
  7 30  1  0  0  0  0
 30 31  2  0  0  0  0
  3 31  1  0  0  0  0
 31 32  1  0  0  0  0
M  END

     RDKit          3D

 52 55  0  0  0  0  0  0  0  0999 V2000
    5.6386    3.1016   -0.5244 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4805    1.9301   -1.2955 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0314    0.7325   -0.7850 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9314   -0.1811   -0.2812 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3025    0.0322   -0.2534 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4315   -1.3659    0.2188 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0641   -1.6362    0.2175 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1716   -0.7263   -0.2837 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6971    0.4700   -0.7867 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8093    1.3998   -1.2967 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6910   -0.9335   -0.3240 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0539   -0.1161    0.6228 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2978   -0.1674    0.2952 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0909    0.9504    0.9202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4382    0.7701    0.5017 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4628    1.5999    0.8718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2305    2.5660    1.6094 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8292    1.3472    0.3978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1224    0.2801   -0.4248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4038    0.0373   -0.8735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4508    0.8591   -0.5142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7375    0.5843   -0.9868 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1710    1.9297    0.3080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8711    2.1734    0.7614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8082   -1.4937    0.8243 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1797   -1.5209    0.6499 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0838   -2.6372    0.2119 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1616   -3.7237    1.1143 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3125   -2.3757   -0.2121 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1609   -3.0806    0.7067 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5254   -2.8824    0.7415 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3386   -3.7259    1.2050 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3314    2.9737    0.3273 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6793    3.4718   -0.1089 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0779    3.8763   -1.1879 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6973    0.8985   -0.6163 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0805   -2.1325    0.6317 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1665    2.2651   -1.6626 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3647   -0.5430   -1.3118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4785   -0.1767   -0.7985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0184    0.7977    2.0340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6964    1.9424    0.7044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3023   -0.3752   -0.7146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5933   -0.8248   -1.5279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5334    1.1404   -0.7624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9856    2.5700    0.5883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6656    3.0223    1.4098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6320   -1.4582    1.9392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4062   -2.3899    0.2029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7053   -2.9814   -0.6692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1668   -3.4032    2.0481 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4853   -2.8703   -1.1925 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
  4  6  1  0
  6  7  2  0
  7 31  1  0
 31 32  2  0
 31 30  1  0
 30 29  1  0
 29 27  1  0
 27 28  1  0
 27 25  1  0
 25 26  1  0
 25 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 13 12  1  0
 12 11  1  0
 11  8  1  0
  8  9  2  0
  9 10  1  0
  9  3  1  0
  8  7  1  0
 11 29  1  0
 24 18  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  5 36  1  0
  6 37  1  0
 29 52  1  6
 27 50  1  6
 28 51  1  0
 25 48  1  1
 26 49  1  0
 13 40  1  6
 14 41  1  0
 14 42  1  0
 19 43  1  0
 20 44  1  0
 22 45  1  0
 23 46  1  0
 24 47  1  0
 11 39  1  6
 10 38  1  0
M  END


  Mrv1533004251503592D          

 32 35  0  0  0  0            999 V2000
    1.2079   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9829   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454   -2.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579   -3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9829   -3.6829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454   -4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579   -5.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454   -5.8263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204   -5.8263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079   -6.5408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079   -5.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204   -4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829   -2.2539    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
  4  6  1  0  0  0  0
  6  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  1  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
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 21 27  1  0  0  0  0
 16 28  1  0  0  0  0
 28 29  1  0  0  0  0
 11 29  1  0  0  0  0
 29 30  1  0  0  0  0
  7 30  1  0  0  0  0
 30 31  2  0  0  0  0
  3 31  1  0  0  0  0
 31 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0230441

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C=C2C(=O)OC3C(O)C(O)C(COC(=O)C4=CC=C(O)C=C4)OC3C2=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C21H20O11/c1-29-17-11(23)6-10-13(15(17)25)18-19(32-21(10)28)16(26)14(24)12(31-18)7-30-20(27)8-2-4-9(22)5-3-8/h2-6,12,14,16,18-19,22-26H,7H2,1H3

> <INCHI_KEY>
NAWLFLCZABMDRM-UHFFFAOYSA-N

> <FORMULA>
C21H20O11

> <MOLECULAR_WEIGHT>
448.38

> <EXACT_MASS>
448.100561464

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
42.410383109918264

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
{5,6,12,14-tetrahydroxy-13-methoxy-9-oxo-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-4-yl}methyl 4-hydroxybenzoate

> <ALOGPS_LOGP>
1.14

> <JCHEM_LOGP>
0.9649115616666661

> <ALOGPS_LOGS>
-2.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.854648199844904

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.254722249551007

> <JCHEM_PKA_STRONGEST_BASIC>
-3.64616916049404

> <JCHEM_POLAR_SURFACE_AREA>
172.20999999999998

> <JCHEM_REFRACTIVITY>
105.16820000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.41e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{5,6,12,14-tetrahydroxy-13-methoxy-9-oxo-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-4-yl}methyl 4-hydroxybenzoate

> <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       2.255  -4.207   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       3.795  -4.207   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       4.565  -2.874   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.795  -1.540   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.255  -1.540   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       4.565  -0.206   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.105  -0.206   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.875   1.127   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       6.105   2.461   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       8.415   1.127   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       9.185  -0.206   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.725  -0.206   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      11.495   1.127   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      11.495  -1.540   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      13.035  -1.540   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      10.725  -2.874   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.495  -4.207   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      10.725  -5.541   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      11.495  -6.875   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      13.035  -6.875   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      10.725  -8.208   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.495  -9.542   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.725 -10.876   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.185 -10.876   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       8.415 -12.209   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       8.415  -9.542   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.185  -8.208   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       9.185  -2.874   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       8.415  -1.540   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.875  -1.540   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       6.105  -2.874   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       6.875  -4.207   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   31                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   30                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   29                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   28                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   27                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   21                                                       
CONECT   28   16   29                                                       
CONECT   29   28   11   30                                                  
CONECT   30   29    7   31                                                  
CONECT   31   30    3   32                                                  
CONECT   32   31                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

View in JSmol

Synonyms

Value	Source
{5,6,12,14-tetrahydroxy-13-methoxy-9-oxo-3,8-dioxatricyclo[8.4.0.0,]tetradeca-1(14),10,12-trien-4-yl}methyl 4-hydroxybenzoic acid	Generator
{5,6,12,14-tetrahydroxy-13-methoxy-9-oxo-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-4-yl}methyl 4-hydroxybenzoic acid	Generator

Chemical Formula

C₂₁H₂₀O₁₁

Average Mass

448.3800 Da

Monoisotopic Mass

448.10056 Da

IUPAC Name

{5,6,12,14-tetrahydroxy-13-methoxy-9-oxo-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-4-yl}methyl 4-hydroxybenzoate

Traditional Name

{5,6,12,14-tetrahydroxy-13-methoxy-9-oxo-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-4-yl}methyl 4-hydroxybenzoate

CAS Registry Number

Not Available

SMILES

COC1=C(O)C=C2C(=O)OC3C(O)C(O)C(COC(=O)C4=CC=C(O)C=C4)OC3C2=C1O

InChI Identifier

InChI=1S/C21H20O11/c1-29-17-11(23)6-10-13(15(17)25)18-19(32-21(10)28)16(26)14(24)12(31-18)7-30-20(27)8-2-4-9(22)5-3-8/h2-6,12,14,16,18-19,22-26H,7H2,1H3

InChI Key

NAWLFLCZABMDRM-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
Astilbe rubra	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gallic acid and derivatives. Gallic acid and derivatives are compounds containing a 3,4,5-trihydroxybenzoic acid moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Gallic acid and derivatives

Alternative Parents

Substituents

Gallic acid or derivatives
P-hydroxybenzoic acid alkyl ester
P-hydroxybenzoic acid ester
Benzoate ester
Benzopyran
Isochromane
2-benzopyran
Anisole
Benzoyl
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Dicarboxylic acid or derivatives
Monosaccharide
Oxane
Lactone
1,2-diol
Carboxylic acid ester
Secondary alcohol
Polyol
Ether
Dialkyl ether
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Hydrocarbon derivative
Organic oxide
Alcohol
Organooxygen compound
Organic oxygen 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	1.14	ALOGPS
logP	0.96	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	8.25	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	5	ChemAxon
Refractivity	105.17 m³·mol⁻¹	ChemAxon
Polarizability	42.41 Å³	ChemAxon
Number of Rings	4	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

LOTUS database [Link]

Showing NP-Card for {5,6,12,14-tetrahydroxy-13-methoxy-9-oxo-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-4-yl}methyl 4-hydroxybenzoate (NP0230441)

MOL for NP0230441 ({5,6,12,14-tetrahydroxy-13-methoxy-9-oxo-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-4-yl}methyl 4-hydroxybenzoate)

3D MOL for NP0230441 ({5,6,12,14-tetrahydroxy-13-methoxy-9-oxo-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-4-yl}methyl 4-hydroxybenzoate)

3D SDF for NP0230441 ({5,6,12,14-tetrahydroxy-13-methoxy-9-oxo-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-4-yl}methyl 4-hydroxybenzoate)

3D-SDF for NP0230441 ({5,6,12,14-tetrahydroxy-13-methoxy-9-oxo-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-4-yl}methyl 4-hydroxybenzoate)

PDB for NP0230441 ({5,6,12,14-tetrahydroxy-13-methoxy-9-oxo-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-4-yl}methyl 4-hydroxybenzoate)

3D PDB for NP0230441 ({5,6,12,14-tetrahydroxy-13-methoxy-9-oxo-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-4-yl}methyl 4-hydroxybenzoate)

SMILES for NP0230441 ({5,6,12,14-tetrahydroxy-13-methoxy-9-oxo-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-4-yl}methyl 4-hydroxybenzoate)

INCHI for NP0230441 ({5,6,12,14-tetrahydroxy-13-methoxy-9-oxo-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-4-yl}methyl 4-hydroxybenzoate)

Structure for NP0230441 ({5,6,12,14-tetrahydroxy-13-methoxy-9-oxo-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-4-yl}methyl 4-hydroxybenzoate)

3D Structure for NP0230441 ({5,6,12,14-tetrahydroxy-13-methoxy-9-oxo-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-4-yl}methyl 4-hydroxybenzoate)