NP-MRD: Showing NP-Card for Hamamelitannin (NP0137001)

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Record Information

Version

2.0

Created at

2022-05-30 16:38:38 UTC

Updated at

2022-05-30 16:38:38 UTC

NP-MRD ID

NP0137001

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Hamamelitannin

Description

Hamamelitannin belongs to the class of organic compounds known as galloyl esters. These are organic compounds that contain an ester derivative of 3,4,5-trihydroxybenzoic acid. Hamamelitannin is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Hamamelitannin has been detected, but not quantified in, nuts. Hamamelitannin is found in Caryocar villosum, Castanea crenata, Cercidiphyllum japonicum and Hamamelis virginiana. This could make hamamelitannin a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061307212D          

 34 36  0  0  0  0            999 V2000
    3.5564   -7.6324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2510   -7.0512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2141    0.5554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5731    0.1138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2577   -4.7901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8082   -2.2401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0715   -6.9649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7661   -0.0577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2209   -8.3860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9155   -7.8048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4690    1.3400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8280    0.8984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7728   -4.1227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4004   -8.4723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2760    1.5115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0277   -3.3381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4071   -6.2112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5112   -0.8423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6928   -3.3381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3603   -2.8532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7058   -9.0535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0950   -7.8911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9170    1.9531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6350    1.0700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0648   -9.2259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5309    2.2961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8123   -3.0831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2275   -6.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7042   -1.0139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9082   -3.0831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9123   -2.2401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9221   -5.5438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0632   -1.4554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9478   -4.1227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  2  0  0  0  0
  7  2  1  0  0  0  0
  8  3  2  0  0  0  0
  8  4  1  0  0  0  0
  9  1  1  0  0  0  0
 10  2  2  0  0  0  0
 11  3  1  0  0  0  0
 12  4  2  0  0  0  0
 13  5  1  0  0  0  0
 14  9  2  0  0  0  0
 14 10  1  0  0  0  0
 15 11  2  0  0  0  0
 15 12  1  0  0  0  0
 16 13  1  0  0  0  0
 17  7  1  0  0  0  0
 18  8  1  0  0  0  0
 20  6  1  0  0  0  0
 20 16  1  0  0  0  0
 20 19  1  0  0  0  0
 21  9  1  0  0  0  0
 22 10  1  0  0  0  0
 23 11  1  0  0  0  0
 24 12  1  0  0  0  0
 25 14  1  0  0  0  0
 26 15  1  0  0  0  0
 27 16  1  0  0  0  0
 28 17  2  0  0  0  0
 29 18  2  0  0  0  0
 30 19  1  0  0  0  0
 31 20  1  0  0  0  0
 32  5  1  0  0  0  0
 32 17  1  0  0  0  0
 33  6  1  0  0  0  0
 33 18  1  0  0  0  0
 34 13  1  0  0  0  0
 34 19  1  0  0  0  0
M  END

     RDKit          3D

 54 56  0  0  0  0  0  0  0  0999 V2000
    2.4942    0.6497    1.2803 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4245   -0.1162    0.9086 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1154   -1.4603    0.8078 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8683   -2.0296    1.0815 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7797   -1.4803    0.2035 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9988   -1.6885   -1.1369 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1014   -2.6338   -1.6090 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5030   -3.8752   -1.1809 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1822   -2.1671   -0.8167 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1497   -3.1464   -1.0360 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5091   -0.8533   -1.3902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6368   -0.1767   -1.0853 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1972    0.3979   -0.0107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5534    0.3455    1.0635 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4799    1.0756    0.0270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2459    1.1771   -1.1025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4830    1.8230   -1.0949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2460    1.9168   -2.2477 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9689    2.3828    0.0708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1954    3.0340    0.1192 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2033    2.2835    1.2076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6976    2.8482    2.3755 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9691    1.6334    1.1789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5417   -2.2006    0.5285 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1387   -3.5126    0.8419 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7441    0.4131    0.6082 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9658    1.7616    0.7344 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1946    2.3255    0.4646 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3882    3.7042    0.6030 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2254    1.5078    0.0572 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4678    2.0436   -0.2203 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0137    0.1467   -0.0736 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0548   -0.6460   -0.4804 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7614   -0.3983    0.2055 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5608   -1.8855    2.1472 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9551   -3.1245    0.9456 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6215   -0.3986    0.3734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0804   -2.5403   -2.6782 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3192   -4.6020   -1.8391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1919   -3.3270   -2.0047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5073   -0.9505   -2.5355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5550   -0.2190   -1.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9107    0.7518   -2.0552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1322    2.3911   -2.1984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5010    3.4222    0.9894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1341    2.7750    3.2116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4116    1.5866    2.1035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0303   -1.7168    1.3523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6647   -3.9085    1.5582 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1759    2.4502    1.0553 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6351    4.2850    0.8983 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6276    3.0378   -0.1263 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9115   -1.6441   -0.5797 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6094   -1.4678    0.0986 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  2  0
  2 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  1  0
 28 30  2  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 32 34  2  0
  5 24  1  0
 24 25  1  0
 24  9  1  0
  9 10  1  1
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  2  0
  9  7  1  0
 23 15  1  0
 34 26  1  0
  8 39  1  0
  7 38  1  6
  5 37  1  6
  4 35  1  0
  4 36  1  0
 27 50  1  0
 29 51  1  0
 31 52  1  0
 33 53  1  0
 34 54  1  0
 24 48  1  1
 25 49  1  0
 10 40  1  0
 11 41  1  0
 11 42  1  0
 16 43  1  0
 18 44  1  0
 20 45  1  0
 22 46  1  0
 23 47  1  0
M  END


  Mrv0541 05061307212D          

 34 36  0  0  0  0            999 V2000
    3.5564   -7.6324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2510   -7.0512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2141    0.5554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5731    0.1138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2577   -4.7901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8082   -2.2401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0715   -6.9649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7661   -0.0577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2209   -8.3860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9155   -7.8048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4690    1.3400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8280    0.8984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7728   -4.1227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4004   -8.4723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2760    1.5115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0277   -3.3381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4071   -6.2112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5112   -0.8423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6928   -3.3381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3603   -2.8532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7058   -9.0535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0950   -7.8911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9170    1.9531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6350    1.0700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0648   -9.2259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5309    2.2961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8123   -3.0831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2275   -6.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7042   -1.0139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9082   -3.0831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9123   -2.2401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9221   -5.5438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0632   -1.4554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9478   -4.1227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  2  0  0  0  0
  7  2  1  0  0  0  0
  8  3  2  0  0  0  0
  8  4  1  0  0  0  0
  9  1  1  0  0  0  0
 10  2  2  0  0  0  0
 11  3  1  0  0  0  0
 12  4  2  0  0  0  0
 13  5  1  0  0  0  0
 14  9  2  0  0  0  0
 14 10  1  0  0  0  0
 15 11  2  0  0  0  0
 15 12  1  0  0  0  0
 16 13  1  0  0  0  0
 17  7  1  0  0  0  0
 18  8  1  0  0  0  0
 20  6  1  0  0  0  0
 20 16  1  0  0  0  0
 20 19  1  0  0  0  0
 21  9  1  0  0  0  0
 22 10  1  0  0  0  0
 23 11  1  0  0  0  0
 24 12  1  0  0  0  0
 25 14  1  0  0  0  0
 26 15  1  0  0  0  0
 27 16  1  0  0  0  0
 28 17  2  0  0  0  0
 29 18  2  0  0  0  0
 30 19  1  0  0  0  0
 31 20  1  0  0  0  0
 32  5  1  0  0  0  0
 32 17  1  0  0  0  0
 33  6  1  0  0  0  0
 33 18  1  0  0  0  0
 34 13  1  0  0  0  0
 34 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0137001

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1OC(COC(=O)C2=CC(O)=C(O)C(O)=C2)C(O)C1(O)COC(=O)C1=CC(O)=C(O)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H20O14/c21-9-1-7(2-10(22)14(9)25)17(28)32-5-13-16(27)20(31,19(30)34-13)6-33-18(29)8-3-11(23)15(26)12(24)4-8/h1-4,13,16,19,21-27,30-31H,5-6H2

> <INCHI_KEY>
FEPAFOYQTIEEIS-UHFFFAOYSA-N

> <FORMULA>
C20H20O14

> <MOLECULAR_WEIGHT>
484.3644

> <EXACT_MASS>
484.085305348

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_AVERAGE_POLARIZABILITY>
45.033504983419405

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{3,4,5-trihydroxy-4-[(3,4,5-trihydroxybenzoyloxy)methyl]oxolan-2-yl}methyl 3,4,5-trihydroxybenzoate

> <ALOGPS_LOGP>
0.89

> <JCHEM_LOGP>
0.10067019300000002

> <ALOGPS_LOGS>
-2.72

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.40712854892562

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.806346578154

> <JCHEM_PKA_STRONGEST_BASIC>
-4.404458430808673

> <JCHEM_POLAR_SURFACE_AREA>
243.89999999999995

> <JCHEM_REFRACTIVITY>
107.67219999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.24e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{3,4,5-trihydroxy-4-[(3,4,5-trihydroxybenzoyloxy)methyl]oxolan-2-yl}methyl 3,4,5-trihydroxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       6.639 -14.247   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.202 -13.162   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.266   1.037   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.803   0.212   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.081  -8.942   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.375  -4.182   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.733 -13.001   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.297  -0.108   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.012 -15.654   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.576 -14.569   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.742   2.501   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.279   1.677   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.176  -7.696   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.481 -15.815   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.249   2.821   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.652  -6.231   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.360 -11.594   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.821  -1.572   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.160  -6.231   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.406  -5.326   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       6.917 -16.900   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       2.044 -14.730   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       1.712   3.646   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       6.785   1.997   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       3.854 -17.222   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       4.724   4.286   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       7.116  -5.755   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       7.891 -11.433   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       1.315  -1.893   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       1.695  -5.755   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       5.436  -4.182   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       5.455 -10.348   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       3.851  -2.717   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       3.636  -7.696   0.000  0.00  0.00           O+0
CONECT    1    7    9                                                       
CONECT    2    7   10                                                       
CONECT    3    8   11                                                       
CONECT    4    8   12                                                       
CONECT    5   13   32                                                       
CONECT    6   20   33                                                       
CONECT    7    1    2   17                                                  
CONECT    8    3    4   18                                                  
CONECT    9    1   14   21                                                  
CONECT   10    2   14   22                                                  
CONECT   11    3   15   23                                                  
CONECT   12    4   15   24                                                  
CONECT   13    5   16   34                                                  
CONECT   14    9   10   25                                                  
CONECT   15   11   12   26                                                  
CONECT   16   13   20   27                                                  
CONECT   17    7   28   32                                                  
CONECT   18    8   29   33                                                  
CONECT   19   20   30   34                                                  
CONECT   20    6   16   19   31                                             
CONECT   21    9                                                            
CONECT   22   10                                                            
CONECT   23   11                                                            
CONECT   24   12                                                            
CONECT   25   14                                                            
CONECT   26   15                                                            
CONECT   27   16                                                            
CONECT   28   17                                                            
CONECT   29   18                                                            
CONECT   30   19                                                            
CONECT   31   20                                                            
CONECT   32    5   17                                                       
CONECT   33    6   18                                                       
CONECT   34   13   19                                                       
MASTER        0    0    0    0    0    0    0    0   34    0   72    0
END

View in JSmol

Synonyms

Value	Source
2',5-Digalloylhamamelofuranose	HMDB
2,3-Di-O-galloyl-D-glucose	HMDB
2,3-Digalloylglucose	HMDB
Digalloylhamamelose	MeSH
2',5-Di-O-galloyl hamamelose	MeSH
{3,4,5-trihydroxy-4-[(3,4,5-trihydroxybenzoyloxy)methyl]oxolan-2-yl}methyl 3,4,5-trihydroxybenzoic acid	Generator
Hamamelitannin	MeSH

Chemical Formula

C₂₀H₂₀O₁₄

Average Mass

484.3644 Da

Monoisotopic Mass

484.08531 Da

IUPAC Name

{3,4,5-trihydroxy-4-[(3,4,5-trihydroxybenzoyloxy)methyl]oxolan-2-yl}methyl 3,4,5-trihydroxybenzoate

Traditional Name

{3,4,5-trihydroxy-4-[(3,4,5-trihydroxybenzoyloxy)methyl]oxolan-2-yl}methyl 3,4,5-trihydroxybenzoate

CAS Registry Number

Not Available

SMILES

OC1OC(COC(=O)C2=CC(O)=C(O)C(O)=C2)C(O)C1(O)COC(=O)C1=CC(O)=C(O)C(O)=C1

InChI Identifier

InChI=1S/C20H20O14/c21-9-1-7(2-10(22)14(9)25)17(28)32-5-13-16(27)20(31,19(30)34-13)6-33-18(29)8-3-11(23)15(26)12(24)4-8/h1-4,13,16,19,21-27,30-31H,5-6H2

InChI Key

FEPAFOYQTIEEIS-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
Caryocar villosum	LOTUS Database	35616633
Castanea crenata	LOTUS Database	35616633
Cercidiphyllum japonicum	LOTUS Database	35616633
Hamamelis virginiana	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as galloyl esters. These are organic compounds that contain an ester derivative of 3,4,5-trihydroxybenzoic acid.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Galloyl esters

Alternative Parents

Substituents

Galloyl ester
P-hydroxybenzoic acid alkyl ester
M-hydroxybenzoic acid ester
P-hydroxybenzoic acid ester
Benzoate ester
Pentose monosaccharide
Benzenetriol
Pyrogallol derivative
Benzoyl
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Dicarboxylic acid or derivatives
Monosaccharide
Tetrahydrofuran
Tertiary alcohol
1,2-diol
Carboxylic acid ester
Hemiacetal
Secondary alcohol
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Polyol
Alcohol
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	0.89	ALOGPS
logP	0.1	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	7.81	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	243.9 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	107.67 m³·mol⁻¹	ChemAxon
Polarizability	45.03 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0033785

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB011943

KNApSAcK ID

Not Available

Chemspider ID

222425

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Tannin

METLIN ID

Not Available

PubChem Compound

253775

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Hamamelitannin (NP0137001)

MOL for NP0137001 (Hamamelitannin)

3D MOL for NP0137001 (Hamamelitannin)

3D SDF for NP0137001 (Hamamelitannin)

3D-SDF for NP0137001 (Hamamelitannin)

PDB for NP0137001 (Hamamelitannin)

3D PDB for NP0137001 (Hamamelitannin)

SMILES for NP0137001 (Hamamelitannin)

INCHI for NP0137001 (Hamamelitannin)

Structure for NP0137001 (Hamamelitannin)

3D Structure for NP0137001 (Hamamelitannin)