NP-MRD: Showing NP-Card for Casuariin (NP0045966)

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Record Information

Version

2.0

Created at

2022-03-17 19:46:10 UTC

Updated at

2022-03-17 19:46:10 UTC

NP-MRD ID

NP0045966

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Casuariin

Description

Castanin, also known as 2-BDBP or tomentosin?, 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. Castanin is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, castanin has been detected, but not quantified in, fruits and nuts. This could make castanin a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241220352D          

 56 62  0  0  0  0            999 V2000
    1.0962   -0.8837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.1057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8746    0.4594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6525    0.3887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2182    0.9550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9968    0.7428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2475   -1.0251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4597   -2.3693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2475   -1.8743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9547   -1.0251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8840    0.1064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1768   -0.2472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4597    0.3179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6012    1.0964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2475    1.8036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6012    1.9450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9260   -2.5814    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2889   -2.0158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5111   -2.0158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9454   -2.6523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0962   -2.7936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8132   -3.5722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -4.2085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8840   -4.9871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4918    2.1571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7138    2.3700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0767    1.8036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2989    2.0158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0867    2.8650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    2.9357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5303    2.5820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1768    3.0063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2475    3.7843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9547    4.2092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0674    3.7135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5018    3.1478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7232    3.3600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7939    4.2092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0867    0.8843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7325    0.1064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2989   -0.4594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2989   -1.2378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5912   -1.5208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0253   -2.1571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7332    4.4214    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    3.7843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5303    4.2092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5303    4.9871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3597    0.3887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0767   -0.3887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6431   -1.2378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4918   -1.2378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5817   -4.7749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0161   -4.1378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3696   -3.3600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1475   -3.4307    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
  2 13  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5 27  1  0  0  0  0
  7  8  1  0  0  0  0
  7 12  1  0  0  0  0
  8  9  2  0  0  0  0
  8 21  1  0  0  0  0
 10 11  1  0  0  0  0
 10 43  1  0  0  0  0
 11 12  1  0  0  0  0
 11 40  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  2  0  0  0  0
 15 31  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 51  1  0  0  0  0
 19 20  1  0  0  0  0
 19 42  1  0  0  0  0
 20 21  1  0  0  0  0
 20 55  2  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 54  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 36  2  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 37  2  0  0  0  0
 30 31  1  0  0  0  0
 30 46  2  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 47  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 41 50  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  2  0  0  0  0
 51 52  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
M  END


  Mrv0541 02241220352D          

 56 62  0  0  0  0            999 V2000
    1.0962   -0.8837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.1057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8746    0.4594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6525    0.3887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2182    0.9550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9968    0.7428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2475   -1.0251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4597   -2.3693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2475   -1.8743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9547   -1.0251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8840    0.1064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1768   -0.2472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4597    0.3179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6012    1.0964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2475    1.8036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6012    1.9450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9260   -2.5814    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2889   -2.0158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5111   -2.0158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9454   -2.6523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0962   -2.7936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8132   -3.5722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -4.2085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8840   -4.9871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4918    2.1571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7138    2.3700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0767    1.8036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2989    2.0158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0867    2.8650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    2.9357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5303    2.5820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1768    3.0063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2475    3.7843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9547    4.2092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0674    3.7135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5018    3.1478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7232    3.3600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7939    4.2092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0867    0.8843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7325    0.1064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2989   -0.4594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2989   -1.2378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5912   -1.5208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0253   -2.1571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7332    4.4214    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    3.7843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5303    4.2092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5303    4.9871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3597    0.3887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0767   -0.3887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6431   -1.2378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4918   -1.2378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5817   -4.7749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0161   -4.1378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3696   -3.3600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1475   -3.4307    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
  2 13  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5 27  1  0  0  0  0
  7  8  1  0  0  0  0
  7 12  1  0  0  0  0
  8  9  2  0  0  0  0
  8 21  1  0  0  0  0
 10 11  1  0  0  0  0
 10 43  1  0  0  0  0
 11 12  1  0  0  0  0
 11 40  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  2  0  0  0  0
 15 31  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 51  1  0  0  0  0
 19 20  1  0  0  0  0
 19 42  1  0  0  0  0
 20 21  1  0  0  0  0
 20 55  2  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 54  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 36  2  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 37  2  0  0  0  0
 30 31  1  0  0  0  0
 30 46  2  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 47  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 41 50  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  2  0  0  0  0
 51 52  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0045966

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1C2OC(=O)C3=C1C(O)=C(O)C(O)=C3C1=C(O)C(O)=C(O)C=C1C(=O)OC2C1OC(=O)C2=CC(O)=C(O)C(O)=C2C2=C(O)C(O)=C(O)C(=C2)C(=O)OCC1O

> <INCHI_IDENTIFIER>
InChI=1S/C34H24O22/c35-9-2-6-12(21(42)19(9)40)5-1-8(18(39)26(47)17(5)38)31(49)53-4-11(37)28(54-32(6)50)30-29-25(46)16-15(34(52)55-29)14(23(44)27(48)24(16)45)13-7(33(51)56-30)3-10(36)20(41)22(13)43/h1-3,11,25,28-30,35-48H,4H2

> <INCHI_KEY>
ULOZLJUAARUDHM-UHFFFAOYSA-N

> <FORMULA>
C34H24O22

> <MOLECULAR_WEIGHT>
784.5412

> <EXACT_MASS>
784.075922452

> <JCHEM_ACCEPTOR_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
69.69719938253397

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
14

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
14-{3,4,5,11,16,17,18-heptahydroxy-8,14-dioxo-9,13-dioxatricyclo[13.3.1.0²,⁷]nonadeca-1(18),2,4,6,15(19),16-hexaen-10-yl}-2,3,4,7,8,9,19-heptahydroxy-13,16-dioxatetracyclo[13.3.1.0⁵,¹⁸.0⁶,¹¹]nonadeca-1(18),2,4,6,8,10-hexaene-12,17-dione

> <ALOGPS_LOGP>
2.22

> <JCHEM_LOGP>
1.6173501493333333

> <ALOGPS_LOGS>
-2.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.7734947337868165

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.310111358124781

> <JCHEM_PKA_STRONGEST_BASIC>
-4.3457255310122

> <JCHEM_POLAR_SURFACE_AREA>
388.4200000000001

> <JCHEM_REFRACTIVITY>
177.84360000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.68e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
14-{3,4,5,11,16,17,18-heptahydroxy-8,14-dioxo-9,13-dioxatricyclo[13.3.1.0²,⁷]nonadeca-1(18),2,4,6,15(19),16-hexaen-10-yl}-2,3,4,7,8,9,19-heptahydroxy-13,16-dioxatetracyclo[13.3.1.0⁵,¹⁸.0⁶,¹¹]nonadeca-1(18),2,4,6,8,10-hexaene-12,17-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0       2.046  -1.650   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.310  -0.197   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.499   0.858   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.951   0.726   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       6.007   1.783   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       7.461   1.387   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      -0.462  -1.914   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.858  -4.423   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.462  -3.499   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -1.782  -1.914   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.650   0.199   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.330  -0.461   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.858   0.593   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.122   2.047   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       0.462   3.367   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.122   3.631   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -7.329  -4.819   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -6.139  -3.763   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.687  -3.763   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.631  -4.951   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.046  -5.215   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.518  -6.668   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.310  -7.856   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -1.650  -9.309   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       8.385   4.027   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       6.932   4.424   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.743   3.367   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.291   3.763   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.895   5.348   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.310   5.480   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.990   4.820   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -0.330   5.612   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -0.462   7.064   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -1.782   7.857   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       7.592   6.932   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       6.537   5.876   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       5.083   6.272   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       5.215   7.857   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      -3.895   1.651   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      -3.234   0.199   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -4.291  -0.858   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -4.291  -2.311   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -2.970  -2.839   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      -1.914  -4.027   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0       3.235   8.253   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0       2.310   7.064   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       0.990   7.857   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0       0.990   9.309   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      -6.271   0.726   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0      -5.743  -0.726   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      -6.800  -2.311   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0      -8.385  -2.311   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0      -4.819  -8.913   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0      -3.763  -7.724   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      -4.423  -6.272   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0      -5.875  -6.404   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   13                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   27                                                  
CONECT    6    5                                                            
CONECT    7    8   12                                                       
CONECT    8    7    9   21                                                  
CONECT    9    8                                                            
CONECT   10   11   43                                                       
CONECT   11   10   12   40                                                  
CONECT   12    7   11   13                                                  
CONECT   13    2   12   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   31                                                  
CONECT   16   15                                                            
CONECT   17   18                                                            
CONECT   18   17   19   51                                                  
CONECT   19   18   20   42                                                  
CONECT   20   19   21   55                                                  
CONECT   21    8   20   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   54                                                  
CONECT   24   23                                                            
CONECT   25   26                                                            
CONECT   26   25   27   36                                                  
CONECT   27    5   26   28                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   37                                                  
CONECT   30   29   31   46                                                  
CONECT   31   15   30   32                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   47                                                  
CONECT   34   33                                                            
CONECT   35   36                                                            
CONECT   36   26   35   37                                                  
CONECT   37   29   36   38                                                  
CONECT   38   37                                                            
CONECT   39   40                                                            
CONECT   40   11   39   41                                                  
CONECT   41   40   42   50                                                  
CONECT   42   19   41   43                                                  
CONECT   43   10   42   44                                                  
CONECT   44   43                                                            
CONECT   45   46                                                            
CONECT   46   30   45   47                                                  
CONECT   47   33   46   48                                                  
CONECT   48   47                                                            
CONECT   49   50                                                            
CONECT   50   41   49   51                                                  
CONECT   51   18   50   52                                                  
CONECT   52   51                                                            
CONECT   53   54                                                            
CONECT   54   23   53   55                                                  
CONECT   55   20   54   56                                                  
CONECT   56   55                                                            
MASTER        0    0    0    0    0    0    0    0   56    0  124    0
END

View in JSmol

Synonyms

Value	Source
2-BDBP	HMDB
2-BDBP-BF4	HMDB
2-Benzylamino-4-methyl-7-diethylaminobenzopyrylium	HMDB
5-Desgalloylstachyurin	HMDB
Tomentosin?	HMDB

Chemical Formula

C₃₄H₂₄O₂₂

Average Mass

784.5412 Da

Monoisotopic Mass

784.07592 Da

IUPAC Name

14-{3,4,5,11,16,17,18-heptahydroxy-8,14-dioxo-9,13-dioxatricyclo[13.3.1.0²,⁷]nonadeca-1(18),2,4,6,15(19),16-hexaen-10-yl}-2,3,4,7,8,9,19-heptahydroxy-13,16-dioxatetracyclo[13.3.1.0⁵,¹⁸.0⁶,¹¹]nonadeca-1(18),2,4,6,8,10-hexaene-12,17-dione

Traditional Name

CAS Registry Number

79786-04-2

SMILES

OC1C2OC(=O)C3=C1C(O)=C(O)C(O)=C3C1=C(O)C(O)=C(O)C=C1C(=O)OC2C1OC(=O)C2=CC(O)=C(O)C(O)=C2C2=C(O)C(O)=C(O)C(=C2)C(=O)OCC1O

InChI Identifier

InChI=1S/C34H24O22/c35-9-2-6-12(21(42)19(9)40)5-1-8(18(39)26(47)17(5)38)31(49)53-4-11(37)28(54-32(6)50)30-29-25(46)16-15(34(52)55-29)14(23(44)27(48)24(16)45)13-7(33(51)56-30)3-10(36)20(41)22(13)43/h1-3,11,25,28-30,35-48H,4H2

InChI Key

ULOZLJUAARUDHM-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Punica granatum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Syzygium aromaticum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases

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
Macrolide
Tetracarboxylic acid or derivatives
Gallic acid or derivatives
Benzopyran
Isochromane
2-benzopyran
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Vinylogous acid
Carboxylic acid ester
Lactone
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Polyol
Hydrocarbon derivative
Alcohol
Organic oxide
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	2.22	ALOGPS
logP	1.62	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	7.31	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	14	ChemAxon
Polar Surface Area	388.42 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	177.84 m³·mol⁻¹	ChemAxon
Polarizability	69.7 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0039245

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB018783

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

131752587

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Casuariin (NP0045966)

MOL for NP0045966 (Casuariin)

3D MOL for NP0045966 (Casuariin)

3D SDF for NP0045966 (Casuariin)

3D-SDF for NP0045966 (Casuariin)

PDB for NP0045966 (Casuariin)

3D PDB for NP0045966 (Casuariin)

SMILES for NP0045966 (Casuariin)

INCHI for NP0045966 (Casuariin)

Structure for NP0045966 (Casuariin)

3D Structure for NP0045966 (Casuariin)