NP-MRD: Showing NP-Card for (1s,2s,3r)-2,3,7-trihydroxy-3-(hydroxymethyl)-6-methoxy-1-(3,4,5-trihydroxyphenyl)-1,4-dihydronaphthalene-2-carboxylic acid (NP0285190)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-09 13:14:51 UTC

Updated at

2022-09-09 13:14:51 UTC

NP-MRD ID

NP0285190

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,2s,3r)-2,3,7-trihydroxy-3-(hydroxymethyl)-6-methoxy-1-(3,4,5-trihydroxyphenyl)-1,4-dihydronaphthalene-2-carboxylic acid

Description

(1S,2S,3R)-2,3,7-trihydroxy-3-(hydroxymethyl)-6-methoxy-1-(3,4,5-trihydroxyphenyl)-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid belongs to the class of organic compounds known as 9,9p-dihydroxyaryltetralin lignans. These are lignans with a structure based on the 1-phenyltetralin skeleton carrying a hydroxyl group at the 9- and the 9'- position. (1s,2s,3r)-2,3,7-trihydroxy-3-(hydroxymethyl)-6-methoxy-1-(3,4,5-trihydroxyphenyl)-1,4-dihydronaphthalene-2-carboxylic acid is found in Thuja plicata. Based on a literature review very few articles have been published on (1S,2S,3R)-2,3,7-trihydroxy-3-(hydroxymethyl)-6-methoxy-1-(3,4,5-trihydroxyphenyl)-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092215142D          

 29 31  0  0  1  0            999 V2000
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4256    0.3627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9559   -0.5558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2380   -1.3310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4862    0.0762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9559   -1.0942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4256   -2.0127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8953   -2.6447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  6 10  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 11 19  1  0  0  0  0
 10 20  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  1  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 20 25  1  0  0  0  0
 25 26  1  1  0  0  0
 25 27  1  6  0  0  0
 27 28  1  0  0  0  0
 25 29  1  0  0  0  0
  5 29  1  0  0  0  0
M  END

     RDKit          3D

 49 51  0  0  0  0  0  0  0  0999 V2000
    5.4609    1.6822    0.4228 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2398    2.3415    0.6046 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0183    1.7395    0.3210 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0409    0.4350   -0.1591 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8586   -0.1877   -0.4484 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6756    0.5047   -0.2524 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6579    1.7992    0.2243 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8540    2.4484    0.5240 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8740    3.7484    1.0047 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5622   -0.2524   -0.5921 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7945    0.5296   -0.4257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5341    0.6010    0.7094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6930    1.3680    0.7850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4120    1.4081    1.9650 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1011    2.0729   -0.3186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2485    2.8599   -0.3155 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3705    2.0294   -1.5104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8221    2.7581   -2.5983 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2381    1.2546   -1.5184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5096   -1.5318    0.1906 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3270   -1.2993    1.5690 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7863   -2.2814    0.0375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1962   -2.6237   -1.1116 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5687   -2.6330    1.1101 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6456   -2.3646   -0.2811 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1710   -3.3399   -1.1608 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3285   -3.0984    0.8804 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3702   -3.8461    0.2878 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7361   -1.5739   -0.9678 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4557    0.7229    1.0044 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6666    1.4351   -0.6460 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2657    2.2972    0.8691 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9640   -0.1132   -0.3150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2808    2.3156    0.3677 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7748    4.1607    1.2021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4430   -0.5426   -1.6732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2244    0.0555    1.5748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2534    1.9429    2.0772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8478    2.9732    0.4602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2689    2.7044   -3.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6754    1.2250   -2.4464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4879   -2.1457    2.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0805   -3.4912    1.2103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1063   -4.1333   -0.6418 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6455   -3.7652    1.4039 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7982   -2.3291    1.4999 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0524   -4.2204   -0.5844 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7203   -2.0717   -0.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5575   -1.5683   -2.0781 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  6 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
 10 20  1  0
 20 21  1  1
 20 22  1  0
 22 24  1  0
 22 23  2  0
 20 25  1  0
 25 26  1  6
 25 27  1  0
 27 28  1  0
 25 29  1  0
  8  3  1  0
 19 11  1  0
 29  5  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
  7 34  1  0
  9 35  1  0
 10 36  1  6
 12 37  1  0
 14 38  1  0
 16 39  1  0
 18 40  1  0
 19 41  1  0
 21 42  1  0
 24 43  1  0
 26 44  1  0
 27 45  1  0
 27 46  1  0
 28 47  1  0
 29 48  1  0
 29 49  1  0
M  END


  Mrv1652309092215142D          

 29 31  0  0  1  0            999 V2000
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4256    0.3627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9559   -0.5558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2380   -1.3310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4862    0.0762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9559   -1.0942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4256   -2.0127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8953   -2.6447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  6 10  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 11 19  1  0  0  0  0
 10 20  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  1  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 20 25  1  0  0  0  0
 25 26  1  1  0  0  0
 25 27  1  6  0  0  0
 27 28  1  0  0  0  0
 25 29  1  0  0  0  0
  5 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0285190

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC2=C(C=C1O)[C@H](C1=CC(O)=C(O)C(O)=C1)[C@@](O)(C(O)=O)[C@](O)(CO)C2

> <INCHI_IDENTIFIER>
InChI=1S/C19H20O10/c1-29-14-4-9-6-18(27,7-20)19(28,17(25)26)15(10(9)5-11(14)21)8-2-12(22)16(24)13(23)3-8/h2-5,15,20-24,27-28H,6-7H2,1H3,(H,25,26)/t15-,18+,19+/m0/s1

> <INCHI_KEY>
KKSUHBFLIMHHTI-KFKAGJAMSA-N

> <FORMULA>
C19H20O10

> <MOLECULAR_WEIGHT>
408.359

> <EXACT_MASS>
408.105646844

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
38.74464432093326

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S,3R)-2,3,7-trihydroxy-3-(hydroxymethyl)-6-methoxy-1-(3,4,5-trihydroxyphenyl)-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid

> <JCHEM_LOGP>
0.03051929366666689

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.826907863996702

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.9611509667867733

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1257228697315975

> <JCHEM_POLAR_SURFACE_AREA>
188.14

> <JCHEM_REFRACTIVITY>
97.83089999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,3R)-2,3,7-trihydroxy-3-(hydroxymethyl)-6-methoxy-1-(3,4,5-trihydroxyphenyl)-1,4-dihydronaphthalene-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       5.335   4.620   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       4.528   0.677   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       5.518  -1.037   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       6.044  -2.485   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       6.508   0.142   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       5.518  -2.043   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       4.528  -3.757   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       3.538  -4.937   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   29                                                  
CONECT    6    5    7   10                                                  
CONECT    7    6    8                                                       
CONECT    8    7    3    9                                                  
CONECT    9    8                                                            
CONECT   10    6   11   20                                                  
CONECT   11   10   12   19                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   11                                                       
CONECT   20   10   21   22   25                                             
CONECT   21   20                                                            
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   20   26   27   29                                             
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27                                                            
CONECT   29   25    5                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

View in JSmol

Synonyms

Value	Source
(1S,2S,3R)-2,3,7-Trihydroxy-3-(hydroxymethyl)-6-methoxy-1-(3,4,5-trihydroxyphenyl)-1,2,3,4-tetrahydronaphthalene-2-carboxylate	Generator

Chemical Formula

C₁₉H₂₀O₁₀

Average Mass

408.3590 Da

Monoisotopic Mass

408.10565 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(C=C1O)[C@H](C1=CC(O)=C(O)C(O)=C1)[C@@](O)(C(O)=O)[C@](O)(CO)C2

InChI Identifier

InChI=1S/C19H20O10/c1-29-14-4-9-6-18(27,7-20)19(28,17(25)26)15(10(9)5-11(14)21)8-2-12(22)16(24)13(23)3-8/h2-5,15,20-24,27-28H,6-7H2,1H3,(H,25,26)/t15-,18+,19+/m0/s1

InChI Key

KKSUHBFLIMHHTI-KFKAGJAMSA-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
Thuja plicata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 9,9p-dihydroxyaryltetralin lignans. These are lignans with a structure based on the 1-phenyltetralin skeleton carrying a hydroxyl group at the 9- and the 9'- position.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Aryltetralin lignans

Sub Class

9,9p-dihydroxyaryltetralin lignans

Direct Parent

9,9p-dihydroxyaryltetralin lignans

Alternative Parents

Substituents

9,9p-dihydroxyaryltetralin lignan
2-naphthalenecarboxylic acid
2-naphthalenecarboxylic acid or derivatives
Tetralin
Pyrogallol derivative
Benzenetriol
Anisole
Alkyl aryl ether
Phenol
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Alpha-hydroxy acid
Monocyclic benzene moiety
Hydroxy acid
Tertiary alcohol
Polyol
Carboxylic acid derivative
Carboxylic acid
Ether
Monocarboxylic acid or derivatives
Carbonyl group
Organic oxide
Primary alcohol
Hydrocarbon derivative
Organic oxygen compound
Alcohol
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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

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

162906144

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,2s,3r)-2,3,7-trihydroxy-3-(hydroxymethyl)-6-methoxy-1-(3,4,5-trihydroxyphenyl)-1,4-dihydronaphthalene-2-carboxylic acid (NP0285190)

MOL for NP0285190 ((1s,2s,3r)-2,3,7-trihydroxy-3-(hydroxymethyl)-6-methoxy-1-(3,4,5-trihydroxyphenyl)-1,4-dihydronaphthalene-2-carboxylic acid)

3D MOL for NP0285190 ((1s,2s,3r)-2,3,7-trihydroxy-3-(hydroxymethyl)-6-methoxy-1-(3,4,5-trihydroxyphenyl)-1,4-dihydronaphthalene-2-carboxylic acid)

3D SDF for NP0285190 ((1s,2s,3r)-2,3,7-trihydroxy-3-(hydroxymethyl)-6-methoxy-1-(3,4,5-trihydroxyphenyl)-1,4-dihydronaphthalene-2-carboxylic acid)

3D-SDF for NP0285190 ((1s,2s,3r)-2,3,7-trihydroxy-3-(hydroxymethyl)-6-methoxy-1-(3,4,5-trihydroxyphenyl)-1,4-dihydronaphthalene-2-carboxylic acid)

PDB for NP0285190 ((1s,2s,3r)-2,3,7-trihydroxy-3-(hydroxymethyl)-6-methoxy-1-(3,4,5-trihydroxyphenyl)-1,4-dihydronaphthalene-2-carboxylic acid)

3D PDB for NP0285190 ((1s,2s,3r)-2,3,7-trihydroxy-3-(hydroxymethyl)-6-methoxy-1-(3,4,5-trihydroxyphenyl)-1,4-dihydronaphthalene-2-carboxylic acid)

SMILES for NP0285190 ((1s,2s,3r)-2,3,7-trihydroxy-3-(hydroxymethyl)-6-methoxy-1-(3,4,5-trihydroxyphenyl)-1,4-dihydronaphthalene-2-carboxylic acid)

INCHI for NP0285190 ((1s,2s,3r)-2,3,7-trihydroxy-3-(hydroxymethyl)-6-methoxy-1-(3,4,5-trihydroxyphenyl)-1,4-dihydronaphthalene-2-carboxylic acid)

Structure for NP0285190 ((1s,2s,3r)-2,3,7-trihydroxy-3-(hydroxymethyl)-6-methoxy-1-(3,4,5-trihydroxyphenyl)-1,4-dihydronaphthalene-2-carboxylic acid)

3D Structure for NP0285190 ((1s,2s,3r)-2,3,7-trihydroxy-3-(hydroxymethyl)-6-methoxy-1-(3,4,5-trihydroxyphenyl)-1,4-dihydronaphthalene-2-carboxylic acid)