NP-MRD: Showing NP-Card for (2r)-4-(2h-1,3-benzodioxol-5-yl)-2-(2h-1,3-benzodioxol-5-ylmethyl)but-3-yne-1,2-diol (NP0165237)

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Record Information

Version

2.0

Created at

2022-09-03 00:18:28 UTC

Updated at

2022-09-03 00:18:28 UTC

NP-MRD ID

NP0165237

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r)-4-(2h-1,3-benzodioxol-5-yl)-2-(2h-1,3-benzodioxol-5-ylmethyl)but-3-yne-1,2-diol

Description

(2R)-4-(2H-1,3-benzodioxol-5-yl)-2-[(2H-1,3-benzodioxol-5-yl)methyl]but-3-yne-1,2-diol belongs to the class of organic compounds known as lignans, neolignans and related compounds. These are plant products of low molecular weight formed primarily from oxidative coupling of two p-propylphenol moieties. They can also be described as micromolecules with two phenylpropanoid units coupled together. They can be attached in various manners, like C5-C5', C8-C8'. Most known natural lignans are oxidized at C9 and C9´ and, based upon the way in which oxygen is incorporated into the skeleton and on the cyclization patterns, a wide range of lignans of very different structural types can be formed. (2r)-4-(2h-1,3-benzodioxol-5-yl)-2-(2h-1,3-benzodioxol-5-ylmethyl)but-3-yne-1,2-diol is found in Phyllanthus virgatus. Based on a literature review very few articles have been published on (2R)-4-(2H-1,3-benzodioxol-5-yl)-2-[(2H-1,3-benzodioxol-5-yl)methyl]but-3-yne-1,2-diol.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032202182D          

 25 28  0  0  1  0            999 V2000
    4.7812    0.5065    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3687    1.2210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.9354    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1937    2.6499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6391    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3536    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3536   -0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6391   -0.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246   -0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8106   -1.3465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6311   -1.4328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9667   -0.6791    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  6  0  0  0
  3  5  1  0  0  0  0
  5  6  3  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 10 15  1  0  0  0  0
  3 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 20 25  1  0  0  0  0
M  END

     RDKit          3D

 41 44  0  0  0  0  0  0  0  0999 V2000
    0.9323    1.1743    1.9633 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1806    1.6206    0.6636 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6775    0.6557   -0.3725 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9621    1.1711   -1.6253 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7580    0.4672   -0.1520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9400    0.3230    0.0472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3487    0.1581    0.2601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8219    0.1445    1.5546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1748   -0.0124    1.7995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0431   -0.1549    0.7338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6049   -0.1455   -0.5599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2530    0.0123   -0.7772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6876   -0.3071   -1.4195 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8326    0.0042   -0.6379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4279   -0.3261    0.6745 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3374   -0.6981   -0.2715 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7996   -0.6379   -0.4473 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3502   -0.7644   -1.7152 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7066   -0.7059   -1.8566 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4992   -0.5242   -0.7501 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9705   -0.3975    0.5093 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5926   -0.4562    0.6592 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9870   -0.2253    1.4377 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1953   -0.1275    0.7038 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8750   -0.4320   -0.6286 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1461    0.5417    1.9580 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2556    1.8526    0.5607 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6108    2.5648    0.5355 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4901    0.6188   -2.2980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1781    0.2523    2.4078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5325   -0.0215    2.8145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9141    0.0186   -1.8040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6739   -0.6106   -0.9862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0133    1.0968   -0.7069 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0937   -1.2008    0.6936 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9030   -1.3352   -1.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7100   -0.9054   -2.5626 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1796   -0.8002   -2.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2038   -0.3551    1.6495 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6588    0.8650    0.7879 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8867   -0.9276    1.0599 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 25  1  0
 25 24  1  0
 24 23  1  0
 23 21  1  0
 21 22  2  0
  3  5  1  6
  5  6  3  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 15  1  0
 15 14  1  0
 14 13  1  0
 13 11  1  0
 11 12  2  0
 22 17  1  0
 12  7  1  0
 21 20  1  0
 11 10  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  4 29  1  0
 16 35  1  0
 16 36  1  0
 18 37  1  0
 19 38  1  0
 24 40  1  0
 24 41  1  0
 22 39  1  0
  8 30  1  0
  9 31  1  0
 14 33  1  0
 14 34  1  0
 12 32  1  0
M  END


  Mrv1652309032202182D          

 25 28  0  0  1  0            999 V2000
    4.7812    0.5065    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3687    1.2210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.9354    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1937    2.6499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6391    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3536    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3536   -0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6391   -0.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246   -0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8106   -1.3465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6311   -1.4328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9667   -0.6791    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  6  0  0  0
  3  5  1  0  0  0  0
  5  6  3  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 10 15  1  0  0  0  0
  3 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 20 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0165237

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@@](O)(CC1=CC=C2OCOC2=C1)C#CC1=CC=C2OCOC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H16O6/c20-10-19(21,9-14-2-4-16-18(8-14)25-12-23-16)6-5-13-1-3-15-17(7-13)24-11-22-15/h1-4,7-8,20-21H,9-12H2/t19-/m0/s1

> <INCHI_KEY>
LGCFSSZSOXPIJR-IBGZPJMESA-N

> <FORMULA>
C19H16O6

> <MOLECULAR_WEIGHT>
340.331

> <EXACT_MASS>
340.094688235

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
34.50306335007271

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R)-4-(2H-1,3-benzodioxol-5-yl)-2-[(2H-1,3-benzodioxol-5-yl)methyl]but-3-yne-1,2-diol

> <ALOGPS_LOGP>
1.58

> <JCHEM_LOGP>
2.2327750726666666

> <ALOGPS_LOGS>
-3.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.87331634766787

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.26167108331527

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2481132013652694

> <JCHEM_POLAR_SURFACE_AREA>
77.38000000000001

> <JCHEM_REFRACTIVITY>
85.25930000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.55e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-4-(2H-1,3-benzodioxol-5-yl)-2-(2H-1,3-benzodioxol-5-ylmethyl)but-3-yne-1,2-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  O   UNK     0       8.925   0.945   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       8.155   2.279   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.925   3.613   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       9.695   4.947   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      10.259   2.843   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.592   2.073   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.926   1.303   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      14.260   2.073   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      15.593   1.303   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      15.593  -0.237   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.260  -1.007   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.926  -0.237   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      14.580  -2.514   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      16.111  -2.674   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      16.738  -1.268   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       7.591   4.383   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.126   4.089   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.126   1.597   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5   16                                             
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11    7                                                       
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
CONECT   16    3   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   25                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21   17                                                       
CONECT   23   21   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   20                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₁₆O₆

Average Mass

340.3310 Da

Monoisotopic Mass

340.09469 Da

IUPAC Name

(2R)-4-(2H-1,3-benzodioxol-5-yl)-2-[(2H-1,3-benzodioxol-5-yl)methyl]but-3-yne-1,2-diol

Traditional Name

(2R)-4-(2H-1,3-benzodioxol-5-yl)-2-(2H-1,3-benzodioxol-5-ylmethyl)but-3-yne-1,2-diol

CAS Registry Number

Not Available

SMILES

OC[C@@](O)(CC1=CC=C2OCOC2=C1)C#CC1=CC=C2OCOC2=C1

InChI Identifier

InChI=1S/C19H16O6/c20-10-19(21,9-14-2-4-16-18(8-14)25-12-23-16)6-5-13-1-3-15-17(7-13)24-11-22-15/h1-4,7-8,20-21H,9-12H2/t19-/m0/s1

InChI Key

LGCFSSZSOXPIJR-IBGZPJMESA-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
Phyllanthus virgatus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lignans, neolignans and related compounds. These are plant products of low molecular weight formed primarily from oxidative coupling of two p-propylphenol moieties. They can also be described as micromolecules with two phenylpropanoid units coupled together. They can be attached in various manners, like C5-C5', C8-C8'. Most known natural lignans are oxidized at C9 and C9´ and, based upon the way in which oxygen is incorporated into the skeleton and on the cyclization patterns, a wide range of lignans of very different structural types can be formed.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Not Available

Sub Class

Not Available

Direct Parent

Lignans, neolignans and related compounds

Alternative Parents

Substituents

Norlignan skeleton
Benzodioxole
Benzenoid
Ynone
Tertiary alcohol
1,2-diol
Oxacycle
Organoheterocyclic compound
Acetal
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
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	1.58	ALOGPS
logP	2.23	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	12.26	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	77.38 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	85.26 m³·mol⁻¹	ChemAxon
Polarizability	34.5 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

162990286

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2r)-4-(2h-1,3-benzodioxol-5-yl)-2-(2h-1,3-benzodioxol-5-ylmethyl)but-3-yne-1,2-diol (NP0165237)

MOL for NP0165237 ((2r)-4-(2h-1,3-benzodioxol-5-yl)-2-(2h-1,3-benzodioxol-5-ylmethyl)but-3-yne-1,2-diol)

3D MOL for NP0165237 ((2r)-4-(2h-1,3-benzodioxol-5-yl)-2-(2h-1,3-benzodioxol-5-ylmethyl)but-3-yne-1,2-diol)

3D SDF for NP0165237 ((2r)-4-(2h-1,3-benzodioxol-5-yl)-2-(2h-1,3-benzodioxol-5-ylmethyl)but-3-yne-1,2-diol)

3D-SDF for NP0165237 ((2r)-4-(2h-1,3-benzodioxol-5-yl)-2-(2h-1,3-benzodioxol-5-ylmethyl)but-3-yne-1,2-diol)

PDB for NP0165237 ((2r)-4-(2h-1,3-benzodioxol-5-yl)-2-(2h-1,3-benzodioxol-5-ylmethyl)but-3-yne-1,2-diol)

3D PDB for NP0165237 ((2r)-4-(2h-1,3-benzodioxol-5-yl)-2-(2h-1,3-benzodioxol-5-ylmethyl)but-3-yne-1,2-diol)

SMILES for NP0165237 ((2r)-4-(2h-1,3-benzodioxol-5-yl)-2-(2h-1,3-benzodioxol-5-ylmethyl)but-3-yne-1,2-diol)

INCHI for NP0165237 ((2r)-4-(2h-1,3-benzodioxol-5-yl)-2-(2h-1,3-benzodioxol-5-ylmethyl)but-3-yne-1,2-diol)

Structure for NP0165237 ((2r)-4-(2h-1,3-benzodioxol-5-yl)-2-(2h-1,3-benzodioxol-5-ylmethyl)but-3-yne-1,2-diol)

3D Structure for NP0165237 ((2r)-4-(2h-1,3-benzodioxol-5-yl)-2-(2h-1,3-benzodioxol-5-ylmethyl)but-3-yne-1,2-diol)