NP-MRD: Showing NP-Card for 2,3-bis(2h-1,3-benzodioxol-5-ylmethyl)-4-hydroxybutyl acetate (NP0143960)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-01 22:49:39 UTC

Updated at

2022-09-01 22:49:40 UTC

NP-MRD ID

NP0143960

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2,3-bis(2h-1,3-benzodioxol-5-ylmethyl)-4-hydroxybutyl acetate

Description

Hemiariensin belongs to the class of organic compounds known as dibenzylbutane lignans. These are lignan compounds containing a 2,3-dibenzylbutane moiety. Hemiariensin is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Hemiariensin has been detected, but not quantified in, herbs and spices. 2,3-bis(2h-1,3-benzodioxol-5-ylmethyl)-4-hydroxybutyl acetate is found in Piper cubeba. This could make hemiariensin a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02241211322D          

 29 32  0  0  0  0            999 V2000
    1.7648   -1.2107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5005   -1.5860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7136   -2.3823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5372   -2.4262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0098   -1.6988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2948   -1.2863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2948   -0.4613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9865   -0.0130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7222   -0.3871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4138    0.0626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1495   -0.3129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1921   -1.1365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8329   -1.6548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3476    0.9329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5624    1.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8488    0.7762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1337    1.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4188    0.7762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4188   -0.0488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1337   -0.4613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8488   -0.0488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1337    2.0137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8488    2.4262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5624    2.0137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3476    2.2681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8329    1.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5624   -0.4613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2788   -0.0488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5624   -1.2863    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  9  2  0  0  0  0
  2  3  1  0  0  0  0
  2 12  2  0  0  0  0
  3  4  1  0  0  0  0
  4 13  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 19  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 15  1  0  0  0  0
 14 26  1  0  0  0  0
 15 16  1  0  0  0  0
 15 24  2  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 22  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 27  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
M  END

     RDKit          3D

 53 56  0  0  0  0  0  0  0  0999 V2000
   -0.0077   -5.3405   -0.2120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7349   -4.1332   -0.6741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9231   -3.8830   -0.3541 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1163   -3.1840   -1.5143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7461   -2.0338   -1.9783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1793   -1.0474   -0.9347 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8629    0.0903   -1.6335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3827    1.1528   -0.7962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7770    2.3237   -0.4406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3663    3.2943    0.3653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6418    3.0614    0.8350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3070    1.8869    0.5049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6792    0.9762   -0.2860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5646    1.9313    1.1176 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8340    3.2771    1.4876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5149    3.7826    1.6375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0501   -0.5664   -0.0357 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6078   -1.6503    0.7507 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5791   -1.0290    1.5807 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0083    0.0543   -0.9449 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1746    0.5621   -0.2248 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1442    1.8084    0.3639 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2324    2.3407    1.0652 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3730    1.5890    1.1684 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4291    0.3452    0.5914 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3600   -0.1592   -0.0886 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6862   -0.2051    0.8393 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5265    0.8580    1.2633 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6190    1.8055    1.7818 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0982   -6.1042   -1.0176 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0133   -5.1205    0.1379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6273   -5.8119    0.5740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0552   -1.5667   -2.7234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6487   -2.2991   -2.6234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9380   -1.5638   -0.2900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2399    0.5217   -2.4439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7276   -0.3825   -2.1927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8007    2.5260   -0.7967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8634    4.2102    0.6301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2316    0.0684   -0.5233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3936    3.3570    2.4285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3457    3.7535    0.6200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4091    0.2076    0.6570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0339   -2.2373    1.4028 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2676   -2.2978    0.0840 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8192   -1.6138    2.3271 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5677    0.8043   -1.5944 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3885   -0.8351   -1.5457 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2871    2.4575    0.3277 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1944    3.3192    1.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3533   -1.1370   -0.5630 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2832    0.5424    1.9932 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9901    1.2939    0.3359 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8 13  2  0
 13 12  1  0
 12 11  2  0
 11 16  1  0
 16 15  1  0
 15 14  1  0
 11 10  1  0
 10  9  2  0
  6 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  1  0
 21 26  2  0
 26 25  1  0
 25 24  2  0
 24 29  1  0
 29 28  1  0
 28 27  1  0
 24 23  1  0
 23 22  2  0
  9  8  1  0
 22 21  1  0
 14 12  1  0
 27 25  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  1
  7 36  1  0
  7 37  1  0
 13 40  1  0
 15 41  1  0
 15 42  1  0
 10 39  1  0
  9 38  1  0
 17 43  1  1
 18 44  1  0
 18 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
 26 51  1  0
 28 52  1  0
 28 53  1  0
 23 50  1  0
 22 49  1  0
M  END


  Mrv0541 02241211322D          

 29 32  0  0  0  0            999 V2000
    1.7648   -1.2107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5005   -1.5860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7136   -2.3823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5372   -2.4262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0098   -1.6988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2948   -1.2863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2948   -0.4613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9865   -0.0130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7222   -0.3871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4138    0.0626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1495   -0.3129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1921   -1.1365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8329   -1.6548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3476    0.9329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5624    1.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8488    0.7762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1337    1.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4188    0.7762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4188   -0.0488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1337   -0.4613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8488   -0.0488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1337    2.0137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8488    2.4262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5624    2.0137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3476    2.2681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8329    1.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5624   -0.4613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2788   -0.0488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5624   -1.2863    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  9  2  0  0  0  0
  2  3  1  0  0  0  0
  2 12  2  0  0  0  0
  3  4  1  0  0  0  0
  4 13  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 19  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 15  1  0  0  0  0
 14 26  1  0  0  0  0
 15 16  1  0  0  0  0
 15 24  2  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 22  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 27  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0143960

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OCC(CC1=CC2=C(OCO2)C=C1)C(CO)CC1=CC2=C(OCO2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H24O7/c1-14(24)25-11-18(7-16-3-5-20-22(9-16)29-13-27-20)17(10-23)6-15-2-4-19-21(8-15)28-12-26-19/h2-5,8-9,17-18,23H,6-7,10-13H2,1H3

> <INCHI_KEY>
ZSECDNBADLTTJC-UHFFFAOYSA-N

> <FORMULA>
C22H24O7

> <MOLECULAR_WEIGHT>
400.4218

> <EXACT_MASS>
400.152203122

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
41.98462544160418

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,3-bis(2H-1,3-benzodioxol-5-ylmethyl)-4-hydroxybutyl acetate

> <ALOGPS_LOGP>
2.72

> <JCHEM_LOGP>
2.942926603

> <ALOGPS_LOGS>
-4.60

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.447125945896545

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6032271112648493

> <JCHEM_POLAR_SURFACE_AREA>
83.45000000000002

> <JCHEM_REFRACTIVITY>
103.08410000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.01e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,3-bis(2H-1,3-benzodioxol-5-ylmethyl)-4-hydroxybutyl acetate

> <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  C   UNK     0       3.294  -2.260   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.668  -2.961   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       5.065  -4.447   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       6.603  -4.529   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       1.885  -3.171   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       0.550  -2.401   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.550  -0.861   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.841  -0.024   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.215  -0.723   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.506   0.117   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.879  -0.584   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.959  -2.121   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       7.155  -3.089   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -6.249   1.741   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -4.783   2.219   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.451   1.449   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.116   2.219   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.782   1.449   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.782  -0.091   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.116  -0.861   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -3.451  -0.091   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -2.116   3.759   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.451   4.529   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -4.783   3.759   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -6.249   4.234   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -7.155   2.989   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -4.783  -0.861   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -6.120  -0.091   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -4.783  -2.401   0.000  0.00  0.00           O+0
CONECT    1    2    9                                                       
CONECT    2    1    3   12                                                  
CONECT    3    2    4                                                       
CONECT    4    3   13                                                       
CONECT    5    6                                                            
CONECT    6    5    7                                                       
CONECT    7    6    8   19                                                  
CONECT    8    7    9                                                       
CONECT    9    1    8   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12    2   11   13                                                  
CONECT   13    4   12                                                       
CONECT   14   15   26                                                       
CONECT   15   14   16   24                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19    7   18   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20   27                                                       
CONECT   22   17   23                                                       
CONECT   23   22   24                                                       
CONECT   24   15   23   25                                                  
CONECT   25   24   26                                                       
CONECT   26   14   25                                                       
CONECT   27   21   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

View in JSmol

Synonyms

Value	Source
2,3-Bis[(2H-1,3-benzodioxol-5-yl)methyl]-4-hydroxybutyl acetic acid	Generator

Chemical Formula

C₂₂H₂₄O₇

Average Mass

400.4218 Da

Monoisotopic Mass

400.15220 Da

IUPAC Name

2,3-bis(2H-1,3-benzodioxol-5-ylmethyl)-4-hydroxybutyl acetate

Traditional Name

2,3-bis(2H-1,3-benzodioxol-5-ylmethyl)-4-hydroxybutyl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)OCC(CC1=CC2=C(OCO2)C=C1)C(CO)CC1=CC2=C(OCO2)C=C1

InChI Identifier

InChI=1S/C22H24O7/c1-14(24)25-11-18(7-16-3-5-20-22(9-16)29-13-27-20)17(10-23)6-15-2-4-19-21(8-15)28-12-26-19/h2-5,8-9,17-18,23H,6-7,10-13H2,1H3

InChI Key

ZSECDNBADLTTJC-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
Piper cubeba	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dibenzylbutane lignans. These are lignan compounds containing a 2,3-dibenzylbutane moiety.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Dibenzylbutane lignans

Sub Class

Not Available

Direct Parent

Dibenzylbutane lignans

Alternative Parents

Substituents

Dibenzylbutane lignan skeleton
Benzodioxole
Benzenoid
Carboxylic acid ester
Acetal
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Alcohol
Organooxygen compound
Primary alcohol
Organic oxygen compound
Carbonyl group
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	2.72	ALOGPS
logP	2.94	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	15.45	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	83.45 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	103.08 m³·mol⁻¹	ChemAxon
Polarizability	41.98 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	Yes	ChemAxon

External Links

HMDB ID

HMDB0029869

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB001098

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

13939341

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2,3-bis(2h-1,3-benzodioxol-5-ylmethyl)-4-hydroxybutyl acetate (NP0143960)

MOL for NP0143960 (2,3-bis(2h-1,3-benzodioxol-5-ylmethyl)-4-hydroxybutyl acetate)

3D MOL for NP0143960 (2,3-bis(2h-1,3-benzodioxol-5-ylmethyl)-4-hydroxybutyl acetate)

3D SDF for NP0143960 (2,3-bis(2h-1,3-benzodioxol-5-ylmethyl)-4-hydroxybutyl acetate)

3D-SDF for NP0143960 (2,3-bis(2h-1,3-benzodioxol-5-ylmethyl)-4-hydroxybutyl acetate)

PDB for NP0143960 (2,3-bis(2h-1,3-benzodioxol-5-ylmethyl)-4-hydroxybutyl acetate)

3D PDB for NP0143960 (2,3-bis(2h-1,3-benzodioxol-5-ylmethyl)-4-hydroxybutyl acetate)

SMILES for NP0143960 (2,3-bis(2h-1,3-benzodioxol-5-ylmethyl)-4-hydroxybutyl acetate)

INCHI for NP0143960 (2,3-bis(2h-1,3-benzodioxol-5-ylmethyl)-4-hydroxybutyl acetate)

Structure for NP0143960 (2,3-bis(2h-1,3-benzodioxol-5-ylmethyl)-4-hydroxybutyl acetate)

3D Structure for NP0143960 (2,3-bis(2h-1,3-benzodioxol-5-ylmethyl)-4-hydroxybutyl acetate)