NP-MRD: Showing NP-Card for 4-(2h-1,3-benzodioxol-5-ylmethyl)-3-[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-ol (NP0249863)

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Record Information

Version

2.0

Created at

2022-09-07 12:32:38 UTC

Updated at

2022-09-07 12:32:38 UTC

NP-MRD ID

NP0249863

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-(2h-1,3-benzodioxol-5-ylmethyl)-3-[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-ol

Description

Clusin belongs to the class of organic compounds known as dibenzylbutyrolactols. These are lignan compounds containing a 3,4-dibenzyloxolan-2-ol moiety. Clusin is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Clusin has been detected, but not quantified in, herbs and spices. 4-(2h-1,3-benzodioxol-5-ylmethyl)-3-[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-ol is found in Hernandia nymphaeifolia, Piper cubeba and Piper guineense. This could make clusin a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061304482D          

 29 32  0  0  0  0            999 V2000
    9.9276   -0.8033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0445   -3.5213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6576   -2.9693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3475   -1.1425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7453   -0.8454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3037   -2.2044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5086    0.8205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1322   -1.3975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1760   -0.3356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5299   -1.1004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0883   -2.4594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7014   -1.9073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7280    0.2775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5485    0.1913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1430   -0.5483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2598   -3.2664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4860   -2.1623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3155    0.9920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
 13  4  1  0  0  0  0
 13  6  1  0  0  0  0
 13  8  2  0  0  0  0
 14  7  1  0  0  0  0
 14  9  2  0  0  0  0
 14 10  1  0  0  0  0
 15  6  1  0  0  0  0
 15 11  1  0  0  0  0
 16  7  1  0  0  0  0
 16 15  1  0  0  0  0
 17  5  1  0  0  0  0
 18  8  1  0  0  0  0
 18 17  2  0  0  0  0
 19  9  1  0  0  0  0
 20 10  2  0  0  0  0
 21 19  2  0  0  0  0
 21 20  1  0  0  0  0
 22 16  1  0  0  0  0
 23 22  1  0  0  0  0
 24  1  1  0  0  0  0
 24 19  1  0  0  0  0
 25  2  1  0  0  0  0
 25 20  1  0  0  0  0
 26  3  1  0  0  0  0
 26 21  1  0  0  0  0
 27 11  1  0  0  0  0
 27 22  1  0  0  0  0
 28 12  1  0  0  0  0
 28 17  1  0  0  0  0
 29 12  1  0  0  0  0
 29 18  1  0  0  0  0
M  END

     RDKit          3D

 55 58  0  0  0  0  0  0  0  0999 V2000
   -1.4779    2.8972    2.4706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4654    2.5546    1.5026 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6127    1.2765    1.0163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8016    0.2187    1.4386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9527   -1.0455    0.9526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1402   -2.2121    1.3426 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0816   -2.4186    0.4738 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0322   -1.2418    0.4989 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0035   -1.4030   -0.6528 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9925   -0.3064   -0.7369 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2207   -0.3507   -0.1108 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1181    0.6936   -0.2168 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8194    1.8283   -0.9573 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5924    1.8899   -1.5920 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7035    0.8431   -1.4805 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5600    3.1276   -2.2559 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5064    3.9660   -1.6241 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4958    2.9996   -1.2382 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7882   -1.5429    1.7823 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1051   -2.8953    1.5628 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9330   -3.4802    1.1603 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2348   -4.4588    0.1926 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9600   -1.2480    0.0059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7701   -0.2159   -0.4225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7570   -0.4667   -1.3646 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9479   -1.7804   -1.8993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6033    1.0556    0.0792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4245    2.1053   -0.3543 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0193    2.8743   -1.4804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7309    2.4595    3.4590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5035    2.4778    2.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3832    3.9932    2.5398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0229    0.4076    2.1822 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.7414   -3.1511    1.3248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1616   -2.6718   -0.5552 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5356   -0.2690    0.5025 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4515   -1.5369   -1.6095 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5638   -2.3504   -0.4507 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5073   -1.2108    0.4774 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0837    0.6642    0.2727 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.9388    4.7169   -2.2995 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0851    4.3714   -0.7032 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0973   -1.5506    2.6600 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6518   -0.9063    1.9487 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4345   -3.9147    2.0348 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5931   -4.3886   -0.5616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1386   -2.2241   -0.4239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9436   -2.0863   -2.3158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6316   -1.7714   -2.7520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1977   -2.4999   -1.1045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0542    3.3937   -1.2443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7557    3.6745   -1.6487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8326    2.2449   -2.3742 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 15  2  0
 15 14  1  0
 14 13  2  0
 13 18  1  0
 18 17  1  0
 17 16  1  0
 13 12  1  0
 12 11  2  0
  8 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
  5 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 24 27  2  0
 27 28  1  0
 28 29  1  0
 27  3  1  0
 21  7  1  0
 11 10  1  0
 16 14  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  6
  8 37  1  1
  9 38  1  0
  9 39  1  0
 15 42  1  0
 17 43  1  0
 17 44  1  0
 12 41  1  0
 11 40  1  0
 19 45  1  0
 19 46  1  0
 21 47  1  1
 22 48  1  0
 23 49  1  0
 26 50  1  0
 26 51  1  0
 26 52  1  0
 29 53  1  0
 29 54  1  0
 29 55  1  0
M  END


  Mrv0541 05061304482D          

 29 32  0  0  0  0            999 V2000
    9.9276   -0.8033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0445   -3.5213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6576   -2.9693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3475   -1.1425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7453   -0.8454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3037   -2.2044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5086    0.8205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1322   -1.3975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1760   -0.3356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5299   -1.1004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0883   -2.4594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7014   -1.9073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7280    0.2775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5485    0.1913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1430   -0.5483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2598   -3.2664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4860   -2.1623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3155    0.9920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
 13  4  1  0  0  0  0
 13  6  1  0  0  0  0
 13  8  2  0  0  0  0
 14  7  1  0  0  0  0
 14  9  2  0  0  0  0
 14 10  1  0  0  0  0
 15  6  1  0  0  0  0
 15 11  1  0  0  0  0
 16  7  1  0  0  0  0
 16 15  1  0  0  0  0
 17  5  1  0  0  0  0
 18  8  1  0  0  0  0
 18 17  2  0  0  0  0
 19  9  1  0  0  0  0
 20 10  2  0  0  0  0
 21 19  2  0  0  0  0
 21 20  1  0  0  0  0
 22 16  1  0  0  0  0
 23 22  1  0  0  0  0
 24  1  1  0  0  0  0
 24 19  1  0  0  0  0
 25  2  1  0  0  0  0
 25 20  1  0  0  0  0
 26  3  1  0  0  0  0
 26 21  1  0  0  0  0
 27 11  1  0  0  0  0
 27 22  1  0  0  0  0
 28 12  1  0  0  0  0
 28 17  1  0  0  0  0
 29 12  1  0  0  0  0
 29 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0249863

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(CC2C(CC3=CC4=C(OCO4)C=C3)COC2O)=CC(OC)=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C22H26O7/c1-24-19-9-14(10-20(25-2)21(19)26-3)7-16-15(11-27-22(16)23)6-13-4-5-17-18(8-13)29-12-28-17/h4-5,8-10,15-16,22-23H,6-7,11-12H2,1-3H3

> <INCHI_KEY>
SOCNBZCAGNYAED-UHFFFAOYSA-N

> <FORMULA>
C22H26O7

> <MOLECULAR_WEIGHT>
402.4376

> <EXACT_MASS>
402.167853186

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
41.78596041113576

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-(2H-1,3-benzodioxol-5-ylmethyl)-3-[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-ol

> <ALOGPS_LOGP>
2.41

> <JCHEM_LOGP>
3.088682825666666

> <ALOGPS_LOGS>
-4.56

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.165545866469875

> <JCHEM_PKA_STRONGEST_BASIC>
-3.990156500374128

> <JCHEM_POLAR_SURFACE_AREA>
75.61000000000001

> <JCHEM_REFRACTIVITY>
105.1303

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.12e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-(2H-1,3-benzodioxol-5-ylmethyl)-3-[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      18.532  -1.499   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      16.883  -6.573   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      18.028  -5.543   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.788  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.849  -2.133   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.458  -1.578   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.634  -4.115   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.283   1.532   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.313  -2.609   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.122   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.529  -0.626   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      15.922  -2.054   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      15.098  -4.591   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      16.243  -3.560   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.559   0.518   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      14.091   0.357   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      17.067  -1.023   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      15.418  -6.097   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      17.707  -4.036   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      11.789   1.852   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       3.322   2.016   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       3.322  -0.476   0.000  0.00  0.00           O+0
CONECT    1   24                                                            
CONECT    2   25                                                            
CONECT    3   26                                                            
CONECT    4    5   13                                                       
CONECT    5    4   17                                                       
CONECT    6   13   15                                                       
CONECT    7   14   16                                                       
CONECT    8   13   18                                                       
CONECT    9   14   19                                                       
CONECT   10   14   20                                                       
CONECT   11   15   27                                                       
CONECT   12   28   29                                                       
CONECT   13    4    6    8                                                  
CONECT   14    7    9   10                                                  
CONECT   15    6   11   16                                                  
CONECT   16    7   15   22                                                  
CONECT   17    5   18   28                                                  
CONECT   18    8   17   29                                                  
CONECT   19    9   21   24                                                  
CONECT   20   10   21   25                                                  
CONECT   21   19   20   26                                                  
CONECT   22   16   23   27                                                  
CONECT   23   22                                                            
CONECT   24    1   19                                                       
CONECT   25    2   20                                                       
CONECT   26    3   21                                                       
CONECT   27   11   22                                                       
CONECT   28   12   17                                                       
CONECT   29   12   18                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

View in JSmol

Synonyms

Value	Source
4-(1,3-Benzodioxol-5-ylmethyl)tetrahydro-3-[(3,4,5-trimethoxyphenyl)methyl]-2-furanol, 9ci	HMDB
9-Hydroxy-3,4,5-trimethoxy-3',4'-methylenedioxy-9,9'-epoxylignan	HMDB

Chemical Formula

C₂₂H₂₆O₇

Average Mass

402.4376 Da

Monoisotopic Mass

402.16785 Da

IUPAC Name

4-(2H-1,3-benzodioxol-5-ylmethyl)-3-[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-ol

Traditional Name

4-(2H-1,3-benzodioxol-5-ylmethyl)-3-[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-ol

CAS Registry Number

Not Available

SMILES

COC1=CC(CC2C(CC3=CC4=C(OCO4)C=C3)COC2O)=CC(OC)=C1OC

InChI Identifier

InChI=1S/C22H26O7/c1-24-19-9-14(10-20(25-2)21(19)26-3)7-16-15(11-27-22(16)23)6-13-4-5-17-18(8-13)29-12-28-17/h4-5,8-10,15-16,22-23H,6-7,11-12H2,1-3H3

InChI Key

SOCNBZCAGNYAED-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
Hernandia nymphaeifolia	LOTUS Database	35616633
Piper cubeba	LOTUS Database	35616633
Piper guineense	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dibenzylbutyrolactols. These are lignan compounds containing a 3,4-dibenzyloxolan-2-ol moiety.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Furanoid lignans

Sub Class

Tetrahydrofuran lignans

Direct Parent

Dibenzylbutyrolactols

Alternative Parents

Substituents

Dibenzylbutyrolactol
Benzodioxole
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Tetrahydrofuran
Hemiacetal
Acetal
Oxacycle
Organoheterocyclic compound
Ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen 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	2.41	ALOGPS
logP	3.09	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	12.17	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	75.61 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	105.13 m³·mol⁻¹	ChemAxon
Polarizability	41.79 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

HMDB0029542

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB000685

KNApSAcK ID

Not Available

Chemspider ID

24696624

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44575537

PDB ID

Not Available

ChEBI ID

582747

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4-(2h-1,3-benzodioxol-5-ylmethyl)-3-[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-ol (NP0249863)

MOL for NP0249863 (4-(2h-1,3-benzodioxol-5-ylmethyl)-3-[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-ol)

3D MOL for NP0249863 (4-(2h-1,3-benzodioxol-5-ylmethyl)-3-[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-ol)

3D SDF for NP0249863 (4-(2h-1,3-benzodioxol-5-ylmethyl)-3-[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-ol)

3D-SDF for NP0249863 (4-(2h-1,3-benzodioxol-5-ylmethyl)-3-[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-ol)

PDB for NP0249863 (4-(2h-1,3-benzodioxol-5-ylmethyl)-3-[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-ol)

3D PDB for NP0249863 (4-(2h-1,3-benzodioxol-5-ylmethyl)-3-[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-ol)

SMILES for NP0249863 (4-(2h-1,3-benzodioxol-5-ylmethyl)-3-[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-ol)

INCHI for NP0249863 (4-(2h-1,3-benzodioxol-5-ylmethyl)-3-[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-ol)

Structure for NP0249863 (4-(2h-1,3-benzodioxol-5-ylmethyl)-3-[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-ol)

3D Structure for NP0249863 (4-(2h-1,3-benzodioxol-5-ylmethyl)-3-[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-ol)