NP-MRD: Showing NP-Card for 2h-1,3-benzodioxol-5-yl({4-[(3,4-dimethoxyphenyl)methyl]oxolan-3-yl})methanol (NP0257038)

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Record Information

Version

2.0

Created at

2022-09-07 22:02:59 UTC

Updated at

2022-09-07 22:02:59 UTC

NP-MRD ID

NP0257038

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2h-1,3-benzodioxol-5-yl({4-[(3,4-dimethoxyphenyl)methyl]oxolan-3-yl})methanol

Description

(2H-1,3-benzodioxol-5-yl)({4-[(3,4-dimethoxyphenyl)methyl]oxolan-3-yl})methanol belongs to the class of organic compounds known as 9,9'-epoxylignans. These are lignans with a structure based on the 9,9'-epoxylignan skeleton, which consists of a tetrahydrofuran that carries two benzyl groups at the 3- and 4-positions. 2h-1,3-benzodioxol-5-yl({4-[(3,4-dimethoxyphenyl)methyl]oxolan-3-yl})methanol is found in Aristolochia elegans. Additionally they are oxygenated at the 2-position to form dibenzylbutyrolactones (oxo group) or a dibenzylbutyrolactols (hydroxyl group) (2H-1,3-benzodioxol-5-yl)({4-[(3,4-dimethoxyphenyl)methyl]oxolan-3-yl})methanol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171508092D          

 27 30  0  0  0  0            999 V2000
   -0.6223    5.3561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1623    5.6111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7754    5.0590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5600    5.3140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1731    4.7619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0016    3.9550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6147    3.4029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3993    3.6579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6543    4.4425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4793    4.4425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7342    3.6579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    3.1729    0.0000 C   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
    4.7812    1.9354    0.0000 O   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
    1.1387    0.8555    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    2.1904    0.0000 O   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
    1.2170    3.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039    4.2521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1807    3.9971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7938    4.5491    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  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  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  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 18 22  1  0  0  0  0
 22 23  2  0  0  0  0
 15 23  1  0  0  0  0
  6 24  1  0  0  0  0
 24 25  2  0  0  0  0
  3 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  END

     RDKit          3D

 51 54  0  0  0  0  0  0  0  0999 V2000
   -7.2253    0.9758   -1.3608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5620    0.0237   -0.5311 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1814   -0.0768   -0.6393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4432    0.7099   -1.5169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0732    0.5768   -1.5915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3894   -0.3326   -0.8064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9172   -0.4597   -0.9123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1774    0.4831   -0.0010 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5059    0.2711    1.4610 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1319   -0.8981    1.8242 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2359   -1.0615    1.0155 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3137    0.1107    0.0620 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1104    1.2240    0.6914 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9909    2.4049   -0.0394 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5541    0.8175    0.5764 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2433    0.3990    1.6945 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5662    0.0261    1.5898 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2171    0.0682    0.3590 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5370    0.4853   -0.7658 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2173    0.8493   -0.6194 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4352    0.4208   -1.8227 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7495    0.2797   -1.3293 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5191   -0.2426   -0.0380 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1511   -1.0960    0.0517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5254   -0.9813    0.1451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2560   -1.7807    1.0340 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6384   -2.7297    1.8674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8489    1.9946   -1.1616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3173    0.9033   -1.2746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9082    0.7147   -2.4103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0079    1.4093   -2.1150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5212    1.1971   -2.2791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5890   -0.3188   -1.9611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6808   -1.5267   -0.6767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2166    1.5245   -0.3261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1909    1.1353    2.0813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5968    0.1023    1.5411 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1802   -2.0357    0.4534 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1225   -1.1359    1.6778 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7006   -0.1839   -0.9177 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8471    1.3373    1.7418 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2560    3.1426    0.5981 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7122    0.3733    2.6548 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1106   -0.2997    2.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6782    1.1755   -1.4879 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3433   -0.4359   -1.9314 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2825    1.2311   -1.2283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6896   -1.8315    0.6943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4499   -3.3080    2.3559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9669   -3.4230    1.3298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0249   -2.2087    2.6213 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  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 23  1  0
 23 22  1  0
 22 21  1  0
 21 19  1  0
 19 20  2  0
  6 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 25  3  1  0
 12  8  1  0
 20 15  1  0
 19 18  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  5 32  1  0
  7 33  1  0
  7 34  1  0
  8 35  1  6
  9 36  1  0
  9 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  6
 13 41  1  1
 14 42  1  0
 16 43  1  0
 17 44  1  0
 22 46  1  0
 22 47  1  0
 20 45  1  0
 24 48  1  0
 27 49  1  0
 27 50  1  0
 27 51  1  0
M  END


  Mrv1533004171508092D          

 27 30  0  0  0  0            999 V2000
   -0.6223    5.3561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1623    5.6111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7754    5.0590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5600    5.3140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1731    4.7619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0016    3.9550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6147    3.4029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3993    3.6579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6543    4.4425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4793    4.4425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7342    3.6579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    3.1729    0.0000 C   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
    4.7812    1.9354    0.0000 O   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
    1.1387    0.8555    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    2.1904    0.0000 O   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
    1.2170    3.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039    4.2521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1807    3.9971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7938    4.5491    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  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  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  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 18 22  1  0  0  0  0
 22 23  2  0  0  0  0
 15 23  1  0  0  0  0
  6 24  1  0  0  0  0
 24 25  2  0  0  0  0
  3 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0257038

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(CC2COCC2C(O)C2=CC=C3OCOC3=C2)C=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C21H24O6/c1-23-17-5-3-13(8-19(17)24-2)7-15-10-25-11-16(15)21(22)14-4-6-18-20(9-14)27-12-26-18/h3-6,8-9,15-16,21-22H,7,10-12H2,1-2H3

> <INCHI_KEY>
FYOTVUDLKBICQX-UHFFFAOYSA-N

> <FORMULA>
C21H24O6

> <MOLECULAR_WEIGHT>
372.417

> <EXACT_MASS>
372.157288493

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
39.115637329104885

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2H-1,3-benzodioxol-5-yl)({4-[(3,4-dimethoxyphenyl)methyl]oxolan-3-yl})methanol

> <ALOGPS_LOGP>
2.42

> <JCHEM_LOGP>
2.535674426000001

> <ALOGPS_LOGS>
-4.58

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.078906191308835

> <JCHEM_PKA_STRONGEST_BASIC>
-3.201686431921515

> <JCHEM_POLAR_SURFACE_AREA>
66.38000000000001

> <JCHEM_REFRACTIVITY>
98.99870000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.82e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2H-1,3-benzodioxol-5-yl({4-[(3,4-dimethoxyphenyl)methyl]oxolan-3-yl})methanol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0      -1.162   9.998   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.303  10.474   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.447   9.444   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.912   9.919   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.057   8.889   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.736   7.383   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.881   6.352   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.345   6.828   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.821   8.293   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       8.361   8.293   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       8.837   6.828   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.591   5.923   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.591   4.383   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       8.925   3.613   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.126   1.597   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.126   4.089   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.272   6.907   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.127   7.937   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -0.337   7.461   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -1.482   8.492   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   25                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   24                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    8   13                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   23                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   22                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   18   23                                                  
CONECT   23   22   15                                                       
CONECT   24    6   25                                                       
CONECT   25   24    3   26                                                  
CONECT   26   25   27                                                       
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₄O₆

Average Mass

372.4170 Da

Monoisotopic Mass

372.15729 Da

IUPAC Name

(2H-1,3-benzodioxol-5-yl)({4-[(3,4-dimethoxyphenyl)methyl]oxolan-3-yl})methanol

Traditional Name

2H-1,3-benzodioxol-5-yl({4-[(3,4-dimethoxyphenyl)methyl]oxolan-3-yl})methanol

CAS Registry Number

Not Available

SMILES

COC1=CC=C(CC2COCC2C(O)C2=CC=C3OCOC3=C2)C=C1OC

InChI Identifier

InChI=1S/C21H24O6/c1-23-17-5-3-13(8-19(17)24-2)7-15-10-25-11-16(15)21(22)14-4-6-18-20(9-14)27-12-26-18/h3-6,8-9,15-16,21-22H,7,10-12H2,1-2H3

InChI Key

FYOTVUDLKBICQX-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
Aristolochia elegans	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 9,9'-epoxylignans. These are lignans with a structure based on the 9,9'-epoxylignan skeleton, which consists of a tetrahydrofuran that carries two benzyl groups at the 3- and 4-positions. Additionally they are oxygenated at the 2-position to form dibenzylbutyrolactones (oxo group) or a dibenzylbutyrolactols (hydroxyl group).

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Furanoid lignans

Sub Class

Tetrahydrofuran lignans

Direct Parent

9,9'-epoxylignans

Alternative Parents

Substituents

9,9p-epoxylignan
Dimethoxybenzene
O-dimethoxybenzene
Benzodioxole
Methoxybenzene
Anisole
Phenol ether
Phenoxy compound
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Oxolane
Secondary alcohol
Organoheterocyclic compound
Ether
Dialkyl ether
Acetal
Oxacycle
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Aromatic alcohol
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	2.42	ALOGPS
logP	2.54	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	14.08	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	66.38 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	99 m³·mol⁻¹	ChemAxon
Polarizability	39.12 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

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

85398947

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2h-1,3-benzodioxol-5-yl({4-[(3,4-dimethoxyphenyl)methyl]oxolan-3-yl})methanol (NP0257038)

MOL for NP0257038 (2h-1,3-benzodioxol-5-yl({4-[(3,4-dimethoxyphenyl)methyl]oxolan-3-yl})methanol)

3D MOL for NP0257038 (2h-1,3-benzodioxol-5-yl({4-[(3,4-dimethoxyphenyl)methyl]oxolan-3-yl})methanol)

3D SDF for NP0257038 (2h-1,3-benzodioxol-5-yl({4-[(3,4-dimethoxyphenyl)methyl]oxolan-3-yl})methanol)

3D-SDF for NP0257038 (2h-1,3-benzodioxol-5-yl({4-[(3,4-dimethoxyphenyl)methyl]oxolan-3-yl})methanol)

PDB for NP0257038 (2h-1,3-benzodioxol-5-yl({4-[(3,4-dimethoxyphenyl)methyl]oxolan-3-yl})methanol)

3D PDB for NP0257038 (2h-1,3-benzodioxol-5-yl({4-[(3,4-dimethoxyphenyl)methyl]oxolan-3-yl})methanol)

SMILES for NP0257038 (2h-1,3-benzodioxol-5-yl({4-[(3,4-dimethoxyphenyl)methyl]oxolan-3-yl})methanol)

INCHI for NP0257038 (2h-1,3-benzodioxol-5-yl({4-[(3,4-dimethoxyphenyl)methyl]oxolan-3-yl})methanol)

Structure for NP0257038 (2h-1,3-benzodioxol-5-yl({4-[(3,4-dimethoxyphenyl)methyl]oxolan-3-yl})methanol)

3D Structure for NP0257038 (2h-1,3-benzodioxol-5-yl({4-[(3,4-dimethoxyphenyl)methyl]oxolan-3-yl})methanol)