NP-MRD: Showing NP-Card for 6-[4-(2h-1,3-benzodioxol-5-yl)-hexahydrofuro[3,4-c]furan-1-yl]-2h-1,3-benzodioxol-5-ol (NP0143535)

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Record Information

Version

2.0

Created at

2022-09-01 22:19:35 UTC

Updated at

2022-09-01 22:19:36 UTC

NP-MRD ID

NP0143535

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6-[4-(2h-1,3-benzodioxol-5-yl)-hexahydrofuro[3,4-c]furan-1-yl]-2h-1,3-benzodioxol-5-ol

Description

Justisolin, also known as sesaminol, belongs to the class of organic compounds known as furanoid lignans. These are lignans with a structure that contains either a tetrahydrofuran ring, a furan ring, or a furofuan ring system, that arises from the joining of the two phenylpropanoid units. Justisolin is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Justisolin is found, on average, in the highest concentration within sesames. Justisolin has also been detected, but not quantified in, cereals and cereal products and flaxseeds. 6-[4-(2h-1,3-benzodioxol-5-yl)-hexahydrofuro[3,4-c]furan-1-yl]-2h-1,3-benzodioxol-5-ol is found in Sesamum indicum. This could make justisolin a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061310452D          

 27 32  0  0  0  0            999 V2000
    5.5584   -0.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2729   -0.8940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2729    0.7560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6777   -0.2941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9507    1.7480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2569   -0.0690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5584    0.3435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0902    0.4204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5382    1.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9873   -0.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9873    0.3435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8439    0.7560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7577    1.5764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8708   -0.1225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7719   -0.7365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7719    0.5984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
 10  1  1  0  0  0  0
 10  3  2  0  0  0  0
 11  4  2  0  0  0  0
 12  6  1  0  0  0  0
 13  7  1  0  0  0  0
 13 12  1  0  0  0  0
 14  5  2  0  0  0  0
 14 11  1  0  0  0  0
 15  2  1  0  0  0  0
 16  3  1  0  0  0  0
 16 15  2  0  0  0  0
 17  4  1  0  0  0  0
 18  5  1  0  0  0  0
 18 17  2  0  0  0  0
 19 10  1  0  0  0  0
 19 12  1  0  0  0  0
 20 11  1  0  0  0  0
 20 13  1  0  0  0  0
 21 14  1  0  0  0  0
 22  7  1  0  0  0  0
 22 19  1  0  0  0  0
 23  6  1  0  0  0  0
 23 20  1  0  0  0  0
 24  8  1  0  0  0  0
 24 15  1  0  0  0  0
 25  8  1  0  0  0  0
 25 16  1  0  0  0  0
 26  9  1  0  0  0  0
 26 17  1  0  0  0  0
 27  9  1  0  0  0  0
 27 18  1  0  0  0  0
M  END

     RDKit          3D

 45 50  0  0  0  0  0  0  0  0999 V2000
    4.2993   -2.4228   -0.6802 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0999   -1.1193   -0.3389 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1653   -0.2526   -0.5426 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0025    1.0803   -0.2191 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8049    1.5523    0.3021 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7575    0.6379    0.4860 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8980   -0.7109    0.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7500   -1.6197    0.4606 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3708   -1.5970    1.7942 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0305   -1.2742    1.9303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4918   -0.7883    0.6281 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6580   -1.5272    0.0197 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8075   -0.5666   -0.0137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5447    0.7188   -0.5164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4860    1.7165   -0.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7505    1.4266    0.0497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9983    0.1479    0.5420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0176   -0.8503    0.5072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2997    0.1648    1.0080 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9526    1.3272    0.5398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8936    2.1815    0.2174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2924   -1.7025   -1.3328 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0464   -1.9759   -1.3038 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6139   -0.9637   -0.3052 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9426    2.9015    0.5250 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1542    3.3707   -0.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8555    2.1943   -0.3039 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5929   -3.1133   -0.6364 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1222   -0.5671   -0.9593 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8498    1.0005    0.9008 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9555   -2.6262    0.1872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5995   -2.0218    2.3998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0175   -0.3786    2.6422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7544    0.3252    0.7027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8793   -2.4893    0.4470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5782    0.9545   -0.9379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3053    2.7130   -0.8618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2165   -1.8206    0.8834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6458    1.7331    1.3291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4940    1.1144   -0.4102 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2709   -3.0029   -0.9395 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4959   -1.8190   -2.2860 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9221   -0.0397   -0.7978 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9635    3.9921   -0.9312 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7191    3.9965    0.7113 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5 25  1  0
 25 26  1  0
 26 27  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 24  1  0
 24 23  1  0
 23 22  1  0
 22 12  1  0
 12 13  1  0
 13 18  2  0
 18 17  1  0
 17 16  2  0
 16 21  1  0
 21 20  1  0
 20 19  1  0
 16 15  1  0
 15 14  2  0
  7  2  1  0
 24  8  1  0
 14 13  1  0
 27  4  1  0
 12 11  1  0
 19 17  1  0
  1 28  1  0
  3 29  1  0
 26 44  1  0
 26 45  1  0
  6 30  1  0
  8 31  1  6
 10 32  1  0
 10 33  1  0
 11 34  1  1
 24 43  1  6
 23 41  1  0
 23 42  1  0
 12 35  1  1
 18 38  1  0
 20 39  1  0
 20 40  1  0
 15 37  1  0
 14 36  1  0
M  END


  Mrv0541 05061310452D          

 27 32  0  0  0  0            999 V2000
    5.5584   -0.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2729   -0.8940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2729    0.7560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6777   -0.2941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9507    1.7480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2569   -0.0690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5584    0.3435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0902    0.4204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5382    1.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9873   -0.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9873    0.3435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8439    0.7560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7577    1.5764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8708   -0.1225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7719   -0.7365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7719    0.5984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
 10  1  1  0  0  0  0
 10  3  2  0  0  0  0
 11  4  2  0  0  0  0
 12  6  1  0  0  0  0
 13  7  1  0  0  0  0
 13 12  1  0  0  0  0
 14  5  2  0  0  0  0
 14 11  1  0  0  0  0
 15  2  1  0  0  0  0
 16  3  1  0  0  0  0
 16 15  2  0  0  0  0
 17  4  1  0  0  0  0
 18  5  1  0  0  0  0
 18 17  2  0  0  0  0
 19 10  1  0  0  0  0
 19 12  1  0  0  0  0
 20 11  1  0  0  0  0
 20 13  1  0  0  0  0
 21 14  1  0  0  0  0
 22  7  1  0  0  0  0
 22 19  1  0  0  0  0
 23  6  1  0  0  0  0
 23 20  1  0  0  0  0
 24  8  1  0  0  0  0
 24 15  1  0  0  0  0
 25  8  1  0  0  0  0
 25 16  1  0  0  0  0
 26  9  1  0  0  0  0
 26 17  1  0  0  0  0
 27  9  1  0  0  0  0
 27 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0143535

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CC2=C(OCO2)C=C1C1OCC2C1COC2C1=CC2=C(OCO2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H18O7/c21-14-5-18-17(26-9-27-18)4-11(14)20-13-7-22-19(12(13)6-23-20)10-1-2-15-16(3-10)25-8-24-15/h1-5,12-13,19-21H,6-9H2

> <INCHI_KEY>
KQRXQIPRDKVZPW-UHFFFAOYSA-N

> <FORMULA>
C20H18O7

> <MOLECULAR_WEIGHT>
370.3527

> <EXACT_MASS>
370.10525293

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
37.443609092352254

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-[4-(2H-1,3-benzodioxol-5-yl)-hexahydrofuro[3,4-c]furan-1-yl]-2H-1,3-benzodioxol-5-ol

> <ALOGPS_LOGP>
1.98

> <JCHEM_LOGP>
2.143134335666667

> <ALOGPS_LOGS>
-3.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.352988645073104

> <JCHEM_PKA_STRONGEST_BASIC>
-3.775197555621054

> <JCHEM_POLAR_SURFACE_AREA>
75.61000000000001

> <JCHEM_REFRACTIVITY>
91.72670000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.53e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-[4-(2H-1,3-benzodioxol-5-yl)-hexahydrofuro[3,4-c]furan-1-yl]-2H-1,3-benzodioxol-5-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      10.376  -0.899   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.709  -1.669   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.709   1.411   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.530   1.303   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.530   4.383   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.865  -0.549   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.375   3.263   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      15.413  -0.129   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.173   2.843   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.376   0.641   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.864   2.073   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.635   0.785   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.605   1.929   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.864   3.613   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.043  -0.899   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.043   0.641   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.197   2.073   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.197   3.613   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.042   1.411   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.198   1.303   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       5.198   4.383   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       8.881   2.943   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       5.359  -0.229   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      14.508  -1.375   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      14.508   1.117   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -0.268   1.597   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -0.268   4.089   0.000  0.00  0.00           O+0
CONECT    1    2   10                                                       
CONECT    2    1   15                                                       
CONECT    3   10   16                                                       
CONECT    4   11   17                                                       
CONECT    5   14   18                                                       
CONECT    6   12   23                                                       
CONECT    7   13   22                                                       
CONECT    8   24   25                                                       
CONECT    9   26   27                                                       
CONECT   10    1    3   19                                                  
CONECT   11    4   14   20                                                  
CONECT   12    6   13   19                                                  
CONECT   13    7   12   20                                                  
CONECT   14    5   11   21                                                  
CONECT   15    2   16   24                                                  
CONECT   16    3   15   25                                                  
CONECT   17    4   18   26                                                  
CONECT   18    5   17   27                                                  
CONECT   19   10   12   22                                                  
CONECT   20   11   13   23                                                  
CONECT   21   14                                                            
CONECT   22    7   19                                                       
CONECT   23    6   20                                                       
CONECT   24    8   15                                                       
CONECT   25    8   16                                                       
CONECT   26    9   17                                                       
CONECT   27    9   18                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   64    0
END

View in JSmol

Synonyms

Value	Source
2-(2-Hydroxy-3,4-methylenedioxyphenyl)-6-(3,4-methylenedioxyphenyl)-3,7-dioxabicyclo[3.3.0]octane	HMDB
2-Hydroxy-3',4':4,5-bis(methylenedioxy)-7,9':7',9-diepoxylignan	HMDB
Sesaminol	HMDB

Chemical Formula

C₂₀H₁₈O₇

Average Mass

370.3527 Da

Monoisotopic Mass

370.10525 Da

IUPAC Name

6-[4-(2H-1,3-benzodioxol-5-yl)-hexahydrofuro[3,4-c]furan-1-yl]-2H-1,3-benzodioxol-5-ol

Traditional Name

6-[4-(2H-1,3-benzodioxol-5-yl)-hexahydrofuro[3,4-c]furan-1-yl]-2H-1,3-benzodioxol-5-ol

CAS Registry Number

Not Available

SMILES

OC1=CC2=C(OCO2)C=C1C1OCC2C1COC2C1=CC2=C(OCO2)C=C1

InChI Identifier

InChI=1S/C20H18O7/c21-14-5-18-17(26-9-27-18)4-11(14)20-13-7-22-19(12(13)6-23-20)10-1-2-15-16(3-10)25-8-24-15/h1-5,12-13,19-21H,6-9H2

InChI Key

KQRXQIPRDKVZPW-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
Sesamum indicum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as furanoid lignans. These are lignans with a structure that contains either a tetrahydrofuran ring, a furan ring, or a furofuan ring system, that arises from the joining of the two phenylpropanoid units.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Furanoid lignans

Sub Class

Not Available

Direct Parent

Furanoid lignans

Alternative Parents

Substituents

Furanoid lignan
Furofuran lignan skeleton
Benzodioxole
Furofuran
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Tetrahydrofuran
Acetal
Dialkyl ether
Ether
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organooxygen compound
Organic oxygen 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	1.98	ALOGPS
logP	2.14	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	9.35	ChemAxon
pKa (Strongest Basic)	-3.8	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	2	ChemAxon
Refractivity	91.73 m³·mol⁻¹	ChemAxon
Polarizability	37.44 Å³	ChemAxon
Number of Rings	6	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

HMDB0038932

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB018404

KNApSAcK ID

Not Available

Chemspider ID

7975265

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9799500

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 6-[4-(2h-1,3-benzodioxol-5-yl)-hexahydrofuro[3,4-c]furan-1-yl]-2h-1,3-benzodioxol-5-ol (NP0143535)

MOL for NP0143535 (6-[4-(2h-1,3-benzodioxol-5-yl)-hexahydrofuro[3,4-c]furan-1-yl]-2h-1,3-benzodioxol-5-ol)

3D MOL for NP0143535 (6-[4-(2h-1,3-benzodioxol-5-yl)-hexahydrofuro[3,4-c]furan-1-yl]-2h-1,3-benzodioxol-5-ol)

3D SDF for NP0143535 (6-[4-(2h-1,3-benzodioxol-5-yl)-hexahydrofuro[3,4-c]furan-1-yl]-2h-1,3-benzodioxol-5-ol)

3D-SDF for NP0143535 (6-[4-(2h-1,3-benzodioxol-5-yl)-hexahydrofuro[3,4-c]furan-1-yl]-2h-1,3-benzodioxol-5-ol)

PDB for NP0143535 (6-[4-(2h-1,3-benzodioxol-5-yl)-hexahydrofuro[3,4-c]furan-1-yl]-2h-1,3-benzodioxol-5-ol)

3D PDB for NP0143535 (6-[4-(2h-1,3-benzodioxol-5-yl)-hexahydrofuro[3,4-c]furan-1-yl]-2h-1,3-benzodioxol-5-ol)

SMILES for NP0143535 (6-[4-(2h-1,3-benzodioxol-5-yl)-hexahydrofuro[3,4-c]furan-1-yl]-2h-1,3-benzodioxol-5-ol)

INCHI for NP0143535 (6-[4-(2h-1,3-benzodioxol-5-yl)-hexahydrofuro[3,4-c]furan-1-yl]-2h-1,3-benzodioxol-5-ol)

Structure for NP0143535 (6-[4-(2h-1,3-benzodioxol-5-yl)-hexahydrofuro[3,4-c]furan-1-yl]-2h-1,3-benzodioxol-5-ol)

3D Structure for NP0143535 (6-[4-(2h-1,3-benzodioxol-5-yl)-hexahydrofuro[3,4-c]furan-1-yl]-2h-1,3-benzodioxol-5-ol)