NP-MRD: Showing NP-Card for (3r,4r)-3-[2h-1,3-benzodioxol-5-yl(hydroxy)methyl]-4-[(6-hydroxy-2h-1,3-benzodioxol-5-yl)methyl]oxolan-2-one (NP0152614)

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Record Information

Version

2.0

Created at

2022-09-02 09:08:16 UTC

Updated at

2022-09-02 09:08:16 UTC

NP-MRD ID

NP0152614

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3r,4r)-3-[2h-1,3-benzodioxol-5-yl(hydroxy)methyl]-4-[(6-hydroxy-2h-1,3-benzodioxol-5-yl)methyl]oxolan-2-one

Description

7-Hydroxyhinokinin belongs to the class of organic compounds known as dibenzylbutyrolactone lignans. These are lignan compounds containing a 3,4-dibenzyloxolan-2-one moiety. (3r,4r)-3-[2h-1,3-benzodioxol-5-yl(hydroxy)methyl]-4-[(6-hydroxy-2h-1,3-benzodioxol-5-yl)methyl]oxolan-2-one is found in Juniperus chinensis and Taiwania cryptomerioides. (3r,4r)-3-[2h-1,3-benzodioxol-5-yl(hydroxy)methyl]-4-[(6-hydroxy-2h-1,3-benzodioxol-5-yl)methyl]oxolan-2-one was first documented in 2004 (PMID: 15568798). Based on a literature review very few articles have been published on 7-Hydroxyhinokinin (PMID: 23312389).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022211082D          

 28 32  0  0  1  0            999 V2000
    5.7064    3.0780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5349    2.2710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0869    1.6579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6744    0.9434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8675    1.1150    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2544    0.5629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4259   -0.2440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2105   -0.4990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3820   -1.3060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7689   -1.8580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9843   -1.6030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8128   -0.7961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0282   -0.5411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1045   -2.6117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9250   -2.5254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0965   -1.7185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.9354    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    3.1729    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
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
 10 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
  9 16  1  0  0  0  0
  5 17  1  0  0  0  0
  2 17  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 20 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 23 28  1  0  0  0  0
M  END

     RDKit          3D

 46 50  0  0  0  0  0  0  0  0999 V2000
    1.4182    2.3366   -0.2117 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8398    1.4223   -0.7994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0641    1.5890   -1.8537 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9188    0.4831   -1.9693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6434   -0.2928   -0.6974 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3495    0.3972    0.4314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8269    0.1920    0.3665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6875    1.1554   -0.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0400    0.9224   -0.0978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5140   -0.3038    0.2966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6695   -1.3127    0.7347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3235   -1.0314    0.7579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4554   -2.0473    1.2005 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9144   -0.2617    0.1530 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2965    0.9745   -0.4003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1258    1.7433   -0.4906 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8809   -0.0701   -0.6222 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4513   -0.4720    0.6810 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1687   -1.8283    0.9003 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9368   -0.3849    0.6311 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5987   -0.9386    1.7287 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9703   -0.9167    1.7655 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7153   -0.3627    0.7475 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0461    0.1687   -0.3088 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6685    0.1632   -0.3776 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0004    0.6593   -1.1930 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2255    0.7663   -0.4861 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0970   -0.2103    0.5354 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5312   -0.1449   -2.8139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9818    0.7453   -2.0858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8903   -1.3570   -0.7889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9650    0.0072    1.4076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1390    1.4759    0.4112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3067    2.1279   -0.3690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0852   -2.2659    1.0370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8514   -2.9140    1.4740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7640    0.8027   -1.3999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9933    1.5164    0.2743 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3124   -0.4983   -1.5210 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0429    0.1627    1.4798 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9493   -2.3817    1.0542 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0468   -1.3887    2.5590 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4861   -1.3404    2.6060 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1755    0.5785   -1.2234 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0370    0.5350   -1.1933 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2694    1.7995   -0.0709 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 18  1  0
 18 17  1  0
 17  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 14  1  0
 14 15  1  0
 15 16  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  2  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 28  1  0
 28 27  1  0
 27 26  1  0
 26 24  1  0
 24 25  2  0
  2 17  1  0
 25 20  1  0
 12  7  1  0
 24 23  1  0
 16  9  1  0
 19 41  1  0
 18 40  1  1
 17 39  1  6
  5 31  1  6
  6 32  1  0
  6 33  1  0
  8 34  1  0
 15 37  1  0
 15 38  1  0
 11 35  1  0
 13 36  1  0
  4 29  1  0
  4 30  1  0
 21 42  1  0
 22 43  1  0
 27 45  1  0
 27 46  1  0
 25 44  1  0
M  END


  Mrv1652309022211082D          

 28 32  0  0  1  0            999 V2000
    5.7064    3.0780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5349    2.2710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0869    1.6579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6744    0.9434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8675    1.1150    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2544    0.5629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4259   -0.2440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2105   -0.4990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3820   -1.3060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7689   -1.8580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9843   -1.6030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8128   -0.7961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0282   -0.5411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1045   -2.6117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9250   -2.5254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0965   -1.7185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.9354    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    3.1729    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
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
 10 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
  9 16  1  0  0  0  0
  5 17  1  0  0  0  0
  2 17  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 20 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 23 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0152614

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC([C@H]1[C@@H](CC2=CC3=C(OCO3)C=C2O)COC1=O)C1=CC=C2OCOC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H18O8/c21-13-6-17-16(27-9-28-17)5-11(13)3-12-7-24-20(23)18(12)19(22)10-1-2-14-15(4-10)26-8-25-14/h1-2,4-6,12,18-19,21-22H,3,7-9H2/t12-,18+,19?/m0/s1

> <INCHI_KEY>
FQOAFBZCAGMDDR-QZQNXRISSA-N

> <FORMULA>
C20H18O8

> <MOLECULAR_WEIGHT>
386.356

> <EXACT_MASS>
386.10016754

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
37.549275264125484

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3R,4R)-3-[(2H-1,3-benzodioxol-5-yl)(hydroxy)methyl]-4-[(6-hydroxy-2H-1,3-benzodioxol-5-yl)methyl]oxolan-2-one

> <ALOGPS_LOGP>
1.80

> <JCHEM_LOGP>
2.0822536923333335

> <ALOGPS_LOGS>
-2.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.893129940407892

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.629650685812397

> <JCHEM_PKA_STRONGEST_BASIC>
-3.282956498521182

> <JCHEM_POLAR_SURFACE_AREA>
103.68000000000002

> <JCHEM_REFRACTIVITY>
93.62240000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.69e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R,4R)-3-[2H-1,3-benzodioxol-5-yl(hydroxy)methyl]-4-[(6-hydroxy-2H-1,3-benzodioxol-5-yl)methyl]oxolan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  O   UNK     0      10.652   5.746   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      10.332   4.239   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      11.362   3.095   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      10.592   1.761   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.086   2.081   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.941   1.051   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.262  -0.456   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.726  -0.931   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.046  -2.438   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.902  -3.468   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.437  -2.992   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.117  -1.486   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       5.653  -1.010   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       9.528  -4.875   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      11.060  -4.714   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      11.380  -3.208   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       8.925   3.613   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.591   4.383   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       7.591   5.923   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       2.126   4.089   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       2.126   1.597   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   17                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   17                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   16                                                  
CONECT   10    9   11   14                                                  
CONECT   11   10   12                                                       
CONECT   12   11    7   13                                                  
CONECT   13   12                                                            
CONECT   14   10   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15    9                                                       
CONECT   17    5    2   18                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   28                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24   20                                                       
CONECT   26   24   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   23                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₁₈O₈

Average Mass

386.3560 Da

Monoisotopic Mass

386.10017 Da

IUPAC Name

(3R,4R)-3-[(2H-1,3-benzodioxol-5-yl)(hydroxy)methyl]-4-[(6-hydroxy-2H-1,3-benzodioxol-5-yl)methyl]oxolan-2-one

Traditional Name

(3R,4R)-3-[2H-1,3-benzodioxol-5-yl(hydroxy)methyl]-4-[(6-hydroxy-2H-1,3-benzodioxol-5-yl)methyl]oxolan-2-one

CAS Registry Number

Not Available

SMILES

OC([C@H]1[C@@H](CC2=CC3=C(OCO3)C=C2O)COC1=O)C1=CC=C2OCOC2=C1

InChI Identifier

InChI=1S/C20H18O8/c21-13-6-17-16(27-9-28-17)5-11(13)3-12-7-24-20(23)18(12)19(22)10-1-2-14-15(4-10)26-8-25-14/h1-2,4-6,12,18-19,21-22H,3,7-9H2/t12-,18+,19?/m0/s1

InChI Key

FQOAFBZCAGMDDR-QZQNXRISSA-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
Juniperus chinensis	LOTUS Database	35616633
Taiwania cryptomerioides	LOTUS Database	35616633

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Furanoid lignans

Sub Class

Tetrahydrofuran lignans

Direct Parent

Dibenzylbutyrolactone lignans

Alternative Parents

Substituents

Dibenzylbutyrolactone
Lignan lactone
Benzodioxole
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Gamma butyrolactone
Tetrahydrofuran
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic alcohol
Organooxygen compound
Carbonyl group
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.8	ALOGPS
logP	2.08	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	9.63	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	103.68 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	93.62 m³·mol⁻¹	ChemAxon
Polarizability	37.55 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

100935372

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Pistolozzi M, Royo V, Pereira AC, Silva ML, Silva R, Cunha WR, Vaconcelos K, Cass QB, Martins CH, Bastos JK, Varchi G, Guerrini A, Bertucci C: Enantiomeric HPLC resolution and absolute stereochemistry assignment of a new poligamain derivative. J Pharm Biomed Anal. 2013 Mar 5;75:118-22. doi: 10.1016/j.jpba.2012.11.012. Epub 2012 Nov 21. [PubMed:23312389 ]
Shen CC, Ni CL, Huang YL, Huang RL, Chen CC: Furanolabdane diterpenes from Hypoestes purpurea. J Nat Prod. 2004 Nov;67(11):1947-9. doi: 10.1021/np0497402. [PubMed:15568798 ]
LOTUS database [Link]

Showing NP-Card for (3r,4r)-3-[2h-1,3-benzodioxol-5-yl(hydroxy)methyl]-4-[(6-hydroxy-2h-1,3-benzodioxol-5-yl)methyl]oxolan-2-one (NP0152614)

MOL for NP0152614 ((3r,4r)-3-[2h-1,3-benzodioxol-5-yl(hydroxy)methyl]-4-[(6-hydroxy-2h-1,3-benzodioxol-5-yl)methyl]oxolan-2-one)

3D MOL for NP0152614 ((3r,4r)-3-[2h-1,3-benzodioxol-5-yl(hydroxy)methyl]-4-[(6-hydroxy-2h-1,3-benzodioxol-5-yl)methyl]oxolan-2-one)

3D SDF for NP0152614 ((3r,4r)-3-[2h-1,3-benzodioxol-5-yl(hydroxy)methyl]-4-[(6-hydroxy-2h-1,3-benzodioxol-5-yl)methyl]oxolan-2-one)

3D-SDF for NP0152614 ((3r,4r)-3-[2h-1,3-benzodioxol-5-yl(hydroxy)methyl]-4-[(6-hydroxy-2h-1,3-benzodioxol-5-yl)methyl]oxolan-2-one)

PDB for NP0152614 ((3r,4r)-3-[2h-1,3-benzodioxol-5-yl(hydroxy)methyl]-4-[(6-hydroxy-2h-1,3-benzodioxol-5-yl)methyl]oxolan-2-one)

3D PDB for NP0152614 ((3r,4r)-3-[2h-1,3-benzodioxol-5-yl(hydroxy)methyl]-4-[(6-hydroxy-2h-1,3-benzodioxol-5-yl)methyl]oxolan-2-one)

SMILES for NP0152614 ((3r,4r)-3-[2h-1,3-benzodioxol-5-yl(hydroxy)methyl]-4-[(6-hydroxy-2h-1,3-benzodioxol-5-yl)methyl]oxolan-2-one)

INCHI for NP0152614 ((3r,4r)-3-[2h-1,3-benzodioxol-5-yl(hydroxy)methyl]-4-[(6-hydroxy-2h-1,3-benzodioxol-5-yl)methyl]oxolan-2-one)

Structure for NP0152614 ((3r,4r)-3-[2h-1,3-benzodioxol-5-yl(hydroxy)methyl]-4-[(6-hydroxy-2h-1,3-benzodioxol-5-yl)methyl]oxolan-2-one)

3D Structure for NP0152614 ((3r,4r)-3-[2h-1,3-benzodioxol-5-yl(hydroxy)methyl]-4-[(6-hydroxy-2h-1,3-benzodioxol-5-yl)methyl]oxolan-2-one)