NP-MRD: Showing NP-Card for (3r,4r,5r)-4-(2h-1,3-benzodioxol-5-ylmethyl)-5-methoxy-3-[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-one (NP0287294)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-09 16:17:33 UTC

Updated at

2022-09-09 16:17:33 UTC

NP-MRD ID

NP0287294

Secondary Accession Numbers

None

Natural Product Identification

Common Name

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

Description

(3R,4R,5R)-4-[(2H-1,3-benzodioxol-5-yl)methyl]-5-methoxy-3-[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-one 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,5r)-4-(2h-1,3-benzodioxol-5-ylmethyl)-5-methoxy-3-[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-one is found in Hernandia ovigera. Based on a literature review very few articles have been published on (3R,4R,5R)-4-[(2H-1,3-benzodioxol-5-yl)methyl]-5-methoxy-3-[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092218172D          

 31 34  0  0  1  0            999 V2000
    4.2102    6.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8233    5.7960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6518    4.9890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2649    4.4370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0933    3.6300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7064    3.0780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5349    2.2710    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0869    1.6579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9074    1.7441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6744    0.9434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8675    1.1150    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2544    0.5629    0.0000 O   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
    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
    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
    4.3087    3.3751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6956    3.9271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9110    3.6722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2979    4.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8671    4.7341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2541    5.2861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4694    5.0312    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  1  0  0  0  0
  7  6  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 12 13  1  0  0  0  0
 11 14  1  0  0  0  0
  7 14  1  0  0  0  0
 14 15  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 19 24  1  0  0  0  0
  5 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 26 29  2  0  0  0  0
  3 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  END

     RDKit          3D

 57 60  0  0  0  0  0  0  0  0999 V2000
   -1.6252    3.7759   -1.1014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7115    3.1311   -0.4695 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7545    1.7624   -0.2680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7172    0.9659   -0.6857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8055   -0.3941   -0.4626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7195   -1.2642   -0.9182 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3966   -1.3385    0.0946 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0097   -1.8494    1.4112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0092   -1.5907    2.1116 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9816   -2.7273    1.8356 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930   -2.6999    0.9392 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7137   -3.9406    0.9099 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0029   -3.9961    1.3286 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4719   -2.3017   -0.3423 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3809   -1.6204   -1.3281 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9855   -0.3706   -0.8994 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1803   -0.2452   -0.2046 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7179    0.9655    0.1646 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0689    2.1341   -0.1526 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8787    2.0450   -0.8434 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3506    0.8277   -1.2074 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4530    3.3743   -1.0238 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5545    4.2399   -0.8287 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3546    3.4942    0.0785 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8864   -0.9514    0.1544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9263   -0.1478    0.5728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0205   -0.7164    1.1986 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0602   -2.1069    1.4009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8472    1.2143    0.3543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9292    1.9742    0.7997 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0123    2.1930   -0.1035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6708    3.5055   -0.5664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5401    3.4873   -2.1792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7621    4.8677   -0.9893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8422    1.4036   -1.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0771   -2.2800   -1.1940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2941   -0.8454   -1.8496 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8186   -0.3193    0.2656 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7927   -1.9550    1.2932 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7400   -3.3948    0.7727 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1124   -3.8627    2.4369 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3423   -5.0639    1.1689 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9281   -3.1467   -0.8444 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2169   -2.3362   -1.5824 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8447   -1.4666   -2.2858 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6775   -1.1752    0.0319 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6452    1.0205    0.7020 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4037    0.8128   -1.7594 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0728    4.5154   -1.7454 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1374    5.1426   -0.2952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9414   -2.0380    0.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2149   -2.4797    1.9996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0885   -2.6436    0.4078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9965   -2.3933    1.9338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4341    3.1899    0.0933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8249    1.4462    0.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6153    2.1728   -1.1252 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 12  1  0
 12 11  1  0
 11 10  1  0
 10  8  1  0
  8  9  2  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  2  0
  4  3  1  0
  3  2  1  0
  2  1  1  0
  3 29  2  0
 29 30  1  0
 30 31  1  0
 29 26  1  0
 26 27  1  0
 27 28  1  0
 26 25  2  0
  7 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 24  1  0
 24 23  1  0
 23 22  1  0
 22 20  1  0
 20 21  2  0
 14 11  1  0
 21 16  1  0
 25  5  1  0
 20 19  1  0
 13 40  1  0
 13 41  1  0
 13 42  1  0
 11 39  1  1
  7 38  1  1
  6 36  1  0
  6 37  1  0
  4 35  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
 31 55  1  0
 31 56  1  0
 31 57  1  0
 28 52  1  0
 28 53  1  0
 28 54  1  0
 25 51  1  0
 14 43  1  6
 15 44  1  0
 15 45  1  0
 17 46  1  0
 18 47  1  0
 23 49  1  0
 23 50  1  0
 21 48  1  0
M  END


  Mrv1652309092218172D          

 31 34  0  0  1  0            999 V2000
    4.2102    6.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8233    5.7960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6518    4.9890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2649    4.4370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0933    3.6300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7064    3.0780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5349    2.2710    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0869    1.6579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9074    1.7441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6744    0.9434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8675    1.1150    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2544    0.5629    0.0000 O   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
    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
    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
    4.3087    3.3751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6956    3.9271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9110    3.6722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2979    4.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8671    4.7341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2541    5.2861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4694    5.0312    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  1  0  0  0  0
  7  6  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 12 13  1  0  0  0  0
 11 14  1  0  0  0  0
  7 14  1  0  0  0  0
 14 15  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 19 24  1  0  0  0  0
  5 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 26 29  2  0  0  0  0
  3 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0287294

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO[C@@H]1OC(=O)[C@H](CC2=CC(OC)=C(OC)C(OC)=C2)[C@H]1CC1=CC=C2OCOC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C23H26O8/c1-25-19-10-14(11-20(26-2)21(19)27-3)8-15-16(23(28-4)31-22(15)24)7-13-5-6-17-18(9-13)30-12-29-17/h5-6,9-11,15-16,23H,7-8,12H2,1-4H3/t15-,16-,23-/m1/s1

> <INCHI_KEY>
VNANGTQGDNXBKZ-CKNGIIGNSA-N

> <FORMULA>
C23H26O8

> <MOLECULAR_WEIGHT>
430.453

> <EXACT_MASS>
430.162767797

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
44.3306139629884

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <JCHEM_LOGP>
3.529027185333332

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-3.982950793439166

> <JCHEM_POLAR_SURFACE_AREA>
81.68000000000002

> <JCHEM_REFRACTIVITY>
109.739

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0       7.859  11.850   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       9.003  10.819   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       8.683   9.313   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.828   8.282   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.508   6.776   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.652   5.746   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.332   4.239   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.362   3.095   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      12.894   3.256   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      10.592   1.761   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       9.086   2.081   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       7.941   1.051   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       8.262  -0.456   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.925   3.613   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.591   4.383   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.126   4.089   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.126   1.597   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       8.043   6.300   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.898   7.331   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       5.434   6.855   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       4.289   7.885   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.219   8.837   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       6.074   9.867   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       4.610   9.392   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   29                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   25                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   14                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14   11    7   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20   16                                                       
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   19                                                       
CONECT   25    5   26                                                       
CONECT   26   25   27   29                                                  
CONECT   27   26   28                                                       
CONECT   28   27                                                            
CONECT   29   26    3   30                                                  
CONECT   30   29   31                                                       
CONECT   31   30                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₂₆O₈

Average Mass

430.4530 Da

Monoisotopic Mass

430.16277 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

CO[C@@H]1OC(=O)[C@H](CC2=CC(OC)=C(OC)C(OC)=C2)[C@H]1CC1=CC=C2OCOC2=C1

InChI Identifier

InChI=1S/C23H26O8/c1-25-19-10-14(11-20(26-2)21(19)27-3)8-15-16(23(28-4)31-22(15)24)7-13-5-6-17-18(9-13)30-12-29-17/h5-6,9-11,15-16,23H,7-8,12H2,1-4H3/t15-,16-,23-/m1/s1

InChI Key

VNANGTQGDNXBKZ-CKNGIIGNSA-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 ovigera	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
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Gamma butyrolactone
Tetrahydrofuran
Carboxylic acid ester
Lactone
Acetal
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Ether
Monocarboxylic acid or derivatives
Carbonyl group
Organic oxide
Organooxygen compound
Hydrocarbon derivative
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	3.53	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	81.68 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	109.74 m³·mol⁻¹	ChemAxon
Polarizability	44.33 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

162932449

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (3r,4r,5r)-4-(2h-1,3-benzodioxol-5-ylmethyl)-5-methoxy-3-[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-one (NP0287294)

MOL for NP0287294 ((3r,4r,5r)-4-(2h-1,3-benzodioxol-5-ylmethyl)-5-methoxy-3-[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-one)

3D MOL for NP0287294 ((3r,4r,5r)-4-(2h-1,3-benzodioxol-5-ylmethyl)-5-methoxy-3-[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-one)

3D SDF for NP0287294 ((3r,4r,5r)-4-(2h-1,3-benzodioxol-5-ylmethyl)-5-methoxy-3-[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-one)

3D-SDF for NP0287294 ((3r,4r,5r)-4-(2h-1,3-benzodioxol-5-ylmethyl)-5-methoxy-3-[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-one)

PDB for NP0287294 ((3r,4r,5r)-4-(2h-1,3-benzodioxol-5-ylmethyl)-5-methoxy-3-[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-one)

3D PDB for NP0287294 ((3r,4r,5r)-4-(2h-1,3-benzodioxol-5-ylmethyl)-5-methoxy-3-[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-one)

SMILES for NP0287294 ((3r,4r,5r)-4-(2h-1,3-benzodioxol-5-ylmethyl)-5-methoxy-3-[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-one)

INCHI for NP0287294 ((3r,4r,5r)-4-(2h-1,3-benzodioxol-5-ylmethyl)-5-methoxy-3-[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-one)

Structure for NP0287294 ((3r,4r,5r)-4-(2h-1,3-benzodioxol-5-ylmethyl)-5-methoxy-3-[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-one)

3D Structure for NP0287294 ((3r,4r,5r)-4-(2h-1,3-benzodioxol-5-ylmethyl)-5-methoxy-3-[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-one)