NP-MRD: Showing NP-Card for (r)-2h-1,3-benzodioxol-5-yl[(3r,4r)-4-(2h-1,3-benzodioxol-5-ylmethyl)-5-oxooxolan-3-yl]methyl 3-methylbutanoate (NP0159357)

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Record Information

Version

2.0

Created at

2022-09-02 17:06:16 UTC

Updated at

2022-09-02 17:06:16 UTC

NP-MRD ID

NP0159357

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(r)-2h-1,3-benzodioxol-5-yl[(3r,4r)-4-(2h-1,3-benzodioxol-5-ylmethyl)-5-oxooxolan-3-yl]methyl 3-methylbutanoate

Description

(R)-(2H-1,3-benzodioxol-5-yl)[(3R,4R)-4-[(2H-1,3-benzodioxol-5-yl)methyl]-5-oxooxolan-3-yl]methyl 3-methylbutanoate belongs to the class of organic compounds known as dibenzylbutyrolactone lignans. These are lignan compounds containing a 3,4-dibenzyloxolan-2-one moiety. Based on a literature review very few articles have been published on (R)-(2H-1,3-benzodioxol-5-yl)[(3R,4R)-4-[(2H-1,3-benzodioxol-5-yl)methyl]-5-oxooxolan-3-yl]methyl 3-methylbutanoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022219062D          

 33 37  0  0  1  0            999 V2000
    8.4033    5.4567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6187    5.2018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0056    5.7538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4472    4.3948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6626    4.1399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0495    4.6919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4911    3.3329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7064    3.0780    0.0000 C   0  0  1  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
    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
    3.8671    4.7341    0.0000 C   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
    4.6518    5.8140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8671    6.0689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3822    5.4015    0.0000 O   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
    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  0  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
    4.7812    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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  8  7  1  6  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
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 12 17  1  0  0  0  0
 18  8  1  1  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  2  0  0  0  0
 21 23  1  0  0  0  0
 18 23  1  0  0  0  0
 23 24  1  6  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 25 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 28 33  1  0  0  0  0
M  END

     RDKit          3D

 59 63  0  0  0  0  0  0  0  0999 V2000
   -5.0900   -4.1154    0.4083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1678   -3.2544   -0.4489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1679   -4.1444   -1.1353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5001   -2.2595    0.4666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5793   -1.3783   -0.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4604   -1.5376   -1.5311 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8355   -0.3808    0.2626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9526    0.4748   -0.4279 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3591    1.8919   -0.3771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7237    2.4955    0.8334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1131    3.8166    0.9061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1540    4.5942   -0.2378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8067    4.0376   -1.4248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4216    2.7218   -1.4802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9428    5.0434   -2.3797 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7130    6.1048   -1.8250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5004    5.9168   -0.4386 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4908    0.2571   -0.0152 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9386   -1.1579   -0.2933 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8664   -1.0884   -1.3836 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0245    0.1854   -1.8432 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5493    0.5251   -2.9253 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4527    1.0946   -0.8103 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5675    1.7124   -0.0335 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4249    0.6870    0.6310 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2445    0.2660    1.9294 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0329   -0.6976    2.5457 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0482   -1.2494    1.7949 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2791   -0.8661    0.4838 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4739    0.0904   -0.0845 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3649   -1.6016    0.0076 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8170   -2.4508    1.0235 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9854   -2.2231    2.1429 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8730   -4.6125   -0.2025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6033   -3.4478    1.1472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4516   -4.8361    0.9598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7785   -2.7432   -1.2206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9480   -3.7412   -2.1420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2521   -4.2256   -0.4957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6149   -5.1609   -1.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2788   -1.6917    1.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9265   -2.8355    1.2250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0131    0.1478   -1.4856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7106    1.9366    1.7584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3933    4.2734    1.8488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1602    2.3306   -2.4519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7893    5.9474   -2.0150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3565    7.0955   -2.1698 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6466    0.4694    1.0494 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1248   -1.8158   -0.6387 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5080   -1.5862    0.5531 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9134    1.9045   -1.3707 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2335    2.3084   -0.6707 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1612    2.4101    0.7515 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4379    0.7212    2.5237 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8423   -0.9875    3.5687 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6240    0.4195   -1.1158 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8720   -2.2585    1.3172 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7133   -3.5322    0.7625 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
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 29 30  2  0
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 30 25  1  0
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 18 49  1  1
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 23 52  1  6
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 32 58  1  0
 32 59  1  0
 30 57  1  0
 10 44  1  0
 11 45  1  0
 16 47  1  0
 16 48  1  0
 14 46  1  0
M  END


  Mrv1652309022219062D          

 33 37  0  0  1  0            999 V2000
    8.4033    5.4567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6187    5.2018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0056    5.7538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4472    4.3948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6626    4.1399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0495    4.6919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4911    3.3329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7064    3.0780    0.0000 C   0  0  1  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
    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
    3.8671    4.7341    0.0000 C   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
    4.6518    5.8140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8671    6.0689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3822    5.4015    0.0000 O   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
    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  0  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
    4.7812    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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  8  7  1  6  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
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 12 17  1  0  0  0  0
 18  8  1  1  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  2  0  0  0  0
 21 23  1  0  0  0  0
 18 23  1  0  0  0  0
 23 24  1  6  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 25 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 28 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0159357

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)CC(=O)O[C@H]([C@H]1COC(=O)[C@@H]1CC1=CC=C2OCOC2=C1)C1=CC=C2OCOC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C25H26O8/c1-14(2)7-23(26)33-24(16-4-6-20-22(10-16)32-13-30-20)18-11-28-25(27)17(18)8-15-3-5-19-21(9-15)31-12-29-19/h3-6,9-10,14,17-18,24H,7-8,11-13H2,1-2H3/t17-,18+,24+/m1/s1

> <INCHI_KEY>
UASRWCGDGKVOMI-YTZAWJCFSA-N

> <FORMULA>
C25H26O8

> <MOLECULAR_WEIGHT>
454.475

> <EXACT_MASS>
454.162767797

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
46.99659468689232

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(R)-(2H-1,3-benzodioxol-5-yl)[(3R,4R)-4-[(2H-1,3-benzodioxol-5-yl)methyl]-5-oxooxolan-3-yl]methyl 3-methylbutanoate

> <ALOGPS_LOGP>
3.57

> <JCHEM_LOGP>
4.1447172996666675

> <ALOGPS_LOGS>
-5.06

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.438803209203854

> <JCHEM_POLAR_SURFACE_AREA>
89.52000000000001

> <JCHEM_REFRACTIVITY>
114.6247

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.98e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(R)-2H-1,3-benzodioxol-5-yl[(3R,4R)-4-(2H-1,3-benzodioxol-5-ylmethyl)-5-oxooxolan-3-yl]methyl 3-methylbutanoate

> <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  C   UNK     0      15.686  10.186   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.222   9.710   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.077  10.740   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.901   8.204   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.437   7.728   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      11.292   8.758   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      12.117   6.221   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      10.652   5.746   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.508   6.776   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.043   6.300   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.898   7.331   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.219   8.837   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.683   9.313   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.828   8.282   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       8.683  10.853   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       7.219  11.329   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.313  10.083   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      10.332   4.239   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.362   3.095   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      10.592   1.761   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       9.086   2.081   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       7.941   1.051   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       8.925   3.613   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.591   4.383   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       2.126   4.089   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       2.126   1.597   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   18                                                  
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13    9                                                       
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18    8   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   18   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   30                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   33                                                  
CONECT   29   28   30   31                                                  
CONECT   30   29   25                                                       
CONECT   31   29   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   28                                                       
MASTER        0    0    0    0    0    0    0    0   33    0   74    0
END

View in JSmol

Synonyms

Value	Source
(R)-(2H-1,3-Benzodioxol-5-yl)[(3R,4R)-4-[(2H-1,3-benzodioxol-5-yl)methyl]-5-oxooxolan-3-yl]methyl 3-methylbutanoic acid	Generator

Chemical Formula

C₂₅H₂₆O₈

Average Mass

454.4750 Da

Monoisotopic Mass

454.16277 Da

IUPAC Name

(R)-(2H-1,3-benzodioxol-5-yl)[(3R,4R)-4-[(2H-1,3-benzodioxol-5-yl)methyl]-5-oxooxolan-3-yl]methyl 3-methylbutanoate

Traditional Name

(R)-2H-1,3-benzodioxol-5-yl[(3R,4R)-4-(2H-1,3-benzodioxol-5-ylmethyl)-5-oxooxolan-3-yl]methyl 3-methylbutanoate

CAS Registry Number

Not Available

SMILES

CC(C)CC(=O)O[C@H]([C@H]1COC(=O)[C@@H]1CC1=CC=C2OCOC2=C1)C1=CC=C2OCOC2=C1

InChI Identifier

InChI=1S/C25H26O8/c1-14(2)7-23(26)33-24(16-4-6-20-22(10-16)32-13-30-20)18-11-28-25(27)17(18)8-15-3-5-19-21(9-15)31-12-29-19/h3-6,9-10,14,17-18,24H,7-8,11-13H2,1-2H3/t17-,18+,24+/m1/s1

InChI Key

UASRWCGDGKVOMI-YTZAWJCFSA-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

Not Available

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
Fatty acid ester
Dicarboxylic acid or derivatives
Fatty acyl
Gamma butyrolactone
Benzenoid
Oxolane
Carboxylic acid ester
Lactone
Organoheterocyclic compound
Oxacycle
Acetal
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	3.57	ALOGPS
logP	4.14	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	89.52 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	114.62 m³·mol⁻¹	ChemAxon
Polarizability	47 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	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

10269081

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21635580

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (r)-2h-1,3-benzodioxol-5-yl[(3r,4r)-4-(2h-1,3-benzodioxol-5-ylmethyl)-5-oxooxolan-3-yl]methyl 3-methylbutanoate (NP0159357)

MOL for NP0159357 ((r)-2h-1,3-benzodioxol-5-yl[(3r,4r)-4-(2h-1,3-benzodioxol-5-ylmethyl)-5-oxooxolan-3-yl]methyl 3-methylbutanoate)

3D MOL for NP0159357 ((r)-2h-1,3-benzodioxol-5-yl[(3r,4r)-4-(2h-1,3-benzodioxol-5-ylmethyl)-5-oxooxolan-3-yl]methyl 3-methylbutanoate)

3D SDF for NP0159357 ((r)-2h-1,3-benzodioxol-5-yl[(3r,4r)-4-(2h-1,3-benzodioxol-5-ylmethyl)-5-oxooxolan-3-yl]methyl 3-methylbutanoate)

3D-SDF for NP0159357 ((r)-2h-1,3-benzodioxol-5-yl[(3r,4r)-4-(2h-1,3-benzodioxol-5-ylmethyl)-5-oxooxolan-3-yl]methyl 3-methylbutanoate)

PDB for NP0159357 ((r)-2h-1,3-benzodioxol-5-yl[(3r,4r)-4-(2h-1,3-benzodioxol-5-ylmethyl)-5-oxooxolan-3-yl]methyl 3-methylbutanoate)

3D PDB for NP0159357 ((r)-2h-1,3-benzodioxol-5-yl[(3r,4r)-4-(2h-1,3-benzodioxol-5-ylmethyl)-5-oxooxolan-3-yl]methyl 3-methylbutanoate)

SMILES for NP0159357 ((r)-2h-1,3-benzodioxol-5-yl[(3r,4r)-4-(2h-1,3-benzodioxol-5-ylmethyl)-5-oxooxolan-3-yl]methyl 3-methylbutanoate)

INCHI for NP0159357 ((r)-2h-1,3-benzodioxol-5-yl[(3r,4r)-4-(2h-1,3-benzodioxol-5-ylmethyl)-5-oxooxolan-3-yl]methyl 3-methylbutanoate)

Structure for NP0159357 ((r)-2h-1,3-benzodioxol-5-yl[(3r,4r)-4-(2h-1,3-benzodioxol-5-ylmethyl)-5-oxooxolan-3-yl]methyl 3-methylbutanoate)

3D Structure for NP0159357 ((r)-2h-1,3-benzodioxol-5-yl[(3r,4r)-4-(2h-1,3-benzodioxol-5-ylmethyl)-5-oxooxolan-3-yl]methyl 3-methylbutanoate)