NP-MRD: Showing NP-Card for (7s,8r,9s)-9-(3,4-dimethoxyphenyl)-4-methoxy-7,8-bis(methoxymethyl)-2h,6h,7h,8h,9h-naphtho[1,2-d][1,3]dioxole (NP0182884)

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Record Information

Version

2.0

Created at

2022-09-03 21:41:46 UTC

Updated at

2022-09-03 21:41:46 UTC

NP-MRD ID

NP0182884

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(7s,8r,9s)-9-(3,4-dimethoxyphenyl)-4-methoxy-7,8-bis(methoxymethyl)-2h,6h,7h,8h,9h-naphtho[1,2-d][1,3]dioxole

Description

(7S,8R,9S)-9-(3,4-dimethoxyphenyl)-4-methoxy-7,8-bis(methoxymethyl)-2H,6H,7H,8H,9H-naphtho[1,2-d][1,3]dioxole belongs to the class of organic compounds known as aryltetralin lignans. These are lignans with a structure based on the 1-phenyltetralin skeleton. (7s,8r,9s)-9-(3,4-dimethoxyphenyl)-4-methoxy-7,8-bis(methoxymethyl)-2h,6h,7h,8h,9h-naphtho[1,2-d][1,3]dioxole is found in Phyllanthus niruri. Based on a literature review very few articles have been published on (7S,8R,9S)-9-(3,4-dimethoxyphenyl)-4-methoxy-7,8-bis(methoxymethyl)-2H,6H,7H,8H,9H-naphtho[1,2-d][1,3]dioxole.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032223412D          

 31 34  0  0  1  0            999 V2000
   -1.4795   -1.4490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6549   -1.4747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2203   -0.7735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6043   -0.7992    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0390   -0.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8636   -0.1238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2982    0.5775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1228    0.5517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5574    1.2530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3820    1.2272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5127   -0.1753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0781   -0.8765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2535   -0.8508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8189   -1.5520    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2089   -2.2790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0335   -2.3048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4235   -3.0318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9889   -3.7330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3789   -4.4600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2035   -4.4858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1643   -3.7073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7297   -4.4085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9051   -4.3827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7743   -2.9802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9943   -1.5262    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5597   -2.2275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9497   -2.9545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5151   -3.6557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6108   -1.5066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3745   -1.1947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3140   -0.3719    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
  4  3  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  8 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  6 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  6  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 21 24  2  0  0  0  0
 15 24  1  0  0  0  0
 14 25  1  0  0  0  0
  4 25  1  0  0  0  0
 25 26  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 12 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 11 31  1  0  0  0  0
M  END

     RDKit          3D

 61 64  0  0  0  0  0  0  0  0999 V2000
   -3.9309   -3.3715    2.6799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7354   -2.4417    1.6597 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3491   -2.3640    1.3758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2318   -1.3259    0.2513 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7956   -0.0581    0.8007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1032    1.1714    0.4144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7329    2.3771    0.1517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0387    3.5128   -0.2070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6511    4.7193   -0.4714 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0331    4.9351   -0.4090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6644    3.4173   -0.3007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0073    2.2214   -0.0430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7279    1.1168    0.3098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1164   -0.1986    0.5998 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3446   -0.2046    0.4421 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1416   -0.0567    1.5572 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5140   -0.0511    1.4570 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1355   -0.1939    0.2334 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5409   -0.1845    0.1618 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2913   -0.0281    1.3507 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3637   -0.3435   -0.8985 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0217   -0.4843   -2.1094 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.6405   -3.2965 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9902   -0.3455   -0.7691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8279   -1.2194   -0.2835 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1681   -2.5551   -0.2102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8502   -3.4948   -0.9407 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9133   -3.1947   -2.2727 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3322    2.4593   -0.2214 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5270    3.7013   -0.9051 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2996    4.3587   -0.6316 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3526   -2.9906    3.5563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4804   -4.3372    2.3984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9777   -3.4299    3.0032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9721   -3.3509    1.0880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8811   -1.9488    2.2902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8740   -1.7141   -0.5685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8745   -0.0717    1.9271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8733    0.0101    0.4721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8052    2.4151    0.2344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3828    5.0313    0.6481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5341    4.0103   -0.8053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3339    5.8284   -1.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3843   -0.4567    1.6458 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6759    0.0565    2.5241 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1471    0.0660    2.3393 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9665    0.8970    1.9087 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3626    0.0185    1.0862 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0640   -0.8764    2.0368 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8968   -0.4302   -4.2033 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4207    0.0877   -3.3587 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8209   -1.6489   -3.3302 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3997   -0.4626   -1.6808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8335   -0.8529   -1.3174 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8749   -2.5342   -0.6218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0293   -2.9077    0.8398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4595   -4.0116   -2.8427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5300   -2.2835   -2.4524 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0567   -3.0348   -2.7651 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3999    4.2410   -0.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5887    3.4469   -1.9934 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
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  5  6  1  0
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 31 30  1  0
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 29 12  1  0
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 27 28  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
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 22 23  1  0
 21 24  2  0
 25  4  1  0
 24 15  1  0
 13  6  1  0
 12 11  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  6
  5 38  1  0
  5 39  1  0
  7 40  1  0
 10 41  1  0
 10 42  1  0
 10 43  1  0
 30 60  1  0
 30 61  1  0
 14 44  1  1
 25 54  1  6
 26 55  1  0
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 28 59  1  0
 16 45  1  0
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 20 47  1  0
 20 48  1  0
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 23 50  1  0
 23 51  1  0
 23 52  1  0
 24 53  1  0
M  END


  Mrv1652309032223412D          

 31 34  0  0  1  0            999 V2000
   -1.4795   -1.4490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6549   -1.4747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2203   -0.7735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6043   -0.7992    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0390   -0.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8636   -0.1238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2982    0.5775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1228    0.5517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5574    1.2530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3820    1.2272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5127   -0.1753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0781   -0.8765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2535   -0.8508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8189   -1.5520    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2089   -2.2790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0335   -2.3048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4235   -3.0318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9889   -3.7330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3789   -4.4600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2035   -4.4858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1643   -3.7073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7297   -4.4085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9051   -4.3827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7743   -2.9802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9943   -1.5262    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5597   -2.2275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9497   -2.9545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5151   -3.6557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6108   -1.5066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3745   -1.1947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3140   -0.3719    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
  4  3  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  8 11  2  0  0  0  0
 11 12  1  0  0  0  0
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  6 13  1  0  0  0  0
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M  END
> <DATABASE_ID>
NP0182884

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC[C@H]1CC2=CC(OC)=C3OCOC3=C2[C@@H]([C@H]1COC)C1=CC=C(OC)C(OC)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C24H30O7/c1-25-11-16-8-15-10-20(29-5)23-24(31-13-30-23)22(15)21(17(16)12-26-2)14-6-7-18(27-3)19(9-14)28-4/h6-7,9-10,16-17,21H,8,11-13H2,1-5H3/t16-,17+,21-/m1/s1

> <INCHI_KEY>
LBJCUHLNHSKZBW-LLGFUMIMSA-N

> <FORMULA>
C24H30O7

> <MOLECULAR_WEIGHT>
430.497

> <EXACT_MASS>
430.199153306

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
46.350737496431506

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(7S,8R,9S)-9-(3,4-dimethoxyphenyl)-4-methoxy-7,8-bis(methoxymethyl)-2H,6H,7H,8H,9H-naphtho[1,2-d][1,3]dioxole

> <JCHEM_LOGP>
3.1393841883333335

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6724434828985415

> <JCHEM_POLAR_SURFACE_AREA>
64.61000000000001

> <JCHEM_REFRACTIVITY>
115.64330000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(7S,8R,9S)-9-(3,4-dimethoxyphenyl)-4-methoxy-7,8-bis(methoxymethyl)-2H,6H,7H,8H,9H-naphtho[1,2-d][1,3]dioxole

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0      -2.762  -2.705   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.222  -2.753   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.411  -1.444   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.128  -1.492   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.939  -0.183   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.479  -0.231   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.290   1.078   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.829   1.030   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       6.640   2.339   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       8.180   2.291   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.557  -0.327   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.746  -1.636   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.207  -1.588   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.395  -2.897   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.123  -4.254   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.663  -4.302   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.391  -5.659   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.579  -6.968   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.307  -8.325   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       7.846  -8.373   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.040  -6.920   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       3.229  -8.229   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       1.689  -8.181   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.312  -5.563   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.856  -2.849   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.045  -4.158   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       1.773  -5.515   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       0.962  -6.824   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       6.740  -2.812   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       8.166  -2.230   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       8.053  -0.694   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   25                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   13                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11    8   12   31                                                  
CONECT   12   11   13   29                                                  
CONECT   13   12    6   14                                                  
CONECT   14   13   15   25                                                  
CONECT   15   14   16   24                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19                                                            
CONECT   21   18   22   24                                                  
CONECT   22   21   23                                                       
CONECT   23   22                                                            
CONECT   24   21   15                                                       
CONECT   25   14    4   26                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27                                                            
CONECT   29   12   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   11                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₃₀O₇

Average Mass

430.4970 Da

Monoisotopic Mass

430.19915 Da

IUPAC Name

(7S,8R,9S)-9-(3,4-dimethoxyphenyl)-4-methoxy-7,8-bis(methoxymethyl)-2H,6H,7H,8H,9H-naphtho[1,2-d][1,3]dioxole

Traditional Name

(7S,8R,9S)-9-(3,4-dimethoxyphenyl)-4-methoxy-7,8-bis(methoxymethyl)-2H,6H,7H,8H,9H-naphtho[1,2-d][1,3]dioxole

CAS Registry Number

Not Available

SMILES

COC[C@H]1CC2=CC(OC)=C3OCOC3=C2[C@@H]([C@H]1COC)C1=CC=C(OC)C(OC)=C1

InChI Identifier

InChI=1S/C24H30O7/c1-25-11-16-8-15-10-20(29-5)23-24(31-13-30-23)22(15)21(17(16)12-26-2)14-6-7-18(27-3)19(9-14)28-4/h6-7,9-10,16-17,21H,8,11-13H2,1-5H3/t16-,17+,21-/m1/s1

InChI Key

LBJCUHLNHSKZBW-LLGFUMIMSA-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
Phyllanthus niruri	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aryltetralin lignans. These are lignans with a structure based on the 1-phenyltetralin skeleton.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Aryltetralin lignans

Sub Class

Not Available

Direct Parent

Aryltetralin lignans

Alternative Parents

Substituents

1-aryltetralin lignan
Tetralin
Dimethoxybenzene
O-dimethoxybenzene
Benzodioxole
Methoxybenzene
Anisole
Phenol ether
Phenoxy compound
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Ether
Dialkyl ether
Organoheterocyclic compound
Oxacycle
Acetal
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
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	3.14	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	64.61 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	115.64 m³·mol⁻¹	ChemAxon
Polarizability	46.35 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

163002996

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (7s,8r,9s)-9-(3,4-dimethoxyphenyl)-4-methoxy-7,8-bis(methoxymethyl)-2h,6h,7h,8h,9h-naphtho[1,2-d][1,3]dioxole (NP0182884)

MOL for NP0182884 ((7s,8r,9s)-9-(3,4-dimethoxyphenyl)-4-methoxy-7,8-bis(methoxymethyl)-2h,6h,7h,8h,9h-naphtho[1,2-d][1,3]dioxole)

3D MOL for NP0182884 ((7s,8r,9s)-9-(3,4-dimethoxyphenyl)-4-methoxy-7,8-bis(methoxymethyl)-2h,6h,7h,8h,9h-naphtho[1,2-d][1,3]dioxole)

3D SDF for NP0182884 ((7s,8r,9s)-9-(3,4-dimethoxyphenyl)-4-methoxy-7,8-bis(methoxymethyl)-2h,6h,7h,8h,9h-naphtho[1,2-d][1,3]dioxole)

3D-SDF for NP0182884 ((7s,8r,9s)-9-(3,4-dimethoxyphenyl)-4-methoxy-7,8-bis(methoxymethyl)-2h,6h,7h,8h,9h-naphtho[1,2-d][1,3]dioxole)

PDB for NP0182884 ((7s,8r,9s)-9-(3,4-dimethoxyphenyl)-4-methoxy-7,8-bis(methoxymethyl)-2h,6h,7h,8h,9h-naphtho[1,2-d][1,3]dioxole)

3D PDB for NP0182884 ((7s,8r,9s)-9-(3,4-dimethoxyphenyl)-4-methoxy-7,8-bis(methoxymethyl)-2h,6h,7h,8h,9h-naphtho[1,2-d][1,3]dioxole)

SMILES for NP0182884 ((7s,8r,9s)-9-(3,4-dimethoxyphenyl)-4-methoxy-7,8-bis(methoxymethyl)-2h,6h,7h,8h,9h-naphtho[1,2-d][1,3]dioxole)

INCHI for NP0182884 ((7s,8r,9s)-9-(3,4-dimethoxyphenyl)-4-methoxy-7,8-bis(methoxymethyl)-2h,6h,7h,8h,9h-naphtho[1,2-d][1,3]dioxole)

Structure for NP0182884 ((7s,8r,9s)-9-(3,4-dimethoxyphenyl)-4-methoxy-7,8-bis(methoxymethyl)-2h,6h,7h,8h,9h-naphtho[1,2-d][1,3]dioxole)

3D Structure for NP0182884 ((7s,8r,9s)-9-(3,4-dimethoxyphenyl)-4-methoxy-7,8-bis(methoxymethyl)-2h,6h,7h,8h,9h-naphtho[1,2-d][1,3]dioxole)