NP-MRD: Showing NP-Card for (2s,3s,4s,5r)-2,4-dimethyl-3,5-bis(2,4,5-trimethoxyphenyl)oxolane (NP0183558)

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Record Information

Version

2.0

Created at

2022-09-03 22:29:24 UTC

Updated at

2022-09-03 22:29:25 UTC

NP-MRD ID

NP0183558

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,3s,4s,5r)-2,4-dimethyl-3,5-bis(2,4,5-trimethoxyphenyl)oxolane

Description

CHEMBL3609607 belongs to the class of organic compounds known as 7,8'-epoxylignans. These are lignans that contain either isomer of the 7,8'-epoxylignan skeleton. The first isomer consists of a tetrahydrofuran that carries a phenyl group at the 2- and the 4-positions, as well as one a methyl group at the 3- and 5-positions. The second isomer consists of a tetrahydrofuran that carries a benzyl group, a phenyl group, and a methyl group at the 2-, 4-, 5-position, respectively. (2s,3s,4s,5r)-2,4-dimethyl-3,5-bis(2,4,5-trimethoxyphenyl)oxolane is found in Acorus calamus. Based on a literature review very few articles have been published on CHEMBL3609607.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042200292D          

 31 33  0  0  1  0            999 V2000
   -0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0470   -1.7224    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7376   -1.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -2.5070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -2.5070    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6119   -3.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4324   -3.0882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9173   -3.7557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7378   -3.6695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2227   -4.3369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5817   -4.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0667   -5.1768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8871   -5.0906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7613   -4.5956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2763   -3.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4559   -4.0144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0291   -3.3470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819   -1.7224    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1665   -1.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    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
  6  7  1  0  0  0  0
  5  8  2  0  0  0  0
  9  8  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  1  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  2  0  0  0  0
 14 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 13 26  1  0  0  0  0
  9 26  1  0  0  0  0
 26 27  1  6  0  0  0
  8 28  1  0  0  0  0
 28 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

 63 65  0  0  0  0  0  0  0  0999 V2000
   -6.7098    2.4818   -1.1227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1930    1.1913   -1.0999 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9463    0.8264   -0.6074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0524    1.7264   -0.0690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8051    1.3145    0.4163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9354    2.2272    0.9458 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3068    3.5900    0.9986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4262   -0.0089    0.3728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1267   -0.3902    0.8956 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7285   -1.8247    0.6380 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1141   -2.7452    1.7485 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6640   -1.8436    0.5175 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1184   -0.5978    0.8275 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4789   -0.2874    0.4956 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8743    0.7906   -0.2887 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1866    1.0536   -0.5817 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4861    2.1678   -1.3827 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4995    3.0160   -1.8898 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1891    0.2414   -0.0998 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5159    0.5152   -0.4016 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5501   -0.3156    0.0906 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8144   -0.8354    0.6819 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4852   -1.1019    0.9789 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1574   -2.1946    1.7677 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1728   -3.0210    2.2582 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0646    0.2903    0.1994 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1124    0.0522   -1.2635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3124   -0.9121   -0.1624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5621   -0.4971   -0.6484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4584   -1.4084   -1.1896 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1142   -2.7977   -1.2587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8197    2.3878   -0.9325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6396    2.9599   -2.1226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3359    3.1377   -0.3133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3522    2.7677   -0.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1547    3.7234    1.6816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6470    3.8822   -0.0239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4427    4.2390    1.2839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0499   -0.2356    2.0016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0934   -2.2019   -0.3587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2731   -2.9137    2.4552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3930   -3.7457    1.3445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9398   -2.2861    2.3297 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9857   -0.4685    1.9435 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0509    1.4146   -0.6541 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1517    3.7394   -1.1138 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9572    3.5786   -2.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6726    2.4305   -2.3268 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5297   -1.3094   -0.3789 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5214    0.2037   -0.0364 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3739   -0.4196    1.1887 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6190   -1.4752    1.0600 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7785   -3.9646    2.7094 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7392   -2.5191    3.0689 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8821   -3.3386    1.4441 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1756    1.3302    0.5013 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6242   -0.7210   -1.6325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0451    0.9867   -1.8708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1131   -0.3871   -1.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0712   -1.9698   -0.2201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9767   -3.3761   -1.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7988   -3.1804   -0.2515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2690   -2.9723   -1.9418 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  5  8  2  0
  8 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 26  1  0
 26 27  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  2  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 29  3  1  0
 26  9  1  0
 23 14  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  4 35  1  0
  7 36  1  0
  7 37  1  0
  7 38  1  0
 28 60  1  0
 31 61  1  0
 31 62  1  0
 31 63  1  0
  9 39  1  1
 10 40  1  6
 11 41  1  0
 11 42  1  0
 11 43  1  0
 13 44  1  1
 26 56  1  6
 27 57  1  0
 27 58  1  0
 27 59  1  0
 15 45  1  0
 18 46  1  0
 18 47  1  0
 18 48  1  0
 21 49  1  0
 21 50  1  0
 21 51  1  0
 22 52  1  0
 25 53  1  0
 25 54  1  0
 25 55  1  0
M  END


  Mrv1652309042200292D          

 31 33  0  0  1  0            999 V2000
   -0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0470   -1.7224    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7376   -1.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -2.5070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -2.5070    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6119   -3.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4324   -3.0882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9173   -3.7557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7378   -3.6695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2227   -4.3369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5817   -4.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0667   -5.1768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8871   -5.0906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7613   -4.5956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2763   -3.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4559   -4.0144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0291   -3.3470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819   -1.7224    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1665   -1.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    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
  6  7  1  0  0  0  0
  5  8  2  0  0  0  0
  9  8  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  1  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  2  0  0  0  0
 14 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 13 26  1  0  0  0  0
  9 26  1  0  0  0  0
 26 27  1  6  0  0  0
  8 28  1  0  0  0  0
 28 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>
NP0183558

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(OC)=C(C=C1OC)[C@H]1[C@H](C)O[C@H]([C@H]1C)C1=CC(OC)=C(OC)C=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C24H32O7/c1-13-23(15-9-19(27-5)21(29-7)11-17(15)25-3)14(2)31-24(13)16-10-20(28-6)22(30-8)12-18(16)26-4/h9-14,23-24H,1-8H3/t13-,14-,23+,24+/m0/s1

> <INCHI_KEY>
XCWBENSTFQIQNV-IRJBIBJCSA-N

> <FORMULA>
C24H32O7

> <MOLECULAR_WEIGHT>
432.513

> <EXACT_MASS>
432.21480337

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
46.781517781751496

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3S,4S,5R)-2,4-dimethyl-3,5-bis(2,4,5-trimethoxyphenyl)oxolane

> <JCHEM_LOGP>
3.648884144999999

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-3.843957007611055

> <JCHEM_POLAR_SURFACE_AREA>
64.61000000000001

> <JCHEM_REFRACTIVITY>
117.07250000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4S,5R)-2,4-dimethyl-3,5-bis(2,4,5-trimethoxyphenyl)oxolane

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0      -0.000   4.620   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.088  -3.215   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.377  -2.739   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       0.564  -4.680   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.104  -4.680   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.009  -5.926   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.540  -5.765   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.446  -7.011   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.977  -6.850   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       7.882  -8.096   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.819  -8.417   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       5.724  -9.663   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       7.256  -9.502   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.288  -8.578   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.382  -7.333   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       0.851  -7.494   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -0.054  -6.248   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.580  -3.215   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.044  -2.739   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -1.334   3.850   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    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6                                                            
CONECT    8    5    9   28                                                  
CONECT    9    8   10   26                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   26                                                  
CONECT   14   13   15   23                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19   16   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   19   23                                                       
CONECT   23   22   14   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24                                                            
CONECT   26   13    9   27                                                  
CONECT   27   26                                                            
CONECT   28    8   29                                                       
CONECT   29   28    3   30                                                  
CONECT   30   29   31                                                       
CONECT   31   30                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₃₂O₇

Average Mass

432.5130 Da

Monoisotopic Mass

432.21480 Da

IUPAC Name

(2S,3S,4S,5R)-2,4-dimethyl-3,5-bis(2,4,5-trimethoxyphenyl)oxolane

Traditional Name

(2S,3S,4S,5R)-2,4-dimethyl-3,5-bis(2,4,5-trimethoxyphenyl)oxolane

CAS Registry Number

Not Available

SMILES

COC1=CC(OC)=C(C=C1OC)[C@H]1[C@H](C)O[C@H]([C@H]1C)C1=CC(OC)=C(OC)C=C1OC

InChI Identifier

InChI=1S/C24H32O7/c1-13-23(15-9-19(27-5)21(29-7)11-17(15)25-3)14(2)31-24(13)16-10-20(28-6)22(30-8)12-18(16)26-4/h9-14,23-24H,1-8H3/t13-,14-,23+,24+/m0/s1

InChI Key

XCWBENSTFQIQNV-IRJBIBJCSA-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
Acorus calamus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 7,8'-epoxylignans. These are lignans that contain either isomer of the 7,8'-epoxylignan skeleton. The first isomer consists of a tetrahydrofuran that carries a phenyl group at the 2- and the 4-positions, as well as one a methyl group at the 3- and 5-positions. The second isomer consists of a tetrahydrofuran that carries a benzyl group, a phenyl group, and a methyl group at the 2-, 4-, 5-position, respectively.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Furanoid lignans

Sub Class

Tetrahydrofuran lignans

Direct Parent

7,8'-epoxylignans

Alternative Parents

Substituents

7,8p-epoxylignan
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Tetrahydrofuran
Organoheterocyclic compound
Ether
Dialkyl ether
Oxacycle
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	3.65	ChemAxon
pKa (Strongest Basic)	-3.8	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	117.07 m³·mol⁻¹	ChemAxon
Polarizability	46.78 Å³	ChemAxon
Number of Rings	3	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

58838763

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

122187716

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s,3s,4s,5r)-2,4-dimethyl-3,5-bis(2,4,5-trimethoxyphenyl)oxolane (NP0183558)

MOL for NP0183558 ((2s,3s,4s,5r)-2,4-dimethyl-3,5-bis(2,4,5-trimethoxyphenyl)oxolane)

3D MOL for NP0183558 ((2s,3s,4s,5r)-2,4-dimethyl-3,5-bis(2,4,5-trimethoxyphenyl)oxolane)

3D SDF for NP0183558 ((2s,3s,4s,5r)-2,4-dimethyl-3,5-bis(2,4,5-trimethoxyphenyl)oxolane)

3D-SDF for NP0183558 ((2s,3s,4s,5r)-2,4-dimethyl-3,5-bis(2,4,5-trimethoxyphenyl)oxolane)

PDB for NP0183558 ((2s,3s,4s,5r)-2,4-dimethyl-3,5-bis(2,4,5-trimethoxyphenyl)oxolane)

3D PDB for NP0183558 ((2s,3s,4s,5r)-2,4-dimethyl-3,5-bis(2,4,5-trimethoxyphenyl)oxolane)

SMILES for NP0183558 ((2s,3s,4s,5r)-2,4-dimethyl-3,5-bis(2,4,5-trimethoxyphenyl)oxolane)

INCHI for NP0183558 ((2s,3s,4s,5r)-2,4-dimethyl-3,5-bis(2,4,5-trimethoxyphenyl)oxolane)

Structure for NP0183558 ((2s,3s,4s,5r)-2,4-dimethyl-3,5-bis(2,4,5-trimethoxyphenyl)oxolane)

3D Structure for NP0183558 ((2s,3s,4s,5r)-2,4-dimethyl-3,5-bis(2,4,5-trimethoxyphenyl)oxolane)