NP-MRD: Showing NP-Card for (+)-(7S,8S)-1',4-dihydroxy-3,3',5'-trimethoxy-7',8',9'-trinor-8,4'-oxyneo+ (NP0035965)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2021-06-20 19:15:54 UTC

Updated at

2021-06-30 00:07:21 UTC

NP-MRD ID

NP0035965

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-(7S,8S)-1',4-dihydroxy-3,3',5'-trimethoxy-7',8',9'-trinor-8,4'-oxyneo+

Provided By

JEOL Database JEOL Logo

Description

(+)-(7S,8S)-1',4-dihydroxy-3,3',5'-trimethoxy-7',8',9'-trinor-8,4'-oxyneolignan-7,9-diol belongs to the class of organic compounds known as lignans, neolignans and related compounds. These are plant products of low molecular weight formed primarily from oxidative coupling of two p-propylphenol moieties. They can also be described as micromolecules with two phenylpropanoid units coupled together. They can be attached in various manners, like C5-C5', C8-C8'. Most known natural lignans are oxidized at C9 and C9´ and, based upon the way in which oxygen is incorporated into the skeleton and on the cyclization patterns, a wide range of lignans of very different structural types can be formed (+)-(7S,8S)-1',4-dihydroxy-3,3',5'-trimethoxy-7',8',9'-trinor-8,4'-oxyneolignan-7,9-diol is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. (+)-(7S,8S)-1',4-dihydroxy-3,3',5'-trimethoxy-7',8',9'-trinor-8,4'-oxyneo+ is found in Bambusa emeiensis and Sinocalamus affinis. It was first documented in 2011 (PMID: 21469695). Based on a literature review very few articles have been published on (+)-(7S,8S)-1',4-dihydroxy-3,3',5'-trimethoxy-7',8',9'-trinor-8,4'-oxyneolignan-7,9-diol.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202121153D          

 48 49  0  0  0  0            999 V2000
    5.7420    2.1127    1.9325 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9286    1.5303    0.6472 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9327    0.6977    0.2036 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7699    0.3601    0.8977 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8166   -0.5037    0.3229 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5424   -0.8256    1.0762 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3052   -2.2383    0.9465 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3056   -0.0399    0.5729 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4860    1.4828    0.6689 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6349    1.8969    2.0276 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7899   -0.4272    1.4478 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0009   -0.4643    0.7947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3237   -1.5544   -0.0325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3657   -2.5273   -0.1488 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6589   -3.6345   -0.9926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5717   -1.5782   -0.6512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4775   -0.5446   -0.4206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6851   -0.6216   -1.0542 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1737    0.5199    0.4272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9282    0.5612    1.0546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5103    1.5412    1.9194 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4372    2.5701    2.2413 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0521   -1.0247   -0.9605 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2128   -0.6947   -1.6578 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1362    0.1600   -1.0719 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2666    0.4737   -1.7778 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8500    2.7475    1.9530 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6078    2.7494    2.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7013    1.3444    2.7117 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5690    0.7623    1.8866 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6833   -0.6551    2.1503 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3488   -2.3661    1.1067 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0994   -0.3187   -0.4694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3890    2.0022    0.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3534    1.8308    0.1017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1877    1.6043    2.4720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8148   -3.3115   -2.0271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5197   -4.1981   -0.6183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7920   -4.3022   -0.9793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8763   -2.3859   -1.3076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2293    0.1430   -0.8035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9111    1.2966    0.5881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3310    2.1606    2.7233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9532    3.2443    2.9544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6981    3.1558    1.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3328   -1.7038   -1.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3982   -1.1033   -2.6462 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7716    1.0640   -1.1854 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 12  2  0  0  0  0
 13 14  1  0  0  0  0
 24 25  1  0  0  0  0
 20 19  2  0  0  0  0
 25  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
 23 24  2  0  0  0  0
 14 15  1  0  0  0  0
  3  2  1  0  0  0  0
 25 26  1  0  0  0  0
 17 18  1  0  0  0  0
  2  1  1  0  0  0  0
 23  5  1  0  0  0  0
 19 17  1  0  0  0  0
 20 21  1  0  0  0  0
 12 20  1  0  0  0  0
 21 22  1  0  0  0  0
 17 16  2  0  0  0  0
 12 11  1  0  0  0  0
  5  6  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  8 11  1  0  0  0  0
 16 13  1  0  0  0  0
  6  7  1  0  0  0  0
 19 42  1  0  0  0  0
 16 40  1  0  0  0  0
 15 37  1  0  0  0  0
 15 38  1  0  0  0  0
 15 39  1  0  0  0  0
 18 41  1  0  0  0  0
 22 43  1  0  0  0  0
 22 44  1  0  0  0  0
 22 45  1  0  0  0  0
  4 30  1  0  0  0  0
 24 47  1  0  0  0  0
 26 48  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
 23 46  1  0  0  0  0
  6 31  1  1  0  0  0
  8 33  1  6  0  0  0
  9 34  1  0  0  0  0
  9 35  1  0  0  0  0
 10 36  1  0  0  0  0
  7 32  1  0  0  0  0
M  END

     RDKit          3D

 48 49  0  0  0  0  0  0  0  0999 V2000
    5.7420    2.1127    1.9325 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9286    1.5303    0.6472 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9327    0.6977    0.2036 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7699    0.3601    0.8977 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8166   -0.5037    0.3229 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5424   -0.8256    1.0762 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3052   -2.2383    0.9465 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3056   -0.0399    0.5729 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4860    1.4828    0.6689 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6349    1.8969    2.0276 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7899   -0.4272    1.4478 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0009   -0.4643    0.7947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3237   -1.5544   -0.0325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3657   -2.5273   -0.1488 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6589   -3.6345   -0.9926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5717   -1.5782   -0.6512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4775   -0.5446   -0.4206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6851   -0.6216   -1.0542 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1737    0.5199    0.4272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9282    0.5612    1.0546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5103    1.5412    1.9194 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4372    2.5701    2.2413 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0521   -1.0247   -0.9605 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2128   -0.6947   -1.6578 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1362    0.1600   -1.0719 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2666    0.4737   -1.7778 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8500    2.7475    1.9530 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6078    2.7494    2.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7013    1.3444    2.7117 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5690    0.7623    1.8866 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6833   -0.6551    2.1503 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3488   -2.3661    1.1067 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0994   -0.3187   -0.4694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3890    2.0022    0.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3534    1.8308    0.1017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1877    1.6043    2.4720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8148   -3.3115   -2.0271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5197   -4.1981   -0.6183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7920   -4.3022   -0.9793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8763   -2.3859   -1.3076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2293    0.1430   -0.8035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9111    1.2966    0.5881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3310    2.1606    2.7233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9532    3.2443    2.9544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6981    3.1558    1.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3328   -1.7038   -1.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3982   -1.1033   -2.6462 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7716    1.0640   -1.1854 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 12  2  0
 13 14  1  0
 24 25  1  0
 20 19  2  0
 25  3  2  0
  3  4  1  0
  4  5  2  0
 23 24  2  0
 14 15  1  0
  3  2  1  0
 25 26  1  0
 17 18  1  0
  2  1  1  0
 23  5  1  0
 19 17  1  0
 20 21  1  0
 12 20  1  0
 21 22  1  0
 17 16  2  0
 12 11  1  0
  5  6  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 16 13  1  0
  6  7  1  0
 19 42  1  0
 16 40  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
 18 41  1  0
 22 43  1  0
 22 44  1  0
 22 45  1  0
  4 30  1  0
 24 47  1  0
 26 48  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
 23 46  1  0
  6 31  1  1
  8 33  1  6
  9 34  1  0
  9 35  1  0
 10 36  1  0
  7 32  1  0
M  END


  Mrv1652306202121153D          

 48 49  0  0  0  0            999 V2000
    5.7420    2.1127    1.9325 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9286    1.5303    0.6472 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9327    0.6977    0.2036 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7699    0.3601    0.8977 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8166   -0.5037    0.3229 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5424   -0.8256    1.0762 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3052   -2.2383    0.9465 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3056   -0.0399    0.5729 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4860    1.4828    0.6689 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6349    1.8969    2.0276 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7899   -0.4272    1.4478 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0009   -0.4643    0.7947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3237   -1.5544   -0.0325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3657   -2.5273   -0.1488 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6589   -3.6345   -0.9926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5717   -1.5782   -0.6512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4775   -0.5446   -0.4206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6851   -0.6216   -1.0542 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1737    0.5199    0.4272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9282    0.5612    1.0546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5103    1.5412    1.9194 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4372    2.5701    2.2413 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0521   -1.0247   -0.9605 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2128   -0.6947   -1.6578 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1362    0.1600   -1.0719 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2666    0.4737   -1.7778 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8500    2.7475    1.9530 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6078    2.7494    2.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7013    1.3444    2.7117 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5690    0.7623    1.8866 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6833   -0.6551    2.1503 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3488   -2.3661    1.1067 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0994   -0.3187   -0.4694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3890    2.0022    0.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3534    1.8308    0.1017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1877    1.6043    2.4720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8148   -3.3115   -2.0271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5197   -4.1981   -0.6183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7920   -4.3022   -0.9793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8763   -2.3859   -1.3076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2293    0.1430   -0.8035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9111    1.2966    0.5881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3310    2.1606    2.7233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9532    3.2443    2.9544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6981    3.1558    1.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3328   -1.7038   -1.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3982   -1.1033   -2.6462 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7716    1.0640   -1.1854 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 12  2  0  0  0  0
 13 14  1  0  0  0  0
 24 25  1  0  0  0  0
 20 19  2  0  0  0  0
 25  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
 23 24  2  0  0  0  0
 14 15  1  0  0  0  0
  3  2  1  0  0  0  0
 25 26  1  0  0  0  0
 17 18  1  0  0  0  0
  2  1  1  0  0  0  0
 23  5  1  0  0  0  0
 19 17  1  0  0  0  0
 20 21  1  0  0  0  0
 12 20  1  0  0  0  0
 21 22  1  0  0  0  0
 17 16  2  0  0  0  0
 12 11  1  0  0  0  0
  5  6  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  8 11  1  0  0  0  0
 16 13  1  0  0  0  0
  6  7  1  0  0  0  0
 19 42  1  0  0  0  0
 16 40  1  0  0  0  0
 15 37  1  0  0  0  0
 15 38  1  0  0  0  0
 15 39  1  0  0  0  0
 18 41  1  0  0  0  0
 22 43  1  0  0  0  0
 22 44  1  0  0  0  0
 22 45  1  0  0  0  0
  4 30  1  0  0  0  0
 24 47  1  0  0  0  0
 26 48  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
 23 46  1  0  0  0  0
  6 31  1  1  0  0  0
  8 33  1  6  0  0  0
  9 34  1  0  0  0  0
  9 35  1  0  0  0  0
 10 36  1  0  0  0  0
  7 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0035965

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C(OC([H])([H])[H])=C(O[C@@]([H])(C([H])([H])O[H])[C@@]([H])(O[H])C2=C([H])C(OC([H])([H])[H])=C(O[H])C([H])=C2[H])C(OC([H])([H])[H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C18H22O8/c1-23-13-6-10(4-5-12(13)21)17(22)16(9-19)26-18-14(24-2)7-11(20)8-15(18)25-3/h4-8,16-17,19-22H,9H2,1-3H3/t16-,17-/m0/s1

> <INCHI_KEY>
LFLJRVPKZONUDD-IRXDYDNUSA-N

> <FORMULA>
C18H22O8

> <MOLECULAR_WEIGHT>
366.366

> <EXACT_MASS>
366.131467668

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
37.21502852651519

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S)-2-(4-hydroxy-2,6-dimethoxyphenoxy)-1-(4-hydroxy-3-methoxyphenyl)propane-1,3-diol

> <ALOGPS_LOGP>
1.13

> <JCHEM_LOGP>
1.1992333433333333

> <ALOGPS_LOGS>
-3.14

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.204419250152494

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.602420553354463

> <JCHEM_PKA_STRONGEST_BASIC>
-2.989843530426122

> <JCHEM_POLAR_SURFACE_AREA>
117.84000000000002

> <JCHEM_REFRACTIVITY>
92.41020000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.63e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S)-2-(4-hydroxy-2,6-dimethoxyphenoxy)-1-(4-hydroxy-3-methoxyphenyl)propane-1,3-diol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 48 49  0  0  0  0  0  0  0  0999 V2000
    5.7420    2.1127    1.9325 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9286    1.5303    0.6472 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9327    0.6977    0.2036 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7699    0.3601    0.8977 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8166   -0.5037    0.3229 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5424   -0.8256    1.0762 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3052   -2.2383    0.9465 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3056   -0.0399    0.5729 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4860    1.4828    0.6689 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6349    1.8969    2.0276 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7899   -0.4272    1.4478 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0009   -0.4643    0.7947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3237   -1.5544   -0.0325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3657   -2.5273   -0.1488 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6589   -3.6345   -0.9926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5717   -1.5782   -0.6512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4775   -0.5446   -0.4206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6851   -0.6216   -1.0542 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1737    0.5199    0.4272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9282    0.5612    1.0546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5103    1.5412    1.9194 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4372    2.5701    2.2413 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0521   -1.0247   -0.9605 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2128   -0.6947   -1.6578 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1362    0.1600   -1.0719 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2666    0.4737   -1.7778 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8500    2.7475    1.9530 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6078    2.7494    2.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7013    1.3444    2.7117 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5690    0.7623    1.8866 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6833   -0.6551    2.1503 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3488   -2.3661    1.1067 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0994   -0.3187   -0.4694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3890    2.0022    0.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3534    1.8308    0.1017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1877    1.6043    2.4720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8148   -3.3115   -2.0271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5197   -4.1981   -0.6183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7920   -4.3022   -0.9793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8763   -2.3859   -1.3076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2293    0.1430   -0.8035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9111    1.2966    0.5881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3310    2.1606    2.7233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9532    3.2443    2.9544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6981    3.1558    1.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3328   -1.7038   -1.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3982   -1.1033   -2.6462 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7716    1.0640   -1.1854 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 12  2  0
 13 14  1  0
 24 25  1  0
 20 19  2  0
 25  3  2  0
  3  4  1  0
  4  5  2  0
 23 24  2  0
 14 15  1  0
  3  2  1  0
 25 26  1  0
 17 18  1  0
  2  1  1  0
 23  5  1  0
 19 17  1  0
 20 21  1  0
 12 20  1  0
 21 22  1  0
 17 16  2  0
 12 11  1  0
  5  6  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 16 13  1  0
  6  7  1  0
 19 42  1  0
 16 40  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
 18 41  1  0
 22 43  1  0
 22 44  1  0
 22 45  1  0
  4 30  1  0
 24 47  1  0
 26 48  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
 23 46  1  0
  6 31  1  1
  8 33  1  6
  9 34  1  0
  9 35  1  0
 10 36  1  0
  7 32  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       5.742   2.113   1.933  0.00  0.00           C+0
HETATM    2  O   UNK     0       5.929   1.530   0.647  0.00  0.00           O+0
HETATM    3  C   UNK     0       4.933   0.698   0.204  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.770   0.360   0.898  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.817  -0.504   0.323  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.542  -0.826   1.076  0.00  0.00           C+0
HETATM    7  O   UNK     0       1.305  -2.238   0.947  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.306  -0.040   0.573  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.486   1.483   0.669  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.635   1.897   2.028  0.00  0.00           O+0
HETATM   11  O   UNK     0      -0.790  -0.427   1.448  0.00  0.00           O+0
HETATM   12  C   UNK     0      -2.001  -0.464   0.795  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.324  -1.554  -0.033  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.366  -2.527  -0.149  0.00  0.00           O+0
HETATM   15  C   UNK     0      -1.659  -3.635  -0.993  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.572  -1.578  -0.651  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.478  -0.545  -0.421  0.00  0.00           C+0
HETATM   18  O   UNK     0      -5.685  -0.622  -1.054  0.00  0.00           O+0
HETATM   19  C   UNK     0      -4.174   0.520   0.427  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.928   0.561   1.055  0.00  0.00           C+0
HETATM   21  O   UNK     0      -2.510   1.541   1.919  0.00  0.00           O+0
HETATM   22  C   UNK     0      -3.437   2.570   2.241  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.052  -1.025  -0.961  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.213  -0.695  -1.658  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.136   0.160  -1.072  0.00  0.00           C+0
HETATM   26  O   UNK     0       6.267   0.474  -1.778  0.00  0.00           O+0
HETATM   27  H   UNK     0       4.850   2.748   1.953  0.00  0.00           H+0
HETATM   28  H   UNK     0       6.608   2.749   2.139  0.00  0.00           H+0
HETATM   29  H   UNK     0       5.701   1.344   2.712  0.00  0.00           H+0
HETATM   30  H   UNK     0       3.569   0.762   1.887  0.00  0.00           H+0
HETATM   31  H   UNK     0       1.683  -0.655   2.150  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.349  -2.366   1.107  0.00  0.00           H+0
HETATM   33  H   UNK     0       0.099  -0.319  -0.469  0.00  0.00           H+0
HETATM   34  H   UNK     0      -0.389   2.002   0.266  0.00  0.00           H+0
HETATM   35  H   UNK     0       1.353   1.831   0.102  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.188   1.604   2.472  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.815  -3.312  -2.027  0.00  0.00           H+0
HETATM   38  H   UNK     0      -2.520  -4.198  -0.618  0.00  0.00           H+0
HETATM   39  H   UNK     0      -0.792  -4.302  -0.979  0.00  0.00           H+0
HETATM   40  H   UNK     0      -3.876  -2.386  -1.308  0.00  0.00           H+0
HETATM   41  H   UNK     0      -6.229   0.143  -0.804  0.00  0.00           H+0
HETATM   42  H   UNK     0      -4.911   1.297   0.588  0.00  0.00           H+0
HETATM   43  H   UNK     0      -4.331   2.161   2.723  0.00  0.00           H+0
HETATM   44  H   UNK     0      -2.953   3.244   2.954  0.00  0.00           H+0
HETATM   45  H   UNK     0      -3.698   3.156   1.354  0.00  0.00           H+0
HETATM   46  H   UNK     0       2.333  -1.704  -1.414  0.00  0.00           H+0
HETATM   47  H   UNK     0       4.398  -1.103  -2.646  0.00  0.00           H+0
HETATM   48  H   UNK     0       6.772   1.064  -1.185  0.00  0.00           H+0
CONECT    1    2   27   28   29                                             
CONECT    2    3    1                                                       
CONECT    3   25    4    2                                                  
CONECT    4    3    5   30                                                  
CONECT    5    4   23    6                                                  
CONECT    6    5    8    7   31                                             
CONECT    7    6   32                                                       
CONECT    8    6    9   11   33                                             
CONECT    9    8   10   34   35                                             
CONECT   10    9   36                                                       
CONECT   11   12    8                                                       
CONECT   12   13   20   11                                                  
CONECT   13   12   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14   37   38   39                                             
CONECT   16   17   13   40                                                  
CONECT   17   18   19   16                                                  
CONECT   18   17   41                                                       
CONECT   19   20   17   42                                                  
CONECT   20   19   21   12                                                  
CONECT   21   20   22                                                       
CONECT   22   21   43   44   45                                             
CONECT   23   24    5   46                                                  
CONECT   24   25   23   47                                                  
CONECT   25   24    3   26                                                  
CONECT   26   25   48                                                       
CONECT   27    1                                                            
CONECT   28    1                                                            
CONECT   29    1                                                            
CONECT   30    4                                                            
CONECT   31    6                                                            
CONECT   32    7                                                            
CONECT   33    8                                                            
CONECT   34    9                                                            
CONECT   35    9                                                            
CONECT   36   10                                                            
CONECT   37   15                                                            
CONECT   38   15                                                            
CONECT   39   15                                                            
CONECT   40   16                                                            
CONECT   41   18                                                            
CONECT   42   19                                                            
CONECT   43   22                                                            
CONECT   44   22                                                            
CONECT   45   22                                                            
CONECT   46   23                                                            
CONECT   47   24                                                            
CONECT   48   26                                                            
MASTER        0    0    0    0    0    0    0    0   48    0   98    0
END

RDKit          3D

48 49  0  0  0  0  0  0  0  0999 V2000
    5.7420    2.1127    1.9325 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9286    1.5303    0.6472 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9327    0.6977    0.2036 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7699    0.3601    0.8977 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8166   -0.5037    0.3229 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5424   -0.8256    1.0762 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3052   -2.2383    0.9465 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3056   -0.0399    0.5729 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4860    1.4828    0.6689 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6349    1.8969    2.0276 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7899   -0.4272    1.4478 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0009   -0.4643    0.7947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3237   -1.5544   -0.0325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3657   -2.5273   -0.1488 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6589   -3.6345   -0.9926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5717   -1.5782   -0.6512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4775   -0.5446   -0.4206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6851   -0.6216   -1.0542 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1737    0.5199    0.4272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9282    0.5612    1.0546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5103    1.5412    1.9194 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4372    2.5701    2.2413 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0521   -1.0247   -0.9605 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2128   -0.6947   -1.6578 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1362    0.1600   -1.0719 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2666    0.4737   -1.7778 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8500    2.7475    1.9530 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6078    2.7494    2.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7013    1.3444    2.7117 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5690    0.7623    1.8866 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6833   -0.6551    2.1503 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3488   -2.3661    1.1067 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0994   -0.3187   -0.4694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3890    2.0022    0.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3534    1.8308    0.1017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1877    1.6043    2.4720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8148   -3.3115   -2.0271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5197   -4.1981   -0.6183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7920   -4.3022   -0.9793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8763   -2.3859   -1.3076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2293    0.1430   -0.8035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9111    1.2966    0.5881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3310    2.1606    2.7233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9532    3.2443    2.9544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6981    3.1558    1.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3328   -1.7038   -1.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3982   -1.1033   -2.6462 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7716    1.0640   -1.1854 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 12  2  0
 13 14  1  0
 24 25  1  0
 20 19  2  0
 25  3  2  0
  3  4  1  0
  4  5  2  0
 23 24  2  0
 14 15  1  0
  3  2  1  0
 25 26  1  0
 17 18  1  0
  2  1  1  0
 23  5  1  0
 19 17  1  0
 20 21  1  0
 12 20  1  0
 21 22  1  0
 17 16  2  0
 12 11  1  0
  5  6  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 16 13  1  0
  6  7  1  0
 19 42  1  0
 16 40  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
 18 41  1  0
 22 43  1  0
 22 44  1  0
 22 45  1  0
  4 30  1  0
 24 47  1  0
 26 48  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
 23 46  1  0
  6 31  1  1
  8 33  1  6
  9 34  1  0
  9 35  1  0
 10 36  1  0
  7 32  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₂₂O₈

Average Mass

366.3660 Da

Monoisotopic Mass

366.13147 Da

IUPAC Name

(1S,2S)-2-(4-hydroxy-2,6-dimethoxyphenoxy)-1-(4-hydroxy-3-methoxyphenyl)propane-1,3-diol

Traditional Name

(1S,2S)-2-(4-hydroxy-2,6-dimethoxyphenoxy)-1-(4-hydroxy-3-methoxyphenyl)propane-1,3-diol

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C(OC([H])([H])[H])=C(O[C@@]([H])(C([H])([H])O[H])[C@@]([H])(O[H])C2=C([H])C(OC([H])([H])[H])=C(O[H])C([H])=C2[H])C(OC([H])([H])[H])=C1[H]

InChI Identifier

InChI=1S/C18H22O8/c1-23-13-6-10(4-5-12(13)21)17(22)16(9-19)26-18-14(24-2)7-11(20)8-15(18)25-3/h4-8,16-17,19-22H,9H2,1-3H3/t16-,17-/m0/s1

InChI Key

LFLJRVPKZONUDD-IRXDYDNUSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Bambusa emeiensis	LOTUS Database	35616633
Sinocalamus affinis	JEOL database	Xiong, L., et al, J. Nat. Prod. 74, 1188 (2011)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lignans, neolignans and related compounds. These are plant products of low molecular weight formed primarily from oxidative coupling of two p-propylphenol moieties. They can also be described as micromolecules with two phenylpropanoid units coupled together. They can be attached in various manners, like C5-C5', C8-C8'. Most known natural lignans are oxidized at C9 and C9´ and, based upon the way in which oxygen is incorporated into the skeleton and on the cyclization patterns, a wide range of lignans of very different structural types can be formed.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Not Available

Sub Class

Not Available

Direct Parent

Lignans, neolignans and related compounds

Alternative Parents

Substituents

Neolignan skeleton
M-dimethoxybenzene
Dimethoxybenzene
Methoxyphenol
4-alkoxyphenol
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Benzenoid
Monocyclic benzene moiety
Secondary alcohol
Ether
Primary alcohol
Alcohol
Aromatic alcohol
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

secondary alcohol (CHEBI:67623 )
phenols (CHEBI:67623 )
primary alcohol (CHEBI:67623 )
dimethoxybenzene (CHEBI:67623 )
lignan (CHEBI:67623 )

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	1.13	ALOGPS
logP	1.2	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	9.6	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	117.84 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	92.41 m³·mol⁻¹	ChemAxon
Polarizability	37.22 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

26607543

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

67623

Good Scents ID

Not Available

References

General References

Xiong L, Zhu C, Li Y, Tian Y, Lin S, Yuan S, Hu J, Hou Q, Chen N, Yang Y, Shi J: Lignans and neolignans from Sinocalamus affinis and their absolute configurations. J Nat Prod. 2011 May 27;74(5):1188-200. doi: 10.1021/np200117y. Epub 2011 Apr 6. [PubMed:21469695 ]
Xiong, L., et al. (2011). Xiong, L., et al, J. Nat. Prod. 74, 1188 (2011). J. Nat. Prod..

Showing NP-Card for (+)-(7S,8S)-1',4-dihydroxy-3,3',5'-trimethoxy-7',8',9'-trinor-8,4'-oxyneo+ (NP0035965)

MOL for NP0035965 ((+)-(7S,8S)-1',4-dihydroxy-3,3',5'-trimethoxy-7',8',9'-trinor-8,4'-oxyneo+)

3D MOL for NP0035965 ((+)-(7S,8S)-1',4-dihydroxy-3,3',5'-trimethoxy-7',8',9'-trinor-8,4'-oxyneo+)

3D SDF for NP0035965 ((+)-(7S,8S)-1',4-dihydroxy-3,3',5'-trimethoxy-7',8',9'-trinor-8,4'-oxyneo+)

3D-SDF for NP0035965 ((+)-(7S,8S)-1',4-dihydroxy-3,3',5'-trimethoxy-7',8',9'-trinor-8,4'-oxyneo+)

PDB for NP0035965 ((+)-(7S,8S)-1',4-dihydroxy-3,3',5'-trimethoxy-7',8',9'-trinor-8,4'-oxyneo+)

3D PDB for NP0035965 ((+)-(7S,8S)-1',4-dihydroxy-3,3',5'-trimethoxy-7',8',9'-trinor-8,4'-oxyneo+)

SMILES for NP0035965 ((+)-(7S,8S)-1',4-dihydroxy-3,3',5'-trimethoxy-7',8',9'-trinor-8,4'-oxyneo+)

INCHI for NP0035965 ((+)-(7S,8S)-1',4-dihydroxy-3,3',5'-trimethoxy-7',8',9'-trinor-8,4'-oxyneo+)

Structure for NP0035965 ((+)-(7S,8S)-1',4-dihydroxy-3,3',5'-trimethoxy-7',8',9'-trinor-8,4'-oxyneo+)

3D Structure for NP0035965 ((+)-(7S,8S)-1',4-dihydroxy-3,3',5'-trimethoxy-7',8',9'-trinor-8,4'-oxyneo+)