NP-MRD: Showing NP-Card for (3r,4r)-6-[(1e)-2-[(2s,5r)-5-hydroxy-2,6,6-trimethyloxan-2-yl]ethenyl]-3-methoxy-4-(4-methoxyphenyl)-3h-quinoline-2,4,5-triol (NP0200202)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-04 18:59:41 UTC

Updated at

2022-09-04 18:59:41 UTC

NP-MRD ID

NP0200202

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3r,4r)-6-[(1e)-2-[(2s,5r)-5-hydroxy-2,6,6-trimethyloxan-2-yl]ethenyl]-3-methoxy-4-(4-methoxyphenyl)-3h-quinoline-2,4,5-triol

Description

(3R,4R)-6-[(E)-2-[(2S,5R)-5-hydroxy-2,6,6-trimethyloxan-2-yl]ethenyl]-3-methoxy-4-(4-methoxyphenyl)-3,4-dihydroquinoline-2,4,5-triol belongs to the class of organic compounds known as phenylquinolines. These are heterocyclic compounds containing a quinoline moiety substituted with a phenyl group. Based on a literature review very few articles have been published on (3R,4R)-6-[(E)-2-[(2S,5R)-5-hydroxy-2,6,6-trimethyloxan-2-yl]ethenyl]-3-methoxy-4-(4-methoxyphenyl)-3,4-dihydroquinoline-2,4,5-triol.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042220592D          

 35 38  0  0  1  0            999 V2000
   -1.8390   -4.9532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1212   -4.1779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5909   -3.5460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8731   -2.7707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3428   -2.1387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5303   -2.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5303   -2.2820    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
    0.7145   -0.4125    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7565   -2.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5690   -0.8748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3815   -0.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9118   -1.3635    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7242   -1.2202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6296   -2.1387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4421   -2.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6296   -2.9637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8171   -2.2820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 N   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
   -1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2481   -3.0572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7784   -3.6892    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  2  0  0  0  0
  7  6  1  6  0  0  0
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 16 15  1  6  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 22 25  1  0  0  0  0
 16 25  1  0  0  0  0
 13 26  2  0  0  0  0
  9 26  1  0  0  0  0
 26 27  1  0  0  0  0
 10 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
  7 31  1  0  0  0  0
 31 32  1  1  0  0  0
 32 33  1  0  0  0  0
  6 34  1  0  0  0  0
 34 35  2  0  0  0  0
  3 35  1  0  0  0  0
M  END

     RDKit          3D

 68 71  0  0  0  0  0  0  0  0999 V2000
    5.0088    4.0898    1.3370 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5704    3.5732    0.1185 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2387    2.2250    0.0031 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3471    1.4152    1.0950 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0214    0.0791    0.9918 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5912   -0.4287   -0.2032 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2464   -1.8806   -0.2788 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2296   -2.3577    1.0550 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8449   -2.0273   -0.7409 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5252   -2.8595   -1.7770 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2125   -2.9834   -2.1655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7470   -2.2571   -1.4916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4738   -1.4078   -0.4450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5083   -0.6539    0.2434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7908   -0.6888   -0.0346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7885    0.1366    0.7441 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4713    0.0587    2.2392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1302   -0.4804    0.5400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8471    0.0493   -0.6784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8907    1.5406   -0.6067 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.1357    2.0243   -0.1749 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8361    2.1529    0.2593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4566    2.4900    1.5980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4740    3.5017   -0.3828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6771    1.4406    0.3603 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8518   -1.3081   -0.0821 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546   -0.4990    0.9414 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5454   -3.5632   -2.4440 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7824   -3.4802   -2.1491 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7453   -4.2317   -2.8784 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2498   -2.6199   -1.0634 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0738   -3.3188   -0.1688 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3584   -2.8433   -0.1487 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4792    0.3741   -1.3030 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8029    1.7044   -1.2027 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2513    4.0967    2.1317 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3710    5.1428    1.1823 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8969    3.5446    1.7520 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6849    1.7607    2.0783 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1147   -0.5603    1.8807 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1569   -2.5259    1.3290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0339   -3.6476   -2.9900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7542   -2.3907   -1.8348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2390    0.0154    1.0743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1211   -1.3265   -0.8395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9199   -0.9015    2.3907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7978    0.8658    2.5616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3963   -0.0245    2.8385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9819   -1.5878    0.3811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7784   -0.3934    1.4187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4080   -0.3186   -1.6257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8947   -0.3235   -0.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7851    1.9206   -1.6603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8810    1.6487   -0.7005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3929    1.8971    1.7842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7922    2.3193    2.4464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7840    3.5562    1.6519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2408    4.2477    0.4003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3863    3.8958   -0.9049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7035    3.3913   -1.1452 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6939    0.0774    1.5136 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3734   -3.6570   -3.4356 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9501   -1.8394   -1.5110 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9429   -3.4353    0.5706 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8563   -2.9334   -1.1355 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3884   -1.7884    0.2300 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1345   -0.0633   -2.2338 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7230    2.3707   -2.0647 H   0  0  0  0  0  0  0  0  0  0  0  0
 33 32  1  0
 32 31  1  0
 31 29  1  0
 29 30  1  0
 29 28  2  0
 28 10  1  0
 10  9  2  0
  9 26  1  0
 26 27  1  0
 26 13  2  0
 13 14  1  0
 14 15  2  0
 16 15  1  6
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
 13 12  1  0
 12 11  2  0
  9  7  1  0
  7  8  1  1
  7  6  1  0
  6  5  2  0
  5  4  1  0
  4  3  2  0
  3  2  1  0
  2  1  1  0
  3 35  1  0
 35 34  2  0
  7 31  1  0
 34  6  1  0
 11 10  1  0
 25 16  1  0
 33 64  1  0
 33 65  1  0
 33 66  1  0
 31 63  1  6
 30 62  1  0
 27 61  1  0
 14 44  1  0
 15 45  1  0
 17 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  6
 21 54  1  0
 23 55  1  0
 23 56  1  0
 23 57  1  0
 24 58  1  0
 24 59  1  0
 24 60  1  0
 12 43  1  0
 11 42  1  0
  8 41  1  0
  5 40  1  0
  4 39  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
 35 68  1  0
 34 67  1  0
M  END


  Mrv1652309042220592D          

 35 38  0  0  1  0            999 V2000
   -1.8390   -4.9532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1212   -4.1779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5909   -3.5460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8731   -2.7707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3428   -2.1387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5303   -2.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5303   -2.2820    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
    0.7145   -0.4125    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7565   -2.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5690   -0.8748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3815   -0.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9118   -1.3635    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7242   -1.2202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6296   -2.1387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4421   -2.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6296   -2.9637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8171   -2.2820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 N   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
   -1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2481   -3.0572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7784   -3.6892    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  2  0  0  0  0
  7  6  1  6  0  0  0
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 16 15  1  6  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 22 25  1  0  0  0  0
 16 25  1  0  0  0  0
 13 26  2  0  0  0  0
  9 26  1  0  0  0  0
 26 27  1  0  0  0  0
 10 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
  7 31  1  0  0  0  0
 31 32  1  1  0  0  0
 32 33  1  0  0  0  0
  6 34  1  0  0  0  0
 34 35  2  0  0  0  0
  3 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0200202

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO[C@H]1C(O)=NC2=C(C(O)=C(\C=C\[C@]3(C)CC[C@@H](O)C(C)(C)O3)C=C2)[C@]1(O)C1=CC=C(OC)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C27H33NO7/c1-25(2)20(29)13-15-26(3,35-25)14-12-16-6-11-19-21(22(16)30)27(32,23(34-5)24(31)28-19)17-7-9-18(33-4)10-8-17/h6-12,14,20,23,29-30,32H,13,15H2,1-5H3,(H,28,31)/b14-12+/t20-,23+,26-,27-/m1/s1

> <INCHI_KEY>
UTNVYRJWGOKFBF-MTAULABGSA-N

> <FORMULA>
C27H33NO7

> <MOLECULAR_WEIGHT>
483.561

> <EXACT_MASS>
483.225702407

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
68

> <JCHEM_AVERAGE_POLARIZABILITY>
52.33618952565524

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3R,4R)-6-[(E)-2-[(2S,5R)-5-hydroxy-2,6,6-trimethyloxan-2-yl]ethenyl]-3-methoxy-4-(4-methoxyphenyl)-3,4-dihydroquinoline-2,4,5-triol

> <JCHEM_LOGP>
3.4440759623333337

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.547599531200666

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.510929343631771

> <JCHEM_PKA_STRONGEST_BASIC>
-0.3523546856044225

> <JCHEM_POLAR_SURFACE_AREA>
120.97000000000001

> <JCHEM_REFRACTIVITY>
134.29379999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3R,4R)-6-[(E)-2-[(2S,5R)-5-hydroxy-2,6,6-trimethyloxan-2-yl]ethenyl]-3-methoxy-4-(4-methoxyphenyl)-3H-quinoline-2,4,5-triol

> <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      -3.433  -9.246   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -3.960  -7.799   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.970  -6.619   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.496  -5.172   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.506  -3.992   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.990  -4.260   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       0.990  -4.260   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.012  -4.260   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.529  -1.633   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.045  -1.365   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.035  -2.545   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      12.552  -2.278   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      10.509  -3.992   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.025  -4.260   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.509  -5.532   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       8.992  -4.260   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   28  N   UNK     0       0.000  -0.000   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -2.667  -0.000   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -0.463  -5.707   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -1.453  -6.887   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   35                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   34                                                  
CONECT    7    6    8    9   31                                             
CONECT    8    7                                                            
CONECT    9    7   10   26                                                  
CONECT   10    9   11   28                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   26                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18   25                                             
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   24   25                                             
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   22   16                                                       
CONECT   26   13    9   27                                                  
CONECT   27   26                                                            
CONECT   28   10   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29    7   32                                                  
CONECT   32   31   33                                                       
CONECT   33   32                                                            
CONECT   34    6   35                                                       
CONECT   35   34    3                                                       
MASTER        0    0    0    0    0    0    0    0   35    0   76    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₇H₃₃NO₇

Average Mass

483.5610 Da

Monoisotopic Mass

483.22570 Da

IUPAC Name

(3R,4R)-6-[(E)-2-[(2S,5R)-5-hydroxy-2,6,6-trimethyloxan-2-yl]ethenyl]-3-methoxy-4-(4-methoxyphenyl)-3,4-dihydroquinoline-2,4,5-triol

Traditional Name

(3R,4R)-6-[(E)-2-[(2S,5R)-5-hydroxy-2,6,6-trimethyloxan-2-yl]ethenyl]-3-methoxy-4-(4-methoxyphenyl)-3H-quinoline-2,4,5-triol

CAS Registry Number

Not Available

SMILES

CO[C@H]1C(O)=NC2=C(C(O)=C(\C=C\[C@]3(C)CC[C@@H](O)C(C)(C)O3)C=C2)[C@]1(O)C1=CC=C(OC)C=C1

InChI Identifier

InChI=1S/C27H33NO7/c1-25(2)20(29)13-15-26(3,35-25)14-12-16-6-11-19-21(22(16)30)27(32,23(34-5)24(31)28-19)17-7-9-18(33-4)10-8-17/h6-12,14,20,23,29-30,32H,13,15H2,1-5H3,(H,28,31)/b14-12+/t20-,23+,26-,27-/m1/s1

InChI Key

UTNVYRJWGOKFBF-MTAULABGSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylquinolines. These are heterocyclic compounds containing a quinoline moiety substituted with a phenyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Phenylquinolines

Direct Parent

Phenylquinolines

Alternative Parents

Substituents

Phenylquinoline
Dihydroquinoline
Anisole
Phenol ether
Phenoxy compound
Styrene
Methoxybenzene
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Monocyclic benzene moiety
Oxane
Benzenoid
Cyclic carboximidic acid
Tertiary alcohol
Secondary alcohol
Polyol
Organic 1,3-dipolar compound
Azacycle
Ether
Dialkyl ether
Oxacycle
Propargyl-type 1,3-dipolar organic compound
Alcohol
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	3.44	ChemAxon
pKa (Strongest Acidic)	2.51	ChemAxon
pKa (Strongest Basic)	-0.35	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	120.97 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	134.29 m³·mol⁻¹	ChemAxon
Polarizability	52.34 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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

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

140841337

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (3r,4r)-6-[(1e)-2-[(2s,5r)-5-hydroxy-2,6,6-trimethyloxan-2-yl]ethenyl]-3-methoxy-4-(4-methoxyphenyl)-3h-quinoline-2,4,5-triol (NP0200202)

MOL for NP0200202 ((3r,4r)-6-[(1e)-2-[(2s,5r)-5-hydroxy-2,6,6-trimethyloxan-2-yl]ethenyl]-3-methoxy-4-(4-methoxyphenyl)-3h-quinoline-2,4,5-triol)

3D MOL for NP0200202 ((3r,4r)-6-[(1e)-2-[(2s,5r)-5-hydroxy-2,6,6-trimethyloxan-2-yl]ethenyl]-3-methoxy-4-(4-methoxyphenyl)-3h-quinoline-2,4,5-triol)

3D SDF for NP0200202 ((3r,4r)-6-[(1e)-2-[(2s,5r)-5-hydroxy-2,6,6-trimethyloxan-2-yl]ethenyl]-3-methoxy-4-(4-methoxyphenyl)-3h-quinoline-2,4,5-triol)

3D-SDF for NP0200202 ((3r,4r)-6-[(1e)-2-[(2s,5r)-5-hydroxy-2,6,6-trimethyloxan-2-yl]ethenyl]-3-methoxy-4-(4-methoxyphenyl)-3h-quinoline-2,4,5-triol)

PDB for NP0200202 ((3r,4r)-6-[(1e)-2-[(2s,5r)-5-hydroxy-2,6,6-trimethyloxan-2-yl]ethenyl]-3-methoxy-4-(4-methoxyphenyl)-3h-quinoline-2,4,5-triol)

3D PDB for NP0200202 ((3r,4r)-6-[(1e)-2-[(2s,5r)-5-hydroxy-2,6,6-trimethyloxan-2-yl]ethenyl]-3-methoxy-4-(4-methoxyphenyl)-3h-quinoline-2,4,5-triol)

SMILES for NP0200202 ((3r,4r)-6-[(1e)-2-[(2s,5r)-5-hydroxy-2,6,6-trimethyloxan-2-yl]ethenyl]-3-methoxy-4-(4-methoxyphenyl)-3h-quinoline-2,4,5-triol)

INCHI for NP0200202 ((3r,4r)-6-[(1e)-2-[(2s,5r)-5-hydroxy-2,6,6-trimethyloxan-2-yl]ethenyl]-3-methoxy-4-(4-methoxyphenyl)-3h-quinoline-2,4,5-triol)

Structure for NP0200202 ((3r,4r)-6-[(1e)-2-[(2s,5r)-5-hydroxy-2,6,6-trimethyloxan-2-yl]ethenyl]-3-methoxy-4-(4-methoxyphenyl)-3h-quinoline-2,4,5-triol)

3D Structure for NP0200202 ((3r,4r)-6-[(1e)-2-[(2s,5r)-5-hydroxy-2,6,6-trimethyloxan-2-yl]ethenyl]-3-methoxy-4-(4-methoxyphenyl)-3h-quinoline-2,4,5-triol)