NP-MRD: Showing NP-Card for 3,9,19-trihydroxy-4,5-dimethoxy-9,10-dimethyl-11-[(2-methylbut-2-enoyl)oxy]-15,17-dioxatetracyclo[10.7.0.0²,⁷.0¹⁴,¹⁸]nonadeca-1(19),2(7),3,5,12,14(18)-hexaen-8-yl 2-methylbut-2-enoate (NP0216243)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-05 16:07:29 UTC

Updated at

2022-09-05 16:07:29 UTC

NP-MRD ID

NP0216243

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,9,19-trihydroxy-4,5-dimethoxy-9,10-dimethyl-11-[(2-methylbut-2-enoyl)oxy]-15,17-dioxatetracyclo[10.7.0.0²,⁷.0¹⁴,¹⁸]nonadeca-1(19),2(7),3,5,12,14(18)-hexaen-8-yl 2-methylbut-2-enoate

Description

3,9,19-Trihydroxy-4,5-dimethoxy-9,10-dimethyl-8-[(2-methylbut-2-enoyl)oxy]-15,17-dioxatetracyclo[10.7.0.0²,⁷.0¹⁴,¹⁸]Nonadeca-1(19),2,4,6,12,14(18)-hexaen-11-yl 2-methylbut-2-enoate belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit. 3,9,19-trihydroxy-4,5-dimethoxy-9,10-dimethyl-11-[(2-methylbut-2-enoyl)oxy]-15,17-dioxatetracyclo[10.7.0.0²,⁷.0¹⁴,¹⁸]nonadeca-1(19),2(7),3,5,12,14(18)-hexaen-8-yl 2-methylbut-2-enoate is found in Schisandra propinqua. 3,9,19-Trihydroxy-4,5-dimethoxy-9,10-dimethyl-8-[(2-methylbut-2-enoyl)oxy]-15,17-dioxatetracyclo[10.7.0.0²,⁷.0¹⁴,¹⁸]Nonadeca-1(19),2,4,6,12,14(18)-hexaen-11-yl 2-methylbut-2-enoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171501262D          

 42 45  0  0  0  0            999 V2000
   -1.1457   -1.7197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4295   -2.1291    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2832   -1.7135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2796   -0.8885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9923   -0.4728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7752    0.3231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0432    0.4272    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3622    1.1880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1371    1.8447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1806    1.2921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4997    2.0529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0003    2.7096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6800    0.6354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1846    1.0394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1810    1.8644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3868    1.2494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9806    1.2564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0847    2.0748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6968    0.8470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3491    1.3521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2379    2.1696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4743    2.4819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8902    2.6747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7789    3.4921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0153    3.8045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6538    2.3623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9138    0.0511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7388    0.0547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1545   -0.6580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9622   -0.8260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0520   -1.6461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2998   -1.9849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7451   -1.3742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9201   -1.3779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5107   -2.0941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5045   -0.6652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7085   -0.8822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7121   -1.7072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2668   -2.3179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9995   -2.1228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0031   -2.9478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2904   -3.3634    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
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  4  0  0  0
 10 13  1  0  0  0  0
  6 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  4  0  0  0
 23 26  1  0  0  0  0
 19 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 29 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  2  0  0  0  0
 27 36  1  0  0  0  0
 36 37  1  0  0  0  0
  5 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  2  0  0  0  0
  3 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
M  END

     RDKit          3D

 78 81  0  0  0  0  0  0  0  0999 V2000
    4.6974    2.2934    3.4323 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0657    1.7689    2.2135 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7258    1.7045    1.0763 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1313    2.1784    1.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1351    1.1920   -0.1501 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8201    1.1583   -1.1999 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8421    0.7287   -0.2427 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3264    0.2504   -1.4349 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9764   -1.2100   -1.4044 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9302   -1.9257   -2.0635 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7601   -3.3137   -2.2343 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6422   -3.9211   -1.7419 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6478   -3.2381   -1.0703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5002   -3.7784   -0.5848 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8495   -1.8944   -0.9137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2878   -1.4699   -0.1045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2213   -0.4243   -0.2374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2479   -0.3582    0.6511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3411   -1.3222    1.6625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3907   -1.2573    2.5663 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3636   -0.2496    2.4945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3846   -2.3421    1.7613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4583   -3.3080    2.7587 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1821   -4.5065    2.5119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3432   -2.4244    0.8794 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6485   -3.3571    0.9159 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2447    0.7370   -1.1602 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2554    1.6094   -0.6698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3383    2.0153   -1.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4277    1.5963   -2.6002 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3533    2.9106   -0.8942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4984    3.3178   -1.7553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2280    3.3368    0.3479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2790    4.2501    0.8730 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1116    1.4865   -1.0563 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4967    1.5147    0.4056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2516    2.8298   -1.3417 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1503    1.0480   -1.9769 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6298    0.2578   -3.1849 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7492   -5.2878   -2.0613 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1059   -5.5156   -2.3840 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5725   -4.2504   -2.8534 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8988    2.5609    4.1702 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3282    3.1656    3.1853 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3428    1.5206    3.9039 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0274    1.4100    2.1912 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7092    1.7846    0.2100 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5820    1.9199    2.0423 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1650    3.3038    1.0006 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1169    0.3226   -2.2090 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8111   -1.4501   -2.4565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8302   -4.7258   -0.6287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9688    0.4336    0.5604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8213    0.7174    2.3913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9747   -0.1762    3.3948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0347   -0.3385    1.6194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5033   -5.3649    2.3270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8298   -4.4239    1.6238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8218   -4.7317    3.4057 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7830   -4.1029    1.5760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4632    0.4600   -2.1904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1376    3.4998   -2.7711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9234    4.2611   -1.3490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3031    2.5554   -1.6921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3931    3.0214    0.9309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2517    3.7306    0.7651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0376    4.4425    1.9488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2483    5.2237    0.3561 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7703    0.5507    0.8220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4039    1.8731    0.9588 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2693    2.3108    0.5611 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5165    3.2769   -1.7732 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6316    1.9575   -2.4490 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5410   -0.0626   -3.7528 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0985   -0.6436   -2.9002 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0751    0.9378   -3.8467 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2287   -6.2496   -3.1993 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6336   -5.8004   -1.4756 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 20  1  0
 20 19  1  0
 19 18  2  0
 18 17  1  0
 17 16  2  0
 16 25  1  0
 25 26  1  0
 25 22  2  0
 22 23  1  0
 23 24  1  0
 16 15  1  0
 15 13  2  0
 13 14  1  0
 13 12  1  0
 12 11  2  0
 11 42  1  0
 42 41  1  0
 41 40  1  0
 11 10  1  0
 10  9  2  0
  9  8  1  0
  8  7  1  0
  7  5  1  0
  5  6  2  0
  5  3  1  0
  3  4  1  0
  3  2  2  0
  2  1  1  0
  8 38  1  0
 38 39  1  0
 38 35  1  0
 35 36  1  0
 35 37  1  6
 35 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 29 31  1  0
 31 32  1  0
 31 33  2  0
 33 34  1  0
 22 19  1  0
  9 15  1  0
 27 17  1  0
 40 12  1  0
 21 54  1  0
 21 55  1  0
 21 56  1  0
 18 53  1  0
 26 60  1  0
 24 57  1  0
 24 58  1  0
 24 59  1  0
 14 52  1  0
 41 77  1  0
 41 78  1  0
 10 51  1  0
  8 50  1  6
  4 47  1  0
  4 48  1  0
  4 49  1  0
  2 46  1  0
  1 43  1  0
  1 44  1  0
  1 45  1  0
 38 73  1  6
 39 74  1  0
 39 75  1  0
 39 76  1  0
 36 69  1  0
 36 70  1  0
 36 71  1  0
 37 72  1  0
 27 61  1  6
 32 62  1  0
 32 63  1  0
 32 64  1  0
 33 65  1  0
 34 66  1  0
 34 67  1  0
 34 68  1  0
M  END


  Mrv1533004171501262D          

 42 45  0  0  0  0            999 V2000
   -1.1457   -1.7197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4295   -2.1291    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2832   -1.7135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2796   -0.8885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9923   -0.4728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7752    0.3231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0432    0.4272    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3622    1.1880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1371    1.8447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1806    1.2921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4997    2.0529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0003    2.7096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6800    0.6354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1846    1.0394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1810    1.8644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3868    1.2494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9806    1.2564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0847    2.0748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6968    0.8470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3491    1.3521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2379    2.1696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4743    2.4819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8902    2.6747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7789    3.4921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0153    3.8045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6538    2.3623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9138    0.0511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7388    0.0547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1545   -0.6580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9622   -0.8260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0520   -1.6461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2998   -1.9849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7451   -1.3742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9201   -1.3779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5107   -2.0941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5045   -0.6652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7085   -0.8822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7121   -1.7072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2668   -2.3179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9995   -2.1228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0031   -2.9478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2904   -3.3634    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
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  4  0  0  0
 10 13  1  0  0  0  0
  6 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  4  0  0  0
 23 26  1  0  0  0  0
 19 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 29 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  2  0  0  0  0
 27 36  1  0  0  0  0
 36 37  1  0  0  0  0
  5 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  2  0  0  0  0
  3 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0216243

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC2=C(C(O)=C1OC)C1=C(O)C3=C(OCO3)C=C1C(OC(=O)C(C)=CC)C(C)C(C)(O)C2OC(=O)C(C)=CC

> <INCHI_IDENTIFIER>
InChI=1S/C31H36O11/c1-9-14(3)29(34)41-25-16(5)31(6,36)28(42-30(35)15(4)10-2)18-12-19(37-7)26(38-8)23(32)22(18)21-17(25)11-20-27(24(21)33)40-13-39-20/h9-12,16,25,28,32-33,36H,13H2,1-8H3

> <INCHI_KEY>
BAMNGVHFHRSHFX-UHFFFAOYSA-N

> <FORMULA>
C31H36O11

> <MOLECULAR_WEIGHT>
584.618

> <EXACT_MASS>
584.225761979

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
78

> <JCHEM_AVERAGE_POLARIZABILITY>
60.01911145055631

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,9,19-trihydroxy-4,5-dimethoxy-9,10-dimethyl-11-[(2-methylbut-2-enoyl)oxy]-15,17-dioxatetracyclo[10.7.0.0²,⁷.0¹⁴,¹⁸]nonadeca-1(19),2(7),3,5,12,14(18)-hexaen-8-yl 2-methylbut-2-enoate

> <ALOGPS_LOGP>
4.97

> <JCHEM_LOGP>
5.349940627

> <ALOGPS_LOGS>
-4.41

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.809188431007005

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.953158228360985

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4164330760871993

> <JCHEM_POLAR_SURFACE_AREA>
150.21

> <JCHEM_REFRACTIVITY>
152.3946

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.26e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,9,19-trihydroxy-4,5-dimethoxy-9,10-dimethyl-11-[(2-methylbut-2-enoyl)oxy]-15,17-dioxatetracyclo[10.7.0.0²,⁷.0¹⁴,¹⁸]nonadeca-1(19),2(7),3,5,12,14(18)-hexaen-8-yl 2-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0      -2.139  -3.210   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -0.802  -3.974   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.529  -3.198   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.522  -1.658   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.852  -0.883   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.447   0.603   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.081   0.797   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.676   2.218   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.256   3.443   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -2.204   2.412   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.799   3.832   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.867   5.058   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.136   1.186   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.211   1.940   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.205   3.480   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.722   2.332   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       3.697   2.345   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.891   3.873   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.034   1.581   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       6.252   2.524   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       6.044   4.050   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       4.619   4.633   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       7.262   4.993   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.054   6.519   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.629   7.102   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.687   4.410   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.439   0.095   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.979   0.102   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.755  -1.228   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       9.263  -1.542   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       9.430  -3.073   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       8.026  -3.705   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       6.991  -2.565   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       5.451  -2.572   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       4.687  -3.909   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       4.675  -1.242   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       3.189  -1.647   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       3.196  -3.187   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       4.231  -4.327   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       1.866  -3.963   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       1.872  -5.503   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       0.542  -6.278   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   40                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   37                                                  
CONECT    6    5    7   14                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13   10                                                            
CONECT   14    6   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   27                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   26                                                  
CONECT   24   23   25                                                       
CONECT   25   24                                                            
CONECT   26   23                                                            
CONECT   27   19   28   36                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   33                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   29   34                                                  
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   27   37                                                  
CONECT   37   36    5   38                                                  
CONECT   38   37   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38    3   41                                                  
CONECT   41   40   42                                                       
CONECT   42   41                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   90    0
END

View in JSmol

Synonyms

Value	Source
3,9,19-Trihydroxy-4,5-dimethoxy-9,10-dimethyl-8-[(2-methylbut-2-enoyl)oxy]-15,17-dioxatetracyclo[10.7.0.0,.0,]nonadeca-1(19),2,4,6,12,14(18)-hexaen-11-yl 2-methylbut-2-enoic acid	Generator
3,9,19-Trihydroxy-4,5-dimethoxy-9,10-dimethyl-8-[(2-methylbut-2-enoyl)oxy]-15,17-dioxatetracyclo[10.7.0.0²,⁷.0¹⁴,¹⁸]nonadeca-1(19),2,4,6,12,14(18)-hexaen-11-yl 2-methylbut-2-enoic acid	Generator

Chemical Formula

C₃₁H₃₆O₁₁

Average Mass

584.6180 Da

Monoisotopic Mass

584.22576 Da

IUPAC Name

3,9,19-trihydroxy-4,5-dimethoxy-9,10-dimethyl-11-[(2-methylbut-2-enoyl)oxy]-15,17-dioxatetracyclo[10.7.0.0²,⁷.0¹⁴,¹⁸]nonadeca-1(19),2(7),3,5,12,14(18)-hexaen-8-yl 2-methylbut-2-enoate

Traditional Name

3,9,19-trihydroxy-4,5-dimethoxy-9,10-dimethyl-11-[(2-methylbut-2-enoyl)oxy]-15,17-dioxatetracyclo[10.7.0.0²,⁷.0¹⁴,¹⁸]nonadeca-1(19),2(7),3,5,12,14(18)-hexaen-8-yl 2-methylbut-2-enoate

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(C(O)=C1OC)C1=C(O)C3=C(OCO3)C=C1C(OC(=O)C(C)=CC)C(C)C(C)(O)C2OC(=O)C(C)=CC

InChI Identifier

InChI=1S/C31H36O11/c1-9-14(3)29(34)41-25-16(5)31(6,36)28(42-30(35)15(4)10-2)18-12-19(37-7)26(38-8)23(32)22(18)21-17(25)11-20-27(24(21)33)40-13-39-20/h9-12,16,25,28,32-33,36H,13H2,1-8H3

InChI Key

BAMNGVHFHRSHFX-UHFFFAOYSA-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
Schisandra propinqua	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Tannins

Sub Class

Hydrolyzable tannins

Direct Parent

Hydrolyzable tannins

Alternative Parents

Substituents

Hydrolyzable tannin
Dibenzocyclooctane lignan
Benzodioxole
Anisole
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Fatty acid ester
Dicarboxylic acid or derivatives
Fatty acyl
Benzenoid
Tertiary alcohol
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Polyol
Organoheterocyclic compound
Ether
Acetal
Oxacycle
Carboxylic acid derivative
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Alcohol
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	4.97	ALOGPS
logP	5.35	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	8.95	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	150.21 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	152.39 m³·mol⁻¹	ChemAxon
Polarizability	60.02 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

73049115

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3,9,19-trihydroxy-4,5-dimethoxy-9,10-dimethyl-11-[(2-methylbut-2-enoyl)oxy]-15,17-dioxatetracyclo[10.7.0.0²,⁷.0¹⁴,¹⁸]nonadeca-1(19),2(7),3,5,12,14(18)-hexaen-8-yl 2-methylbut-2-enoate (NP0216243)

MOL for NP0216243 (3,9,19-trihydroxy-4,5-dimethoxy-9,10-dimethyl-11-[(2-methylbut-2-enoyl)oxy]-15,17-dioxatetracyclo[10.7.0.0²,⁷.0¹⁴,¹⁸]nonadeca-1(19),2(7),3,5,12,14(18)-hexaen-8-yl 2-methylbut-2-enoate)

3D MOL for NP0216243 (3,9,19-trihydroxy-4,5-dimethoxy-9,10-dimethyl-11-[(2-methylbut-2-enoyl)oxy]-15,17-dioxatetracyclo[10.7.0.0²,⁷.0¹⁴,¹⁸]nonadeca-1(19),2(7),3,5,12,14(18)-hexaen-8-yl 2-methylbut-2-enoate)

3D SDF for NP0216243 (3,9,19-trihydroxy-4,5-dimethoxy-9,10-dimethyl-11-[(2-methylbut-2-enoyl)oxy]-15,17-dioxatetracyclo[10.7.0.0²,⁷.0¹⁴,¹⁸]nonadeca-1(19),2(7),3,5,12,14(18)-hexaen-8-yl 2-methylbut-2-enoate)

3D-SDF for NP0216243 (3,9,19-trihydroxy-4,5-dimethoxy-9,10-dimethyl-11-[(2-methylbut-2-enoyl)oxy]-15,17-dioxatetracyclo[10.7.0.0²,⁷.0¹⁴,¹⁸]nonadeca-1(19),2(7),3,5,12,14(18)-hexaen-8-yl 2-methylbut-2-enoate)

PDB for NP0216243 (3,9,19-trihydroxy-4,5-dimethoxy-9,10-dimethyl-11-[(2-methylbut-2-enoyl)oxy]-15,17-dioxatetracyclo[10.7.0.0²,⁷.0¹⁴,¹⁸]nonadeca-1(19),2(7),3,5,12,14(18)-hexaen-8-yl 2-methylbut-2-enoate)

3D PDB for NP0216243 (3,9,19-trihydroxy-4,5-dimethoxy-9,10-dimethyl-11-[(2-methylbut-2-enoyl)oxy]-15,17-dioxatetracyclo[10.7.0.0²,⁷.0¹⁴,¹⁸]nonadeca-1(19),2(7),3,5,12,14(18)-hexaen-8-yl 2-methylbut-2-enoate)

SMILES for NP0216243 (3,9,19-trihydroxy-4,5-dimethoxy-9,10-dimethyl-11-[(2-methylbut-2-enoyl)oxy]-15,17-dioxatetracyclo[10.7.0.0²,⁷.0¹⁴,¹⁸]nonadeca-1(19),2(7),3,5,12,14(18)-hexaen-8-yl 2-methylbut-2-enoate)

INCHI for NP0216243 (3,9,19-trihydroxy-4,5-dimethoxy-9,10-dimethyl-11-[(2-methylbut-2-enoyl)oxy]-15,17-dioxatetracyclo[10.7.0.0²,⁷.0¹⁴,¹⁸]nonadeca-1(19),2(7),3,5,12,14(18)-hexaen-8-yl 2-methylbut-2-enoate)

Structure for NP0216243 (3,9,19-trihydroxy-4,5-dimethoxy-9,10-dimethyl-11-[(2-methylbut-2-enoyl)oxy]-15,17-dioxatetracyclo[10.7.0.0²,⁷.0¹⁴,¹⁸]nonadeca-1(19),2(7),3,5,12,14(18)-hexaen-8-yl 2-methylbut-2-enoate)

3D Structure for NP0216243 (3,9,19-trihydroxy-4,5-dimethoxy-9,10-dimethyl-11-[(2-methylbut-2-enoyl)oxy]-15,17-dioxatetracyclo[10.7.0.0²,⁷.0¹⁴,¹⁸]nonadeca-1(19),2(7),3,5,12,14(18)-hexaen-8-yl 2-methylbut-2-enoate)