NP-MRD: Showing NP-Card for Heteroclitin E (NP0066584)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 10:49:36 UTC

Updated at

2022-04-28 10:49:36 UTC

NP-MRD ID

NP0066584

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Heteroclitin E

Description

(1S,12S,13R,14S,15R)-15-hydroxy-18,19-dimethoxy-13,14-dimethyl-20-oxo-3,6,8-trioxapentacyclo[9.9.1.0¹,¹⁶.0⁴,²¹.0⁵,⁹]Henicosa-4(21),5(9),10,16,18-pentaen-12-yl (2E)-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. Heteroclitin E is found in Kadsura heteroclita and Kadsura heteroclita (ROXB.) CRAIB. . Based on a literature review very few articles have been published on (1S,12S,13R,14S,15R)-15-hydroxy-18,19-dimethoxy-13,14-dimethyl-20-oxo-3,6,8-trioxapentacyclo[9.9.1.0¹,¹⁶.0⁴,²¹.0⁵,⁹]Henicosa-4(21),5(9),10,16,18-pentaen-12-yl (2E)-2-methylbut-2-enoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282212492D          

 36 40  0  0  1  0            999 V2000
    3.5105   -1.3462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9051   -2.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6718   -2.8621    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9473   -3.2567    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1559   -3.0233    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7614   -2.2988    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9947   -1.5075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2572   -1.0617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3494   -0.2274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1864   -0.1258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1051   -0.4858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8875   -0.2241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7192   -1.1129    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6966   -0.2882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4739   -0.0119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9407   -0.6423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7654   -0.6628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1600   -1.3873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7298   -2.0913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9710   -1.2360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0777   -0.4179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3326   -0.0637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2904    0.6926    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6335    1.1918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7630    0.3528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0328    0.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9410   -2.3861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6376   -3.6651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0345   -4.0770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3136   -3.3805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1856   -4.1955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4157   -4.4921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8274   -4.7138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6993   -5.5288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3411   -6.0472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5972   -4.4172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  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  2  0  0  0  0
  8  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
 11 13  1  0  0  0  0
 13  1  1  1  0  0  0
  7 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
  1 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
  2 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 17 22  1  0  0  0  0
 10 23  1  0  0  0  0
 23 24  1  0  0  0  0
  9 25  1  0  0  0  0
 25 26  1  0  0  0  0
  6 27  1  1  0  0  0
  5 28  1  6  0  0  0
  4 29  1  6  0  0  0
  3 30  1  1  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 33 36  1  0  0  0  0
M  END

     RDKit          3D

 66 70  0  0  0  0  0  0  0  0999 V2000
    6.2888    1.8607    0.3852 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9211    1.3632    0.1705 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9451    2.1750   -0.1944 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2562    3.6051   -0.3843 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6043    1.6454   -0.3973 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7018    2.4204   -0.7390 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2717    0.3357   -0.2339 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0140   -0.2357   -0.4107 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4080   -0.6724    0.9012 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4684   -0.9184    1.7405 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2262   -1.3684    3.0041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0702   -1.5946    3.4891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1110   -1.3423    2.6326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8685   -0.8873    1.3643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2148   -0.7098    0.6962 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0571   -1.7087    1.4862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5042   -1.4807    2.8233 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7442    0.6131    1.0102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7322    1.0195    2.1994 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2821    1.4657   -0.0194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9032    2.6567    0.3567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2978    2.7023    0.6405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1667    1.1075   -1.2853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6704    1.9465   -2.2690 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0152    3.1021   -2.7283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5284   -0.1551   -1.6239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0611   -0.9923   -0.7266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4957   -2.1018   -1.5708 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2197   -3.2426   -1.2559 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0533   -2.3474   -1.1862 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3774   -3.6238   -1.9303 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9011   -1.2448   -1.4926 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5841   -0.5171   -2.7916 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0468   -2.0464    4.8018 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3801   -2.5025    4.9289 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1366   -1.6831    4.0251 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0440    1.3810   -0.2815 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5740    1.5636    1.4352 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3613    2.9562    0.3604 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7573    0.2921    0.3282 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4038    4.1145   -0.9168 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4646    4.1473    0.5432 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1353    3.7628   -1.0566 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3495    0.6150   -0.7131 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4693   -0.7373    1.3440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9518   -2.7341    1.1822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1072   -1.3985    1.5577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8449    2.3863   -0.2657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5240    1.9952    1.4592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6116    3.6997    0.9779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6863    3.5464   -3.5177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0416    2.8289   -3.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8505    3.8611   -1.9371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4578   -0.3735   -2.6999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6239   -1.8900   -2.6259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7085   -3.7574   -0.5861 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0254   -2.6123   -0.1259 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0449   -4.2440   -1.2979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5181   -4.2291   -2.1716 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9591   -3.3707   -2.8381 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8661   -1.7800   -1.6967 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1131    0.4792   -2.5834 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0412   -1.1248   -3.5130 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5598   -0.2559   -3.2526 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7139   -2.1992    5.9514 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5075   -3.5664    4.7309 H   0  0  0  0  0  0  0  0  0  0  0  0
 25 24  1  0
 24 23  1  0
 23 20  2  0
 20 21  1  0
 21 22  1  0
 20 18  1  0
 18 19  2  0
 15 18  1  0
 15 16  1  1
 16 17  1  0
 17 13  1  0
 13 12  2  0
 12 34  1  0
 34 35  1  0
 35 36  1  0
 36 11  1  0
 11 10  2  0
 10  9  1  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 32  1  0
 32 33  1  0
 32 30  1  0
 30 31  1  0
 30 28  1  0
 28 29  1  0
 28 27  1  0
 27 26  2  0
  9 14  2  0
 26 23  1  0
 27 15  1  0
 14 15  1  0
 14 13  1  0
 11 12  1  0
 25 51  1  0
 25 52  1  0
 25 53  1  0
 22 48  1  0
 22 49  1  0
 22 50  1  0
 16 46  1  0
 16 47  1  0
 35 65  1  0
 35 66  1  0
 10 45  1  0
  8 44  1  6
  4 41  1  0
  4 42  1  0
  4 43  1  0
  2 40  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
 32 61  1  6
 33 62  1  0
 33 63  1  0
 33 64  1  0
 30 57  1  1
 31 58  1  0
 31 59  1  0
 31 60  1  0
 28 55  1  6
 29 56  1  0
 26 54  1  0
M  END


  Mrv1652304282212492D          

 36 40  0  0  1  0            999 V2000
    3.5105   -1.3462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9051   -2.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6718   -2.8621    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9473   -3.2567    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1559   -3.0233    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7614   -2.2988    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9947   -1.5075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2572   -1.0617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3494   -0.2274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1864   -0.1258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1051   -0.4858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8875   -0.2241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7192   -1.1129    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6966   -0.2882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4739   -0.0119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9407   -0.6423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7654   -0.6628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1600   -1.3873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7298   -2.0913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9710   -1.2360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0777   -0.4179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3326   -0.0637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2904    0.6926    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6335    1.1918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7630    0.3528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0328    0.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9410   -2.3861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6376   -3.6651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0345   -4.0770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3136   -3.3805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1856   -4.1955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4157   -4.4921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8274   -4.7138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6993   -5.5288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3411   -6.0472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5972   -4.4172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  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  2  0  0  0  0
  8  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
 11 13  1  0  0  0  0
 13  1  1  1  0  0  0
  7 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
  1 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
  2 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 17 22  1  0  0  0  0
 10 23  1  0  0  0  0
 23 24  1  0  0  0  0
  9 25  1  0  0  0  0
 25 26  1  0  0  0  0
  6 27  1  1  0  0  0
  5 28  1  6  0  0  0
  4 29  1  6  0  0  0
  3 30  1  1  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 33 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0066584

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(OC)C(=O)[C@@]23COC4=C5OCOC5=CC([C@@H](OC(=O)C(\C)=C\C)[C@H](C)[C@H](C)[C@@H](O)C2=C1)=C34

> <INCHI_IDENTIFIER>
InChI=1S/C27H30O9/c1-7-12(2)26(30)36-21-14(4)13(3)20(28)16-9-17(31-5)23(32-6)25(29)27(16)10-33-24-19(27)15(21)8-18-22(24)35-11-34-18/h7-9,13-14,20-21,28H,10-11H2,1-6H3/b12-7+/t13-,14+,20+,21-,27-/m0/s1

> <INCHI_KEY>
XUIUDMCZUMRZDC-GNSHUBFVSA-N

> <FORMULA>
C27H30O9

> <MOLECULAR_WEIGHT>
498.528

> <EXACT_MASS>
498.188982546

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
51.863393479295304

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,12S,13R,14S,15R)-15-hydroxy-18,19-dimethoxy-13,14-dimethyl-20-oxo-3,6,8-trioxapentacyclo[9.9.1.0^{1,16}.0^{4,21}.0^{5,9}]henicosa-4,9,11(21),16,18-pentaen-12-yl (2E)-2-methylbut-2-enoate

> <ALOGPS_LOGP>
2.22

> <JCHEM_LOGP>
2.7598738046666664

> <ALOGPS_LOGS>
-3.99

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.271661497613575

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1173752609438212

> <JCHEM_POLAR_SURFACE_AREA>
109.75000000000003

> <JCHEM_REFRACTIVITY>
131.26040000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.05e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,12S,13R,14S,15R)-15-hydroxy-18,19-dimethoxy-13,14-dimethyl-20-oxo-3,6,8-trioxapentacyclo[9.9.1.0^{1,16}.0^{4,21}.0^{5,9}]henicosa-4,9,11(21),16,18-pentaen-12-yl (2E)-2-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       6.553  -2.513   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.290  -3.865   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.854  -5.343   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.502  -6.079   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.024  -5.644   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.288  -4.291   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.723  -2.814   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.347  -1.982   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.519  -0.425   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.081  -0.235   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.796  -0.907   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       7.257  -0.418   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       5.076  -2.077   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.034  -0.538   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       6.485  -0.022   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       7.356  -1.199   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.895  -1.237   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.632  -2.590   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.829  -3.904   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      11.146  -2.307   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      11.345  -0.780   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       9.954  -0.119   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       4.275   1.293   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       3.049   2.225   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       1.424   0.659   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -0.061   0.252   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       1.757  -4.454   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       3.057  -6.842   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.664  -7.610   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       8.052  -6.310   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       7.813  -7.832   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       6.376  -8.385   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       9.011  -8.799   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       8.772 -10.321   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       9.970 -11.288   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      10.448  -8.245   0.000  0.00  0.00           C+0
CONECT    1    2   13   16                                                  
CONECT    2    1    3   19                                                  
CONECT    3    2    4   30                                                  
CONECT    4    3    5   29                                                  
CONECT    5    4    6   28                                                  
CONECT    6    5    7   27                                                  
CONECT    7    6    8   13                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   25                                                  
CONECT   10    9   11   23                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11    1    7   14                                             
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15    1   17                                                  
CONECT   17   16   18   22                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18    2                                                       
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   17                                                       
CONECT   23   10   24                                                       
CONECT   24   23                                                            
CONECT   25    9   26                                                       
CONECT   26   25                                                            
CONECT   27    6                                                            
CONECT   28    5                                                            
CONECT   29    4                                                            
CONECT   30    3   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34   36                                                  
CONECT   34   33   35                                                       
CONECT   35   34                                                            
CONECT   36   33                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   80    0
END

View in JSmol

Synonyms

Value	Source
(1S,12S,13R,14S,15R)-15-Hydroxy-18,19-dimethoxy-13,14-dimethyl-20-oxo-3,6,8-trioxapentacyclo[9.9.1.0,.0,.0,]henicosa-4(21),5(9),10,16,18-pentaen-12-yl (2E)-2-methylbut-2-enoic acid	Generator

Chemical Formula

C₂₇H₃₀O₉

Average Mass

498.5280 Da

Monoisotopic Mass

498.18898 Da

IUPAC Name

(1S,12S,13R,14S,15R)-15-hydroxy-18,19-dimethoxy-13,14-dimethyl-20-oxo-3,6,8-trioxapentacyclo[9.9.1.0^{1,16}.0^{4,21}.0^{5,9}]henicosa-4,9,11(21),16,18-pentaen-12-yl (2E)-2-methylbut-2-enoate

Traditional Name

(1S,12S,13R,14S,15R)-15-hydroxy-18,19-dimethoxy-13,14-dimethyl-20-oxo-3,6,8-trioxapentacyclo[9.9.1.0^{1,16}.0^{4,21}.0^{5,9}]henicosa-4,9,11(21),16,18-pentaen-12-yl (2E)-2-methylbut-2-enoate

CAS Registry Number

Not Available

SMILES

COC1=C(OC)C(=O)[C@@]23COC4=C5OCOC5=CC([C@@H](OC(=O)C(\C)=C\C)[C@H](C)[C@H](C)[C@@H](O)C2=C1)=C34

InChI Identifier

InChI=1S/C27H30O9/c1-7-12(2)26(30)36-21-14(4)13(3)20(28)16-9-17(31-5)23(32-6)25(29)27(16)10-33-24-19(27)15(21)8-18-22(24)35-11-34-18/h7-9,13-14,20-21,28H,10-11H2,1-6H3/b12-7+/t13-,14+,20+,21-,27-/m0/s1

InChI Key

XUIUDMCZUMRZDC-GNSHUBFVSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Kadsura heteroclita	LOTUS Database	35616633
Kadsura heteroclita (ROXB.) CRAIB.	Plant	KNApSAcK

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
Coumaran
Benzodioxole
Fatty acid ester
Alkyl aryl ether
Fatty acyl
Benzenoid
Vinylogous ester
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Secondary alcohol
Ketone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
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	2.22	ALOGPS
logP	2.76	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	14.27	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	109.75 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	131.26 m³·mol⁻¹	ChemAxon
Polarizability	51.86 Å³	ChemAxon
Number of Rings	5	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

162926707

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Heteroclitin E (NP0066584)

MOL for NP0066584 (Heteroclitin E)

3D MOL for NP0066584 (Heteroclitin E)

3D SDF for NP0066584 (Heteroclitin E)

3D-SDF for NP0066584 (Heteroclitin E)

PDB for NP0066584 (Heteroclitin E)

3D PDB for NP0066584 (Heteroclitin E)

SMILES for NP0066584 (Heteroclitin E)

INCHI for NP0066584 (Heteroclitin E)

Structure for NP0066584 (Heteroclitin E)

3D Structure for NP0066584 (Heteroclitin E)