NP-MRD: Showing NP-Card for Cinnacaside (NP0085233)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-29 05:48:42 UTC

Updated at

2022-04-29 05:48:42 UTC

NP-MRD ID

NP0085233

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Cinnacaside

Description

Cinnacaside is found in Cinnamomum cassia .

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292207482D          

 38 42  0  0  1  0            999 V2000
    9.4900    2.0232    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7017    2.2665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0968    1.7055    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.2803    0.9011    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.0686    0.6578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6754    0.3401    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8589   -0.4643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8871    0.5834    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2823    0.0223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3085    1.9487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7037    1.3877    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9154    1.6310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7319    2.4353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9170    2.6868    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0618    3.5251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1252    2.2499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0459    1.4287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3688    2.5791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6181    3.4098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8219    1.9614    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2404    1.2504    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6545    0.3143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4893    0.9214    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2092    0.0987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3700   -0.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7900    0.5483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0369   -0.8770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2367    0.5527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0286    2.4585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0191    1.4013    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8982    1.8592    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4579    2.7518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7648    1.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5594    2.5055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7135    0.5394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0996    1.3555    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3022    2.4546    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2050    3.3453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  1  0  0  0
  4  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  1  1  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 17 21  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 23 28  1  6  0  0  0
 20 29  1  6  0  0  0
 20 30  1  0  0  0  0
 30 31  1  0  0  0  0
 23 31  1  0  0  0  0
 31 32  1  6  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 30 35  1  6  0  0  0
 30 36  1  0  0  0  0
 36 26  1  6  0  0  0
 36 37  1  0  0  0  0
 34 37  1  0  0  0  0
 37 38  1  6  0  0  0
M  END

     RDKit          3D

 78 82  0  0  0  0  0  0  0  0999 V2000
   -1.7474    1.2235    2.6541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1354    0.0610    1.8824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7732   -0.6072    0.9416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1687   -0.3328    0.4952 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9830   -1.6058    0.7373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3050    0.0233   -0.9303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6185    1.1646   -1.3110 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7652    1.4665   -2.6360 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4900    1.5001   -3.2257 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5833    1.7967   -4.5884 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1887    1.5848   -5.1736 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6521    2.4756   -4.4806 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9386    3.2590   -4.7135 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0648    3.5984   -6.0657 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2748    3.4652   -4.0659 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4394    4.8557   -3.9031 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3988    2.8458   -2.7147 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7364    2.6901   -2.3704 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8777   -1.6904    0.3867 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2690   -1.7901    1.2762 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1227   -2.7981    2.2398 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6353   -1.8756    0.6106 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1323   -3.3047    0.8870 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9032   -1.4632   -0.7296 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5946   -0.1368   -0.9636 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9856    0.0880   -2.1364 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8678    0.8968   -0.0435 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1123    1.2479    1.1643 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1792    1.6679    2.1351 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6767    2.0407    3.4827 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2005    0.5738    2.1241 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7233   -0.7154    1.5037 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3241   -0.9868    1.5682 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0994   -1.6410    2.8241 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3069    0.1610    1.3967 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6284    0.1251    0.1105 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2424   -0.4685    2.0849 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3225   -0.6895    3.4508 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9700    1.7720    3.1919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3457    1.8263    1.9642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4609    0.8408    3.4172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6027    0.4295    1.1610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6166   -2.4513    0.1327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0411   -1.4346    0.4427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0024   -1.8474    1.8319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3779    0.2070   -1.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9891   -0.7888   -1.6111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4156    0.7247   -3.1522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3372    1.1810   -5.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1408    0.5446   -4.9736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1569    1.7825   -6.2573 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4802    2.0036   -4.2100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1262    3.8482   -4.2255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4386    4.3409   -6.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0554    3.1017   -4.7519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1770    5.1274   -2.9943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8427    3.4824   -1.9878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9048    2.7979   -1.4025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5030   -2.6281    0.5213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7390   -1.6032   -0.6816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8239   -2.8378    2.4996 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1992   -3.4101    0.6945 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9902   -3.4452    1.9951 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4956   -4.0459    0.4002 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6594   -2.1903   -1.1782 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0986   -1.4867   -1.5024 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5804    2.1886    0.8525 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6532    2.5940    1.6915 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4452    1.7000    4.2371 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6495    3.1616    3.6283 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6797    1.6838    3.7386 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5236    0.4441    3.1999 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1509    0.9128    1.6144 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2996   -0.8743    0.5444 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2787   -1.5052    2.1187 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7651   -1.3614    3.4783 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2701    0.9720   -0.1236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3308   -0.2263    3.9860 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
  4  3  1  0
  3  2  2  0
  2  1  1  0
  2 37  1  0
 37 38  1  1
 37 20  1  0
 20 21  1  1
 20 19  1  0
 20 22  1  0
 22 23  1  6
 22 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  1
 33 35  1  0
 35 36  1  6
 17  8  1  0
 19  3  1  0
 33 22  1  0
 35 37  1  0
 35 28  1  0
  5 43  1  0
  5 44  1  0
  5 45  1  0
  4 42  1  1
  6 46  1  0
  6 47  1  0
  8 48  1  6
 10 49  1  6
 11 50  1  0
 11 51  1  0
 12 52  1  0
 13 53  1  1
 14 54  1  0
 15 55  1  6
 16 56  1  0
 17 57  1  1
 18 58  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
 38 78  1  0
 21 61  1  0
 19 59  1  0
 19 60  1  0
 23 62  1  0
 23 63  1  0
 23 64  1  0
 24 65  1  0
 24 66  1  0
 28 67  1  6
 29 68  1  6
 30 69  1  0
 30 70  1  0
 30 71  1  0
 31 72  1  0
 31 73  1  0
 32 74  1  0
 32 75  1  0
 34 76  1  0
 36 77  1  0
M  END


  Mrv1652304292207482D          

 38 42  0  0  1  0            999 V2000
    9.4900    2.0232    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7017    2.2665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0968    1.7055    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.2803    0.9011    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.0686    0.6578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6754    0.3401    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8589   -0.4643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8871    0.5834    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2823    0.0223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3085    1.9487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7037    1.3877    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9154    1.6310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7319    2.4353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9170    2.6868    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0618    3.5251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1252    2.2499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0459    1.4287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3688    2.5791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6181    3.4098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8219    1.9614    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2404    1.2504    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6545    0.3143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4893    0.9214    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2092    0.0987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3700   -0.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7900    0.5483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0369   -0.8770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2367    0.5527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0286    2.4585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0191    1.4013    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8982    1.8592    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4579    2.7518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7648    1.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5594    2.5055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7135    0.5394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0996    1.3555    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3022    2.4546    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2050    3.3453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  1  0  0  0
  4  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  1  1  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 17 21  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 23 28  1  6  0  0  0
 20 29  1  6  0  0  0
 20 30  1  0  0  0  0
 30 31  1  0  0  0  0
 23 31  1  0  0  0  0
 31 32  1  6  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 30 35  1  6  0  0  0
 30 36  1  0  0  0  0
 36 26  1  6  0  0  0
 36 37  1  0  0  0  0
 34 37  1  0  0  0  0
 37 38  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0085233

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H](CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C1=C(C)[C@@]2(O)[C@@](O)(C1)[C@@]1(C)CC(=O)O[C@@H]3[C@@H](C)CC[C@@]1(O)[C@@]23O

> <INCHI_IDENTIFIER>
InChI=1S/C26H40O12/c1-11-5-6-23(32)22(4)8-16(28)38-20(11)26(23,35)25(34)13(3)14(7-24(22,25)33)12(2)10-36-21-19(31)18(30)17(29)15(9-27)37-21/h11-12,15,17-21,27,29-35H,5-10H2,1-4H3/t11-,12+,15+,17+,18-,19+,20+,21+,22-,23+,24+,25+,26+/m0/s1

> <INCHI_KEY>
CPAGSUNLIDWNFJ-WQCKGIQUSA-N

> <FORMULA>
C26H40O12

> <MOLECULAR_WEIGHT>
544.594

> <EXACT_MASS>
544.251976728

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
78

> <JCHEM_AVERAGE_POLARIZABILITY>
162.85209605369585

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,5R,6S,9S,10R,11R,15R)-9,10,11,15-tetrahydroxy-1,6,12-trimethyl-13-[(2S)-1-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl]-4-oxatetracyclo[7.6.0.0^{5,10}.0^{11,15}]pentadec-12-en-3-one

> <ALOGPS_LOGP>
-1.15

> <JCHEM_LOGP>
-2.687726284

> <ALOGPS_LOGS>
-1.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.146875534610839

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.385122325116711

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810834131337893

> <JCHEM_POLAR_SURFACE_AREA>
206.59999999999997

> <JCHEM_REFRACTIVITY>
127.46659999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.68e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,5R,6S,9S,10R,11R,15R)-9,10,11,15-tetrahydroxy-1,6,12-trimethyl-13-[(2S)-1-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl]-4-oxatetracyclo[7.6.0.0^{5,10}.0^{11,15}]pentadec-12-en-3-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  O   UNK     0      17.715   3.777   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      16.243   4.231   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      15.114   3.184   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      15.457   1.682   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      16.928   1.228   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      14.327   0.635   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      14.670  -0.867   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      12.856   1.089   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      11.727   0.042   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      13.643   3.638   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      12.514   2.590   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      11.042   3.045   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      10.700   4.546   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.178   5.015   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.449   6.580   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.700   4.200   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.552   2.667   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.288   4.814   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.754   6.365   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.268   3.661   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.049   2.334   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       6.822   0.587   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       4.647   1.720   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.124   0.184   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.557  -0.099   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       1.475   1.024   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       1.936  -1.637   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       6.042   1.032   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       3.787   4.589   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       3.769   2.616   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.543   3.471   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       4.588   5.137   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       1.428   3.337   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       1.044   4.677   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       3.199   1.007   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       2.053   2.530   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       2.431   4.582   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       2.249   6.245   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   11                                                  
CONECT    9    8                                                            
CONECT   10    3   11                                                       
CONECT   11   10    8   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18                                                  
CONECT   17   16   21                                                       
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   29   30                                             
CONECT   21   20   17   22   23                                             
CONECT   22   21                                                            
CONECT   23   21   24   28   31                                             
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25   36                                                       
CONECT   27   25                                                            
CONECT   28   23                                                            
CONECT   29   20                                                            
CONECT   30   20   31   35   36                                             
CONECT   31   30   23   32   33                                             
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33   37                                                       
CONECT   35   30                                                            
CONECT   36   30   26   37                                                  
CONECT   37   36   34   38                                                  
CONECT   38   37                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   84    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₄₀O₁₂

Average Mass

544.5940 Da

Monoisotopic Mass

544.25198 Da

IUPAC Name

(1R,5R,6S,9S,10R,11R,15R)-9,10,11,15-tetrahydroxy-1,6,12-trimethyl-13-[(2S)-1-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl]-4-oxatetracyclo[7.6.0.0^{5,10}.0^{11,15}]pentadec-12-en-3-one

Traditional Name

CAS Registry Number

Not Available

SMILES

C[C@H](CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C1=C(C)[C@@]2(O)[C@@](O)(C1)[C@@]1(C)CC(=O)O[C@@H]3[C@@H](C)CC[C@@]1(O)[C@@]23O

InChI Identifier

InChI=1S/C26H40O12/c1-11-5-6-23(32)22(4)8-16(28)38-20(11)26(23,35)25(34)13(3)14(7-24(22,25)33)12(2)10-36-21-19(31)18(30)17(29)15(9-27)37-21/h11-12,15,17-21,27,29-35H,5-10H2,1-4H3/t11-,12+,15+,17+,18-,19+,20+,21+,22-,23+,24+,25+,26+/m0/s1

InChI Key

CPAGSUNLIDWNFJ-WQCKGIQUSA-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
Cinnamomum aromaticum	Plant	KNApSAcK

Chemical Taxonomy

Classification

Not classified

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	-1.2	ALOGPS
logP	-2.7	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	11.39	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	206.6 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	127.47 m³·mol⁻¹	ChemAxon
Polarizability	162.85 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

Not Available

References

General References

Not Available

Showing NP-Card for Cinnacaside (NP0085233)

MOL for NP0085233 (Cinnacaside)

3D MOL for NP0085233 (Cinnacaside)

3D SDF for NP0085233 (Cinnacaside)

3D-SDF for NP0085233 (Cinnacaside)

PDB for NP0085233 (Cinnacaside)

3D PDB for NP0085233 (Cinnacaside)

SMILES for NP0085233 (Cinnacaside)

INCHI for NP0085233 (Cinnacaside)

Structure for NP0085233 (Cinnacaside)

3D Structure for NP0085233 (Cinnacaside)