NP-MRD: Showing NP-Card for (+)-Ajugaside A (NP0076133)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 21:18:01 UTC

Updated at

2022-04-28 21:18:02 UTC

NP-MRD ID

NP0076133

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-Ajugaside A

Description

CHEMBL442624 belongs to the class of organic compounds known as diterpene glycosides. These are diterpenoids in which an isoprene unit is glycosylated. (+)-Ajugaside A is found in Ajuga decumbens , Ajuga reptans, Clerodendrum bungei and Clerodendrum bungei Steud . Based on a literature review very few articles have been published on CHEMBL442624.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282223182D          

 46 50  0  0  1  0            999 V2000
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6308    1.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9311    2.3887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9599    3.2131    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2603    3.6503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2891    4.4748    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0175    4.8621    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7171    4.4250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6883    3.6005    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3880    3.1633    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4456    4.8123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0463    5.6866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5894    4.9120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6182    5.7365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3016    1.5642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3480    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -1.7309    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1105   -2.4454    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3020   -3.1599    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1270   -3.1599    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5395   -2.4454    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1270   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -3.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -3.8743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -3.8743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -2.4454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -0.3020    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  4  7  1  1  0  0  0
  7  8  1  0  0  0  0
  9  8  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  1  0  0  0
 13 16  1  6  0  0  0
 12 17  1  1  0  0  0
 11 18  1  6  0  0  0
 18 19  1  0  0  0  0
  4 20  1  6  0  0  0
  3 21  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
  2 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 23 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  1  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 26 33  1  0  0  0  0
 34 33  1  6  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 34 39  1  0  0  0  0
 38 40  1  6  0  0  0
 40 41  1  0  0  0  0
 37 42  1  1  0  0  0
 36 43  1  6  0  0  0
 35 44  1  1  0  0  0
 25 45  1  0  0  0  0
  2 46  1  1  0  0  0
M  END

     RDKit          3D

 96100  0  0  0  0  0  0  0  0999 V2000
   -4.1470    2.7007   -3.6350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2888    1.2300   -3.2413 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.6673    0.8018   -3.0436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4344    1.0267   -4.2520 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2177    0.8302   -2.3218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0255    1.5977   -2.4587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8840    1.2545   -1.7693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9220    0.1698   -0.9611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0832   -0.6066   -0.8023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0688   -1.6746    0.0070 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2437   -0.2375   -1.5108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3855   -1.0208   -1.3051 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2524   -0.6708   -0.2001 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8016   -1.3294    0.9832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5389   -0.7900    2.0297 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9292   -1.2069    3.3679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6748   -0.6623    4.3844 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9704   -1.3280    1.9686 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.8741   -0.2594    2.0083 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1395   -2.0008    0.6163 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.3318   -3.0966    0.4429 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6915   -0.9231   -0.4010 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.4828    0.2222   -0.1048 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3044   -0.2503   -0.1820 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0097    0.2464    1.2243 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4779   -1.7325   -0.1552 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8321   -2.3118   -0.2823 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8830   -1.4902   -0.9220 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8382   -0.0348   -0.3686 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8381    0.7744   -1.1271 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0822   -0.1637    1.0630 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2327   -0.7144    1.5159 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4432   -0.1674    1.3939 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3446   -1.0369    0.6970 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3626   -0.2250    0.2641 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.2214   -0.8049   -0.8126 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8353   -1.9906   -0.3948 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2293    0.2615    1.4065 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.9809    1.3332    0.9343 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3950    0.7608    2.5604 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.1932    0.5837    3.7142 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1413   -0.0056    2.7690 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2741    0.6652    3.6115 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4717    0.4139   -0.7983 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3387    1.9154   -0.8872 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3230    2.1620   -1.9621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1334    2.9860   -4.0691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4259    2.8466   -4.4636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8408    3.3206   -2.7965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9657    0.7042   -4.2340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6980   -0.3317   -2.9828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2553    1.2603   -2.2526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8921    0.6341   -4.9984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0135    2.4432   -3.0960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6000   -2.3927    0.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0761    0.3953    0.0492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5350    0.3215    2.0413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0087   -2.3141    3.4117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8948   -0.8598    3.4212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2235    0.1048    4.1558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1232   -2.0099    2.8022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7691   -0.6149    1.8230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1964   -2.2314    0.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2896   -3.7061    1.1968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0261   -1.2927   -1.3645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8480    0.9691    0.0540 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6464    1.0432    1.5742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0408    0.7103    1.2919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0902   -0.6209    1.9105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1170   -2.1607   -0.9906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0366   -2.1212    0.7800 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7846   -3.3203   -0.7424 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1910   -2.5219    0.7722 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6558   -1.3621   -1.9999 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8962   -1.8822   -0.8431 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8103    0.2159   -1.1973 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0408    1.7075   -0.5761 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5036    0.9839   -2.1766 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2563   -0.6789    1.6263 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0450    0.8821    1.5278 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4894    0.8286    0.9457 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8894    0.7062   -0.1579 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6828   -0.9510   -1.7695 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0685   -0.1118   -1.0643 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2193   -2.7666   -0.4408 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9396   -0.5435    1.6974 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4540    2.1538    1.0985 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1643    1.8347    2.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6330    0.4790    4.5183 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3625   -1.0295    3.1200 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8203   -0.0420    4.1666 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4432    0.1230   -1.9016 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1411    2.4092    0.0524 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2978    2.3106   -1.2709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0001    3.2196   -1.8937 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6862    1.9776   -2.9710 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  2  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
  8 24  1  0
 24 25  1  1
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  6
 29 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 35 38  1  0
 38 39  1  0
 38 40  1  0
 40 41  1  0
 40 42  1  0
 42 43  1  0
 29 44  1  0
 44 45  1  0
 45 46  1  0
 11  5  1  0
 22 13  1  0
 44 24  1  0
 46  7  1  0
 42 33  1  0
  1 47  1  0
  1 48  1  0
  1 49  1  0
  2 50  1  6
  3 51  1  0
  3 52  1  0
  4 53  1  0
  6 54  1  0
 10 55  1  0
 13 56  1  1
 15 57  1  6
 16 58  1  0
 16 59  1  0
 17 60  1  0
 18 61  1  1
 19 62  1  0
 20 63  1  6
 21 64  1  0
 22 65  1  6
 23 66  1  0
 25 67  1  0
 25 68  1  0
 25 69  1  0
 26 70  1  0
 26 71  1  0
 27 72  1  0
 27 73  1  0
 28 74  1  0
 28 75  1  0
 30 76  1  0
 30 77  1  0
 30 78  1  0
 31 79  1  0
 31 80  1  0
 33 81  1  6
 35 82  1  6
 36 83  1  0
 36 84  1  0
 37 85  1  0
 38 86  1  1
 39 87  1  0
 40 88  1  6
 41 89  1  0
 42 90  1  1
 43 91  1  0
 44 92  1  6
 45 93  1  0
 45 94  1  0
 46 95  1  0
 46 96  1  0
M  END


  Mrv1652304282223182D          

 46 50  0  0  1  0            999 V2000
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6308    1.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9311    2.3887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9599    3.2131    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2603    3.6503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2891    4.4748    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0175    4.8621    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7171    4.4250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6883    3.6005    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3880    3.1633    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4456    4.8123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0463    5.6866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5894    4.9120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6182    5.7365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3016    1.5642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3480    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -1.7309    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1105   -2.4454    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3020   -3.1599    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1270   -3.1599    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5395   -2.4454    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1270   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -3.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -3.8743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -3.8743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -2.4454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -0.3020    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  4  7  1  1  0  0  0
  7  8  1  0  0  0  0
  9  8  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  1  0  0  0
 13 16  1  6  0  0  0
 12 17  1  1  0  0  0
 11 18  1  6  0  0  0
 18 19  1  0  0  0  0
  4 20  1  6  0  0  0
  3 21  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
  2 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 23 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  1  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 26 33  1  0  0  0  0
 34 33  1  6  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 34 39  1  0  0  0  0
 38 40  1  6  0  0  0
 40 41  1  0  0  0  0
 37 42  1  1  0  0  0
 36 43  1  6  0  0  0
 35 44  1  1  0  0  0
 25 45  1  0  0  0  0
  2 46  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0076133

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H](CO)C1=CC2=C(C(O)=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@@]1(C)CCC[C@](C)(CO[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H]1CC2

> <INCHI_IDENTIFIER>
InChI=1S/C32H50O14/c1-14(10-33)16-9-15-5-6-19-31(2,13-43-29-26(41)24(39)21(36)17(11-34)44-29)7-4-8-32(19,3)20(15)23(38)28(16)46-30-27(42)25(40)22(37)18(12-35)45-30/h9,14,17-19,21-22,24-27,29-30,33-42H,4-8,10-13H2,1-3H3/t14-,17-,18-,19+,21-,22-,24+,25+,26-,27-,29-,30+,31-,32+/m1/s1

> <INCHI_KEY>
AKJKBBDQAFRAJQ-KKAOFZDASA-N

> <FORMULA>
C32H50O14

> <MOLECULAR_WEIGHT>
658.738

> <EXACT_MASS>
658.32005629

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
96

> <JCHEM_AVERAGE_POLARIZABILITY>
67.59354636580585

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R,4S,5S,6R)-2-{[(1S,4aS,10aR)-5-hydroxy-7-[(2S)-1-hydroxypropan-2-yl]-1,4a-dimethyl-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1,2,3,4,4a,9,10,10a-octahydrophenanthren-1-yl]methoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <ALOGPS_LOGP>
-0.05

> <JCHEM_LOGP>
-0.7284582966666661

> <ALOGPS_LOGS>
-2.77

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.918143758192382

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.520890993863098

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981092356097591

> <JCHEM_POLAR_SURFACE_AREA>
239.21999999999994

> <JCHEM_REFRACTIVITY>
159.87270000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.11e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R,4S,5S,6R)-2-{[(1S,4aS,10aR)-5-hydroxy-7-[(2S)-1-hydroxypropan-2-yl]-1,4a-dimethyl-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3,4,9,10,10a-hexahydrophenanthren-1-yl]methoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <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       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.724  -0.564   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.777   3.643   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       5.471   4.459   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       5.525   5.998   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.219   6.814   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       4.273   8.353   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.633   9.076   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.939   8.260   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.885   6.721   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       8.191   5.905   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       8.298   8.983   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       5.686  10.615   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.967   9.169   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       3.021  10.708   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       8.030   2.920   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.414   3.437   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.874   3.437   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.564   2.104   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -1.746   0.770   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -2.516   2.104   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -2.516  -0.564   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -4.056  -0.564   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -0.206  -1.897   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       0.564  -3.231   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -0.206  -4.565   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       0.564  -5.898   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       2.104  -5.898   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       2.874  -4.565   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       2.104  -3.231   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       4.414  -4.565   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       5.184  -5.898   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0       2.874  -7.232   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      -0.206  -7.232   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      -1.746  -4.565   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0       2.874  -1.897   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0       3.644  -0.564   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   24   46                                             
CONECT    3    2    4   21                                                  
CONECT    4    3    5    7   20                                             
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   18                                                  
CONECT   12   11   13   17                                                  
CONECT   13   12   14   16                                                  
CONECT   14   13    9   15                                                  
CONECT   15   14                                                            
CONECT   16   13                                                            
CONECT   17   12                                                            
CONECT   18   11   19                                                       
CONECT   19   18                                                            
CONECT   20    4                                                            
CONECT   21    3   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   28                                                  
CONECT   24   23    2   25                                                  
CONECT   25   24   26   45                                                  
CONECT   26   25   27   33                                                  
CONECT   27   26   28   29                                                  
CONECT   28   27   23                                                       
CONECT   29   27   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31                                                            
CONECT   33   26   34                                                       
CONECT   34   33   35   39                                                  
CONECT   35   34   36   44                                                  
CONECT   36   35   37   43                                                  
CONECT   37   36   38   42                                                  
CONECT   38   37   39   40                                                  
CONECT   39   38   34                                                       
CONECT   40   38   41                                                       
CONECT   41   40                                                            
CONECT   42   37                                                            
CONECT   43   36                                                            
CONECT   44   35                                                            
CONECT   45   25                                                            
CONECT   46    2                                                            
MASTER        0    0    0    0    0    0    0    0   46    0  100    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₂H₅₀O₁₄

Average Mass

658.7380 Da

Monoisotopic Mass

658.32006 Da

IUPAC Name

(2R,3R,4S,5S,6R)-2-{[(1S,4aS,10aR)-5-hydroxy-7-[(2S)-1-hydroxypropan-2-yl]-1,4a-dimethyl-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1,2,3,4,4a,9,10,10a-octahydrophenanthren-1-yl]methoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

Traditional Name

(2R,3R,4S,5S,6R)-2-{[(1S,4aS,10aR)-5-hydroxy-7-[(2S)-1-hydroxypropan-2-yl]-1,4a-dimethyl-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3,4,9,10,10a-hexahydrophenanthren-1-yl]methoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

CAS Registry Number

Not Available

SMILES

C[C@H](CO)C1=CC2=C(C(O)=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@@]1(C)CCC[C@](C)(CO[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H]1CC2

InChI Identifier

InChI=1S/C32H50O14/c1-14(10-33)16-9-15-5-6-19-31(2,13-43-29-26(41)24(39)21(36)17(11-34)44-29)7-4-8-32(19,3)20(15)23(38)28(16)46-30-27(42)25(40)22(37)18(12-35)45-30/h9,14,17-19,21-22,24-27,29-30,33-42H,4-8,10-13H2,1-3H3/t14-,17-,18-,19+,21-,22-,24+,25+,26-,27-,29-,30+,31-,32+/m1/s1

InChI Key

AKJKBBDQAFRAJQ-KKAOFZDASA-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
Ajuga decumbens	Plant	KNApSAcK
Ajuga reptans	LOTUS Database	35616633
Clerodendrum bungei	LOTUS Database	35616633
Clerodendrum bungei Steud	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpene glycosides. These are diterpenoids in which an isoprene unit is glycosylated.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Diterpene glycosides

Alternative Parents

Substituents

Diterpene glycoside
Abietane diterpenoid
Diterpenoid
Phenolic glycoside
Fatty acyl glycoside
Fatty acyl glycoside of mono- or disaccharide
Hydrophenanthrene
Phenanthrene
Alkyl glycoside
Glycosyl compound
O-glycosyl compound
Tetralin
1-hydroxy-4-unsubstituted benzenoid
Fatty acyl
Benzenoid
Monosaccharide
Oxane
Secondary alcohol
Organoheterocyclic compound
Acetal
Oxacycle
Polyol
Primary alcohol
Alcohol
Hydrocarbon derivative
Organic oxygen compound
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	-0.05	ALOGPS
logP	-0.73	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	10.52	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	239.22 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	159.87 m³·mol⁻¹	ChemAxon
Polarizability	67.59 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	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

24686035

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44577025

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (+)-Ajugaside A (NP0076133)

MOL for NP0076133 ((+)-Ajugaside A)

3D MOL for NP0076133 ((+)-Ajugaside A)

3D SDF for NP0076133 ((+)-Ajugaside A)

3D-SDF for NP0076133 ((+)-Ajugaside A)

PDB for NP0076133 ((+)-Ajugaside A)

3D PDB for NP0076133 ((+)-Ajugaside A)

SMILES for NP0076133 ((+)-Ajugaside A)

INCHI for NP0076133 ((+)-Ajugaside A)

Structure for NP0076133 ((+)-Ajugaside A)

3D Structure for NP0076133 ((+)-Ajugaside A)