NP-MRD: Showing NP-Card for trans-3beta-Caffeoyloxy-2alpha-hydroxyurs-12-en-28-oic acid (NP0078784)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 23:51:05 UTC

Updated at

2022-04-28 23:51:05 UTC

NP-MRD ID

NP0078784

Secondary Accession Numbers

None

Natural Product Identification

Common Name

trans-3beta-Caffeoyloxy-2alpha-hydroxyurs-12-en-28-oic acid

Description

3Beta-[(3,4-Dihydroxy-trans-cinnamoyl)oxy]-2alpha-hydroxyurs-12-ene-28-oic acid belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. trans-3beta-Caffeoyloxy-2alpha-hydroxyurs-12-en-28-oic acid is found in Berberis koreana, Melaleuca leucadendra and Melaleuca leucadendron . Based on a literature review very few articles have been published on 3beta-[(3,4-Dihydroxy-trans-cinnamoyl)oxy]-2alpha-hydroxyurs-12-ene-28-oic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292201512D          

 46 51  0  0  1  0            999 V2000
    5.2520   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2520    1.1270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0770   -0.3020    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4895   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3145    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3145   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5520   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7895    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4395   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2645    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1058    1.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7766    1.5642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    1.8414    0.0000 C   0  0  0  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  2  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
    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  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  1  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  2  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  1  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
   -0.1105   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6882    1.9475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270   -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
  6  7  1  6  0  0  0
  5  8  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
 17 19  1  0  0  0  0
 16 20  1  0  0  0  0
  4 21  1  0  0  0  0
  4 22  1  0  0  0  0
  3 23  1  1  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
  2 26  1  0  0  0  0
 26 27  1  1  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 25 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
 33 34  1  0  0  0  0
 34 29  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
 33 38  1  0  0  0  0
 36 39  1  6  0  0  0
 35 40  1  1  0  0  0
 33 41  1  1  0  0  0
 41 42  2  0  0  0  0
 41 43  1  0  0  0  0
 30 44  1  6  0  0  0
 25 45  1  1  0  0  0
  2 46  1  1  0  0  0
M  END

     RDKit          3D

100105  0  0  0  0  0  0  0  0999 V2000
   -6.4721   -2.3732    0.4582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0397   -1.2128   -0.4207 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3407   -0.1771    0.3960 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8771   -0.2612    0.3727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2933   -1.4610    0.2067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8358   -1.7201    0.1574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0858   -0.4345    0.2637 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4049   -0.5845    0.4006 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8855   -1.5285    1.4346 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8762   -1.1218   -0.9535 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3267   -1.1025   -1.1697 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5265   -1.2918   -2.5634 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0704    0.0992   -0.7212 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3618   -0.3371   -0.2900 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5236    0.0147   -0.9092 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5215    0.7501   -1.9032 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7952   -0.4856   -0.3900 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9499   -0.1853   -0.9375 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2511   -0.6428   -0.4797 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4184   -1.4642    0.6061 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6954   -1.8744    1.0034 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8218   -1.4694    0.3214 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0882   -1.8829    0.7245 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6548   -0.6526   -0.7582 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7925   -0.2452   -1.4447 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3940   -0.2510   -1.1460 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4623    0.8946    0.3735 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7527    2.3788    0.0698 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1655    0.6296    1.6912 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9892    0.7919    0.5198 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5164    1.4365    1.7776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9848    1.6765    1.6288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7486    0.4640    1.2345 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1846   -0.2502    2.5000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0337    0.9487    0.5277 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6859    1.6222   -0.7540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7658    1.9171    1.4174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0656    2.2974    0.8222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8724    1.2082    0.2086 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.2403    1.3328    0.8500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6192    0.4128    1.5846 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0203    2.4334    0.6177 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0903    1.4053   -1.2779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2941    0.5840   -1.6736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2539   -0.8052   -1.1757 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.3934   -1.7280   -2.4077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5802   -2.4250    0.5641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9828   -2.2778    1.4546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1623   -3.3308    0.0068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3556   -1.6873   -1.1821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6128   -0.3985    1.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0193   -2.2823    0.1152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6331   -2.2401   -0.8067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6323   -2.4515    0.9661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2141    0.0514   -0.7568 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1943   -1.0622    2.3946 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2288   -2.3538    1.6872 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8361   -2.0314    1.0718 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3396   -0.5279   -1.7165 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5138   -2.1791   -1.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7714   -2.0475   -0.7340 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9064   -0.7179   -3.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2695    0.7349   -1.6109 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8114   -1.1303    0.4778 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8995    0.4682   -1.8137 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5804   -1.8076    1.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8375   -2.5216    1.8573 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.8930   -1.5694    0.2038 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.7643    0.3508   -2.2438 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2889    0.3950   -2.0031 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0381    2.7257   -0.6983 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8035    2.4367   -0.2586 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6571    2.9957    0.9785 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1576    1.1690    1.6191 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6597    1.0739    2.5523 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4453   -0.4305    1.8286 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5520    1.3903   -0.3353 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9559    2.4393    1.9562 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6395    0.8672    2.6954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3508    2.0040    2.6484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0925    2.5594    1.0022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9595    0.3933    3.4005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6119   -1.1780    2.6657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2534   -0.5402    2.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8711    0.8861   -1.5923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3768    2.4732   -1.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6858    2.0266   -0.8582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9325    1.5367    2.4379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1337    2.8191    1.5127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6150    2.8526    1.6478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9819    3.1031    0.0377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6151    3.3508    0.7521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2100    2.4756   -1.5238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2511    1.0115   -1.8691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3937    0.6300   -2.7821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1900    1.1166   -1.2906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1967   -1.0276   -0.6027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0449   -2.5786   -2.2209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3729   -2.1176   -2.6713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7588   -1.1769   -3.2802 H   0  0  0  0  0  0  0  0  0  0  0  0
 46 45  1  0
 45 44  1  0
 44 43  1  0
 43 39  1  0
 39 38  1  0
 38 37  1  0
 37 35  1  0
 35 36  1  6
 35  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  1
  8 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  2  0
 13 27  1  0
 27 28  1  6
 27 29  1  0
 27 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  1
  4  3  1  0
  3  2  1  0
  2  1  1  0
 39 40  1  1
 40 42  1  0
 40 41  2  0
  2 45  1  0
  3 39  1  0
 33 35  1  0
 33  7  1  0
 30  8  1  0
 26 19  1  0
 46 98  1  0
 46 99  1  0
 46100  1  0
 45 97  1  1
 44 95  1  0
 44 96  1  0
 43 93  1  0
 43 94  1  0
 38 90  1  0
 38 91  1  0
 37 88  1  0
 37 89  1  0
 36 85  1  0
 36 86  1  0
 36 87  1  0
  5 52  1  0
  6 53  1  0
  6 54  1  0
  7 55  1  6
  9 56  1  0
  9 57  1  0
  9 58  1  0
 10 59  1  0
 10 60  1  0
 11 61  1  1
 12 62  1  0
 13 63  1  6
 17 64  1  0
 18 65  1  0
 20 66  1  0
 21 67  1  0
 23 68  1  0
 25 69  1  0
 26 70  1  0
 28 71  1  0
 28 72  1  0
 28 73  1  0
 29 74  1  0
 29 75  1  0
 29 76  1  0
 30 77  1  6
 31 78  1  0
 31 79  1  0
 32 80  1  0
 32 81  1  0
 34 82  1  0
 34 83  1  0
 34 84  1  0
  3 51  1  1
  2 50  1  6
  1 47  1  0
  1 48  1  0
  1 49  1  0
 42 92  1  0
M  END


  Mrv1652304292201512D          

 46 51  0  0  1  0            999 V2000
    5.2520   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2520    1.1270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0770   -0.3020    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4895   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3145    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3145   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5520   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7895    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4395   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2645    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1058    1.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7766    1.5642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    1.8414    0.0000 C   0  0  0  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  2  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
    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  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  1  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  2  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  1  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
   -0.1105   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6882    1.9475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270   -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
  6  7  1  6  0  0  0
  5  8  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
 17 19  1  0  0  0  0
 16 20  1  0  0  0  0
  4 21  1  0  0  0  0
  4 22  1  0  0  0  0
  3 23  1  1  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
  2 26  1  0  0  0  0
 26 27  1  1  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 25 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
 33 34  1  0  0  0  0
 34 29  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
 33 38  1  0  0  0  0
 36 39  1  6  0  0  0
 35 40  1  1  0  0  0
 33 41  1  1  0  0  0
 41 42  2  0  0  0  0
 41 43  1  0  0  0  0
 30 44  1  6  0  0  0
 25 45  1  1  0  0  0
  2 46  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0078784

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1CC[C@@]2(CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)C[C@@H](O)[C@H](OC(=O)\C=C\C6=CC=C(O)C(O)=C6)C(C)(C)[C@@H]5CC[C@@]34C)[C@@H]2[C@H]1C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C39H54O7/c1-22-14-17-39(34(44)45)19-18-37(6)25(32(39)23(22)2)10-12-30-36(5)21-28(42)33(35(3,4)29(36)15-16-38(30,37)7)46-31(43)13-9-24-8-11-26(40)27(41)20-24/h8-11,13,20,22-23,28-30,32-33,40-42H,12,14-19,21H2,1-7H3,(H,44,45)/b13-9+/t22-,23+,28-,29+,30-,32+,33+,36+,37-,38-,39+/m1/s1

> <INCHI_KEY>
UBXXINDHMLSJFE-OOYBQQIGSA-N

> <FORMULA>
C39H54O7

> <MOLECULAR_WEIGHT>
634.854

> <EXACT_MASS>
634.386954079

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
100

> <JCHEM_AVERAGE_POLARIZABILITY>
73.39093465998931

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,4aS,6aS,6bR,8aR,10R,11R,12aR,12bR,14bS)-10-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-11-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid

> <ALOGPS_LOGP>
6.73

> <JCHEM_LOGP>
7.933661877333333

> <ALOGPS_LOGS>
-5.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.20862142643087

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.744110518187106

> <JCHEM_PKA_STRONGEST_BASIC>
-3.17482208968943

> <JCHEM_POLAR_SURFACE_AREA>
124.29

> <JCHEM_REFRACTIVITY>
178.58900000000008

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.34e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,4aS,6aS,6bR,8aR,10R,11R,12aR,12bR,14bS)-10-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-11-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid

> <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  C   UNK     0       9.804  -0.564   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.034   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.804   2.104   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.344   2.104   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.114   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.344  -0.564   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      12.114  -1.897   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      13.654   0.770   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      14.424  -0.564   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      13.654  -1.897   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      15.964  -0.564   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      16.734   0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      18.274   0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      19.044   2.104   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      20.584   2.104   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      21.354   0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      20.584  -0.564   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      19.044  -0.564   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      21.354  -1.897   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      22.894   0.770   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      11.397   3.643   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.650   2.920   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.034   3.437   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.494   3.437   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.724  -0.564   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.414   3.437   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.874   3.437   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       0.564   2.104   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -0.206  -1.897   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       2.874  -1.897   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       1.334   3.437   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      -0.206   3.437   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0       2.104   4.771   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       6.885   3.635   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       8.264  -0.564   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   26   46                                             
CONECT    3    2    4   23                                                  
CONECT    4    3    5   21   22                                             
CONECT    5    4    6    8                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6                                                            
CONECT    8    5    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   20                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17   13                                                       
CONECT   19   17                                                            
CONECT   20   16                                                            
CONECT   21    4                                                            
CONECT   22    4                                                            
CONECT   23    3   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   30   45                                             
CONECT   26   25    2   27                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   34                                                  
CONECT   30   29   25   31   44                                             
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34   38   41                                             
CONECT   34   33   29   35                                                  
CONECT   35   34   36   40                                                  
CONECT   36   35   37   39                                                  
CONECT   37   36   38                                                       
CONECT   38   37   33                                                       
CONECT   39   36                                                            
CONECT   40   35                                                            
CONECT   41   33   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41                                                            
CONECT   44   30                                                            
CONECT   45   25                                                            
CONECT   46    2                                                            
MASTER        0    0    0    0    0    0    0    0   46    0  102    0
END

View in JSmol

Synonyms

Value	Source
3b-[(3,4-Dihydroxy-trans-cinnamoyl)oxy]-2a-hydroxyurs-12-ene-28-Oate	Generator
3b-[(3,4-Dihydroxy-trans-cinnamoyl)oxy]-2a-hydroxyurs-12-ene-28-Oic acid	Generator
3beta-[(3,4-Dihydroxy-trans-cinnamoyl)oxy]-2alpha-hydroxyurs-12-ene-28-Oate	Generator
3Β-[(3,4-dihydroxy-trans-cinnamoyl)oxy]-2α-hydroxyurs-12-ene-28-Oate	Generator
3Β-[(3,4-dihydroxy-trans-cinnamoyl)oxy]-2α-hydroxyurs-12-ene-28-Oic acid	Generator

Chemical Formula

C₃₉H₅₄O₇

Average Mass

634.8540 Da

Monoisotopic Mass

634.38695 Da

IUPAC Name

(1S,2R,4aS,6aS,6bR,8aR,10R,11R,12aR,12bR,14bS)-10-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-11-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid

Traditional Name

(1S,2R,4aS,6aS,6bR,8aR,10R,11R,12aR,12bR,14bS)-10-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-11-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid

CAS Registry Number

Not Available

SMILES

C[C@@H]1CC[C@@]2(CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)C[C@@H](O)[C@H](OC(=O)\C=C\C6=CC=C(O)C(O)=C6)C(C)(C)[C@@H]5CC[C@@]34C)[C@@H]2[C@H]1C)C(O)=O

InChI Identifier

InChI=1S/C39H54O7/c1-22-14-17-39(34(44)45)19-18-37(6)25(32(39)23(22)2)10-12-30-36(5)21-28(42)33(35(3,4)29(36)15-16-38(30,37)7)46-31(43)13-9-24-8-11-26(40)27(41)20-24/h8-11,13,20,22-23,28-30,32-33,40-42H,12,14-19,21H2,1-7H3,(H,44,45)/b13-9+/t22-,23+,28-,29+,30-,32+,33+,36+,37-,38-,39+/m1/s1

InChI Key

UBXXINDHMLSJFE-OOYBQQIGSA-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
Berberis koreana	LOTUS Database	35616633
Melaleuca leucadendra	LOTUS Database	35616633
Melaleuca leucadendron	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Cinnamic acid or derivatives
Coumaric acid or derivatives
Cinnamic acid ester
Hydroxycinnamic acid or derivatives
Catechol
Styrene
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Fatty acid ester
Phenol
Monocyclic benzene moiety
Fatty acyl
Benzenoid
Dicarboxylic acid or derivatives
Alpha,beta-unsaturated carboxylic ester
Cyclic alcohol
Enoate ester
Carboxylic acid ester
Secondary alcohol
Carboxylic acid
Carboxylic acid derivative
Alcohol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	6.73	ALOGPS
logP	7.93	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	4.74	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	124.29 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	178.59 m³·mol⁻¹	ChemAxon
Polarizability	73.39 Å³	ChemAxon
Number of Rings	6	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

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

100918565

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for trans-3beta-Caffeoyloxy-2alpha-hydroxyurs-12-en-28-oic acid (NP0078784)

MOL for NP0078784 (trans-3beta-Caffeoyloxy-2alpha-hydroxyurs-12-en-28-oic acid)

3D MOL for NP0078784 (trans-3beta-Caffeoyloxy-2alpha-hydroxyurs-12-en-28-oic acid)

3D SDF for NP0078784 (trans-3beta-Caffeoyloxy-2alpha-hydroxyurs-12-en-28-oic acid)

3D-SDF for NP0078784 (trans-3beta-Caffeoyloxy-2alpha-hydroxyurs-12-en-28-oic acid)

PDB for NP0078784 (trans-3beta-Caffeoyloxy-2alpha-hydroxyurs-12-en-28-oic acid)

3D PDB for NP0078784 (trans-3beta-Caffeoyloxy-2alpha-hydroxyurs-12-en-28-oic acid)

SMILES for NP0078784 (trans-3beta-Caffeoyloxy-2alpha-hydroxyurs-12-en-28-oic acid)

INCHI for NP0078784 (trans-3beta-Caffeoyloxy-2alpha-hydroxyurs-12-en-28-oic acid)

Structure for NP0078784 (trans-3beta-Caffeoyloxy-2alpha-hydroxyurs-12-en-28-oic acid)

3D Structure for NP0078784 (trans-3beta-Caffeoyloxy-2alpha-hydroxyurs-12-en-28-oic acid)