NP-MRD: Showing NP-Card for (+)-Camaldulic acid (NP0083035)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-29 04:05:09 UTC

Updated at

2022-04-29 04:05:09 UTC

NP-MRD ID

NP0083035

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-Camaldulic acid

Description

Camaldulic acid, also known as camaldulate, belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. (+)-Camaldulic acid is found in Eucalyptus camaldulensis . Based on a literature review very few articles have been published on Camaldulic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292206052D          

 37 41  0  0  1  0            999 V2000
    5.2520   -0.3020    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8395    0.4125    0.0000 C   0  0  2  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  0  0  0  0  0  0  0  0  0  0
    6.0770   -0.3020    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1058   -1.1265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7766   -0.7392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5050   -0.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5338    0.4727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2047   -0.7890    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  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
    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  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  2  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  1  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
   -0.3977    1.5642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2732    1.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    0.4125    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
    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
    5.6645    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395   -1.0164    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  1  0  0  0
  6  8  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  3 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  2 15  1  1  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 18 17  1  6  0  0  0
 18 19  1  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 21  1  6  0  0  0
 22 23  1  0  0  0  0
 18 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
 26 27  1  0  0  0  0
 22 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 26 30  1  6  0  0  0
 23 31  1  6  0  0  0
 19 32  1  6  0  0  0
 14 33  1  1  0  0  0
  3 34  1  6  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
  1 37  1  6  0  0  0
M  END

     RDKit          3D

 87 91  0  0  0  0  0  0  0  0999 V2000
    7.3731    1.6375    2.3115 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3938    1.4699    1.1781 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8011    1.8363    0.0586 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1622    0.9377    1.4748 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2032    0.7411    0.4526 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9682    2.1057   -0.1634 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8279   -0.1226   -0.5998 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5026   -1.5754   -0.5209 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0392   -1.8168   -0.5413 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8871   -3.2795   -0.2771 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3121   -4.0529   -1.0722 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4002   -3.8133    0.8929 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4801   -1.5664   -1.8963 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9912   -1.6236   -2.0181 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3315   -0.6905   -0.9802 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7472    0.6721   -1.4572 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9234   -1.1027    0.2955 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1386   -1.5163    1.2531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3391   -1.6291    1.2021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7662   -0.5164    0.2566 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2127   -0.1968    0.3736 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1437   -1.3795    0.3692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4001    0.4792    1.7385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0411    1.8155    1.6515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2719    1.8928    0.8025 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.3586    1.2004    1.3195 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9230    1.4258   -0.5760 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.0178    0.5845   -1.1444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8712    2.6976   -1.4460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5576    0.8414   -0.6473 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2251    0.3104   -2.0224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6976    0.2630   -2.0295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1660   -0.7730   -1.0611 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4987   -2.1168   -1.6646 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3862   -1.0747    0.5772 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9036    0.2355    0.9835 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0079    0.3873    2.5219 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0713    1.0907    3.2053 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4687    2.7322    2.4573 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3737    1.2774    1.9919 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7007    2.8585    0.1577 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9843    2.0767   -1.2719 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9520    2.5059    0.1089 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5398    0.2637   -1.6223 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9358   -0.0738   -0.6009 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9668   -2.0835   -1.3726 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0034   -1.9794    0.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9345   -3.3257    1.5726 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8494   -2.4366   -2.5309 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9424   -0.6949   -2.4353 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6737   -2.6572   -1.9262 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7529   -1.2425   -3.0546 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3559    0.7645   -2.4883 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8426    0.7759   -1.5902 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4182    1.5188   -0.8744 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5664   -1.8300    2.2330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8134   -1.4565    2.1915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6860   -2.5965    0.8403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2327    0.3983    0.6714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0378   -1.1822    1.0385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6471   -2.2228    0.8879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5711   -1.6245   -0.6047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4291    0.6169    2.2718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0132   -0.1460    2.4312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3365    2.6011    1.2725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3005    2.1311    2.6799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5889    2.9786    0.8318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3816    1.1927    2.3079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5640    0.0125   -0.3647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7013   -0.0413   -2.0040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8095    1.2673   -1.5789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7111    3.3793   -1.1246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9416    3.2596   -1.2250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9759    2.4546   -2.5140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8439    1.6838   -0.4783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6897   -0.6359   -2.2587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5154    1.0561   -2.7862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4304    0.0534   -3.0755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4095    1.2654   -1.6572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1110   -2.0933   -2.7100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1259   -2.9683   -1.0670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5886   -2.2809   -1.7718 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5925   -1.7347    1.4887 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0684    0.9794    0.7791 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0269    0.2573    2.9964 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7990   -0.2638    2.9238 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3465    1.4313    2.6851 H   0  0  0  0  0  0  0  0  0  0  0  0
 37 36  1  0
 36 35  1  0
 35 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  1
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 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  6
 33 15  1  0
 15 16  1  6
 15 14  1  0
 14 13  1  0
 13  9  1  0
  9  8  1  0
  8  7  1  0
  7  5  1  0
  5  6  1  0
  5  4  1  1
  4  2  1  0
  2  1  1  0
  2  3  2  0
  9 10  1  1
 10 12  1  0
 10 11  2  0
  5 36  1  0
  9 35  1  0
 15 17  1  0
 33 20  1  0
 30 21  1  0
 37 85  1  0
 37 86  1  0
 37 87  1  0
 36 84  1  6
 35 83  1  1
 18 56  1  0
 19 57  1  0
 19 58  1  0
 20 59  1  1
 22 60  1  0
 22 61  1  0
 22 62  1  0
 23 63  1  0
 23 64  1  0
 24 65  1  0
 24 66  1  0
 25 67  1  6
 26 68  1  0
 28 69  1  0
 28 70  1  0
 28 71  1  0
 29 72  1  0
 29 73  1  0
 29 74  1  0
 30 75  1  1
 31 76  1  0
 31 77  1  0
 32 78  1  0
 32 79  1  0
 34 80  1  0
 34 81  1  0
 34 82  1  0
 16 53  1  0
 16 54  1  0
 16 55  1  0
 14 51  1  0
 14 52  1  0
 13 49  1  0
 13 50  1  0
  8 46  1  0
  8 47  1  0
  7 44  1  0
  7 45  1  0
  6 41  1  0
  6 42  1  0
  6 43  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
 12 48  1  0
M  END


  Mrv1652304292206052D          

 37 41  0  0  1  0            999 V2000
    5.2520   -0.3020    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8395    0.4125    0.0000 C   0  0  2  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  0  0  0  0  0  0  0  0  0  0
    6.0770   -0.3020    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1058   -1.1265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7766   -0.7392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5050   -0.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5338    0.4727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2047   -0.7890    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  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
    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  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  2  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  1  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
   -0.3977    1.5642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2732    1.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    0.4125    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
    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
    5.6645    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395   -1.0164    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  1  0  0  0
  6  8  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  3 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  2 15  1  1  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 18 17  1  6  0  0  0
 18 19  1  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 21  1  6  0  0  0
 22 23  1  0  0  0  0
 18 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
 26 27  1  0  0  0  0
 22 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 26 30  1  6  0  0  0
 23 31  1  6  0  0  0
 19 32  1  6  0  0  0
 14 33  1  1  0  0  0
  3 34  1  6  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
  1 37  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0083035

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1[C@H]2C3=CC[C@@H]4[C@@]5(C)CC[C@H](O)C(C)(C)[C@@H]5CC[C@@]4(C)[C@]3(C)CC[C@]2(CC[C@]1(C)OC(C)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C32H50O5/c1-19-25-21-9-10-23-28(5)13-12-24(34)27(3,4)22(28)11-14-30(23,7)29(21,6)15-17-32(25,26(35)36)18-16-31(19,8)37-20(2)33/h9,19,22-25,34H,10-18H2,1-8H3,(H,35,36)/t19-,22+,23-,24+,25+,28+,29-,30-,31+,32-/m1/s1

> <INCHI_KEY>
SZJHUSHDSGMAPF-KSXWWTRBSA-N

> <FORMULA>
C32H50O5

> <MOLECULAR_WEIGHT>
514.747

> <EXACT_MASS>
514.36582471

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
87

> <JCHEM_AVERAGE_POLARIZABILITY>
60.1942470180849

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2S,4aR,6aS,6bR,8aR,10S,12aR,12bR,14bS)-2-(acetyloxy)-10-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>
6.11

> <JCHEM_LOGP>
5.707723594999999

> <ALOGPS_LOGS>
-5.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
19.489433291560097

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.549254958422392

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8351233811448288

> <JCHEM_POLAR_SURFACE_AREA>
83.83

> <JCHEM_REFRACTIVITY>
144.53160000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.67e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,4aR,6aS,6bR,8aR,10S,12aR,12bR,14bS)-2-(acetyloxy)-10-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-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  C   UNK     0      11.397  -2.103   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      12.650  -1.380   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      14.009  -0.657   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      14.063   0.882   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      15.315  -1.473   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.034   3.437   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.494   3.437   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.724  -0.564   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.414   3.437   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.874   3.437   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.564   2.104   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.742   2.920   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.510   3.643   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -1.746   0.770   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       3.644  -0.564   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       6.885   3.635   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      10.574   3.437   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       9.804   4.771   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      12.114   3.437   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       9.034  -1.897   0.000  0.00  0.00           C+0
CONECT    1    2    6   37                                                  
CONECT    2    1    3   15                                                  
CONECT    3    2    4   12   34                                             
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7    8                                             
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    3   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   19   33                                             
CONECT   15   14    2   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   14   20   32                                             
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   27                                                  
CONECT   23   22   18   24   31                                             
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   30                                                  
CONECT   27   26   22   28   29                                             
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   26                                                            
CONECT   31   23                                                            
CONECT   32   19                                                            
CONECT   33   14                                                            
CONECT   34    3   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37    1                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   82    0
END

View in JSmol

Synonyms

Value	Source
Camaldulate	Generator

Chemical Formula

C₃₂H₅₀O₅

Average Mass

514.7470 Da

Monoisotopic Mass

514.36582 Da

IUPAC Name

(1R,2S,4aR,6aS,6bR,8aR,10S,12aR,12bR,14bS)-2-(acetyloxy)-10-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

(1R,2S,4aR,6aS,6bR,8aR,10S,12aR,12bR,14bS)-2-(acetyloxy)-10-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid

CAS Registry Number

Not Available

SMILES

C[C@@H]1[C@H]2C3=CC[C@@H]4[C@@]5(C)CC[C@H](O)C(C)(C)[C@@H]5CC[C@@]4(C)[C@]3(C)CC[C@]2(CC[C@]1(C)OC(C)=O)C(O)=O

InChI Identifier

InChI=1S/C32H50O5/c1-19-25-21-9-10-23-28(5)13-12-24(34)27(3,4)22(28)11-14-30(23,7)29(21,6)15-17-32(25,26(35)36)18-16-31(19,8)37-20(2)33/h9,19,22-25,34H,10-18H2,1-8H3,(H,35,36)/t19-,22+,23-,24+,25+,28+,29-,30-,31+,32-/m1/s1

InChI Key

SZJHUSHDSGMAPF-KSXWWTRBSA-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
Eucalyptus camaldulensis	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
Dicarboxylic acid or derivatives
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic 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	6.11	ALOGPS
logP	5.71	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Acidic)	4.55	ChemAxon
pKa (Strongest Basic)	-0.84	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.83 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	144.53 m³·mol⁻¹	ChemAxon
Polarizability	60.19 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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00050030

Chemspider ID

8753135

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10577750

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for (+)-Camaldulic acid (NP0083035)

MOL for NP0083035 ((+)-Camaldulic acid)

3D MOL for NP0083035 ((+)-Camaldulic acid)

3D SDF for NP0083035 ((+)-Camaldulic acid)

3D-SDF for NP0083035 ((+)-Camaldulic acid)

PDB for NP0083035 ((+)-Camaldulic acid)

3D PDB for NP0083035 ((+)-Camaldulic acid)

SMILES for NP0083035 ((+)-Camaldulic acid)

INCHI for NP0083035 ((+)-Camaldulic acid)

Structure for NP0083035 ((+)-Camaldulic acid)

3D Structure for NP0083035 ((+)-Camaldulic acid)