NP-MRD: Showing NP-Card for (-)-Staminol A (NP0072358)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 17:42:44 UTC

Updated at

2022-04-28 17:42:45 UTC

NP-MRD ID

NP0072358

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-Staminol A

Description

Staminol A belongs to the class of organic compounds known as pentacarboxylic acids and derivatives. These are carboxylic acids containing exactly five carboxyl groups. (-)-Staminol A is found in Orthosiphon stamineus . Based on a literature review very few articles have been published on Staminol A.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282219422D          

 53 57  0  0  1  0            999 V2000
    3.6020    1.1270    0.0000 C   0  0  1  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  1  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  2  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 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    3.9849    0.0000 C   0  0  0  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  1  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3645   -1.0164    0.0000 C   0  0  0  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
    1.5395   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -3.1599    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
    0.3020   -0.3020    0.0000 C   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
   -0.1105    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5395    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3679    2.6484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0324    3.4021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5833    2.9034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0298    2.3513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8144    2.6063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9859    3.4132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3728    3.9653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4118    3.7103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8390    0.7998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8390    0.0252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3016   -0.7392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6308   -1.1265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770   -0.3020    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
    4.0145    1.8414    0.0000 O   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
    5.2520    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520    1.1270    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
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
 16  5  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
  4 19  1  6  0  0  0
 18 20  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 17 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 16 28  1  0  0  0  0
 28 29  1  1  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 32 37  1  0  0  0  0
 27 38  1  1  0  0  0
 38 39  2  0  0  0  0
 26 40  1  1  0  0  0
 26 41  1  6  0  0  0
 17 42  1  6  0  0  0
  5 43  1  6  0  0  0
  3 44  1  0  0  0  0
  3 45  1  0  0  0  0
  2 46  1  1  0  0  0
 46 47  1  0  0  0  0
 47 48  2  0  0  0  0
 47 49  1  0  0  0  0
  1 50  1  1  0  0  0
 50 51  1  0  0  0  0
 51 52  2  0  0  0  0
 51 53  1  0  0  0  0
M  END

     RDKit          3D

 99103  0  0  0  0  0  0  0  0999 V2000
    1.2347    3.4296   -2.8437 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9678    2.6986   -2.0443 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3455    1.2852   -2.1271 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1944    0.5228   -0.7966 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3701    1.2813    0.3201 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4683    1.2843    1.1560 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3543    0.4774    0.7662 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6023    2.1033    2.3350 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6111    2.9540    2.7579 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7422    3.7449    3.9070 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8896    3.6892    4.6544 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8954    2.8506    4.2566 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7453    2.0819    3.1245 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0843   -0.4288   -0.9779 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3207   -0.9172    0.2025 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3648   -1.3726    1.1776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6604   -1.9885   -0.1463 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3682   -2.8882   -1.2761 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9802   -2.8092   -1.8663 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9509   -3.2836   -3.2177 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5776   -4.4249   -3.6476 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5626   -4.9368   -5.0362 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2204   -5.0945   -2.7893 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6417   -1.4815   -1.8870 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0006   -1.7857   -1.5455 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8083   -0.8788   -3.2307 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9908   -1.5027   -4.2486 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7390    0.6078   -3.2860 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5530    1.0120   -4.5294 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4296    1.0159   -3.6103 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2420   -2.7180    1.0264 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6520   -3.1769    0.5665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5560   -4.0052    1.3862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5137   -1.8230    2.2085 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8489   -1.9995    2.7184 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2017   -2.5641    3.8964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6298   -2.6826    4.2994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2758   -2.9888    4.6450 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2688   -0.3752    2.0639 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5187    0.3351    2.1705 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8915    1.1185    3.2198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1938    1.8312    3.2695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0933    1.2335    4.1729 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4944    0.1400    0.8714 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2565    1.0159    0.2161 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3099    2.3086   -0.0266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3796    2.8793    0.5118 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2910    2.9890   -0.7991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2225    4.3602   -0.9624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1674    5.0470   -1.7121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1995    4.3865   -2.3148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2867    3.0177   -2.1647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3397    2.3358   -1.4144 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0921    4.4970   -2.5543 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7568    3.1634   -3.7468 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3750    3.2387   -1.1473 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4683    1.3366   -2.3760 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1438   -0.1136   -0.8023 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6717    3.0753    2.2459 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9566    4.4119    4.2347 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9624    4.3134    5.5381 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7928    2.8286    4.8676 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5716    1.4239    2.8390 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3202    0.1439   -1.5691 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1011   -2.2619    1.7783 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4869   -0.5837    1.9885 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3895   -1.4576    0.7447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5666   -1.3859   -0.5220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5562   -3.9612   -0.9679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0936   -2.7969   -2.1468 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6143   -3.5882   -1.3385 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0137   -5.9188   -5.0305 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6218   -5.2073   -5.2874 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1235   -4.2263   -5.7537 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4751   -2.1480   -2.3483 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9207    1.3595   -5.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2668    1.8304   -4.2949 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1658    0.1782   -4.9062 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2261    0.8385   -4.5567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2731   -3.3879    1.4511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0581   -2.3991   -0.1068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5720   -4.1088   -0.0111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3488   -4.0100    2.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3361   -4.2567    0.8091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2126   -4.9203    1.2789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9077   -2.2748    3.0388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7418   -3.5965    4.9195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2663   -2.7354    3.3828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9251   -1.7927    4.9096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7828   -0.0561    3.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8088    1.5013    2.4237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0211    2.9253    3.1765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7458    1.6253    4.1888 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2922    0.8005    1.3044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4168    4.9431   -0.5030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0988    6.1172   -1.8291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9474    4.9334   -2.9095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1193    2.5271   -2.6580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4656    1.2650   -1.3373 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 21  1  0
 21 23  2  0
 21 20  1  0
 20 19  1  0
 19 18  1  0
 18 17  1  0
 17 31  1  0
 31 32  1  6
 31 33  1  0
 31 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 36 38  2  0
 34 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 41 43  2  0
 39 44  1  0
 44 45  1  0
 45 46  1  0
 46 47  2  0
 46 48  1  0
 48 49  2  0
 49 50  1  0
 50 51  2  0
 51 52  1  0
 52 53  2  0
 44 15  1  0
 15 16  1  1
 15 14  1  0
 14  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  4  3  1  0
  3  2  1  0
  2  1  2  3
  3 28  1  0
 28 29  1  0
 28 30  1  6
 28 26  1  0
 26 27  2  0
 26 24  1  0
 24 25  1  1
 24 19  1  0
 15 17  1  0
 24 14  1  0
 53 48  1  0
 13  8  1  0
 22 72  1  0
 22 73  1  0
 22 74  1  0
 19 71  1  1
 18 69  1  0
 18 70  1  0
 17 68  1  6
 32 80  1  0
 32 81  1  0
 32 82  1  0
 33 83  1  0
 33 84  1  0
 33 85  1  0
 34 86  1  1
 37 87  1  0
 37 88  1  0
 37 89  1  0
 39 90  1  1
 42 91  1  0
 42 92  1  0
 42 93  1  0
 44 94  1  1
 49 95  1  0
 50 96  1  0
 51 97  1  0
 52 98  1  0
 53 99  1  0
 16 65  1  0
 16 66  1  0
 16 67  1  0
 14 64  1  6
  4 58  1  6
  9 59  1  0
 10 60  1  0
 11 61  1  0
 12 62  1  0
 13 63  1  0
  3 57  1  6
  2 56  1  0
  1 54  1  0
  1 55  1  0
 29 76  1  0
 29 77  1  0
 29 78  1  0
 30 79  1  0
 25 75  1  0
M  END


  Mrv1652304282219422D          

 53 57  0  0  1  0            999 V2000
    3.6020    1.1270    0.0000 C   0  0  1  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  1  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  2  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 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    3.9849    0.0000 C   0  0  0  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  1  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3645   -1.0164    0.0000 C   0  0  0  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
    1.5395   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -3.1599    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
    0.3020   -0.3020    0.0000 C   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
   -0.1105    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5395    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3679    2.6484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0324    3.4021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5833    2.9034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0298    2.3513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8144    2.6063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9859    3.4132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3728    3.9653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4118    3.7103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8390    0.7998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8390    0.0252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3016   -0.7392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6308   -1.1265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770   -0.3020    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
    4.0145    1.8414    0.0000 O   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
    5.2520    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520    1.1270    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
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
 16  5  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
  4 19  1  6  0  0  0
 18 20  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 17 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 16 28  1  0  0  0  0
 28 29  1  1  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 32 37  1  0  0  0  0
 27 38  1  1  0  0  0
 38 39  2  0  0  0  0
 26 40  1  1  0  0  0
 26 41  1  6  0  0  0
 17 42  1  6  0  0  0
  5 43  1  6  0  0  0
  3 44  1  0  0  0  0
  3 45  1  0  0  0  0
  2 46  1  1  0  0  0
 46 47  1  0  0  0  0
 47 48  2  0  0  0  0
 47 49  1  0  0  0  0
  1 50  1  1  0  0  0
 50 51  1  0  0  0  0
 51 52  2  0  0  0  0
 51 53  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0072358

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)O[C@@H]1C[C@H]2C(C)(C)[C@H](OC(C)=O)[C@H](OC(C)=O)[C@H](OC(=O)C3=CC=CC=C3)[C@]2(C)[C@H]2[C@H](OC(=O)C3=CC=CC=C3)[C@H](C=C)[C@](C)(O)C(=O)[C@]12O

> <INCHI_IDENTIFIER>
InChI=1S/C40H46O13/c1-9-26-29(52-34(44)24-16-12-10-13-17-24)31-38(7)27(20-28(49-21(2)41)40(31,48)36(46)39(26,8)47)37(5,6)32(51-23(4)43)30(50-22(3)42)33(38)53-35(45)25-18-14-11-15-19-25/h9-19,26-33,47-48H,1,20H2,2-8H3/t26-,27-,28+,29+,30-,31+,32+,33-,38-,39-,40-/m0/s1

> <INCHI_KEY>
DMMVJHQAIBQUJU-JZDFYCIQSA-N

> <FORMULA>
C40H46O13

> <MOLECULAR_WEIGHT>
734.795

> <EXACT_MASS>
734.293841541

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
99

> <JCHEM_AVERAGE_POLARIZABILITY>
74.12385121766432

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,4R,4aS,4bS,5R,6S,7S,8aR,9R,10aS)-2,3,9-tris(acetyloxy)-5-(benzoyloxy)-6-ethenyl-7,8a-dihydroxy-1,1,4a,7-tetramethyl-8-oxo-tetradecahydrophenanthren-4-yl benzoate

> <ALOGPS_LOGP>
3.60

> <JCHEM_LOGP>
4.582805067666664

> <ALOGPS_LOGS>
-4.99

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.94852074617324

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.718655856835486

> <JCHEM_PKA_STRONGEST_BASIC>
-3.754342625260649

> <JCHEM_POLAR_SURFACE_AREA>
189.02999999999997

> <JCHEM_REFRACTIVITY>
185.58170000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.52e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4R,4aS,4bS,5R,6S,7S,8aR,9R,10aS)-2,3,9-tris(acetyloxy)-5-(benzoyloxy)-6-ethenyl-7,8a-dihydroxy-1,1,4a,7-tetramethyl-8-oxo-octahydro-2H-phenanthren-4-yl benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.724  -0.564   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.414   3.437   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       5.184   4.771   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       6.724   4.771   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.414   6.105   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.874   6.105   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.104   7.438   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.874   8.772   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.414   8.772   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.184   7.438   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.874  -1.897   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.414  -1.897   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       2.104  -3.231   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       2.874  -4.565   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.104  -5.898   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       4.414  -4.565   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -0.206  -1.897   0.000  0.00  0.00           O+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       2.104   2.104   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       2.874   3.437   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       2.553   4.944   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       1.927   6.351   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       1.089   5.420   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -0.056   4.389   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -1.520   4.865   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -1.840   6.371   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -0.696   7.402   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       0.769   6.926   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -0.206   3.437   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -1.746   3.437   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      -1.566   1.493   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      -1.566   0.047   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       1.334  -1.897   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       3.644   2.104   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       8.030  -1.380   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       6.777  -2.103   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0       9.034   0.770   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0       9.804  -0.564   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      11.344  -0.564   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0       9.034  -1.897   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0       7.494   3.437   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0       9.034   3.437   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0       9.804   4.771   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0       9.804   2.104   0.000  0.00  0.00           C+0
CONECT    1    2    6   50                                                  
CONECT    2    1    3   46                                                  
CONECT    3    2    4   44   45                                             
CONECT    4    3    5   19                                                  
CONECT    5    4    6   16   43                                             
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
CONECT   16    5   17   28                                                  
CONECT   17   16   18   24   42                                             
CONECT   18   17   19   20                                                  
CONECT   19   18    4                                                       
CONECT   20   18   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   17   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   40   41                                             
CONECT   27   26   28   38                                                  
CONECT   28   27   16   29                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   37                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   32                                                       
CONECT   38   27   39                                                       
CONECT   39   38                                                            
CONECT   40   26                                                            
CONECT   41   26                                                            
CONECT   42   17                                                            
CONECT   43    5                                                            
CONECT   44    3                                                            
CONECT   45    3                                                            
CONECT   46    2   47                                                       
CONECT   47   46   48   49                                                  
CONECT   48   47                                                            
CONECT   49   47                                                            
CONECT   50    1   51                                                       
CONECT   51   50   52   53                                                  
CONECT   52   51                                                            
CONECT   53   51                                                            
MASTER        0    0    0    0    0    0    0    0   53    0  114    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₀H₄₆O₁₃

Average Mass

734.7950 Da

Monoisotopic Mass

734.29384 Da

IUPAC Name

(2S,3S,4R,4aS,4bS,5R,6S,7S,8aR,9R,10aS)-2,3,9-tris(acetyloxy)-5-(benzoyloxy)-6-ethenyl-7,8a-dihydroxy-1,1,4a,7-tetramethyl-8-oxo-tetradecahydrophenanthren-4-yl benzoate

Traditional Name

(2S,3S,4R,4aS,4bS,5R,6S,7S,8aR,9R,10aS)-2,3,9-tris(acetyloxy)-5-(benzoyloxy)-6-ethenyl-7,8a-dihydroxy-1,1,4a,7-tetramethyl-8-oxo-octahydro-2H-phenanthren-4-yl benzoate

CAS Registry Number

Not Available

SMILES

CC(=O)O[C@@H]1C[C@H]2C(C)(C)[C@H](OC(C)=O)[C@H](OC(C)=O)[C@H](OC(=O)C3=CC=CC=C3)[C@]2(C)[C@H]2[C@H](OC(=O)C3=CC=CC=C3)[C@H](C=C)[C@](C)(O)C(=O)[C@]12O

InChI Identifier

InChI=1S/C40H46O13/c1-9-26-29(52-34(44)24-16-12-10-13-17-24)31-38(7)27(20-28(49-21(2)41)40(31,48)36(46)39(26,8)47)37(5,6)32(51-23(4)43)30(50-22(3)42)33(38)53-35(45)25-18-14-11-15-19-25/h9-19,26-33,47-48H,1,20H2,2-8H3/t26-,27-,28+,29+,30-,31+,32+,33-,38-,39-,40-/m0/s1

InChI Key

DMMVJHQAIBQUJU-JZDFYCIQSA-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
Orthosiphon stamineus	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pentacarboxylic acids and derivatives. These are carboxylic acids containing exactly five carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Pentacarboxylic acids and derivatives

Direct Parent

Pentacarboxylic acids and derivatives

Alternative Parents

Substituents

Pentacarboxylic acid or derivatives
Hydrophenanthrene
Phenanthrene
Benzoate ester
Benzoic acid or derivatives
Benzoyl
Benzenoid
Acyloin
Monocyclic benzene moiety
Cyclitol or derivatives
Cyclic alcohol
Tertiary alcohol
Ketone
Carboxylic acid ester
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Carbonyl group
Organic oxygen compound
Alcohol
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	3.6	ALOGPS
logP	4.58	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	11.72	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	189.03 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	185.58 m³·mol⁻¹	ChemAxon
Polarizability	74.12 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

C00032079

Chemspider ID

8804124

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10628761

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (-)-Staminol A (NP0072358)

MOL for NP0072358 ((-)-Staminol A)

3D MOL for NP0072358 ((-)-Staminol A)

3D SDF for NP0072358 ((-)-Staminol A)

3D-SDF for NP0072358 ((-)-Staminol A)

PDB for NP0072358 ((-)-Staminol A)

3D PDB for NP0072358 ((-)-Staminol A)

SMILES for NP0072358 ((-)-Staminol A)

INCHI for NP0072358 ((-)-Staminol A)

Structure for NP0072358 ((-)-Staminol A)

3D Structure for NP0072358 ((-)-Staminol A)