NP-MRD: Showing NP-Card for 7beta-Acetylcatuabine E (NP0079751)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-29 00:48:22 UTC

Updated at

2022-04-29 00:48:22 UTC

NP-MRD ID

NP0079751

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7beta-Acetylcatuabine E

Description

(1S,3R,5R,6S,7R)-6-(acetyloxy)-8-methyl-7-(1-methyl-1H-pyrrole-2-carbonyloxy)-8-azabicyclo[3.2.1]Octan-3-yl 1-methyl-1H-pyrrole-2-carboxylate belongs to the class of organic compounds known as tropane alkaloids. These are organic compounds containing the nitrogenous bicyclic alkaloid parent N-Methyl-8-azabicyclo[3.2.1]Octane. 7beta-Acetylcatuabine E is found in Erythroxylon vacciniifolium and Erythroxylum vacciniifolium. Based on a literature review very few articles have been published on (1S,3R,5R,6S,7R)-6-(acetyloxy)-8-methyl-7-(1-methyl-1H-pyrrole-2-carbonyloxy)-8-azabicyclo[3.2.1]Octan-3-yl 1-methyl-1H-pyrrole-2-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292202482D          

 31 34  0  0  1  0            999 V2000
    3.6130   -0.7926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7925   -0.8788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6210   -1.6858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3355   -2.0983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9486   -1.5463    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7555   -1.7178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0255   -0.0781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8505   -0.0781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6130    0.6363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7880    0.6363    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4300    1.3796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6257    1.5632    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9807    1.0488    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9807    0.2238    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6257   -0.2905    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4300   -0.1070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3940    0.6363    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5690    0.6363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2374   -0.1341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1758   -0.9568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8574   -1.4215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5675   -1.3148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7148   -2.1265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5324   -2.2372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8903   -1.4939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2940   -0.9238    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4048   -0.1063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2374    1.4068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1758    2.2295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5675    2.5874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8574    2.6942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  1  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
 10  9  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 10 16  1  0  0  0  0
 15 17  1  6  0  0  0
 12 17  1  6  0  0  0
 17 18  1  0  0  0  0
 14 19  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 22 26  1  0  0  0  0
 26 27  1  0  0  0  0
 13 28  1  1  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
M  END

     RDKit          3D

 58 61  0  0  0  0  0  0  0  0999 V2000
   -3.0417   -3.5406   -1.7461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5317   -3.3265   -0.3781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8790   -4.1410    0.5142 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6933   -2.2854   -0.0098 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2383   -2.1359    1.3240 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5565   -0.7789    1.8861 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1673    0.0871    0.9662 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3622    0.7220    1.1616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9680    0.5216    2.2449 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9769    1.6178    0.1894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1687    2.2957    0.3023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4044    3.0501   -0.8467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3114    2.7987   -1.6495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4690    1.9449   -1.0219 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2277    1.4947   -1.6233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2035   -0.2161    2.3211 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4421    0.5936    1.2165 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5411   -0.2315    0.6245 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1674    0.3452   -0.4822 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5230    0.6223   -0.5551 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2094    0.3245    0.4556 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1355    1.2297   -1.7413 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5380    1.6128   -2.9174 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4700    2.1433   -3.7804 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6749    2.0708   -3.0828 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4246    1.5197   -1.8738 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4630    1.2952   -0.8854 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9520   -1.5704    0.2290 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2689   -2.2212    1.4264 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5579   -1.4277    2.5902 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1738   -2.0300    3.8270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6777   -2.7751   -2.4602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8108   -4.5777   -2.1218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1622   -3.4093   -1.7150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6645   -2.9600    1.9409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1597   -0.8992    2.8138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8371    2.2602    1.1505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2567    3.6919   -1.0627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1820    3.2365   -2.6275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0133    0.4231   -1.3925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4080    2.1604   -1.2908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2861    1.5547   -2.7294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2733    0.3420    3.2649 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8027    1.5480    1.6555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3132    0.8024    0.4396 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2660   -0.4489    1.4593 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4903    1.5186   -3.1481 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3321    2.5370   -4.7821 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6083    2.4169   -3.5047 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1381    1.6137    0.1280 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7972    0.2183   -0.8848 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3780    1.8781   -1.1161 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7435   -2.2585   -0.1031 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1764   -1.4085   -0.5427 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5756   -3.2827    1.5314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1718   -1.2443    4.5092 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1054   -2.4577    4.2922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5390   -2.8645    3.7236 H   0  0  0  0  0  0  0  0  0  0  0  0
 31 30  1  0
 30 29  1  0
 29 28  1  0
 28 18  1  0
 18 17  1  0
 17 16  1  0
 16  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 16 30  1  0
 14 10  1  0
 26 22  1  0
  5 29  1  0
 31 56  1  0
 31 57  1  0
 31 58  1  0
 29 55  1  1
 28 53  1  0
 28 54  1  0
 18 46  1  1
 17 44  1  0
 17 45  1  0
 16 43  1  1
  6 36  1  1
 11 37  1  0
 12 38  1  0
 13 39  1  0
 15 40  1  0
 15 41  1  0
 15 42  1  0
  5 35  1  1
  1 32  1  0
  1 33  1  0
  1 34  1  0
 23 47  1  0
 24 48  1  0
 25 49  1  0
 27 50  1  0
 27 51  1  0
 27 52  1  0
M  END


  Mrv1652304292202482D          

 31 34  0  0  1  0            999 V2000
    3.6130   -0.7926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7925   -0.8788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6210   -1.6858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3355   -2.0983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9486   -1.5463    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7555   -1.7178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0255   -0.0781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8505   -0.0781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6130    0.6363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7880    0.6363    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4300    1.3796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6257    1.5632    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9807    1.0488    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9807    0.2238    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6257   -0.2905    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4300   -0.1070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3940    0.6363    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5690    0.6363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2374   -0.1341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1758   -0.9568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8574   -1.4215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5675   -1.3148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7148   -2.1265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5324   -2.2372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8903   -1.4939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2940   -0.9238    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4048   -0.1063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2374    1.4068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1758    2.2295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5675    2.5874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8574    2.6942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  1  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
 10  9  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 10 16  1  0  0  0  0
 15 17  1  6  0  0  0
 12 17  1  6  0  0  0
 17 18  1  0  0  0  0
 14 19  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 22 26  1  0  0  0  0
 26 27  1  0  0  0  0
 13 28  1  1  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0079751

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1[C@@H]2C[C@H](C[C@H]1[C@@H](OC(=O)C1=CC=CN1C)[C@H]2OC(C)=O)OC(=O)C1=CC=CN1C

> <INCHI_IDENTIFIER>
InChI=1S/C22H27N3O6/c1-13(26)29-19-17-11-14(30-21(27)15-7-5-9-23(15)2)12-18(25(17)4)20(19)31-22(28)16-8-6-10-24(16)3/h5-10,14,17-20H,11-12H2,1-4H3/t14-,17-,18+,19+,20-/m1/s1

> <INCHI_KEY>
YSCZZGHQMKFFFY-JIKAWYKTSA-N

> <FORMULA>
C22H27N3O6

> <MOLECULAR_WEIGHT>
429.473

> <EXACT_MASS>
429.189985601

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
43.487974807940965

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,3R,5R,6S,7R)-6-(acetyloxy)-8-methyl-7-(1-methyl-1H-pyrrole-2-carbonyloxy)-8-azabicyclo[3.2.1]octan-3-yl 1-methyl-1H-pyrrole-2-carboxylate

> <ALOGPS_LOGP>
2.23

> <JCHEM_LOGP>
2.0744160826666658

> <ALOGPS_LOGS>
-2.48

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
7.128886636830251

> <JCHEM_POLAR_SURFACE_AREA>
92.0

> <JCHEM_REFRACTIVITY>
110.8703

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.41e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3R,5R,6S,7R)-6-(acetyloxy)-8-methyl-7-(1-methylpyrrole-2-carbonyloxy)-8-azabicyclo[3.2.1]octan-3-yl 1-methylpyrrole-2-carboxylate

> <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       6.744  -1.480   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.213  -1.640   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.893  -3.147   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.226  -3.917   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       7.371  -2.886   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       8.877  -3.207   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.514  -0.146   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       9.054  -0.146   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       6.744   1.188   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       5.204   1.188   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.536   2.575   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.035   2.918   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.831   1.958   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.831   0.418   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.035  -0.542   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.536  -0.200   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       2.602   1.188   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       1.062   1.188   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.443  -0.250   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       0.328  -1.786   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.600  -2.654   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -1.059  -2.454   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.334  -3.969   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.860  -4.176   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.529  -2.789   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0      -2.416  -1.724   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0      -2.622  -0.198   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       0.443   2.626   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       0.328   4.162   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -1.059   4.830   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       1.600   5.029   0.000  0.00  0.00           C+0
CONECT    1    2    5    7                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    1    6                                                  
CONECT    6    5                                                            
CONECT    7    1    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   16                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14   28                                                  
CONECT   14   13   15   19                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15   10                                                       
CONECT   17   15   12   18                                                  
CONECT   18   17                                                            
CONECT   19   14   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   26                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   22   27                                                  
CONECT   27   26                                                            
CONECT   28   13   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

View in JSmol

Synonyms

Value	Source
(1S,3R,5R,6S,7R)-6-(Acetyloxy)-8-methyl-7-(1-methyl-1H-pyrrole-2-carbonyloxy)-8-azabicyclo[3.2.1]octan-3-yl 1-methyl-1H-pyrrole-2-carboxylic acid	Generator

Chemical Formula

C₂₂H₂₇N₃O₆

Average Mass

429.4730 Da

Monoisotopic Mass

429.18999 Da

IUPAC Name

(1S,3R,5R,6S,7R)-6-(acetyloxy)-8-methyl-7-(1-methyl-1H-pyrrole-2-carbonyloxy)-8-azabicyclo[3.2.1]octan-3-yl 1-methyl-1H-pyrrole-2-carboxylate

Traditional Name

(1S,3R,5R,6S,7R)-6-(acetyloxy)-8-methyl-7-(1-methylpyrrole-2-carbonyloxy)-8-azabicyclo[3.2.1]octan-3-yl 1-methylpyrrole-2-carboxylate

CAS Registry Number

Not Available

SMILES

CN1[C@@H]2C[C@H](C[C@H]1[C@@H](OC(=O)C1=CC=CN1C)[C@H]2OC(C)=O)OC(=O)C1=CC=CN1C

InChI Identifier

InChI=1S/C22H27N3O6/c1-13(26)29-19-17-11-14(30-21(27)15-7-5-9-23(15)2)12-18(25(17)4)20(19)31-22(28)16-8-6-10-24(16)3/h5-10,14,17-20H,11-12H2,1-4H3/t14-,17-,18+,19+,20-/m1/s1

InChI Key

YSCZZGHQMKFFFY-JIKAWYKTSA-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
Erythroxylon vacciniifolium	-	KNApSAcK
Erythroxylum vacciniifolium	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tropane alkaloids. These are organic compounds containing the nitrogenous bicyclic alkaloid parent N-Methyl-8-azabicyclo[3.2.1]Octane.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Tropane alkaloids

Sub Class

Not Available

Direct Parent

Tropane alkaloids

Alternative Parents

Substituents

Tropane alkaloid
Tricarboxylic acid or derivatives
Pyrrole-2-carboxylic acid or derivatives
N-alkylpyrrolidine
Substituted pyrrole
Piperidine
N-methylpyrrole
Heteroaromatic compound
Pyrrolidine
Pyrrole
Tertiary aliphatic amine
Tertiary amine
Carboxylic acid ester
Amino acid or derivatives
Azacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	2.23	ALOGPS
logP	2.07	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Basic)	7.13	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	92 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	110.87 m³·mol⁻¹	ChemAxon
Polarizability	43.49 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

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

162982118

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 7beta-Acetylcatuabine E (NP0079751)

MOL for NP0079751 (7beta-Acetylcatuabine E)

3D MOL for NP0079751 (7beta-Acetylcatuabine E)

3D SDF for NP0079751 (7beta-Acetylcatuabine E)

3D-SDF for NP0079751 (7beta-Acetylcatuabine E)

PDB for NP0079751 (7beta-Acetylcatuabine E)

3D PDB for NP0079751 (7beta-Acetylcatuabine E)

SMILES for NP0079751 (7beta-Acetylcatuabine E)

INCHI for NP0079751 (7beta-Acetylcatuabine E)

Structure for NP0079751 (7beta-Acetylcatuabine E)

3D Structure for NP0079751 (7beta-Acetylcatuabine E)