NP-MRD: Showing NP-Card for (1r,3s,5r,6s)-6-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl (2s)-3-hydroxy-2-phenylpropanoate (NP0239594)

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Record Information

Version

2.0

Created at

2022-09-06 23:13:34 UTC

Updated at

2022-09-06 23:13:34 UTC

NP-MRD ID

NP0239594

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,3s,5r,6s)-6-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl (2s)-3-hydroxy-2-phenylpropanoate

Description

Anisodamine 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. Anisodamine is a very strong basic compound (based on its pKa). Its Mandarin Chinese name 山莨菪碱 is given after Anisodus tanguticus (Chinese: 山莨菪; Pinyin: Shān làng dàng). Eye drops at 0.5% Concentration for slowing the progression is also available in China. Anisodamine is a naturally occurring tropane alkaloid found in some plants of the family Solanaceae. (1r,3s,5r,6s)-6-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl (2s)-3-hydroxy-2-phenylpropanoate is found in Duboisia myoporoides and Hyoscyamus albus. It is given orally or by injection, as a racemic mixture (racanisodamine) or as a hydrobromide salt.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 45 47  0  0  0  0  0  0  0  0999 V2000
    4.2452    0.8918   -1.9619 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1420    0.4760   -1.1294 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3142    0.8237    0.2541 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9895    0.6012    0.9511 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9706   -0.0195    0.0160 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1519   -0.3694    0.7630 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3667    0.2402    0.4833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4482    1.1005   -0.4377 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5654   -0.1262    1.2729 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7996   -1.6108    1.0950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6611   -2.2637    1.5643 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7354    0.6497    0.7957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4206    1.4456    1.6856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5228    2.1718    1.2194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9342    2.1099   -0.0944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2362    1.3103   -0.9629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1396    0.5840   -0.5122 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5279   -1.2253   -0.7111 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9672   -0.9458   -1.0869 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8352   -1.4596    0.0470 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9200   -2.1917   -0.4322 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2743   -0.2254    0.7741 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2103    0.9252   -1.4434 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0105    1.9130   -2.3350 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2950    0.2376   -2.8577 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6969    1.8479    0.4035 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5840    1.5755    1.2800 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0752   -0.0617    1.8214 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7200    0.7457   -0.7457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3895    0.0483    2.3409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7164   -1.8909    1.6268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8495   -1.8301   -0.0044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7292   -3.2467    1.4560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1185    1.5096    2.7140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0573    2.7967    1.9277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7928    2.6747   -0.4604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5551    1.2576   -1.9975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5878   -0.0434   -1.1823 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9543   -1.3024   -1.6661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3885   -2.1629   -0.1721 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2630   -1.4547   -2.0202 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2858   -2.0991    0.7505 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7065   -3.1499   -0.5649 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3269    0.0477    0.5921 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0749   -0.3049    1.8730 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 22  1  0
 22 20  1  0
 20 21  1  0
 20 19  1  0
 19 18  1  0
 18  5  1  0
  5  4  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 19  2  1  0
 17 12  1  0
  4  3  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  6
 22 44  1  0
 22 45  1  0
 20 42  1  1
 21 43  1  0
 19 41  1  6
 18 39  1  0
 18 40  1  0
  5 29  1  6
  4 27  1  0
  4 28  1  0
  9 30  1  1
 10 31  1  0
 10 32  1  0
 11 33  1  0
 13 34  1  0
 14 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
M  END


  Mrv1652309272007252D          

 22 24  0  0  0  0            999 V2000
 9984.3638 9988.6170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9986.2007 9988.2932    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9987.8435 9987.6720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9988.5566 9988.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9989.2723 9987.6720    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9989.2723 9986.8477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9989.9858 9986.4365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9988.5566 9988.9098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9984.4680 9987.9137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9987.1318 9988.0992    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9986.6272 9987.4465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9986.9363 9988.9006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9985.8023 9987.4342    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9985.4498 9988.8783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9985.2783 9988.0714    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9986.1876 9989.2474    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9991.4146 9988.9095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.7001 9989.3219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9989.9856 9988.9094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9989.9855 9988.0844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.7000 9987.6719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.4146 9988.0845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  8  2  0  0  0  0
  5  6  1  1  0  0  0
  6  7  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 11 13  1  0  0  0  0
 12 16  1  0  0  0  0
 13 15  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 10  3  1  6  0  0  0
 15  9  1  1  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 17  1  0  0  0  0
  5 20  1  0  0  0  0
 16  2  1  1  0  0  0
 13  2  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0239594

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1[C@@H]2C[C@H](O)[C@H]1C[C@H](C2)OC(=O)[C@H](CO)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H23NO4/c1-18-12-7-13(9-15(18)16(20)8-12)22-17(21)14(10-19)11-5-3-2-4-6-11/h2-6,12-16,19-20H,7-10H2,1H3/t12-,13-,14+,15+,16-/m0/s1

> <INCHI_KEY>
WTQYWNWRJNXDEG-RBZJEDDUSA-N

> <FORMULA>
C17H23NO4

> <MOLECULAR_WEIGHT>
305.374

> <EXACT_MASS>
305.162708225

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
32.30302840918277

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,3S,5R,6S)-6-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl (2S)-3-hydroxy-2-phenylpropanoate

> <ALOGPS_LOGP>
0.82

> <JCHEM_LOGP>
0.4235434036666667

> <ALOGPS_LOGS>
-1.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
15.242167959533525

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.444837042780517

> <JCHEM_PKA_STRONGEST_BASIC>
8.842587954522479

> <JCHEM_POLAR_SURFACE_AREA>
70.0

> <JCHEM_REFRACTIVITY>
82.13430000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.74e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3S,5R,6S)-6-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl (2S)-3-hydroxy-2-phenylpropanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0    8637.4798645.418   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0    8640.9088644.814   0.000  0.00  0.00           N+0
HETATM    3  O   UNK     0    8643.9758643.654   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0    8645.3068644.425   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8646.6428643.654   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8646.6428642.116   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0    8647.9748641.348   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0    8645.3068645.965   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0    8637.6748644.106   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0    8642.6468644.452   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8641.7048643.233   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8642.2818645.948   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8640.1648643.211   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8639.5068645.906   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8639.1868644.400   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8640.8848646.595   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8650.6418645.964   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8649.3078646.734   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8647.9738645.964   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8647.9738644.424   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8649.3078643.654   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8650.6418644.424   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1   16   13                                                  
CONECT    3    4   10                                                       
CONECT    4    3    5    8                                                  
CONECT    5    4    6   20                                                  
CONECT    6    5    7                                                       
CONECT    7    6                                                            
CONECT    8    4                                                            
CONECT    9   15                                                            
CONECT   10   11   12    3                                                  
CONECT   11   10   13                                                       
CONECT   12   10   16                                                       
CONECT   13   11   15    2                                                  
CONECT   14   15   16                                                       
CONECT   15   13   14    9                                                  
CONECT   16   12   14    2                                                  
CONECT   17   18   22                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21    5                                                  
CONECT   21   20   22                                                       
CONECT   22   21   17                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

View in JSmol

Synonyms

Value	Source
Anisodamine hydrobromide	MeSH
Racanisodamine	MeSH
6-Hydroxyhyoscyamine	MeSH
(+)-(3R,6R,2'S)-6beta-Hydroxyhyoscyamine	PhytoBank
(+)-(3R,6R,2'S)-6β-Hydroxyhyoscyamine	PhytoBank
(+)-(3R,6R,2’S)-6β-Hydroxyhyoscyamine	PhytoBank
(+)-7beta-Hydroxyhyoscyamine	PhytoBank
(+)-7β-Hydroxyhyoscyamine	PhytoBank
(+)-Anisodamine	PhytoBank
7beta-Hydroxyhyoscyamine	PhytoBank
6beta-Hydroxyhyoscyamine	PhytoBank
6β-Hydroxyhyoscyamine	PhytoBank
(-)-(3S,6S,2'S)-6beta-Hydroxyhyoscyamine	PhytoBank
(-)-(3S,6S,2'S)-6β-Hydroxyhyoscyamine	PhytoBank
(-)-(3S,6S,2’S)-6β-Hydroxyhyoscyamine	PhytoBank
(-)-6beta-Hydroxyhyoscyamine	PhytoBank
(-)-6β-Hydroxyhyoscyamine	PhytoBank
(-)-Anisodamine	PhytoBank
Anisodamine	PhytoBank

Chemical Formula

C₁₇H₂₃NO₄

Average Mass

305.3740 Da

Monoisotopic Mass

305.16271 Da

IUPAC Name

(1R,3S,5R,6S)-6-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl (2S)-3-hydroxy-2-phenylpropanoate

Traditional Name

(1R,3S,5R,6S)-6-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl (2S)-3-hydroxy-2-phenylpropanoate

CAS Registry Number

Not Available

SMILES

CN1[C@@H]2C[C@H](O)[C@H]1C[C@H](C2)OC(=O)[C@H](CO)C1=CC=CC=C1

InChI Identifier

InChI=1S/C17H23NO4/c1-18-12-7-13(9-15(18)16(20)8-12)22-17(21)14(10-19)11-5-3-2-4-6-11/h2-6,12-16,19-20H,7-10H2,1H3/t12-,13-,14+,15+,16-/m0/s1

InChI Key

WTQYWNWRJNXDEG-RBZJEDDUSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Duboisia myoporoides	LOTUS Database	35616633
Hyoscyamus albus	LOTUS Database	35616633

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
Beta-hydroxy acid
Monocyclic benzene moiety
Hydroxy acid
Piperidine
N-alkylpyrrolidine
Benzenoid
Pyrrolidine
Cyclic alcohol
1,2-aminoalcohol
Amino acid or derivatives
Carboxylic acid ester
Tertiary aliphatic amine
Tertiary amine
Secondary alcohol
Azacycle
Organoheterocyclic compound
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Alcohol
Primary alcohol
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Organic nitrogen compound
Organic oxide
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
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	0.82	ALOGPS
logP	0.42	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	14.44	ChemAxon
pKa (Strongest Basic)	8.84	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	70 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	82.13 m³·mol⁻¹	ChemAxon
Polarizability	32.3 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

DB11785

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

Anisodamine

METLIN ID

Not Available

PubChem Compound

6918612

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,3s,5r,6s)-6-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl (2s)-3-hydroxy-2-phenylpropanoate (NP0239594)

MOL for NP0239594 ((1r,3s,5r,6s)-6-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl (2s)-3-hydroxy-2-phenylpropanoate)

3D MOL for NP0239594 ((1r,3s,5r,6s)-6-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl (2s)-3-hydroxy-2-phenylpropanoate)

3D SDF for NP0239594 ((1r,3s,5r,6s)-6-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl (2s)-3-hydroxy-2-phenylpropanoate)

3D-SDF for NP0239594 ((1r,3s,5r,6s)-6-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl (2s)-3-hydroxy-2-phenylpropanoate)

PDB for NP0239594 ((1r,3s,5r,6s)-6-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl (2s)-3-hydroxy-2-phenylpropanoate)

3D PDB for NP0239594 ((1r,3s,5r,6s)-6-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl (2s)-3-hydroxy-2-phenylpropanoate)

SMILES for NP0239594 ((1r,3s,5r,6s)-6-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl (2s)-3-hydroxy-2-phenylpropanoate)

INCHI for NP0239594 ((1r,3s,5r,6s)-6-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl (2s)-3-hydroxy-2-phenylpropanoate)

Structure for NP0239594 ((1r,3s,5r,6s)-6-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl (2s)-3-hydroxy-2-phenylpropanoate)

3D Structure for NP0239594 ((1r,3s,5r,6s)-6-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl (2s)-3-hydroxy-2-phenylpropanoate)