NP-MRD: Showing NP-Card for pamine (NP0170548)

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Record Information

Version

2.0

Created at

2022-09-03 06:44:03 UTC

Updated at

2022-09-03 06:44:03 UTC

NP-MRD ID

NP0170548

Secondary Accession Numbers

None

Natural Product Identification

Common Name

pamine

Description

Pamine Bromide belongs to the class of organic compounds known as beta hydroxy acids and derivatives. Beta hydroxy acids and derivatives are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom. pamine is found in Datura stramonium. Based on a literature review very few articles have been published on Pamine Bromide.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 47 50  0  0  0  0  0  0  0  0999 V2000
   -3.7668   -1.7658   -0.2333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7745   -0.3196   -0.2419 N   0  0  0  0  0  4  0  0  0  0  0  0
   -5.0871    0.2176   -0.4465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1641    0.2539    0.9343 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8401   -0.3349    1.2423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9232   -0.5178    0.0951 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1668    0.3873    0.0914 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4951   -0.0275    0.1954 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6783   -1.2648    0.2940 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6427    0.8703    0.1954 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6707    1.8018   -0.9944 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7224    1.1194   -2.2065 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8927    0.0902    0.3210 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6879    0.2835    1.4270 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8746   -0.4424    1.5683 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2540   -1.3441    0.6171 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4722   -1.5453   -0.4870 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3066   -0.8223   -0.6108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5780   -0.4818   -1.2557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8935    0.2067   -1.2873 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8225    1.6646   -0.9632 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8780    2.0984   -0.0654 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0429    1.7091    0.5479 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8474   -2.1753    0.1860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6216   -2.1094    0.3719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9400   -2.0997   -1.2797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5023   -0.2357   -1.3935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7855   -0.0080    0.3655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9875    1.2979   -0.6581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8209    0.1658    1.8154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3297    0.3449    1.9840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0180   -1.2812    1.8324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4684   -1.5484    0.1942 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5554    1.5264    1.0847 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8003    2.4576   -0.9713 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5789    2.4289   -0.8841 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9848    0.4855   -2.3184 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4338    0.9889    2.2152 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4744   -0.2519    2.4690 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1592   -1.8936    0.7311 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7612   -2.2730   -1.2723 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6899   -0.9804   -1.4807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9048    0.0242   -1.9976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7303   -1.5158   -1.6791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3856   -0.0070   -2.2473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3800    2.3975   -1.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8094    2.4254    0.8586 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 20  2  1  0
 23 21  1  0
 18 13  1  0
 23  4  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  1
  5 31  1  0
  5 32  1  0
  6 33  1  1
 19 43  1  0
 19 44  1  0
 20 45  1  6
 21 46  1  6
 23 47  1  6
 10 34  1  1
 11 35  1  0
 11 36  1  0
 12 37  1  0
 14 38  1  0
 15 39  1  0
 16 40  1  0
 17 41  1  0
 18 42  1  0
M  CHG  1   2   1
M  END


  Mrv1652309032208442D          

 23 26  0  0  0  0            999 V2000
    1.5712    0.9155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8255    1.2684    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    1.5712    1.6212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0572    0.3415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8615    0.5251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2195    1.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0445    1.2684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4570    0.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0445   -0.1606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2820    0.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6945    1.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5195    1.2684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6945   -0.1606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5195   -0.1606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9320   -0.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5195   -1.5895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6945   -1.5895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2820   -0.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8615    2.0117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0572    2.1953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4122    1.6809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3023    1.2684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4122    0.8559    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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  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  1  0  0  0  0
 11 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
  6 19  1  0  0  0  0
 19 20  1  0  0  0  0
  2 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 21 23  1  0  0  0  0
  4 23  1  0  0  0  0
M  CHG  1   2   1
M  END
> <DATABASE_ID>
NP0170548

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[N+]1(C)C2CC(CC1C1OC21)OC(=O)C(CO)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H24NO4/c1-19(2)14-8-12(9-15(19)17-16(14)23-17)22-18(21)13(10-20)11-6-4-3-5-7-11/h3-7,12-17,20H,8-10H2,1-2H3/q+1

> <INCHI_KEY>
LZCOQTDXKCNBEE-UHFFFAOYSA-N

> <FORMULA>
C18H24NO4

> <MOLECULAR_WEIGHT>
318.392

> <EXACT_MASS>
318.169984677

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
33.88536060771068

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
7-[(3-hydroxy-2-phenylpropanoyl)oxy]-9,9-dimethyl-3-oxa-9-azatricyclo[3.3.1.0^{2,4}]nonan-9-ium

> <ALOGPS_LOGP>
-1.49

> <JCHEM_LOGP>
-3.267384321471745

> <ALOGPS_LOGS>
-4.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.145739794476054

> <JCHEM_PKA_STRONGEST_BASIC>
-2.735053413896173

> <JCHEM_POLAR_SURFACE_AREA>
59.06

> <JCHEM_REFRACTIVITY>
95.63490000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.45e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-[(3-hydroxy-2-phenylpropanoyl)oxy]-9,9-dimethyl-3-oxa-9-azatricyclo[3.3.1.0^{2,4}]nonan-9-ium

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0       2.933   1.709   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       1.541   2.368   0.000  0.00  0.00           N+1
HETATM    3  C   UNK     0       2.933   3.026   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.973   0.637   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.475   0.980   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.143   2.368   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       5.683   2.368   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       6.453   1.034   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       5.683  -0.300   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       7.993   1.034   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.763   2.368   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      10.303   2.368   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       8.763  -0.300   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.303  -0.300   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.073  -1.633   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.303  -2.967   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.763  -2.967   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.993  -1.633   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.475   3.755   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.973   4.098   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.769   3.138   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -0.564   2.368   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       0.769   1.598   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4   20                                             
CONECT    3    2                                                            
CONECT    4    2    5   23                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   19                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13   10   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   13                                                       
CONECT   19    6   20                                                       
CONECT   20   19    2   21                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21   23                                                       
CONECT   23   22   21    4                                                  
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₂₄NO₄

Average Mass

318.3920 Da

Monoisotopic Mass

318.16998 Da

IUPAC Name

7-[(3-hydroxy-2-phenylpropanoyl)oxy]-9,9-dimethyl-3-oxa-9-azatricyclo[3.3.1.0^{2,4}]nonan-9-ium

Traditional Name

7-[(3-hydroxy-2-phenylpropanoyl)oxy]-9,9-dimethyl-3-oxa-9-azatricyclo[3.3.1.0^{2,4}]nonan-9-ium

CAS Registry Number

Not Available

SMILES

C[N+]1(C)C2CC(CC1C1OC21)OC(=O)C(CO)C1=CC=CC=C1

InChI Identifier

InChI=1S/C18H24NO4/c1-19(2)14-8-12(9-15(19)17-16(14)23-17)22-18(21)13(10-20)11-6-4-3-5-7-11/h3-7,12-17,20H,8-10H2,1-2H3/q+1

InChI Key

LZCOQTDXKCNBEE-UHFFFAOYSA-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
Datura stramonium	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as beta hydroxy acids and derivatives. Beta hydroxy acids and derivatives are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Hydroxy acids and derivatives

Sub Class

Beta hydroxy acids and derivatives

Direct Parent

Beta hydroxy acids and derivatives

Alternative Parents

Substituents

Beta-hydroxy acid
Monocyclic benzene moiety
Morpholine
Oxazinane
Piperidine
N-alkylpyrrolidine
Benzenoid
Tetraalkylammonium salt
Pyrrolidine
Quaternary ammonium salt
Carboxylic acid ester
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Monocarboxylic acid or derivatives
Oxacycle
Azacycle
Organoheterocyclic compound
Organonitrogen compound
Organic oxide
Organic oxygen compound
Organic nitrogen compound
Amine
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Primary alcohol
Alcohol
Organopnictogen compound
Organic salt
Organic cation
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	-1.5	ALOGPS
logP	-3.3	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	15.15	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	59.06 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	95.63 m³·mol⁻¹	ChemAxon
Polarizability	33.89 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

3977

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

4120

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for pamine (NP0170548)

MOL for NP0170548 (pamine)

3D MOL for NP0170548 (pamine)

3D SDF for NP0170548 (pamine)

3D-SDF for NP0170548 (pamine)

PDB for NP0170548 (pamine)

3D PDB for NP0170548 (pamine)

SMILES for NP0170548 (pamine)

INCHI for NP0170548 (pamine)

Structure for NP0170548 (pamine)

3D Structure for NP0170548 (pamine)