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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (4) Show 4 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:49 UTC

Update Date

2022-03-07 02:51:40 UTC

HMDB ID

HMDB0014568

Secondary Accession Numbers

HMDB14568

Metabolite Identification

Common Name

Hyoscyamine

Description

Hyoscyamine is a chemical compound, a tropane alkaloid it is the levo-isomer to atropine. It is a secondary metabolite of some plants, particularly henbane (Hyoscamus niger.). Hyoscyamine is used to provide symptomatic relief to various gastrointestinal disorders including spasms, peptic ulcers, irritable bowel syndrome, pancreatitis, colic and cystitis. It has also been used to relieve some heart problems, control some of the symptoms of Parkinson's disease, as well as for control of respiratory secretions in end of life care.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0014568
     RDKit          3D
Hyoscyamine
 44 46  0  0  0  0  0  0  0  0999 V2000
    4.2623    2.0824    0.6422 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2730    1.0943    0.4364 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2460    0.5316   -0.8894 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4390   -0.4265   -0.8291 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4667   -0.8668    0.6262 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3481   -0.0530    1.2844 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0584   -0.8456    1.2292 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1810   -0.2488    0.1461 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0817   -0.8205    0.0729 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2752   -0.2086    0.3180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2507    1.0042    0.6472 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5244   -1.0071    0.1821 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6184   -1.5531   -1.2495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6370   -0.4814   -2.1059 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7262   -0.2110    0.4779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6338   -0.6916    1.3891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7712    0.0188    1.6988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0064    1.2347    1.0853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0966    1.7266    0.1655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9627    1.0138   -0.1404 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9575   -0.2305   -1.1248 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7172    2.4979   -0.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0307    1.6637    1.3484 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7965    2.9335    1.2142 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4113    1.3250   -1.6602 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3196   -1.2707   -1.5101 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3678    0.1739   -1.0271 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4464   -0.6636    1.1017 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2733   -1.9525    0.7011 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5914    0.1734    2.3350 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5438   -0.8624    2.2110 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2547   -1.9011    0.9485 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0358    0.8306    0.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5202   -1.9020    0.8201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5496   -2.1633   -1.2984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7188   -2.2013   -1.3723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9007   -0.7286   -3.0276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5003   -1.6408    1.9016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5076   -0.3548    2.4278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8855    1.8398    1.2892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2879    2.6914   -0.3183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2345    1.3980   -0.8689 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4347    0.2821   -1.9577 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2340   -1.2299   -1.4951 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
  8 21  1  0
  6  2  1  0
 20 15  1  0
 21  3  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  6
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  1
  7 31  1  0
  7 32  1  0
  8 33  1  1
 12 34  1  1
 13 35  1  0
 13 36  1  0
 14 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  1  0
 21 44  1  0
M  END


  Mrv1652309272007302D          

 21 23  0  0  0  0            999 V2000
 9984.3638 9988.6169    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 9986.4364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9988.5566 9988.9097    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  0  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
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 12  1  0  0  0  0
 11 15  1  0  0  0  0
 12 14  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
  9  3  1  6  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 16  1  0  0  0  0
  5 19  1  0  0  0  0
 15  2  1  1  0  0  0
 12  2  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0014568

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C17H23NO3/c1-18-13-7-8-14(18)10-15(9-13)21-17(20)16(11-19)12-5-3-2-4-6-12/h2-6,13-16,19H,7-11H2,1H3/t13-,14+,15+,16-/m1/s1

> <INCHI_KEY>
RKUNBYITZUJHSG-FXUDXRNXSA-N

> <FORMULA>
C17H23NO3

> <MOLECULAR_WEIGHT>
289.3694

> <EXACT_MASS>
289.167793607

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
31.741089874876113

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.19

> <JCHEM_LOGP>
1.571241016666666

> <ALOGPS_LOGS>
-2.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.145740617562414

> <JCHEM_PKA_STRONGEST_BASIC>
9.385561870758496

> <JCHEM_POLAR_SURFACE_AREA>
49.77

> <JCHEM_REFRACTIVITY>
80.81640000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.52e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
L-hyoscyamine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014568
     RDKit          3D
Hyoscyamine
 44 46  0  0  0  0  0  0  0  0999 V2000
    4.2623    2.0824    0.6422 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2730    1.0943    0.4364 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2460    0.5316   -0.8894 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4390   -0.4265   -0.8291 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4667   -0.8668    0.6262 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3481   -0.0530    1.2844 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0584   -0.8456    1.2292 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1810   -0.2488    0.1461 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0817   -0.8205    0.0729 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2752   -0.2086    0.3180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2507    1.0042    0.6472 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5244   -1.0071    0.1821 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6184   -1.5531   -1.2495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6370   -0.4814   -2.1059 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7262   -0.2110    0.4779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6338   -0.6916    1.3891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7712    0.0188    1.6988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0064    1.2347    1.0853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0966    1.7266    0.1655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9627    1.0138   -0.1404 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9575   -0.2305   -1.1248 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7172    2.4979   -0.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0307    1.6637    1.3484 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7965    2.9335    1.2142 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4113    1.3250   -1.6602 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3196   -1.2707   -1.5101 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3678    0.1739   -1.0271 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4464   -0.6636    1.1017 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2733   -1.9525    0.7011 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5914    0.1734    2.3350 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5438   -0.8624    2.2110 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2547   -1.9011    0.9485 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0358    0.8306    0.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5202   -1.9020    0.8201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5496   -2.1633   -1.2984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7188   -2.2013   -1.3723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9007   -0.7286   -3.0276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5003   -1.6408    1.9016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5076   -0.3548    2.4278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8855    1.8398    1.2892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2879    2.6914   -0.3183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2345    1.3980   -0.8689 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4347    0.2821   -1.9577 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2340   -1.2299   -1.4951 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
  8 21  1  0
  6  2  1  0
 20 15  1  0
 21  3  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  6
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  1
  7 31  1  0
  7 32  1  0
  8 33  1  1
 12 34  1  1
 13 35  1  0
 13 36  1  0
 14 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  1  0
 21 44  1  0
M  END

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  C   UNK     0    8642.6468644.452   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8641.7048643.233   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8642.2818645.948   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8640.1648643.211   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8639.5068645.906   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8639.1868644.400   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8640.8848646.595   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8650.6418645.964   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8649.3078646.734   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8647.9738645.964   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8647.9738644.424   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8649.3078643.654   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8650.6418644.424   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1   15   12                                                  
CONECT    3    4    9                                                       
CONECT    4    3    5    8                                                  
CONECT    5    4    6   19                                                  
CONECT    6    5    7                                                       
CONECT    7    6                                                            
CONECT    8    4                                                            
CONECT    9   10   11    3                                                  
CONECT   10    9   12                                                       
CONECT   11    9   15                                                       
CONECT   12   10   14    2                                                  
CONECT   13   14   15                                                       
CONECT   14   12   13                                                       
CONECT   15   11   13    2                                                  
CONECT   16   17   21                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20    5                                                  
CONECT   20   19   21                                                       
CONECT   21   20   16                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0014712
HETATM    1  C1  UNL     1      -4.291   1.773   0.645  1.00  0.00           C  
HETATM    2  N1  UNL     1      -3.289   0.848   0.306  1.00  0.00           N  
HETATM    3  C2  UNL     1      -3.078  -0.220   1.241  1.00  0.00           C  
HETATM    4  C3  UNL     1      -4.304  -1.099   0.959  1.00  0.00           C  
HETATM    5  C4  UNL     1      -4.312  -1.040  -0.562  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.460   0.157  -0.938  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.097  -0.262  -1.456  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.163  -0.319  -0.302  1.00  0.00           C  
HETATM    9  O1  UNL     1       0.115  -0.788  -0.560  1.00  0.00           O  
HETATM   10  C8  UNL     1       1.279  -0.078  -0.404  1.00  0.00           C  
HETATM   11  O2  UNL     1       1.142   1.098   0.011  1.00  0.00           O  
HETATM   12  C9  UNL     1       2.630  -0.612  -0.690  1.00  0.00           C  
HETATM   13  C10 UNL     1       2.835  -1.936   0.004  1.00  0.00           C  
HETATM   14  O3  UNL     1       2.720  -1.865   1.371  1.00  0.00           O  
HETATM   15  C11 UNL     1       3.699   0.352  -0.440  1.00  0.00           C  
HETATM   16  C12 UNL     1       4.523   0.836  -1.437  1.00  0.00           C  
HETATM   17  C13 UNL     1       5.530   1.747  -1.186  1.00  0.00           C  
HETATM   18  C14 UNL     1       5.747   2.210   0.098  1.00  0.00           C  
HETATM   19  C15 UNL     1       4.939   1.743   1.114  1.00  0.00           C  
HETATM   20  C16 UNL     1       3.929   0.825   0.844  1.00  0.00           C  
HETATM   21  C17 UNL     1      -1.861  -1.027   0.839  1.00  0.00           C  
HETATM   22  H1  UNL     1      -3.898   2.485   1.414  1.00  0.00           H  
HETATM   23  H2  UNL     1      -5.225   1.344   1.052  1.00  0.00           H  
HETATM   24  H3  UNL     1      -4.543   2.386  -0.245  1.00  0.00           H  
HETATM   25  H4  UNL     1      -3.051   0.109   2.292  1.00  0.00           H  
HETATM   26  H5  UNL     1      -5.214  -0.695   1.406  1.00  0.00           H  
HETATM   27  H6  UNL     1      -4.100  -2.135   1.292  1.00  0.00           H  
HETATM   28  H7  UNL     1      -5.368  -0.911  -0.867  1.00  0.00           H  
HETATM   29  H8  UNL     1      -3.925  -1.980  -0.990  1.00  0.00           H  
HETATM   30  H9  UNL     1      -4.037   0.726  -1.694  1.00  0.00           H  
HETATM   31  H10 UNL     1      -2.204  -1.202  -2.017  1.00  0.00           H  
HETATM   32  H11 UNL     1      -1.760   0.561  -2.141  1.00  0.00           H  
HETATM   33  H12 UNL     1      -1.042   0.749   0.056  1.00  0.00           H  
HETATM   34  H13 UNL     1       2.639  -0.844  -1.796  1.00  0.00           H  
HETATM   35  H14 UNL     1       3.793  -2.361  -0.352  1.00  0.00           H  
HETATM   36  H15 UNL     1       2.032  -2.618  -0.368  1.00  0.00           H  
HETATM   37  H16 UNL     1       2.520  -2.796   1.693  1.00  0.00           H  
HETATM   38  H17 UNL     1       4.372   0.486  -2.461  1.00  0.00           H  
HETATM   39  H18 UNL     1       6.176   2.126  -1.972  1.00  0.00           H  
HETATM   40  H19 UNL     1       6.536   2.930   0.327  1.00  0.00           H  
HETATM   41  H20 UNL     1       5.092   2.094   2.135  1.00  0.00           H  
HETATM   42  H21 UNL     1       3.284   0.447   1.627  1.00  0.00           H  
HETATM   43  H22 UNL     1      -2.133  -2.041   0.460  1.00  0.00           H  
HETATM   44  H23 UNL     1      -1.179  -1.204   1.696  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    6
CONECT    3    4   21   25
CONECT    4    5   26   27
CONECT    5    6   28   29
CONECT    6    7   30
CONECT    7    8   31   32
CONECT    8    9   21   33
CONECT    9   10
CONECT   10   11   11   12
CONECT   12   13   15   34
CONECT   13   14   35   36
CONECT   14   37
CONECT   15   16   16   20
CONECT   16   17   38
CONECT   17   18   18   39
CONECT   18   19   40
CONECT   19   20   20   41
CONECT   20   42
CONECT   21   43   44
END

HMDB0014568
     RDKit          3D
Hyoscyamine
 44 46  0  0  0  0  0  0  0  0999 V2000
    4.2623    2.0824    0.6422 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2730    1.0943    0.4364 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2460    0.5316   -0.8894 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4390   -0.4265   -0.8291 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4667   -0.8668    0.6262 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3481   -0.0530    1.2844 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0584   -0.8456    1.2292 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1810   -0.2488    0.1461 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0817   -0.8205    0.0729 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2752   -0.2086    0.3180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2507    1.0042    0.6472 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5244   -1.0071    0.1821 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6184   -1.5531   -1.2495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6370   -0.4814   -2.1059 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7262   -0.2110    0.4779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6338   -0.6916    1.3891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7712    0.0188    1.6988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0064    1.2347    1.0853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0966    1.7266    0.1655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9627    1.0138   -0.1404 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9575   -0.2305   -1.1248 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7172    2.4979   -0.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0307    1.6637    1.3484 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7965    2.9335    1.2142 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4113    1.3250   -1.6602 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3196   -1.2707   -1.5101 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3678    0.1739   -1.0271 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4464   -0.6636    1.1017 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2733   -1.9525    0.7011 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5914    0.1734    2.3350 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5438   -0.8624    2.2110 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2547   -1.9011    0.9485 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0358    0.8306    0.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5202   -1.9020    0.8201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5496   -2.1633   -1.2984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7188   -2.2013   -1.3723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9007   -0.7286   -3.0276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5003   -1.6408    1.9016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5076   -0.3548    2.4278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8855    1.8398    1.2892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2879    2.6914   -0.3183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2345    1.3980   -0.8689 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4347    0.2821   -1.9577 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2340   -1.2299   -1.4951 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
  8 21  1  0
  6  2  1  0
 20 15  1  0
 21  3  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  6
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  1
  7 31  1  0
  7 32  1  0
  8 33  1  1
 12 34  1  1
 13 35  1  0
 13 36  1  0
 14 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  1  0
 21 44  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(-)-Atropine	ChEBI
(-)-Hyoscyamine	ChEBI
(S)-(-)-Hyoscyamine	ChEBI
[3(S)-endo]-alpha-(Hydroxymethyl)benzeneacetic acid 8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester	ChEBI
Daturine	ChEBI
Duboisine	ChEBI
L-Hyoscyamine	ChEBI
L-Tropine tropate	ChEBI
Tropine, (-)-tropate	ChEBI
[3(S)-endo]-a-(Hydroxymethyl)benzeneacetate 8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester	Generator
[3(S)-endo]-a-(Hydroxymethyl)benzeneacetic acid 8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester	Generator
[3(S)-endo]-alpha-(Hydroxymethyl)benzeneacetate 8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester	Generator
[3(S)-endo]-Α-(hydroxymethyl)benzeneacetate 8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester	Generator
[3(S)-endo]-Α-(hydroxymethyl)benzeneacetic acid 8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester	Generator
L-Tropine tropic acid	Generator
Tropine, (-)-tropic acid	Generator
(Leo)-atropine	HMDB
(Leo)-hyoscyamine	HMDB
(S)-(Leo)-hyoscyamine	HMDB
(S)Atropine	HMDB
Hyocyamine	HMDB
L-Atropine	HMDB
L-Hyopscyamine	HMDB
L-Hyoscamine	HMDB
Hyoscyamine	ChEBI

Chemical Formula

C₁₇H₂₃NO₃

Average Molecular Weight

289.3694

Monoisotopic Molecular Weight

289.167793607

IUPAC Name

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

Traditional Name

L-hyoscyamine

CAS Registry Number

101-31-5

SMILES

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

InChI Identifier

InChI=1S/C17H23NO3/c1-18-13-7-8-14(18)10-15(9-13)21-17(20)16(11-19)12-5-3-2-4-6-12/h2-6,13-16,19H,7-11H2,1H3/t13-,14+,15+,16-/m1/s1

InChI Key

RKUNBYITZUJHSG-FXUDXRNXSA-N

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
Benzenoid
N-alkylpyrrolidine
Pyrrolidine
Amino acid or derivatives
Carboxylic acid ester
Tertiary aliphatic amine
Tertiary amine
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Azacycle
Organoheterocyclic compound
Organonitrogen compound
Amine
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organic nitrogen compound
Primary alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

tropan-3alpha-yl 3-hydroxy-2-phenylpropanoate (CHEBI:17486 )
Tropane alkaloids (C02046 )
Tropan alkaloids (C02046 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0014712)

Source

Exogenous

Exogenous (HMDB: HMDB0014712)

Food

Vegetable

Root vegetable

Burdock (FooDB: FOOD00017)

Endogenous

Endogenous (HMDB: HMDB0014712)

Process

Not Available

Role

Industrial application

Manufacturing industry

Material processing agent

Coloring agent

Fluorescent agent

Analgesic (HMDB: HMDB0014712)
Antimuscarinic (HMDB: HMDB0014712)

Antiviral agent (HMDB: HMDB0014712)
Bronchodilator agent (HMDB: HMDB0014712)
Central nervous system depressant (HMDB: HMDB0014712)
Central nervous system stimulant (HMDB: HMDB0014712)
Mydriatic agent (HMDB: HMDB0014712)
Vasodilator agent (HMDB: HMDB0014712)

Pharmaceutical industry

Agriculture

Pesticide

Insecticide (HMDB: HMDB0014712)

Pesticide (HMDB: HMDB0014712)

Biological role

Indirect biological role

Metabotoxin

Neurotoxin (HMDB: HMDB0014712)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	141 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	2.52 g/L	Not Available
LogP	1.8	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	CBM	171.5	30932474
[M+H]+	Not Available	169.76	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001358

Predicted Molecular Properties

Property	Value	Source
Water Solubility	2.52 g/L	ALOGPS
logP	2.19	ALOGPS
logP	1.57	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	15.15	ChemAxon
pKa (Strongest Basic)	9.39	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	49.77 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	80.82 m³·mol⁻¹	ChemAxon
Polarizability	31.74 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	168.134	31661259
DarkChem	[M-H]-	165.5	31661259
DeepCCS	[M+H]+	170.155	30932474
DeepCCS	[M-H]-	167.797	30932474
DeepCCS	[M-2H]-	201.829	30932474
DeepCCS	[M+Na]+	176.882	30932474
AllCCS	[M+H]+	171.7	32859911
AllCCS	[M+H-H2O]+	168.4	32859911
AllCCS	[M+NH4]+	174.7	32859911
AllCCS	[M+Na]+	175.6	32859911
AllCCS	[M-H]-	172.0	32859911
AllCCS	[M+Na-2H]-	172.0	32859911
AllCCS	[M+HCOO]-	172.2	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter)). Predicted by Afia on May 17, 2022.	4.03 minutes	32390414
Predicted by Siyang on May 30, 2022	10.4528 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.28 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	122.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Hyoscyamine	CN1[C@H]2CC[C@@H]1C[C@@H](C2)OC(=O)[C@H](CO)C1=CC=CC=C1	2811.7	Standard polar	33892256
Hyoscyamine	CN1[C@H]2CC[C@@H]1C[C@@H](C2)OC(=O)[C@H](CO)C1=CC=CC=C1	2210.8	Standard non polar	33892256
Hyoscyamine	CN1[C@H]2CC[C@@H]1C[C@@H](C2)OC(=O)[C@H](CO)C1=CC=CC=C1	2165.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Hyoscyamine,1TMS,isomer #1	CN1[C@H]2CC[C@@H]1C[C@H](OC(=O)[C@H](CO[Si](C)(C)C)C1=CC=CC=C1)C2	2322.8	Semi standard non polar	33892256
Hyoscyamine,1TMS,isomer #1	CN1[C@H]2CC[C@@H]1C[C@H](OC(=O)[C@H](CO[Si](C)(C)C)C1=CC=CC=C1)C2	2322.8	Semi standard non polar	33892256
Hyoscyamine,1TBDMS,isomer #1	CN1[C@H]2CC[C@@H]1C[C@H](OC(=O)[C@H](CO[Si](C)(C)C(C)(C)C)C1=CC=CC=C1)C2	2561.9	Semi standard non polar	33892256
Hyoscyamine,1TBDMS,isomer #1	CN1[C@H]2CC[C@@H]1C[C@H](OC(=O)[C@H](CO[Si](C)(C)C(C)(C)C)C1=CC=CC=C1)C2	2561.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Hyoscyamine GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-5900000000-f705f96b0219dcd47d66	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hyoscyamine GC-MS (1 TMS) - 70eV, Positive	splash10-0006-4900000000-d0c3228da9df55297f7b	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hyoscyamine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hyoscyamine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-00di-9810000000-bdd60b3a23f97899d426	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hyoscyamine LC-ESI-qTof , Positive-QTOF	splash10-006x-6951100000-43127e046c478d2643e1	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hyoscyamine , positive-QTOF	splash10-006x-6951100000-43127e046c478d2643e1	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hyoscyamine 35V, Positive-QTOF	splash10-006x-6960000000-96b74c70ce0011e5968d	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hyoscyamine 10V, Positive-QTOF	splash10-00dl-0790000000-b3809a4d9f3d53472626	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hyoscyamine 20V, Positive-QTOF	splash10-00di-1920000000-5cf6a284aa0360bfa6f5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hyoscyamine 40V, Positive-QTOF	splash10-0g02-2900000000-03a359b67b71a8d41b5a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hyoscyamine 10V, Negative-QTOF	splash10-000i-0490000000-42268e6db552a2d85a66	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hyoscyamine 20V, Negative-QTOF	splash10-05g3-1960000000-db1243e11ae5ea609f09	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hyoscyamine 40V, Negative-QTOF	splash10-00bc-5900000000-3453e9ae42b1ccba243c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hyoscyamine 10V, Positive-QTOF	splash10-0006-0090000000-38746560650547c38a28	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hyoscyamine 20V, Positive-QTOF	splash10-006x-1590000000-abf830c79515feb657d2	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hyoscyamine 40V, Positive-QTOF	splash10-006y-9500000000-28e9eb9a8330fa4c60d9	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hyoscyamine 10V, Negative-QTOF	splash10-000i-0490000000-4b2dacd04cd09b1229da	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hyoscyamine 20V, Negative-QTOF	splash10-0g4r-1910000000-6bc43ea9e9a781364124	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hyoscyamine 40V, Negative-QTOF	splash10-014i-1910000000-9a0fd9e7ddf07814092b	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00424	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00424	21059682	details

Abnormal Concentrations

Not Available

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	0.000 uM	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities
Blood	0.000 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00424

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

C00002293

Chemspider ID

10246417

KEGG Compound ID

C02046

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Hyoscyamine

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

17486

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Not Available

Enzymes

Enzyme Details

1. Muscarinic acetylcholine receptor M3

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: The muscarinic acetylcholine receptor mediates various cellular responses, including inhibition of adenylate cyclase, breakdown of phosphoinositides and modulation of potassium channels through the action of G proteins. Primary transducing effect is Pi turnover
Gene Name:: CHRM3
Uniprot ID:: P20309
Molecular weight:: 66127.4

References

Lysikova M, Havlas Z, Tucek S: Interactions between allosteric modulators and 4-DAMP and other antagonists at muscarinic receptors: potential significance of the distance between the N and carboxyl C atoms in the molecules of antagonists. Neurochem Res. 2001 Apr;26(4):383-94. [PubMed:11495349 ]

Enzyme Details

2. Muscarinic acetylcholine receptor M1

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: The muscarinic acetylcholine receptor mediates various cellular responses, including inhibition of adenylate cyclase, breakdown of phosphoinositides and modulation of potassium channels through the action of G proteins. Primary transducing effect is Pi turnover
Gene Name:: CHRM1
Uniprot ID:: P11229
Molecular weight:: 51420.4

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Huang XP, Williams FE, Peseckis SM, Messer WS Jr: Pharmacological characterization of human m1 muscarinic acetylcholine receptors with double mutations at the junction of TM VI and the third extracellular domain. J Pharmacol Exp Ther. 1998 Sep;286(3):1129-39. [PubMed:9732369 ]

Enzyme Details

3. Muscarinic acetylcholine receptor M2

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: The muscarinic acetylcholine receptor mediates various cellular responses, including inhibition of adenylate cyclase, breakdown of phosphoinositides and modulation of potassium channels through the action of G proteins. Primary transducing effect is adenylate cyclase inhibition
Gene Name:: CHRM2
Uniprot ID:: P08172
Molecular weight:: 51714.6

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Lysikova M, Havlas Z, Tucek S: Interactions between allosteric modulators and 4-DAMP and other antagonists at muscarinic receptors: potential significance of the distance between the N and carboxyl C atoms in the molecules of antagonists. Neurochem Res. 2001 Apr;26(4):383-94. [PubMed:11495349 ]

Enzyme Details

4. Muscarinic acetylcholine receptor M4

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: The muscarinic acetylcholine receptor mediates various cellular responses, including inhibition of adenylate cyclase, breakdown of phosphoinositides and modulation of potassium channels through the action of G proteins. Primary transducing effect is inhibition of adenylate cyclase
Gene Name:: CHRM4
Uniprot ID:: P08173
Molecular weight:: 53048.7

References

Lysikova M, Havlas Z, Tucek S: Interactions between allosteric modulators and 4-DAMP and other antagonists at muscarinic receptors: potential significance of the distance between the N and carboxyl C atoms in the molecules of antagonists. Neurochem Res. 2001 Apr;26(4):383-94. [PubMed:11495349 ]

Showing metabocard for Hyoscyamine (HMDB0014568)

MOL for HMDB0014568 (Hyoscyamine)

3D MOL for HMDB0014568 (Hyoscyamine)

3D SDF for HMDB0014568 (Hyoscyamine)

3D-SDF for HMDB0014568 (Hyoscyamine)

PDB for HMDB0014568 (Hyoscyamine)

3D PDB for HMDB0014568 (Hyoscyamine)

SMILES for HMDB0014568 (Hyoscyamine)

INCHI for HMDB0014568 (Hyoscyamine)

Structure for HMDB0014568 (Hyoscyamine)

3D Structure for HMDB0014568 (Hyoscyamine)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

References

References

References

References