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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:51 UTC

Update Date

2022-03-07 02:51:57 UTC

HMDB ID

HMDB0015361

Secondary Accession Numbers

HMDB15361

Metabolite Identification

Common Name

Diphenidol

Description

Diphenidol is only found in individuals that have used or taken this drug. It is an antiemetic agent used in the treatment of vomiting and vertigo. Diphenidol overdose may result in serious toxicity in children.The mechanism by which diphenidol exerts its antiemetic and antivertigo effects is not precisely known. It is thought to diminish vestibular stimulation and depress labyrinthine function and as an antimuscarinic agent. An action on the medullary chemoreceptive trigger zone may also be involved in the antiemetic effect. Diphenidol has no significant sedative, tranquilizing, or antihistaminic action. It has a weak peripheral anticholinergic effect.

Structure

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

HMDB0015361
     RDKit          3D
Diphenidol
 50 52  0  0  0  0  0  0  0  0999 V2000
   -1.3998   -0.4193    2.1688 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4660    0.0417    0.7980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0753    0.4871    0.5812 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3445    1.0410   -0.7073 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8345    1.4464   -0.5988 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5775    0.2865   -0.2872 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6805   -0.7128   -1.2562 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0596   -1.1908   -1.5973 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8788   -1.3368   -0.3488 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9690    0.0793    0.2405 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5618    0.3947    0.7042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4377    1.1890    0.9377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4086    1.9706    2.0998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2837    3.0217    2.2674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2057    3.3254    1.2948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2628    2.5715    0.1294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3656    1.5217   -0.0025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9959   -1.0664    0.0376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4798   -2.2122    0.6883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0000   -3.2929    0.0459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0769   -3.3102   -1.3111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6243   -2.2276   -2.0147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1007   -1.1433   -1.3385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7268   -1.1643    2.1699 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -0.3258    0.9223 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0978    1.3025    1.3525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1680    1.9179   -1.0754 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4171    0.1861   -1.4489 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1277    1.7966   -1.6134 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9599    2.2824    0.0841 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2244   -0.3488   -2.2195 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0824   -1.6310   -0.9882 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9769   -2.2059   -2.0614 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5983   -0.5087   -2.2846 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8678   -1.7775   -0.5102 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3265   -1.9285    0.4252 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5947   -0.0144    1.1389 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3471    0.7943   -0.5097 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5563    1.4487    1.1105 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3470   -0.3103    1.5406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6755    1.7074    2.8424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2584    3.6199    3.1609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8786    4.1433    1.4355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9600    2.7669   -0.6574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4267    0.9524   -0.9015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4431   -2.2524    1.7806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3521   -4.1389    0.6377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4913   -4.1677   -1.8293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6985   -2.2695   -3.0968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7719   -0.3388   -1.9361 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  1  0
  2 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
  2 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 11  6  1  0
 17 12  1  0
 23 18  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 13 41  1  0
 14 42  1  0
 15 43  1  0
 16 44  1  0
 17 45  1  0
 19 46  1  0
 20 47  1  0
 21 48  1  0
 22 49  1  0
 23 50  1  0
M  END

1231
  Mrv0541 02231215202D          

 23 25  0  0  0  0            999 V2000
    1.9058    0.1915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2059   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0309   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7934   -1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7934   -0.5231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4434   -1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2059   -2.6665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0309   -2.6665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9683   -0.5231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5558    0.1915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7308    0.1915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7308    1.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7308   -0.6335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0163    1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4453   -1.0460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4453    1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0163   -1.0460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0163    2.2540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4453   -1.8711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4453    2.2540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0163   -1.8711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7308    2.6665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7308   -2.2836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 11  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  3  6  1  0  0  0  0
  4  7  1  0  0  0  0
  5  9  1  0  0  0  0
  6  8  1  0  0  0  0
  7  8  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 12 14  2  0  0  0  0
 12 16  1  0  0  0  0
 13 15  2  0  0  0  0
 13 17  1  0  0  0  0
 14 18  1  0  0  0  0
 15 19  1  0  0  0  0
 16 20  2  0  0  0  0
 17 21  2  0  0  0  0
 18 22  2  0  0  0  0
 19 23  2  0  0  0  0
 20 22  1  0  0  0  0
 21 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015361

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(CCCN1CCCCC1)(C1=CC=CC=C1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H27NO/c23-21(19-11-4-1-5-12-19,20-13-6-2-7-14-20)15-10-18-22-16-8-3-9-17-22/h1-2,4-7,11-14,23H,3,8-10,15-18H2

> <INCHI_KEY>
OGAKLTJNUQRZJU-UHFFFAOYSA-N

> <FORMULA>
C21H27NO

> <MOLECULAR_WEIGHT>
309.4452

> <EXACT_MASS>
309.209264491

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
36.66024370405669

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,1-diphenyl-4-(piperidin-1-yl)butan-1-ol

> <ALOGPS_LOGP>
4.08

> <JCHEM_LOGP>
4.221518408333333

> <ALOGPS_LOGS>
-4.72

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.398821031355268

> <JCHEM_PKA_STRONGEST_BASIC>
9.233466452494154

> <JCHEM_POLAR_SURFACE_AREA>
23.47

> <JCHEM_REFRACTIVITY>
96.91840000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.87e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
diphenidol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0015361
     RDKit          3D
Diphenidol
 50 52  0  0  0  0  0  0  0  0999 V2000
   -1.3998   -0.4193    2.1688 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4660    0.0417    0.7980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0753    0.4871    0.5812 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3445    1.0410   -0.7073 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8345    1.4464   -0.5988 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5775    0.2865   -0.2872 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6805   -0.7128   -1.2562 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0596   -1.1908   -1.5973 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8788   -1.3368   -0.3488 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9690    0.0793    0.2405 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5618    0.3947    0.7042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4377    1.1890    0.9377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4086    1.9706    2.0998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2837    3.0217    2.2674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2057    3.3254    1.2948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2628    2.5715    0.1294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3656    1.5217   -0.0025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9959   -1.0664    0.0376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4798   -2.2122    0.6883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0000   -3.2929    0.0459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0769   -3.3102   -1.3111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6243   -2.2276   -2.0147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1007   -1.1433   -1.3385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7268   -1.1643    2.1699 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -0.3258    0.9223 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0978    1.3025    1.3525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1680    1.9179   -1.0754 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4171    0.1861   -1.4489 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1277    1.7966   -1.6134 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9599    2.2824    0.0841 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2244   -0.3488   -2.2195 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0824   -1.6310   -0.9882 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9769   -2.2059   -2.0614 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5983   -0.5087   -2.2846 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8678   -1.7775   -0.5102 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3265   -1.9285    0.4252 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5947   -0.0144    1.1389 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3471    0.7943   -0.5097 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5563    1.4487    1.1105 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3470   -0.3103    1.5406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6755    1.7074    2.8424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2584    3.6199    3.1609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8786    4.1433    1.4355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9600    2.7669   -0.6574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4267    0.9524   -0.9015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4431   -2.2524    1.7806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3521   -4.1389    0.6377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4913   -4.1677   -1.8293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6985   -2.2695   -3.0968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7719   -0.3388   -1.9361 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  1  0
  2 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
  2 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 11  6  1  0
 17 12  1  0
 23 18  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 13 41  1  0
 14 42  1  0
 15 43  1  0
 16 44  1  0
 17 45  1  0
 19 46  1  0
 20 47  1  0
 21 48  1  0
 22 49  1  0
 23 50  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1231                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       3.557   0.357   0.000  0.00  0.00           O+0
HETATM    2  N   UNK     0       9.718  -2.310   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      11.258  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.948  -3.644   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.948  -0.976   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.028  -3.644   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.718  -4.977   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.258  -4.977   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.407  -0.976   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.637   0.357   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.097   0.357   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.097   1.897   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.097  -1.183   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.764   2.667   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.431  -1.953   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.431   2.667   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.764  -1.953   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.764   4.207   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.431  -3.493   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.431   4.207   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.764  -3.493   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.097   4.977   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.097  -4.263   0.000  0.00  0.00           C+0
CONECT    1   11                                                            
CONECT    2    3    4    5                                                  
CONECT    3    2    6                                                       
CONECT    4    2    7                                                       
CONECT    5    2    9                                                       
CONECT    6    3    8                                                       
CONECT    7    4    8                                                       
CONECT    8    6    7                                                       
CONECT    9    5   10                                                       
CONECT   10    9   11                                                       
CONECT   11    1   10   12   13                                             
CONECT   12   11   14   16                                                  
CONECT   13   11   15   17                                                  
CONECT   14   12   18                                                       
CONECT   15   13   19                                                       
CONECT   16   12   20                                                       
CONECT   17   13   21                                                       
CONECT   18   14   22                                                       
CONECT   19   15   23                                                       
CONECT   20   16   22                                                       
CONECT   21   17   23                                                       
CONECT   22   18   20                                                       
CONECT   23   19   21                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0015361
HETATM    1  O1  UNL     1      -1.400  -0.419   2.169  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.466   0.042   0.798  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.075   0.487   0.581  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.344   1.041  -0.707  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.835   1.446  -0.599  1.00  0.00           C  
HETATM    6  N1  UNL     1       2.577   0.287  -0.287  1.00  0.00           N  
HETATM    7  C5  UNL     1       2.680  -0.713  -1.256  1.00  0.00           C  
HETATM    8  C6  UNL     1       4.060  -1.191  -1.597  1.00  0.00           C  
HETATM    9  C7  UNL     1       4.879  -1.337  -0.349  1.00  0.00           C  
HETATM   10  C8  UNL     1       4.969   0.079   0.241  1.00  0.00           C  
HETATM   11  C9  UNL     1       3.562   0.395   0.704  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.438   1.189   0.938  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.409   1.971   2.100  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.284   3.022   2.267  1.00  0.00           C  
HETATM   15  C13 UNL     1      -4.206   3.325   1.295  1.00  0.00           C  
HETATM   16  C14 UNL     1      -4.263   2.572   0.129  1.00  0.00           C  
HETATM   17  C15 UNL     1      -3.366   1.522  -0.003  1.00  0.00           C  
HETATM   18  C16 UNL     1      -1.996  -1.066   0.038  1.00  0.00           C  
HETATM   19  C17 UNL     1      -2.480  -2.212   0.688  1.00  0.00           C  
HETATM   20  C18 UNL     1      -3.000  -3.293   0.046  1.00  0.00           C  
HETATM   21  C19 UNL     1      -3.077  -3.310  -1.311  1.00  0.00           C  
HETATM   22  C20 UNL     1      -2.624  -2.228  -2.015  1.00  0.00           C  
HETATM   23  C21 UNL     1      -2.101  -1.143  -1.338  1.00  0.00           C  
HETATM   24  H1  UNL     1      -0.727  -1.164   2.170  1.00  0.00           H  
HETATM   25  H2  UNL     1       0.604  -0.326   0.922  1.00  0.00           H  
HETATM   26  H3  UNL     1       0.098   1.302   1.352  1.00  0.00           H  
HETATM   27  H4  UNL     1      -0.168   1.918  -1.075  1.00  0.00           H  
HETATM   28  H5  UNL     1       0.417   0.186  -1.449  1.00  0.00           H  
HETATM   29  H6  UNL     1       2.128   1.797  -1.613  1.00  0.00           H  
HETATM   30  H7  UNL     1       1.960   2.282   0.084  1.00  0.00           H  
HETATM   31  H8  UNL     1       2.224  -0.349  -2.219  1.00  0.00           H  
HETATM   32  H9  UNL     1       2.082  -1.631  -0.988  1.00  0.00           H  
HETATM   33  H10 UNL     1       3.977  -2.206  -2.061  1.00  0.00           H  
HETATM   34  H11 UNL     1       4.598  -0.509  -2.285  1.00  0.00           H  
HETATM   35  H12 UNL     1       5.868  -1.778  -0.510  1.00  0.00           H  
HETATM   36  H13 UNL     1       4.326  -1.928   0.425  1.00  0.00           H  
HETATM   37  H14 UNL     1       5.595  -0.014   1.139  1.00  0.00           H  
HETATM   38  H15 UNL     1       5.347   0.794  -0.510  1.00  0.00           H  
HETATM   39  H16 UNL     1       3.556   1.449   1.110  1.00  0.00           H  
HETATM   40  H17 UNL     1       3.347  -0.310   1.541  1.00  0.00           H  
HETATM   41  H18 UNL     1      -1.676   1.707   2.842  1.00  0.00           H  
HETATM   42  H19 UNL     1      -3.258   3.620   3.161  1.00  0.00           H  
HETATM   43  H20 UNL     1      -4.879   4.143   1.435  1.00  0.00           H  
HETATM   44  H21 UNL     1      -4.960   2.767  -0.657  1.00  0.00           H  
HETATM   45  H22 UNL     1      -3.427   0.952  -0.902  1.00  0.00           H  
HETATM   46  H23 UNL     1      -2.443  -2.252   1.781  1.00  0.00           H  
HETATM   47  H24 UNL     1      -3.352  -4.139   0.638  1.00  0.00           H  
HETATM   48  H25 UNL     1      -3.491  -4.168  -1.829  1.00  0.00           H  
HETATM   49  H26 UNL     1      -2.698  -2.270  -3.097  1.00  0.00           H  
HETATM   50  H27 UNL     1      -1.772  -0.339  -1.936  1.00  0.00           H  
CONECT    1    2   24
CONECT    2    3   12   18
CONECT    3    4   25   26
CONECT    4    5   27   28
CONECT    5    6   29   30
CONECT    6    7   11
CONECT    7    8   31   32
CONECT    8    9   33   34
CONECT    9   10   35   36
CONECT   10   11   37   38
CONECT   11   39   40
CONECT   12   13   13   17
CONECT   13   14   41
CONECT   14   15   15   42
CONECT   15   16   43
CONECT   16   17   17   44
CONECT   17   45
CONECT   18   19   19   23
CONECT   19   20   46
CONECT   20   21   21   47
CONECT   21   22   48
CONECT   22   23   23   49
CONECT   23   50
END

HMDB0015361
     RDKit          3D
Diphenidol
 50 52  0  0  0  0  0  0  0  0999 V2000
   -1.3998   -0.4193    2.1688 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4660    0.0417    0.7980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0753    0.4871    0.5812 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3445    1.0410   -0.7073 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8345    1.4464   -0.5988 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5775    0.2865   -0.2872 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6805   -0.7128   -1.2562 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0596   -1.1908   -1.5973 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8788   -1.3368   -0.3488 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9690    0.0793    0.2405 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5618    0.3947    0.7042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4377    1.1890    0.9377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4086    1.9706    2.0998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2837    3.0217    2.2674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2057    3.3254    1.2948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2628    2.5715    0.1294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3656    1.5217   -0.0025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9959   -1.0664    0.0376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4798   -2.2122    0.6883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0000   -3.2929    0.0459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0769   -3.3102   -1.3111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6243   -2.2276   -2.0147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1007   -1.1433   -1.3385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7268   -1.1643    2.1699 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -0.3258    0.9223 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0978    1.3025    1.3525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1680    1.9179   -1.0754 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4171    0.1861   -1.4489 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1277    1.7966   -1.6134 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9599    2.2824    0.0841 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2244   -0.3488   -2.2195 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0824   -1.6310   -0.9882 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9769   -2.2059   -2.0614 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5983   -0.5087   -2.2846 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8678   -1.7775   -0.5102 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3265   -1.9285    0.4252 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5947   -0.0144    1.1389 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3471    0.7943   -0.5097 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5563    1.4487    1.1105 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3470   -0.3103    1.5406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6755    1.7074    2.8424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2584    3.6199    3.1609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8786    4.1433    1.4355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9600    2.7669   -0.6574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4267    0.9524   -0.9015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4431   -2.2524    1.7806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3521   -4.1389    0.6377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4913   -4.1677   -1.8293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6985   -2.2695   -3.0968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7719   -0.3388   -1.9361 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  1  0
  2 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
  2 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 11  6  1  0
 17 12  1  0
 23 18  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 13 41  1  0
 14 42  1  0
 15 43  1  0
 16 44  1  0
 17 45  1  0
 19 46  1  0
 20 47  1  0
 21 48  1  0
 22 49  1  0
 23 50  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
alpha,alpha-Diphenyl-1-piperidinebutanol	ChEBI
Difenidol	ChEBI
Difenidolum	ChEBI
Diphenyl(3-(1-piperidyl)propyl)carbinol	ChEBI
a,a-Diphenyl-1-piperidinebutanol	Generator
Α,α-diphenyl-1-piperidinebutanol	Generator
Difenidolo	HMDB
Cephadol	HMDB
Cryopharma brand OF diphenidol hydrochloride	HMDB
GlaxoSmithKline brand OF diphenidol hydrochloride	HMDB
Diphenidol hydrochloride, alpha-(14)C-labeled	HMDB
Cefadol	HMDB
Normavom	HMDB
SmithKline beecham brand OF diphenidol hydrochloride	HMDB
Vontrol	HMDB
Diphenidol pamoate	HMDB
Diphenidol hydrochloride	HMDB

Chemical Formula

C₂₁H₂₇NO

Average Molecular Weight

309.4452

Monoisotopic Molecular Weight

309.209264491

IUPAC Name

1,1-diphenyl-4-(piperidin-1-yl)butan-1-ol

Traditional Name

diphenidol

CAS Registry Number

972-02-1

SMILES

OC(CCCN1CCCCC1)(C1=CC=CC=C1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C21H27NO/c23-21(19-11-4-1-5-12-19,20-13-6-2-7-14-20)15-10-18-22-16-8-3-9-17-22/h1-2,4-7,11-14,23H,3,8-10,15-18H2

InChI Key

OGAKLTJNUQRZJU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylmethanes

Direct Parent

Diphenylmethanes

Alternative Parents

Substituents

Diphenylmethane
Phenylbutylamine
Aralkylamine
Piperidine
Tertiary alcohol
Tertiary amine
Tertiary aliphatic amine
Organoheterocyclic compound
Azacycle
Aromatic alcohol
Amine
Alcohol
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

piperidines (CHEBI:4638 )
tertiary alcohol (CHEBI:4638 )
benzenes (CHEBI:4638 )

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: HMDB0015361)

Source

Exogenous

Exogenous (HMDB: HMDB0015361)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0059 g/L	Not Available
LogP	4.3	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0059 g/L	ALOGPS
logP	4.08	ALOGPS
logP	4.22	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	13.4	ChemAxon
pKa (Strongest Basic)	9.23	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	23.47 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	96.92 m³·mol⁻¹	ChemAxon
Polarizability	36.66 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	170.057	31661259
DarkChem	[M-H]-	170.114	31661259
DeepCCS	[M+H]+	174.636	30932474
DeepCCS	[M-H]-	172.278	30932474
DeepCCS	[M-2H]-	205.164	30932474
DeepCCS	[M+Na]+	180.729	30932474
AllCCS	[M+H]+	177.2	32859911
AllCCS	[M+H-H2O]+	174.0	32859911
AllCCS	[M+NH4]+	180.2	32859911
AllCCS	[M+Na]+	181.1	32859911
AllCCS	[M-H]-	181.6	32859911
AllCCS	[M+Na-2H]-	181.7	32859911
AllCCS	[M+HCOO]-	181.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Diphenidol	OC(CCCN1CCCCC1)(C1=CC=CC=C1)C1=CC=CC=C1	2792.9	Standard polar	33892256
Diphenidol	OC(CCCN1CCCCC1)(C1=CC=CC=C1)C1=CC=CC=C1	2406.8	Standard non polar	33892256
Diphenidol	OC(CCCN1CCCCC1)(C1=CC=CC=C1)C1=CC=CC=C1	2409.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Diphenidol,1TMS,isomer #1	C[Si](C)(C)OC(CCCN1CCCCC1)(C1=CC=CC=C1)C1=CC=CC=C1	2530.2	Semi standard non polar	33892256
Diphenidol,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(CCCN1CCCCC1)(C1=CC=CC=C1)C1=CC=CC=C1	2776.3	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 - Diphenidol GC-MS (Non-derivatized) - 70eV, Positive	splash10-053r-5920000000-7247e900fea04f33d6a4	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diphenidol GC-MS (1 TMS) - 70eV, Positive	splash10-0a4i-8195000000-df23d0f72a9f032b73dd	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diphenidol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diphenidol 10V, Positive-QTOF	splash10-03di-0139000000-123dbe640cb2ab889cce	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diphenidol 20V, Positive-QTOF	splash10-03di-2965000000-2ab98e03958b663b9206	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diphenidol 40V, Positive-QTOF	splash10-00lu-9510000000-c51fd06c8295bd70dc02	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diphenidol 10V, Negative-QTOF	splash10-0a4i-0209000000-edaa8d5bef9af8c2cc01	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diphenidol 20V, Negative-QTOF	splash10-0a6r-7429000000-a3bd3424f566f2da0ef0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diphenidol 40V, Negative-QTOF	splash10-0059-9120000000-6e72f186afbc99134741	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diphenidol 10V, Positive-QTOF	splash10-03di-0019000000-4957c1218f299f3ef038	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diphenidol 20V, Positive-QTOF	splash10-03di-0498000000-ec869f0cfc4895cc30dc	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diphenidol 40V, Positive-QTOF	splash10-00mk-7960000000-a8a6e2c95e0542151c68	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diphenidol 10V, Negative-QTOF	splash10-0a4i-0129000000-98ce778a6719531ecccb	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diphenidol 20V, Negative-QTOF	splash10-0a4i-1329000000-031e4b309a7d9db6bc66	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diphenidol 40V, Negative-QTOF	splash10-0a4i-0009000000-362958de4b63235619b6	2021-10-11	Wishart Lab	View Spectrum

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 DB01231	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01231	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01231

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2947

KEGG Compound ID

C06961

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Diphenidol

METLIN ID

Not Available

PubChem Compound

3055

PDB ID

Not Available

ChEBI ID

4638

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)

Not Available

General References

MedicineNet [Link]

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

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 ]
Braverman AS, Tallarida RJ, Ruggieri MR Sr: Interaction between muscarinic receptor subtype signal transduction pathways mediating bladder contraction. Am J Physiol Regul Integr Comp Physiol. 2002 Sep;283(3):R663-8. [PubMed:12185001 ]
Varoli L, Angeli P, Burnelli S, Marucci G, Recanatini M: Synthesis and antagonistic activity at muscarinic receptor subtypes of some 2-carbonyl derivatives of diphenidol. Bioorg Med Chem. 1999 Sep;7(9):1837-44. [PubMed:10530931 ]
Waelbroeck M, Camus J, Tastenoy M, Mutschler E, Strohmann C, Tacke R, Lambrecht G, Christophe J: Stereoselectivity of (R)- and (S)-hexahydro-difenidol binding to neuroblastoma M1, cardiac M2, pancreatic M3, and striatum M4 muscarinic receptors. Chirality. 1991;3(2):118-23. [PubMed:1863523 ]

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 ]
Waelbroeck M, Camus J, Tastenoy M, Mutschler E, Strohmann C, Tacke R, Lambrecht G, Christophe J: Stereoselectivity of (R)- and (S)-hexahydro-difenidol binding to neuroblastoma M1, cardiac M2, pancreatic M3, and striatum M4 muscarinic receptors. Chirality. 1991;3(2):118-23. [PubMed:1863523 ]

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

Pelat M, Lazartigues E, Tran MA, Gharib C, Montastruc JL, Montastruc P, Rascol O: Characterization of the central muscarinic cholinoceptors involved in the cholinergic pressor response in anesthetized dogs. Eur J Pharmacol. 1999 Aug 27;379(2-3):117-24. [PubMed:10497897 ]
Lazartigues E, Freslon JL, Tellioglu T, Brefel-Courbon C, Pelat M, Tran MA, Montastruc JL, Rascol O: Pressor and bradycardic effects of tacrine and other acetylcholinesterase inhibitors in the rat. Eur J Pharmacol. 1998 Nov 13;361(1):61-71. [PubMed:9851542 ]
Kovacs I, Yamamura HI, Waite SL, Varga EV, Roeske WR: Pharmacological comparison of the cloned human and rat M2 muscarinic receptor genes expressed in the murine fibroblast (B82) cell line. J Pharmacol Exp Ther. 1998 Feb;284(2):500-7. [PubMed:9454790 ]
Pavia J, Munoz M, Jimenez E, Martos F, Gonzalez-Correa JA, De la Cruz JP, Garcia V, Sanchez de la Cuesta F: Pharmacological characterization and distribution of muscarinic receptors in human placental syncytiotrophoblast brush-border and basal plasma membranes. Eur J Pharmacol. 1997 Feb 12;320(2-3):209-14. [PubMed:9059856 ]
Jovanovic A, Grbovic L, Tulic I: Endothelium-dependent relaxation in response to acetylcholine in the human uterine artery. Eur J Pharmacol. 1994 Apr 21;256(2):131-9. [PubMed:8050463 ]
Braverman AS, Tallarida RJ, Ruggieri MR Sr: Interaction between muscarinic receptor subtype signal transduction pathways mediating bladder contraction. Am J Physiol Regul Integr Comp Physiol. 2002 Sep;283(3):R663-8. [PubMed:12185001 ]
Varoli L, Angeli P, Burnelli S, Marucci G, Recanatini M: Synthesis and antagonistic activity at muscarinic receptor subtypes of some 2-carbonyl derivatives of diphenidol. Bioorg Med Chem. 1999 Sep;7(9):1837-44. [PubMed:10530931 ]
Waelbroeck M, Camus J, Tastenoy M, Mutschler E, Strohmann C, Tacke R, Lambrecht G, Christophe J: Stereoselectivity of (R)- and (S)-hexahydro-difenidol binding to neuroblastoma M1, cardiac M2, pancreatic M3, and striatum M4 muscarinic receptors. Chirality. 1991;3(2):118-23. [PubMed:1863523 ]

Showing metabocard for Diphenidol (HMDB0015361)

MOL for HMDB0015361 (Diphenidol)

3D MOL for HMDB0015361 (Diphenidol)

3D SDF for HMDB0015361 (Diphenidol)

3D-SDF for HMDB0015361 (Diphenidol)

PDB for HMDB0015361 (Diphenidol)

3D PDB for HMDB0015361 (Diphenidol)

SMILES for HMDB0015361 (Diphenidol)

INCHI for HMDB0015361 (Diphenidol)

Structure for HMDB0015361 (Diphenidol)

3D Structure for HMDB0015361 (Diphenidol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References