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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

2023-02-21 17:18:08 UTC

HMDB ID

HMDB0014362

Secondary Accession Numbers

HMDB14362

Metabolite Identification

Common Name

Bethanidine

Description

Bethanidine is only found in individuals that have used or taken this drug. It is a guanidinium antihypertensive agent that acts by blocking adrenergic transmission.Bethanidine, a guanidine derivative, is a peripherally acting antiadrenergic agent which primarily acts as an alpha2a adrenergic agonist. Bethanidine effectively decreases blood pressure by suppressing renin secretion or interfering with function of the sympathetic nervous system.

Structure

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

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 2368                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  N   UNK     0       5.747   0.770   0.000  0.00  0.00           N+0
HETATM    2  N   UNK     0       7.081   3.080   0.000  0.00  0.00           N+0
HETATM    3  N   UNK     0       4.414   3.080   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       4.414   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.414  -1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.747  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.080  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.747   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.747  -3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.080  -3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.414  -4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.081   4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.414   4.620   0.000  0.00  0.00           C+0
CONECT    1    4    8                                                       
CONECT    2    8   12                                                       
CONECT    3    8   13                                                       
CONECT    4    1    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5    9                                                       
CONECT    7    5   10                                                       
CONECT    8    1    2    3                                                  
CONECT    9    6   11                                                       
CONECT   10    7   11                                                       
CONECT   11    9   10                                                       
CONECT   12    2                                                            
CONECT   13    3                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

COMPND    HMDB0014362
HETATM    1  C1  UNL     1      -3.563  -1.737   0.990  1.00  0.00           C  
HETATM    2  N1  UNL     1      -2.183  -1.303   0.856  1.00  0.00           N  
HETATM    3  C2  UNL     1      -1.808  -0.419   0.008  1.00  0.00           C  
HETATM    4  N2  UNL     1      -2.748   0.190  -0.857  1.00  0.00           N  
HETATM    5  C3  UNL     1      -3.173   1.566  -0.717  1.00  0.00           C  
HETATM    6  N3  UNL     1      -0.440  -0.057  -0.054  1.00  0.00           N  
HETATM    7  C4  UNL     1       0.635  -0.960   0.304  1.00  0.00           C  
HETATM    8  C5  UNL     1       1.943  -0.278   0.130  1.00  0.00           C  
HETATM    9  C6  UNL     1       2.635  -0.327  -1.073  1.00  0.00           C  
HETATM   10  C7  UNL     1       3.851   0.308  -1.229  1.00  0.00           C  
HETATM   11  C8  UNL     1       4.418   1.018  -0.177  1.00  0.00           C  
HETATM   12  C9  UNL     1       3.746   1.071   1.010  1.00  0.00           C  
HETATM   13  C10 UNL     1       2.529   0.437   1.169  1.00  0.00           C  
HETATM   14  H1  UNL     1      -3.866  -2.337   0.087  1.00  0.00           H  
HETATM   15  H2  UNL     1      -4.257  -0.928   1.218  1.00  0.00           H  
HETATM   16  H3  UNL     1      -3.587  -2.459   1.833  1.00  0.00           H  
HETATM   17  H4  UNL     1      -3.150  -0.386  -1.629  1.00  0.00           H  
HETATM   18  H5  UNL     1      -2.491   2.279  -1.240  1.00  0.00           H  
HETATM   19  H6  UNL     1      -3.290   1.870   0.345  1.00  0.00           H  
HETATM   20  H7  UNL     1      -4.169   1.691  -1.194  1.00  0.00           H  
HETATM   21  H8  UNL     1      -0.215   0.899  -0.370  1.00  0.00           H  
HETATM   22  H9  UNL     1       0.633  -1.884  -0.293  1.00  0.00           H  
HETATM   23  H10 UNL     1       0.509  -1.179   1.389  1.00  0.00           H  
HETATM   24  H11 UNL     1       2.160  -0.895  -1.883  1.00  0.00           H  
HETATM   25  H12 UNL     1       4.345   0.238  -2.186  1.00  0.00           H  
HETATM   26  H13 UNL     1       5.365   1.485  -0.373  1.00  0.00           H  
HETATM   27  H14 UNL     1       4.191   1.624   1.825  1.00  0.00           H  
HETATM   28  H15 UNL     1       1.981   0.471   2.110  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3    3
CONECT    3    4    6
CONECT    4    5   17
CONECT    5   18   19   20
CONECT    6    7   21
CONECT    7    8   22   23
CONECT    8    9    9   13
CONECT    9   10   24
CONECT   10   11   11   25
CONECT   11   12   26
CONECT   12   13   13   27
CONECT   13   28
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Betanidina	ChEBI
Betanidine	ChEBI
Betanidinum	ChEBI
N,N'-dimethyl-n''-(phenylmethyl)-guanidine	ChEBI
Bethanidine sulfate	HMDB
Bethanidine sulphate	HMDB
Batel	HMDB
Sulfate, bethanidine	HMDB
Bethanidine, sulfate (2:1)	HMDB
Wellcome brand OF betanidine sulfate	HMDB

Chemical Formula

C₁₀H₁₅N₃

Average Molecular Weight

177.2462

Monoisotopic Molecular Weight

177.126597495

IUPAC Name

(E)-3-benzyl-1,2-dimethylguanidine

Traditional Name

bethanidine

CAS Registry Number

55-73-2

SMILES

CN\C(NCC1=CC=CC=C1)=N/C

InChI Identifier

InChI=1S/C10H15N3/c1-11-10(12-2)13-8-9-6-4-3-5-7-9/h3-7H,8H2,1-2H3,(H2,11,12,13)

InChI Key

NIVZHWNOUVJHKV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Not Available

Direct Parent

Benzene and substituted derivatives

Alternative Parents

Substituents

Monocyclic benzene moiety
Guanidine
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidamide
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Imine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

guanidines (CHEBI:37937 )

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: HMDB0014362)

Source

Exogenous

Exogenous (HMDB: HMDB0014362)

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	1.58 g/L	Not Available
LogP	0.49	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.58 g/L	ALOGPS
logP	1.41	ALOGPS
logP	1.27	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Basic)	12.41	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	36.42 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	54.5 m³·mol⁻¹	ChemAxon
Polarizability	20.43 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	141.968	31661259
DarkChem	[M-H]-	137.466	31661259
DeepCCS	[M+H]+	140.081	30932474
DeepCCS	[M-H]-	137.686	30932474
DeepCCS	[M-2H]-	173.318	30932474
DeepCCS	[M+Na]+	148.58	30932474
AllCCS	[M+H]+	140.0	32859911
AllCCS	[M+H-H2O]+	135.8	32859911
AllCCS	[M+NH4]+	143.9	32859911
AllCCS	[M+Na]+	145.0	32859911
AllCCS	[M-H]-	142.6	32859911
AllCCS	[M+Na-2H]-	143.6	32859911
AllCCS	[M+HCOO]-	144.9	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. Predicted by Afia on May 17, 2022.	1.76 minutes	32390414
Predicted by Siyang on May 30, 2022	9.4168 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.44 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	710.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	268.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	102.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	175.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	62.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	273.6 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	288.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	507.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	705.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	182.0 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	768.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	175.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	223.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	546.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	337.8 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	61.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Bethanidine	CN\C(NCC1=CC=CC=C1)=N/C	2427.8	Standard polar	33892256
Bethanidine	CN\C(NCC1=CC=CC=C1)=N/C	1586.0	Standard non polar	33892256
Bethanidine	CN\C(NCC1=CC=CC=C1)=N/C	1663.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Bethanidine,1TMS,isomer #1	C/N=C(/NCC1=CC=CC=C1)N(C)[Si](C)(C)C	1787.1	Semi standard non polar	33892256
Bethanidine,1TMS,isomer #1	C/N=C(/NCC1=CC=CC=C1)N(C)[Si](C)(C)C	1609.6	Standard non polar	33892256
Bethanidine,1TMS,isomer #1	C/N=C(/NCC1=CC=CC=C1)N(C)[Si](C)(C)C	2382.9	Standard polar	33892256
Bethanidine,1TMS,isomer #2	C/N=C(\NC)N(CC1=CC=CC=C1)[Si](C)(C)C	1705.2	Semi standard non polar	33892256
Bethanidine,1TMS,isomer #2	C/N=C(\NC)N(CC1=CC=CC=C1)[Si](C)(C)C	1564.9	Standard non polar	33892256
Bethanidine,1TMS,isomer #2	C/N=C(\NC)N(CC1=CC=CC=C1)[Si](C)(C)C	2391.1	Standard polar	33892256
Bethanidine,2TMS,isomer #1	C/N=C(\N(C)[Si](C)(C)C)N(CC1=CC=CC=C1)[Si](C)(C)C	1715.1	Semi standard non polar	33892256
Bethanidine,2TMS,isomer #1	C/N=C(\N(C)[Si](C)(C)C)N(CC1=CC=CC=C1)[Si](C)(C)C	1727.7	Standard non polar	33892256
Bethanidine,2TMS,isomer #1	C/N=C(\N(C)[Si](C)(C)C)N(CC1=CC=CC=C1)[Si](C)(C)C	2156.2	Standard polar	33892256
Bethanidine,1TBDMS,isomer #1	C/N=C(/NCC1=CC=CC=C1)N(C)[Si](C)(C)C(C)(C)C	1942.2	Semi standard non polar	33892256
Bethanidine,1TBDMS,isomer #1	C/N=C(/NCC1=CC=CC=C1)N(C)[Si](C)(C)C(C)(C)C	1832.4	Standard non polar	33892256
Bethanidine,1TBDMS,isomer #1	C/N=C(/NCC1=CC=CC=C1)N(C)[Si](C)(C)C(C)(C)C	2490.7	Standard polar	33892256
Bethanidine,1TBDMS,isomer #2	C/N=C(\NC)N(CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	1889.5	Semi standard non polar	33892256
Bethanidine,1TBDMS,isomer #2	C/N=C(\NC)N(CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	1767.7	Standard non polar	33892256
Bethanidine,1TBDMS,isomer #2	C/N=C(\NC)N(CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2494.0	Standard polar	33892256
Bethanidine,2TBDMS,isomer #1	C/N=C(\N(C)[Si](C)(C)C(C)(C)C)N(CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2150.9	Semi standard non polar	33892256
Bethanidine,2TBDMS,isomer #1	C/N=C(\N(C)[Si](C)(C)C(C)(C)C)N(CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2102.6	Standard non polar	33892256
Bethanidine,2TBDMS,isomer #1	C/N=C(\N(C)[Si](C)(C)C(C)(C)C)N(CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2374.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Bethanidine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9400000000-b32a080ebd20af65e7e4	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bethanidine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bethanidine 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 - Bethanidine 10V, Positive-QTOF	splash10-004i-2900000000-e824de21a598fe2c16c0	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bethanidine 20V, Positive-QTOF	splash10-0006-9300000000-8faaf65b0ff1118abd17	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bethanidine 40V, Positive-QTOF	splash10-0006-9000000000-b3000d31dfea6a9f7ff4	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bethanidine 10V, Negative-QTOF	splash10-004i-5900000000-34c95ebed4254861ff0d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bethanidine 20V, Negative-QTOF	splash10-002r-9700000000-9b98cfd13440f0856856	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bethanidine 40V, Negative-QTOF	splash10-05fr-9000000000-12a4a55f434814d51115	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bethanidine 10V, Negative-QTOF	splash10-004i-0900000000-73dee90f2774521acc83	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bethanidine 20V, Negative-QTOF	splash10-056r-9300000000-89259c73af7e3cca699d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bethanidine 40V, Negative-QTOF	splash10-05fr-9700000000-adf98faa8ba1a2b73171	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bethanidine 10V, Positive-QTOF	splash10-004l-6900000000-c85c19d594809e4353a5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bethanidine 20V, Positive-QTOF	splash10-0006-9300000000-aad4cdd32404fd265e09	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bethanidine 40V, Positive-QTOF	splash10-0006-9000000000-84735ad9e864b6773d54	2021-09-22	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX 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 DB00217	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00217	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00217

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2278

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Bethanidine

METLIN ID

Not Available

PubChem Compound

2368

PDB ID

Not Available

ChEBI ID

37937

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

Not Available

Enzymes

Enzyme Details

1. Alpha-2A adrenergic receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Alpha-2 adrenergic receptors mediate the catecholamine- induced inhibition of adenylate cyclase through the action of G proteins. The rank order of potency for agonists of this receptor is oxymetazoline > clonidine > epinephrine > norepinephrine > phenylephrine > dopamine > p-synephrine > p-tyramine > serotonin = p-octopamine. For antagonists, the rank order is yohimbine > phentolamine = mianserine > chlorpromazine = spiperone = prazosin > propanolol > alprenolol = pindolol
Gene Name:: ADRA2A
Uniprot ID:: P08913
Molecular weight:: 48956.3

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 ]

Enzyme Details

2. Alpha-2B adrenergic receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Alpha-2 adrenergic receptors mediate the catecholamine- induced inhibition of adenylate cyclase through the action of G proteins. The rank order of potency for agonists of this receptor is clonidine > norepinephrine > epinephrine = oxymetazoline > dopamine > p-tyramine = phenylephrine > serotonin > p-synephrine / p-octopamine. For antagonists, the rank order is yohimbine > chlorpromazine > phentolamine > mianserine > spiperone > prazosin > alprenolol > propanolol > pindolol
Gene Name:: ADRA2B
Uniprot ID:: P18089
Molecular weight:: 49953.1

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 ]

Enzyme Details

3. ATP-sensitive inward rectifier potassium channel 1

General function:: Involved in inward rectifier potassium channel activity
Specific function:: In the kidney, probably plays a major role in potassium homeostasis. Inward rectifier potassium channels are characterized by a greater tendency to allow potassium to flow into the cell rather than out of it. Their voltage dependence is regulated by the concentration of extracellular potassium; as external potassium is raised, the voltage range of the channel opening shifts to more positive voltages. The inward rectification is mainly due to the blockage of outward current by internal magnesium. This channel is activated by internal ATP and can be blocked by external barium
Gene Name:: KCNJ1
Uniprot ID:: P48048
Molecular weight:: 44794.6

References

Bkaily G, Caille JP, Payet MD, Peyrow M, Sauve R, Renaud JF, Sperelakis N: Bethanidine increases one type of potassium current and relaxes aortic muscle. Can J Physiol Pharmacol. 1988 Jun;66(6):731-6. [PubMed:3167688 ]
Bkaily G: Bethanidine, nitroprusside and atrial natriuretic factor open a cGMP-sensitive K+ channel in aortic muscle. Prog Clin Biol Res. 1990;327:507-15. [PubMed:2157221 ]

Enzyme Details

4. Alpha-2C adrenergic receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Alpha-2 adrenergic receptors mediate the catecholamine- induced inhibition of adenylate cyclase through the action of G proteins
Gene Name:: ADRA2C
Uniprot ID:: P18825
Molecular weight:: 49521.6

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 ]
Noshiro T, Miura Y, Kimura S, Meguro Y, Sugawara T, Ohashi H, Takahashi M, Sano N, Watanabe H, Ohzeki T, et al.: Functional relationships between platelet alpha 2-adrenoceptors and sympathetic nerve activity in clinical hypertensive states. J Hypertens. 1990 Dec;8(12):1097-104. [PubMed:1962798 ]
Noshiro T, Miura Y, Kimura S, Meguro Y, Sugawara T, Ohashi H, Takahashi M, Sano N, Watanabe H, Ohzeki T, et al.: Functional relationship between platelet alpha 2-adrenoceptors and sympathetic nerve activity in man. Clin Exp Hypertens A. 1989;11 Suppl 1:287-94. [PubMed:2545383 ]

Showing metabocard for Bethanidine (HMDB0014362)

MOL for HMDB0014362 (Bethanidine)

3D MOL for HMDB0014362 (Bethanidine)

3D SDF for HMDB0014362 (Bethanidine)

3D-SDF for HMDB0014362 (Bethanidine)

PDB for HMDB0014362 (Bethanidine)

3D PDB for HMDB0014362 (Bethanidine)

SMILES for HMDB0014362 (Bethanidine)

INCHI for HMDB0014362 (Bethanidine)

Structure for HMDB0014362 (Bethanidine)

3D Structure for HMDB0014362 (Bethanidine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra

Enzymes

References

References

References

References