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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-05-18 08:41:17 UTC

Update Date

2022-03-07 02:49:11 UTC

HMDB ID

HMDB0001928

Secondary Accession Numbers

HMDB01928

Metabolite Identification

Common Name

Hydrochlorothiazide

Description

Hydrochlorothiazide is a thiazide diuretic often considered the prototypical member of this class. It reduces the reabsorption of electrolytes from the renal tubules. This results in increased excretion of water and electrolytes, including sodium, potassium, chloride, and magnesium. It has been used in the treatment of several disorders including edema, hypertension, diabetes insipidus, and hypoparathyroidism. -- Pubchem. Hydrochlorothiazide (Apo-Hydro, Aquazide H, Microzide, Oretic), sometimes abbreviated HCT, HCTZ, or HZT is a popular diuretic drug that acts by inhibiting the kidney's ability to retain water. This reduces the volume of the blood, decreasing peripheral vascular resistance. Chlorothiazide, a carbonic anhydrase inhibitor. --Wikipedia .

Structure

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

999
  Mrv1652305271900152D          

 17 18  0  0  0  0            999 V2000
    2.8075    1.0170    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.6885   -0.6617    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -0.6330    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.0927   -1.3808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2677   -1.3713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2200   -1.3475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3950    0.0814    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4360   -0.2377    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6885    1.0456    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930   -1.0455    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509   -0.2205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509    0.6045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4360    0.6217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365   -0.6330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -0.2205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365    1.0170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    0.6045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 17  1  0  0  0  0
  2  4  2  0  0  0  0
  2  5  2  0  0  0  0
  2  8  1  0  0  0  0
  2 11  1  0  0  0  0
  3  6  2  0  0  0  0
  3  7  2  0  0  0  0
  3 10  1  0  0  0  0
  3 15  1  0  0  0  0
  8 13  1  0  0  0  0
  9 12  1  0  0  0  0
  9 13  1  0  0  0  0
 11 12  1  0  0  0  0
 11 14  2  0  0  0  0
 12 16  2  0  0  0  0
 14 15  1  0  0  0  0
 15 17  2  0  0  0  0
 16 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001928

> <DATABASE_NAME>
hmdb

> <SMILES>
NS(=O)(=O)C1=C(Cl)C=C2NCNS(=O)(=O)C2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C7H8ClN3O4S2/c8-4-1-5-7(2-6(4)16(9,12)13)17(14,15)11-3-10-5/h1-2,10-11H,3H2,(H2,9,12,13)

> <INCHI_KEY>
JZUFKLXOESDKRF-UHFFFAOYSA-N

> <FORMULA>
C7H8ClN3O4S2

> <MOLECULAR_WEIGHT>
297.739

> <EXACT_MASS>
296.964474846

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
25.35129409764527

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-chloro-1,1-dioxo-3,4-dihydro-2H-1lambda6,2,4-benzothiadiazine-7-sulfonamide

> <ALOGPS_LOGP>
-0.16

> <JCHEM_LOGP>
-0.5756177763333332

> <ALOGPS_LOGS>
-2.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.826927880529535

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.087113445194948

> <JCHEM_PKA_STRONGEST_BASIC>
-2.684926632999791

> <JCHEM_POLAR_SURFACE_AREA>
118.36

> <JCHEM_REFRACTIVITY>
63.10960000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.24e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-chloro-1,1-dioxo-3,4-dihydro-2H-1lambda6,2,4-benzothiadiazine-7-sulfonamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 999                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1 Cl   UNK     0       5.241   1.898   0.000  0.00  0.00          Cl+0
HETATM    2  S   UNK     0      10.619  -1.235   0.000  0.00  0.00           S+0
HETATM    3  S   UNK     0       5.241  -1.182   0.000  0.00  0.00           S+0
HETATM    4  O   UNK     0      11.373  -2.577   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       9.833  -2.560   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       6.011  -2.515   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       4.471   0.152   0.000  0.00  0.00           O+0
HETATM    8  N   UNK     0      12.014  -0.444   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0      10.619   1.952   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0       3.907  -1.952   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       9.242  -0.412   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.242   1.128   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.014   1.161   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.908  -1.182   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.574  -0.412   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.908   1.898   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.574   1.128   0.000  0.00  0.00           C+0
CONECT    1   17                                                            
CONECT    2    4    5    8   11                                             
CONECT    3    6    7   10   15                                             
CONECT    4    2                                                            
CONECT    5    2                                                            
CONECT    6    3                                                            
CONECT    7    3                                                            
CONECT    8    2   13                                                       
CONECT    9   12   13                                                       
CONECT   10    3                                                            
CONECT   11    2   12   14                                                  
CONECT   12    9   11   16                                                  
CONECT   13    8    9                                                       
CONECT   14   11   15                                                       
CONECT   15    3   14   17                                                  
CONECT   16   12   17                                                       
CONECT   17    1   15   16                                                  
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Esidrix	ChEBI
Hidroclorotiazida	ChEBI
Hydrochlorothiazidum	ChEBI
Microzide	Kegg
3,4-Dihydrochlorothiazide	HMDB
Acuretic	HMDB
Aldactazide	HMDB
Aldoril	HMDB
Apresazide	HMDB
Aquarills	HMDB
Aquarius	HMDB
Bremil	HMDB
Caplaril	HMDB
Capozide	HMDB
Chlorosulthiadil	HMDB
Chlorothiazide	HMDB
Chlorsulfonamidodihydrobenzothiadiazine dioxide	HMDB
Chlorzide	HMDB
Cidrex	HMDB
Dichlorosal	HMDB
Dichlotiazid	HMDB
Dichlotride	HMDB
Diclotride	HMDB
Dihydrochlorothiazid	HMDB
Dihydrochlorothiazide	HMDB
Dihydrochlorothiazidum	HMDB
Dihydrochlorurit	HMDB
Dihydrochlorurite	HMDB
Dihydroxychlorothiazidum	HMDB
Direma	HMDB
Disalunil	HMDB
Diuril	HMDB
Drenol	HMDB
Dyazide	HMDB
Esidrex	HMDB
Esimil	HMDB
Fluvin	HMDB
HCTZ	HMDB
HCZ	HMDB
Hidril	HMDB
Hidrochlortiazid	HMDB
Hidroronol	HMDB
Hidrotiazida	HMDB
Hydril	HMDB
Hydro-aquil	HMDB
Hydro-D	HMDB
Hydro-diuril	HMDB
Hydrochloro thiazide	HMDB
Hydrochlorothiazid	HMDB
Hydrochlorothiazide intensol	HMDB
Hydrochlorthiazide	HMDB
Hydrodiuretic	HMDB
Hydrodiuril	HMDB
Hydropres	HMDB
Hydrosaluric	HMDB
Hydrothide	HMDB
Hydrozide	HMDB
Hypothiazid	HMDB
Hypothiazide	HMDB
Hyzaar	HMDB
Idrotiazide	HMDB
Inderide	HMDB
Ivaugan	HMDB
Jen-diril	HMDB
Lopressor HCT	HMDB
Lotensin HCT	HMDB
Maschitt	HMDB
Maxzide	HMDB
Megadiuril	HMDB
Moduretic	HMDB
Nefrix	HMDB
Neo-codema	HMDB
Neoflumen	HMDB
Newtolide	HMDB
Oretic	HMDB
Panurin	HMDB
Prinzide	HMDB
Ro-hydrazide	HMDB
Ser-ap-es	HMDB
Servithiazid	HMDB
Thiaretic	HMDB
Thiuretic	HMDB
Thlaretic	HMDB
Timolide	HMDB
Unipres	HMDB
Urodiazin	HMDB
Vaseretic	HMDB
Vetidrex	HMDB
Ziac	HMDB
Zide	HMDB
Sectrazide	HMDB
Dichlothiazide	HMDB

Chemical Formula

C₇H₈ClN₃O₄S₂

Average Molecular Weight

297.739

Monoisotopic Molecular Weight

296.964474846

IUPAC Name

6-chloro-1,1-dioxo-3,4-dihydro-2H-1lambda6,2,4-benzothiadiazine-7-sulfonamide

Traditional Name

6-chloro-1,1-dioxo-3,4-dihydro-2H-1lambda6,2,4-benzothiadiazine-7-sulfonamide

CAS Registry Number

58-93-5

SMILES

NS(=O)(=O)C1=C(Cl)C=C2NCNS(=O)(=O)C2=C1

InChI Identifier

InChI=1S/C7H8ClN3O4S2/c8-4-1-5-7(2-6(4)16(9,12)13)17(14,15)11-3-10-5/h1-2,10-11H,3H2,(H2,9,12,13)

InChI Key

JZUFKLXOESDKRF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1,2,4-benzothiadiazine-1,1-dioxides. These are aromatic heterocyclic compounds containing a 1,2,4-benzothiadiazine ring system with two S=O bonds at the 1-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Thiadiazines

Sub Class

Benzothiadiazines

Direct Parent

1,2,4-benzothiadiazine-1,1-dioxides

Alternative Parents

Substituents

1,2,4-benzothiadiazine-1,1-dioxide
Secondary aliphatic/aromatic amine
Aryl chloride
Aryl halide
Organosulfonic acid amide
Benzenoid
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Aminosulfonyl compound
Sulfonyl
Secondary amine
Azacycle
Organic oxide
Amine
Organopnictogen compound
Organosulfur compound
Organonitrogen compound
Organochloride
Organohalogen compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

sulfonamide (CHEBI:5778 )
organochlorine compound (CHEBI:5778 )
benzothiadiazine (CHEBI:5778 )

Ontology

Physiological effect

Health effect

Observation

Dehydration (HMDB: HMDB0001928)

Circulatory system disorder

Blood and lymphatic system disorder

Hypochloremia (HMDB: HMDB0001928)

Adipose tissue (HMDB: HMDB0001928)
Adipose tissue (HMDB: HMDB0001928)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 17119933)

Organ

Kidney (HMDB: HMDB0001928)

Cell

Hematocyte

Platelet (HMDB: HMDB0001928)

Excreta

Biofluid or Excreta

Urine (PMID: 21543078)
Feces (PMID: 27275383)

Cellular substructure

Cytoplasm (HMDB: HMDB0001928)
Extracellular (HMDB: HMDB0001928)

Source

Exogenous

Exogenous (HMDB: HMDB0001928)

Environmental

Wastewater (HMDB: HMDB0001928)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Hydrochlorothiazide Action Pathway (HMDB: HMDB0001928)
Hydrochlorothiazide Action Pathway (PathBank: SMP0000100)

Role

Industrial application

Pharmaceutical industry

Pharmaceutical (HMDB: HMDB0001928)

Environmental role

Environmental contaminant (HMDB: HMDB0001928)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	274 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.72 mg/mL at 25 °C	Not Available
LogP	-0.07	HANSCH,C ET AL. (1995)

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	2.24 g/L	ALOGPS
logP	-0.16	ALOGPS
logP	-0.58	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	9.09	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	118.36 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	63.11 m³·mol⁻¹	ChemAxon
Polarizability	25.35 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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
AllCCS	[M+H]+	160.844	32859911
AllCCS	[M-H]-	150.491	32859911
DeepCCS	[M+H]+	156.481	30932474
DeepCCS	[M-H]-	154.123	30932474
DeepCCS	[M-2H]-	187.068	30932474
DeepCCS	[M+Na]+	162.574	30932474
AllCCS	[M+H]+	160.8	32859911
AllCCS	[M+H-H2O]+	157.4	32859911
AllCCS	[M+NH4]+	164.1	32859911
AllCCS	[M+Na]+	165.0	32859911
AllCCS	[M-H]-	150.5	32859911
AllCCS	[M+Na-2H]-	150.6	32859911
AllCCS	[M+HCOO]-	150.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Hydrochlorothiazide	NS(=O)(=O)C1=C(Cl)C=C2NCNS(=O)(=O)C2=C1	4242.4	Standard polar	33892256
Hydrochlorothiazide	NS(=O)(=O)C1=C(Cl)C=C2NCNS(=O)(=O)C2=C1	2896.0	Standard non polar	33892256
Hydrochlorothiazide	NS(=O)(=O)C1=C(Cl)C=C2NCNS(=O)(=O)C2=C1	3230.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Hydrochlorothiazide,1TMS,isomer #1	C[Si](C)(C)NS(=O)(=O)C1=CC2=C(C=C1Cl)NCNS2(=O)=O	2840.3	Semi standard non polar	33892256
Hydrochlorothiazide,1TMS,isomer #1	C[Si](C)(C)NS(=O)(=O)C1=CC2=C(C=C1Cl)NCNS2(=O)=O	2801.9	Standard non polar	33892256
Hydrochlorothiazide,1TMS,isomer #1	C[Si](C)(C)NS(=O)(=O)C1=CC2=C(C=C1Cl)NCNS2(=O)=O	4100.6	Standard polar	33892256
Hydrochlorothiazide,1TMS,isomer #2	C[Si](C)(C)N1CNS(=O)(=O)C2=CC(S(N)(=O)=O)=C(Cl)C=C21	2800.2	Semi standard non polar	33892256
Hydrochlorothiazide,1TMS,isomer #2	C[Si](C)(C)N1CNS(=O)(=O)C2=CC(S(N)(=O)=O)=C(Cl)C=C21	2862.7	Standard non polar	33892256
Hydrochlorothiazide,1TMS,isomer #2	C[Si](C)(C)N1CNS(=O)(=O)C2=CC(S(N)(=O)=O)=C(Cl)C=C21	4211.1	Standard polar	33892256
Hydrochlorothiazide,1TMS,isomer #3	C[Si](C)(C)N1CNC2=CC(Cl)=C(S(N)(=O)=O)C=C2S1(=O)=O	2838.5	Semi standard non polar	33892256
Hydrochlorothiazide,1TMS,isomer #3	C[Si](C)(C)N1CNC2=CC(Cl)=C(S(N)(=O)=O)C=C2S1(=O)=O	2802.3	Standard non polar	33892256
Hydrochlorothiazide,1TMS,isomer #3	C[Si](C)(C)N1CNC2=CC(Cl)=C(S(N)(=O)=O)C=C2S1(=O)=O	4358.1	Standard polar	33892256
Hydrochlorothiazide,2TMS,isomer #1	C[Si](C)(C)N([Si](C)(C)C)S(=O)(=O)C1=CC2=C(C=C1Cl)NCNS2(=O)=O	2797.9	Semi standard non polar	33892256
Hydrochlorothiazide,2TMS,isomer #1	C[Si](C)(C)N([Si](C)(C)C)S(=O)(=O)C1=CC2=C(C=C1Cl)NCNS2(=O)=O	2953.6	Standard non polar	33892256
Hydrochlorothiazide,2TMS,isomer #1	C[Si](C)(C)N([Si](C)(C)C)S(=O)(=O)C1=CC2=C(C=C1Cl)NCNS2(=O)=O	4052.3	Standard polar	33892256
Hydrochlorothiazide,2TMS,isomer #2	C[Si](C)(C)NS(=O)(=O)C1=CC2=C(C=C1Cl)N([Si](C)(C)C)CNS2(=O)=O	2802.8	Semi standard non polar	33892256
Hydrochlorothiazide,2TMS,isomer #2	C[Si](C)(C)NS(=O)(=O)C1=CC2=C(C=C1Cl)N([Si](C)(C)C)CNS2(=O)=O	3011.1	Standard non polar	33892256
Hydrochlorothiazide,2TMS,isomer #2	C[Si](C)(C)NS(=O)(=O)C1=CC2=C(C=C1Cl)N([Si](C)(C)C)CNS2(=O)=O	3606.0	Standard polar	33892256
Hydrochlorothiazide,2TMS,isomer #3	C[Si](C)(C)NS(=O)(=O)C1=CC2=C(C=C1Cl)NCN([Si](C)(C)C)S2(=O)=O	2828.3	Semi standard non polar	33892256
Hydrochlorothiazide,2TMS,isomer #3	C[Si](C)(C)NS(=O)(=O)C1=CC2=C(C=C1Cl)NCN([Si](C)(C)C)S2(=O)=O	2888.2	Standard non polar	33892256
Hydrochlorothiazide,2TMS,isomer #3	C[Si](C)(C)NS(=O)(=O)C1=CC2=C(C=C1Cl)NCN([Si](C)(C)C)S2(=O)=O	3934.4	Standard polar	33892256
Hydrochlorothiazide,2TMS,isomer #4	C[Si](C)(C)N1CN([Si](C)(C)C)S(=O)(=O)C2=CC(S(N)(=O)=O)=C(Cl)C=C21	2827.1	Semi standard non polar	33892256
Hydrochlorothiazide,2TMS,isomer #4	C[Si](C)(C)N1CN([Si](C)(C)C)S(=O)(=O)C2=CC(S(N)(=O)=O)=C(Cl)C=C21	2960.4	Standard non polar	33892256
Hydrochlorothiazide,2TMS,isomer #4	C[Si](C)(C)N1CN([Si](C)(C)C)S(=O)(=O)C2=CC(S(N)(=O)=O)=C(Cl)C=C21	4053.1	Standard polar	33892256
Hydrochlorothiazide,3TMS,isomer #1	C[Si](C)(C)N1CNS(=O)(=O)C2=CC(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(Cl)C=C21	2767.4	Semi standard non polar	33892256
Hydrochlorothiazide,3TMS,isomer #1	C[Si](C)(C)N1CNS(=O)(=O)C2=CC(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(Cl)C=C21	3080.5	Standard non polar	33892256
Hydrochlorothiazide,3TMS,isomer #1	C[Si](C)(C)N1CNS(=O)(=O)C2=CC(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(Cl)C=C21	3507.4	Standard polar	33892256
Hydrochlorothiazide,3TMS,isomer #2	C[Si](C)(C)N1CNC2=CC(Cl)=C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)C=C2S1(=O)=O	2846.6	Semi standard non polar	33892256
Hydrochlorothiazide,3TMS,isomer #2	C[Si](C)(C)N1CNC2=CC(Cl)=C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)C=C2S1(=O)=O	3073.2	Standard non polar	33892256
Hydrochlorothiazide,3TMS,isomer #2	C[Si](C)(C)N1CNC2=CC(Cl)=C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)C=C2S1(=O)=O	3856.2	Standard polar	33892256
Hydrochlorothiazide,3TMS,isomer #3	C[Si](C)(C)NS(=O)(=O)C1=CC2=C(C=C1Cl)N([Si](C)(C)C)CN([Si](C)(C)C)S2(=O)=O	2809.6	Semi standard non polar	33892256
Hydrochlorothiazide,3TMS,isomer #3	C[Si](C)(C)NS(=O)(=O)C1=CC2=C(C=C1Cl)N([Si](C)(C)C)CN([Si](C)(C)C)S2(=O)=O	3069.3	Standard non polar	33892256
Hydrochlorothiazide,3TMS,isomer #3	C[Si](C)(C)NS(=O)(=O)C1=CC2=C(C=C1Cl)N([Si](C)(C)C)CN([Si](C)(C)C)S2(=O)=O	3524.1	Standard polar	33892256
Hydrochlorothiazide,4TMS,isomer #1	C[Si](C)(C)N1CN([Si](C)(C)C)S(=O)(=O)C2=CC(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(Cl)C=C21	2824.8	Semi standard non polar	33892256
Hydrochlorothiazide,4TMS,isomer #1	C[Si](C)(C)N1CN([Si](C)(C)C)S(=O)(=O)C2=CC(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(Cl)C=C21	3264.6	Standard non polar	33892256
Hydrochlorothiazide,4TMS,isomer #1	C[Si](C)(C)N1CN([Si](C)(C)C)S(=O)(=O)C2=CC(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(Cl)C=C21	3506.8	Standard polar	33892256
Hydrochlorothiazide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC2=C(C=C1Cl)NCNS2(=O)=O	3135.1	Semi standard non polar	33892256
Hydrochlorothiazide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC2=C(C=C1Cl)NCNS2(=O)=O	3048.7	Standard non polar	33892256
Hydrochlorothiazide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC2=C(C=C1Cl)NCNS2(=O)=O	4174.6	Standard polar	33892256
Hydrochlorothiazide,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1CNS(=O)(=O)C2=CC(S(N)(=O)=O)=C(Cl)C=C21	3103.9	Semi standard non polar	33892256
Hydrochlorothiazide,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1CNS(=O)(=O)C2=CC(S(N)(=O)=O)=C(Cl)C=C21	3077.3	Standard non polar	33892256
Hydrochlorothiazide,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1CNS(=O)(=O)C2=CC(S(N)(=O)=O)=C(Cl)C=C21	4363.6	Standard polar	33892256
Hydrochlorothiazide,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1CNC2=CC(Cl)=C(S(N)(=O)=O)C=C2S1(=O)=O	3117.6	Semi standard non polar	33892256
Hydrochlorothiazide,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1CNC2=CC(Cl)=C(S(N)(=O)=O)C=C2S1(=O)=O	3037.5	Standard non polar	33892256
Hydrochlorothiazide,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1CNC2=CC(Cl)=C(S(N)(=O)=O)C=C2S1(=O)=O	4512.9	Standard polar	33892256
Hydrochlorothiazide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC2=C(C=C1Cl)NCNS2(=O)=O	3310.9	Semi standard non polar	33892256
Hydrochlorothiazide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC2=C(C=C1Cl)NCNS2(=O)=O	3435.7	Standard non polar	33892256
Hydrochlorothiazide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC2=C(C=C1Cl)NCNS2(=O)=O	4071.6	Standard polar	33892256
Hydrochlorothiazide,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC2=C(C=C1Cl)N([Si](C)(C)C(C)(C)C)CNS2(=O)=O	3316.7	Semi standard non polar	33892256
Hydrochlorothiazide,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC2=C(C=C1Cl)N([Si](C)(C)C(C)(C)C)CNS2(=O)=O	3449.9	Standard non polar	33892256
Hydrochlorothiazide,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC2=C(C=C1Cl)N([Si](C)(C)C(C)(C)C)CNS2(=O)=O	3687.7	Standard polar	33892256
Hydrochlorothiazide,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC2=C(C=C1Cl)NCN([Si](C)(C)C(C)(C)C)S2(=O)=O	3310.0	Semi standard non polar	33892256
Hydrochlorothiazide,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC2=C(C=C1Cl)NCN([Si](C)(C)C(C)(C)C)S2(=O)=O	3391.3	Standard non polar	33892256
Hydrochlorothiazide,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC2=C(C=C1Cl)NCN([Si](C)(C)C(C)(C)C)S2(=O)=O	4005.3	Standard polar	33892256
Hydrochlorothiazide,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N1CN([Si](C)(C)C(C)(C)C)S(=O)(=O)C2=CC(S(N)(=O)=O)=C(Cl)C=C21	3333.0	Semi standard non polar	33892256
Hydrochlorothiazide,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N1CN([Si](C)(C)C(C)(C)C)S(=O)(=O)C2=CC(S(N)(=O)=O)=C(Cl)C=C21	3434.1	Standard non polar	33892256
Hydrochlorothiazide,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N1CN([Si](C)(C)C(C)(C)C)S(=O)(=O)C2=CC(S(N)(=O)=O)=C(Cl)C=C21	4182.6	Standard polar	33892256
Hydrochlorothiazide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CNS(=O)(=O)C2=CC(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(Cl)C=C21	3534.4	Semi standard non polar	33892256
Hydrochlorothiazide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CNS(=O)(=O)C2=CC(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(Cl)C=C21	3811.2	Standard non polar	33892256
Hydrochlorothiazide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CNS(=O)(=O)C2=CC(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(Cl)C=C21	3632.4	Standard polar	33892256
Hydrochlorothiazide,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1CNC2=CC(Cl)=C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2S1(=O)=O	3510.8	Semi standard non polar	33892256
Hydrochlorothiazide,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1CNC2=CC(Cl)=C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2S1(=O)=O	3832.9	Standard non polar	33892256
Hydrochlorothiazide,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1CNC2=CC(Cl)=C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2S1(=O)=O	3929.5	Standard polar	33892256
Hydrochlorothiazide,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC2=C(C=C1Cl)N([Si](C)(C)C(C)(C)C)CN([Si](C)(C)C(C)(C)C)S2(=O)=O	3491.6	Semi standard non polar	33892256
Hydrochlorothiazide,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC2=C(C=C1Cl)N([Si](C)(C)C(C)(C)C)CN([Si](C)(C)C(C)(C)C)S2(=O)=O	3829.6	Standard non polar	33892256
Hydrochlorothiazide,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC2=C(C=C1Cl)N([Si](C)(C)C(C)(C)C)CN([Si](C)(C)C(C)(C)C)S2(=O)=O	3693.4	Standard polar	33892256
Hydrochlorothiazide,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CN([Si](C)(C)C(C)(C)C)S(=O)(=O)C2=CC(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(Cl)C=C21	3735.6	Semi standard non polar	33892256
Hydrochlorothiazide,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CN([Si](C)(C)C(C)(C)C)S(=O)(=O)C2=CC(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(Cl)C=C21	4258.7	Standard non polar	33892256
Hydrochlorothiazide,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CN([Si](C)(C)C(C)(C)C)S(=O)(=O)C2=CC(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(Cl)C=C21	3710.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Hydrochlorothiazide GC-MS (Non-derivatized) - 70eV, Positive	splash10-014i-1490000000-623736f34c52e89bbc88	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hydrochlorothiazide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hydrochlorothiazide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-00r2-6490000000-3f5d9320308b823c6489	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 - Hydrochlorothiazide LC-ESI-ITFT , negative-QTOF	splash10-014i-0090000000-7906a6e4cfb51dce1396	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hydrochlorothiazide LC-ESI-ITFT , negative-QTOF	splash10-0002-0090000000-c44dbed5084dc5df03d8	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hydrochlorothiazide LC-ESI-ITFT , negative-QTOF	splash10-0002-0090000000-976dcb246a2272b22565	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hydrochlorothiazide LC-ESI-ITFT , negative-QTOF	splash10-0uxr-1090000000-16e563e592e4a566424d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hydrochlorothiazide LC-ESI-ITFT , negative-QTOF	splash10-0fb9-9580000000-3c9227e3df8ed6dc9ae9	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hydrochlorothiazide LC-ESI-ITFT , negative-QTOF	splash10-004i-9720000000-12525bfcb83ea1611970	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hydrochlorothiazide LC-ESI-ITFT , negative-QTOF	splash10-004i-9200000000-df37b796b59f084b0229	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hydrochlorothiazide LC-ESI-ITFT , negative-QTOF	splash10-0002-0090000000-220666bc28231ad387e8	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hydrochlorothiazide LC-ESI-ITFT , negative-QTOF	splash10-0002-0090000000-f434c5d8ee94540ec0d2	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hydrochlorothiazide LC-ESI-ITFT , negative-QTOF	splash10-0uxr-1090000000-8a3c270e0fb285b26f15	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hydrochlorothiazide LC-ESI-ITFT , negative-QTOF	splash10-0fb9-9480000000-5f6c5ed1d291d71a0aae	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hydrochlorothiazide LC-ESI-ITFT , negative-QTOF	splash10-004i-9520000000-679def33e8239c1382f3	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hydrochlorothiazide LC-ESI-ITFT , negative-QTOF	splash10-004i-9400000000-c9b80274d62fda64c531	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hydrochlorothiazide LC-ESI-ITFT , negative-QTOF	splash10-014i-0090000000-0a962453b9e31eec3822	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hydrochlorothiazide LC-ESI-QTOF , negative-QTOF	splash10-0002-0090000000-ac2b5d07eaacba87a181	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hydrochlorothiazide LC-ESI-QTOF , negative-QTOF	splash10-0gb9-1090000000-8649018477d708cb6bd7	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hydrochlorothiazide LC-ESI-QTOF , negative-QTOF	splash10-004i-9400000000-266cd4efe3deeebe29f3	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hydrochlorothiazide Linear Ion Trap , negative-QTOF	splash10-014i-0090000000-bc85dd2515151e4fec03	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hydrochlorothiazide 90V, Negative-QTOF	splash10-004i-9200000000-0f74393a0813e692bd20	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hydrochlorothiazide 75V, Negative-QTOF	splash10-004i-9300000000-28e5742a9d4eca7b8b56	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hydrochlorothiazide 60V, Negative-QTOF	splash10-004i-9320000000-b939e4fba37f7da92d72	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hydrochlorothiazide 45V, Negative-QTOF	splash10-0fb9-5190000000-04ff81457234f6f9b8e1	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hydrochlorothiazide 90V, Negative-QTOF	splash10-004i-9200000000-df37b796b59f084b0229	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hydrochlorothiazide 75V, Negative-QTOF	splash10-004i-9720000000-12525bfcb83ea1611970	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hydrochlorothiazide 15V, Negative-QTOF	splash10-0002-0090000000-220666bc28231ad387e8	2021-09-20	HMDB team, MONA	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	2012-12-05	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm (predicted from logP)

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

Adipose Tissue
Kidney
Platelet

Pathways

Name	SMPDB/PathBank	KEGG
Hydrochlorothiazide Action Pathway		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Blood	Detected and Quantified	0.3 (0.00167-0.67) uM	Adult (>18 years old)	Both	Normal	17119933	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Detected but not Quantified	Not Quantified	Not Available	Not Available	Normal	21543078	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal Cancer	27275383	details

Predicted Concentrations

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

Associated Disorders and Diseases

Disease References

Colorectal cancer

Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]
Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

DrugBank ID

DB00999

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022745

KNApSAcK ID

Not Available

Chemspider ID

3513

KEGG Compound ID

C07041

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Hydrochlorothiazide

METLIN ID

3169

PubChem Compound

3639

PDB ID

Not Available

ChEBI ID

5778

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

Splendiani G, Condo S: [Diuretic therapy in heart failure]. G Ital Nefrol. 2006 Jan-Feb;23 Suppl 34:S74-6. [PubMed:16634001 ]
Dimitriadis G, Tegos C, Golfinopoulou L, Roboti C, Raptis S: Furosemide-induced hyperglycaemia: the implication of glycolytic kinases. Horm Metab Res. 1993 Nov;25(11):557-9. [PubMed:8288156 ]
Vandenheuvel WJ, Gruber VF, Walker RW, Wolf FJ: GLC analysis of hydrochlorothiazide in blood and plasma. J Pharm Sci. 1975 Aug;64(8):1309-12. [PubMed:1151702 ]
Yamazaki M, Ito Y, Suzuka T, Yaginuma H, Itoh S, Kamada A, Orita Y, Nakahama H, Nakanishi T, Ando A: Biopharmaceutical studies of thiazide diuretics. II. High-performance liquid chromatographic method for determination of hydrochlorothiazide in plasma, urine, blood cells and bile. Chem Pharm Bull (Tokyo). 1984 Jun;32(6):2387-94. [PubMed:6488407 ]
Germano G, Sanguigni V, Pignatelli P, Caccese D, Lenti L, Ragazzo M, Lauro R, Violi F: Enhanced platelet release of superoxide anion in systemic hypertension: role of AT1 receptors. J Hypertens. 2004 Jun;22(6):1151-6. [PubMed:15167450 ]
Bernik MM, Heimann JC, Nakandakare ER, Cazita PM, Nunes VS, Rocha JC, Neves MQ, Quintao EC: Effects of hydrochlorothiazide and propranolol treatment on chylomicron metabolism in hypertensive objects. Can J Physiol Pharmacol. 2005 Jul;83(7):617-23. [PubMed:16091787 ]
Dornhorst A, Powell SH, Pensky J: Aggravation by propranolol of hyperglycaemic effect of hydrochlorothiazide in type II diabetics without alteration of insulin secretion. Lancet. 1985 Jan 19;1(8421):123-6. [PubMed:2857210 ]
Serradeil-Le Gal C, Lacour C, Valette G, Garcia G, Foulon L, Galindo G, Bankir L, Pouzet B, Guillon G, Barberis C, Chicot D, Jard S, Vilain P, Garcia C, Marty E, Raufaste D, Brossard G, Nisato D, Maffrand JP, Le Fur G: Characterization of SR 121463A, a highly potent and selective, orally active vasopressin V2 receptor antagonist. J Clin Invest. 1996 Dec 15;98(12):2729-38. [PubMed:8981918 ]
Kuo BS, Mandagere A, Osborne DR, Hwang KK: Column-switching high-performance liquid chromatographic (HPLC) determination of hydrochlorothiazide in rat, dog, and human plasma. Pharm Res. 1990 Dec;7(12):1257-61. [PubMed:2095563 ]
Cubeddu LX, Hoffmann IS, Davila S, Escontrelas C, Morales C, Rios A: Effects of propranolol, clonidine and hydrochlorothiazide treatment and abrupt discontinuation on central and peripheral noradrenergic activity in essential hypertension. Life Sci. 1986 Dec 22;39(25):2463-74. [PubMed:3540504 ]
Angelin B: Effect of thiazide treatment on biliary lipid composition in healthy volunteers. Eur J Clin Pharmacol. 1989;37(1):95-6. [PubMed:2591472 ]
Buttar HS: An overview of the influence of ACE inhibitors on fetal-placental circulation and perinatal development. Mol Cell Biochem. 1997 Nov;176(1-2):61-71. [PubMed:9406146 ]
Tisdall PA, Moyer TP, Anhalt JP: Liquid-chromatographic detection of thiazide diuretics in urine. Clin Chem. 1980 May;26(6):702-6. [PubMed:7371146 ]
Beermann B, Fahraeus L, Groschinsky-Grind M, Lindstrom B: Placental transfer of hydrochlorothiazide. Gynecol Obstet Invest. 1980;11(1):45-8. [PubMed:7390276 ]
Vonaparti A, Kazanis M, Panderi I: Development and validation of a liquid chromatographic/electrospray ionization mass spectrometric method for the determination of benazepril, benazeprilat and hydrochlorothiazide in human plasma. J Mass Spectrom. 2006 May;41(5):593-605. [PubMed:16541390 ]

Enzymes

Enzyme Details

1. Calcium-activated potassium channel subunit alpha-1

General function:: Involved in ion channel activity
Specific function:: Potassium channel activated by both membrane depolarization or increase in cytosolic Ca(2+) that mediates export of K(+). It is also activated by the concentration of cytosolic Mg(2+). Its activation dampens the excitatory events that elevate the cytosolic Ca(2+) concentration and/or depolarize the cell membrane. It therefore contributes to repolarization of the membrane potential. Plays a key role in controlling excitability in a number of systems, such as regulation of the contraction of smooth muscle, the tuning of hair cells in the cochlea, regulation of transmitter release, and innate immunity. In smooth muscles, its activation by high level of Ca(2+), caused by ryanodine receptors in the sarcoplasmic reticulum, regulates the membrane potential. In cochlea cells, its number and kinetic properties partly determine the characteristic frequency of each hair cell and thereby helps to establish a tonotopic map. Kinetics of KCNMA1 channels are determined by alternative splicing, phosphorylation status and its combination with modulating beta subunits. Highly sensitive to both iberiotoxin (IbTx) and charybdotoxin (CTX)
Gene Name:: KCNMA1
Uniprot ID:: Q12791
Molecular weight:: 137558.1

Enzyme Details

2. Carbonic anhydrase 1

General function:: Involved in carbonate dehydratase activity
Specific function:: Reversible hydration of carbon dioxide. Can hydrates cyanamide to urea.
Gene Name:: CA1
Uniprot ID:: P00915
Molecular weight:: 28870.0

Enzyme Details

3. Carbonic anhydrase 2

General function:: Involved in carbonate dehydratase activity
Specific function:: Essential for bone resorption and osteoclast differentiation (By similarity). Reversible hydration of carbon dioxide. Can hydrate cyanamide to urea. Involved in the regulation of fluid secretion into the anterior chamber of the eye.
Gene Name:: CA2
Uniprot ID:: P00918
Molecular weight:: 29245.895

Enzyme Details

4. Solute carrier family 12 member 3

General function:: Involved in transport
Specific function:: Electrically silent transporter system. Mediates sodium and chloride reabsorption
Gene Name:: SLC12A3
Uniprot ID:: P55017
Molecular weight:: 113124.0

Enzyme Details

5. Carbonic anhydrase 4

General function:: Involved in carbonate dehydratase activity
Specific function:: Reversible hydration of carbon dioxide. May stimulate the sodium/bicarbonate transporter activity of SLC4A4 that acts in pH homeostasis. It is essential for acid overload removal from the retina and retina epithelium, and acid release in the choriocapillaris in the choroid.
Gene Name:: CA4
Uniprot ID:: P22748
Molecular weight:: 35032.075

Showing metabocard for Hydrochlorothiazide (HMDB0001928)

MOL for HMDB0001928 (Hydrochlorothiazide)

3D MOL for HMDB0001928 (Hydrochlorothiazide)

3D SDF for HMDB0001928 (Hydrochlorothiazide)

3D-SDF for HMDB0001928 (Hydrochlorothiazide)

PDB for HMDB0001928 (Hydrochlorothiazide)

3D PDB for HMDB0001928 (Hydrochlorothiazide)

SMILES for HMDB0001928 (Hydrochlorothiazide)

INCHI for HMDB0001928 (Hydrochlorothiazide)

Structure for HMDB0001928 (Hydrochlorothiazide)

3D Structure for HMDB0001928 (Hydrochlorothiazide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes