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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (4)transporters (1) Show 5 proteins XML

enzymes (4)transporters (1) Show 5 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:49 UTC

Update Date

2022-03-07 02:51:38 UTC

HMDB ID

HMDB0014456

Secondary Accession Numbers

HMDB14456

Metabolite Identification

Common Name

Ethoxzolamide

Description

Ethoxzolamide is only found in individuals that have used or taken this drug. It is a carbonic anhydrase inhibitor used as diuretic and in glaucoma. It may cause hypokalemia. [PubChem]Ethoxzolamide binds and inhibits carbonic anhydrase I. Carbonic anhydrase plays an essential role in facilitating the transport of carbon dioxide and protons in the intracellular space, across biological membranes and in the layers of the extracellular space. The inhibition of this enzyme effects the balance of applicable membrane equilibrium systems. This reduction in carbonic anhydrase also reduces the intraocular pressure in the eye by decreasing aqueous humor.

Structure

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

311
  Mrv0541 02231214352D          

 16 17  0  0  0  0            999 V2000
    7.3097    0.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.0031    0.6639    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3097    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3097   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0031   -0.6639    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1347    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4846    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  2  0  0  0  0
  1  5  2  0  0  0  0
  1  7  1  0  0  0  0
  1 10  1  0  0  0  0
  2  8  1  0  0  0  0
  2 10  1  0  0  0  0
  3 12  1  0  0  0  0
  3 15  1  0  0  0  0
  6  9  1  0  0  0  0
  6 10  2  0  0  0  0
  8  9  2  0  0  0  0
  8 11  1  0  0  0  0
  9 13  1  0  0  0  0
 11 12  2  0  0  0  0
 12 14  1  0  0  0  0
 13 14  2  0  0  0  0
 15 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014456

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOC1=CC2=C(C=C1)N=C(S2)S(N)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H10N2O3S2/c1-2-14-6-3-4-7-8(5-6)15-9(11-7)16(10,12)13/h3-5H,2H2,1H3,(H2,10,12,13)

> <INCHI_KEY>
OUZWUKMCLIBBOG-UHFFFAOYSA-N

> <FORMULA>
C9H10N2O3S2

> <MOLECULAR_WEIGHT>
258.317

> <EXACT_MASS>
258.013283576

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
25.269498813380597

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-ethoxy-1,3-benzothiazole-2-sulfonamide

> <ALOGPS_LOGP>
1.87

> <JCHEM_LOGP>
1.6028892289999999

> <ALOGPS_LOGS>
-2.57

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.511271617325915

> <JCHEM_PKA_STRONGEST_BASIC>
-1.9316959203012112

> <JCHEM_POLAR_SURFACE_AREA>
82.28

> <JCHEM_REFRACTIVITY>
59.97170000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.88e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ethoxzolamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 311                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  S   UNK     0      13.645   0.000   0.000  0.00  0.00           S+0
HETATM    2  S   UNK     0      11.206   1.239   0.000  0.00  0.00           S+0
HETATM    3  O   UNK     0       5.748   1.540   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      13.645   1.540   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      13.645  -1.540   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0      11.206  -1.239   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0      15.185   0.000   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       9.748   0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.748  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.105   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.415   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.081   0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.415  -1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.081  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.080   1.540   0.000  0.00  0.00           C+0
CONECT    1    4    5    7   10                                             
CONECT    2    8   10                                                       
CONECT    3   12   15                                                       
CONECT    4    1                                                            
CONECT    5    1                                                            
CONECT    6    9   10                                                       
CONECT    7    1                                                            
CONECT    8    2    9   11                                                  
CONECT    9    6    8   13                                                  
CONECT   10    1    2    6                                                  
CONECT   11    8   12                                                       
CONECT   12    3   11   14                                                  
CONECT   13    9   14                                                       
CONECT   14   12   13                                                       
CONECT   15    3   16                                                       
CONECT   16   15                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0014456
HETATM    1  C1  UNL     1      -5.269   0.626  -0.418  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.770   0.727  -0.545  1.00  0.00           C  
HETATM    3  O1  UNL     1      -3.115  -0.337   0.112  1.00  0.00           O  
HETATM    4  C3  UNL     1      -1.750  -0.488   0.153  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.171  -1.550   0.811  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.171  -1.770   0.897  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.077  -0.879   0.286  1.00  0.00           C  
HETATM    8  N1  UNL     1       2.379  -0.959   0.284  1.00  0.00           N  
HETATM    9  C7  UNL     1       3.102  -0.060  -0.324  1.00  0.00           C  
HETATM   10  S1  UNL     1       4.863   0.062  -0.475  1.00  0.00           S  
HETATM   11  N2  UNL     1       5.522   0.975   0.830  1.00  0.00           N  
HETATM   12  O2  UNL     1       5.104   0.770  -1.794  1.00  0.00           O  
HETATM   13  O3  UNL     1       5.381  -1.340  -0.512  1.00  0.00           O  
HETATM   14  S2  UNL     1       1.911   1.002  -0.957  1.00  0.00           S  
HETATM   15  C8  UNL     1       0.513   0.181  -0.371  1.00  0.00           C  
HETATM   16  C9  UNL     1      -0.866   0.385  -0.446  1.00  0.00           C  
HETATM   17  H1  UNL     1      -5.679   1.654  -0.468  1.00  0.00           H  
HETATM   18  H2  UNL     1      -5.715  -0.000  -1.228  1.00  0.00           H  
HETATM   19  H3  UNL     1      -5.517   0.226   0.592  1.00  0.00           H  
HETATM   20  H4  UNL     1      -3.468   0.827  -1.611  1.00  0.00           H  
HETATM   21  H5  UNL     1      -3.465   1.660  -0.002  1.00  0.00           H  
HETATM   22  H6  UNL     1      -1.875  -2.248   1.289  1.00  0.00           H  
HETATM   23  H7  UNL     1       0.529  -2.642   1.443  1.00  0.00           H  
HETATM   24  H8  UNL     1       6.092   0.304   1.423  1.00  0.00           H  
HETATM   25  H9  UNL     1       6.219   1.641   0.431  1.00  0.00           H  
HETATM   26  H10 UNL     1      -1.204   1.235  -0.978  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3   20   21
CONECT    3    4
CONECT    4    5    5   16
CONECT    5    6   22
CONECT    6    7    7   23
CONECT    7    8   15
CONECT    8    9    9
CONECT    9   10   14
CONECT   10   11   12   12   13
CONECT   10   13
CONECT   11   24   25
CONECT   14   15
CONECT   15   16   16
CONECT   16   26
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6-Ethoxy-2-benzothiazolesulfonamide	ChEBI
6-Ethoxy-benzothiazole-2-sulfonic acid amide	ChEBI
6-Ethoxybenzothiazole-2-sulfonamide	ChEBI
Ethoxazolamide	ChEBI
Ethoxyzolamide	ChEBI
Cardrase	Kegg
6-Ethoxy-2-benzothiazolesulphonamide	Generator
6-Ethoxy-benzothiazole-2-sulfonate amide	Generator
6-Ethoxy-benzothiazole-2-sulphonate amide	Generator
6-Ethoxy-benzothiazole-2-sulphonic acid amide	Generator
6-Ethoxybenzothiazole-2-sulphonamide	Generator
6-Ethoxy-1,3-benzothiazole-2-sulfonamide	HMDB
Etoxzolamide	HMDB
Ethamide	HMDB

Chemical Formula

C₉H₁₀N₂O₃S₂

Average Molecular Weight

258.317

Monoisotopic Molecular Weight

258.013283576

IUPAC Name

6-ethoxy-1,3-benzothiazole-2-sulfonamide

Traditional Name

ethoxzolamide

CAS Registry Number

452-35-7

SMILES

CCOC1=CC2=C(C=C1)N=C(S2)S(N)(=O)=O

InChI Identifier

InChI=1S/C9H10N2O3S2/c1-2-14-6-3-4-7-8(5-6)15-9(11-7)16(10,12)13/h3-5H,2H2,1H3,(H2,10,12,13)

InChI Key

OUZWUKMCLIBBOG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzothiazoles. These are organic compounds containing a benzene fused to a thiazole ring (a five-membered ring with four carbon atoms, one nitrogen atom and one sulfur atom).

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzothiazoles

Sub Class

Not Available

Direct Parent

Benzothiazoles

Alternative Parents

Substituents

1,3-benzothiazole
Alkyl aryl ether
Organosulfonic acid amide
Benzenoid
Azole
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Sulfonyl
Thiazole
Aminosulfonyl compound
Heteroaromatic compound
Ether
Azacycle
Organopnictogen compound
Organic nitrogen compound
Organosulfur compound
Organic oxygen compound
Organonitrogen compound
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

benzothiazoles (CHEBI:101096 )
sulfonamide (CHEBI:101096 )

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

Cytoplasm (HMDB: HMDB0014456)
Membrane (HMDB: HMDB0014456)

Source

Exogenous

Exogenous (HMDB: HMDB0014456)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	189 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.69 g/L	Not Available
LogP	0.4	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	Not Available	152.69	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001020

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.69 g/L	ALOGPS
logP	1.87	ALOGPS
logP	1.6	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	7.51	ChemAxon
pKa (Strongest Basic)	-1.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	82.28 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	59.97 m³·mol⁻¹	ChemAxon
Polarizability	25.27 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	156.274	31661259
DarkChem	[M-H]-	154.036	31661259
DeepCCS	[M+H]+	154.263	30932474
DeepCCS	[M-H]-	151.905	30932474
DeepCCS	[M-2H]-	184.791	30932474
DeepCCS	[M+Na]+	160.356	30932474
AllCCS	[M+H]+	154.4	32859911
AllCCS	[M+H-H2O]+	150.8	32859911
AllCCS	[M+NH4]+	157.8	32859911
AllCCS	[M+Na]+	158.8	32859911
AllCCS	[M-H]-	151.8	32859911
AllCCS	[M+Na-2H]-	152.0	32859911
AllCCS	[M+HCOO]-	152.3	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.	3.2 minutes	32390414
Predicted by Siyang on May 30, 2022	12.6386 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.22 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	28.5 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1869.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	402.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	150.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	243.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	133.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	423.5 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	603.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	114.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1044.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	406.6 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	1144.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	329.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	364.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	370.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	264.1 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	98.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ethoxzolamide	CCOC1=CC2=C(C=C1)N=C(S2)S(N)(=O)=O	3440.8	Standard polar	33892256
Ethoxzolamide	CCOC1=CC2=C(C=C1)N=C(S2)S(N)(=O)=O	2602.9	Standard non polar	33892256
Ethoxzolamide	CCOC1=CC2=C(C=C1)N=C(S2)S(N)(=O)=O	2457.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ethoxzolamide,1TMS,isomer #1	CCOC1=CC=C2N=C(S(=O)(=O)N[Si](C)(C)C)SC2=C1	2399.1	Semi standard non polar	33892256
Ethoxzolamide,1TMS,isomer #1	CCOC1=CC=C2N=C(S(=O)(=O)N[Si](C)(C)C)SC2=C1	2356.4	Standard non polar	33892256
Ethoxzolamide,1TMS,isomer #1	CCOC1=CC=C2N=C(S(=O)(=O)N[Si](C)(C)C)SC2=C1	3370.4	Standard polar	33892256
Ethoxzolamide,2TMS,isomer #1	CCOC1=CC=C2N=C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)SC2=C1	2396.1	Semi standard non polar	33892256
Ethoxzolamide,2TMS,isomer #1	CCOC1=CC=C2N=C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)SC2=C1	2528.9	Standard non polar	33892256
Ethoxzolamide,2TMS,isomer #1	CCOC1=CC=C2N=C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)SC2=C1	3195.5	Standard polar	33892256
Ethoxzolamide,1TBDMS,isomer #1	CCOC1=CC=C2N=C(S(=O)(=O)N[Si](C)(C)C(C)(C)C)SC2=C1	2652.9	Semi standard non polar	33892256
Ethoxzolamide,1TBDMS,isomer #1	CCOC1=CC=C2N=C(S(=O)(=O)N[Si](C)(C)C(C)(C)C)SC2=C1	2606.7	Standard non polar	33892256
Ethoxzolamide,1TBDMS,isomer #1	CCOC1=CC=C2N=C(S(=O)(=O)N[Si](C)(C)C(C)(C)C)SC2=C1	3393.1	Standard polar	33892256
Ethoxzolamide,2TBDMS,isomer #1	CCOC1=CC=C2N=C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)SC2=C1	2867.6	Semi standard non polar	33892256
Ethoxzolamide,2TBDMS,isomer #1	CCOC1=CC=C2N=C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)SC2=C1	2997.2	Standard non polar	33892256
Ethoxzolamide,2TBDMS,isomer #1	CCOC1=CC=C2N=C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)SC2=C1	3246.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Ethoxzolamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fb9-1980000000-ec067e5e789b4033729a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ethoxzolamide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ethoxzolamide 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethoxzolamide LC-ESI-qTof , Positive-QTOF	splash10-0uk9-3900000000-26213ae94b481c876007	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethoxzolamide , positive-QTOF	splash10-0uk9-3900000000-26213ae94b481c876007	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethoxzolamide 10V, Positive-QTOF	splash10-0zfr-0960000000-30176db233c762327bb8	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethoxzolamide 20V, Positive-QTOF	splash10-0fb9-0920000000-12f2a2d76e8d1872359c	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethoxzolamide 40V, Positive-QTOF	splash10-067i-6900000000-150c9526ca35c5443818	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethoxzolamide 10V, Negative-QTOF	splash10-004i-4930000000-03953ab2f5340a6bde83	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethoxzolamide 20V, Negative-QTOF	splash10-004i-5900000000-829e196c0d5d75dd73ba	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethoxzolamide 40V, Negative-QTOF	splash10-0ufr-3910000000-a39e42db3eb1f695354e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethoxzolamide 10V, Positive-QTOF	splash10-0a4i-0090000000-8af0d07ca07343f13e17	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethoxzolamide 20V, Positive-QTOF	splash10-0a4i-0090000000-a6c40b0c6fafeaf3e12b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethoxzolamide 40V, Positive-QTOF	splash10-0fvi-1930000000-f047c1738e723ac089f7	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethoxzolamide 10V, Negative-QTOF	splash10-004i-9150000000-98acc35e866c26644fd5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethoxzolamide 20V, Negative-QTOF	splash10-004i-9030000000-bb0adaec97d4ce4f9bd8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethoxzolamide 40V, Negative-QTOF	splash10-004i-9210000000-2862fcb806ab3f11f420	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
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 DB00311	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00311	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00311

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

3179

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Ethoxzolamide

METLIN ID

Not Available

PubChem Compound

3295

PDB ID

Not Available

ChEBI ID

101096

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. 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

References

Kohling R, Vreugdenhil M, Bracci E, Jefferys JG: Ictal epileptiform activity is facilitated by hippocampal GABAA receptor-mediated oscillations. J Neurosci. 2000 Sep 15;20(18):6820-9. [PubMed:10995826 ]
Perez Velazquez JL: Bicarbonate-dependent depolarizing potentials in pyramidal cells and interneurons during epileptiform activity. Eur J Neurosci. 2003 Sep;18(5):1337-42. [PubMed:12956733 ]
Heck RW, Tanhauser SM, Manda R, Tu C, Laipis PJ, Silverman DN: Catalytic properties of mouse carbonic anhydrase V. J Biol Chem. 1994 Oct 7;269(40):24742-6. [PubMed:7929150 ]
Siffert W, Gros G: Carbonic anhydrase C in white-skeletal-muscle tissue. Biochem J. 1982 Sep 1;205(3):559-66. [PubMed:6816217 ]
Scozzafava A, Briganti F, Ilies MA, Supuran CT: Carbonic anhydrase inhibitors: synthesis of membrane-impermeant low molecular weight sulfonamides possessing in vivo selectivity for the membrane-bound versus cytosolic isozymes. J Med Chem. 2000 Jan 27;43(2):292-300. [PubMed:10649985 ]
Bertucci A, Innocenti A, Zoccola D, Scozzafava A, Tambutte S, Supuran CT: Carbonic anhydrase inhibitors. Inhibition studies of a coral secretory isoform by sulfonamides. Bioorg Med Chem. 2009 Jul 15;17(14):5054-8. doi: 10.1016/j.bmc.2009.05.063. Epub 2009 May 30. [PubMed:19520577 ]

Enzyme Details

2. 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

References

Mincione F, Scozzafava A, Supuran CT: The development of topically acting carbonic anhydrase inhibitors as antiglaucoma agents. Curr Pharm Des. 2008;14(7):649-54. [PubMed:18336310 ]

Enzyme Details

3. 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

References

Mincione F, Scozzafava A, Supuran CT: The development of topically acting carbonic anhydrase inhibitors as antiglaucoma agents. Curr Pharm Des. 2008;14(7):649-54. [PubMed:18336310 ]

Enzyme Details

4. Carbonic anhydrase 7

General function:: Involved in carbonate dehydratase activity
Specific function:: Reversible hydration of carbon dioxide.
Gene Name:: CA7
Uniprot ID:: P43166
Molecular weight:: 23451.435

References

Mincione F, Scozzafava A, Supuran CT: The development of topically acting carbonic anhydrase inhibitors as antiglaucoma agents. Curr Pharm Des. 2008;14(7):649-54. [PubMed:18336310 ]

Transporters

Enzyme Details

1. Solute carrier family 22 member 6

General function:: Involved in ion transmembrane transporter activity
Specific function:: Involved in the renal elimination of endogenous and exogenous organic anions. Functions as organic anion exchanger when the uptake of one molecule of organic anion is coupled with an efflux of one molecule of endogenous dicarboxylic acid (glutarate, ketoglutarate, etc). Mediates the sodium-independent uptake of 2,3-dimercapto-1-propanesulfonic acid (DMPS). Mediates the sodium-independent uptake of p- aminohippurate (PAH), ochratoxin (OTA), acyclovir (ACV), 3'-azido- 3-'deoxythymidine (AZT), cimetidine (CMD), 2,4-dichloro- phenoxyacetate (2,4-D), hippurate (HA), indoleacetate (IA), indoxyl sulfate (IS) and 3-carboxy-4-methyl-5-propyl-2- furanpropionate (CMPF), cidofovir, adefovir, 9-(2- phosphonylmethoxyethyl) guanine (PMEG), 9-(2- phosphonylmethoxyethyl) diaminopurine (PMEDAP) and edaravone sulfate. PAH uptake is inhibited by p- chloromercuribenzenesulphonate (PCMBS), diethyl pyrocarbonate (DEPC), sulindac, diclofenac, carprofen, glutarate and okadaic acid. PAH uptake is inhibited by benzothiazolylcysteine (BTC), S-chlorotrifluoroethylcysteine (CTFC), cysteine S-conjugates S-dichlorovinylcysteine (DCVC), furosemide, steviol, phorbol 12-myristate 13-acetate (PMA), calcium ionophore A23187, benzylpenicillin, furosemide, indomethacin, bumetamide, losartan, probenecid, phenol red, urate, and alpha-ketoglutarate
Gene Name:: SLC22A6
Uniprot ID:: Q4U2R8
Molecular weight:: 61815.8

References

Uwai Y, Saito H, Hashimoto Y, Inui KI: Interaction and transport of thiazide diuretics, loop diuretics, and acetazolamide via rat renal organic anion transporter rOAT1. J Pharmacol Exp Ther. 2000 Oct;295(1):261-5. [PubMed:10991988 ]

Showing metabocard for Ethoxzolamide (HMDB0014456)

MOL for HMDB0014456 (Ethoxzolamide)

3D MOL for HMDB0014456 (Ethoxzolamide)

3D SDF for HMDB0014456 (Ethoxzolamide)

3D-SDF for HMDB0014456 (Ethoxzolamide)

PDB for HMDB0014456 (Ethoxzolamide)

3D PDB for HMDB0014456 (Ethoxzolamide)

SMILES for HMDB0014456 (Ethoxzolamide)

INCHI for HMDB0014456 (Ethoxzolamide)

Structure for HMDB0014456 (Ethoxzolamide)

3D Structure for HMDB0014456 (Ethoxzolamide)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References

Transporters

References