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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1)transporters (1) Show 2 proteins XML

enzymes (1)transporters (1) Show 2 proteins

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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:50 UTC

Update Date

2022-03-07 02:51:42 UTC

HMDB ID

HMDB0014674

Secondary Accession Numbers

HMDB14674

Metabolite Identification

Common Name

Chlormerodrin

Description

Chlormerodrin belongs to the class of organic compounds known as isoureas. These are organic compounds containing the isourea group, with the general structure R1N(R2)C(=NR3)OR4, or its hydrocarbyl derivatives (R1,R2,R3,R4=H, alkyl, aryl). Chlormerodrin is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1-[3-(Chloromercuri)-2-methoxypropyl]urea	ChEBI
Chlormerodrina	ChEBI
Chlormerodrine	ChEBI
Chlormerodrinum	ChEBI
{3-[(aminocarbonyl)amino]-2-methoxypropyl}chloromercury	ChEBI

Chemical Formula

C₅H₁₁ClHgN₂O₂

Average Molecular Weight

367.2

Monoisotopic Molecular Weight

368.021530917

IUPAC Name

[3-(chloromercurio)-2-methoxypropyl]urea

Traditional Name

chlormerodrin

CAS Registry Number

62-37-3

SMILES

COC(CNC(N)=O)C[Hg]Cl

InChI Identifier

InChI=1S/C5H11N2O2.ClH.Hg/c1-4(9-2)3-7-5(6)8;;/h4H,1,3H2,2H3,(H3,6,7,8);1H;/q;;+1/p-1

InChI Key

BJFGVYCULWBXKF-UHFFFAOYSA-M

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoureas. These are organic compounds containing the isourea group, with the general structure R1N(R2)C(=NR3)OR4, or its hydrocarbyl derivatives (R1,R2,R3,R4=H, alkyl, aryl).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboximidic acids and derivatives

Sub Class

Carboximidic acids

Direct Parent

Isoureas

Alternative Parents

Substituents

Isourea
Dialkyl ether
Ether
Organic metal halide
Carboximidamide
Organic transition metal salt
Organic nitrogen compound
Hydrocarbon derivative
Hydrochloride
Organic salt
Organic zwitterion
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Imine
Organic oxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

ureas (CHEBI:59445 )
organomercury compound (CHEBI:59445 )

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: HMDB0014674)

Source

Exogenous

Exogenous (HMDB: HMDB0014674)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	152.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	29.2 g/L	Not Available
LogP	-0.80	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	29.2 g/L	ALOGPS
logP	-0.5	ALOGPS
logP	-0.86	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	14.05	ChemAxon
pKa (Strongest Basic)	-1.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	64.35 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	38.78 m³·mol⁻¹	ChemAxon
Polarizability	18.42 Å³	ChemAxon
Number of Rings	0	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]+	154.7	32859911
AllCCS	[M+H-H2O]+	152.4	32859911
AllCCS	[M+NH4]+	156.9	32859911
AllCCS	[M+Na]+	157.5	32859911
AllCCS	[M-H]-	168.6	32859911
AllCCS	[M+Na-2H]-	170.7	32859911
AllCCS	[M+HCOO]-	173.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Chlormerodrin	COC(CNC(N)=O)C[Hg]Cl	2609.1	Standard polar	33892256
Chlormerodrin	COC(CNC(N)=O)C[Hg]Cl	1353.1	Standard non polar	33892256
Chlormerodrin	COC(CNC(N)=O)C[Hg]Cl	1987.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Chlormerodrin,1TMS,isomer #1	COC(CNC(=O)N[Si](C)(C)C)C[Hg]Cl	1642.0	Semi standard non polar	33892256
Chlormerodrin,1TMS,isomer #1	COC(CNC(=O)N[Si](C)(C)C)C[Hg]Cl	1360.9	Standard non polar	33892256
Chlormerodrin,1TMS,isomer #1	COC(CNC(=O)N[Si](C)(C)C)C[Hg]Cl	2416.1	Standard polar	33892256
Chlormerodrin,1TMS,isomer #2	COC(C[Hg]Cl)CN(C(N)=O)[Si](C)(C)C	1606.5	Semi standard non polar	33892256
Chlormerodrin,1TMS,isomer #2	COC(C[Hg]Cl)CN(C(N)=O)[Si](C)(C)C	1445.3	Standard non polar	33892256
Chlormerodrin,1TMS,isomer #2	COC(C[Hg]Cl)CN(C(N)=O)[Si](C)(C)C	2566.0	Standard polar	33892256
Chlormerodrin,2TMS,isomer #1	COC(C[Hg]Cl)CN(C(=O)N[Si](C)(C)C)[Si](C)(C)C	1655.7	Semi standard non polar	33892256
Chlormerodrin,2TMS,isomer #1	COC(C[Hg]Cl)CN(C(=O)N[Si](C)(C)C)[Si](C)(C)C	1530.0	Standard non polar	33892256
Chlormerodrin,2TMS,isomer #1	COC(C[Hg]Cl)CN(C(=O)N[Si](C)(C)C)[Si](C)(C)C	2054.8	Standard polar	33892256
Chlormerodrin,2TMS,isomer #2	COC(CNC(=O)N([Si](C)(C)C)[Si](C)(C)C)C[Hg]Cl	1686.0	Semi standard non polar	33892256
Chlormerodrin,2TMS,isomer #2	COC(CNC(=O)N([Si](C)(C)C)[Si](C)(C)C)C[Hg]Cl	1575.1	Standard non polar	33892256
Chlormerodrin,2TMS,isomer #2	COC(CNC(=O)N([Si](C)(C)C)[Si](C)(C)C)C[Hg]Cl	2168.4	Standard polar	33892256
Chlormerodrin,3TMS,isomer #1	COC(C[Hg]Cl)CN(C(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	1726.4	Semi standard non polar	33892256
Chlormerodrin,3TMS,isomer #1	COC(C[Hg]Cl)CN(C(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	1708.9	Standard non polar	33892256
Chlormerodrin,3TMS,isomer #1	COC(C[Hg]Cl)CN(C(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	1842.4	Standard polar	33892256
Chlormerodrin,1TBDMS,isomer #1	COC(CNC(=O)N[Si](C)(C)C(C)(C)C)C[Hg]Cl	1894.6	Semi standard non polar	33892256
Chlormerodrin,1TBDMS,isomer #1	COC(CNC(=O)N[Si](C)(C)C(C)(C)C)C[Hg]Cl	1626.3	Standard non polar	33892256
Chlormerodrin,1TBDMS,isomer #1	COC(CNC(=O)N[Si](C)(C)C(C)(C)C)C[Hg]Cl	2392.8	Standard polar	33892256
Chlormerodrin,1TBDMS,isomer #2	COC(C[Hg]Cl)CN(C(N)=O)[Si](C)(C)C(C)(C)C	1840.0	Semi standard non polar	33892256
Chlormerodrin,1TBDMS,isomer #2	COC(C[Hg]Cl)CN(C(N)=O)[Si](C)(C)C(C)(C)C	1686.5	Standard non polar	33892256
Chlormerodrin,1TBDMS,isomer #2	COC(C[Hg]Cl)CN(C(N)=O)[Si](C)(C)C(C)(C)C	2608.1	Standard polar	33892256
Chlormerodrin,2TBDMS,isomer #1	COC(C[Hg]Cl)CN(C(=O)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2087.5	Semi standard non polar	33892256
Chlormerodrin,2TBDMS,isomer #1	COC(C[Hg]Cl)CN(C(=O)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1968.6	Standard non polar	33892256
Chlormerodrin,2TBDMS,isomer #1	COC(C[Hg]Cl)CN(C(=O)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2212.2	Standard polar	33892256
Chlormerodrin,2TBDMS,isomer #2	COC(CNC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C[Hg]Cl	2119.7	Semi standard non polar	33892256
Chlormerodrin,2TBDMS,isomer #2	COC(CNC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C[Hg]Cl	2011.4	Standard non polar	33892256
Chlormerodrin,2TBDMS,isomer #2	COC(CNC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C[Hg]Cl	2236.1	Standard polar	33892256
Chlormerodrin,3TBDMS,isomer #1	COC(C[Hg]Cl)CN(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2376.1	Semi standard non polar	33892256
Chlormerodrin,3TBDMS,isomer #1	COC(C[Hg]Cl)CN(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2301.0	Standard non polar	33892256
Chlormerodrin,3TBDMS,isomer #1	COC(C[Hg]Cl)CN(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2190.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Chlormerodrin GC-MS (Non-derivatized) - 70eV, Positive	splash10-006x-9130000000-575397e51147bf32fe4f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Chlormerodrin 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 - Chlormerodrin 10V, Positive-QTOF	splash10-014i-0009000000-5828671eb72e66d292e8	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlormerodrin 20V, Positive-QTOF	splash10-004l-1039000000-289126660e95eea52e0d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlormerodrin 40V, Positive-QTOF	splash10-01vo-5091000000-346f98c0ee5cc7374f06	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlormerodrin 10V, Negative-QTOF	splash10-0600-4009000000-3b5d0fafc96d66cfd915	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlormerodrin 20V, Negative-QTOF	splash10-0a4i-9013000000-986701e03905558d278a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlormerodrin 40V, Negative-QTOF	splash10-0006-9000000000-72278ece7c95229099e1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlormerodrin 10V, Negative-QTOF	splash10-014i-2109000000-faa16a53dac843cf55fb	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlormerodrin 20V, Negative-QTOF	splash10-0a6s-9303000000-6e9e5b1dab83be16bd12	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlormerodrin 40V, Negative-QTOF	splash10-0a4l-9113000000-321e45cc579e068e1377	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlormerodrin 10V, Positive-QTOF	splash10-014i-0009000000-51f044ba0bcc2ee0d2dc	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlormerodrin 20V, Positive-QTOF	splash10-06fu-3029000000-aaa08641b929903772d0	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlormerodrin 40V, Positive-QTOF	splash10-0udi-9041000000-b4830693bd294c6916c1	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	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 DB00534	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00534	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00534

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2615

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Chlormerodrin

METLIN ID

Not Available

PubChem Compound

2716

PDB ID

Not Available

ChEBI ID

59445

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. Succinate-semialdehyde dehydrogenase, mitochondrial

General function:: Involved in oxidoreductase activity
Specific function:: Catalyzes one step in the degradation of the inhibitory neurotransmitter gamma-aminobutyric acid (GABA).
Gene Name:: ALDH5A1
Uniprot ID:: P51649
Molecular weight:: 57214.23

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 ]
Oda Y: [Experimental study on renal succinic dehydrogenase. 2. Age differences in renal succinic dehydrogenase in rats administered diuretics]. Nihon Shonika Gakkai Zasshi. 1968 Apr 1;72(4):370-80. [PubMed:5692397 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Transporters

Enzyme Details

1. Solute carrier family 12 member 1

General function:: Involved in transport
Specific function:: Electrically silent transporter system. Mediates sodium and chloride reabsorption. Plays a vital role in the regulation of ionic balance and cell volume
Gene Name:: SLC12A1
Uniprot ID:: Q13621
Molecular weight:: 121449.1

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 ]
Tabern DL, Kearney J, Sohn H: The quantitative measurement of tubular chlormerodrin binding as an index of renal function: a study of 400 cases. Can Med Assoc J. 1970 Sep 26;103(6):601-7. [PubMed:5455277 ]
Mannuzzu LM, Moronne MM, Macey RI: Estimate of the number of urea transport sites in erythrocyte ghosts using a hydrophobic mercurial. J Membr Biol. 1993 Apr;133(1):85-97. [PubMed:8391582 ]

Showing metabocard for Chlormerodrin (HMDB0014674)

MOL for HMDB0014674 (Chlormerodrin)

3D MOL for HMDB0014674 (Chlormerodrin)

3D SDF for HMDB0014674 (Chlormerodrin)

3D-SDF for HMDB0014674 (Chlormerodrin)

PDB for HMDB0014674 (Chlormerodrin)

3D PDB for HMDB0014674 (Chlormerodrin)

SMILES for HMDB0014674 (Chlormerodrin)

INCHI for HMDB0014674 (Chlormerodrin)

Structure for HMDB0014674 (Chlormerodrin)

3D Structure for HMDB0014674 (Chlormerodrin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

References

Transporters

References