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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 07:04:50 UTC

Update Date

2021-09-26 23:01:21 UTC

HMDB ID

HMDB0250107

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Chloroacetone

Description

Chloracetone, also known as acetonyl chloride or chloropropanone, belongs to the class of organic compounds known as alpha-chloroketones. These are organic compounds contaning a chlorine atom attached to the alpha carbon atom relative to C=O group. Chloracetone is a drug. Chloracetone is an extremely weak basic (essentially neutral) compound (based on its pKa). Chloracetone is a potentially toxic compound. This compound has been identified in human blood as reported by (PMID: 31557052 ). Chloroacetone is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Chloroacetone is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-Chloro-2-ketopropane	ChEBI
1-Chloro-2-propanone	ChEBI
3-Chloro-2-propanone	ChEBI
Acetonyl chloride	ChEBI
alpha-Chloroacetone	ChEBI
Chloromethyl methyl ketone	ChEBI
Chloropropanone	ChEBI
Monochloroacetone	ChEBI
a-Chloroacetone	Generator
Α-chloroacetone	Generator
1-Chloropropanone	MeSH

Chemical Formula

C₃H₅ClO

Average Molecular Weight

92.524

Monoisotopic Molecular Weight

92.002892489

IUPAC Name

1-chloropropan-2-one

Traditional Name

tonite

CAS Registry Number

Not Available

SMILES

CC(=O)CCl

InChI Identifier

InChI=1S/C3H5ClO/c1-3(5)2-4/h2H2,1H3

InChI Key

BULLHNJGPPOUOX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha-chloroketones. These are organic compounds contaning a chlorine atom attached to the alpha carbon atom relative to C=O group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alpha-chloroketones

Alternative Parents

Substituents

Alpha-chloroketone
Organic oxide
Hydrocarbon derivative
Organochloride
Organohalogen compound
Alkyl halide
Alkyl chloride
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

alpha-chloroketone (CHEBI:47220 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	0.3	ALOGPS
logP	0.64	ChemAxon
logS	-0.09	ALOGPS
pKa (Strongest Acidic)	17.13	ChemAxon
pKa (Strongest Basic)	-7.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	20.95 m³·mol⁻¹	ChemAxon
Polarizability	8.38 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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
DeepCCS	[M+H]+	123.036	30932474
DeepCCS	[M-H]-	120.509	30932474
DeepCCS	[M-2H]-	156.786	30932474
DeepCCS	[M+Na]+	131.409	30932474
AllCCS	[M+H]+	123.5	32859911
AllCCS	[M+H-H2O]+	119.1	32859911
AllCCS	[M+NH4]+	127.6	32859911
AllCCS	[M+Na]+	128.8	32859911
AllCCS	[M-H]-	137.6	32859911
AllCCS	[M+Na-2H]-	143.2	32859911
AllCCS	[M+HCOO]-	149.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Chloroacetone	CC(=O)CCl	1035.3	Standard polar	33892256
Chloroacetone	CC(=O)CCl	636.4	Standard non polar	33892256
Chloroacetone	CC(=O)CCl	675.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Chloroacetone,1TMS,isomer #1	CC(=CCl)O[Si](C)(C)C	915.3	Semi standard non polar	33892256
Chloroacetone,1TMS,isomer #1	CC(=CCl)O[Si](C)(C)C	846.7	Standard non polar	33892256
Chloroacetone,1TMS,isomer #1	CC(=CCl)O[Si](C)(C)C	1006.8	Standard polar	33892256
Chloroacetone,1TMS,isomer #2	C=C(CCl)O[Si](C)(C)C	914.1	Semi standard non polar	33892256
Chloroacetone,1TMS,isomer #2	C=C(CCl)O[Si](C)(C)C	872.2	Standard non polar	33892256
Chloroacetone,1TMS,isomer #2	C=C(CCl)O[Si](C)(C)C	1100.1	Standard polar	33892256
Chloroacetone,1TBDMS,isomer #1	CC(=CCl)O[Si](C)(C)C(C)(C)C	1130.3	Semi standard non polar	33892256
Chloroacetone,1TBDMS,isomer #1	CC(=CCl)O[Si](C)(C)C(C)(C)C	1062.9	Standard non polar	33892256
Chloroacetone,1TBDMS,isomer #1	CC(=CCl)O[Si](C)(C)C(C)(C)C	1203.7	Standard polar	33892256
Chloroacetone,1TBDMS,isomer #2	C=C(CCl)O[Si](C)(C)C(C)(C)C	1134.1	Semi standard non polar	33892256
Chloroacetone,1TBDMS,isomer #2	C=C(CCl)O[Si](C)(C)C(C)(C)C	1074.4	Standard non polar	33892256
Chloroacetone,1TBDMS,isomer #2	C=C(CCl)O[Si](C)(C)C(C)(C)C	1286.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Chloroacetone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9000000000-308e20a8e2d15678092e	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Chloroacetone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0006-9000000000-97f0718313c1c834f250	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chloroacetone 10V, Positive-QTOF	splash10-0006-9000000000-51ed94dda9939682616f	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chloroacetone 20V, Positive-QTOF	splash10-0006-9000000000-e333cd78ea06095c1cc8	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chloroacetone 40V, Positive-QTOF	splash10-004i-9000000000-239400e17229f0f72667	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chloroacetone 10V, Negative-QTOF	splash10-0006-9000000000-0c381181c593627ade24	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chloroacetone 20V, Negative-QTOF	splash10-0006-9000000000-7a943d47da1cd7ea86b5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chloroacetone 40V, Negative-QTOF	splash10-0006-9000000000-9a65267bed6a81399191	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chloroacetone 10V, Positive-QTOF	splash10-0006-9000000000-21bc56b2efde561cd24a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chloroacetone 20V, Positive-QTOF	splash10-0006-9000000000-7f22d6cdeedfe3830a31	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chloroacetone 40V, Positive-QTOF	splash10-000f-9000000000-94b669a4abaae4cc33fd	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chloroacetone 10V, Negative-QTOF	splash10-0006-9000000000-739040785f639b1739e7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chloroacetone 20V, Negative-QTOF	splash10-0006-9000000000-d8f41b9dee113b96276f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chloroacetone 40V, Negative-QTOF	splash10-0006-9000000000-536a4de37d48fdf9469e	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB02672

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6571

PDB ID

Not Available

ChEBI ID

47220

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Chloroacetone (HMDB0250107)

MOL for HMDB0250107 (Chloroacetone)

3D MOL for HMDB0250107 (Chloroacetone)

3D SDF for HMDB0250107 (Chloroacetone)

3D-SDF for HMDB0250107 (Chloroacetone)

PDB for HMDB0250107 (Chloroacetone)

3D PDB for HMDB0250107 (Chloroacetone)

SMILES for HMDB0250107 (Chloroacetone)

INCHI for HMDB0250107 (Chloroacetone)

Structure for HMDB0250107 (Chloroacetone)

3D Structure for HMDB0250107 (Chloroacetone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra