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Record Information
Version4.0
Creation Date2012-09-11 17:31:21 UTC
Update Date2017-09-27 08:28:25 UTC
HMDB IDHMDB0029596
Secondary Accession Numbers
  • HMDB29596
Metabolite Identification
Common NameChloroform
DescriptionChloroform is found in spearmint. Indirect food additive arising from adhesives and polymers Chloroform is a common solvent in the laboratory because it is relatively unreactive, miscible with most organic liquids, and conveniently volatile. Chloroform is used as a solvent in the pharmaceutical industry and for producing dyes and pesticides. Chloroform is an effective solvent for alkaloids in their base form and thus plant material is commonly extracted with chloroform for pharmaceutical processing. For example, it is commercially used to extract morphine from poppies and scopolamine from Datura plants. Chloroform containing deuterium (heavy hydrogen), CDCl3, is a common solvent used in NMR spectroscopy. It can be used to bond pieces of acrylic glass (also known under the trade names Perspex and Plexiglas). Chloroform is a solvent of phenol:chloroform:isoamyl alcohol 25:24:1 is used to dissolve non-nucleic acid biomolecules in DNA and RNA extractions. Chloroform is the organic compound with formula CHCl3. It does not undergo combustion in air, although it will burn when mixed with more flammable substances. It is a member of a group of compounds known as trihalomethanes. Chloroform has myriad uses as a reagent and a solvent. It is also considered an environmental hazard. Several million tons are produced annually. The output of this process is a mixture of the four chloromethanes: chloromethane, dichloromethane, chloroform (trichloromethane), and carbon tetrachloride, which are then separated by distillation
Structure
Thumb
Synonyms
ValueSource
1,1,1-TrichloromethaneChEBI
CHCL3ChEBI
ChloroformeChEBI
Chloroformium pro narcosiChEBI
TrichlormethanChEBI
TrichloromethaneChEBI
CFHMDB
Chloroform, acsHMDB
Chloroformwith amyleneHMDB
Chloroformwith ethanolHMDB
CloroformioHMDB
Formyl trichlorideHMDB
Freon 20HMDB
HSDB 56HMDB
Methane trichlorideHMDB
Methenyl chlorideHMDB
Methenyl trichlorideHMDB
Methyl trichlorideHMDB
Methylidyne trichlorideHMDB
R 20 (Refrigerant)HMDB
R 20HMDB
R20HMDB
Refrigerant R20HMDB
TCMHMDB
TrichloormethaanHMDB
trichloro-MethaneHMDB
TrichloroformHMDB
Trichloromethane, 9ciHMDB
Trichloromethyl radicalHMDB
TriclorometanoHMDB
Chemical FormulaCHCl3
Average Molecular Weight119.378
Monoisotopic Molecular Weight117.914383153
IUPAC Nametrichloromethane
Traditional Namechloroform
CAS Registry Number67-66-3
SMILES
ClC(Cl)Cl
InChI Identifier
InChI=1S/CHCl3/c2-1(3)4/h1H
InChI KeyHEDRZPFGACZZDS-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of chemical entities known as trihalomethanes. These are organic compounds in which exactly three of the four hydrogen atoms of methane (CH4) are replaced by halogen atoms.
KingdomChemical entities
Super ClassOrganic compounds
ClassOrganohalogen compounds
Sub ClassAlkyl halides
Direct ParentTrihalomethanes
Alternative Parents
Substituents
  • Trihalomethane
  • Hydrocarbon derivative
  • Organochloride
  • Alkyl chloride
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Biological Location:

  Subcellular:

  Biofluid and excreta:

Source:

Route of exposure:

  Parenteral:

  Enteral:

Role

Industrial application:

  Pharmaceutical industry:

Indirect biological role:

Physiological effect

Health effect:

  Health condition:

    Psychiatric disorders:

    General disorders and administration site conditions:

    Nervous system disorders:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting Point-63.2 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility7.95 mg/mL at 25 °CNot Available
LogP1.97Not Available
Predicted Properties
PropertyValueSource
Water Solubility6.95 g/LALOGPS
logP1.67ALOGPS
logP1.83ChemAxon
logS-1.2ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity21.37 m³·mol⁻¹ChemAxon
Polarizability8.52 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-001r-9000000000-d2165f9bfa5b3898f4d5View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-001r-9000000000-375900f120fe0ebf7c58View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-001r-9000000000-4c60f1e48cbdf424460bView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0159-5900000000-13ef070956a851ce2784View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0900000000-6f9c7451d6c432351608View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-0900000000-6f9c7451d6c432351608View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014i-0900000000-6f9c7451d6c432351608View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0900000000-cb9a1ddc44b429b7e0f1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0900000000-cb9a1ddc44b429b7e0f1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014i-0900000000-cb9a1ddc44b429b7e0f1View in MoNA
MSMass Spectrum (Electron Ionization)splash10-001r-9000000000-dd0c3059130b9d8e0a21View in MoNA
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biofluid Locations
  • Blood
  • Feces
  • Saliva
Tissue LocationNot Available
PathwaysNot Available
NameSMPDB/PathwhizKEGG
No entries found
Normal Concentrations
BiofluidStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.00008796 (0.0000779-0.0000989) uMAdult (>18 years old)Not SpecifiedNormal
    • National Health a...
details
BloodDetected and Quantified0.0000771 (0.0000771-0.0000871) uMChildren (1-13 years old)Not SpecifiedNormal
    • National Health a...
details
FecesDetected but not Quantified Adult (>18 years old)Both
Normal
details
FecesDetected but not Quantified Adult (>18 years old)BothNormal details
FecesDetected but not Quantified Adult (>18 years old)Both
Normal
details
FecesDetected but not Quantified Children (1-13 years old)BothNormal details
SalivaDetected but not Quantified Children (1-13 years old)BothNormal details
Abnormal Concentrations
BiofluidStatusValueAgeSexConditionReferenceDetails
FecesDetected but not Quantified Adult (>18 years old)BothImmunoglobulin A nephropathy (IgAN) non progressor details
FecesDetected but not Quantified Adult (>18 years old)BothImmunoglobulin A nephropathy (IgAN) progressor details
FecesDetected but not Quantified Adult (>18 years old)Both
Campylobacter jejuni infection
details
FecesDetected but not Quantified Adult (>18 years old)Both
Ulcerative Colitis
details
FecesDetected but not Quantified Children (1-13 years old)Bothautistic details
FecesDetected but not Quantified Children (1-13 years old)BothPervasive Developmental Disorder Not Otherwise Specified details
SalivaDetected but not Quantified Children (1-13 years old)BothCeliac disease details
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
DrugBank Metabolite IDNot Available
Phenol Explorer Compound IDNot Available
Phenol Explorer Metabolite IDNot Available
FoodDB IDFDB000760
KNApSAcK IDNot Available
Chemspider ID5977
KEGG Compound IDC13827
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkChloroform
METLIN IDNot Available
PubChem Compound6212
PDB IDMCH
ChEBI ID35255
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Firth NL, Ross DA, Thonney ML: Comparison of ether and chloroform for Soxhlet extraction of freeze-dried animal tissues. J Assoc Off Anal Chem. 1985 Nov-Dec;68(6):1228-31. [PubMed:4086448 ]
  2. Exner T, Papadopoulos G, Sahman N, Koutts J: Solvent extraction of test plasmas for improved recovery of lupus anticoagulant activity. Thromb Haemost. 1990 Aug 13;64(1):121-3. [PubMed:2125754 ]
  3. Barker JL, Gainer H: Pentobarbital: selective depression of excitatory postsynaptic potentials. Science. 1973 Nov 16;182(4113):720-2. [PubMed:4356518 ]
  4. Huo Y, Guo C, Zhang QY, Chen WS, Zheng HC, Rahman K, Qin LP: Antinociceptive activity and chemical composition of constituents from Caragana microphylla seeds. Phytomedicine. 2007 Feb;14(2-3):143-6. Epub 2006 May 16. [PubMed:16707255 ]
  5. Svetaz L, Tapia A, Lopez SN, Furlan RL, Petenatti E, Pioli R, Schmeda-Hirschmann G, Zacchino SA: Antifungal chalcones and new caffeic acid esters from Zuccagnia punctata acting against soybean infecting fungi. J Agric Food Chem. 2004 Jun 2;52(11):3297-300. [PubMed:15161186 ]
  6. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .