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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 07:06:28 UTC

Update Date

2021-09-26 23:01:24 UTC

HMDB ID

HMDB0250132

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Chlorphentermine

Description

Chlorphentermine, also known as avipron or desopimon, belongs to the class of organic compounds known as amphetamines and derivatives. These are organic compounds containing or derived from 1-phenylpropan-2-amine. Chlorphentermine is a drug which is used as an appetite suppressant. Based on a literature review a small amount of articles have been published on Chlorphentermine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Chlorphentermine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Chlorphentermine 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

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1556                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1 Cl   UNK     0       4.414  -4.327   0.000  0.00  0.00          Cl+0
HETATM    2  N   UNK     0       7.081   3.373   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       5.748   2.603   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.414   1.833   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.977   3.936   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.518   1.269   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.414   0.293   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.748  -0.477   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.080  -0.477   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.748  -2.017   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.080  -2.017   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.414  -2.787   0.000  0.00  0.00           C+0
CONECT    1   12                                                            
CONECT    2    3                                                            
CONECT    3    2    4    5    6                                             
CONECT    4    3    7                                                       
CONECT    5    3                                                            
CONECT    6    3                                                            
CONECT    7    4    8    9                                                  
CONECT    8    7   10                                                       
CONECT    9    7   11                                                       
CONECT   10    8   12                                                       
CONECT   11    9   12                                                       
CONECT   12    1   10   11                                                  
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Avipron	MeSH
Chlorphentermine hydrochloride	MeSH
Desopimon	MeSH
Hydrochloride, chlorphentermine	MeSH
Pre-Sate	MeSH
Warner chilcott brand OF chlorphentermine hydrochloride	MeSH

Chemical Formula

C₁₀H₁₄ClN

Average Molecular Weight

183.678

Monoisotopic Molecular Weight

183.08147716

IUPAC Name

1-(4-chlorophenyl)-2-methylpropan-2-amine

Traditional Name

chlorphentermine

CAS Registry Number

Not Available

SMILES

CC(C)(N)CC1=CC=C(Cl)C=C1

InChI Identifier

InChI=1S/C10H14ClN/c1-10(2,12)7-8-3-5-9(11)6-4-8/h3-6H,7,12H2,1-2H3

InChI Key

ZCKAMNXUHHNZLN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as amphetamines and derivatives. These are organic compounds containing or derived from 1-phenylpropan-2-amine.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenethylamines

Direct Parent

Amphetamines and derivatives

Alternative Parents

Substituents

Amphetamine or derivatives
Phenylpropane
Aralkylamine
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Amine
Organochloride
Organohalogen compound
Primary aliphatic amine
Organonitrogen compound
Primary amine
Hydrocarbon derivative
Organopnictogen compound
Organic nitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

amphetamines (CHEBI:3646 )

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	2.81	ALOGPS
logP	2.69	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Basic)	10.24	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	26.02 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	53.15 m³·mol⁻¹	ChemAxon
Polarizability	20.19 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	142.725	30932474
DeepCCS	[M-H]-	139.357	30932474
DeepCCS	[M-2H]-	176.553	30932474
DeepCCS	[M+Na]+	152.091	30932474
AllCCS	[M+H]+	137.0	32859911
AllCCS	[M+H-H2O]+	132.8	32859911
AllCCS	[M+NH4]+	141.0	32859911
AllCCS	[M+Na]+	142.1	32859911
AllCCS	[M-H]-	139.6	32859911
AllCCS	[M+Na-2H]-	140.8	32859911
AllCCS	[M+HCOO]-	142.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Chlorphentermine	CC(C)(N)CC1=CC=C(Cl)C=C1	1907.0	Standard polar	33892256
Chlorphentermine	CC(C)(N)CC1=CC=C(Cl)C=C1	1349.5	Standard non polar	33892256
Chlorphentermine	CC(C)(N)CC1=CC=C(Cl)C=C1	1382.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Chlorphentermine,1TMS,isomer #1	CC(C)(CC1=CC=C(Cl)C=C1)N[Si](C)(C)C	1569.2	Semi standard non polar	33892256
Chlorphentermine,1TMS,isomer #1	CC(C)(CC1=CC=C(Cl)C=C1)N[Si](C)(C)C	1570.9	Standard non polar	33892256
Chlorphentermine,1TMS,isomer #1	CC(C)(CC1=CC=C(Cl)C=C1)N[Si](C)(C)C	1796.8	Standard polar	33892256
Chlorphentermine,2TMS,isomer #1	CC(C)(CC1=CC=C(Cl)C=C1)N([Si](C)(C)C)[Si](C)(C)C	1756.0	Semi standard non polar	33892256
Chlorphentermine,2TMS,isomer #1	CC(C)(CC1=CC=C(Cl)C=C1)N([Si](C)(C)C)[Si](C)(C)C	1792.1	Standard non polar	33892256
Chlorphentermine,2TMS,isomer #1	CC(C)(CC1=CC=C(Cl)C=C1)N([Si](C)(C)C)[Si](C)(C)C	1875.7	Standard polar	33892256
Chlorphentermine,1TBDMS,isomer #1	CC(C)(CC1=CC=C(Cl)C=C1)N[Si](C)(C)C(C)(C)C	1796.6	Semi standard non polar	33892256
Chlorphentermine,1TBDMS,isomer #1	CC(C)(CC1=CC=C(Cl)C=C1)N[Si](C)(C)C(C)(C)C	1810.4	Standard non polar	33892256
Chlorphentermine,1TBDMS,isomer #1	CC(C)(CC1=CC=C(Cl)C=C1)N[Si](C)(C)C(C)(C)C	1903.6	Standard polar	33892256
Chlorphentermine,2TBDMS,isomer #1	CC(C)(CC1=CC=C(Cl)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2199.9	Semi standard non polar	33892256
Chlorphentermine,2TBDMS,isomer #1	CC(C)(CC1=CC=C(Cl)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2192.6	Standard non polar	33892256
Chlorphentermine,2TBDMS,isomer #1	CC(C)(CC1=CC=C(Cl)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2026.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Chlorphentermine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9500000000-688c22dbc0d433451811	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Chlorphentermine 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 - Chlorphentermine 10V, Positive-QTOF	splash10-00lr-0900000000-85a209845471520cee8d	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorphentermine 20V, Positive-QTOF	splash10-0159-0900000000-9099dc8d8fae6fa5dfac	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorphentermine 40V, Positive-QTOF	splash10-0uxr-1900000000-a804b877446887266abd	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorphentermine 10V, Negative-QTOF	splash10-001i-0900000000-843311c8ea3a0cd9887b	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorphentermine 20V, Negative-QTOF	splash10-001i-0900000000-4378471b9e41b603dcaa	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorphentermine 40V, Negative-QTOF	splash10-014i-1900000000-f116ae8fb39bc9595b87	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorphentermine 10V, Positive-QTOF	splash10-016r-0900000000-17d4d83107cdd4d6e80c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorphentermine 20V, Positive-QTOF	splash10-004i-0900000000-cc49db1cbfcaadebc065	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorphentermine 40V, Positive-QTOF	splash10-004i-2900000000-8f122a3abd6eb322a2c2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorphentermine 10V, Negative-QTOF	splash10-001i-0900000000-34640eb0fd164232be08	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorphentermine 20V, Negative-QTOF	splash10-001i-0900000000-91353fefe1918c67dea4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorphentermine 40V, Negative-QTOF	splash10-004i-0900000000-5aa0dbe7a9faf2deb90d	2021-10-12	Wishart Lab	View Spectrum

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

DB01556

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

9613

KEGG Compound ID

C07559

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Chlorphentermine

METLIN ID

Not Available

PubChem Compound

10007

PDB ID

Not Available

ChEBI ID

Not Available

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 Chlorphentermine (HMDB0250132)

MOL for HMDB0250132 (Chlorphentermine)

3D MOL for HMDB0250132 (Chlorphentermine)

3D SDF for HMDB0250132 (Chlorphentermine)

3D-SDF for HMDB0250132 (Chlorphentermine)

PDB for HMDB0250132 (Chlorphentermine)

3D PDB for HMDB0250132 (Chlorphentermine)

SMILES for HMDB0250132 (Chlorphentermine)

INCHI for HMDB0250132 (Chlorphentermine)

Structure for HMDB0250132 (Chlorphentermine)

3D Structure for HMDB0250132 (Chlorphentermine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra