AFCDB: Diazepam (FDB007103)

Record Information

Version

1.0

Creation date

2010-04-08 22:07:27 UTC

Update date

2019-11-26 03:01:29 UTC

Primary ID

FDB007103

Secondary Accession Numbers

FDB004117

Chemical Information

FooDB Name

Diazepam

Description

Diazepam, also known as valium or diastat, belongs to the class of organic compounds known as 1,4-benzodiazepines. These are organic compounds containing a benzene ring fused to a 1,4-azepine. Diazepam has been detected, but not quantified in, common wheats (Triticum aestivum) and potatos (Solanum tuberosum). This could make diazepam a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Diazepam.

CAS Number

439-14-5

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
Not Available	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.012 g/L	ALOGPS
logP	2.63	ALOGPS
logP	3.08	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Basic)	2.92	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	32.67 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	79.81 m³·mol⁻¹	ChemAxon
Polarizability	29.39 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C16H13ClN2O

IUPAC name

7-chloro-1-methyl-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-2-one

InChI Identifier

InChI=1S/C16H13ClN2O/c1-19-14-8-7-12(17)9-13(14)16(18-10-15(19)20)11-5-3-2-4-6-11/h2-9H,10H2,1H3

InChI Key

AAOVKJBEBIDNHE-UHFFFAOYSA-N

Isomeric SMILES

CN1C2=C(C=C(Cl)C=C2)C(=NCC1=O)C1=CC=CC=C1

Average Molecular Weight

284.74

Monoisotopic Molecular Weight

284.071640755

Classification

Description

Belongs to the class of organic compounds known as 1,4-benzodiazepines. These are organic compounds containing a benzene ring fused to a 1,4-azepine.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzodiazepines

Sub Class

1,4-benzodiazepines

Direct Parent

1,4-benzodiazepines

Alternative Parents

Substituents

1,4-benzodiazepine
Alpha-amino acid or derivatives
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Benzenoid
Tertiary carboxylic acid amide
Carboxamide group
Ketimine
Lactam
Carboxylic acid derivative
Azacycle
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Organic oxygen compound
Imine
Organic nitrogen compound
Carbonyl group
Organic oxide
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

organochlorine compound (CHEBI:49575 )
1,4-benzodiazepinone (CHEBI:49575 )

Ontology

Physiological effect

Health effect:

Health condition:

Coma

Psychiatric disorders:

Confusion

Observation:

Disposition

Source:

Food

Environmental:

Wastewater

Biological:

Plant:

Poaceae

Route of exposure:

Enteral:

Parenteral:

Intramuscular

Biological location:

Biofluid and excreta:

Subcellular:

Cell and elements:

Extracellular

Role

Environmental role:

Environmental contaminant

Industrial application:

Drug

Pharmaceutical industry:

Biological role:

Gaba modulator

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Solid
Physical Description	Not Available
Mass Composition	Not Available
Melting Point	132 oC
Boiling Point	Not Available
Experimental Water Solubility	0.05 mg/mL at 25 oC	YALKOWSKY,SH & DANNENFELSER,RM (1992)
Experimental logP	2.82	SANGSTER (1994)
Experimental pKa	3.4
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-0a59-2490000000-41352db33c43d0b96876	2014-09-20	View Spectrum
GC-MS	Lappaurin, non-derivatized, GC-MS Spectrum	splash10-000i-0090000000-413ec5151b3a9fd41c47	Spectrum
GC-MS	Lappaurin, non-derivatized, GC-MS Spectrum	splash10-0a4i-3690000000-3c601fed832ff090653a	Spectrum
GC-MS	Lappaurin, non-derivatized, GC-MS Spectrum	splash10-0a59-1290000000-da27f63bddb3263e0063	Spectrum
GC-MS	Lappaurin, non-derivatized, GC-MS Spectrum	splash10-000i-0090000000-413ec5151b3a9fd41c47	Spectrum
GC-MS	Lappaurin, non-derivatized, GC-MS Spectrum	splash10-0a4i-3690000000-3c601fed832ff090653a	Spectrum
GC-MS	Lappaurin, non-derivatized, GC-MS Spectrum	splash10-0a59-1290000000-da27f63bddb3263e0063	Spectrum
Predicted GC-MS	Lappaurin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-05r0-1290000000-3f7c85c012a85c7146de	Spectrum
Predicted GC-MS	Lappaurin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-000i-0090000000-bece36773a183e23bfff	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-000i-0490000000-fbdfb84836374f27ffc7	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0006-0950000000-75d9ab376c968b83f255	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0006-0940000000-c585bcb21e1b3008adc1	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0a4i-0590000000-2c33d4fd40c36c20a4a6	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-000i-0090000000-695f91d3d5f2e1902be3	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-000i-0090000000-15d8ced2d42d3e292bb1	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-000i-0290000000-dfdaecb8b27bc1ad2c9e	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0fdx-0890000000-b77eb07ad61e288eeb19	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0006-0940000000-fb79dac6c46f730fb465	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0006-1930000000-a6412a87698303834034	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-000i-0090000000-31830c983339c0e0d918	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-000i-0090000000-1028986b8e3b82b4bf96	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-000i-0290000000-0c2338f41998da54e8c5	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0fdx-0890000000-48e88a1c67f0fc25384f	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0f6x-0940000000-ce56b132903858bd3b6b	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0006-1930000000-b61e92cac5094920cf32	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0a4i-0590000000-e26e1398541d17b6632e	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0f7c-0590000000-541488ae806b0dbd97cb	2017-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0090000000-a82533f29e9cb01fa7fb	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0090000000-79bbd4209063f20101f8	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-8970000000-5c77f50a4816eecfef04	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0090000000-5a624d4584e17376f63c	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-0090000000-31d6bb00202f2493ec8d	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0pb9-9070000000-364b9c313a672f653207	2016-08-03	View Spectrum

NMR

Type	Description		View

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

4494

Phenol-Explorer ID

Not Available

DrugBank ID

DB00829

HMDB ID

HMDB14967

CRC / DFC (Dictionary of Food Compounds) ID

Not Available

EAFUS ID

Not Available

Dr. Duke ID

DIAZEPAM

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

DZP

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Diazepam

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Descriptor	ID	Definition	Reference
amnesigenic	52209	A role played by the molecular entity or part thereof which causes the development of a pathological process.	DUKE
anesthetic			DUKE
anti alcoholic	52217	Any substance introduced into a living organism with therapeutic or diagnostic purpose.	DUKE
anti anorectic	50780	An agent which regulates the physiologic mechanisms that control the appetite and food intake.	DUKE
anti convulsant	52217	Any substance introduced into a living organism with therapeutic or diagnostic purpose.	DUKE
anti epileptic	52217	Any substance introduced into a living organism with therapeutic or diagnostic purpose.	DUKE
anti myocarditic	38070	A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres.	DUKE
anti schizophrenic	52217	Any substance introduced into a living organism with therapeutic or diagnostic purpose.	DUKE
anti tetanic	33282	A substance that kills or slows the growth of bacteria.	DUKE
anti torticollic	52217	Any substance introduced into a living organism with therapeutic or diagnostic purpose.	DUKE
anxiolytic	35474	Anxiolytic drugs are agents that alleviate anxiety, tension, and anxiety disorders, promote sedation, and have a calming effect without affecting clarity of consciousness or neurologic conditions.	DUKE
myorelaxant			DUKE
sedative	35717	A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety.	DUKE

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Not Available

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).

Diazepam (FDB007103)

Structure for FDB007103 (Diazepam)