Bovine Metabolome Database: Showing metabocard for Zolpidem (BMDB0005023)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-09-30 23:14:44 UTC

Update Date

2020-05-11 20:24:32 UTC

BMDB ID

BMDB0005023

Secondary Accession Numbers

BMDB05023

Metabolite Identification

Common Name

Zolpidem

Description

Zolpidem, also known as ambien or sanval, belongs to the class of organic compounds known as phenylimidazoles. These are polycyclic aromatic compounds containing a benzene ring linked to an imidazole ring through a CC or CN bond. Zolpidem is a very strong basic compound (based on its pKa). Zolpidem is a potentially toxic compound.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
N,N,6-Trimethyl-2-(4-methylphenyl)imidazo(1,2-a)pyridine-3-acetamide	ChEBI
Zolpidemum	ChEBI
Sanval	Kegg
Ambien	HMDB
Hypnogen	HMDB
Myslee	HMDB
Stilnoct	HMDB
Stilnox	HMDB
Zolpidem ambien	HMDB
Zolpidem tartrate	HMDB
Bikalm	HMDB
Zolpidem 1a pharma	HMDB
N,N,6-Trimethyl-2-(4-methylphenyl)imidazo(1,2a)pyridine-3-acetamide hemitartrate	HMDB
Zolpidem abz	HMDB
Amsic	HMDB
Dalparan	HMDB
Zolpinox	HMDB
Zodormdura	HMDB
Zoldem	HMDB
Zolirin	HMDB
Zolpi-lich	HMDB
Zolpimist	HMDB
Zolpidem hemitartrate	HMDB
Zolpi lich	HMDB

Chemical Formula

C₁₉H₂₁N₃O

Average Molecular Weight

307.3895

Monoisotopic Molecular Weight

307.168462309

IUPAC Name

N,N-dimethyl-2-[6-methyl-2-(4-methylphenyl)imidazo[1,2-a]pyridin-3-yl]acetamide

Traditional Name

zolpidem

CAS Registry Number

82626-48-0

SMILES

CN(C)C(=O)CC1=C(N=C2C=CC(C)=CN12)C1=CC=C(C)C=C1

InChI Identifier

InChI=1S/C19H21N3O/c1-13-5-8-15(9-6-13)19-16(11-18(23)21(3)4)22-12-14(2)7-10-17(22)20-19/h5-10,12H,11H2,1-4H3

InChI Key

ZAFYATHCZYHLPB-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as phenylimidazoles. These are polycyclic aromatic compounds containing a benzene ring linked to an imidazole ring through a CC or CN bond.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azoles

Sub Class

Imidazoles

Direct Parent

Phenylimidazoles

Alternative Parents

Substituents

5-phenylimidazole
4-phenylimidazole
Imidazopyridine
Imidazo[1,2-a]pyridine
Toluene
Methylpyridine
Monocyclic benzene moiety
N-substituted imidazole
Pyridine
Benzenoid
Tertiary carboxylic acid amide
Heteroaromatic compound
Carboxamide group
Carboxylic acid derivative
Azacycle
Organic oxide
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

imidazopyridine (CHEBI:10125 )

Ontology

Status

Expected but not Quantified

Origin

Exogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Cell membrane
Membrane

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	196 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.15	ALOGPS
logP	3.02	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Basic)	5.65	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	37.61 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	93.58 m³·mol⁻¹	ChemAxon
Polarizability	35.06 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	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-007c-4491000000-1f69c88ada0cbe422976	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-0a4r-0196000000-6304f5b37ed9f071eb26	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-06ri-0093000000-df20eb1ec18c6314769f	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0049000000-bc33df0258d99c887a5c	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0bti-0095000000-53d24c4b41c278d039e0	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052r-1190000000-fcb2a47c2fab91af9648	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0009000000-ad3531d27ad6da8d9cc3	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0bt9-1097000000-084e5a788c15061e05a5	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-08fs-2090000000-b2e3eaa1af64958efe10	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0009000000-de69c65803e567e26cea	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-074i-0093000000-612afe202f557c4a4c66	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-0490000000-26b5c78b7009ce2e5c1c	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0019000000-b660ca11ad7e4f91fd36	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0079-0092000000-37a7218a24afef1be815	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-014r-0390000000-fe5078d60002f0380d8e	View in MoNA
MS	Mass Spectrum (Electron Ionization)	splash10-000i-1090000000-5429f5620534a2340098	View in MoNA

Biological Properties

Cellular Locations

Cell membrane
Membrane

Biospecimen Locations

Liver

Pathways

Not Available

Name	SMPDB/Pathwhiz	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Liver	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details

Abnormal Concentrations

Not Available

External Links

HMDB ID

HMDB0005023

DrugBank ID

DB00425

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023594

KNApSAcK ID

Not Available

Chemspider ID

5530

KEGG Compound ID

C07219

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Zolpidem

METLIN ID

3071

PubChem Compound

5732

PDB ID

Not Available

ChEBI ID

10125

References

Synthesis Reference

Kaplan, Jean Pierre; George, Pascal. Imidazo[1,2-a]pyridine derivatives and their therapeutic use. Eur. Pat. Appl. (1982), 19 pp. CODEN: EPXXDW EP 50563 A1 19820428 CAN 97:92280 AN 1982:492280

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Zolpidem (BMDB0005023)

Structure for BMDB0005023 (Zolpidem)