ContaminantDB: Butalbital

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-25 18:19:16 UTC

Update Date

2016-11-09 01:17:25 UTC

Accession Number

CHEM022076

Identification

Common Name

Butalbital

Class

Small Molecule

Description

A member of the class of barbiturates that is barbituric acid in which the hydrogens at position 5 are substituted by an allyl group and an isobutyl group. Frequently combined with other medicines, such as aspirin, paracetamol and codeine, it is used for treatment of pain and headache.

Contaminant Sources

HMDB Contaminants - Urine
STOFF IDENT Compounds

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
5-(2-Methylpropyl)-5-prop-2-enyl-1,3-diazinane-2,4,6-trione	ChEBI
5-Allyl-5-(2'-methyl-N-propyl) barbituric acid	ChEBI
5-Allyl-5-(2-methylpropyl)barbituric acid	ChEBI
5-Allyl-5-isobutyl-2,4,6(1H,3H,5H)-pyrimidinetrione	ChEBI
5-Allyl-5-isobutyl-pyrimidine-2,4,6-trione	ChEBI
5-Allyl-5-isobutylbarbituric acid	ChEBI
5-Isobutyl-5-allylbarbituric acid	ChEBI
Allylbarbital	ChEBI
Allylbarbitone	ChEBI
Allylbarbituric acid	ChEBI
Butalbarbital	ChEBI
Butalbitalum	ChEBI
Iso-butylallylbarbituric acid	ChEBI
Itobarbital	ChEBI
Tetrallobarbital	ChEBI
Sandoptal	Kegg
5-Allyl-5-(2'-methyl-N-propyl) barbitate	Generator
5-Allyl-5-(2'-methyl-N-propyl) barbitic acid	Generator
5-Allyl-5-(2-methylpropyl)barbitate	Generator
5-Allyl-5-(2-methylpropyl)barbitic acid	Generator
5-Allyl-5-isobutylbarbitate	Generator
5-Allyl-5-isobutylbarbitic acid	Generator
5-Isobutyl-5-allylbarbitate	Generator
5-Isobutyl-5-allylbarbitic acid	Generator
Allylbarbitate	Generator
Allylbarbitic acid	Generator
Iso-butylallylbarbitate	Generator
Iso-butylallylbarbitic acid	Generator
Butalbital m (OH)	HMDB
Butalbital, monosodium salt	HMDB

Chemical Formula

C₁₁H₁₆N₂O₃

Average Molecular Mass

224.256 g/mol

Monoisotopic Mass

224.116 g/mol

CAS Registry Number

77-26-9

IUPAC Name

5-(2-methylpropyl)-5-(prop-2-en-1-yl)-1,3-diazinane-2,4,6-trione

Traditional Name

butalbital

SMILES

CC(C)CC1(CC=C)C(=O)NC(=O)NC1=O

InChI Identifier

InChI=1S/C11H16N2O3/c1-4-5-11(6-7(2)3)8(14)12-10(16)13-9(11)15/h4,7H,1,5-6H2,2-3H3,(H2,12,13,14,15,16)

InChI Key

UZVHFVZFNXBMQJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as barbituric acid derivatives. Barbituric acid derivatives are compounds containing a perhydropyrimidine ring substituted at C-2, -4 and -6 by oxo groups.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazines

Sub Class

Pyrimidines and pyrimidine derivatives

Direct Parent

Barbituric acid derivatives

Alternative Parents

Substituents

Barbiturate
N-acyl urea
Ureide
1,3-diazinane
Dicarboximide
Urea
Carbonic acid derivative
Carboxylic acid derivative
Azacycle
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

barbiturates (CHEBI:102524 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	2.23 g/L	ALOGPS
logP	1.47	ALOGPS
logP	1.59	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	8.48	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.27 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	58.05 m³·mol⁻¹	ChemAxon
Polarizability	22.42 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - CI-B (Non-derivatized)	splash10-004i-0090000000-5925121d468ddb9f8890	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-014i-3900000000-b4be8a2b661834f34c86	Spectrum
GC-MS	GC-MS Spectrum - CI-B (Non-derivatized)	splash10-004i-0090000000-5925121d468ddb9f8890	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-014i-3900000000-b4be8a2b661834f34c86	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a5c-9830000000-e4474c63772bab2bfe87	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Negative	splash10-0006-9000000000-a165d26c1f13f5705c41	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-1290000000-f2dc7511b2d84d11dd0c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0zfr-1910000000-f30e268eff072d1ec628	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9100000000-96e7e029e762cc803219	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-007o-6940000000-a7f9140a1d46b7a9a5a4	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-9600000000-39e1938d343fd79e34f3	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9600000000-76a87ece42dfd1cb085f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00p0-0940000000-5d6d7ca2edd46a5b76c7	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-1900000000-a698640149964e6093ab	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-066u-9600000000-662b3e70c50e5576e589	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-1290000000-44f34a10f5bb5b825872	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-9010000000-485fbaa88d3ae29c60c5	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9300000000-e7f893ff43c0207edb03	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

DB00241

HMDB ID

HMDB0014386

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Chemspider ID

ChEBI ID

PubChem Compound ID

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

1. https://www.ncbi.nlm.nih.gov/pubmed/?term=23682958

2. https://www.ncbi.nlm.nih.gov/pubmed/?term=24400754

3. https://www.ncbi.nlm.nih.gov/pubmed/?term=6864729

Butalbital (CHEM022076)

Structure for CHEM022076: Butalbital