ChemFOnt: Showing chemical card for (5R)-5-Allyl-1-methyl-5-[(R)-1-methyl-2-pentynyl]barbituric acid (CFc000237651)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 02:11:11 UTC

Chemfont ID

CFc000237651

Molecule Identification

Common Name

(5R)-5-Allyl-1-methyl-5-[(R)-1-methyl-2-pentynyl]barbituric acid

Definition

Methohexital, also known as methohexitone, 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. Based on a literature review a significant number of articles have been published on Methohexital.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(+-)-5-Allyl-1-methyl-5-(1-methyl-2-pentynyl)barbituric acid	ChEBI
5-Allyl-1-methyl-5-(1-methyl-2-pentynyl)-2,4,6(1H,3H,5H)-pyrimidinetrione	ChEBI
5-Allyl-1-methyl-5-(1-methyl-pent-2-ynyl)-pyrimidine-2,4,6-trione	ChEBI
5-Allyl-5-(3-hexyn-2-yl)-1-methylbarbituric acid	ChEBI
alpha-DL-1-Methyl-5-allyl-5-(1'-methylpentyn-2-yl)barbituric acid	ChEBI
Methohexitalum	ChEBI
Methohexitone	ChEBI
Metohexital	ChEBI
(+-)-5-Allyl-1-methyl-5-(1-methyl-2-pentynyl)barbitate	Generator
(+-)-5-Allyl-1-methyl-5-(1-methyl-2-pentynyl)barbitic acid	Generator
5-Allyl-5-(3-hexyn-2-yl)-1-methylbarbitate	Generator
5-Allyl-5-(3-hexyn-2-yl)-1-methylbarbitic acid	Generator
a-DL-1-Methyl-5-allyl-5-(1'-methylpentyn-2-yl)barbitate	Generator
a-DL-1-Methyl-5-allyl-5-(1'-methylpentyn-2-yl)barbitic acid	Generator
alpha-DL-1-Methyl-5-allyl-5-(1'-methylpentyn-2-yl)barbitate	Generator
alpha-DL-1-Methyl-5-allyl-5-(1'-methylpentyn-2-yl)barbitic acid	Generator
Α-DL-1-methyl-5-allyl-5-(1'-methylpentyn-2-yl)barbitate	Generator
Α-DL-1-methyl-5-allyl-5-(1'-methylpentyn-2-yl)barbitic acid	Generator
Methodrexitone	HMDB
Brevital	MeSH, HMDB
Sodium, methohexital	MeSH, HMDB
Brietal	MeSH, HMDB
Lilly brand OF methohexital sodium	MeSH, HMDB
Methohexital sodium	MeSH, HMDB
Brietal-sodium	MeSH, HMDB
Brevimytal natrium	MeSH, HMDB
Jones brand OF methohexital sodium	MeSH, HMDB
Methohexital, monosodium salt	MeSH, HMDB
Monosodium salt methohexital	MeSH, HMDB
Natrium, brevimytal	MeSH, HMDB
Brietal sodium	MeSH, HMDB

Chemical Formula

C₁₄H₁₈N₂O₃

Average Molecular Weight

262.3043

Monoisotopic Molecular Weight

262.131742452

IUPAC Name

5-(hex-3-yn-2-yl)-1-methyl-5-(prop-2-en-1-yl)-1,3-diazinane-2,4,6-trione

Traditional Name

methohexital

CAS Registry Number

151-83-7

SMILES

CCC#CC(C)C1(CC=C)C(=O)NC(=O)N(C)C1=O

InChI Identifier

InChI=1S/C14H18N2O3/c1-5-7-8-10(3)14(9-6-2)11(17)15-13(19)16(4)12(14)18/h6,10H,2,5,9H2,1,3-4H3,(H,15,17,19)

InChI Key

NZXKDOXHBHYTKP-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:102216 )
acetylenic compound (CHEBI:102216 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.052 g/L	ALOGPS
logP	2.43	ALOGPS
logP	2.29	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	8.73	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	66.48 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	71.51 m³·mol⁻¹	ChemAxon
Polarizability	27.4 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0258127

DrugBank ID

DB00474

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8683

KEGG Compound ID

C07844

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Methohexital

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

102216

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (5R)-5-Allyl-1-methyl-5-[(R)-1-methyl-2-pentynyl]barbituric acid (CFc000237651)

MOL for CFc000237651 ((5R)-5-Allyl-1-methyl-5-[(R)-1-methyl-2-pentynyl]barbituric acid)

3D MOL for CFc000237651 ((5R)-5-Allyl-1-methyl-5-[(R)-1-methyl-2-pentynyl]barbituric acid)

3D SDF for CFc000237651 ((5R)-5-Allyl-1-methyl-5-[(R)-1-methyl-2-pentynyl]barbituric acid)

3D-SDF for CFc000237651 ((5R)-5-Allyl-1-methyl-5-[(R)-1-methyl-2-pentynyl]barbituric acid)

PDB for CFc000237651 ((5R)-5-Allyl-1-methyl-5-[(R)-1-methyl-2-pentynyl]barbituric acid)

3D PDB for CFc000237651 ((5R)-5-Allyl-1-methyl-5-[(R)-1-methyl-2-pentynyl]barbituric acid)

SMILES for CFc000237651 ((5R)-5-Allyl-1-methyl-5-[(R)-1-methyl-2-pentynyl]barbituric acid)

INCHI for CFc000237651 ((5R)-5-Allyl-1-methyl-5-[(R)-1-methyl-2-pentynyl]barbituric acid)

Structure for CFc000237651 ((5R)-5-Allyl-1-methyl-5-[(R)-1-methyl-2-pentynyl]barbituric acid)

3D Structure for CFc000237651 ((5R)-5-Allyl-1-methyl-5-[(R)-1-methyl-2-pentynyl]barbituric acid)