NAV

Buthionine sulfoximine

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Generic Name
Buthionine sulfoximine
DrugBank Accession Number
DB12870
Background

Buthionine sulfoximine has been used in trials studying the treatment of Neuroblastoma and Melanoma (Skin).

Type
Small Molecule
Groups
Investigational
Structure
3D
Similar Structures
Weight
Average: 222.3
Monoisotopic: 222.103813622
Chemical Formula
C8H18N2O3S
Synonyms
  • Butanoic acid, 2-amino-4-(S-butylsulfonimidoyl)-
  • Buthionine sulfoxamine
  • DL-buthionine-(S,R)-sulfoximine
External IDs
  • NSC-381100
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
Not Available
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs Browse all" title="About SNP Mediated Effects/ADRs" id="snp-actions-info" class="drug-info-popup" href="javascript:void(0);">
Not Available

Interactions

Drug Interactions Learn More" title="About Drug Interactions" id="structured-interactions-info" class="drug-info-popup" href="javascript:void(0);">
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
DrugInteraction
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interactions in your software
AmbroxolThe risk or severity of methemoglobinemia can be increased when Buthionine sulfoximine is combined with Ambroxol.
ArticaineThe risk or severity of methemoglobinemia can be increased when Buthionine sulfoximine is combined with Articaine.
BenzocaineThe risk or severity of methemoglobinemia can be increased when Buthionine sulfoximine is combined with Benzocaine.
Benzyl alcoholThe risk or severity of methemoglobinemia can be increased when Buthionine sulfoximine is combined with Benzyl alcohol.
BupivacaineThe risk or severity of methemoglobinemia can be increased when Buthionine sulfoximine is combined with Bupivacaine.
Food Interactions
Not Available

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
Alpha amino acids
Alternative Parents
Thia fatty acids / Carbo-azosulfones / Amino acids / Monocarboxylic acids and derivatives / Carboxylic acids / Organopnictogen compounds / Organic oxides / Monoalkylamines / Hydrocarbon derivatives / Carbonyl compounds
Substituents
Aliphatic acyclic compound / Alpha-amino acid / Amine / Amino acid / Carbo-azosulfone / Carbonyl group / Carboxylic acid / Fatty acid / Fatty acyl / Hydrocarbon derivative
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
non-proteinogenic alpha-amino acid, sulfoximide, homocysteines (CHEBI:28714)
Affected organisms
Not Available

Chemical Identifiers

UNII
LW4108Q0BV
CAS number
5072-26-4
InChI Key
KJQFBVYMGADDTQ-UHFFFAOYSA-N
InChI
InChI=1S/C8H18N2O3S/c1-2-3-5-14(10,13)6-4-7(9)8(11)12/h7,10H,2-6,9H2,1H3,(H,11,12)
IUPAC Name
2-amino-4-[butyl(imino)oxo-lambda6-sulfanyl]butanoic acid
SMILES
CCCCS(=N)(=O)CCC(N)C(O)=O

References

General References
Not Available
Human Metabolome Database
HMDB0249462
KEGG Compound
C04543
PubChem Compound
21157
PubChem Substance
347829028
ChemSpider
19896
ChEBI
28714
ChEMBL
CHEMBL1256575
Wikipedia
Buthionine_sulfoximine

Clinical Trials

Clinical Trials Learn More" title="About Clinical Trials" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">
PhaseStatusPurposeConditionsCount
1CompletedTreatmentNeuroblastoma (NB)2
1WithdrawnTreatmentMelanoma1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility2.2 mg/mLALOGPS
logP-2.9ALOGPS
logP-3Chemaxon
logS-2ALOGPS
pKa (Strongest Acidic)2.18Chemaxon
pKa (Strongest Basic)9.09Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area104.24 Å2Chemaxon
Rotatable Bond Count7Chemaxon
Refractivity54.01 m3·mol-1Chemaxon
Polarizability23.65 Å3Chemaxon
Number of Rings0Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-0a6r-9410000000-551e93f81bcebcb60b39
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0gi0-1910000000-de2567a7230ced2365d4
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0229-7590000000-936b11df38c3c8a82385
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-03di-9300000000-def657bdb560bf3ac38f
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0pvi-5900000000-dd169150a3ecb4c7f33f
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-03di-9100000000-d81b6aa759f20ac6d9fb
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-9600000000-4850b7e838c48a467ba9
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-149.20865
predicted
DeepCCS 1.0 (2019)
[M+H]+153.16466
predicted
DeepCCS 1.0 (2019)
[M+Na]+162.04378
predicted
DeepCCS 1.0 (2019)

Drug created at October 21, 2016 00:54 / Updated at December 01, 2022 11:28