Identification
- Summary
D-Methionine is an amino acid found in mixture products used for nutrient supplementation.
- Brand Names
- Prosol
- Generic Name
- D-Methionine
- DrugBank Accession Number
- DB02893
- Background
Not Available
- Type
- Small Molecule
- Groups
- Approved, Experimental, Investigational
- Structure
Structure for D-Methionine (DB02893)
- Weight
- Average: 149.211
Monoisotopic: 149.051049291 - Chemical Formula
- C5H11NO2S
- Synonyms
- Not Available
- External IDs
- MRX-1024
- NSC-45689
Pharmacology
- Indication
Not Available
Reduce drug development failure ratesBuild, train, & validate machine-learning modelswith evidence-based and structured datasets.Build, train, & validate predictive machine-learning models with structured datasets.- Associated Conditions
Indication Type Indication Combined Product Details Approval Level Age Group Patient Characteristics Dose Form Used in combination to treat Malnutrition; protein Combination Product in combination with: Serine (DB00133), Alanine (DB00160), Phenylalanine (DB00120), Tryptophan (DB00150), Lactic acid (DB04398), Calcium chloride (DB01164), Histidine (DB00117), Lysine (DB00123), Valine (DB00161), Arginine (DB00125), Tyrosine (DB00135), Isoleucine (DB00167), Threonine (DB00156), Glycine (DB00145), Magnesium chloride (DB09407), Proline (DB00172), Sodium chloride (DB09153), Leucine (DB00149), Methionine (DB00134) •••••••••••• •••••••• ••••••• •••••• Used as adjunct in combination to treat Negative nitrogen balance •••••••••••• ••••••••• •• ••• •••••••••• ••••• Used as adjunct in combination to treat Negative nitrogen balance •••••••••••• •••••••• •••••••••••••••• •••••••••• •• ••••• ••••• Used as adjunct in combination to treat Negative nitrogen balance •••••••••••• ••••••••• ••••••••• •••••••••••• - Associated Therapies
- Contraindications & Blackbox Warnings
Prevent Adverse Drug Events TodayTap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events with our Clinical API- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UMethionine aminopeptidase 2 Not Available Humans UTranscriptional regulator, HTH_3 family Not Available Vibrio cholerae serotype O1 (strain ATCC 39315 / El Tor Inaba N16961) - 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
Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.- 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.Not Available
- Food Interactions
- No interactions found.
Products
Drug product information from 10+ global regionsOur datasets provide approved product information including:dosage, form, labeller, route of administration, and marketing period.Access drug product information from over 10 global regions.- Mixture Products
Name Ingredients Dosage Route Labeller Marketing Start Marketing End Region Image 20% Prosol D-Methionine (0.76 g) + Alanine (2.76 g) + Arginine (1.96 g) + Aspartic acid (0.6 g) + Glutamic acid (1.02 g) + Glycine (2.06 g) + Histidine (1.18 g) + Isoleucine (1.08 g) + Leucine (1.08 g) + Lysine (1.35 g) + Methionine (0.76 g) + Phenylalanine (1 g) + Proline (1.34 g) + Serine (1.02 g) + Threonine (0.98 g) + Tryptophan (0.32 g) + Tyrosine (0.05 g) + Valine (1.44 g) Liquid Intravenous Baxter Laboratories 1996-10-09 Not applicable Canada 
Nutrineal Pd4 D-Methionine (85 mg) + Alanine (95.1 mg) + Arginine (107.1 mg) + Calcium chloride (18.4 mg) + Glycine (51 mg) + Histidine (71.4 mg) + Isoleucine (85 mg) + Sodium lactate (448 mg) + Leucine (102 mg) + Lysine (95.5 mg) + Magnesium chloride (5.1 mg) + Methionine (85 mg) + Phenylalanine (57 mg) + Proline (59.5 mg) + Serine (51 mg) + Sodium chloride (538 mg) + Threonine (64.6 mg) + Tryptophan (27 mg) + Tyrosine (30 mg) + Valine (139.3 mg) Liquid Hemodialysis Baxter Laboratories 1998-09-25 2021-11-02 Canada Nutrineal PD4 mit 1,1 % Aminosäuren - Peritonealdialyselösung D-Methionine (85 mg) + Alanine (95.1 mg) + Arginine (107.1 mg) + Calcium chloride (18.4 mg) + Glycine (51 mg) + Histidine (71.4 mg) + Isoleucine (85 mg) + Sodium lactate (448 mg) + Leucine (102 mg) + Lysine (95.5 mg) + Magnesium chloride (5.1 mg) + Methionine (85 mg) + Phenylalanine (57 mg) + Proline (59.5 mg) + Serine (51 mg) + Sodium chloride (538 mg) + Threonine (64.6 mg) + Tryptophan (27 mg) + Tyrosine (30 mg) + Valine (139.3 mg) Solution Parenteral Baxter Healthcare Gmb H 2000-06-29 Not applicable Austria 
Categories
- Drug Categories
- Not Available
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as methionine and derivatives. These are compounds containing methionine or a derivative thereof resulting from reaction of methionine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
- Kingdom
- Organic compounds
- Super Class
- Organic acids and derivatives
- Class
- Carboxylic acids and derivatives
- Sub Class
- Amino acids, peptides, and analogues
- Direct Parent
- Methionine and derivatives
- Alternative Parents
- D-alpha-amino acids / Thia fatty acids / Amino acids / Sulfenyl compounds / Monocarboxylic acids and derivatives / Dialkylthioethers / Carboxylic acids / Organopnictogen compounds / Organic oxides / Monoalkylamines show 2 more
- Substituents
- Aliphatic acyclic compound / Alpha-amino acid / Amine / Amino acid / Carbonyl group / Carboxylic acid / D-alpha-amino acid / Dialkylthioether / Fatty acid / Fatty acyl show 15 more
- Molecular Framework
- Aliphatic acyclic compounds
- External Descriptors
- D-alpha-amino acid, methionine (CHEBI:16867) / Other amino acids (C00855)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- 868496F25R
- CAS number
- 348-67-4
- InChI Key
- FFEARJCKVFRZRR-SCSAIBSYSA-N
- InChI
- InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m1/s1
- IUPAC Name
- (2R)-2-amino-4-(methylsulfanyl)butanoic acid
- SMILES
- CSCC[C@@H](N)C(O)=O
References
- Synthesis Reference
Maria-Regina Kula, Matthias Kittelmann, "Method of using N-acetyl-2,3-Didehydroleucine acylase for the preparation of D- or L-tryptophyl glycine, D- or L-tryptophyl-D-methionine or L-tryptophyl-D-cysteine." U.S. Patent US5212069, issued July, 1992.
US5212069- General References
- Not Available
- External Links
- KEGG Compound
- C00855
- PubChem Compound
- 84815
- PubChem Substance
- 46505884
- ChemSpider
- 76512
- ChEBI
- 57932
- ChEMBL
- CHEMBL1234268
- ZINC
- ZINC000001532766
- PDBe Ligand
- MED
- PDB Entries
- 1kq0 / 1tkj / 1y9q / 1zue / 2q33 / 3gp4 / 3tjw / 3trv / 3try / 4gls … show 29 more
Clinical Trials
- Clinical Trials Learn More" title="About Clinical Trials" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">
Phase Status Purpose Conditions Count 3 Terminated Prevention Hearing Loss, Noise-Induced 2 1 Terminated Treatment Head And Neck Cancer / Mucositis / Resected Head and Neck Cancer / Squamous Cell Carcinoma (SCC) 1
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
Form Route Strength Liquid Intravenous Injection, solution Intraperitoneal Liquid Hemodialysis Solution Parenteral - Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
Property Value Source melting point (°C) 213 dec °C PhysProp - Predicted Properties
Property Value Source Water Solubility 23.9 mg/mL ALOGPS logP -1.8 ALOGPS logP -2.2 Chemaxon logS -0.8 ALOGPS pKa (Strongest Acidic) 2.53 Chemaxon pKa (Strongest Basic) 9.5 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 63.32 Å2 Chemaxon Rotatable Bond Count 4 Chemaxon Refractivity 37.59 m3·mol-1 Chemaxon Polarizability 15.46 Å3 Chemaxon Number of Rings 0 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.9797 Blood Brain Barrier + 0.8447 Caco-2 permeable - 0.6698 P-glycoprotein substrate Non-substrate 0.5351 P-glycoprotein inhibitor I Non-inhibitor 0.9802 P-glycoprotein inhibitor II Non-inhibitor 0.9919 Renal organic cation transporter Non-inhibitor 0.8913 CYP450 2C9 substrate Non-substrate 0.7875 CYP450 2D6 substrate Non-substrate 0.7323 CYP450 3A4 substrate Non-substrate 0.7008 CYP450 1A2 substrate Non-inhibitor 0.8295 CYP450 2C9 inhibitor Non-inhibitor 0.9489 CYP450 2D6 inhibitor Non-inhibitor 0.9567 CYP450 2C19 inhibitor Non-inhibitor 0.951 CYP450 3A4 inhibitor Non-inhibitor 0.9758 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9938 Ames test Non AMES toxic 0.9132 Carcinogenicity Non-carcinogens 0.9224 Biodegradation Ready biodegradable 0.5613 Rat acute toxicity 0.6483 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9725 hERG inhibition (predictor II) Non-inhibitor 0.9655
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS splash10-0mbd-9200000000-77e5cfb78936ad02d71c Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-0udi-4900000000-88fffa573fcc1c98f185 Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-0002-9100000000-564d61cb00638e9786b9 Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-0002-9000000000-fab730e138c77b66ffd0 Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-0nmi-9200000000-06067d9ebf927500ebee Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-03di-9000000000-b4b027dc132b4805d8e3 Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-0002-9000000000-fab730e138c77b66ffd0 1H NMR Spectrum 1D NMR Not Applicable 13C NMR Spectrum 1D NMR Not Applicable Predicted 1H NMR Spectrum 1D NMR Not Applicable Predicted 13C NMR Spectrum 1D NMR Not Applicable - Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 127.8572456 predictedDarkChem Lite v0.1.0 [M-H]- 125.97034 predictedDeepCCS 1.0 (2019) [M+H]+ 128.4227456 predictedDarkChem Lite v0.1.0 [M+H]+ 129.2884 predictedDeepCCS 1.0 (2019) [M+Na]+ 128.0686456 predictedDarkChem Lite v0.1.0 [M+Na]+ 137.87843 predictedDeepCCS 1.0 (2019)
Targets
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- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Poly(a) rna binding
- Specific Function
- Cotranslationally removes the N-terminal methionine from nascent proteins. The N-terminal methionine is often cleaved when the second residue in the primary sequence is small and uncharged (Met-Ala...
- Gene Name
- METAP2
- Uniprot ID
- P50579
- Uniprot Name
- Methionine aminopeptidase 2
- Molecular Weight
- 52891.145 Da
References
- Nonato MC, Widom J, Clardy J: Human methionine aminopeptidase type 2 in complex with L- and D-methionine. Bioorg Med Chem Lett. 2006 May 15;16(10):2580-3. Epub 2006 Mar 15. [Article]
- Kind
- Protein
- Organism
- Vibrio cholerae serotype O1 (strain ATCC 39315 / El Tor Inaba N16961)
- Pharmacological action
- Unknown
- General Function
- Transcription factor activity, sequence-specific dna binding
- Specific Function
- Not Available
- Gene Name
- Not Available
- Uniprot ID
- Q9KQN0
- Uniprot Name
- Transcriptional regulator, HTH_3 family
- Molecular Weight
- 20353.97 Da
Drug created at June 13, 2005 13:24 / Updated at October 20, 2021 17:29