D-Methionine
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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
- 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
- Associated Therapies
- Contraindications & Blackbox Warnings
- Avoid life-threatening adverse drug eventsImprove clinical decision support with information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events & improve clinical decision support.
- 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.Improve decision support & research outcomes with our structured adverse effects data.
- Toxicity
Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- 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 24 more
Clinical Trials
- Clinical Trials
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 Not Available Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-0udi-2900000000-67e023372cdbac09cb36 Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-0udi-9800000000-1e589df1b14865d84d74 Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-056r-9000000000-efb0cddabddaf5231dbd Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-0002-6900000000-9ef89c92bce71adb0b81 Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-0002-9300000000-8507980760c8afb7f454 Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-0002-9000000000-544c2c943904dcca737e 1H NMR Spectrum 1D NMR Not Applicable 13C NMR Spectrum 1D NMR Not Applicable
Targets

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1. DetailsMethionine aminopeptidase 2
- 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]
2. DetailsTranscriptional regulator, HTH_3 family
- 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