Identification
NameN-Acetylmethionine
Accession NumberDB01646  (EXPT00506)
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
Synonyms
Acetyl-DL-methionine
Acetyl-l-methionine
Acetylmethionin
Acetylmethionine
DL-acetylmethionine
DL-n-acetylmethionine
L-(n-acetyl)methionine
Methionamine
Methionin
N-acetyl-d-methionine
N-acetyl-DL-methionine
N-acetyl-l-methionine
N-acetyl-S-methylhomocysteine
N-acetyl(methyl)homocysteine
Thiomedon
External IDs Not Available
Product Ingredients Not Available
Approved Prescription ProductsNot Available
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International BrandsNot Available
Brand mixturesNot Available
Categories
UNII9J12WX5B6A
CAS number65-82-7
WeightAverage: 191.248
Monoisotopic: 191.061613977
Chemical FormulaC7H13NO3S
InChI KeyXUYPXLNMDZIRQH-LURJTMIESA-N
InChI
InChI=1S/C7H13NO3S/c1-5(9)8-6(7(10)11)3-4-12-2/h6H,3-4H2,1-2H3,(H,8,9)(H,10,11)/t6-/m0/s1
IUPAC Name
(2S)-2-acetamido-4-(methylsulfanyl)butanoic acid
SMILES
[H][C@@](CCSC)(NC(C)=O)C(O)=O
Pharmacology
IndicationNot Available
Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of action
TargetKindPharmacological actionActionsOrganismUniProt ID
N-acylamino acid racemaseProteinunknownNot AvailableAmycolatopsis sp.Q44244 details
RhodopsinProteinunknownNot AvailableHumanP08100 details
Related Articles
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
Pharmacogenomic Effects/ADRs Not Available
Interactions
Drug Interactions Not Available
Food InteractionsNot Available
References
Synthesis Reference

Hans Wagner, Alfred Maierhofer, "Process for the production of N-acetyl-L-methionine." U.S. Patent US4011263, issued 1968.

US4011263
General ReferencesNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Clinical Trials
Clinical Trials Not Available
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental Properties
PropertyValueSource
melting point (°C)105.5 °CPhysProp
water solubility3.07E+005 mg/L (at 25 °C)BEILSTEIN
Predicted Properties
PropertyValueSource
Water Solubility6.84 mg/mLALOGPS
logP-0.15ALOGPS
logP-0.11ChemAxon
logS-1.4ALOGPS
pKa (Strongest Acidic)4.02ChemAxon
pKa (Strongest Basic)-1.2ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.4 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity47.03 m3·mol-1ChemAxon
Polarizability19.59 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9079
Blood Brain Barrier+0.962
Caco-2 permeable-0.6724
P-glycoprotein substrateNon-substrate0.5397
P-glycoprotein inhibitor INon-inhibitor0.93
P-glycoprotein inhibitor IINon-inhibitor0.963
Renal organic cation transporterNon-inhibitor0.9411
CYP450 2C9 substrateNon-substrate0.7849
CYP450 2D6 substrateNon-substrate0.7976
CYP450 3A4 substrateNon-substrate0.5608
CYP450 1A2 substrateNon-inhibitor0.8618
CYP450 2C9 inhibitorNon-inhibitor0.8988
CYP450 2D6 inhibitorNon-inhibitor0.9613
CYP450 2C19 inhibitorNon-inhibitor0.9375
CYP450 3A4 inhibitorNon-inhibitor0.9837
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.992
Ames testNon AMES toxic0.7591
CarcinogenicityNon-carcinogens0.9472
BiodegradationReady biodegradable0.6811
Rat acute toxicity1.5530 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9928
hERG inhibition (predictor II)Non-inhibitor0.9625
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Spectra
Mass Spec (NIST)Not Available
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - GC-MS (2 TMS)splash10-0v4j-2920000000-21fd3a4d7b12ac2aca3cView in MoNA
GC-MSGC-MS Spectrum - GC-MS (1 TMS)splash10-0002-6900000000-3e9fc6c1775a4e3d390aView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0006-0900000000-08cead5b5b6a03d6ba5aView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0005-1900000000-d059fe0be6d1a5b4b084View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0002-9100000000-43df5a1503ce3f2cf758View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0002-9000000000-b757a5078c71037ef5b6View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0002-9000000000-275fc8f00e0ba4f1dbeaView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0006-0900000000-4826c0abe069970d9768View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0udj-3900000000-947d106e4353bbea5449View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0k92-9500000000-5171045a6fc50c4963f9View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-08fr-9100000000-2e49b493225ec50c951fView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-03di-9000000000-df7f02d0426ee253bc2bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-1900000000-15861132c8b2269198aeView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udj-2900000000-dfeda97a2049e74815ceView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0w2m-9400000000-6da930234f6033225c78View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0005-4900000000-fd1e8a8512a5adc4f78bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-9500000000-ba3c2cf457f39b90d9b0View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0002-9000000000-63ccb712a985eedfd16aView in MoNA
Taxonomy
DescriptionThis compound belongs to the class of chemical entities 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.
KingdomChemical entities
Super ClassOrganic compounds
ClassOrganic acids and derivatives
Sub ClassCarboxylic acids and derivatives
Direct ParentMethionine and derivatives
Alternative ParentsN-acyl-L-alpha-amino acids / Thia fatty acids / Acetamides / Secondary carboxylic acid amides / Sulfenyl compounds / Monocarboxylic acids and derivatives / Dialkylthioethers / Carboxylic acids / Organopnictogen compounds / Organonitrogen compounds
SubstituentsMethionine or derivatives / N-acyl-alpha-amino acid / N-acyl-alpha amino acid or derivatives / N-acyl-l-alpha-amino acid / Thia fatty acid / Fatty acid / Fatty acyl / Acetamide / Secondary carboxylic acid amide / Carboxamide group
Molecular FrameworkAliphatic acyclic compounds
External Descriptorsmonocarboxylic acid, methyl sulfide, N-acetyl-L-amino acid, L-methionine derivative (CHEBI:21557 )

Targets

Kind
Protein
Organism
Amycolatopsis sp.
Pharmacological action
unknown
General Function:
Not Available
Specific Function:
Not Available
Gene Name:
Aaar
Uniprot ID:
Q44244
Uniprot Name:
o-succinylbenzoate synthase
Molecular Weight:
39406.005 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Photoreceptor activity
Specific Function:
Photoreceptor required for image-forming vision at low light intensity. Required for photoreceptor cell viability after birth. Light-induced isomerization of 11-cis to all-trans retinal triggers a conformational change leading to G-protein activation and release of all-trans retinal.
Gene Name:
RHO
Uniprot ID:
P08100
Uniprot Name:
Rhodopsin
Molecular Weight:
38892.335 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235 ]
Drug created on June 13, 2005 07:24 / Updated on July 18, 2017 17:01