N-Acetylmethionine

Identification

Name
N-Acetylmethionine
Accession Number
DB01646  (EXPT00506)
Type
Small Molecule
Groups
Experimental
Description
Not 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
Categories
UNII
9J12WX5B6A
CAS number
65-82-7
Weight
Average: 191.248
Monoisotopic: 191.061613977
Chemical Formula
C7H13NO3S
InChI Key
XUYPXLNMDZIRQH-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][[email protected]@](CCSC)(NC(C)=O)C(O)=O

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UN-acylamino acid racemaseNot AvailableAmycolatopsis sp.
URhodopsinNot AvailableHuman
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
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not 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 References
Not Available
External Links
KEGG Compound
C02712
PubChem Compound
448580
PubChem Substance
46506781
ChemSpider
395338
ChEBI
21557
HET
AME
PDB Entries
1sja / 3q6u / 3tgu / 4a6g / 4gao / 4gba / 4iwd / 4p5o / 4ycm / 4ycn
show 1 more

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
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
SpectrumSpectrum TypeSplash Key
GC-MS Spectrum - GC-MS (2 TMS)GC-MSsplash10-0v4j-2920000000-21fd3a4d7b12ac2aca3c
GC-MS Spectrum - GC-MS (1 TMS)GC-MSsplash10-0002-6900000000-3e9fc6c1775a4e3d390a
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-1900000000-15861132c8b2269198ae
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0udj-2900000000-dfeda97a2049e74815ce
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0w2m-9400000000-6da930234f6033225c78
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0005-4900000000-fd1e8a8512a5adc4f78b
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0002-9500000000-ba3c2cf457f39b90d9b0
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0002-9000000000-63ccb712a985eedfd16a
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0006-0900000000-08cead5b5b6a03d6ba5a
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0005-1900000000-d059fe0be6d1a5b4b084
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0002-9100000000-43df5a1503ce3f2cf758
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0002-9000000000-b757a5078c71037ef5b6
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0002-9000000000-275fc8f00e0ba4f1dbea
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-0006-0900000000-4826c0abe069970d9768
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-0udj-3900000000-947d106e4353bbea5449
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-0k92-9500000000-5171045a6fc50c4963f9
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-08fr-9100000000-2e49b493225ec50c951f
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-03di-9000000000-df7f02d0426ee253bc2b

Taxonomy

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
N-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
show 3 more
Substituents
Methionine 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
show 15 more
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
monocarboxylic 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 ...
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 December 01, 2017 14:46