Record Information
Version1.0
Creation date2010-04-08 22:10:00 UTC
Update date2018-05-28 23:34:06 UTC
Primary IDFDB012119
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameL-1-Methylhistidine
DescriptionProtein metabolite; formed mainly by methylation of histidine residues in muscle actin and myosin. Urinary excretion levels used as an index of muscle protein breakdown. 1-Methylhistidine is a biomarker for the consumption of meat, especially red meat.
CAS Number332-80-9
Structure
Thumb
Synonyms
SynonymSource
(2S)-2-amino-3-(1-Methyl-1H-imidazol-4-yl)propanoic acidChEBI
1-MethylhistidineChEBI
Pi-methylhistidineChEBI
(2S)-2-amino-3-(1-Methyl-1H-imidazol-4-yl)propanoateGenerator
1 MethylhistidineHMDB
1-Methyl histidineHMDB
1-Methyl-histidineHMDB
1-Methyl-L-histidineHMDB
1-MHisHMDB
1-N-Methyl-L-histidineHMDB
L-1-MethylhistidineHMDB
N1-Methyl-L-histidineHMDB
1-Methylhistidine dihydrochlorideMeSH
(2S)-2-Amino-3-(1-methyl-1H-imidazol-4-yl)propanoic acidbiospider
1-Methylhistidine, 9CI; L-formdb_source
3-(1-Methylimidazol-4-yl)-L-alaninebiospider
N(pi)-Methyl-L-histidinebiospider
pi-Methylhistidinebiospider
Predicted Properties
PropertyValueSource
Water Solubility6.93 g/LALOGPS
logP-3ALOGPS
logP-3.1ChemAxon
logS-1.4ALOGPS
pKa (Strongest Acidic)1.96ChemAxon
pKa (Strongest Basic)9.25ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area81.14 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity42.39 m³·mol⁻¹ChemAxon
Polarizability16.85 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC7H11N3O2
IUPAC name2-amino-3-(1-methyl-1H-imidazol-4-yl)propanoic acid
InChI IdentifierInChI=1S/C7H11N3O2/c1-10-3-5(9-4-10)2-6(8)7(11)12/h3-4,6H,2,8H2,1H3,(H,11,12)
InChI KeyBRMWTNUJHUMWMS-UHFFFAOYSA-N
Isomeric SMILESCN1C=NC(CC(N)C(O)=O)=C1
Average Molecular Weight169.1811
Monoisotopic Molecular Weight169.085126611
Classification
DescriptionThis compound belongs to the class of organic compounds known as histidine and derivatives. These are compounds containing cysteine or a derivative thereof resulting from reaction of cysteine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentHistidine and derivatives
Alternative Parents
Substituents
  • Histidine or derivatives
  • Alpha-amino acid
  • L-alpha-amino acid
  • Imidazolyl carboxylic acid derivative
  • Aralkylamine
  • N-substituted imidazole
  • Azole
  • Imidazole
  • Heteroaromatic compound
  • Amino acid
  • Carboxylic acid
  • Azacycle
  • Organoheterocyclic compound
  • Monocarboxylic acid or derivatives
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Primary amine
  • Primary aliphatic amine
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Carbonyl group
  • Organic oxygen compound
  • Amine
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionC 49.70%; H 6.55%; N 24.84%; O 18.91%DFC
Melting PointMp 248-250° dec.DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKapKa3 8.73 (25°, 0.1M KCl)DFC
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]20D -24.7 (c, 2.8 in H2O)DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
ChemSpider ID83153
ChEMBL IDCHEMBL1233327
KEGG Compound IDC01152
Pubchem Compound ID92105
Pubchem Substance IDNot Available
ChEBI ID50599
Phenol-Explorer IDNot Available
DrugBank IDDB04151
HMDB IDHMDB00001
CRC / DFC (Dictionary of Food Compounds) IDHDJ89-R:HDJ90-L
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDHIC
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
Pathways
NameSMPDB LinkKEGG Link
Histidine MetabolismSMP00044 map00340
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference