Record Information
Version1.0
Creation date2010-04-08 22:10:20 UTC
Update date2019-11-26 03:07:29 UTC
Primary IDFDB012738
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameL-Theanine
DescriptionL-Theanine belongs to the class of organic compounds known as glutamine and derivatives. Glutamine and derivatives are compounds containing glutamine or a derivative thereof resulting from reaction of glutamine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. L-Theanine is a very strong basic compound (based on its pKa). L-Theanine is found, on average, in the highest concentration within tea. L-Theanine has also been detected, but not quantified in, milk (cow) and mushrooms. This could make L-theanine a potential biomarker for the consumption of these foods.
CAS Number3081-61-6
Structure
Thumb
Synonyms
SynonymSource
(+)-TheanineHMDB
L-gamma-GlutamylethylamideHMDB
N-gamma-Ethyl-L-glutamineHMDB
TheanineHMDB
L-Theaninebiospider
Theanine; L-formdb_source
Predicted Properties
PropertyValueSource
Water Solubility4.25 g/LALOGPS
logP-2.5ALOGPS
logP-3.3ChemAxon
logS-1.6ALOGPS
pKa (Strongest Acidic)2.15ChemAxon
pKa (Strongest Basic)9.54ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area95.91 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity43.28 m³·mol⁻¹ChemAxon
Polarizability18.24 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC7H14N2O3
IUPAC name2-amino-4-(ethyl-C-hydroxycarbonimidoyl)butanoic acid
InChI IdentifierInChI=1S/C7H14N2O3/c1-2-9-6(10)4-3-5(8)7(11)12/h5H,2-4,8H2,1H3,(H,9,10)(H,11,12)
InChI KeyDATAGRPVKZEWHA-UHFFFAOYSA-N
Isomeric SMILESCCN=C(O)CCC(N)C(O)=O
Average Molecular Weight174.1977
Monoisotopic Molecular Weight174.100442324
Classification
Description Belongs to the class of organic compounds known as glutamine and derivatives. Glutamine and derivatives are compounds containing glutamine or a derivative thereof resulting from reaction of glutamine 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 ParentGlutamine and derivatives
Alternative Parents
Substituents
  • Glutamine or derivatives
  • Alpha-amino acid
  • Fatty amide
  • Fatty acyl
  • Fatty acid
  • N-acyl-amine
  • Carboxamide group
  • Amino acid
  • Secondary carboxylic acid amide
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic nitrogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Primary amine
  • Hydrocarbon derivative
  • Primary aliphatic amine
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Carbonyl group
  • Amine
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
OntologyNo ontology term
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 48.26%; H 8.10%; N 16.08%; O 27.55%DFC
Melting PointMp 217-218° dec.DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]D +8.7 (c, 1.74 in H2O)DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSL-Theanine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0fj3-9400000000-124aa329ad89ee5912a8Spectrum
Predicted GC-MSL-Theanine, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0kmr-9420000000-fd2f30cc6e3beb84fc83Spectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - , positivesplash10-056r-0900000000-52bb8fc4de984f6f2b4dSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-002f-7900000000-700a74673280513b750aSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9300000000-c05118c6382a21ee49c6Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-5900d952e786b1c37b5cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-1900000000-ba1082ef889273ac4decSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-05i3-4900000000-74c4e555cb1b6dd5de58Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9100000000-854bf36c0c647d7b14a4Spectrum
NMRNot Available
ChemSpider ID198778
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID228398
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB34365
CRC / DFC (Dictionary of Food Compounds) IDGZH85-Q:HKL04-V
EAFUS IDNot Available
Dr. Duke IDTHEANINE
BIGG IDNot Available
KNApSAcK IDC00030691
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
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 / Bioactivities
DescriptorIDDefinitionReference
anti thromboxane35222 A substance that diminishes the rate of a chemical reaction.DUKE
hypocholesterolemicDUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.