NAV

Theanine

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Generic Name
Theanine
DrugBank Accession Number
DB12444
Background

Theanine, a precursor of ethylamine, is found in green tea. It is under investigation in clinical trial NCT00291070 (Effects of L-Theanine in Boys With ADHD).

Type
Small Molecule
Groups
Investigational
Structure
3D
Similar Structures
Weight
Average: 174.1977
Monoisotopic: 174.100442324
Chemical Formula
C7H14N2O3
Synonyms
  • L-theanine
  • N-ethyl-L-glutamine
  • N(5)-ethyl-L-glutamine
  • N5-ethyl-L-glutamine
  • Suntheanine
  • Theanin
External IDs
  • NSC-21308
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
Not Available
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
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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
Not Available

Products

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Over the Counter Products
NameDosageStrengthRouteLabellerMarketing StartMarketing EndRegionImage
PatchPatch8.4 g/28gCutaneousShantou Youjia E-Commerce Co., Ltd.2024-02-012024-12-31US flag
PatchPatch5.1 g/17gCutaneousShantou Youjia E-Commerce Co., Ltd.2024-02-012024-12-31US flag
PatchPatch5.1 g/17gCutaneousShantou Youjia E-Commerce Co., Ltd.2024-02-012024-12-31US flag

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as glutamine and derivatives. These 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.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
Glutamine and derivatives
Alternative Parents
L-alpha-amino acids / N-acyl amines / Fatty acids and conjugates / Secondary carboxylic acid amides / Amino acids / Monocarboxylic acids and derivatives / Carboxylic acids / Organopnictogen compounds / Organic oxides / Monoalkylamines
show 2 more
Substituents
Aliphatic acyclic compound / Alpha-amino acid / Amine / Amino acid / Carbonyl group / Carboxamide group / Carboxylic acid / Fatty acid / Fatty acyl / Fatty amide
show 14 more
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
N(5)-alkyl-L-glutamine (CHEBI:17394)
Affected organisms
Not Available

Chemical Identifiers

UNII
8021PR16QO
CAS number
3081-61-6
InChI Key
DATAGRPVKZEWHA-YFKPBYRVSA-N
InChI
InChI=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)/t5-/m0/s1
IUPAC Name
(2S)-2-amino-4-(ethylcarbamoyl)butanoic acid
SMILES
CCNC(=O)CC[C@H](N)C(O)=O

References

General References
Not Available
Human Metabolome Database
HMDB0034365
KEGG Compound
C01047
PubChem Compound
439378
PubChem Substance
347828685
ChemSpider
388498
RxNav
38022
ChEBI
58128
ChEMBL
CHEMBL3039113
ZINC
ZINC000001532828
PDBe Ligand
85G
Wikipedia
Theanine
PDB Entries
5u66

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
4TerminatedDevice FeasibilityCognitive Performance1
2CompletedTreatmentAttention Deficit Hyperactivity Disorder (ADHD)1
0CompletedOtherCortical Excitability / Psychiatric Disorders1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
FormRouteStrength
TabletOral
PatchCutaneous5.1 g/17g
PatchCutaneous8.4 g/28g
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility48.3 mg/mLALOGPS
logP-2.6ALOGPS
logP-3.4Chemaxon
logS-0.56ALOGPS
pKa (Strongest Acidic)2.35Chemaxon
pKa (Strongest Basic)9.31Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area92.42 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity42.76 m3·mol-1Chemaxon
Polarizability17.85 Å3Chemaxon
Number of Rings0Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
GC-MS Spectrum - GC-MS (3 TMS)GC-MSsplash10-05ai-1910000000-036caaf79935b62dafb8
GC-MS Spectrum - GC-MS (2 TMS)GC-MSsplash10-0ik9-2920000000-b4175a19d175fc2dfaab
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-054o-9200000000-ad824a92c4a91b92d3be
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-00di-0900000000-5d75f1c18d21692a3a7a
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0a4i-1900000000-30f94d8454c885920222
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-001i-9300000000-533425b383afd6ea8b10
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0089-9000000000-cd51416fce1d90ca5a32
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-001l-9000000000-d11379cff212e4305279
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-0a59-4900000000-233828d22b124785b538
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-001i-9100000000-c68d3e3853f38b6441eb
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-001i-9000000000-1d437318f6185e9abed1
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-053r-9000000000-f98a061445440bd8d92f
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-004r-8900000000-db60f67388efb7cd8dfa
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-08gi-0900000000-24898c6353f9a86ffcc9
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-9400000000-9a339cba6e604dadf309
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-000i-9300000000-a4938221beccd4793e35
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-9000000000-58783caec8e8a69c5d2e
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-052u-9000000000-f556e70054b8ed682ce3
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-144.1516597
predicted
DarkChem Lite v0.1.0
[M-H]-143.8751597
predicted
DarkChem Lite v0.1.0
[M-H]-143.9872597
predicted
DarkChem Lite v0.1.0
[M-H]-133.5211
predicted
DeepCCS 1.0 (2019)
[M+H]+145.1898597
predicted
DarkChem Lite v0.1.0
[M+H]+145.3172597
predicted
DarkChem Lite v0.1.0
[M+H]+145.1885597
predicted
DarkChem Lite v0.1.0
[M+H]+136.16972
predicted
DeepCCS 1.0 (2019)
[M+Na]+144.7623597
predicted
DarkChem Lite v0.1.0
[M+Na]+144.9489597
predicted
DarkChem Lite v0.1.0
[M+Na]+144.7887597
predicted
DarkChem Lite v0.1.0
[M+Na]+144.0942
predicted
DeepCCS 1.0 (2019)

Drug created at October 20, 2016 22:25 / Updated at June 12, 2020 16:53