CAS No. :	3081-61-6
Formula :	C₇H₁₄N₂O₃
M.W :	174.20
SMILES Code :	O=C(O)[C@@H](N)CCC(NCC)=O
Synonyms :	L-Glutamic Acid γ-ethyl amide; Nγ-Ethyl-L-glutamine; NSC 21308
MDL No. :	MFCD00059653
InChI Key :	DATAGRPVKZEWHA-YFKPBYRVSA-N
Pubchem ID :	439378

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H317
Precautionary Statements:	P261-P280

Tea plant seedlings	0.1, 1, 5 mM	14 days	Theanine inhibited lateral root development	Hortic Res. 2022 Dec 2;10(2):uhac267
Arabidopsis seedlings	0.01, 0.1, 1, 5 mM	2 days	Theanine inhibited lateral root development	Hortic Res. 2022 Dec 2;10(2):uhac267
B16F10 murine melanoma cells	0.6-3 mM	24 hours	To evaluate the effects of L-theanine on melanogenesis, results showed that L-theanine significantly reduced intracellular tyrosinase activity and melanin content.	Molecules. 2025 Feb 19;30(4):956
AML12 cells	1-4 mM	24 hours	Theanine significantly alleviated OA-induced steatosis in AML12 cells and reduced intracellular TG levels.	Nutr Metab (Lond). 2022 Apr 15;19(1):29
HepG2 cells	1-4 mM	24 hours	Theanine significantly alleviated OA-induced steatosis in HepG2 cells and reduced intracellular TG levels.	Nutr Metab (Lond). 2022 Apr 15;19(1):29
Rat primary chondrocytes	50, 100, 200 µM	24 hours	L-theanine dose-dependently decreased mRNA and protein levels of MMP-3 and MMP-13, as well as the expression of COX-2 and iNOS in IL-1β-stimulated chondrocytes, and reduced the secretion of PGE-2 and NO in the culture supernatant.	Nutrients. 2020 Jul 3;12(7):1988
Botrytis cinerea	5 mM	7 days	To evaluate the antifungal activity of theanine against Botrytis cinerea in vitro. Results showed that 5 mmol L−1 theanine treatment significantly inhibited the mycelial growth of B. cinerea, reducing the colony diameter by 18%.	Food Chem X. 2024 Aug 24;23:101772

Zebrafish	Zebrafish larvae	Added to culture media	<2 mg/mL	48 hours	To evaluate the inhibitory effect of L-theanine on melanogenesis in zebrafish, results showed that L-theanine significantly reduced melanin production.	Molecules. 2025 Feb 19;30(4):956
Tea plant	Seedlings	Hydroponic solution	1 mM	14 days	Theanine inhibited lateral root development by modulating H2O2 accumulation	Hortic Res. 2022 Dec 2;10(2):uhac267
C57BL/6J mice	Myocardial ischemia-reperfusion injury model	Intraperitoneal injection	10 mg/kg	Once daily for seven days	Theanine attenuates myocardial ischemia-reperfusion injury by suppressing oxidative stress and apoptosis, partially through activation of the JAK2/STAT3 signaling pathway.	Mol Med. 2024 Jun 28;30(1):98
Male Sprague Dawley rats	Adolescent THC exposure model	Intraperitoneal injection	10 mg/kg	Twice daily from P35 to P45	L-theanine pretreatment before adolescent THC exposure is capable of preventing long-term, THC-induced dysregulation of both PFC and VTA DAergic activity states, a neuroprotective effect that persists into adulthood. In addition, pretreatment with L-theanine blocked THC-induced down-regulation of local GSK-3 (glycogen synthase kinase 3) and Akt signaling pathways directly in the PFC, two biomarkers previously associated with cannabis-related psychiatric risk and subcortical DAergic dysregulation. Finally, L-theanine powerfully blocked the development of both affective and cognitive abnormalities commonly associated with adolescent THC exposure, further demonstrating functional and long-term neuroprotective effects of L-theanine in the mesocorticolimbic system.	J Neurosci. 2021 Jan 27;41(4):739-750
C57BL/6 mice	IMQ-induced psoriasis like skin inflammation model	Topical application	10 mM or 100 mM	Twice per day for five consecutive days	Theanine significantly alleviated IMQ-induced psoriasis like skin inflammation, reducing epidermal thickness and inflammatory response	Front Pharmacol. 2021 Jul 26;12:719842
Tea plants (Camellia sinensis L.)	Salt stress model	Nutrient solution treatment	10 mM theanine	3 days	Theanine improves salt stress tolerance via modulating redox homeostasis in tea plants	Front Plant Sci. 2021 Oct 15;12:770398
C57BL/6 male mice	Acute alcoholic intestinal injury model	Oral	100, 200, and 400 mg/kg/day	Once daily for 28 days	Theanine mitigates acute alcoholic intestinal injury by activating the HIF-1 signaling pathway to regulate the TLR4/NF-κB/HIF-1α axis.	Nutrients. 2025 Feb 18;17(4):720
Mice	Healthy mice	Gavage	100, 300, 400 mg/kg/d	Once daily for 28 days	LTA supplementation not only affects serum alkaline phosphatase (AKP), total protein (TP), and urea nitrogen (BUN) levels, but it also upregulates the mRNA and protein expression of amino acid transporters (EAAT3, EAAT1, 4F2hc, y+LAT1, CAT1, ASCT2, and B0AT1), and activates the mTOR signaling pathway.	Nutrients. 2022 Dec 28;15(1):142
Mice	DdY mice	Drinking water	20 µg/mL	Continued for 6 months	Theanine intake significantly suppressed adrenal hypertrophy in the group-housed older mice and reduced the expression of holo-GR and Dnmt3a in the hippocampus, potentially reversing the repressed state of Npas4 transcription.	Int J Mol Sci. 2023 Feb 16;24(4):3983
Sprague-Dawley rats	Doxorubicin-induced ovarian toxicity model	Oral gavage	200 mg/kg and 400 mg/kg	Once daily for 3 days	To investigate the protective effects of theanine on doxorubicin-induced ovarian toxicity, results showed that theanine ameliorated ovarian damage by reducing oxidative stress, inflammation, and endoplasmic reticulum stress.	Food Sci Nutr. 2025 Apr 24;13(4):e70150
Spontaneously hypertensive rats	Spontaneously hypertensive rats	Oral	27 µg/mL	Free access to drinking, for 6 weeks	L-theanine contributes to the prevention of bladder dysfunctions by inhibiting chronic sympathetic hyperactivity and protecting bladder contractility	Metabolites. 2021 Nov 14;11(11):778
Wistar rats	Vincristine-induced neuropathy model	Intraperitoneal injection	30, 100, and 300 mg/kg/day	Once daily for 21 days	Theanine significantly alleviated vincristine-induced neuropathy, including hyperalgesia, allodynia, and nerve functional loss, through its antioxidative, calcium homeostasis, anti-inflammatory, anti-apoptotic, and neuroprotective properties.	Antioxidants (Basel). 2023 Mar 25;12(4):803
C57BL/6J mice	High-fat diet-induced nonalcoholic fatty liver model	Gavage	300 mg/kg	Once daily for 16 weeks	Theanine significantly reduced body weight gain, hepatic steatosis, and serum levels of ALT, AST, TG, and LDL-C in HFD-induced mice.	Nutr Metab (Lond). 2022 Apr 15;19(1):29
Strawberry (Fragaria × ananassa Duch. cv. 'Hongyan')	Botrytis cinerea inoculation model	Immersion	5 mM	Single treatment, lasting 5 days	To evaluate the effect of theanine on controlling gray mold in strawberries. Results showed that 5 mmol L?1 theanine treatment significantly reduced the disease incidence and severity of gray mold and maintained higher fruit firmness.	Food Chem X. 2024 Aug 24;23:101772
Caenorhabditis elegans	Ultraviolet C (UVC)-exposed nematode model	Administered via K agar plates	50 µg/mL	Continuous for 48 hours	L-theanine treatment enhanced the removal of mtDNA damage and extended lifespan by activating autophagy, mitophagy, mitochondrial dynamics, and mitochondrial unfolded protein response (UPRmt) in UVC-exposed nematodes.	Molecules. 2024 Jun 6;29(11):2691
Sprague Dawley (SD) rats	Anterior cruciate ligament transection (ACLT)-induced osteoarthritis model	Oral gavage	50, 100, 200 mg/kg	Once daily for 6 weeks	L-theanine significantly alleviated ACLT-induced OA lesions, reduced OARSI scores, decreased serum levels of C2C and CTX-II, and lowered the expression of COX-2, PGE-2, iNOS, and NO.	Nutrients. 2020 Jul 3;12(7):1988
Mice	Stress-loaded mouse model	Oral	6 mg/kg	Two months	Theanine intake improved depression-like behavior in stress-loaded mice and modulated hippocampal metabolite levels.	Int J Mol Sci. 2020 Dec 28;22(1):193
Mice	SAMP10 and ddY mice	Oral	6 mg/kg	Continuous intake	Theanine intake suppressed stress-induced brain atrophy and altered the expression of Npas4 and Lcn2.	Nutrients. 2020 Jan 8;12(1):174
C57BL/6J male mice	High-fat diet-induced obese mouse model	Gavage	900 mg/kg	Once daily for 26 weeks	Theanine ameliorates obesity-related complications induced by high-fat diet in mice by suppressing lipid metabolism and inflammation pathways, including reducing body weight gain, fat deposition, glycolipid metabolism disorders, and hepatic steatosis.	Foods. 2024 Sep 19;13(18):2977
ICR mice and SD rats	Pentobarbital-induced sleep model and caffeine-induced wakefulness model	Oral	GABA/ L-theanine mixture (100/20 mg/kg)	Sleep latency and duration were measured 40 minutes after administration	The GABA/theanine mixture significantly reduced sleep latency and increased sleep duration, showing synergistic effects compared to GABA or theanine alone.	Pharm Biol. 2019 Dec;57(1):65-73
Balb/c mice	Caffeine-induced sleep disturbance model and pentobarbital-induced sleep model	Intraperitoneal injection	L-theanine (20 mg/kg), Mg-T1 (21.74 mg/kg), Mg-T2 (24.39 mg/kg)	Single administration	To investigate the effects of Mg-L-theanine complexes on sleep quality and brain electrical activity. Results showed that Mg-L-theanine complexes, especially those with higher magnesium concentrations, significantly increased the expression of GABAergic, serotonergic, and glutamatergic receptors, decreased ECoG frequency, increased amplitude, enhanced delta wave power, and increased dopamine, serotonin, and melatonin levels while decreasing MDA and increasing antioxidant enzyme levels.	Front Nutr. 2022 Apr 5;9:874254

Bio Calculators
Preparing Stock Solutions		1mg	5mg	10mg
Preparing Stock Solutions	1 mM 5 mM 10 mM	5.74mL 1.15mL 0.57mL	28.70mL 5.74mL 2.87mL	57.41mL 11.48mL 5.74mL
Dissolving Methods	Animal experiment The prepared working fluid is recommended to be prepared now and used up as soon as possible in a short period of time. The percentage shown in front of the following solvent refers to the volume ratio of the solvent in the final solution; If precipitation or precipitation occurs in the preparation process, it can be assisted by heating and/or ultrasound. Protocol 1

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CAS No.: 3081-61-6

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CAS No.: 3081-61-6

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Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P211	Do not spray on an open flame or other ignition source.
P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
P250	Do not subject to grinding/shock/friction.
P251	Pressurized container: Do not pierce or burn, even after use.
P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed