l-Alanyl-l-glutamine

Details

• Internal ID: 3981ecd6-eef1-42b9-8032-934bcd2e845d
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides
• IUPAC Name: (2S)-5-amino-2-[[(2S)-2-aminopropanoyl]amino]-5-oxopentanoic acid
• SMILES (Canonical): CC(C(=O)NC(CCC(=O)N)C(=O)O)N
• SMILES (Isomeric): C[C@@H](C(=O)N[C@@H](CCC(=O)N)C(=O)O)N
• InChI: InChI=1S/C8H15N3O4/c1-4(9)7(13)11-5(8(14)15)2-3-6(10)12/h4-5H,2-3,9H2,1H3,(H2,10,12)(H,11,13)(H,14,15)/t4-,5-/m0/s1
• InChI Key: HJCMDXDYPOUFDY-WHFBIAKZSA-N
• Popularity: 888 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₅N₃O₄
• Molecular Weight: 217.22 g/mol
• Exact Mass: 217.10625597 g/mol
• Topological Polar Surface Area (TPSA): 136.00 Ų
• XlogP: -4.40
• Atomic LogP (AlogP): -1.83
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

• 39537-23-0
• Ala-gln
• alanylglutamine
• Alanyl-glutamine
• alanyl glutamine
• Dipeptamin
• GlutaMAX
• Sustamine
• N(2)-L-Alanyl-L-glutamine
• L-Ala-L-Gln
• H-Ala-Gln-OH
• l-alanine-l-glutamine
• Alanyl-glutamine dipeptide
• L-Glutamine, N2-L-alanyl-
• U5JDO2770Z
• L-alanyl-l-glutamine amino acid
• FEMA NO. 4712
• L-Alanyl-L-glutamine 1-hydrate
• L-Glutamine, L-alanyl-
• Dipeptiven
• (S)-5-amino-2-((S)-2-aminopropanamido)-5-oxopentanoic acid
• 210541-56-3
• l-alanyl-l-glutamin
• Glutamax I
• L-Alany-L-glutamine
• Dipeptide Alanyl-Glutamine
• UNII-U5JDO2770Z
• AQ dipeptide
• MFCD00133046
• A-Q Dipeptide
• (2S)-5-amino-2-[[(2S)-2-aminopropanoyl]amino]-5-oxopentanoic acid
• (2S)-5-amino-2-{[(2S)-2-azaniumylpropanoyl]amino}-5-oxopentanoate
• -5-oxopentanoic acid
• N(2)-L-Alanine L-Glutamine dipeptide
• Alanine Glutamine dipeptide
• Alanine-Glutamine dipeptide
• SCHEMBL133887
• ALANYL GLUTAMINE [INCI]
• CHEMBL3707366
• CHEBI:73788
• DTXSID20192658
• GLUTAMINE, N2-L-ALANYL-
• Ala-Gln, >=98% (TLC)
• ALANYL GLUTAMINE [WHO-DD]
• N(2)-L-Alanyl-L-Glutamine,(S)
• s5801
• AKOS010366801
• CS-W014818
• DB11876
• HY-W014102
• L-ALANYL-L-GLUTAMINE [USP-RS]
• AS-12601
• (S)-5-amino-2-((S)-2-aminopropanamido)
• A1261
• AM20100042
• Q27144111
• (S)-5-amino-2-((S)-2-aminopropanamido)-5-oxopentanoicacid
• L-Alanyl-L-glutamine, United States Pharmacopeia (USP) Reference Standard
• Ala-Gln, BioReagent, suitable for cell culture, suitable for insect cell culture

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5639	56.39%
Caco-2	-	0.9488	94.88%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6770	67.70%
OATP2B1 inhibitior	-	0.8562	85.62%
OATP1B1 inhibitior	+	0.9386	93.86%
OATP1B3 inhibitior	+	0.9568	95.68%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9822	98.22%
BSEP inhibitior	-	0.9752	97.52%
P-glycoprotein inhibitior	-	0.9808	98.08%
P-glycoprotein substrate	-	0.8563	85.63%
CYP3A4 substrate	-	0.6424	64.24%
CYP2C9 substrate	-	0.8052	80.52%
CYP2D6 substrate	-	0.8184	81.84%
CYP3A4 inhibition	-	0.9213	92.13%
CYP2C9 inhibition	-	0.9678	96.78%
CYP2C19 inhibition	-	0.9613	96.13%
CYP2D6 inhibition	-	0.9656	96.56%
CYP1A2 inhibition	-	0.9494	94.94%
CYP2C8 inhibition	-	0.9935	99.35%
CYP inhibitory promiscuity	-	0.9937	99.37%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.7216	72.16%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9690	96.90%
Skin irritation	-	0.8738	87.38%
Skin corrosion	-	0.7154	71.54%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6811	68.11%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.5336	53.36%
skin sensitisation	-	0.9625	96.25%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.6396	63.96%
Acute Oral Toxicity (c)	IV	0.5458	54.58%
Estrogen receptor binding	-	0.7993	79.93%
Androgen receptor binding	-	0.8553	85.53%
Thyroid receptor binding	-	0.7164	71.64%
Glucocorticoid receptor binding	-	0.5450	54.50%
Aromatase binding	-	0.8139	81.39%
PPAR gamma	-	0.8647	86.47%
Honey bee toxicity	-	0.9689	96.89%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.8700	87.00%
Fish aquatic toxicity	-	0.9142	91.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.68%	83.82%
CHEMBL221	P23219	Cyclooxygenase-1	96.26%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.38%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.88%	98.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.13%	93.56%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	90.22%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.16%	99.17%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	88.20%	92.29%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.47%	96.47%
CHEMBL2514	O95665	Neurotensin receptor 2	84.12%	100.00%
CHEMBL1255126	O15151	Protein Mdm4	83.38%	90.20%
CHEMBL236	P41143	Delta opioid receptor	83.24%	99.35%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.50%	93.00%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	82.19%	96.03%
CHEMBL3776	Q14790	Caspase-8	81.91%	97.06%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.22%	82.69%
CHEMBL340	P08684	Cytochrome P450 3A4	80.72%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.52%	100.00%
CHEMBL3308	P55212	Caspase-6	80.39%	97.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.12%	90.71%

Plants that contains it

• Arabidopsis thaliana

Cross-Links

• PubChem: 123935
• LOTUS: LTS0038055
• wikiData: Q27144111