Glu-glu

Details

• Internal ID: 334c3f31-5932-4faa-9e3c-05723da188f9
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Dipeptides
• IUPAC Name: (2S)-2-[[(2S)-2-amino-4-carboxybutanoyl]amino]pentanedioic acid
• SMILES (Canonical): C(CC(=O)O)C(C(=O)NC(CCC(=O)O)C(=O)O)N
• SMILES (Isomeric): C(CC(=O)O)[C@@H](C(=O)N[C@@H](CCC(=O)O)C(=O)O)N
• InChI: InChI=1S/C10H16N2O7/c11-5(1-3-7(13)14)9(17)12-6(10(18)19)2-4-8(15)16/h5-6H,1-4,11H2,(H,12,17)(H,13,14)(H,15,16)(H,18,19)/t5-,6-/m0/s1
• InChI Key: KOSRFJWDECSPRO-WDSKDSINSA-N
• Popularity: 113 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₆N₂O₇
• Molecular Weight: 276.24 g/mol
• Exact Mass: 276.09575085 g/mol
• Topological Polar Surface Area (TPSA): 167.00 Ų
• XlogP: -5.10
• Atomic LogP (AlogP): -1.39
• H-Bond Acceptor: 5
• H-Bond Donor: 5
• Rotatable Bonds: 9

Synonyms

• 3929-61-1
• Glutamyl-glutamic acid
• (S)-2-((S)-2-Amino-4-carboxybutanamido)pentanedioic acid
• L-Glutamic acid, L-a-glutamyl-
• H-GLU-GLU-OH
• Glu(Glu)
• CHEBI:5390
• CHEMBL318315
• L-alpha-Glutamyl-L-glutamic acid
• Dipotassium glutamyl-glutamate
• L-glutamyl-L-glutamate
• (2S)-2-[(2S)-2-amino-4-carboxybutanamido]pentanedioic acid
• N-L-alpha-Glutamyl-L-glutamic acid
• glutamylglutamic acid
• glutamylglutamate
• EE dipeptide
• E-E Dipeptide
• L-Glu-L-Glu
• glutamyl glutamic acid
• H-L-Glu-L-Glu-OH
• alpha-glutamylglutamic acid
• L-Glutamyl-L-glutamic acid
• Glutamate Glutamate dipeptide
• Glutamate-Glutamate dipeptide
• SCHEMBL435318
• KOSRFJWDECSPRO-WDSKDSINSA-N
• BDBM50102260
• MFCD00037309
• AKOS027320462
• CS-W016728
• HY-W016012
• AS-60181
• C01425
• A824512
• 2-(2-Amino-4-carboxy-butyrylamino)-pentanedioic acid
• Q27106747
• (S)-2-((S)-2-Amino-4-carboxybutanamido)pentanedioicacid
• (2S)-2-[[(2S)-2-amino-4-carboxybutanoyl]amino]pentanedioic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6215	62.15%
Caco-2	-	0.9295	92.95%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6429	64.29%
OATP2B1 inhibitior	-	0.8539	85.39%
OATP1B1 inhibitior	+	0.9610	96.10%
OATP1B3 inhibitior	+	0.9553	95.53%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9822	98.22%
BSEP inhibitior	-	0.9816	98.16%
P-glycoprotein inhibitior	-	0.9734	97.34%
P-glycoprotein substrate	-	0.9482	94.82%
CYP3A4 substrate	-	0.6713	67.13%
CYP2C9 substrate	-	0.6230	62.30%
CYP2D6 substrate	-	0.7899	78.99%
CYP3A4 inhibition	-	0.9201	92.01%
CYP2C9 inhibition	-	0.9673	96.73%
CYP2C19 inhibition	-	0.9681	96.81%
CYP2D6 inhibition	-	0.9530	95.30%
CYP1A2 inhibition	-	0.9646	96.46%
CYP2C8 inhibition	-	0.9878	98.78%
CYP inhibitory promiscuity	-	0.9947	99.47%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.7224	72.24%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9487	94.87%
Skin irritation	-	0.8789	87.89%
Skin corrosion	-	0.6718	67.18%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6885	68.85%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.5073	50.73%
skin sensitisation	-	0.9596	95.96%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7692	76.92%
Acute Oral Toxicity (c)	IV	0.5294	52.94%
Estrogen receptor binding	-	0.5111	51.11%
Androgen receptor binding	-	0.7628	76.28%
Thyroid receptor binding	-	0.7001	70.01%
Glucocorticoid receptor binding	+	0.7151	71.51%
Aromatase binding	-	0.6418	64.18%
PPAR gamma	-	0.5270	52.70%
Honey bee toxicity	-	0.9463	94.63%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.8300	83.00%
Fish aquatic toxicity	-	0.9233	92.33%

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	98.62%	83.82%
CHEMBL221	P23219	Cyclooxygenase-1	95.82%	90.17%
CHEMBL236	P41143	Delta opioid receptor	94.63%	99.35%
CHEMBL1255126	O15151	Protein Mdm4	93.59%	90.20%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.92%	96.09%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	92.87%	92.29%
CHEMBL2581	P07339	Cathepsin D	92.27%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.04%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.07%	93.56%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	87.87%	100.00%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	87.29%	96.03%
CHEMBL340	P08684	Cytochrome P450 3A4	86.64%	91.19%
CHEMBL3776	Q14790	Caspase-8	86.03%	97.06%
CHEMBL2514	O95665	Neurotensin receptor 2	85.92%	100.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.19%	97.21%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	83.93%	98.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.26%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.06%	96.95%
CHEMBL5285	Q99683	Mitogen-activated protein kinase kinase kinase 5	80.75%	92.26%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.21%	100.00%

Plants that contains it

• Arabidopsis thaliana
• Azadirachta indica

Cross-Links

• PubChem: 439500
• LOTUS: LTS0263541
• wikiData: Q105009753