gamma-Glutamylglutamate

Details

• Internal ID: ff0b3a25-84e3-4c72-a812-2f29eb4e8b7e
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Glutamic acid and derivatives
• IUPAC Name: (2S)-2-[[(4S)-4-amino-4-carboxybutanoyl]amino]pentanedioic acid
• SMILES (Canonical): C(CC(=O)NC(CCC(=O)O)C(=O)O)C(C(=O)O)N
• SMILES (Isomeric): C(CC(=O)N[C@@H](CCC(=O)O)C(=O)O)[C@@H](C(=O)O)N
• InChI: InChI=1S/C10H16N2O7/c11-5(9(16)17)1-3-7(13)12-6(10(18)19)2-4-8(14)15/h5-6H,1-4,11H2,(H,12,13)(H,14,15)(H,16,17)(H,18,19)/t5-,6-/m0/s1
• InChI Key: OWQDWQKWSLFFFR-WDSKDSINSA-N
• Popularity: 37 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: -4.30
• Atomic LogP (AlogP): -1.39
• H-Bond Acceptor: 5
• H-Bond Donor: 5
• Rotatable Bonds: 9

Synonyms

• gamma-Glutamylglutamate
• H-Gamma-Glu-Glu-OH
• G-Glu-Glu
• gamma-GLU-GLU
• gamma-glutamylglutamic acid
• (S)-2-((S)-4-Amino-4-carboxybutanamido)pentanedioic acid
• gamma-L-glutamyl-L-glutamic acid
• N-gamma-L-Glutamyl-L-glutamic acid
• (5-L-Glutamyl)-L-glutamate
• L-|A-Glutamyl-L-glutamic acid
• 6018KCN7X2
• (2S)-2-[[(4S)-4-amino-4-carboxybutanoyl]amino]pentanedioic acid
• gamma-l-glutamyl-l-glutamate
• (2~{S})-2-[[(4~{S})-4-azanyl-5-oxidanyl-5-oxidanylidene-pentanoyl]amino]pentanedioic acid
• EINECS 214-233-2
• gamma-L-Glu-L-Glu
• H-Glu(Glu-OH)-OH
• Gamma Glutamylglutamic acid
• 5-GLUTAMYL GLUTAMATE
• L--Glutamyl-L-glutamic acid
• SCHEMBL236257
• UNII-6018KCN7X2
• CHEBI:73705
• DTXSID20912237
• .gamma.-L-glutamyl-L-glutamic acid
• .GAMMA.-GLUTAMYLGLUTAMIC ACID
• MFCD00002630
• AKOS016014286
• AS-76975
• L-Glutamic acid, N-L-.gamma.-glutamyl-
• HY-118090
• L-.GAMMA.-GLUTAMYL-L-GLUTAMIC ACID
• CS-0065178
• L-GLUTAMIC ACID, L-.GAMMA.-GLUTAMYL-
• C05282
• N-(4-Amino-4-carboxybutanoyl)glutamic acid #
• GLUTAMIC ACID, N-L-.GAMMA.-GLUTAMYL-, L-
• Q27143983
• N-(4-Amino-4-carboxy-1-hydroxybutylidene)glutamic acid
• (2S)-2-[(4S)-4-amino-4-carboxybutanamido]pentanedioic acid
• KSN

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5563	55.63%
Caco-2	-	0.9193	91.93%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7430	74.30%
OATP2B1 inhibitior	-	0.8518	85.18%
OATP1B1 inhibitior	+	0.9479	94.79%
OATP1B3 inhibitior	+	0.9544	95.44%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9822	98.22%
BSEP inhibitior	-	0.9643	96.43%
P-glycoprotein inhibitior	-	0.9734	97.34%
P-glycoprotein substrate	-	0.9525	95.25%
CYP3A4 substrate	-	0.6579	65.79%
CYP2C9 substrate	-	0.6329	63.29%
CYP2D6 substrate	-	0.7783	77.83%
CYP3A4 inhibition	-	0.9066	90.66%
CYP2C9 inhibition	-	0.9677	96.77%
CYP2C19 inhibition	-	0.9710	97.10%
CYP2D6 inhibition	-	0.9517	95.17%
CYP1A2 inhibition	-	0.9702	97.02%
CYP2C8 inhibition	-	0.9823	98.23%
CYP inhibitory promiscuity	-	0.9955	99.55%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.7142	71.42%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9424	94.24%
Skin irritation	-	0.8959	89.59%
Skin corrosion	-	0.7922	79.22%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6249	62.49%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	+	0.5052	50.52%
skin sensitisation	-	0.9648	96.48%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	-	0.6000	60.00%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8361	83.61%
Acute Oral Toxicity (c)	IV	0.5444	54.44%
Estrogen receptor binding	+	0.5820	58.20%
Androgen receptor binding	-	0.8028	80.28%
Thyroid receptor binding	-	0.6919	69.19%
Glucocorticoid receptor binding	-	0.5296	52.96%
Aromatase binding	-	0.6596	65.96%
PPAR gamma	+	0.5495	54.95%
Honey bee toxicity	-	0.9471	94.71%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.8300	83.00%
Fish aquatic toxicity	-	0.8522	85.22%

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	99.33%	83.82%
CHEMBL236	P41143	Delta opioid receptor	96.36%	99.35%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.25%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	95.33%	90.20%
CHEMBL221	P23219	Cyclooxygenase-1	94.77%	90.17%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	93.69%	92.29%
CHEMBL2581	P07339	Cathepsin D	93.67%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.71%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.14%	91.11%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	86.99%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.55%	91.19%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.68%	90.71%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.31%	97.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.23%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.16%	94.45%
CHEMBL233	P35372	Mu opioid receptor	81.35%	97.93%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.88%	89.50%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	80.73%	82.86%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.23%	99.15%

Plants that contains it

• Vigna radiata

Cross-Links

• PubChem: 92865
• LOTUS: LTS0238260
• wikiData: Q27143983