Quisqualic acid

Details

Top
Internal ID 23869b52-06e8-44cd-90ee-c0dafe0c0ece
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Alpha amino acids > L-alpha-amino acids
IUPAC Name (2S)-2-amino-3-(3,5-dioxo-1,2,4-oxadiazolidin-2-yl)propanoic acid
SMILES (Canonical) C(C(C(=O)O)N)N1C(=O)NC(=O)O1
SMILES (Isomeric) C([C@@H](C(=O)O)N)N1C(=O)NC(=O)O1
InChI InChI=1S/C5H7N3O5/c6-2(3(9)10)1-8-4(11)7-5(12)13-8/h2H,1,6H2,(H,9,10)(H,7,11,12)/t2-/m0/s1
InChI Key ASNFTDCKZKHJSW-REOHCLBHSA-N
Popularity 1,807 references in papers

Physical and Chemical Properties

Top
Molecular Formula C5H7N3O5
Molecular Weight 189.13 g/mol
Exact Mass 189.03857033 g/mol
Topological Polar Surface Area (TPSA) 122.00 Ų
XlogP -3.90
Atomic LogP (AlogP) -2.46
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

Top
Quisqualate
L-Quisqualic acid
52809-07-1
(+)-Quisqualic acid
(2S)-2-amino-3-(3,5-dioxo-1,2,4-oxadiazolidin-2-yl)propanoic acid
C5H7N3O5
[3H]quisqualate
UNII-8OC22C1B99
CHEBI:8734
CHEMBL168279
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

Top
2D Structure of Quisqualic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8239 82.39%
Caco-2 - 0.9250 92.50%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Mitochondria 0.4031 40.31%
OATP2B1 inhibitior - 0.8558 85.58%
OATP1B1 inhibitior + 0.9549 95.49%
OATP1B3 inhibitior + 0.9400 94.00%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior - 0.9403 94.03%
P-glycoprotein inhibitior - 0.9845 98.45%
P-glycoprotein substrate - 0.9569 95.69%
CYP3A4 substrate - 0.7329 73.29%
CYP2C9 substrate - 0.8002 80.02%
CYP2D6 substrate - 0.8576 85.76%
CYP3A4 inhibition + 0.6392 63.92%
CYP2C9 inhibition - 0.9070 90.70%
CYP2C19 inhibition - 0.9026 90.26%
CYP2D6 inhibition - 0.9231 92.31%
CYP1A2 inhibition - 0.9045 90.45%
CYP2C8 inhibition - 0.9749 97.49%
CYP inhibitory promiscuity - 0.9938 99.38%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.7700 77.00%
Carcinogenicity (trinary) Non-required 0.4165 41.65%
Eye corrosion - 0.9803 98.03%
Eye irritation - 0.8456 84.56%
Skin irritation - 0.7590 75.90%
Skin corrosion - 0.9271 92.71%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition - 0.8403 84.03%
Micronuclear + 0.8800 88.00%
Hepatotoxicity + 0.7250 72.50%
skin sensitisation - 0.8479 84.79%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.7969 79.69%
Acute Oral Toxicity (c) III 0.6176 61.76%
Estrogen receptor binding - 0.9108 91.08%
Androgen receptor binding - 0.8228 82.28%
Thyroid receptor binding - 0.7459 74.59%
Glucocorticoid receptor binding - 0.6298 62.98%
Aromatase binding - 0.7953 79.53%
PPAR gamma - 0.7625 76.25%
Honey bee toxicity - 0.9799 97.99%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity - 0.8600 86.00%
Fish aquatic toxicity - 0.5269 52.69%

Targets

Top

Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL1293237 P54132 Bloom syndrome protein 2.8 nM
Potency
via Super-PRED
CHEMBL3227 P41594 Metabotropic glutamate receptor 5 630 nM
EC50
via Super-PRED
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 10 nM
Potency
via Super-PRED
CHEMBL1075138 Q9NUW8 Tyrosyl-DNA phosphodiesterase 1 3.5 nM
Potency
via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL2581 P07339 Cathepsin D 92.83% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.23% 94.45%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 87.94% 86.92%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 84.93% 92.29%
CHEMBL4040 P28482 MAP kinase ERK2 84.30% 83.82%
CHEMBL255 P29275 Adenosine A2b receptor 82.55% 98.59%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 82.53% 95.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.81% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.06% 95.56%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 80.35% 97.21%

Plants that contains it

Top
Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
There are no matching plants.

Cross-Links

Top
PubChem 40539
NPASS NPC273037
ChEMBL CHEMBL279956
LOTUS LTS0171258
wikiData Q756551