avenic acid A

Details

• Internal ID: 22cbf088-a4c5-4795-9535-c350b5de8567
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Amino acids and derivatives > Gamma amino acids and derivatives
• IUPAC Name: 4-[(1-carboxy-3-hydroxypropyl)amino]-2-[(3-carboxy-3-hydroxypropyl)amino]butanoic acid
• SMILES (Canonical): C(CNC(CCO)C(=O)O)C(C(=O)O)NCCC(C(=O)O)O
• SMILES (Isomeric): C(CNC(CCO)C(=O)O)C(C(=O)O)NCCC(C(=O)O)O
• InChI: InChI=1S/C12H22N2O8/c15-6-3-8(11(19)20)13-4-1-7(10(17)18)14-5-2-9(16)12(21)22/h7-9,13-16H,1-6H2,(H,17,18)(H,19,20)(H,21,22)
• InChI Key: QUKMQOBHQMWLLR-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₂₂N₂O₈
• Molecular Weight: 322.31 g/mol
• Exact Mass: 322.13761566 g/mol
• Topological Polar Surface Area (TPSA): 176.00 Ų
• XlogP: -6.60
• Atomic LogP (AlogP): -2.32
• H-Bond Acceptor: 7
• H-Bond Donor: 7
• Rotatable Bonds: 13

Synonyms

• 4-[(1-carboxy-3-hydroxypropyl)amino]-2-[(3-carboxy-3-hydroxypropyl)amino]butanoic acid
• 76224-57-2
• AVA
• CHEBI:22678
• Q27109488
• N-{3-carboxy-3-[(3-carboxy-3-hydroxypropyl)amino]propyl}homoserine
• N-[3-(3-Hydroxy-3-carboxypropylamino)-3-carboxypropyl]homoserine, 9CI

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8438	84.38%
Caco-2	-	0.8024	80.24%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7525	75.25%
OATP2B1 inhibitior	-	0.8490	84.90%
OATP1B1 inhibitior	+	0.9364	93.64%
OATP1B3 inhibitior	+	0.9202	92.02%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8598	85.98%
P-glycoprotein inhibitior	-	0.9186	91.86%
P-glycoprotein substrate	-	0.8898	88.98%
CYP3A4 substrate	-	0.6506	65.06%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.7587	75.87%
CYP3A4 inhibition	-	0.9557	95.57%
CYP2C9 inhibition	-	0.9321	93.21%
CYP2C19 inhibition	-	0.9281	92.81%
CYP2D6 inhibition	-	0.9556	95.56%
CYP1A2 inhibition	-	0.7356	73.56%
CYP2C8 inhibition	-	0.9856	98.56%
CYP inhibitory promiscuity	-	0.9864	98.64%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.7717	77.17%
Eye corrosion	-	0.9509	95.09%
Eye irritation	-	0.7283	72.83%
Skin irritation	-	0.8462	84.62%
Skin corrosion	-	0.9726	97.26%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5308	53.08%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	-	0.5789	57.89%
skin sensitisation	-	0.9207	92.07%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	-	0.7444	74.44%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.4817	48.17%
Acute Oral Toxicity (c)	IV	0.5101	51.01%
Estrogen receptor binding	+	0.5906	59.06%
Androgen receptor binding	-	0.5416	54.16%
Thyroid receptor binding	+	0.6696	66.96%
Glucocorticoid receptor binding	-	0.5858	58.58%
Aromatase binding	-	0.5283	52.83%
PPAR gamma	+	0.6248	62.48%
Honey bee toxicity	-	0.9364	93.64%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.8900	89.00%
Fish aquatic toxicity	-	0.8997	89.97%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.49%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.31%	99.17%
CHEMBL2581	P07339	Cathepsin D	90.34%	98.95%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	85.44%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	84.97%	90.17%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	82.69%	92.29%
CHEMBL340	P08684	Cytochrome P450 3A4	80.89%	91.19%

Plants that contains it

• Avena sativa

Cross-Links

• PubChem: 16070004
• LOTUS: LTS0209865
• wikiData: Q27109488