Arogenic acid

Details

• Internal ID: 81fa7311-83cc-4b6e-9f9a-397c9e9d80de
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Alpha amino acids
• IUPAC Name: 1-(2-amino-2-carboxyethyl)-4-hydroxycyclohexa-2,5-diene-1-carboxylic acid
• SMILES (Canonical): C1=CC(C=CC1O)(CC(C(=O)O)N)C(=O)O
• SMILES (Isomeric): C1=CC(C=CC1O)(CC(C(=O)O)N)C(=O)O
• InChI: InChI=1S/C10H13NO5/c11-7(8(13)14)5-10(9(15)16)3-1-6(12)2-4-10/h1-4,6-7,12H,5,11H2,(H,13,14)(H,15,16)
• InChI Key: MIEILDYWGANZNH-UHFFFAOYSA-N
• Popularity: 37 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₃NO₅
• Molecular Weight: 227.21 g/mol
• Exact Mass: 227.07937252 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: -3.10
• Atomic LogP (AlogP): -0.65
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

• 1-(2-amino-2-carboxyethyl)-4-hydroxycyclohexa-2,5-diene-1-carboxylic acid
• Arogenate
• SCHEMBL2813983
• SCHEMBL9885027
• CHEBI:21239
• MIEILDYWGANZNH-UHFFFAOYSA-N
• 1-carboxy-4-hydroxy-2,5-cyclohexadien-1-alanine
• Q27109381

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9690	96.90%
Caco-2	-	0.7935	79.35%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4508	45.08%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.9511	95.11%
OATP1B3 inhibitior	+	0.9551	95.51%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9703	97.03%
P-glycoprotein inhibitior	-	0.9857	98.57%
P-glycoprotein substrate	-	0.9378	93.78%
CYP3A4 substrate	-	0.6596	65.96%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.7862	78.62%
CYP3A4 inhibition	-	0.8500	85.00%
CYP2C9 inhibition	-	0.9645	96.45%
CYP2C19 inhibition	-	0.9354	93.54%
CYP2D6 inhibition	-	0.9596	95.96%
CYP1A2 inhibition	-	0.9673	96.73%
CYP2C8 inhibition	-	0.9511	95.11%
CYP inhibitory promiscuity	-	0.9933	99.33%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7111	71.11%
Carcinogenicity (trinary)	Non-required	0.6308	63.08%
Eye corrosion	-	0.9943	99.43%
Eye irritation	-	0.9341	93.41%
Skin irritation	-	0.7305	73.05%
Skin corrosion	-	0.8949	89.49%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9331	93.31%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	+	0.5870	58.70%
skin sensitisation	-	0.6793	67.93%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7745	77.45%
Acute Oral Toxicity (c)	III	0.6037	60.37%
Estrogen receptor binding	-	0.8540	85.40%
Androgen receptor binding	-	0.6036	60.36%
Thyroid receptor binding	-	0.8120	81.20%
Glucocorticoid receptor binding	-	0.4793	47.93%
Aromatase binding	-	0.7750	77.50%
PPAR gamma	-	0.7766	77.66%
Honey bee toxicity	-	0.8893	88.93%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.8800	88.00%
Fish aquatic toxicity	-	0.5767	57.67%

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	97.22%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	95.42%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.84%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	83.35%	83.82%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.21%	96.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 193887
• LOTUS: LTS0034339
• wikiData: Q27109381