3-bromo-5-hydroxy-O-methyltyrosine

Details

• Internal ID: 0288602e-ee43-404c-b859-5519e0caae16
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Phenylalanine and derivatives
• IUPAC Name: (2S)-2-amino-3-(3-bromo-5-hydroxy-4-methoxyphenyl)propanoic acid
• SMILES (Canonical): COC1=C(C=C(C=C1Br)CC(C(=O)O)N)O
• SMILES (Isomeric): COC1=C(C=C(C=C1Br)C[C@@H](C(=O)O)N)O
• InChI: InChI=1S/C10H12BrNO4/c1-16-9-6(11)2-5(4-8(9)13)3-7(12)10(14)15/h2,4,7,13H,3,12H2,1H3,(H,14,15)/t7-/m0/s1
• InChI Key: UGJKNPLWDTUBEB-ZETCQYMHSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₂BrNO₄
• Molecular Weight: 290.11 g/mol
• Exact Mass: 288.99497 g/mol
• Topological Polar Surface Area (TPSA): 92.80 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): 1.12
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9531	95.31%
Caco-2	+	0.5897	58.97%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4526	45.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9306	93.06%
OATP1B3 inhibitior	+	0.9474	94.74%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.4944	49.44%
P-glycoprotein inhibitior	-	0.9899	98.99%
P-glycoprotein substrate	-	0.9281	92.81%
CYP3A4 substrate	-	0.6385	63.85%
CYP2C9 substrate	-	0.8075	80.75%
CYP2D6 substrate	-	0.7016	70.16%
CYP3A4 inhibition	-	0.7885	78.85%
CYP2C9 inhibition	-	0.8400	84.00%
CYP2C19 inhibition	-	0.8638	86.38%
CYP2D6 inhibition	-	0.9161	91.61%
CYP1A2 inhibition	-	0.7857	78.57%
CYP2C8 inhibition	-	0.7016	70.16%
CYP inhibitory promiscuity	-	0.8843	88.43%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.5344	53.44%
Carcinogenicity (trinary)	Non-required	0.5616	56.16%
Eye corrosion	-	0.9873	98.73%
Eye irritation	+	0.5481	54.81%
Skin irritation	-	0.7887	78.87%
Skin corrosion	-	0.9420	94.20%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4421	44.21%
Micronuclear	+	0.6833	68.33%
Hepatotoxicity	-	0.5731	57.31%
skin sensitisation	-	0.7871	78.71%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.9281	92.81%
Acute Oral Toxicity (c)	III	0.7333	73.33%
Estrogen receptor binding	-	0.8387	83.87%
Androgen receptor binding	-	0.7069	70.69%
Thyroid receptor binding	-	0.6571	65.71%
Glucocorticoid receptor binding	-	0.7852	78.52%
Aromatase binding	-	0.8859	88.59%
PPAR gamma	-	0.5562	55.62%
Honey bee toxicity	-	0.9354	93.54%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.7946	79.46%

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	98.22%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.89%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.21%	99.17%
CHEMBL2581	P07339	Cathepsin D	92.86%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.86%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.78%	96.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.86%	99.15%
CHEMBL1255126	O15151	Protein Mdm4	87.02%	90.20%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.50%	95.50%
CHEMBL4208	P20618	Proteasome component C5	83.07%	90.00%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	82.96%	92.29%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.06%	97.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.58%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.29%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 16115979
• LOTUS: LTS0236515
• wikiData: Q105272395