2-(3,5-Dibromo-4-Methoxyphenyl)Acetic Acid

Details

• Internal ID: ddace58c-4b37-424e-b8d7-1456ab73160f
• Taxonomy: Benzenoids > Phenol ethers > Anisoles
• IUPAC Name: 2-(3,5-dibromo-4-methoxyphenyl)acetic acid
• SMILES (Canonical): COC1=C(C=C(C=C1Br)CC(=O)O)Br
• SMILES (Isomeric): COC1=C(C=C(C=C1Br)CC(=O)O)Br
• InChI: InChI=1S/C9H8Br2O3/c1-14-9-6(10)2-5(3-7(9)11)4-8(12)13/h2-3H,4H2,1H3,(H,12,13)
• InChI Key: PXJNCNLURDNKJO-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₈Br₂O₃
• Molecular Weight: 323.97 g/mol
• Exact Mass: 323.88197 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.85
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• 3,5-dibromo-4-methoxy-phenylacetic acid
• 89936-29-8
• CHEMBL394119
• SCHEMBL7220499
• PXJNCNLURDNKJO-UHFFFAOYSA-N
• 3,5-Dibromo-4-methoxybenzeneacetic acid
• 3,5-Dibromo-4-methoxyphenyl acetic acid
• CS-0531319
• EN300-8886370
• Z1725937091

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9955	99.55%
Caco-2	+	0.6978	69.78%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8928	89.28%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8851	88.51%
OATP1B3 inhibitior	+	0.9612	96.12%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8200	82.00%
P-glycoprotein inhibitior	-	0.9713	97.13%
P-glycoprotein substrate	-	0.9753	97.53%
CYP3A4 substrate	-	0.7008	70.08%
CYP2C9 substrate	+	0.5641	56.41%
CYP2D6 substrate	-	0.7936	79.36%
CYP3A4 inhibition	-	0.9122	91.22%
CYP2C9 inhibition	-	0.8134	81.34%
CYP2C19 inhibition	-	0.8865	88.65%
CYP2D6 inhibition	-	0.9458	94.58%
CYP1A2 inhibition	-	0.7612	76.12%
CYP2C8 inhibition	-	0.8471	84.71%
CYP inhibitory promiscuity	-	0.8571	85.71%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6114	61.14%
Carcinogenicity (trinary)	Non-required	0.5055	50.55%
Eye corrosion	-	0.7811	78.11%
Eye irritation	+	0.9420	94.20%
Skin irritation	+	0.6610	66.10%
Skin corrosion	-	0.9695	96.95%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7268	72.68%
Micronuclear	-	0.5085	50.85%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.6960	69.60%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.8375	83.75%
Nephrotoxicity	-	0.9343	93.43%
Acute Oral Toxicity (c)	III	0.8403	84.03%
Estrogen receptor binding	-	0.6124	61.24%
Androgen receptor binding	-	0.7659	76.59%
Thyroid receptor binding	-	0.8191	81.91%
Glucocorticoid receptor binding	-	0.6054	60.54%
Aromatase binding	-	0.7182	71.82%
PPAR gamma	-	0.7041	70.41%
Honey bee toxicity	-	0.9705	97.05%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.7555	75.55%
Fish aquatic toxicity	+	0.9209	92.09%

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	95.76%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.20%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.55%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.52%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.91%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.91%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.65%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.54%	95.50%
CHEMBL4208	P20618	Proteasome component C5	83.04%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.68%	94.00%

Plants that contains it

• Elaphoglossum yungense
• Heptapleurum heptaphyllum
• Tribulus terrestris
• Zanthoxylum brachyacanthum

Cross-Links

• PubChem: 10734734
• NPASS: NPC116562
• LOTUS: LTS0086009
• wikiData: Q27138637