3'-Bromo-6'-hydroxy-2',4,4'-trimethoxychalcone

Details

• Internal ID: 71d7cf61-a507-403c-91ff-3a87e77dcd0c
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxychalcones
• IUPAC Name: (E)-1-(3-bromo-6-hydroxy-2,4-dimethoxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one
• InChI: InChI=1S/C18H17BrO5/c1-22-12-7-4-11(5-8-12)6-9-13(20)16-14(21)10-15(23-2)17(19)18(16)24-3/h4-10,21H,1-3H3/b9-6+
• InChI Key: PNMLJMWWFUWWKQ-RMKNXTFCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₇BrO₅
• Molecular Weight: 393.20 g/mol
• Exact Mass: 392.02594 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.08
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

• LMPK12120312

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9947	99.47%
Caco-2	+	0.8388	83.88%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8315	83.15%
OATP2B1 inhibitior	-	0.8600	86.00%
OATP1B1 inhibitior	+	0.9281	92.81%
OATP1B3 inhibitior	+	0.9544	95.44%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.5836	58.36%
P-glycoprotein inhibitior	+	0.7228	72.28%
P-glycoprotein substrate	-	0.9247	92.47%
CYP3A4 substrate	+	0.5066	50.66%
CYP2C9 substrate	-	0.6171	61.71%
CYP2D6 substrate	-	0.8361	83.61%
CYP3A4 inhibition	-	0.5243	52.43%
CYP2C9 inhibition	-	0.6930	69.30%
CYP2C19 inhibition	+	0.7301	73.01%
CYP2D6 inhibition	-	0.9041	90.41%
CYP1A2 inhibition	+	0.7536	75.36%
CYP2C8 inhibition	+	0.7229	72.29%
CYP inhibitory promiscuity	+	0.7872	78.72%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.5957	59.57%
Carcinogenicity (trinary)	Danger	0.5323	53.23%
Eye corrosion	-	0.9663	96.63%
Eye irritation	+	0.5277	52.77%
Skin irritation	-	0.7691	76.91%
Skin corrosion	-	0.9862	98.62%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4917	49.17%
Micronuclear	+	0.5781	57.81%
Hepatotoxicity	+	0.5908	59.08%
skin sensitisation	-	0.8560	85.60%
Respiratory toxicity	-	0.8222	82.22%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.7039	70.39%
Acute Oral Toxicity (c)	III	0.5861	58.61%
Estrogen receptor binding	+	0.9005	90.05%
Androgen receptor binding	+	0.8049	80.49%
Thyroid receptor binding	+	0.7417	74.17%
Glucocorticoid receptor binding	+	0.7407	74.07%
Aromatase binding	+	0.7551	75.51%
PPAR gamma	+	0.8100	81.00%
Honey bee toxicity	-	0.9059	90.59%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9973	99.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.10%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.82%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.28%	96.00%
CHEMBL4208	P20618	Proteasome component C5	94.09%	90.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.51%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.35%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.64%	96.09%
CHEMBL3194	P02766	Transthyretin	89.78%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.47%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.95%	99.15%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.83%	95.50%
CHEMBL2535	P11166	Glucose transporter	86.18%	98.75%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.63%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.09%	89.00%
CHEMBL1907599	P05556	Integrin alpha-4/beta-1	80.37%	92.86%

Plants that contains it

• Garcinia nervosa

Cross-Links

• PubChem: 11111982
• LOTUS: LTS0263122
• wikiData: Q76416664