(-)-7-Bromo-6-hydroxy-2-(4-hydroxy-4-methylpentyl)-2-methylchroman-4-one

Details

• Internal ID: 4098ec56-eef1-4fe4-b8d8-bfb78ec06ffe
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 7-bromo-6-hydroxy-2-(4-hydroxy-4-methylpentyl)-2-methyl-3H-chromen-4-one
• InChI: InChI=1S/C16H21BrO4/c1-15(2,20)5-4-6-16(3)9-13(19)10-7-12(18)11(17)8-14(10)21-16/h7-8,18,20H,4-6,9H2,1-3H3
• InChI Key: QZDDHLKGAQQTLO-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₁BrO₄
• Molecular Weight: 357.24 g/mol
• Exact Mass: 356.06232 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.82
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• 413597-29-2
• PBQ1
• CHEMBL4063209
• BDBM93132

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9900	99.00%
Caco-2	+	0.7060	70.60%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6959	69.59%
OATP2B1 inhibitior	-	0.8591	85.91%
OATP1B1 inhibitior	+	0.8765	87.65%
OATP1B3 inhibitior	+	0.9247	92.47%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.7614	76.14%
P-glycoprotein inhibitior	-	0.9182	91.82%
P-glycoprotein substrate	-	0.7843	78.43%
CYP3A4 substrate	+	0.5706	57.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7359	73.59%
CYP3A4 inhibition	-	0.7452	74.52%
CYP2C9 inhibition	-	0.6880	68.80%
CYP2C19 inhibition	-	0.8427	84.27%
CYP2D6 inhibition	-	0.9083	90.83%
CYP1A2 inhibition	-	0.6289	62.89%
CYP2C8 inhibition	-	0.7290	72.90%
CYP inhibitory promiscuity	-	0.8010	80.10%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8482	84.82%
Carcinogenicity (trinary)	Non-required	0.6246	62.46%
Eye corrosion	-	0.9898	98.98%
Eye irritation	+	0.5632	56.32%
Skin irritation	-	0.7089	70.89%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6863	68.63%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5767	57.67%
skin sensitisation	-	0.8305	83.05%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.4550	45.50%
Acute Oral Toxicity (c)	III	0.5073	50.73%
Estrogen receptor binding	+	0.8528	85.28%
Androgen receptor binding	-	0.6559	65.59%
Thyroid receptor binding	+	0.6918	69.18%
Glucocorticoid receptor binding	+	0.7221	72.21%
Aromatase binding	+	0.6560	65.60%
PPAR gamma	+	0.8041	80.41%
Honey bee toxicity	-	0.9053	90.53%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9945	99.45%

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	99.46%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.76%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.86%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.27%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.98%	96.09%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	91.68%	90.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.00%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.95%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	86.39%	94.73%
CHEMBL4208	P20618	Proteasome component C5	85.24%	90.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.22%	97.25%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	83.74%	80.78%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.69%	92.94%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.49%	92.88%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.41%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11024725
• LOTUS: LTS0068195
• wikiData: Q105231858