5,7-Dihydroxy-6-methoxy-2-(4-methylphenyl)chromen-4-one

Details

• Internal ID: 37795ac3-1cce-436d-bb90-1ba42653ec3f
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 6-O-methylated flavonoids
• IUPAC Name: 5,7-dihydroxy-6-methoxy-2-(4-methylphenyl)chromen-4-one
• InChI: InChI=1S/C17H14O5/c1-9-3-5-10(6-4-9)13-7-11(18)15-14(22-13)8-12(19)17(21-2)16(15)20/h3-8,19-20H,1-2H3
• InChI Key: KYDJXCOQYUPOKW-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₅
• Molecular Weight: 298.29 g/mol
• Exact Mass: 298.08412354 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.19
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9440	94.40%
Caco-2	+	0.6847	68.47%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6642	66.42%
OATP2B1 inhibitior	-	0.7043	70.43%
OATP1B1 inhibitior	+	0.9267	92.67%
OATP1B3 inhibitior	+	0.9261	92.61%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	+	0.7905	79.05%
P-glycoprotein substrate	-	0.9404	94.04%
CYP3A4 substrate	+	0.5264	52.64%
CYP2C9 substrate	-	0.6360	63.60%
CYP2D6 substrate	-	0.8410	84.10%
CYP3A4 inhibition	+	0.7817	78.17%
CYP2C9 inhibition	+	0.6258	62.58%
CYP2C19 inhibition	+	0.8187	81.87%
CYP2D6 inhibition	-	0.6249	62.49%
CYP1A2 inhibition	+	0.8668	86.68%
CYP2C8 inhibition	+	0.5869	58.69%
CYP inhibitory promiscuity	+	0.8459	84.59%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6581	65.81%
Eye corrosion	-	0.9779	97.79%
Eye irritation	+	0.6756	67.56%
Skin irritation	-	0.6522	65.22%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5080	50.80%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	+	0.5425	54.25%
skin sensitisation	-	0.9222	92.22%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8615	86.15%
Acute Oral Toxicity (c)	III	0.5920	59.20%
Estrogen receptor binding	+	0.9349	93.49%
Androgen receptor binding	+	0.8609	86.09%
Thyroid receptor binding	+	0.6808	68.08%
Glucocorticoid receptor binding	+	0.8843	88.43%
Aromatase binding	+	0.7483	74.83%
PPAR gamma	+	0.8858	88.58%
Honey bee toxicity	-	0.8685	86.85%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8636	86.36%

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	98.48%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.96%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.20%	94.00%
CHEMBL2581	P07339	Cathepsin D	93.76%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.73%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.65%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.83%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.16%	86.33%
CHEMBL3194	P02766	Transthyretin	87.48%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	86.93%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.78%	94.45%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	85.16%	93.65%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	82.22%	81.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.84%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.56%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	80.41%	91.49%

Plants that contains it

• Arnica acaulis

Cross-Links

• PubChem: 162876810
• LOTUS: LTS0020978
• wikiData: Q105147670