5-Hydroxy-2-(2-hydroxy-6-methoxyphenyl)-6,7,8-trimethylchromen-4-one

Details

• Internal ID: 5863fd63-1eab-42e0-942d-8c3782392ac4
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 2-O-methylated flavonoids
• IUPAC Name: 5-hydroxy-2-(2-hydroxy-6-methoxyphenyl)-6,7,8-trimethylchromen-4-one
• InChI: InChI=1S/C19H18O5/c1-9-10(2)18(22)17-13(21)8-15(24-19(17)11(9)3)16-12(20)6-5-7-14(16)23-4/h5-8,20,22H,1-4H3
• InChI Key: GCMQWYARKXTZAQ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₅
• Molecular Weight: 326.30 g/mol
• Exact Mass: 326.11542367 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.81
• 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	+	0.9811	98.11%
Caco-2	+	0.7798	77.98%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8624	86.24%
OATP2B1 inhibitior	+	0.5655	56.55%
OATP1B1 inhibitior	+	0.8826	88.26%
OATP1B3 inhibitior	+	0.9655	96.55%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7018	70.18%
P-glycoprotein inhibitior	-	0.4914	49.14%
P-glycoprotein substrate	-	0.7895	78.95%
CYP3A4 substrate	+	0.5896	58.96%
CYP2C9 substrate	-	0.6360	63.60%
CYP2D6 substrate	-	0.8410	84.10%
CYP3A4 inhibition	-	0.7309	73.09%
CYP2C9 inhibition	-	0.5132	51.32%
CYP2C19 inhibition	+	0.7516	75.16%
CYP2D6 inhibition	-	0.8120	81.20%
CYP1A2 inhibition	+	0.9152	91.52%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	+	0.7741	77.41%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9413	94.13%
Carcinogenicity (trinary)	Non-required	0.5937	59.37%
Eye corrosion	-	0.9846	98.46%
Eye irritation	-	0.4821	48.21%
Skin irritation	-	0.7476	74.76%
Skin corrosion	-	0.9821	98.21%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5385	53.85%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.9685	96.85%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6478	64.78%
Acute Oral Toxicity (c)	III	0.5234	52.34%
Estrogen receptor binding	+	0.8705	87.05%
Androgen receptor binding	+	0.7696	76.96%
Thyroid receptor binding	+	0.6930	69.30%
Glucocorticoid receptor binding	+	0.7892	78.92%
Aromatase binding	+	0.7263	72.63%
PPAR gamma	+	0.8318	83.18%
Honey bee toxicity	-	0.8925	89.25%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9231	92.31%

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	98.01%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.10%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.65%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.89%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.34%	93.99%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.86%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.15%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.96%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	90.71%	94.73%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	87.72%	94.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.58%	99.23%
CHEMBL2535	P11166	Glucose transporter	86.54%	98.75%
CHEMBL3194	P02766	Transthyretin	86.27%	90.71%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.91%	93.65%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.06%	96.21%

Plants that contains it

• Scutellaria baicalensis

Cross-Links

• PubChem: 162904250
• LOTUS: LTS0005135
• wikiData: Q105006355