6-Hydroxy-2-(4-hydroxyphenyl)-7-methoxychromen-4-one

Details

• Internal ID: e1aaee7c-8223-4049-951b-7a6380f4b8c7
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: 6-hydroxy-2-(4-hydroxyphenyl)-7-methoxychromen-4-one
• InChI: InChI=1S/C16H12O5/c1-20-16-8-15-11(6-13(16)19)12(18)7-14(21-15)9-2-4-10(17)5-3-9/h2-8,17,19H,1H3
• InChI Key: YBXVFEFEBHKROY-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₅
• Molecular Weight: 284.26 g/mol
• Exact Mass: 284.06847348 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.88
• 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	+	0.9779	97.79%
Caco-2	+	0.8139	81.39%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8113	81.13%
OATP2B1 inhibitior	-	0.5808	58.08%
OATP1B1 inhibitior	+	0.9279	92.79%
OATP1B3 inhibitior	+	0.9877	98.77%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7010	70.10%
P-glycoprotein inhibitior	-	0.6382	63.82%
P-glycoprotein substrate	-	0.7761	77.61%
CYP3A4 substrate	+	0.5175	51.75%
CYP2C9 substrate	-	0.8382	83.82%
CYP2D6 substrate	-	0.7720	77.20%
CYP3A4 inhibition	-	0.6447	64.47%
CYP2C9 inhibition	+	0.8876	88.76%
CYP2C19 inhibition	+	0.9315	93.15%
CYP2D6 inhibition	-	0.8064	80.64%
CYP1A2 inhibition	+	0.9264	92.64%
CYP2C8 inhibition	+	0.7863	78.63%
CYP inhibitory promiscuity	+	0.7815	78.15%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5580	55.80%
Eye corrosion	-	0.9749	97.49%
Eye irritation	+	0.7530	75.30%
Skin irritation	-	0.5737	57.37%
Skin corrosion	-	0.9616	96.16%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7286	72.86%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	-	0.8532	85.32%
skin sensitisation	-	0.9457	94.57%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.6941	69.41%
Acute Oral Toxicity (c)	III	0.7641	76.41%
Estrogen receptor binding	+	0.8644	86.44%
Androgen receptor binding	+	0.9006	90.06%
Thyroid receptor binding	+	0.5536	55.36%
Glucocorticoid receptor binding	+	0.8956	89.56%
Aromatase binding	+	0.7955	79.55%
PPAR gamma	+	0.8785	87.85%
Honey bee toxicity	-	0.8603	86.03%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5849	58.49%
Fish aquatic toxicity	+	0.8637	86.37%

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	98.20%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.22%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.54%	94.00%
CHEMBL2581	P07339	Cathepsin D	94.77%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.08%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.10%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.10%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.50%	99.15%
CHEMBL3194	P02766	Transthyretin	86.95%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.28%	94.45%
CHEMBL242	Q92731	Estrogen receptor beta	85.57%	98.35%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.28%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.64%	90.71%
CHEMBL2535	P11166	Glucose transporter	82.36%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.25%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	80.37%	94.73%

Plants that contains it

• Gynerium sagittatum

Cross-Links

• PubChem: 71625126
• LOTUS: LTS0261335
• wikiData: Q105346113