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

Details

• Internal ID: a156492b-7b9c-4aec-aabe-dec85f8d8445
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 8-O-methylated flavonoids
• IUPAC Name: 5-hydroxy-2-(2-hydroxy-4-methoxyphenyl)-7,8-dimethoxychromen-4-one
• InChI: InChI=1S/C18H16O7/c1-22-9-4-5-10(11(19)6-9)14-7-12(20)16-13(21)8-15(23-2)17(24-3)18(16)25-14/h4-8,19,21H,1-3H3
• InChI Key: JHLWUVPNVREAIE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₇
• Molecular Weight: 344.30 g/mol
• Exact Mass: 344.08960285 g/mol
• Topological Polar Surface Area (TPSA): 94.50 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.90
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9711	97.11%
Caco-2	+	0.8198	81.98%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7936	79.36%
OATP2B1 inhibitior	-	0.7081	70.81%
OATP1B1 inhibitior	+	0.8840	88.40%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.4664	46.64%
P-glycoprotein inhibitior	+	0.8092	80.92%
P-glycoprotein substrate	-	0.7608	76.08%
CYP3A4 substrate	+	0.5627	56.27%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	-	0.7237	72.37%
CYP2C9 inhibition	-	0.6863	68.63%
CYP2C19 inhibition	+	0.6566	65.66%
CYP2D6 inhibition	-	0.8329	83.29%
CYP1A2 inhibition	+	0.8642	86.42%
CYP2C8 inhibition	+	0.5987	59.87%
CYP inhibitory promiscuity	+	0.7231	72.31%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5851	58.51%
Eye corrosion	-	0.9825	98.25%
Eye irritation	+	0.8117	81.17%
Skin irritation	-	0.7275	72.75%
Skin corrosion	-	0.9759	97.59%
Ames mutagenesis	-	0.5464	54.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.6838	68.38%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.9511	95.11%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6126	61.26%
Acute Oral Toxicity (c)	III	0.4741	47.41%
Estrogen receptor binding	+	0.8807	88.07%
Androgen receptor binding	+	0.8733	87.33%
Thyroid receptor binding	+	0.6998	69.98%
Glucocorticoid receptor binding	+	0.9056	90.56%
Aromatase binding	+	0.7202	72.02%
PPAR gamma	+	0.7677	76.77%
Honey bee toxicity	-	0.8357	83.57%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5949	59.49%
Fish aquatic toxicity	+	0.8969	89.69%

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	98.19%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.22%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.05%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.44%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.30%	99.17%
CHEMBL2581	P07339	Cathepsin D	90.60%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.54%	86.33%
CHEMBL4208	P20618	Proteasome component C5	90.10%	90.00%
CHEMBL3194	P02766	Transthyretin	89.93%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.86%	89.00%
CHEMBL1907	P15144	Aminopeptidase N	87.90%	93.31%
CHEMBL2535	P11166	Glucose transporter	87.82%	98.75%
CHEMBL1951	P21397	Monoamine oxidase A	87.09%	91.49%
CHEMBL242	Q92731	Estrogen receptor beta	85.60%	98.35%

Plants that contains it

• Limnophila heterophylla

Cross-Links

• PubChem: 100933132
• LOTUS: LTS0065580
• wikiData: Q105128078