6-Hydroxy-7-methoxy-2-(4-methoxyphenyl)chromen-4-one

Details

• Internal ID: 0c8e34e0-fdfd-4445-95ef-3c45f6c8a805
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: 6-hydroxy-7-methoxy-2-(4-methoxyphenyl)chromen-4-one
• InChI: InChI=1S/C17H14O5/c1-20-11-5-3-10(4-6-11)15-8-13(18)12-7-14(19)17(21-2)9-16(12)22-15/h3-9,19H,1-2H3
• InChI Key: JWQGCYVTRVFBAT-UHFFFAOYSA-N
• Popularity: 3 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): 65.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.18
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9840	98.40%
Caco-2	+	0.8973	89.73%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7878	78.78%
OATP2B1 inhibitior	-	0.5851	58.51%
OATP1B1 inhibitior	+	0.9359	93.59%
OATP1B3 inhibitior	+	0.9891	98.91%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6142	61.42%
P-glycoprotein inhibitior	+	0.7070	70.70%
P-glycoprotein substrate	-	0.8553	85.53%
CYP3A4 substrate	+	0.5273	52.73%
CYP2C9 substrate	-	0.8382	83.82%
CYP2D6 substrate	-	0.7720	77.20%
CYP3A4 inhibition	+	0.6118	61.18%
CYP2C9 inhibition	+	0.5166	51.66%
CYP2C19 inhibition	+	0.8658	86.58%
CYP2D6 inhibition	-	0.8590	85.90%
CYP1A2 inhibition	+	0.8456	84.56%
CYP2C8 inhibition	+	0.6303	63.03%
CYP inhibitory promiscuity	+	0.6777	67.77%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5969	59.69%
Eye corrosion	-	0.9735	97.35%
Eye irritation	+	0.6520	65.20%
Skin irritation	-	0.6296	62.96%
Skin corrosion	-	0.9794	97.94%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5772	57.72%
Micronuclear	+	0.8959	89.59%
Hepatotoxicity	-	0.9010	90.10%
skin sensitisation	-	0.9380	93.80%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7646	76.46%
Acute Oral Toxicity (c)	III	0.5284	52.84%
Estrogen receptor binding	+	0.9220	92.20%
Androgen receptor binding	+	0.9000	90.00%
Thyroid receptor binding	+	0.6515	65.15%
Glucocorticoid receptor binding	+	0.8483	84.83%
Aromatase binding	+	0.8698	86.98%
PPAR gamma	+	0.8605	86.05%
Honey bee toxicity	-	0.9079	90.79%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5649	56.49%
Fish aquatic toxicity	+	0.8830	88.30%

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	98.83%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.46%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.88%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.36%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.96%	99.15%
CHEMBL2581	P07339	Cathepsin D	92.41%	98.95%
CHEMBL1907	P15144	Aminopeptidase N	92.32%	93.31%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.84%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.09%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.75%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.27%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.08%	99.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.74%	93.99%
CHEMBL2535	P11166	Glucose transporter	81.45%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.04%	94.45%
CHEMBL4208	P20618	Proteasome component C5	80.51%	90.00%

Plants that contains it

• Gynerium sagittatum

Cross-Links

• PubChem: 91289468
• LOTUS: LTS0061196
• wikiData: Q105136292