7-Hydroxy-5,8,2'-trimethoxyflavone

Details

• Internal ID: 8f11b75e-3980-47bb-bdf7-d3f265bffe5e
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 8-O-methylated flavonoids
• IUPAC Name: 7-hydroxy-5,8-dimethoxy-2-(2-methoxyphenyl)chromen-4-one
• InChI: InChI=1S/C18H16O6/c1-21-13-7-5-4-6-10(13)14-8-11(19)16-15(22-2)9-12(20)17(23-3)18(16)24-14/h4-9,20H,1-3H3
• InChI Key: KUGNLDQXJCOXDB-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₆
• Molecular Weight: 328.30 g/mol
• Exact Mass: 328.09468823 g/mol
• Topological Polar Surface Area (TPSA): 74.20 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.19
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• RefChem:106157
• 7-hydroxy-5,8-dimethoxy-2-(2-methoxyphenyl)chromen-4-one
• 102273-92-7
• LMPK12111306

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9823	98.23%
Caco-2	+	0.8242	82.42%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7745	77.45%
OATP2B1 inhibitior	-	0.7250	72.50%
OATP1B1 inhibitior	+	0.9013	90.13%
OATP1B3 inhibitior	+	0.9817	98.17%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.4542	45.42%
P-glycoprotein inhibitior	+	0.8837	88.37%
P-glycoprotein substrate	-	0.7653	76.53%
CYP3A4 substrate	+	0.5455	54.55%
CYP2C9 substrate	-	0.8382	83.82%
CYP2D6 substrate	-	0.7720	77.20%
CYP3A4 inhibition	-	0.5748	57.48%
CYP2C9 inhibition	-	0.8861	88.61%
CYP2C19 inhibition	+	0.5778	57.78%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	+	0.8530	85.30%
CYP2C8 inhibition	+	0.4907	49.07%
CYP inhibitory promiscuity	+	0.6103	61.03%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5716	57.16%
Eye corrosion	-	0.9793	97.93%
Eye irritation	+	0.8196	81.96%
Skin irritation	-	0.7150	71.50%
Skin corrosion	-	0.9836	98.36%
Ames mutagenesis	-	0.5264	52.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.4438	44.38%
Micronuclear	+	0.8359	83.59%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.9504	95.04%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5449	54.49%
Acute Oral Toxicity (c)	II	0.4982	49.82%
Estrogen receptor binding	+	0.9100	91.00%
Androgen receptor binding	+	0.8116	81.16%
Thyroid receptor binding	+	0.6675	66.75%
Glucocorticoid receptor binding	+	0.7925	79.25%
Aromatase binding	+	0.8004	80.04%
PPAR gamma	+	0.7508	75.08%
Honey bee toxicity	-	0.7997	79.97%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.8902	89.02%

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	98.09%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.16%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.49%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.07%	94.00%
CHEMBL2535	P11166	Glucose transporter	91.90%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.73%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.75%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.18%	85.14%
CHEMBL3194	P02766	Transthyretin	85.34%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.18%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.17%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.22%	99.23%
CHEMBL1255126	O15151	Protein Mdm4	83.87%	90.20%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.93%	80.78%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.80%	95.50%

Plants that contains it

• Scutellaria discolor

Cross-Links

• PubChem: 21637563
• LOTUS: LTS0251167
• wikiData: Q105146135