8,4'-Dihydroxy-7,3',5'-trimethoxyflavone

Details

• Internal ID: dce0b47c-38ff-43c4-99ed-4f80857eeb32
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: 8-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-7-methoxychromen-4-one
• InChI: InChI=1S/C18H16O7/c1-22-12-5-4-10-11(19)8-13(25-18(10)17(12)21)9-6-14(23-2)16(20)15(7-9)24-3/h4-8,20-21H,1-3H3
• InChI Key: XUMUDXAWKVBTOI-UHFFFAOYSA-N
• Popularity: 6 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: 2.40
• 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	+	0.7441	74.41%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7936	79.36%
OATP2B1 inhibitior	-	0.5741	57.41%
OATP1B1 inhibitior	+	0.9273	92.73%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5712	57.12%
P-glycoprotein inhibitior	+	0.7471	74.71%
P-glycoprotein substrate	-	0.6187	61.87%
CYP3A4 substrate	+	0.5212	52.12%
CYP2C9 substrate	-	0.8382	83.82%
CYP2D6 substrate	-	0.7720	77.20%
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	+	0.6408	64.08%
CYP inhibitory promiscuity	+	0.7231	72.31%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5851	58.51%
Eye corrosion	-	0.9825	98.25%
Eye irritation	+	0.5731	57.31%
Skin irritation	-	0.7275	72.75%
Skin corrosion	-	0.9759	97.59%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8279	82.79%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.5833	58.33%
skin sensitisation	-	0.9511	95.11%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7305	73.05%
Acute Oral Toxicity (c)	III	0.4741	47.41%
Estrogen receptor binding	+	0.8858	88.58%
Androgen receptor binding	+	0.7997	79.97%
Thyroid receptor binding	+	0.6311	63.11%
Glucocorticoid receptor binding	+	0.8183	81.83%
Aromatase binding	+	0.6893	68.93%
PPAR gamma	+	0.8046	80.46%
Honey bee toxicity	-	0.9111	91.11%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6049	60.49%
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	98.11%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.41%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.72%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.64%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.90%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.39%	86.33%
CHEMBL1255126	O15151	Protein Mdm4	86.22%	90.20%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	85.79%	98.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.43%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.03%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	85.01%	91.49%
CHEMBL3194	P02766	Transthyretin	83.72%	90.71%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	81.46%	98.21%

Plants that contains it

• Muntingia calabura

Cross-Links

• PubChem: 102169932
• LOTUS: LTS0174464
• wikiData: Q105342416