3,5-Dihydroxy-6,7,8,4'-tetramethoxyflavone

Details

• Internal ID: ebcc6727-835b-494e-9fc1-4620b6fb4070
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > Flavonols
• IUPAC Name: 3,5-dihydroxy-6,7,8-trimethoxy-2-(4-methoxyphenyl)chromen-4-one
• InChI: InChI=1S/C19H18O8/c1-23-10-7-5-9(6-8-10)15-14(22)12(20)11-13(21)17(24-2)19(26-4)18(25-3)16(11)27-15/h5-8,21-22H,1-4H3
• InChI Key: LKUYAIMLLHBGMN-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₈
• Molecular Weight: 374.30 g/mol
• Exact Mass: 374.10016753 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.91
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• LMPK12113316

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9711	97.11%
Caco-2	+	0.7417	74.17%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7936	79.36%
OATP2B1 inhibitior	-	0.7153	71.53%
OATP1B1 inhibitior	+	0.9212	92.12%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	+	0.8783	87.83%
P-glycoprotein substrate	-	0.8901	89.01%
CYP3A4 substrate	+	0.5200	52.00%
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	+	0.6014	60.14%
CYP inhibitory promiscuity	+	0.7231	72.31%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5851	58.51%
Eye corrosion	-	0.9825	98.25%
Eye irritation	-	0.6161	61.61%
Skin irritation	-	0.7275	72.75%
Skin corrosion	-	0.9759	97.59%
Ames mutagenesis	+	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4097	40.97%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.9511	95.11%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6540	65.40%
Acute Oral Toxicity (c)	III	0.4741	47.41%
Estrogen receptor binding	+	0.8527	85.27%
Androgen receptor binding	+	0.7480	74.80%
Thyroid receptor binding	+	0.7132	71.32%
Glucocorticoid receptor binding	+	0.8016	80.16%
Aromatase binding	+	0.7160	71.60%
PPAR gamma	+	0.7672	76.72%
Honey bee toxicity	-	0.9270	92.70%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
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	98.50%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.11%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.55%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.14%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.29%	94.45%
CHEMBL2581	P07339	Cathepsin D	89.25%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.16%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.93%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.46%	99.23%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	85.61%	81.11%
CHEMBL3401	O75469	Pregnane X receptor	85.24%	94.73%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	84.97%	85.30%
CHEMBL1907	P15144	Aminopeptidase N	81.09%	93.31%
CHEMBL1929	P47989	Xanthine dehydrogenase	80.70%	96.12%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	80.68%	95.64%
CHEMBL4208	P20618	Proteasome component C5	80.09%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10667107
• LOTUS: LTS0106718
• wikiData: Q105153294