5-Hydroxy-3,3',4',5',7,8-hexamethoxyflavone

Details

• Internal ID: d8041cac-85af-4295-8fb8-05cdf1156a32
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 8-O-methylated flavonoids
• IUPAC Name: 5-hydroxy-3,7,8-trimethoxy-2-(3,4,5-trimethoxyphenyl)chromen-4-one
• SMILES (Canonical): COC1=CC(=CC(=C1OC)OC)C2=C(C(=O)C3=C(O2)C(=C(C=C3O)OC)OC)OC
• SMILES (Isomeric): COC1=CC(=CC(=C1OC)OC)C2=C(C(=O)C3=C(O2)C(=C(C=C3O)OC)OC)OC
• InChI: InChI=1S/C21H22O9/c1-24-12-7-10(8-13(25-2)18(12)27-4)17-21(29-6)16(23)15-11(22)9-14(26-3)19(28-5)20(15)30-17/h7-9,22H,1-6H3
• InChI Key: YBWGYGWOYCKNFB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₉
• Molecular Weight: 418.40 g/mol
• Exact Mass: 418.12638228 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.22
• H-Bond Acceptor: 9
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

• LMPK12113281

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9823	98.23%
Caco-2	+	0.7490	74.90%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7745	77.45%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9500	95.00%
OATP1B3 inhibitior	+	0.9817	98.17%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.4594	45.94%
P-glycoprotein inhibitior	+	0.8379	83.79%
P-glycoprotein substrate	-	0.8725	87.25%
CYP3A4 substrate	-	0.5277	52.77%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
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	+	0.5435	54.35%
CYP inhibitory promiscuity	+	0.6103	61.03%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5716	57.16%
Eye corrosion	-	0.9793	97.93%
Eye irritation	+	0.5632	56.32%
Skin irritation	-	0.7150	71.50%
Skin corrosion	-	0.9836	98.36%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4730	47.30%
Micronuclear	+	0.8359	83.59%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.9504	95.04%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5866	58.66%
Acute Oral Toxicity (c)	II	0.4982	49.82%
Estrogen receptor binding	+	0.8868	88.68%
Androgen receptor binding	+	0.5788	57.88%
Thyroid receptor binding	+	0.6557	65.57%
Glucocorticoid receptor binding	+	0.8193	81.93%
Aromatase binding	+	0.7252	72.52%
PPAR gamma	+	0.7793	77.93%
Honey bee toxicity	-	0.8487	84.87%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5949	59.49%
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	97.46%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.26%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.74%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.99%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.41%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.37%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.31%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.45%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	82.85%	94.73%
CHEMBL2581	P07339	Cathepsin D	82.62%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.64%	99.15%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	80.99%	98.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.83%	99.23%
CHEMBL3194	P02766	Transthyretin	80.46%	90.71%

Plants that contains it

• Murraya paniculata

Cross-Links

• PubChem: 15382686
• LOTUS: LTS0014909
• wikiData: Q104201544