7-Hydroxy-5,6,8,3'-tetramethoxy-4',5'-methylenedioxyflavone

Details

• Internal ID: f169c2bb-b49b-454d-a505-b8c898c1c68d
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 8-O-methylated flavonoids
• IUPAC Name: 7-hydroxy-5,6,8-trimethoxy-2-(7-methoxy-1,3-benzodioxol-5-yl)chromen-4-one
• InChI: InChI=1S/C20H18O9/c1-23-12-5-9(6-13-16(12)28-8-27-13)11-7-10(21)14-17(24-2)19(25-3)15(22)20(26-4)18(14)29-11/h5-7,22H,8H2,1-4H3
• InChI Key: CGTBQRCRPZRVCN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₈O₉
• Molecular Weight: 402.40 g/mol
• Exact Mass: 402.09508215 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.93
• H-Bond Acceptor: 9
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• LMPK12111496

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9767	97.67%
Caco-2	+	0.7708	77.08%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7990	79.90%
OATP2B1 inhibitior	-	0.8652	86.52%
OATP1B1 inhibitior	+	0.9271	92.71%
OATP1B3 inhibitior	+	0.9066	90.66%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.6602	66.02%
P-glycoprotein inhibitior	+	0.7840	78.40%
P-glycoprotein substrate	-	0.7905	79.05%
CYP3A4 substrate	+	0.5638	56.38%
CYP2C9 substrate	-	0.8253	82.53%
CYP2D6 substrate	-	0.8058	80.58%
CYP3A4 inhibition	+	0.7856	78.56%
CYP2C9 inhibition	+	0.7468	74.68%
CYP2C19 inhibition	+	0.8079	80.79%
CYP2D6 inhibition	-	0.6624	66.24%
CYP1A2 inhibition	-	0.7556	75.56%
CYP2C8 inhibition	+	0.4662	46.62%
CYP inhibitory promiscuity	+	0.8012	80.12%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4579	45.79%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.7206	72.06%
Skin irritation	-	0.7856	78.56%
Skin corrosion	-	0.9728	97.28%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6520	65.20%
Micronuclear	+	0.8374	83.74%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8428	84.28%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.7032	70.32%
Acute Oral Toxicity (c)	III	0.4858	48.58%
Estrogen receptor binding	+	0.8921	89.21%
Androgen receptor binding	+	0.6244	62.44%
Thyroid receptor binding	+	0.7009	70.09%
Glucocorticoid receptor binding	+	0.8403	84.03%
Aromatase binding	+	0.7232	72.32%
PPAR gamma	+	0.7612	76.12%
Honey bee toxicity	-	0.6623	66.23%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6349	63.49%
Fish aquatic toxicity	+	0.9279	92.79%

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	98.57%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.03%	96.77%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.72%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.80%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.56%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.04%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.82%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.82%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.37%	93.99%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.97%	92.62%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	82.86%	82.67%
CHEMBL4208	P20618	Proteasome component C5	82.47%	90.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	82.19%	85.30%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.96%	99.23%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	80.31%	80.96%

Plants that contains it

• Ageratum tomentosum

Cross-Links

• PubChem: 14162686
• LOTUS: LTS0171246
• wikiData: Q104958155