5,2'-Dihydroxy-6,7,8,3'-tetramethoxy flavone

Details

• Internal ID: 01b9486b-24d9-42ab-a5f9-e46bc322237f
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 8-O-methylated flavonoids
• IUPAC Name: 5-hydroxy-2-(2-hydroxy-3-methoxyphenyl)-6,7,8-trimethoxychromen-4-one
• InChI: InChI=1S/C19H18O8/c1-23-11-7-5-6-9(14(11)21)12-8-10(20)13-15(22)17(24-2)19(26-4)18(25-3)16(13)27-12/h5-8,21-22H,1-4H3
• InChI Key: YMRJXXIGZWXVNA-UHFFFAOYSA-N
• Popularity: 5 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: 2.90
• Atomic LogP (AlogP): 2.91
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 5

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	+	0.7673	76.73%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7936	79.36%
OATP2B1 inhibitior	-	0.7191	71.91%
OATP1B1 inhibitior	+	0.9020	90.20%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5137	51.37%
P-glycoprotein inhibitior	+	0.8309	83.09%
P-glycoprotein substrate	-	0.6920	69.20%
CYP3A4 substrate	+	0.5540	55.40%
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	+	0.5978	59.78%
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	+	0.5889	58.89%
Skin irritation	-	0.7275	72.75%
Skin corrosion	-	0.9759	97.59%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7467	74.67%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.9511	95.11%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.5870	58.70%
Acute Oral Toxicity (c)	III	0.4741	47.41%
Estrogen receptor binding	+	0.9025	90.25%
Androgen receptor binding	+	0.7790	77.90%
Thyroid receptor binding	+	0.7450	74.50%
Glucocorticoid receptor binding	+	0.8232	82.32%
Aromatase binding	+	0.6445	64.45%
PPAR gamma	+	0.7338	73.38%
Honey bee toxicity	-	0.8752	87.52%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
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	97.31%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.78%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.82%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.45%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.12%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.72%	89.00%
CHEMBL2535	P11166	Glucose transporter	91.58%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.13%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.97%	99.17%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	85.92%	94.03%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.92%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	82.95%	94.73%
CHEMBL1255126	O15151	Protein Mdm4	81.70%	90.20%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	81.05%	98.11%
CHEMBL3194	P02766	Transthyretin	80.61%	90.71%
CHEMBL1907	P15144	Aminopeptidase N	80.44%	93.31%

Plants that contains it

• Scutellaria baicalensis

Cross-Links

• PubChem: 15896301
• LOTUS: LTS0033601
• wikiData: Q105350695