5,6,2'-Trihydroxy-7,8-dimethoxyflavone

Details

• Internal ID: aa521af8-77a5-4a0e-95bf-ebeea6705506
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 8-O-methylated flavonoids
• IUPAC Name: 5,6-dihydroxy-2-(2-hydroxyphenyl)-7,8-dimethoxychromen-4-one
• SMILES (Canonical): COC1=C(C(=C2C(=O)C=C(OC2=C1OC)C3=CC=CC=C3O)O)O
• SMILES (Isomeric): COC1=C(C(=C2C(=O)C=C(OC2=C1OC)C3=CC=CC=C3O)O)O
• InChI: InChI=1S/C17H14O7/c1-22-16-14(21)13(20)12-10(19)7-11(24-15(12)17(16)23-2)8-5-3-4-6-9(8)18/h3-7,18,20-21H,1-2H3
• InChI Key: WNYGMOFSSVQQLA-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₇
• Molecular Weight: 330.29 g/mol
• Exact Mass: 330.07395278 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.59
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9497	94.97%
Caco-2	-	0.5316	53.16%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7985	79.85%
OATP2B1 inhibitior	-	0.5649	56.49%
OATP1B1 inhibitior	+	0.8752	87.52%
OATP1B3 inhibitior	+	0.9910	99.10%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6292	62.92%
P-glycoprotein inhibitior	+	0.6910	69.10%
P-glycoprotein substrate	-	0.8080	80.80%
CYP3A4 substrate	+	0.5248	52.48%
CYP2C9 substrate	-	0.6887	68.87%
CYP2D6 substrate	-	0.8370	83.70%
CYP3A4 inhibition	-	0.6426	64.26%
CYP2C9 inhibition	-	0.6061	60.61%
CYP2C19 inhibition	+	0.6079	60.79%
CYP2D6 inhibition	-	0.8565	85.65%
CYP1A2 inhibition	+	0.8621	86.21%
CYP2C8 inhibition	+	0.5313	53.13%
CYP inhibitory promiscuity	+	0.5928	59.28%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6148	61.48%
Eye corrosion	-	0.9795	97.95%
Eye irritation	+	0.8473	84.73%
Skin irritation	-	0.6593	65.93%
Skin corrosion	-	0.9509	95.09%
Ames mutagenesis	-	0.5464	54.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.6811	68.11%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.9292	92.92%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7293	72.93%
Acute Oral Toxicity (c)	III	0.5027	50.27%
Estrogen receptor binding	+	0.8450	84.50%
Androgen receptor binding	+	0.8289	82.89%
Thyroid receptor binding	+	0.6298	62.98%
Glucocorticoid receptor binding	+	0.8661	86.61%
Aromatase binding	+	0.6974	69.74%
PPAR gamma	+	0.7541	75.41%
Honey bee toxicity	-	0.8383	83.83%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9062	90.62%

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	98.80%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.04%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.95%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.83%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.00%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	89.10%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.31%	89.00%
CHEMBL2535	P11166	Glucose transporter	87.58%	98.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.25%	99.15%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	86.10%	83.57%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.05%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	83.86%	91.49%
CHEMBL3194	P02766	Transthyretin	82.01%	90.71%

Plants that contains it

• Scutellaria glabra
• Scutellaria grossa

Cross-Links

• PubChem: 15100720
• LOTUS: LTS0156127
• wikiData: Q105309364