5,8,4'-Trihydroxy-3,7-dimethoxy-6-methylflavone

Details

• Internal ID: 7a645491-a5e1-4cfd-ba65-73ab0517bd18
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: 5,8-dihydroxy-2-(4-hydroxyphenyl)-3,7-dimethoxy-6-methylchromen-4-one
• SMILES (Canonical): CC1=C(C2=C(C(=C1OC)O)OC(=C(C2=O)OC)C3=CC=C(C=C3)O)O
• SMILES (Isomeric): CC1=C(C2=C(C(=C1OC)O)OC(=C(C2=O)OC)C3=CC=C(C=C3)O)O
• InChI: InChI=1S/C18H16O7/c1-8-12(20)11-13(21)18(24-3)16(9-4-6-10(19)7-5-9)25-17(11)14(22)15(8)23-2/h4-7,19-20,22H,1-3H3
• InChI Key: ZJGSVTMNZKYDRC-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₇
• Molecular Weight: 344.30 g/mol
• Exact Mass: 344.08960285 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.90
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• LMPK12113147

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9711	97.11%
Caco-2	+	0.6936	69.36%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7936	79.36%
OATP2B1 inhibitior	-	0.5680	56.80%
OATP1B1 inhibitior	+	0.8711	87.11%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	+	0.5723	57.23%
P-glycoprotein substrate	-	0.8608	86.08%
CYP3A4 substrate	+	0.5243	52.43%
CYP2C9 substrate	-	0.6360	63.60%
CYP2D6 substrate	-	0.8410	84.10%
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	+	0.7337	73.37%
CYP inhibitory promiscuity	+	0.7231	72.31%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5851	58.51%
Eye corrosion	-	0.9825	98.25%
Eye irritation	+	0.6551	65.51%
Skin irritation	-	0.7275	72.75%
Skin corrosion	-	0.9759	97.59%
Ames mutagenesis	+	0.5763	57.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.7033	70.33%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	+	0.5801	58.01%
skin sensitisation	-	0.9511	95.11%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.4517	45.17%
Acute Oral Toxicity (c)	III	0.4741	47.41%
Estrogen receptor binding	+	0.7318	73.18%
Androgen receptor binding	+	0.7296	72.96%
Thyroid receptor binding	+	0.5709	57.09%
Glucocorticoid receptor binding	+	0.8278	82.78%
Aromatase binding	+	0.6331	63.31%
PPAR gamma	+	0.8639	86.39%
Honey bee toxicity	-	0.8837	88.37%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
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	96.86%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.86%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.97%	94.45%
CHEMBL2581	P07339	Cathepsin D	90.93%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.21%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.55%	89.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	88.06%	95.64%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.50%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.43%	86.33%
CHEMBL242	Q92731	Estrogen receptor beta	84.45%	98.35%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.19%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	82.64%	94.73%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.48%	93.65%

Plants that contains it

• Picea neoveitchii

Cross-Links

• PubChem: 44259963
• LOTUS: LTS0241919
• wikiData: Q104921319