3,5-Dihydroxy-7-methoxy-6,8-dimethylflavone

Details

• Internal ID: ffdd00a0-a48f-4315-8f48-2eae5011b4d7
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > Flavonols
• IUPAC Name: 3,5-dihydroxy-7-methoxy-6,8-dimethyl-2-phenylchromen-4-one
• SMILES (Canonical): CC1=C(C2=C(C(=C1OC)C)OC(=C(C2=O)O)C3=CC=CC=C3)O
• SMILES (Isomeric): CC1=C(C2=C(C(=C1OC)C)OC(=C(C2=O)O)C3=CC=CC=C3)O
• InChI: InChI=1S/C18H16O5/c1-9-13(19)12-14(20)15(21)18(11-7-5-4-6-8-11)23-17(12)10(2)16(9)22-3/h4-8,19,21H,1-3H3
• InChI Key: CGUDFRXQBUIDAP-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₅
• Molecular Weight: 312.30 g/mol
• Exact Mass: 312.09977361 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.50
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• LMPK12111647
• dihydroxy-7methoxy-6,8 dimethyl flavone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9711	97.11%
Caco-2	-	0.5728	57.28%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7936	79.36%
OATP2B1 inhibitior	-	0.7064	70.64%
OATP1B1 inhibitior	+	0.9144	91.44%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6123	61.23%
P-glycoprotein inhibitior	+	0.7871	78.71%
P-glycoprotein substrate	-	0.8982	89.82%
CYP3A4 substrate	-	0.5157	51.57%
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	+	0.6099	60.99%
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	+	0.7027	70.27%
Skin irritation	-	0.7275	72.75%
Skin corrosion	-	0.9759	97.59%
Ames mutagenesis	+	0.5909	59.09%
Human Ether-a-go-go-Related Gene inhibition	-	0.6530	65.30%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.9511	95.11%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6632	66.32%
Acute Oral Toxicity (c)	III	0.4741	47.41%
Estrogen receptor binding	+	0.7992	79.92%
Androgen receptor binding	+	0.5912	59.12%
Thyroid receptor binding	+	0.6214	62.14%
Glucocorticoid receptor binding	+	0.8420	84.20%
Aromatase binding	+	0.7886	78.86%
PPAR gamma	+	0.7868	78.68%
Honey bee toxicity	-	0.9128	91.28%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
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	98.36%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.44%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.40%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.79%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.21%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.27%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.93%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.17%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.83%	99.15%
CHEMBL3959	P16083	Quinone reductase 2	80.42%	89.49%

Plants that contains it

• Carthamus arborescens
• Cephalotaxus fortunei

Cross-Links

• PubChem: 44258732
• NPASS: NPC96670