3,5-Dihydroxy-7-methoxy-8-methylflavone

Details

• Internal ID: 8336bb10-b18c-448f-90e9-8b7ebcb57be2
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > Flavonols
• IUPAC Name: 3,5-dihydroxy-7-methoxy-8-methyl-2-phenylchromen-4-one
• SMILES (Canonical): CC1=C(C=C(C2=C1OC(=C(C2=O)O)C3=CC=CC=C3)O)OC
• SMILES (Isomeric): CC1=C(C=C(C2=C1OC(=C(C2=O)O)C3=CC=CC=C3)O)OC
• InChI: InChI=1S/C17H14O5/c1-9-12(21-2)8-11(18)13-14(19)15(20)17(22-16(9)13)10-6-4-3-5-7-10/h3-8,18,20H,1-2H3
• InChI Key: GUQALLQOMATJMW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₅
• Molecular Weight: 298.29 g/mol
• Exact Mass: 298.08412354 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.19
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• LMPK12111644

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9730	97.30%
Caco-2	+	0.5104	51.04%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8156	81.56%
OATP2B1 inhibitior	-	0.7060	70.60%
OATP1B1 inhibitior	+	0.9252	92.52%
OATP1B3 inhibitior	+	0.9738	97.38%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5293	52.93%
P-glycoprotein inhibitior	+	0.8010	80.10%
P-glycoprotein substrate	-	0.8593	85.93%
CYP3A4 substrate	+	0.5101	51.01%
CYP2C9 substrate	-	0.6360	63.60%
CYP2D6 substrate	-	0.8410	84.10%
CYP3A4 inhibition	-	0.5571	55.71%
CYP2C9 inhibition	+	0.7766	77.66%
CYP2C19 inhibition	+	0.8962	89.62%
CYP2D6 inhibition	-	0.7334	73.34%
CYP1A2 inhibition	+	0.8679	86.79%
CYP2C8 inhibition	+	0.7138	71.38%
CYP inhibitory promiscuity	+	0.7750	77.50%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6135	61.35%
Eye corrosion	-	0.9782	97.82%
Eye irritation	+	0.6608	66.08%
Skin irritation	-	0.6511	65.11%
Skin corrosion	-	0.9662	96.62%
Ames mutagenesis	+	0.5263	52.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.6992	69.92%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.9410	94.10%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6786	67.86%
Acute Oral Toxicity (c)	III	0.5602	56.02%
Estrogen receptor binding	+	0.8905	89.05%
Androgen receptor binding	+	0.7039	70.39%
Thyroid receptor binding	+	0.6364	63.64%
Glucocorticoid receptor binding	+	0.8720	87.20%
Aromatase binding	+	0.8682	86.82%
PPAR gamma	+	0.8338	83.38%
Honey bee toxicity	-	0.8820	88.20%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.8898	88.98%

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	99.33%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.99%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.98%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.87%	86.33%
CHEMBL2581	P07339	Cathepsin D	94.42%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.08%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.59%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.59%	95.50%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.41%	99.15%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.67%	93.99%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.90%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	82.49%	90.20%
CHEMBL3401	O75469	Pregnane X receptor	81.00%	94.73%
CHEMBL1287628	Q9Y5S8	NADPH oxidase 1	80.76%	95.48%

Plants that contains it

• Carthamus arborescens
• Cephalotaxus fortunei

Cross-Links

• PubChem: 21721925
• NPASS: NPC26734