3,5,8-Trihydroxy-7-methoxy-6-methylflavone

Details

• Internal ID: 8b966bdc-cde6-4f74-9b7d-6a79f8d3081c
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > Flavonols
• IUPAC Name: 3,5,8-trihydroxy-7-methoxy-6-methyl-2-phenylchromen-4-one
• SMILES (Canonical): CC1=C(C2=C(C(=C1OC)O)OC(=C(C2=O)O)C3=CC=CC=C3)O
• SMILES (Isomeric): CC1=C(C2=C(C(=C1OC)O)OC(=C(C2=O)O)C3=CC=CC=C3)O
• InChI: InChI=1S/C17H14O6/c1-8-11(18)10-12(19)13(20)16(9-6-4-3-5-7-9)23-17(10)14(21)15(8)22-2/h3-7,18,20-21H,1-2H3
• InChI Key: RVLOIIGSNFSDSH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₆
• Molecular Weight: 314.29 g/mol
• Exact Mass: 314.07903816 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• LMPK12113084

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9730	97.30%
Caco-2	-	0.5539	55.39%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8156	81.56%
OATP2B1 inhibitior	-	0.7013	70.13%
OATP1B1 inhibitior	+	0.9182	91.82%
OATP1B3 inhibitior	+	0.9738	97.38%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7539	75.39%
P-glycoprotein inhibitior	+	0.7294	72.94%
P-glycoprotein substrate	-	0.8985	89.85%
CYP3A4 substrate	-	0.5148	51.48%
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	+	0.5906	59.06%
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	+	0.7107	71.07%
Skin irritation	-	0.6511	65.11%
Skin corrosion	-	0.9662	96.62%
Ames mutagenesis	+	0.5863	58.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.6785	67.85%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.9410	94.10%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6471	64.71%
Acute Oral Toxicity (c)	III	0.5602	56.02%
Estrogen receptor binding	+	0.6184	61.84%
Androgen receptor binding	+	0.5386	53.86%
Thyroid receptor binding	+	0.5527	55.27%
Glucocorticoid receptor binding	+	0.8100	81.00%
Aromatase binding	+	0.7470	74.70%
PPAR gamma	+	0.8144	81.44%
Honey bee toxicity	-	0.9043	90.43%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
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	98.20%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.82%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.06%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.68%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.94%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.50%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.54%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.17%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.83%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	80.70%	94.73%

Plants that contains it

• Carthamus arborescens
• Cephalotaxus fortunei

Cross-Links

• PubChem: 44259909
• NPASS: NPC257239