3-Hydroxy-5,7,8-trimethoxyflavone

Details

• Internal ID: 75799fbc-3394-41df-bb90-278295193d32
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > Flavonols
• IUPAC Name: 3-hydroxy-5,7,8-trimethoxy-2-phenylchromen-4-one
• SMILES (Canonical): COC1=CC(=C(C2=C1C(=O)C(=C(O2)C3=CC=CC=C3)O)OC)OC
• SMILES (Isomeric): COC1=CC(=C(C2=C1C(=O)C(=C(O2)C3=CC=CC=C3)O)OC)OC
• InChI: InChI=1S/C18H16O6/c1-21-11-9-12(22-2)17(23-3)18-13(11)14(19)15(20)16(24-18)10-7-5-4-6-8-10/h4-9,20H,1-3H3
• InChI Key: WAWJFYVZZGEXBU-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₆
• Molecular Weight: 328.30 g/mol
• Exact Mass: 328.09468823 g/mol
• Topological Polar Surface Area (TPSA): 74.20 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.19
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• 103393-10-8
• DTXSID50658070
• LMPK12113097
• 3-Hydroxy-5,7,8-trimethoxy-2-phenyl-4H-chromen-4-one
• 3-Hydroxy-5,7,8-trimethoxy-2-phenyl-4H-1-benzopyran-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9823	98.23%
Caco-2	+	0.8706	87.06%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7745	77.45%
OATP2B1 inhibitior	-	0.7226	72.26%
OATP1B1 inhibitior	+	0.9305	93.05%
OATP1B3 inhibitior	+	0.9817	98.17%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6268	62.68%
P-glycoprotein inhibitior	+	0.9047	90.47%
P-glycoprotein substrate	-	0.8599	85.99%
CYP3A4 substrate	-	0.5152	51.52%
CYP2C9 substrate	-	0.8382	83.82%
CYP2D6 substrate	-	0.7720	77.20%
CYP3A4 inhibition	-	0.5748	57.48%
CYP2C9 inhibition	-	0.8861	88.61%
CYP2C19 inhibition	+	0.5778	57.78%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	+	0.8530	85.30%
CYP2C8 inhibition	+	0.7667	76.67%
CYP inhibitory promiscuity	+	0.6103	61.03%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5716	57.16%
Eye corrosion	-	0.9793	97.93%
Eye irritation	+	0.6934	69.34%
Skin irritation	-	0.7150	71.50%
Skin corrosion	-	0.9836	98.36%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4942	49.42%
Micronuclear	+	0.8359	83.59%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.9504	95.04%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7517	75.17%
Acute Oral Toxicity (c)	II	0.4982	49.82%
Estrogen receptor binding	+	0.8521	85.21%
Androgen receptor binding	+	0.7342	73.42%
Thyroid receptor binding	+	0.6775	67.75%
Glucocorticoid receptor binding	+	0.8014	80.14%
Aromatase binding	+	0.6722	67.22%
PPAR gamma	+	0.7819	78.19%
Honey bee toxicity	-	0.8894	88.94%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5551	55.51%
Fish aquatic toxicity	+	0.8902	89.02%

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	98.98%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.90%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.67%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.16%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.08%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.46%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.87%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.39%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.84%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	85.40%	90.20%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.62%	99.15%

Plants that contains it

• Falconeria insignis

Cross-Links

• PubChem: 44259915
• LOTUS: LTS0067932
• wikiData: Q82573790