5-Hydroxy-3,6,7,2',4',5'-hexamethoxyflavone

Details

• Internal ID: dcbee50f-5466-4903-89df-4fe03f73d0de
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: 5-hydroxy-3,6,7-trimethoxy-2-(2,4,5-trimethoxyphenyl)chromen-4-one
• SMILES (Canonical): COC1=CC(=C(C=C1C2=C(C(=O)C3=C(C(=C(C=C3O2)OC)OC)O)OC)OC)OC
• SMILES (Isomeric): COC1=CC(=C(C=C1C2=C(C(=O)C3=C(C(=C(C=C3O2)OC)OC)O)OC)OC)OC
• InChI: InChI=1S/C21H22O9/c1-24-11-8-13(26-3)12(25-2)7-10(11)19-21(29-6)18(23)16-14(30-19)9-15(27-4)20(28-5)17(16)22/h7-9,22H,1-6H3
• InChI Key: JCDWUNUFICKNAT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₉
• Molecular Weight: 418.40 g/mol
• Exact Mass: 418.12638228 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.22
• H-Bond Acceptor: 9
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

• CHEBI:166622
• LMPK12113065
• 5-hydroxy-3,6,7-trimethoxy-2-(2,4,5-trimethoxyphenyl)chromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9823	98.23%
Caco-2	+	0.7971	79.71%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7745	77.45%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8808	88.08%
OATP1B3 inhibitior	+	0.9817	98.17%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7776	77.76%
P-glycoprotein inhibitior	+	0.8627	86.27%
P-glycoprotein substrate	-	0.6955	69.55%
CYP3A4 substrate	+	0.5295	52.95%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
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	+	0.6645	66.45%
CYP inhibitory promiscuity	+	0.6103	61.03%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5716	57.16%
Eye corrosion	-	0.9793	97.93%
Eye irritation	-	0.6370	63.70%
Skin irritation	-	0.7150	71.50%
Skin corrosion	-	0.9836	98.36%
Ames mutagenesis	-	0.5464	54.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.4575	45.75%
Micronuclear	+	0.8359	83.59%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.9504	95.04%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8289	82.89%
Acute Oral Toxicity (c)	II	0.4982	49.82%
Estrogen receptor binding	+	0.8876	88.76%
Androgen receptor binding	+	0.6142	61.42%
Thyroid receptor binding	+	0.6839	68.39%
Glucocorticoid receptor binding	+	0.7376	73.76%
Aromatase binding	+	0.7541	75.41%
PPAR gamma	+	0.7996	79.96%
Honey bee toxicity	-	0.8709	87.09%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5449	54.49%
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	97.00%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.28%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.04%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.48%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.72%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.00%	99.17%
CHEMBL2535	P11166	Glucose transporter	86.36%	98.75%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	86.32%	94.42%
CHEMBL2581	P07339	Cathepsin D	85.91%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.09%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.72%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	80.48%	94.73%

Plants that contains it

• Acanthostyles buniifolius

Cross-Links

• PubChem: 44259901
• LOTUS: LTS0096801
• wikiData: Q105124745