5-Hydroxy-3,7,8,2',4'-pentamethoxyflavone

Details

• Internal ID: 198c82dd-7b90-4f0c-959d-b348725792ca
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 8-O-methylated flavonoids
• IUPAC Name: 2-(2,4-dimethoxyphenyl)-5-hydroxy-3,7,8-trimethoxychromen-4-one
• InChI: InChI=1S/C20H20O8/c1-23-10-6-7-11(13(8-10)24-2)17-20(27-5)16(22)15-12(21)9-14(25-3)18(26-4)19(15)28-17/h6-9,21H,1-5H3
• InChI Key: FBJCVZIHMLYYSL-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₈
• Molecular Weight: 388.40 g/mol
• Exact Mass: 388.11581759 g/mol
• Topological Polar Surface Area (TPSA): 92.70 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.21
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

• LMPK12113285

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9823	98.23%
Caco-2	+	0.7946	79.46%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7745	77.45%
OATP2B1 inhibitior	-	0.8613	86.13%
OATP1B1 inhibitior	+	0.9233	92.33%
OATP1B3 inhibitior	+	0.9817	98.17%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6913	69.13%
P-glycoprotein inhibitior	+	0.8476	84.76%
P-glycoprotein substrate	-	0.7987	79.87%
CYP3A4 substrate	+	0.5444	54.44%
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	+	0.5748	57.48%
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	+	0.6752	67.52%
Skin irritation	-	0.7150	71.50%
Skin corrosion	-	0.9836	98.36%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6002	60.02%
Micronuclear	+	0.8359	83.59%
Hepatotoxicity	+	0.5065	50.65%
skin sensitisation	-	0.9504	95.04%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.4593	45.93%
Acute Oral Toxicity (c)	II	0.4982	49.82%
Estrogen receptor binding	+	0.8531	85.31%
Androgen receptor binding	+	0.7576	75.76%
Thyroid receptor binding	+	0.6622	66.22%
Glucocorticoid receptor binding	+	0.8236	82.36%
Aromatase binding	+	0.7103	71.03%
PPAR gamma	+	0.8039	80.39%
Honey bee toxicity	-	0.8986	89.86%
Biodegradation	-	0.7250	72.50%
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	99.02%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.94%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.13%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.01%	99.15%
CHEMBL4208	P20618	Proteasome component C5	91.86%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.79%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.48%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.80%	89.00%
CHEMBL2535	P11166	Glucose transporter	88.15%	98.75%
CHEMBL2581	P07339	Cathepsin D	87.17%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	86.34%	91.49%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	83.10%	94.42%
CHEMBL1907	P15144	Aminopeptidase N	82.70%	93.31%
CHEMBL3194	P02766	Transthyretin	82.59%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.75%	99.23%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.12%	80.78%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	80.05%	96.86%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 44260041
• LOTUS: LTS0129770
• wikiData: Q104992693