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

Details

• Internal ID: cfa46361-57f5-455d-bd32-36f434fbc6d5
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: 2-(5-hydroxy-2,4-dimethoxyphenyl)-3,5,7-trimethoxychromen-4-one
• InChI: InChI=1S/C20H20O8/c1-23-10-6-15(26-4)17-16(7-10)28-19(20(27-5)18(17)22)11-8-12(21)14(25-3)9-13(11)24-2/h6-9,21H,1-5H3
• InChI Key: FEPHVCACIOGMKO-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: 2.90
• Atomic LogP (AlogP): 3.21
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

• RefChem:100815
• 2-(5-hydroxy-2,4-dimethoxyphenyl)-3,5,7-trimethoxychromen-4-one
• 129554-05-8
• LMPK12112529

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9823	98.23%
Caco-2	+	0.8029	80.29%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7745	77.45%
OATP2B1 inhibitior	-	0.7208	72.08%
OATP1B1 inhibitior	+	0.9116	91.16%
OATP1B3 inhibitior	+	0.9817	98.17%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6234	62.34%
P-glycoprotein inhibitior	+	0.8174	81.74%
P-glycoprotein substrate	-	0.8548	85.48%
CYP3A4 substrate	+	0.5237	52.37%
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	+	0.5789	57.89%
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	+	0.6477	64.77%
Skin irritation	-	0.7150	71.50%
Skin corrosion	-	0.9836	98.36%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6098	60.98%
Micronuclear	+	0.8359	83.59%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.9504	95.04%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6957	69.57%
Acute Oral Toxicity (c)	II	0.4982	49.82%
Estrogen receptor binding	+	0.8624	86.24%
Androgen receptor binding	+	0.6927	69.27%
Thyroid receptor binding	+	0.6291	62.91%
Glucocorticoid receptor binding	+	0.6967	69.67%
Aromatase binding	+	0.6461	64.61%
PPAR gamma	+	0.8324	83.24%
Honey bee toxicity	-	0.8863	88.63%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5049	50.49%
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	98.34%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.35%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.76%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.07%	99.15%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.61%	85.14%
CHEMBL2535	P11166	Glucose transporter	88.71%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.17%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.92%	89.00%
CHEMBL4208	P20618	Proteasome component C5	85.87%	90.00%
CHEMBL2581	P07339	Cathepsin D	85.29%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.35%	99.23%
CHEMBL3194	P02766	Transthyretin	83.93%	90.71%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	83.62%	94.42%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.23%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	80.17%	94.73%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.01%	80.78%

Plants that contains it

• Distemonanthus benthamianus

Cross-Links

• PubChem: 14630682
• LOTUS: LTS0199162
• wikiData: Q104994113