4'-Hydroxy-5,6,7,3',5'-pentamethoxyflavone

Details

• Internal ID: ff64115b-6339-4e0a-9a21-6693dd74d257
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: 2-(4-hydroxy-3,5-dimethoxyphenyl)-5,6,7-trimethoxychromen-4-one
• SMILES (Canonical): COC1=CC(=CC(=C1O)OC)C2=CC(=O)C3=C(C(=C(C=C3O2)OC)OC)OC
• SMILES (Isomeric): COC1=CC(=CC(=C1O)OC)C2=CC(=O)C3=C(C(=C(C=C3O2)OC)OC)OC
• InChI: InChI=1S/C20H20O8/c1-23-14-6-10(7-15(24-2)18(14)22)12-8-11(21)17-13(28-12)9-16(25-3)19(26-4)20(17)27-5/h6-9,22H,1-5H3
• InChI Key: LRBNYMQUUAIWST-UHFFFAOYSA-N
• Popularity: 5 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: 2.70
• Atomic LogP (AlogP): 3.21
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

• 4'-Hydroxy-5,6,7,3',5'-pentamethoxyflavone
• LMPK12111280

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9823	98.23%
Caco-2	+	0.7677	76.77%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7745	77.45%
OATP2B1 inhibitior	-	0.8633	86.33%
OATP1B1 inhibitior	+	0.9038	90.38%
OATP1B3 inhibitior	+	0.9817	98.17%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.4603	46.03%
P-glycoprotein inhibitior	+	0.8021	80.21%
P-glycoprotein substrate	-	0.7576	75.76%
CYP3A4 substrate	+	0.5062	50.62%
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	+	0.6295	62.95%
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	+	0.5298	52.98%
Skin irritation	-	0.7150	71.50%
Skin corrosion	-	0.9836	98.36%
Ames mutagenesis	-	0.6464	64.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.7588	75.88%
Micronuclear	+	0.8359	83.59%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.9504	95.04%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8148	81.48%
Acute Oral Toxicity (c)	II	0.4982	49.82%
Estrogen receptor binding	+	0.8985	89.85%
Androgen receptor binding	+	0.7418	74.18%
Thyroid receptor binding	+	0.6707	67.07%
Glucocorticoid receptor binding	+	0.7836	78.36%
Aromatase binding	+	0.6248	62.48%
PPAR gamma	+	0.7752	77.52%
Honey bee toxicity	-	0.8423	84.23%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6049	60.49%
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	97.44%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.39%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.53%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.11%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.61%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.38%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.71%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.94%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	81.81%	94.73%
CHEMBL3194	P02766	Transthyretin	81.78%	90.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.71%	90.71%

Plants that contains it

• Ageratum conyzoides
• Blumea fistulosa

Cross-Links

• PubChem: 44258535
• LOTUS: LTS0219871
• wikiData: Q105156045