6,2'-Dihydroxy-3,5,7,4',5'-pentamethoxyflavone

Details

• Internal ID: 4651e24e-bd1c-49c4-bda5-eb29fab434e8
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: 6-hydroxy-2-(2-hydroxy-4,5-dimethoxyphenyl)-3,5,7-trimethoxychromen-4-one
• SMILES (Canonical): COC1=C(C=C(C(=C1)C2=C(C(=O)C3=C(C(=C(C=C3O2)OC)O)OC)OC)O)OC
• SMILES (Isomeric): COC1=C(C=C(C(=C1)C2=C(C(=O)C3=C(C(=C(C=C3O2)OC)O)OC)OC)O)OC
• InChI: InChI=1S/C20H20O9/c1-24-11-6-9(10(21)7-12(11)25-2)18-20(28-5)17(23)15-13(29-18)8-14(26-3)16(22)19(15)27-4/h6-8,21-22H,1-5H3
• InChI Key: LCNXFXSKDDEUAY-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₉
• Molecular Weight: 404.40 g/mol
• Exact Mass: 404.11073221 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.91
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

• LMPK12113060

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9711	97.11%
Caco-2	+	0.6686	66.86%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7936	79.36%
OATP2B1 inhibitior	-	0.7191	71.91%
OATP1B1 inhibitior	+	0.8993	89.93%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.4671	46.71%
P-glycoprotein inhibitior	+	0.6845	68.45%
P-glycoprotein substrate	-	0.6834	68.34%
CYP3A4 substrate	+	0.5251	52.51%
CYP2C9 substrate	-	0.8382	83.82%
CYP2D6 substrate	-	0.7720	77.20%
CYP3A4 inhibition	-	0.7237	72.37%
CYP2C9 inhibition	-	0.6863	68.63%
CYP2C19 inhibition	+	0.6566	65.66%
CYP2D6 inhibition	-	0.8329	83.29%
CYP1A2 inhibition	+	0.8642	86.42%
CYP2C8 inhibition	+	0.5633	56.33%
CYP inhibitory promiscuity	+	0.7231	72.31%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5851	58.51%
Eye corrosion	-	0.9825	98.25%
Eye irritation	+	0.5479	54.79%
Skin irritation	-	0.7275	72.75%
Skin corrosion	-	0.9759	97.59%
Ames mutagenesis	+	0.5336	53.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.7232	72.32%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.9511	95.11%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8410	84.10%
Acute Oral Toxicity (c)	III	0.4741	47.41%
Estrogen receptor binding	+	0.8641	86.41%
Androgen receptor binding	+	0.6474	64.74%
Thyroid receptor binding	+	0.6229	62.29%
Glucocorticoid receptor binding	+	0.8141	81.41%
Aromatase binding	+	0.6857	68.57%
PPAR gamma	+	0.7722	77.22%
Honey bee toxicity	-	0.9054	90.54%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5949	59.49%
Fish aquatic toxicity	+	0.8969	89.69%

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	98.62%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.10%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.74%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.03%	86.33%
CHEMBL2581	P07339	Cathepsin D	90.73%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.47%	95.56%
CHEMBL3194	P02766	Transthyretin	88.82%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.42%	99.17%
CHEMBL2535	P11166	Glucose transporter	85.96%	98.75%
CHEMBL1951	P21397	Monoamine oxidase A	85.42%	91.49%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	83.70%	94.42%
CHEMBL4208	P20618	Proteasome component C5	81.91%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.42%	99.15%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.29%	80.78%

Plants that contains it

• Distemonanthus benthamianus

Cross-Links

• PubChem: 44259897
• LOTUS: LTS0231581
• wikiData: Q105149924