3,5,4'-Trihydroxy-6,7,8-trimethoxyflavone

Details

• Internal ID: 1230b43b-7761-478a-a37c-97743df77a7a
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > Flavonols
• IUPAC Name: 3,5-dihydroxy-2-(4-hydroxyphenyl)-6,7,8-trimethoxychromen-4-one
• InChI: InChI=1S/C18H16O8/c1-23-16-12(21)10-11(20)13(22)14(8-4-6-9(19)7-5-8)26-15(10)17(24-2)18(16)25-3/h4-7,19,21-22H,1-3H3
• InChI Key: YAUDEHLDMKRNPI-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₈
• Molecular Weight: 360.30 g/mol
• Exact Mass: 360.08451746 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.60
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• RefChem:91302
• 3,5-dihydroxy-2-(4-hydroxyphenyl)-6,7,8-trimethoxychromen-4-one
• 102487-40-1
• LMPK12113310

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9711	97.11%
Caco-2	+	0.5885	58.85%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7936	79.36%
OATP2B1 inhibitior	-	0.6933	69.33%
OATP1B1 inhibitior	+	0.8852	88.52%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.4577	45.77%
P-glycoprotein inhibitior	+	0.6818	68.18%
P-glycoprotein substrate	-	0.8166	81.66%
CYP3A4 substrate	+	0.5098	50.98%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
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	+	0.7696	76.96%
CYP inhibitory promiscuity	+	0.7231	72.31%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5851	58.51%
Eye corrosion	-	0.9825	98.25%
Eye irritation	+	0.5934	59.34%
Skin irritation	-	0.7275	72.75%
Skin corrosion	-	0.9759	97.59%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5917	59.17%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.5074	50.74%
skin sensitisation	-	0.9511	95.11%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.5720	57.20%
Acute Oral Toxicity (c)	III	0.4741	47.41%
Estrogen receptor binding	+	0.8152	81.52%
Androgen receptor binding	+	0.7325	73.25%
Thyroid receptor binding	+	0.6805	68.05%
Glucocorticoid receptor binding	+	0.8013	80.13%
Aromatase binding	+	0.6455	64.55%
PPAR gamma	+	0.7930	79.30%
Honey bee toxicity	-	0.8857	88.57%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
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	97.70%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.73%	94.00%
CHEMBL2581	P07339	Cathepsin D	92.51%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.46%	94.45%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	90.15%	95.64%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.02%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.33%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.59%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.60%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	85.79%	94.73%
CHEMBL242	Q92731	Estrogen receptor beta	84.25%	98.35%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.51%	99.15%

Plants that contains it

• Helichrysum stoechas

Cross-Links

• PubChem: 44260055
• LOTUS: LTS0251646
• wikiData: Q105345584