7,3',4'-Trihydroxy-3,8-dimethoxyflavone

Details

• Internal ID: f7fec0b2-0ae0-4161-b353-8751b7ab9b94
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 8-O-methylated flavonoids
• IUPAC Name: 2-(3,4-dihydroxyphenyl)-7-hydroxy-3,8-dimethoxychromen-4-one
• InChI: InChI=1S/C17H14O7/c1-22-16-11(19)6-4-9-13(21)17(23-2)14(24-15(9)16)8-3-5-10(18)12(20)7-8/h3-7,18-20H,1-2H3
• InChI Key: LLXQONIKJLTKCF-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₇
• Molecular Weight: 330.29 g/mol
• Exact Mass: 330.07395278 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.59
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• SCHEMBL28963475
• CHEBI:69452
• DTXSID501157669
• LMPK12111608
• 38510-52-0
• Q27137788
• 2-(3,4-dihydroxyphenyl)-7-hydroxy-3,8-dimethoxy-4H-chromen-4-one
• 2-(3,4-Dihydroxyphenyl)-7-hydroxy-3,8-dimethoxy-4H-1-benzopyran-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9497	94.97%
Caco-2	+	0.5610	56.10%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7985	79.85%
OATP2B1 inhibitior	+	0.5661	56.61%
OATP1B1 inhibitior	+	0.9707	97.07%
OATP1B3 inhibitior	+	0.9910	99.10%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6065	60.65%
P-glycoprotein inhibitior	-	0.6147	61.47%
P-glycoprotein substrate	-	0.8897	88.97%
CYP3A4 substrate	-	0.5074	50.74%
CYP2C9 substrate	-	0.8397	83.97%
CYP2D6 substrate	-	0.7876	78.76%
CYP3A4 inhibition	-	0.6426	64.26%
CYP2C9 inhibition	-	0.6061	60.61%
CYP2C19 inhibition	+	0.6079	60.79%
CYP2D6 inhibition	-	0.8565	85.65%
CYP1A2 inhibition	+	0.8621	86.21%
CYP2C8 inhibition	+	0.6512	65.12%
CYP inhibitory promiscuity	+	0.5928	59.28%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6148	61.48%
Eye corrosion	-	0.9795	97.95%
Eye irritation	+	0.6928	69.28%
Skin irritation	-	0.6593	65.93%
Skin corrosion	-	0.9509	95.09%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5997	59.97%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.9292	92.92%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6947	69.47%
Acute Oral Toxicity (c)	III	0.5027	50.27%
Estrogen receptor binding	+	0.8937	89.37%
Androgen receptor binding	+	0.8398	83.98%
Thyroid receptor binding	-	0.5326	53.26%
Glucocorticoid receptor binding	+	0.8836	88.36%
Aromatase binding	+	0.8002	80.02%
PPAR gamma	+	0.7138	71.38%
Honey bee toxicity	-	0.8775	87.75%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9062	90.62%

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	99.51%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.91%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.28%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.31%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.73%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.30%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.16%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.42%	86.33%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	87.62%	80.78%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.02%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	82.82%	94.73%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.76%	93.65%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.01%	99.17%

Plants that contains it

• Acacia kempeana

Cross-Links

• PubChem: 44258704
• NPASS: NPC113704
• LOTUS: LTS0123335
• wikiData: Q27137788