6-Hydroxykaempferol 3,5,7-trimethyl ether

Details

• Internal ID: 5eae531e-1680-46e1-9059-6ea8306ea64f
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: 6-hydroxy-2-(4-hydroxyphenyl)-3,5,7-trimethoxychromen-4-one
• SMILES (Canonical): COC1=C(C(=C2C(=C1)OC(=C(C2=O)OC)C3=CC=C(C=C3)O)OC)O
• SMILES (Isomeric): COC1=C(C(=C2C(=C1)OC(=C(C2=O)OC)C3=CC=C(C=C3)O)OC)O
• InChI: InChI=1S/C18H16O7/c1-22-12-8-11-13(17(23-2)14(12)20)15(21)18(24-3)16(25-11)9-4-6-10(19)7-5-9/h4-8,19-20H,1-3H3
• InChI Key: WLYCTTJGVRMXFW-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₇
• Molecular Weight: 344.30 g/mol
• Exact Mass: 344.08960285 g/mol
• Topological Polar Surface Area (TPSA): 94.40 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.90
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• LMPK12112873
• 6,4'-dihydroxy-3,5,7-trimethoxyflavone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9711	97.11%
Caco-2	+	0.6142	61.42%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7936	79.36%
OATP2B1 inhibitior	-	0.5760	57.60%
OATP1B1 inhibitior	+	0.8970	89.70%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5320	53.20%
P-glycoprotein inhibitior	+	0.6986	69.86%
P-glycoprotein substrate	-	0.6689	66.89%
CYP3A4 substrate	+	0.5448	54.48%
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	+	0.8767	87.67%
CYP inhibitory promiscuity	+	0.7231	72.31%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5851	58.51%
Eye corrosion	-	0.9825	98.25%
Eye irritation	+	0.5890	58.90%
Skin irritation	-	0.7275	72.75%
Skin corrosion	-	0.9759	97.59%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6982	69.82%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.9511	95.11%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7792	77.92%
Acute Oral Toxicity (c)	III	0.4741	47.41%
Estrogen receptor binding	+	0.7971	79.71%
Androgen receptor binding	+	0.8563	85.63%
Thyroid receptor binding	+	0.5903	59.03%
Glucocorticoid receptor binding	+	0.7936	79.36%
Aromatase binding	+	0.6099	60.99%
PPAR gamma	+	0.8632	86.32%
Honey bee toxicity	-	0.8721	87.21%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5149	51.49%
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	98.55%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.33%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.80%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.34%	86.33%
CHEMBL2581	P07339	Cathepsin D	93.12%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.26%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.08%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.12%	99.17%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	87.45%	95.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.22%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.57%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.51%	99.15%
CHEMBL3194	P02766	Transthyretin	82.23%	90.71%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.38%	95.78%

Plants that contains it

• Chiliadenus candicans

Cross-Links

• PubChem: 14376219
• LOTUS: LTS0106041
• wikiData: Q105308333