6,8-Diprenylkaempferol

Details

• Internal ID: 038e93ab-2854-43f6-8fd3-a7150f005f63
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > 8-prenylated flavones
• IUPAC Name: 3,5,7-trihydroxy-2-(4-hydroxyphenyl)-6,8-bis(3-methylbut-2-enyl)chromen-4-one
• InChI: InChI=1S/C25H26O6/c1-13(2)5-11-17-20(27)18(12-6-14(3)4)25-19(21(17)28)22(29)23(30)24(31-25)15-7-9-16(26)10-8-15/h5-10,26-28,30H,11-12H2,1-4H3
• InChI Key: HKKPHUAEOHCSKC-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₆O₆
• Molecular Weight: 422.50 g/mol
• Exact Mass: 422.17293854 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 6.40
• Atomic LogP (AlogP): 5.30
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

• 3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-6,8-bis(3-methyl-2-butenyl)-4H-1-benzopyran-4-one
• CHEMBL516427
• LMPK12111988
• NSC721159
• NSC-721159

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9884	98.84%
Caco-2	-	0.6487	64.87%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6485	64.85%
OATP2B1 inhibitior	+	0.5775	57.75%
OATP1B1 inhibitior	+	0.8342	83.42%
OATP1B3 inhibitior	+	0.9094	90.94%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9332	93.32%
P-glycoprotein inhibitior	+	0.7105	71.05%
P-glycoprotein substrate	-	0.7001	70.01%
CYP3A4 substrate	+	0.5317	53.17%
CYP2C9 substrate	-	0.5755	57.55%
CYP2D6 substrate	-	0.8328	83.28%
CYP3A4 inhibition	-	0.7737	77.37%
CYP2C9 inhibition	+	0.8731	87.31%
CYP2C19 inhibition	+	0.8689	86.89%
CYP2D6 inhibition	-	0.7461	74.61%
CYP1A2 inhibition	+	0.7584	75.84%
CYP2C8 inhibition	+	0.6353	63.53%
CYP inhibitory promiscuity	+	0.8911	89.11%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7317	73.17%
Eye corrosion	-	0.9898	98.98%
Eye irritation	+	0.5723	57.23%
Skin irritation	-	0.7357	73.57%
Skin corrosion	-	0.9368	93.68%
Ames mutagenesis	+	0.5663	56.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.6957	69.57%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.5927	59.27%
skin sensitisation	-	0.7483	74.83%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.5358	53.58%
Acute Oral Toxicity (c)	III	0.6054	60.54%
Estrogen receptor binding	+	0.9298	92.98%
Androgen receptor binding	+	0.8237	82.37%
Thyroid receptor binding	+	0.6657	66.57%
Glucocorticoid receptor binding	+	0.8706	87.06%
Aromatase binding	+	0.7437	74.37%
PPAR gamma	+	0.9357	93.57%
Honey bee toxicity	-	0.8447	84.47%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9958	99.58%

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	98.38%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.96%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	94.35%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.46%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.20%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.99%	86.33%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	86.94%	95.64%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.34%	94.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.60%	91.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.31%	95.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.15%	89.34%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.80%	97.28%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.82%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 1849
• NPASS: NPC190637
• LOTUS: LTS0203470
• wikiData: Q105029715