2-(2,4-Dihydroxyphenyl)-3,5,7-trihydroxy-6,8-bis(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one

Details

• Internal ID: d51382f4-2176-43dc-99a5-45aeca20dda5
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > 8-prenylated flavans > 8-prenylated flavanones
• IUPAC Name: 2-(2,4-dihydroxyphenyl)-3,5,7-trihydroxy-6,8-bis(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C25H28O7/c1-12(2)5-8-16-20(28)17(9-6-13(3)4)24-19(21(16)29)22(30)23(31)25(32-24)15-10-7-14(26)11-18(15)27/h5-7,10-11,23,25-29,31H,8-9H2,1-4H3
• InChI Key: GKENRJIRKFSNED-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₈O₇
• Molecular Weight: 440.50 g/mol
• Exact Mass: 440.18350323 g/mol
• Topological Polar Surface Area (TPSA): 127.00 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 4.20
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9884	98.84%
Caco-2	-	0.7108	71.08%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6485	64.85%
OATP2B1 inhibitior	-	0.7033	70.33%
OATP1B1 inhibitior	+	0.8188	81.88%
OATP1B3 inhibitior	+	0.9094	90.94%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7235	72.35%
P-glycoprotein inhibitior	+	0.6383	63.83%
P-glycoprotein substrate	-	0.6719	67.19%
CYP3A4 substrate	+	0.6034	60.34%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7858	78.58%
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	+	0.5000	50.00%
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	-	0.5482	54.82%
Skin irritation	-	0.7357	73.57%
Skin corrosion	-	0.9368	93.68%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6484	64.84%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.7483	74.83%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8070	80.70%
Acute Oral Toxicity (c)	III	0.6054	60.54%
Estrogen receptor binding	+	0.9070	90.70%
Androgen receptor binding	+	0.7219	72.19%
Thyroid receptor binding	+	0.6056	60.56%
Glucocorticoid receptor binding	+	0.8523	85.23%
Aromatase binding	+	0.5920	59.20%
PPAR gamma	+	0.8424	84.24%
Honey bee toxicity	-	0.8688	86.88%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
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	98.03%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.08%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	95.56%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	94.47%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.46%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.33%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.02%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.19%	94.45%
CHEMBL1929	P47989	Xanthine dehydrogenase	88.01%	96.12%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.30%	93.99%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.50%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.63%	99.17%
CHEMBL2535	P11166	Glucose transporter	82.79%	98.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.14%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.70%	96.09%

Plants that contains it

• Sophora flavescens

Cross-Links

• PubChem: 73829916
• LOTUS: LTS0117657
• wikiData: Q105009877