1-(4,5-Dihydroxy-2,2-dimethyl-3,4-dihydrochromen-6-yl)-3-phenylprop-2-en-1-one

Details

• Internal ID: 13a43ac3-76ee-4ec1-a3b9-925e7044dc95
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxychalcones
• IUPAC Name: 1-(4,5-dihydroxy-2,2-dimethyl-3,4-dihydrochromen-6-yl)-3-phenylprop-2-en-1-one
• InChI: InChI=1S/C20H20O4/c1-20(2)12-16(22)18-17(24-20)11-9-14(19(18)23)15(21)10-8-13-6-4-3-5-7-13/h3-11,16,22-23H,12H2,1-2H3
• InChI Key: WGATWLYKDWFFRI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₄
• Molecular Weight: 324.40 g/mol
• Exact Mass: 324.13615911 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.88
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9728	97.28%
Caco-2	+	0.6292	62.92%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6235	62.35%
OATP2B1 inhibitior	-	0.7191	71.91%
OATP1B1 inhibitior	+	0.8925	89.25%
OATP1B3 inhibitior	+	0.9834	98.34%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7980	79.80%
P-glycoprotein inhibitior	-	0.5501	55.01%
P-glycoprotein substrate	-	0.8395	83.95%
CYP3A4 substrate	+	0.5324	53.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8224	82.24%
CYP3A4 inhibition	+	0.7703	77.03%
CYP2C9 inhibition	+	0.5322	53.22%
CYP2C19 inhibition	+	0.5215	52.15%
CYP2D6 inhibition	-	0.6460	64.60%
CYP1A2 inhibition	+	0.7788	77.88%
CYP2C8 inhibition	+	0.6283	62.83%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5477	54.77%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.5336	53.36%
Skin irritation	-	0.7013	70.13%
Skin corrosion	-	0.8838	88.38%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5277	52.77%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.6731	67.31%
skin sensitisation	-	0.7206	72.06%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.6145	61.45%
Acute Oral Toxicity (c)	III	0.3961	39.61%
Estrogen receptor binding	+	0.9019	90.19%
Androgen receptor binding	+	0.8559	85.59%
Thyroid receptor binding	+	0.6233	62.33%
Glucocorticoid receptor binding	+	0.7288	72.88%
Aromatase binding	+	0.7087	70.87%
PPAR gamma	+	0.8369	83.69%
Honey bee toxicity	-	0.8889	88.89%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9686	96.86%

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	98.79%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.82%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.13%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.31%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	92.58%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.51%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.17%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.08%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.53%	99.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.43%	96.00%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	82.03%	89.44%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.34%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.98%	97.09%
CHEMBL5028	O14672	ADAM10	80.59%	97.50%

Plants that contains it

• Dorstenia mannii

Cross-Links

• PubChem: 162900704
• LOTUS: LTS0216027
• wikiData: Q105304296