3-(3,4-Dihydroxyphenyl)-1-(5-hydroxy-2,2-dimethyl-3,4-dihydrochromen-6-yl)prop-2-en-1-one

Details

• Internal ID: 0316dc7e-b08d-40d4-9fd2-dc63aa68654a
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxychalcones
• IUPAC Name: 3-(3,4-dihydroxyphenyl)-1-(5-hydroxy-2,2-dimethyl-3,4-dihydrochromen-6-yl)prop-2-en-1-one
• InChI: InChI=1S/C20H20O5/c1-20(2)10-9-14-18(25-20)8-5-13(19(14)24)15(21)6-3-12-4-7-16(22)17(23)11-12/h3-8,11,22-24H,9-10H2,1-2H3
• InChI Key: RHPWNQNFQVSRFS-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₅
• Molecular Weight: 340.40 g/mol
• Exact Mass: 340.13107373 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.80
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9668	96.68%
Caco-2	+	0.6956	69.56%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7692	76.92%
OATP2B1 inhibitior	-	0.5706	57.06%
OATP1B1 inhibitior	+	0.9351	93.51%
OATP1B3 inhibitior	+	0.9775	97.75%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8571	85.71%
BSEP inhibitior	+	0.5913	59.13%
P-glycoprotein inhibitior	-	0.5815	58.15%
P-glycoprotein substrate	-	0.9002	90.02%
CYP3A4 substrate	+	0.5504	55.04%
CYP2C9 substrate	-	0.8035	80.35%
CYP2D6 substrate	-	0.8347	83.47%
CYP3A4 inhibition	-	0.6473	64.73%
CYP2C9 inhibition	-	0.7020	70.20%
CYP2C19 inhibition	-	0.6025	60.25%
CYP2D6 inhibition	-	0.7639	76.39%
CYP1A2 inhibition	+	0.8318	83.18%
CYP2C8 inhibition	+	0.5954	59.54%
CYP inhibitory promiscuity	-	0.8357	83.57%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9910	99.10%
Eye irritation	+	0.5764	57.64%
Skin irritation	-	0.6693	66.93%
Skin corrosion	-	0.8582	85.82%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5116	51.16%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.5584	55.84%
skin sensitisation	-	0.7494	74.94%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.8111	81.11%
Acute Oral Toxicity (c)	III	0.6374	63.74%
Estrogen receptor binding	+	0.8951	89.51%
Androgen receptor binding	+	0.8506	85.06%
Thyroid receptor binding	+	0.6796	67.96%
Glucocorticoid receptor binding	+	0.8256	82.56%
Aromatase binding	+	0.8211	82.11%
PPAR gamma	+	0.8383	83.83%
Honey bee toxicity	-	0.8707	87.07%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9844	98.44%

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	99.86%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.83%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.43%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.88%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.75%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	91.29%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.82%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.21%	98.95%
CHEMBL4208	P20618	Proteasome component C5	85.53%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.28%	95.50%
CHEMBL3194	P02766	Transthyretin	84.93%	90.71%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.19%	91.71%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.17%	93.40%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.57%	100.00%

Plants that contains it

• Erythrina mildbraedii

Cross-Links

• PubChem: 76515726
• LOTUS: LTS0056368
• wikiData: Q105236571