1-(5-Hydroxy-2,2-dimethylchromen-6-yl)-3-phenylprop-2-en-1-one

Details

• Internal ID: 6496f841-393b-4140-bfe2-8459b27526dc
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxychalcones
• IUPAC Name: 1-(5-hydroxy-2,2-dimethylchromen-6-yl)-3-phenylprop-2-en-1-one
• SMILES (Canonical): CC1(C=CC2=C(O1)C=CC(=C2O)C(=O)C=CC3=CC=CC=C3)C
• SMILES (Isomeric): CC1(C=CC2=C(O1)C=CC(=C2O)C(=O)C=CC3=CC=CC=C3)C
• InChI: InChI=1S/C20H18O3/c1-20(2)13-12-16-18(23-20)11-9-15(19(16)22)17(21)10-8-14-6-4-3-5-7-14/h3-13,22H,1-2H3
• InChI Key: UEXPKLJRGIWQBF-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₈O₃
• Molecular Weight: 306.40 g/mol
• Exact Mass: 306.125594432 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.47
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9967	99.67%
Caco-2	+	0.7118	71.18%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7948	79.48%
OATP2B1 inhibitior	-	0.7182	71.82%
OATP1B1 inhibitior	+	0.8898	88.98%
OATP1B3 inhibitior	+	0.9933	99.33%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8995	89.95%
P-glycoprotein inhibitior	+	0.6130	61.30%
P-glycoprotein substrate	-	0.8248	82.48%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.7983	79.83%
CYP2D6 substrate	-	0.8506	85.06%
CYP3A4 inhibition	-	0.6456	64.56%
CYP2C9 inhibition	+	0.6216	62.16%
CYP2C19 inhibition	+	0.7733	77.33%
CYP2D6 inhibition	-	0.8185	81.85%
CYP1A2 inhibition	+	0.8591	85.91%
CYP2C8 inhibition	+	0.6592	65.92%
CYP inhibitory promiscuity	+	0.5665	56.65%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9813	98.13%
Carcinogenicity (trinary)	Non-required	0.5773	57.73%
Eye corrosion	-	0.9824	98.24%
Eye irritation	+	0.8643	86.43%
Skin irritation	-	0.5894	58.94%
Skin corrosion	-	0.9386	93.86%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5098	50.98%
Micronuclear	+	0.6959	69.59%
Hepatotoxicity	-	0.5694	56.94%
skin sensitisation	-	0.6446	64.46%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.5887	58.87%
Acute Oral Toxicity (c)	III	0.5829	58.29%
Estrogen receptor binding	+	0.9721	97.21%
Androgen receptor binding	+	0.8495	84.95%
Thyroid receptor binding	+	0.8078	80.78%
Glucocorticoid receptor binding	+	0.8971	89.71%
Aromatase binding	+	0.8253	82.53%
PPAR gamma	+	0.8888	88.88%
Honey bee toxicity	-	0.9160	91.60%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9766	97.66%

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	98.83%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.29%	86.33%
CHEMBL2581	P07339	Cathepsin D	92.84%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.13%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.51%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.10%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.12%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	86.13%	94.73%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.58%	94.62%
CHEMBL4208	P20618	Proteasome component C5	82.76%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.19%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.01%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	80.00%	90.17%

Plants that contains it

• Lonchocarpus sericeus

Cross-Links

• PubChem: 321236
• LOTUS: LTS0054359
• wikiData: Q104198148