1-[5-Hydroxy-2-methyl-2-(4-methylpent-3-enyl)chromen-6-yl]-3-phenylprop-2-en-1-one

Details

• Internal ID: 52f53ec7-086c-4e59-9eb9-810bf5e92a7c
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxychalcones
• IUPAC Name: 1-[5-hydroxy-2-methyl-2-(4-methylpent-3-enyl)chromen-6-yl]-3-phenylprop-2-en-1-one
• SMILES (Canonical): CC(=CCCC1(C=CC2=C(O1)C=CC(=C2O)C(=O)C=CC3=CC=CC=C3)C)C
• SMILES (Isomeric): CC(=CCCC1(C=CC2=C(O1)C=CC(=C2O)C(=O)C=CC3=CC=CC=C3)C)C
• InChI: InChI=1S/C25H26O3/c1-18(2)8-7-16-25(3)17-15-21-23(28-25)14-12-20(24(21)27)22(26)13-11-19-9-5-4-6-10-19/h4-6,8-15,17,27H,7,16H2,1-3H3
• InChI Key: XKBWBVSFQXIHLM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₆O₃
• Molecular Weight: 374.50 g/mol
• Exact Mass: 374.18819469 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 6.80
• Atomic LogP (AlogP): 6.20
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9957	99.57%
Caco-2	-	0.6250	62.50%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7309	73.09%
OATP2B1 inhibitior	-	0.7150	71.50%
OATP1B1 inhibitior	+	0.8138	81.38%
OATP1B3 inhibitior	+	0.9687	96.87%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9835	98.35%
P-glycoprotein inhibitior	+	0.7725	77.25%
P-glycoprotein substrate	-	0.6227	62.27%
CYP3A4 substrate	+	0.5750	57.50%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.8304	83.04%
CYP3A4 inhibition	-	0.7550	75.50%
CYP2C9 inhibition	-	0.5064	50.64%
CYP2C19 inhibition	+	0.6233	62.33%
CYP2D6 inhibition	-	0.7898	78.98%
CYP1A2 inhibition	+	0.7840	78.40%
CYP2C8 inhibition	+	0.6861	68.61%
CYP inhibitory promiscuity	+	0.5272	52.72%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6511	65.11%
Eye corrosion	-	0.9940	99.40%
Eye irritation	-	0.7315	73.15%
Skin irritation	-	0.6715	67.15%
Skin corrosion	-	0.9318	93.18%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6735	67.35%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.5209	52.09%
skin sensitisation	-	0.6082	60.82%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.6932	69.32%
Acute Oral Toxicity (c)	III	0.6793	67.93%
Estrogen receptor binding	+	0.9260	92.60%
Androgen receptor binding	+	0.7888	78.88%
Thyroid receptor binding	+	0.6784	67.84%
Glucocorticoid receptor binding	+	0.8430	84.30%
Aromatase binding	+	0.6389	63.89%
PPAR gamma	+	0.8614	86.14%
Honey bee toxicity	-	0.8694	86.94%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9855	98.55%

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	99.29%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.62%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.50%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	93.21%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.35%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	91.05%	95.50%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.77%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	89.77%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.25%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.51%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.42%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.81%	94.62%

Plants that contains it

• Tephrosia spinosa

Cross-Links

• PubChem: 73018889
• LOTUS: LTS0247051
• wikiData: Q105329400