4-methoxy-3-(2-methylbut-3-en-2-yl)-6-[(E)-2-phenylethenyl]pyran-2-one

Details

• Internal ID: 842b621f-b526-4a25-b249-9f8071eb0a7e
• Taxonomy: Phenylpropanoids and polyketides > Kavalactones
• IUPAC Name: 4-methoxy-3-(2-methylbut-3-en-2-yl)-6-[(E)-2-phenylethenyl]pyran-2-one
• SMILES (Canonical): CC(C)(C=C)C1=C(C=C(OC1=O)C=CC2=CC=CC=C2)OC
• SMILES (Isomeric): CC(C)(C=C)C1=C(C=C(OC1=O)/C=C/C2=CC=CC=C2)OC
• InChI: InChI=1S/C19H20O3/c1-5-19(2,3)17-16(21-4)13-15(22-18(17)20)12-11-14-9-7-6-8-10-14/h5-13H,1H2,2-4H3/b12-11+
• InChI Key: KMDTUENEFAGCES-VAWYXSNFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₃
• Molecular Weight: 296.40 g/mol
• Exact Mass: 296.14124450 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.28
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9898	98.98%
Caco-2	+	0.8151	81.51%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8361	83.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9127	91.27%
OATP1B3 inhibitior	+	0.9779	97.79%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7028	70.28%
P-glycoprotein inhibitior	+	0.6523	65.23%
P-glycoprotein substrate	-	0.8915	89.15%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.6180	61.80%
CYP2D6 substrate	-	0.8722	87.22%
CYP3A4 inhibition	+	0.5673	56.73%
CYP2C9 inhibition	-	0.6478	64.78%
CYP2C19 inhibition	+	0.8219	82.19%
CYP2D6 inhibition	-	0.9242	92.42%
CYP1A2 inhibition	+	0.7430	74.30%
CYP2C8 inhibition	+	0.6288	62.88%
CYP inhibitory promiscuity	+	0.7072	70.72%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8441	84.41%
Carcinogenicity (trinary)	Non-required	0.5135	51.35%
Eye corrosion	-	0.9558	95.58%
Eye irritation	-	0.5984	59.84%
Skin irritation	-	0.7804	78.04%
Skin corrosion	-	0.9637	96.37%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7963	79.63%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.7625	76.25%
skin sensitisation	-	0.7852	78.52%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.5526	55.26%
Acute Oral Toxicity (c)	III	0.6232	62.32%
Estrogen receptor binding	+	0.9104	91.04%
Androgen receptor binding	+	0.8211	82.11%
Thyroid receptor binding	+	0.7026	70.26%
Glucocorticoid receptor binding	-	0.5250	52.50%
Aromatase binding	+	0.7809	78.09%
PPAR gamma	-	0.4943	49.43%
Honey bee toxicity	-	0.7671	76.71%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.9922	99.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	98.13%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.55%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.86%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.52%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.26%	96.00%
CHEMBL2039	P27338	Monoamine oxidase B	89.12%	92.51%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.98%	93.99%
CHEMBL3401	O75469	Pregnane X receptor	87.72%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.58%	95.50%
CHEMBL1907	P15144	Aminopeptidase N	81.99%	93.31%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.96%	80.78%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.54%	97.14%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.20%	94.62%

Plants that contains it

• Mundulea sericea

Cross-Links

• PubChem: 101289790
• LOTUS: LTS0041329
• wikiData: Q105142940