6-(1,2-Dihydroxy-2-phenylethyl)-4-methoxypyran-2-one

Details

• Internal ID: ff030c91-d594-431e-9fc3-4cf176b0a263
• Taxonomy: Phenylpropanoids and polyketides > Kavalactones
• IUPAC Name: 6-(1,2-dihydroxy-2-phenylethyl)-4-methoxypyran-2-one
• SMILES (Canonical): COC1=CC(=O)OC(=C1)C(C(C2=CC=CC=C2)O)O
• SMILES (Isomeric): COC1=CC(=O)OC(=C1)C(C(C2=CC=CC=C2)O)O
• InChI: InChI=1S/C14H14O5/c1-18-10-7-11(19-12(15)8-10)14(17)13(16)9-5-3-2-4-6-9/h2-8,13-14,16-17H,1H3
• InChI Key: PLPIXLSRTIVHDP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄O₅
• Molecular Weight: 262.26 g/mol
• Exact Mass: 262.08412354 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.42
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8465	84.65%
Caco-2	+	0.6466	64.66%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7999	79.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9325	93.25%
OATP1B3 inhibitior	+	0.9686	96.86%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6516	65.16%
P-glycoprotein inhibitior	-	0.6776	67.76%
P-glycoprotein substrate	-	0.9583	95.83%
CYP3A4 substrate	-	0.6356	63.56%
CYP2C9 substrate	-	0.8019	80.19%
CYP2D6 substrate	-	0.8486	84.86%
CYP3A4 inhibition	-	0.8631	86.31%
CYP2C9 inhibition	-	0.9089	90.89%
CYP2C19 inhibition	-	0.8294	82.94%
CYP2D6 inhibition	-	0.9381	93.81%
CYP1A2 inhibition	-	0.5962	59.62%
CYP2C8 inhibition	-	0.9473	94.73%
CYP inhibitory promiscuity	-	0.7453	74.53%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8611	86.11%
Carcinogenicity (trinary)	Non-required	0.5475	54.75%
Eye corrosion	-	0.9502	95.02%
Eye irritation	-	0.7430	74.30%
Skin irritation	-	0.6658	66.58%
Skin corrosion	-	0.9551	95.51%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7283	72.83%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	-	0.5467	54.67%
skin sensitisation	-	0.9361	93.61%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.7372	73.72%
Acute Oral Toxicity (c)	III	0.7941	79.41%
Estrogen receptor binding	+	0.6832	68.32%
Androgen receptor binding	+	0.5841	58.41%
Thyroid receptor binding	-	0.5127	51.27%
Glucocorticoid receptor binding	+	0.5896	58.96%
Aromatase binding	+	0.6252	62.52%
PPAR gamma	+	0.6279	62.79%
Honey bee toxicity	-	0.9112	91.12%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.7837	78.37%

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	95.74%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.61%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.47%	85.14%
CHEMBL2581	P07339	Cathepsin D	95.34%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.21%	86.33%
CHEMBL4208	P20618	Proteasome component C5	89.42%	90.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.13%	94.08%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.60%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	85.95%	94.73%
CHEMBL2535	P11166	Glucose transporter	85.53%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.72%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.37%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.73%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.31%	99.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.91%	91.07%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.63%	100.00%

Plants that contains it

• Piper rusbyi

Cross-Links

• PubChem: 163031852
• LOTUS: LTS0126813
• wikiData: Q105211118