5,6-Dihydro-6-(2-hydroxy-4-oxo-6-phenyl-5-hexenyl)-2h-pyran-2-one

Details

• Internal ID: 1522d1d4-5b84-4c0d-acb4-551271053865
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives
• IUPAC Name: 2-(2-hydroxy-4-oxo-6-phenylhex-5-enyl)-2,3-dihydropyran-6-one
• SMILES (Canonical): C1C=CC(=O)OC1CC(CC(=O)C=CC2=CC=CC=C2)O
• SMILES (Isomeric): C1C=CC(=O)OC1CC(CC(=O)C=CC2=CC=CC=C2)O
• InChI: InChI=1S/C17H18O4/c18-14(10-9-13-5-2-1-3-6-13)11-15(19)12-16-7-4-8-17(20)21-16/h1-6,8-10,15-16,19H,7,11-12H2
• InChI Key: BAJICORABIZDNM-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₄
• Molecular Weight: 286.32 g/mol
• Exact Mass: 286.12050905 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.28
• H-Bond Acceptor: 4
• 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	+	0.9094	90.94%
Caco-2	-	0.5613	56.13%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7858	78.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9233	92.33%
OATP1B3 inhibitior	+	0.9700	97.00%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6940	69.40%
P-glycoprotein inhibitior	-	0.8544	85.44%
P-glycoprotein substrate	-	0.7489	74.89%
CYP3A4 substrate	-	0.5238	52.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8579	85.79%
CYP3A4 inhibition	-	0.6395	63.95%
CYP2C9 inhibition	-	0.8646	86.46%
CYP2C19 inhibition	-	0.7902	79.02%
CYP2D6 inhibition	-	0.9176	91.76%
CYP1A2 inhibition	-	0.9663	96.63%
CYP2C8 inhibition	-	0.7051	70.51%
CYP inhibitory promiscuity	-	0.9267	92.67%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8241	82.41%
Carcinogenicity (trinary)	Non-required	0.6504	65.04%
Eye corrosion	-	0.9566	95.66%
Eye irritation	-	0.7073	70.73%
Skin irritation	-	0.5427	54.27%
Skin corrosion	-	0.9144	91.44%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6578	65.78%
Micronuclear	-	0.5141	51.41%
Hepatotoxicity	-	0.5573	55.73%
skin sensitisation	-	0.8443	84.43%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.6929	69.29%
Acute Oral Toxicity (c)	III	0.5071	50.71%
Estrogen receptor binding	+	0.7367	73.67%
Androgen receptor binding	+	0.5905	59.05%
Thyroid receptor binding	-	0.7607	76.07%
Glucocorticoid receptor binding	-	0.7023	70.23%
Aromatase binding	+	0.6327	63.27%
PPAR gamma	-	0.5957	59.57%
Honey bee toxicity	-	0.8950	89.50%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.8235	82.35%

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	96.09%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.32%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.91%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.44%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.58%	89.00%
CHEMBL2581	P07339	Cathepsin D	86.89%	98.95%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	85.61%	89.67%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.09%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.15%	97.09%
CHEMBL5028	O14672	ADAM10	80.40%	97.50%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.28%	96.09%

Plants that contains it

• Cryptocarya kurzii

Cross-Links

• PubChem: 495689
• LOTUS: LTS0051137
• wikiData: Q104922246