4-Hydroxy-3-(1,1-dimethyl-2-propenyl)-6-phenyl-2-pyranone

Details

• Internal ID: 8e65be59-e2a7-4bbe-9834-ac37bc23d0f9
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: 4-hydroxy-3-(2-methylbut-3-en-2-yl)-6-phenylpyran-2-one
• SMILES (Canonical): CC(C)(C=C)C1=C(C=C(OC1=O)C2=CC=CC=C2)O
• SMILES (Isomeric): CC(C)(C=C)C1=C(C=C(OC1=O)C2=CC=CC=C2)O
• InChI: InChI=1S/C16H16O3/c1-4-16(2,3)14-12(17)10-13(19-15(14)18)11-8-6-5-7-9-11/h4-10,17H,1H2,2-3H3
• InChI Key: XCHJZOGJYTVDCM-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₃
• Molecular Weight: 256.30 g/mol
• Exact Mass: 256.109944368 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.48
• 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	+	0.9918	99.18%
Caco-2	+	0.9113	91.13%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.9006	90.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9352	93.52%
OATP1B3 inhibitior	+	0.9677	96.77%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6113	61.13%
P-glycoprotein inhibitior	-	0.7199	71.99%
P-glycoprotein substrate	-	0.9615	96.15%
CYP3A4 substrate	-	0.5506	55.06%
CYP2C9 substrate	+	0.6370	63.70%
CYP2D6 substrate	-	0.8884	88.84%
CYP3A4 inhibition	-	0.5349	53.49%
CYP2C9 inhibition	+	0.6891	68.91%
CYP2C19 inhibition	+	0.6560	65.60%
CYP2D6 inhibition	-	0.9439	94.39%
CYP1A2 inhibition	-	0.8314	83.14%
CYP2C8 inhibition	-	0.5604	56.04%
CYP inhibitory promiscuity	-	0.5328	53.28%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8551	85.51%
Carcinogenicity (trinary)	Non-required	0.5906	59.06%
Eye corrosion	-	0.9814	98.14%
Eye irritation	+	0.9149	91.49%
Skin irritation	-	0.6630	66.30%
Skin corrosion	-	0.8792	87.92%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5628	56.28%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.7075	70.75%
skin sensitisation	-	0.6803	68.03%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.6467	64.67%
Acute Oral Toxicity (c)	III	0.6378	63.78%
Estrogen receptor binding	+	0.8294	82.94%
Androgen receptor binding	+	0.6100	61.00%
Thyroid receptor binding	+	0.7013	70.13%
Glucocorticoid receptor binding	+	0.6669	66.69%
Aromatase binding	+	0.8817	88.17%
PPAR gamma	+	0.7316	73.16%
Honey bee toxicity	-	0.8859	88.59%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9946	99.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.02%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.06%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.89%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.67%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	89.34%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	89.22%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.84%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.06%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.96%	99.23%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.58%	94.62%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	82.59%	83.57%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 86134572
• LOTUS: LTS0169853
• wikiData: Q105325077