4-Hydroxy-4-(3-phenylprop-2-enyl)cyclohex-2-en-1-one

Details

• Internal ID: eda3becb-a3b8-490a-96ad-1fd847e634ec
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Styrenes
• IUPAC Name: 4-hydroxy-4-(3-phenylprop-2-enyl)cyclohex-2-en-1-one
• SMILES (Canonical): C1CC(C=CC1=O)(CC=CC2=CC=CC=C2)O
• SMILES (Isomeric): C1CC(C=CC1=O)(CC=CC2=CC=CC=C2)O
• InChI: InChI=1S/C15H16O2/c16-14-8-11-15(17,12-9-14)10-4-7-13-5-2-1-3-6-13/h1-8,11,17H,9-10,12H2
• InChI Key: MNSSTBQBMIUDKC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₂
• Molecular Weight: 228.29 g/mol
• Exact Mass: 228.115029749 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.74
• H-Bond Acceptor: 2
• 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	+	1.0000	100.00%
Caco-2	+	0.7811	78.11%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7793	77.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8886	88.86%
OATP1B3 inhibitior	+	0.9459	94.59%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5485	54.85%
P-glycoprotein inhibitior	-	0.9678	96.78%
P-glycoprotein substrate	-	0.9630	96.30%
CYP3A4 substrate	-	0.5745	57.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8000	80.00%
CYP3A4 inhibition	-	0.7453	74.53%
CYP2C9 inhibition	-	0.6614	66.14%
CYP2C19 inhibition	-	0.5612	56.12%
CYP2D6 inhibition	-	0.8992	89.92%
CYP1A2 inhibition	-	0.7054	70.54%
CYP2C8 inhibition	-	0.8146	81.46%
CYP inhibitory promiscuity	-	0.7863	78.63%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7639	76.39%
Carcinogenicity (trinary)	Non-required	0.5897	58.97%
Eye corrosion	-	0.9300	93.00%
Eye irritation	+	0.7973	79.73%
Skin irritation	-	0.5180	51.80%
Skin corrosion	-	0.9548	95.48%
Ames mutagenesis	-	0.6624	66.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.6957	69.57%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.5286	52.86%
skin sensitisation	+	0.7728	77.28%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.6010	60.10%
Acute Oral Toxicity (c)	III	0.7641	76.41%
Estrogen receptor binding	+	0.8524	85.24%
Androgen receptor binding	-	0.6671	66.71%
Thyroid receptor binding	-	0.7304	73.04%
Glucocorticoid receptor binding	-	0.5279	52.79%
Aromatase binding	+	0.7681	76.81%
PPAR gamma	+	0.5272	52.72%
Honey bee toxicity	-	0.9585	95.85%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.7491	74.91%

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	98.11%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.85%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.96%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.02%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	87.61%	90.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.73%	94.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.72%	96.00%
CHEMBL2581	P07339	Cathepsin D	86.21%	98.95%
CHEMBL4208	P20618	Proteasome component C5	84.69%	90.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.13%	91.71%

Plants that contains it

• Dalbergia candenatensis

Cross-Links

• PubChem: 74976114
• LOTUS: LTS0257997
• wikiData: Q105168565