4-Hydroxy-6-(1-phenylprop-2-enyl)cyclohex-2-en-1-one

Details

• Internal ID: d9c36d0e-bdee-451c-ade3-ceef4567f962
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: 4-hydroxy-6-(1-phenylprop-2-enyl)cyclohex-2-en-1-one
• SMILES (Canonical): C=CC(C1CC(C=CC1=O)O)C2=CC=CC=C2
• SMILES (Isomeric): C=CC(C1CC(C=CC1=O)O)C2=CC=CC=C2
• InChI: InChI=1S/C15H16O2/c1-2-13(11-6-4-3-5-7-11)14-10-12(16)8-9-15(14)17/h2-9,12-14,16H,1,10H2
• InChI Key: RTLQJCZEXLLNLE-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: 2.40
• Atomic LogP (AlogP): 2.46
• 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	+	0.7626	76.26%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7129	71.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9521	95.21%
OATP1B3 inhibitior	+	0.9577	95.77%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8476	84.76%
P-glycoprotein inhibitior	-	0.9719	97.19%
P-glycoprotein substrate	-	0.8964	89.64%
CYP3A4 substrate	-	0.5350	53.50%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8255	82.55%
CYP3A4 inhibition	-	0.8293	82.93%
CYP2C9 inhibition	-	0.9158	91.58%
CYP2C19 inhibition	+	0.6049	60.49%
CYP2D6 inhibition	-	0.9114	91.14%
CYP1A2 inhibition	-	0.6408	64.08%
CYP2C8 inhibition	-	0.9588	95.88%
CYP inhibitory promiscuity	-	0.7691	76.91%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6262	62.62%
Carcinogenicity (trinary)	Non-required	0.6783	67.83%
Eye corrosion	-	0.8208	82.08%
Eye irritation	+	0.6077	60.77%
Skin irritation	+	0.7279	72.79%
Skin corrosion	-	0.9264	92.64%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6707	67.07%
Micronuclear	-	0.6115	61.15%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	+	0.9445	94.45%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.8625	86.25%
Nephrotoxicity	-	0.6391	63.91%
Acute Oral Toxicity (c)	III	0.6494	64.94%
Estrogen receptor binding	-	0.5691	56.91%
Androgen receptor binding	-	0.5348	53.48%
Thyroid receptor binding	-	0.7474	74.74%
Glucocorticoid receptor binding	+	0.6141	61.41%
Aromatase binding	+	0.5437	54.37%
PPAR gamma	+	0.7278	72.78%
Honey bee toxicity	-	0.6167	61.67%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9027	90.27%

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	96.86%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.79%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.77%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.27%	94.62%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.15%	94.08%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.64%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	82.30%	91.19%
CHEMBL4267	P37173	TGF-beta receptor type II	80.96%	88.18%

Plants that contains it

• Dalbergia sissoo

Cross-Links

• PubChem: 85416296
• LOTUS: LTS0161062
• wikiData: Q105245223