(4S)-4-hydroxy-4-[(E)-3-(2-methoxyphenyl)prop-2-enyl]cyclohex-2-en-1-one

Details

• Internal ID: f9330bb9-5a7e-47c7-8344-25136b449456
• Taxonomy: Benzenoids > Phenol ethers > Anisoles
• IUPAC Name: (4S)-4-hydroxy-4-[(E)-3-(2-methoxyphenyl)prop-2-enyl]cyclohex-2-en-1-one
• SMILES (Canonical): COC1=CC=CC=C1C=CCC2(CCC(=O)C=C2)O
• SMILES (Isomeric): COC1=CC=CC=C1/C=C/C[C@]2(CCC(=O)C=C2)O
• InChI: InChI=1S/C16H18O3/c1-19-15-7-3-2-5-13(15)6-4-10-16(18)11-8-14(17)9-12-16/h2-8,11,18H,9-10,12H2,1H3/b6-4+/t16-/m0/s1
• InChI Key: WJIWNOUBPSGZMZ-NBUZRDOWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₃
• Molecular Weight: 258.31 g/mol
• Exact Mass: 258.125594432 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.75
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

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	+	0.7259	72.59%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.9490	94.90%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9104	91.04%
OATP1B3 inhibitior	+	0.9629	96.29%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5073	50.73%
P-glycoprotein inhibitior	-	0.9175	91.75%
P-glycoprotein substrate	-	0.8799	87.99%
CYP3A4 substrate	+	0.5589	55.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7726	77.26%
CYP3A4 inhibition	-	0.6765	67.65%
CYP2C9 inhibition	-	0.6045	60.45%
CYP2C19 inhibition	+	0.7326	73.26%
CYP2D6 inhibition	-	0.8952	89.52%
CYP1A2 inhibition	-	0.6226	62.26%
CYP2C8 inhibition	-	0.7488	74.88%
CYP inhibitory promiscuity	-	0.6454	64.54%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7882	78.82%
Carcinogenicity (trinary)	Non-required	0.5792	57.92%
Eye corrosion	-	0.9635	96.35%
Eye irritation	-	0.6542	65.42%
Skin irritation	-	0.6322	63.22%
Skin corrosion	-	0.9616	96.16%
Ames mutagenesis	-	0.6470	64.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.3690	36.90%
Micronuclear	-	0.8659	86.59%
Hepatotoxicity	-	0.6244	62.44%
skin sensitisation	-	0.7114	71.14%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.5413	54.13%
Acute Oral Toxicity (c)	III	0.6948	69.48%
Estrogen receptor binding	+	0.8820	88.20%
Androgen receptor binding	-	0.7136	71.36%
Thyroid receptor binding	-	0.5836	58.36%
Glucocorticoid receptor binding	+	0.6439	64.39%
Aromatase binding	+	0.7156	71.56%
PPAR gamma	+	0.5949	59.49%
Honey bee toxicity	-	0.9348	93.48%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9233	92.33%

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	98.08%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.61%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.83%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.05%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.34%	96.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.47%	93.99%
CHEMBL2581	P07339	Cathepsin D	87.12%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.99%	85.14%
CHEMBL4208	P20618	Proteasome component C5	86.21%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.52%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	81.06%	90.17%
CHEMBL2535	P11166	Glucose transporter	80.68%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.12%	95.50%

Plants that contains it

• Dalbergia candenatensis

Cross-Links

• PubChem: 45113345
• LOTUS: LTS0039787
• wikiData: Q105306817