methyl 2-[(1R,6E)-5-oxo-6-[(E)-4-phenylbut-3-en-2-ylidene]cyclohex-3-en-1-yl]acetate

Details

• Internal ID: b12d40f9-4f12-4110-bfe8-2adee017e4b6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Aromatic monoterpenoids
• IUPAC Name: methyl 2-[(1R,6E)-5-oxo-6-[(E)-4-phenylbut-3-en-2-ylidene]cyclohex-3-en-1-yl]acetate
• SMILES (Canonical): CC(=C1C(CC=CC1=O)CC(=O)OC)C=CC2=CC=CC=C2
• SMILES (Isomeric): C/C(=C\1/[C@H](CC=CC1=O)CC(=O)OC)/C=C/C2=CC=CC=C2
• InChI: InChI=1S/C19H20O3/c1-14(11-12-15-7-4-3-5-8-15)19-16(13-18(21)22-2)9-6-10-17(19)20/h3-8,10-12,16H,9,13H2,1-2H3/b12-11+,19-14+/t16-/m1/s1
• InChI Key: AOUVDXTWQKSVNG-HLOMPLSZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₃
• Molecular Weight: 296.40 g/mol
• Exact Mass: 296.14124450 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.72
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9973	99.73%
Caco-2	+	0.8994	89.94%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8907	89.07%
OATP2B1 inhibitior	-	0.8530	85.30%
OATP1B1 inhibitior	+	0.9050	90.50%
OATP1B3 inhibitior	+	0.9409	94.09%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9063	90.63%
P-glycoprotein inhibitior	-	0.6168	61.68%
P-glycoprotein substrate	-	0.6860	68.60%
CYP3A4 substrate	+	0.5316	53.16%
CYP2C9 substrate	-	0.7659	76.59%
CYP2D6 substrate	-	0.8987	89.87%
CYP3A4 inhibition	-	0.8344	83.44%
CYP2C9 inhibition	-	0.7884	78.84%
CYP2C19 inhibition	+	0.5375	53.75%
CYP2D6 inhibition	-	0.8217	82.17%
CYP1A2 inhibition	-	0.6912	69.12%
CYP2C8 inhibition	+	0.4721	47.21%
CYP inhibitory promiscuity	+	0.7133	71.33%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6093	60.93%
Carcinogenicity (trinary)	Non-required	0.6664	66.64%
Eye corrosion	-	0.9815	98.15%
Eye irritation	-	0.8764	87.64%
Skin irritation	-	0.7636	76.36%
Skin corrosion	-	0.9923	99.23%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8832	88.32%
Micronuclear	-	0.5715	57.15%
Hepatotoxicity	-	0.5591	55.91%
skin sensitisation	-	0.6047	60.47%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.8625	86.25%
Nephrotoxicity	+	0.5682	56.82%
Acute Oral Toxicity (c)	III	0.7318	73.18%
Estrogen receptor binding	+	0.6835	68.35%
Androgen receptor binding	+	0.7578	75.78%
Thyroid receptor binding	-	0.7539	75.39%
Glucocorticoid receptor binding	-	0.5199	51.99%
Aromatase binding	+	0.6314	63.14%
PPAR gamma	-	0.6989	69.89%
Honey bee toxicity	-	0.9174	91.74%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9885	98.85%

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	97.01%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.33%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.03%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.50%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.39%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.05%	98.95%
CHEMBL4208	P20618	Proteasome component C5	87.17%	90.00%
CHEMBL5028	O14672	ADAM10	86.28%	97.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.59%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.87%	85.14%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.43%	93.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.21%	89.00%

Plants that contains it

• Cryptocarya concinna

Cross-Links

• PubChem: 163192859
• LOTUS: LTS0129176
• wikiData: Q104915956