2-[5-Oxo-6-(4-phenylbut-3-en-2-ylidene)cyclohex-3-en-1-yl]acetic acid

Details

• Internal ID: 6df5fdb1-0cf3-4bfa-a8f5-3687a218e3cc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Aromatic monoterpenoids
• IUPAC Name: 2-[5-oxo-6-(4-phenylbut-3-en-2-ylidene)cyclohex-3-en-1-yl]acetic acid
• SMILES (Canonical): CC(=C1C(CC=CC1=O)CC(=O)O)C=CC2=CC=CC=C2
• SMILES (Isomeric): CC(=C1C(CC=CC1=O)CC(=O)O)C=CC2=CC=CC=C2
• InChI: InChI=1S/C18H18O3/c1-13(10-11-14-6-3-2-4-7-14)18-15(12-17(20)21)8-5-9-16(18)19/h2-7,9-11,15H,8,12H2,1H3,(H,20,21)
• InChI Key: QDGKUOLRLQPBCX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₃
• Molecular Weight: 282.30 g/mol
• Exact Mass: 282.125594432 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.64
• H-Bond Acceptor: 2
• 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	+	0.9910	99.10%
Caco-2	+	0.7296	72.96%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.9105	91.05%
OATP2B1 inhibitior	-	0.7237	72.37%
OATP1B1 inhibitior	+	0.9218	92.18%
OATP1B3 inhibitior	+	0.9513	95.13%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7610	76.10%
P-glycoprotein inhibitior	-	0.9339	93.39%
P-glycoprotein substrate	-	0.7564	75.64%
CYP3A4 substrate	-	0.5378	53.78%
CYP2C9 substrate	+	0.6499	64.99%
CYP2D6 substrate	-	0.9045	90.45%
CYP3A4 inhibition	-	0.8279	82.79%
CYP2C9 inhibition	-	0.6702	67.02%
CYP2C19 inhibition	-	0.7144	71.44%
CYP2D6 inhibition	-	0.8487	84.87%
CYP1A2 inhibition	-	0.9307	93.07%
CYP2C8 inhibition	-	0.7373	73.73%
CYP inhibitory promiscuity	-	0.6801	68.01%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6663	66.63%
Carcinogenicity (trinary)	Non-required	0.6013	60.13%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9184	91.84%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.8833	88.33%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6751	67.51%
Micronuclear	+	0.5118	51.18%
Hepatotoxicity	-	0.5092	50.92%
skin sensitisation	+	0.6615	66.15%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.5596	55.96%
Acute Oral Toxicity (c)	III	0.6950	69.50%
Estrogen receptor binding	+	0.7518	75.18%
Androgen receptor binding	+	0.7287	72.87%
Thyroid receptor binding	-	0.7936	79.36%
Glucocorticoid receptor binding	+	0.5830	58.30%
Aromatase binding	+	0.7894	78.94%
PPAR gamma	-	0.5462	54.62%
Honey bee toxicity	-	0.9510	95.10%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9687	96.87%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.94%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.51%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.19%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.35%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.67%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.52%	96.00%
CHEMBL4208	P20618	Proteasome component C5	86.00%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.96%	89.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.22%	93.00%
CHEMBL5028	O14672	ADAM10	82.75%	97.50%

Plants that contains it

• Cryptocarya concinna

Cross-Links

• PubChem: 163016309
• LOTUS: LTS0114264
• wikiData: Q105218820