2,2,4-trimethyl-6-[(E)-3-phenylprop-2-enoyl]cyclohexane-1,3,5-trione

Details

• Internal ID: b2cf9d24-00d8-4f42-a3c7-167351b11d81
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives
• IUPAC Name: 2,2,4-trimethyl-6-[(E)-3-phenylprop-2-enoyl]cyclohexane-1,3,5-trione
• InChI: InChI=1S/C18H18O4/c1-11-15(20)14(17(22)18(2,3)16(11)21)13(19)10-9-12-7-5-4-6-8-12/h4-11,14H,1-3H3/b10-9+
• InChI Key: RHLJXPGDDLSJHY-MDZDMXLPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₄
• Molecular Weight: 298.30 g/mol
• Exact Mass: 298.12050905 g/mol
• Topological Polar Surface Area (TPSA): 68.30 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.27
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9928	99.28%
Caco-2	+	0.7532	75.32%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8604	86.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9002	90.02%
OATP1B3 inhibitior	+	0.9694	96.94%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6252	62.52%
P-glycoprotein inhibitior	-	0.6987	69.87%
P-glycoprotein substrate	-	0.9340	93.40%
CYP3A4 substrate	-	0.5372	53.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8597	85.97%
CYP3A4 inhibition	+	0.5732	57.32%
CYP2C9 inhibition	-	0.5251	52.51%
CYP2C19 inhibition	-	0.7322	73.22%
CYP2D6 inhibition	-	0.9304	93.04%
CYP1A2 inhibition	-	0.7186	71.86%
CYP2C8 inhibition	-	0.6831	68.31%
CYP inhibitory promiscuity	-	0.6127	61.27%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6610	66.10%
Carcinogenicity (trinary)	Non-required	0.5737	57.37%
Eye corrosion	-	0.9090	90.90%
Eye irritation	-	0.9532	95.32%
Skin irritation	-	0.7268	72.68%
Skin corrosion	-	0.9510	95.10%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3613	36.13%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.5816	58.16%
skin sensitisation	+	0.6448	64.48%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	-	0.7000	70.00%
Mitochondrial toxicity	-	0.8250	82.50%
Nephrotoxicity	+	0.4548	45.48%
Acute Oral Toxicity (c)	III	0.5815	58.15%
Estrogen receptor binding	+	0.8685	86.85%
Androgen receptor binding	+	0.7448	74.48%
Thyroid receptor binding	-	0.5975	59.75%
Glucocorticoid receptor binding	-	0.6069	60.69%
Aromatase binding	+	0.7243	72.43%
PPAR gamma	-	0.5767	57.67%
Honey bee toxicity	-	0.9082	90.82%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9851	98.51%

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	94.14%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.61%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	92.51%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.84%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.50%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	89.49%	83.82%
CHEMBL2581	P07339	Cathepsin D	87.13%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.67%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	83.16%	91.49%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.53%	96.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.58%	93.00%

Plants that contains it

• Campomanesia lineatifolia

Cross-Links

• PubChem: 101764016
• LOTUS: LTS0027586
• wikiData: Q104399000