(4R,6R)-2,2,4-trimethyl-6-(3-phenylpropanoyl)cyclohexane-1,3,5-trione

Details

• Internal ID: cb240d78-9661-4ef0-a2d0-ee3007b33e81
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Aromatic monoterpenoids
• IUPAC Name: (4R,6R)-2,2,4-trimethyl-6-(3-phenylpropanoyl)cyclohexane-1,3,5-trione
• SMILES (Canonical): CC1C(=O)C(C(=O)C(C1=O)(C)C)C(=O)CCC2=CC=CC=C2
• SMILES (Isomeric): C[C@@H]1C(=O)[C@H](C(=O)C(C1=O)(C)C)C(=O)CCC2=CC=CC=C2
• InChI: InChI=1S/C18H20O4/c1-11-15(20)14(17(22)18(2,3)16(11)21)13(19)10-9-12-7-5-4-6-8-12/h4-8,11,14H,9-10H2,1-3H3/t11-,14-/m1/s1
• InChI Key: CTSXBYQFSBUGKB-BXUZGUMPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₄
• Molecular Weight: 300.30 g/mol
• Exact Mass: 300.13615911 g/mol
• Topological Polar Surface Area (TPSA): 68.30 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.19
• H-Bond Acceptor: 4
• 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	+	0.9868	98.68%
Caco-2	+	0.7960	79.60%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.9087	90.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8474	84.74%
OATP1B3 inhibitior	+	0.9676	96.76%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7645	76.45%
BSEP inhibitior	+	0.6277	62.77%
P-glycoprotein inhibitior	-	0.6923	69.23%
P-glycoprotein substrate	-	0.8120	81.20%
CYP3A4 substrate	+	0.5097	50.97%
CYP2C9 substrate	+	0.6221	62.21%
CYP2D6 substrate	-	0.7544	75.44%
CYP3A4 inhibition	-	0.5299	52.99%
CYP2C9 inhibition	+	0.5238	52.38%
CYP2C19 inhibition	-	0.7692	76.92%
CYP2D6 inhibition	-	0.9148	91.48%
CYP1A2 inhibition	-	0.8307	83.07%
CYP2C8 inhibition	-	0.7409	74.09%
CYP inhibitory promiscuity	-	0.7949	79.49%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7276	72.76%
Carcinogenicity (trinary)	Non-required	0.6623	66.23%
Eye corrosion	-	0.9247	92.47%
Eye irritation	-	0.9532	95.32%
Skin irritation	-	0.7560	75.60%
Skin corrosion	-	0.9252	92.52%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7162	71.62%
Micronuclear	-	0.8041	80.41%
Hepatotoxicity	+	0.5858	58.58%
skin sensitisation	-	0.5796	57.96%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	-	0.7222	72.22%
Mitochondrial toxicity	-	0.8375	83.75%
Nephrotoxicity	-	0.6320	63.20%
Acute Oral Toxicity (c)	III	0.7288	72.88%
Estrogen receptor binding	+	0.6994	69.94%
Androgen receptor binding	+	0.5736	57.36%
Thyroid receptor binding	-	0.6908	69.08%
Glucocorticoid receptor binding	-	0.4849	48.49%
Aromatase binding	+	0.5323	53.23%
PPAR gamma	-	0.6893	68.93%
Honey bee toxicity	-	0.9073	90.73%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.8618	86.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.91%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.25%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.60%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.52%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.95%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.04%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	86.38%	90.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.77%	94.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.32%	99.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.86%	82.69%
CHEMBL4040	P28482	MAP kinase ERK2	81.46%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.30%	97.25%

Plants that contains it

• Myrica gale

Cross-Links

• PubChem: 162897964
• LOTUS: LTS0034997
• wikiData: Q104970038