4-(2,4,4-Trimethyl-cyclohexa-1,5-dienyl)-but-3-en-2-one

Details

• Internal ID: b367b9dd-668a-4fd7-8b3b-e4110d2448df
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Alpha,beta-unsaturated ketones > Enones
• IUPAC Name: (E)-4-(2,4,4-trimethylcyclohexa-1,5-dien-1-yl)but-3-en-2-one
• SMILES (Canonical): CC1=C(C=CC(C1)(C)C)C=CC(=O)C
• SMILES (Isomeric): CC1=C(C=CC(C1)(C)C)/C=C/C(=O)C
• InChI: InChI=1S/C13H18O/c1-10-9-13(3,4)8-7-12(10)6-5-11(2)14/h5-8H,9H2,1-4H3/b6-5+
• InChI Key: HYYFMTHLPBTTPM-AATRIKPKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₈O
• Molecular Weight: 190.28 g/mol
• Exact Mass: 190.135765193 g/mol
• Topological Polar Surface Area (TPSA): 17.10 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.43
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 4-(2,4,4-Trimethyl-cyclohexa-1,5-dienyl)-but-3-en-2-one
• (e)-4-(2,4,4-trimethylcyclohex-1,5-dien-1-yl)but-3-en-2-one
• (3E)-4-(2,4,4-Trimethyl-1,5-cyclohexadien-1-yl)-3-buten-2-one #

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9943	99.43%
Caco-2	+	0.9313	93.13%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5661	56.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9212	92.12%
OATP1B3 inhibitior	+	0.9188	91.88%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7355	73.55%
P-glycoprotein inhibitior	-	0.9638	96.38%
P-glycoprotein substrate	-	0.9089	90.89%
CYP3A4 substrate	+	0.5181	51.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8568	85.68%
CYP3A4 inhibition	-	0.7781	77.81%
CYP2C9 inhibition	-	0.8050	80.50%
CYP2C19 inhibition	-	0.7004	70.04%
CYP2D6 inhibition	-	0.9284	92.84%
CYP1A2 inhibition	-	0.7661	76.61%
CYP2C8 inhibition	-	0.9429	94.29%
CYP inhibitory promiscuity	+	0.5299	52.99%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5617	56.17%
Carcinogenicity (trinary)	Non-required	0.5002	50.02%
Eye corrosion	+	0.5237	52.37%
Eye irritation	+	0.8027	80.27%
Skin irritation	+	0.8045	80.45%
Skin corrosion	-	0.9252	92.52%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5500	55.00%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.6519	65.19%
skin sensitisation	+	0.9622	96.22%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.9625	96.25%
Nephrotoxicity	+	0.7603	76.03%
Acute Oral Toxicity (c)	III	0.8036	80.36%
Estrogen receptor binding	-	0.8460	84.60%
Androgen receptor binding	-	0.8931	89.31%
Thyroid receptor binding	-	0.8404	84.04%
Glucocorticoid receptor binding	-	0.7819	78.19%
Aromatase binding	-	0.6364	63.64%
PPAR gamma	-	0.8901	89.01%
Honey bee toxicity	-	0.9530	95.30%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9444	94.44%

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	91.50%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.20%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.78%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.33%	95.56%
CHEMBL4208	P20618	Proteasome component C5	84.10%	90.00%
CHEMBL2581	P07339	Cathepsin D	83.47%	98.95%

Plants that contains it

• Nelumbo nucifera

Cross-Links

• PubChem: 5363898
• NPASS: NPC22372