3-Oxo-alpha-ionone

Details

• Internal ID: 0a7d8fd4-b0c1-4b22-8d0d-596667d2759a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 3,5,5-trimethyl-4-[(E)-3-oxobut-1-enyl]cyclohex-2-en-1-one
• SMILES (Canonical): CC1=CC(=O)CC(C1C=CC(=O)C)(C)C
• SMILES (Isomeric): CC1=CC(=O)CC(C1/C=C/C(=O)C)(C)C
• InChI: InChI=1S/C13H18O2/c1-9-7-11(15)8-13(3,4)12(9)6-5-10(2)14/h5-7,12H,8H2,1-4H3/b6-5+
• InChI Key: MLYOGKJJENFVJN-AATRIKPKSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₈O₂
• Molecular Weight: 206.28 g/mol
• Exact Mass: 206.130679813 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.69
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 3-Oxo-alpha-lonone
• SCHEMBL11136232
• 2-Cyclohexen-1-one, 3,5,5-trimethyl-4-(3-oxo-1-butenyl)-
• 3,5,5-Trimethyl-4-[(1E)-3-oxo-1-butenyl]-2-cyclohexen-1-one
• 3,5,5-trimethyl-4-[(E)-3-oxo-1-butenyl]-2-cyclohexen-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9951	99.51%
Caco-2	+	0.7166	71.66%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7591	75.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9396	93.96%
OATP1B3 inhibitior	+	0.9543	95.43%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8553	85.53%
P-glycoprotein inhibitior	-	0.9736	97.36%
P-glycoprotein substrate	-	0.8949	89.49%
CYP3A4 substrate	+	0.5223	52.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8845	88.45%
CYP3A4 inhibition	-	0.8010	80.10%
CYP2C9 inhibition	-	0.8583	85.83%
CYP2C19 inhibition	-	0.7326	73.26%
CYP2D6 inhibition	-	0.9055	90.55%
CYP1A2 inhibition	-	0.8580	85.80%
CYP2C8 inhibition	-	0.9335	93.35%
CYP inhibitory promiscuity	-	0.8097	80.97%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6573	65.73%
Carcinogenicity (trinary)	Warning	0.4726	47.26%
Eye corrosion	-	0.8345	83.45%
Eye irritation	-	0.6603	66.03%
Skin irritation	-	0.5269	52.69%
Skin corrosion	-	0.9640	96.40%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5907	59.07%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.6446	64.46%
skin sensitisation	+	0.9601	96.01%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	-	0.6000	60.00%
Mitochondrial toxicity	-	0.9375	93.75%
Nephrotoxicity	+	0.5756	57.56%
Acute Oral Toxicity (c)	III	0.5447	54.47%
Estrogen receptor binding	-	0.8297	82.97%
Androgen receptor binding	-	0.7669	76.69%
Thyroid receptor binding	-	0.8755	87.55%
Glucocorticoid receptor binding	-	0.7972	79.72%
Aromatase binding	-	0.8478	84.78%
PPAR gamma	-	0.8912	89.12%
Honey bee toxicity	-	0.9313	93.13%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.8949	89.49%

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	95.96%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.61%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.21%	95.56%
CHEMBL2581	P07339	Cathepsin D	85.72%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.07%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.67%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.50%	99.23%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	81.00%	85.30%
CHEMBL1871	P10275	Androgen Receptor	80.32%	96.43%
CHEMBL340	P08684	Cytochrome P450 3A4	80.03%	91.19%

Plants that contains it

• Vitis vinifera

Cross-Links

• PubChem: 5363685
• LOTUS: LTS0169531
• wikiData: Q104375558