4-Oxo-beta-ionol

Details

• Internal ID: 3c5feccf-1929-4016-9e1c-2edb1f17b5ac
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 3-[(E)-3-hydroxybut-1-enyl]-2,4,4-trimethylcyclohex-2-en-1-one
• SMILES (Canonical): CC1=C(C(CCC1=O)(C)C)C=CC(C)O
• SMILES (Isomeric): CC1=C(C(CCC1=O)(C)C)/C=C/C(C)O
• InChI: InChI=1S/C13H20O2/c1-9(14)5-6-11-10(2)12(15)7-8-13(11,3)4/h5-6,9,14H,7-8H2,1-4H3/b6-5+
• InChI Key: LWWWERIIOIAWQK-AATRIKPKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₀O₂
• Molecular Weight: 208.30 g/mol
• Exact Mass: 208.146329876 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.63
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• SCHEMBL9199028
• LWWWERIIOIAWQK-AATRIKPKSA-N

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9964	99.64%
Caco-2	+	0.8520	85.20%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7175	71.75%
OATP2B1 inhibitior	-	0.8566	85.66%
OATP1B1 inhibitior	+	0.8819	88.19%
OATP1B3 inhibitior	+	0.9441	94.41%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.7695	76.95%
P-glycoprotein inhibitior	-	0.9635	96.35%
P-glycoprotein substrate	-	0.9603	96.03%
CYP3A4 substrate	-	0.5260	52.60%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8713	87.13%
CYP3A4 inhibition	-	0.7726	77.26%
CYP2C9 inhibition	-	0.9215	92.15%
CYP2C19 inhibition	-	0.8778	87.78%
CYP2D6 inhibition	-	0.8978	89.78%
CYP1A2 inhibition	-	0.7845	78.45%
CYP2C8 inhibition	-	0.9669	96.69%
CYP inhibitory promiscuity	-	0.9017	90.17%
UGT catelyzed	+	0.7362	73.62%
Carcinogenicity (binary)	-	0.7728	77.28%
Carcinogenicity (trinary)	Non-required	0.5807	58.07%
Eye corrosion	-	0.9560	95.60%
Eye irritation	+	0.7698	76.98%
Skin irritation	+	0.8546	85.46%
Skin corrosion	-	0.9477	94.77%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8599	85.99%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.5215	52.15%
skin sensitisation	+	0.9063	90.63%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.8250	82.50%
Nephrotoxicity	-	0.5948	59.48%
Acute Oral Toxicity (c)	III	0.8590	85.90%
Estrogen receptor binding	-	0.9710	97.10%
Androgen receptor binding	-	0.7832	78.32%
Thyroid receptor binding	-	0.6386	63.86%
Glucocorticoid receptor binding	-	0.7930	79.30%
Aromatase binding	-	0.9143	91.43%
PPAR gamma	-	0.6789	67.89%
Honey bee toxicity	-	0.8878	88.78%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	+	0.8673	86.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.93%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	92.83%	94.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.40%	91.11%
CHEMBL2581	P07339	Cathepsin D	89.52%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	88.25%	83.82%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.97%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.85%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.28%	94.45%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.45%	93.03%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.60%	96.47%
CHEMBL4072	P07858	Cathepsin B	81.31%	93.67%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.21%	96.09%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.39%	95.71%

Plants that contains it

• Boronia megastigma
• Cydonia oblonga
• Vitis vinifera

Cross-Links

• PubChem: 6430464
• LOTUS: LTS0044545
• wikiData: Q104403088