4-Hydroxy-3,5,5-trimethyl-4-(3-methyl-7-oxoocta-1,3,5-trienyl)cyclohex-2-en-1-one

Details

• Internal ID: 2aced0e8-8ef6-444e-b4d8-abde820734df
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 4-hydroxy-3,5,5-trimethyl-4-(3-methyl-7-oxoocta-1,3,5-trienyl)cyclohex-2-en-1-one
• SMILES (Canonical): CC1=CC(=O)CC(C1(C=CC(=CC=CC(=O)C)C)O)(C)C
• SMILES (Isomeric): CC1=CC(=O)CC(C1(C=CC(=CC=CC(=O)C)C)O)(C)C
• InChI: InChI=1S/C18H24O3/c1-13(7-6-8-15(3)19)9-10-18(21)14(2)11-16(20)12-17(18,4)5/h6-11,21H,12H2,1-5H3
• InChI Key: MIYVERRWVRMENF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₄O₃
• Molecular Weight: 288.40 g/mol
• Exact Mass: 288.17254462 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.31
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9944	99.44%
Caco-2	+	0.8481	84.81%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8761	87.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8793	87.93%
OATP1B3 inhibitior	+	0.9670	96.70%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7231	72.31%
P-glycoprotein inhibitior	-	0.9247	92.47%
P-glycoprotein substrate	-	0.8640	86.40%
CYP3A4 substrate	+	0.6141	61.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8889	88.89%
CYP3A4 inhibition	-	0.7589	75.89%
CYP2C9 inhibition	-	0.8569	85.69%
CYP2C19 inhibition	-	0.8854	88.54%
CYP2D6 inhibition	-	0.9307	93.07%
CYP1A2 inhibition	-	0.9309	93.09%
CYP2C8 inhibition	-	0.9104	91.04%
CYP inhibitory promiscuity	-	0.9102	91.02%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7506	75.06%
Carcinogenicity (trinary)	Non-required	0.5004	50.04%
Eye corrosion	-	0.9384	93.84%
Eye irritation	-	0.7393	73.93%
Skin irritation	-	0.5186	51.86%
Skin corrosion	-	0.9320	93.20%
Ames mutagenesis	-	0.7345	73.45%
Human Ether-a-go-go-Related Gene inhibition	-	0.5717	57.17%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.5968	59.68%
skin sensitisation	+	0.8660	86.60%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	+	0.5493	54.93%
Acute Oral Toxicity (c)	III	0.6163	61.63%
Estrogen receptor binding	+	0.6499	64.99%
Androgen receptor binding	-	0.6282	62.82%
Thyroid receptor binding	+	0.5176	51.76%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.7004	70.04%
PPAR gamma	+	0.5210	52.10%
Honey bee toxicity	-	0.9252	92.52%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9409	94.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	93.33%	85.30%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.20%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.94%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.37%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.79%	86.33%
CHEMBL4208	P20618	Proteasome component C5	87.62%	90.00%
CHEMBL1937	Q92769	Histone deacetylase 2	86.39%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.17%	89.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.81%	90.24%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.65%	100.00%
CHEMBL2581	P07339	Cathepsin D	81.08%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.65%	99.23%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.62%	93.04%

Plants that contains it

• Chenopodium album

Cross-Links

• PubChem: 72796795
• LOTUS: LTS0276152
• wikiData: Q105165290