8-(4-Hydroxy-2,6,6-trimethylcyclohexen-1-yl)-6-methylocta-3,5,7-trien-2-one

Details

• Internal ID: b6f10b77-be47-4716-a78a-9eb27647306a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 8-(4-hydroxy-2,6,6-trimethylcyclohexen-1-yl)-6-methylocta-3,5,7-trien-2-one
• SMILES (Canonical): CC1=C(C(CC(C1)O)(C)C)C=CC(=CC=CC(=O)C)C
• SMILES (Isomeric): CC1=C(C(CC(C1)O)(C)C)C=CC(=CC=CC(=O)C)C
• InChI: InChI=1S/C18H26O2/c1-13(7-6-8-15(3)19)9-10-17-14(2)11-16(20)12-18(17,4)5/h6-10,16,20H,11-12H2,1-5H3
• InChI Key: JLNMEHQAHDSEEE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₆O₂
• Molecular Weight: 274.40 g/mol
• Exact Mass: 274.193280068 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 4.13
• H-Bond Acceptor: 2
• 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	+	0.9970	99.70%
Caco-2	+	0.9441	94.41%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7261	72.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8519	85.19%
OATP1B3 inhibitior	+	0.9637	96.37%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8991	89.91%
P-glycoprotein inhibitior	-	0.8993	89.93%
P-glycoprotein substrate	-	0.7964	79.64%
CYP3A4 substrate	+	0.6203	62.03%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8713	87.13%
CYP3A4 inhibition	-	0.8941	89.41%
CYP2C9 inhibition	-	0.9074	90.74%
CYP2C19 inhibition	-	0.8071	80.71%
CYP2D6 inhibition	-	0.9447	94.47%
CYP1A2 inhibition	-	0.9162	91.62%
CYP2C8 inhibition	-	0.8044	80.44%
CYP inhibitory promiscuity	-	0.9130	91.30%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7057	70.57%
Carcinogenicity (trinary)	Non-required	0.5606	56.06%
Eye corrosion	-	0.9431	94.31%
Eye irritation	-	0.8647	86.47%
Skin irritation	+	0.6254	62.54%
Skin corrosion	-	0.9558	95.58%
Ames mutagenesis	-	0.6191	61.91%
Human Ether-a-go-go-Related Gene inhibition	+	0.6587	65.87%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.6531	65.31%
skin sensitisation	+	0.9201	92.01%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	+	0.7920	79.20%
Acute Oral Toxicity (c)	III	0.8385	83.85%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.7046	70.46%
Thyroid receptor binding	+	0.6347	63.47%
Glucocorticoid receptor binding	-	0.5378	53.78%
Aromatase binding	+	0.6912	69.12%
PPAR gamma	+	0.7012	70.12%
Honey bee toxicity	-	0.8601	86.01%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8802	88.02%

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	95.22%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.02%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.22%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.42%	89.00%
CHEMBL1870	P28702	Retinoid X receptor beta	84.35%	95.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.54%	86.33%
CHEMBL2061	P19793	Retinoid X receptor alpha	81.70%	91.67%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.80%	100.00%

Plants that contains it

• Capsicum annuum

Cross-Links

• PubChem: 75034374
• LOTUS: LTS0164436
• wikiData: Q105130926