(E)-8-[(1R,5S)-5-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl]-6-methyloct-5-en-2-one

Details

• Internal ID: 5f765f6a-8dfb-4f7a-b366-f160ea4be19b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (E)-8-[(1R,5S)-5-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl]-6-methyloct-5-en-2-one
• InChI: InChI=1S/C18H30O2/c1-13(7-6-8-15(3)19)9-11-16-14(2)10-12-17(20)18(16,4)5/h7,10,16-17,20H,6,8-9,11-12H2,1-5H3/b13-7+/t16-,17+/m1/s1
• InChI Key: DDVNUHLHDWACFY-NQADVFLWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₃₀O₂
• Molecular Weight: 278.40 g/mol
• Exact Mass: 278.224580195 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.44
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	+	0.7297	72.97%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7579	75.79%
OATP2B1 inhibitior	-	0.8529	85.29%
OATP1B1 inhibitior	+	0.9187	91.87%
OATP1B3 inhibitior	+	0.9541	95.41%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.8164	81.64%
P-glycoprotein inhibitior	-	0.9145	91.45%
P-glycoprotein substrate	-	0.7947	79.47%
CYP3A4 substrate	+	0.5712	57.12%
CYP2C9 substrate	-	0.8348	83.48%
CYP2D6 substrate	-	0.7917	79.17%
CYP3A4 inhibition	-	0.8140	81.40%
CYP2C9 inhibition	-	0.8931	89.31%
CYP2C19 inhibition	-	0.8549	85.49%
CYP2D6 inhibition	-	0.9179	91.79%
CYP1A2 inhibition	-	0.8525	85.25%
CYP2C8 inhibition	-	0.8267	82.67%
CYP inhibitory promiscuity	-	0.8565	85.65%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8528	85.28%
Carcinogenicity (trinary)	Non-required	0.6548	65.48%
Eye corrosion	-	0.9750	97.50%
Eye irritation	-	0.8934	89.34%
Skin irritation	+	0.7199	71.99%
Skin corrosion	-	0.9797	97.97%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5587	55.87%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	-	0.5446	54.46%
skin sensitisation	+	0.8281	82.81%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.6847	68.47%
Acute Oral Toxicity (c)	III	0.8341	83.41%
Estrogen receptor binding	-	0.5556	55.56%
Androgen receptor binding	-	0.7613	76.13%
Thyroid receptor binding	-	0.6217	62.17%
Glucocorticoid receptor binding	+	0.5450	54.50%
Aromatase binding	-	0.6007	60.07%
PPAR gamma	+	0.6600	66.00%
Honey bee toxicity	-	0.8410	84.10%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9652	96.52%

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	94.53%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.41%	91.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.78%	96.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.46%	97.21%
CHEMBL221	P23219	Cyclooxygenase-1	85.91%	90.17%
CHEMBL2581	P07339	Cathepsin D	85.02%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.36%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.65%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	82.87%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.41%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.18%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 23426350
• LOTUS: LTS0108114
• wikiData: Q104976921