5-[(1R,2S)-2-hydroxy-2,6,6-trimethylcyclohexyl]-3-methylidenepentan-2-one

Details

• Internal ID: e2b52571-94a7-4470-8dd6-890cb3347981
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 5-[(1R,2S)-2-hydroxy-2,6,6-trimethylcyclohexyl]-3-methylidenepentan-2-one
• SMILES (Canonical): CC(=O)C(=C)CCC1C(CCCC1(C)O)(C)C
• SMILES (Isomeric): CC(=O)C(=C)CC[C@H]1[C@@](CCCC1(C)C)(C)O
• InChI: InChI=1S/C15H26O2/c1-11(12(2)16)7-8-13-14(3,4)9-6-10-15(13,5)17/h13,17H,1,6-10H2,2-5H3/t13-,15+/m1/s1
• InChI Key: URVNWRGNXHDYNR-HIFRSBDPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₂
• Molecular Weight: 238.37 g/mol
• Exact Mass: 238.193280068 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.49
• 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	+	0.9964	99.64%
Caco-2	+	0.7957	79.57%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7783	77.83%
OATP2B1 inhibitior	-	0.8485	84.85%
OATP1B1 inhibitior	+	0.9134	91.34%
OATP1B3 inhibitior	+	0.9340	93.40%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.7595	75.95%
P-glycoprotein inhibitior	-	0.9474	94.74%
P-glycoprotein substrate	-	0.8871	88.71%
CYP3A4 substrate	+	0.5354	53.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8658	86.58%
CYP3A4 inhibition	-	0.7432	74.32%
CYP2C9 inhibition	-	0.8437	84.37%
CYP2C19 inhibition	-	0.7833	78.33%
CYP2D6 inhibition	-	0.9284	92.84%
CYP1A2 inhibition	-	0.8656	86.56%
CYP2C8 inhibition	-	0.9264	92.64%
CYP inhibitory promiscuity	-	0.8660	86.60%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8928	89.28%
Carcinogenicity (trinary)	Non-required	0.6430	64.30%
Eye corrosion	-	0.9719	97.19%
Eye irritation	+	0.7108	71.08%
Skin irritation	+	0.6157	61.57%
Skin corrosion	-	0.9725	97.25%
Ames mutagenesis	-	0.6554	65.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5361	53.61%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	-	0.6311	63.11%
skin sensitisation	+	0.7829	78.29%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.4651	46.51%
Acute Oral Toxicity (c)	III	0.8419	84.19%
Estrogen receptor binding	-	0.5496	54.96%
Androgen receptor binding	-	0.6939	69.39%
Thyroid receptor binding	-	0.5481	54.81%
Glucocorticoid receptor binding	-	0.6042	60.42%
Aromatase binding	-	0.6622	66.22%
PPAR gamma	+	0.6086	60.86%
Honey bee toxicity	-	0.9158	91.58%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9870	98.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.01%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	96.67%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.70%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.40%	91.11%
CHEMBL233	P35372	Mu opioid receptor	89.93%	97.93%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.53%	96.95%
CHEMBL2581	P07339	Cathepsin D	85.48%	98.95%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	84.88%	97.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.67%	92.94%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.00%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	83.89%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.70%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.03%	82.69%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.41%	96.61%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.30%	100.00%

Plants that contains it

• Premna oligotricha

Cross-Links

• PubChem: 10105634
• LOTUS: LTS0247651
• wikiData: Q105278061