(1S,4S)-1-methyl-4-[(1S)-1,2,2-trimethylcyclopentyl]cyclohex-2-en-1-ol

Details

• Internal ID: f1a7bb6d-030a-41c1-8582-2a9cfdf4ae5a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,4S)-1-methyl-4-[(1S)-1,2,2-trimethylcyclopentyl]cyclohex-2-en-1-ol
• SMILES (Canonical): CC1(CCCC1(C)C2CCC(C=C2)(C)O)C
• SMILES (Isomeric): C[C@@]1(CC[C@@H](C=C1)[C@@]2(CCCC2(C)C)C)O
• InChI: InChI=1S/C15H26O/c1-13(2)8-5-9-15(13,4)12-6-10-14(3,16)11-7-12/h6,10,12,16H,5,7-9,11H2,1-4H3/t12-,14-,15+/m1/s1
• InChI Key: SGAVEYGCXUNESW-YUELXQCFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O
• Molecular Weight: 222.37 g/mol
• Exact Mass: 222.198365449 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.92
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 1

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	+	0.9019	90.19%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6373	63.73%
OATP2B1 inhibitior	-	0.8505	85.05%
OATP1B1 inhibitior	+	0.9008	90.08%
OATP1B3 inhibitior	+	0.9064	90.64%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8190	81.90%
P-glycoprotein inhibitior	-	0.9603	96.03%
P-glycoprotein substrate	-	0.8979	89.79%
CYP3A4 substrate	+	0.5167	51.67%
CYP2C9 substrate	-	0.7552	75.52%
CYP2D6 substrate	-	0.7938	79.38%
CYP3A4 inhibition	-	0.9503	95.03%
CYP2C9 inhibition	-	0.8963	89.63%
CYP2C19 inhibition	-	0.9146	91.46%
CYP2D6 inhibition	-	0.9605	96.05%
CYP1A2 inhibition	-	0.8288	82.88%
CYP2C8 inhibition	-	0.9255	92.55%
CYP inhibitory promiscuity	-	0.9026	90.26%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8628	86.28%
Carcinogenicity (trinary)	Non-required	0.6449	64.49%
Eye corrosion	-	0.9110	91.10%
Eye irritation	-	0.5949	59.49%
Skin irritation	+	0.7402	74.02%
Skin corrosion	-	0.9545	95.45%
Ames mutagenesis	-	0.8570	85.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5407	54.07%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	+	0.5262	52.62%
skin sensitisation	+	0.7674	76.74%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.6290	62.90%
Acute Oral Toxicity (c)	III	0.6543	65.43%
Estrogen receptor binding	-	0.6334	63.34%
Androgen receptor binding	-	0.7486	74.86%
Thyroid receptor binding	+	0.5947	59.47%
Glucocorticoid receptor binding	-	0.6822	68.22%
Aromatase binding	-	0.7243	72.43%
PPAR gamma	-	0.7571	75.71%
Honey bee toxicity	-	0.9417	94.17%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9634	96.34%

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	95.74%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.17%	96.09%
CHEMBL4072	P07858	Cathepsin B	91.06%	93.67%
CHEMBL1951	P21397	Monoamine oxidase A	89.00%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.91%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	87.25%	94.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.11%	85.14%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.73%	82.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.99%	95.89%
CHEMBL2581	P07339	Cathepsin D	83.48%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.01%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	81.39%	95.93%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.26%	92.94%
CHEMBL238	Q01959	Dopamine transporter	81.13%	95.88%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.69%	100.00%

Plants that contains it

• Jungermannia infusca

Cross-Links

• PubChem: 10998629
• LOTUS: LTS0093937
• wikiData: Q105252204