[4-[(1R)-1,2,2-trimethylcyclopentyl]phenyl]methanol

Details

• Internal ID: c45a8751-558b-4a28-812c-05471da646c8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [4-[(1R)-1,2,2-trimethylcyclopentyl]phenyl]methanol
• SMILES (Canonical): CC1(CCCC1(C)C2=CC=C(C=C2)CO)C
• SMILES (Isomeric): C[C@]1(CCCC1(C)C)C2=CC=C(C=C2)CO
• InChI: InChI=1S/C15H22O/c1-14(2)9-4-10-15(14,3)13-7-5-12(11-16)6-8-13/h5-8,16H,4,9-11H2,1-3H3/t15-/m0/s1
• InChI Key: ZAOGHPYFYBQFLS-HNNXBMFYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O
• Molecular Weight: 218.33 g/mol
• Exact Mass: 218.167065321 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.65
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9932	99.32%
Caco-2	+	0.9659	96.59%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Lysosomes	0.5186	51.86%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8988	89.88%
OATP1B3 inhibitior	+	0.8580	85.80%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8317	83.17%
P-glycoprotein inhibitior	-	0.9436	94.36%
P-glycoprotein substrate	-	0.8888	88.88%
CYP3A4 substrate	-	0.5970	59.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6841	68.41%
CYP3A4 inhibition	-	0.8131	81.31%
CYP2C9 inhibition	-	0.8344	83.44%
CYP2C19 inhibition	-	0.8534	85.34%
CYP2D6 inhibition	-	0.9011	90.11%
CYP1A2 inhibition	-	0.7394	73.94%
CYP2C8 inhibition	-	0.9386	93.86%
CYP inhibitory promiscuity	-	0.6956	69.56%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7600	76.00%
Carcinogenicity (trinary)	Non-required	0.6126	61.26%
Eye corrosion	-	0.8501	85.01%
Eye irritation	-	0.4869	48.69%
Skin irritation	-	0.6061	60.61%
Skin corrosion	-	0.9698	96.98%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5081	50.81%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.5926	59.26%
skin sensitisation	+	0.6322	63.22%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.8678	86.78%
Acute Oral Toxicity (c)	III	0.8048	80.48%
Estrogen receptor binding	-	0.5199	51.99%
Androgen receptor binding	+	0.5456	54.56%
Thyroid receptor binding	+	0.5301	53.01%
Glucocorticoid receptor binding	-	0.7476	74.76%
Aromatase binding	-	0.5854	58.54%
PPAR gamma	-	0.6848	68.48%
Honey bee toxicity	-	0.9665	96.65%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9767	97.67%

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	96.22%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.84%	98.95%
CHEMBL3492	P49721	Proteasome Macropain subunit	91.55%	90.24%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.82%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.46%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.54%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.21%	95.56%
CHEMBL233	P35372	Mu opioid receptor	83.12%	97.93%
CHEMBL4208	P20618	Proteasome component C5	83.04%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.91%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	82.51%	94.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.16%	93.99%

Plants that contains it

• Platycladus orientalis
• Schisandra sphenanthera
• Thujopsis dolabrata

Cross-Links

• PubChem: 56589566
• LOTUS: LTS0001843
• wikiData: Q105369970