4-methyl-2-[(1S)-1,2,2-trimethylcyclopentyl]phenol

Details

• Internal ID: f485b47c-cb05-47b2-8335-15eee43799ad
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 4-methyl-2-[(1S)-1,2,2-trimethylcyclopentyl]phenol
• SMILES (Canonical): CC1=CC(=C(C=C1)O)C2(CCCC2(C)C)C
• SMILES (Isomeric): CC1=CC(=C(C=C1)O)[C@]2(CCCC2(C)C)C
• InChI: InChI=1S/C15H22O/c1-11-6-7-13(16)12(10-11)15(4)9-5-8-14(15,2)3/h6-7,10,16H,5,8-9H2,1-4H3/t15-/m1/s1
• InChI Key: OJURUWLXPJSRPZ-OAHLLOKOSA-N
• Popularity: 9 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: 5.10
• Atomic LogP (AlogP): 4.17
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 81784-10-3

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9951	99.51%
Caco-2	+	0.9299	92.99%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7853	78.53%
OATP2B1 inhibitior	-	0.8544	85.44%
OATP1B1 inhibitior	+	0.9279	92.79%
OATP1B3 inhibitior	+	0.9446	94.46%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7821	78.21%
P-glycoprotein inhibitior	-	0.9707	97.07%
P-glycoprotein substrate	-	0.9497	94.97%
CYP3A4 substrate	-	0.5819	58.19%
CYP2C9 substrate	-	0.7887	78.87%
CYP2D6 substrate	+	0.3726	37.26%
CYP3A4 inhibition	-	0.7725	77.25%
CYP2C9 inhibition	-	0.5971	59.71%
CYP2C19 inhibition	-	0.7778	77.78%
CYP2D6 inhibition	-	0.8955	89.55%
CYP1A2 inhibition	+	0.7248	72.48%
CYP2C8 inhibition	-	0.9225	92.25%
CYP inhibitory promiscuity	-	0.5581	55.81%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7000	70.00%
Carcinogenicity (trinary)	Non-required	0.5957	59.57%
Eye corrosion	-	0.7482	74.82%
Eye irritation	+	0.8778	87.78%
Skin irritation	+	0.5656	56.56%
Skin corrosion	-	0.7862	78.62%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5240	52.40%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	+	0.6728	67.28%
skin sensitisation	+	0.5098	50.98%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.7393	73.93%
Acute Oral Toxicity (c)	III	0.7148	71.48%
Estrogen receptor binding	-	0.6262	62.62%
Androgen receptor binding	+	0.6844	68.44%
Thyroid receptor binding	-	0.5986	59.86%
Glucocorticoid receptor binding	-	0.7652	76.52%
Aromatase binding	-	0.6491	64.91%
PPAR gamma	-	0.7919	79.19%
Honey bee toxicity	-	0.9815	98.15%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6900	69.00%
Fish aquatic toxicity	+	0.9919	99.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.72%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.19%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	91.57%	91.49%
CHEMBL4208	P20618	Proteasome component C5	89.51%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.97%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	85.48%	94.75%
CHEMBL3492	P49721	Proteasome Macropain subunit	83.06%	90.24%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.65%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.93%	86.33%
CHEMBL2581	P07339	Cathepsin D	81.83%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.61%	93.99%

Plants that contains it

• Cinnamomum philippinense
• Herbertus aduncus
• Herbertus dicranus
• Mastigophora diclados

Cross-Links

• PubChem: 11830934
• NPASS: NPC184582
• LOTUS: LTS0039497
• wikiData: Q104399492