(4S,5R)-4-hydroxy-2-methyl-5-[(1S)-1,2,2-trimethylcyclopentyl]cyclohex-2-en-1-one

Details

• Internal ID: 91681941-35a8-41f6-9cb5-40d68e729e11
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (4S,5R)-4-hydroxy-2-methyl-5-[(1S)-1,2,2-trimethylcyclopentyl]cyclohex-2-en-1-one
• SMILES (Canonical): CC1=CC(C(CC1=O)C2(CCCC2(C)C)C)O
• SMILES (Isomeric): CC1=C[C@@H]([C@H](CC1=O)[C@@]2(CCCC2(C)C)C)O
• InChI: InChI=1S/C15H24O2/c1-10-8-13(17)11(9-12(10)16)15(4)7-5-6-14(15,2)3/h8,11,13,17H,5-7,9H2,1-4H3/t11-,13-,15-/m0/s1
• InChI Key: IUKKWXIPRURLDK-WHOFXGATSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₂
• Molecular Weight: 236.35 g/mol
• Exact Mass: 236.177630004 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.10
• H-Bond Acceptor: 2
• 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	+	0.8328	83.28%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8540	85.40%
OATP2B1 inhibitior	-	0.8507	85.07%
OATP1B1 inhibitior	+	0.8785	87.85%
OATP1B3 inhibitior	+	0.9018	90.18%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.8202	82.02%
P-glycoprotein inhibitior	-	0.9347	93.47%
P-glycoprotein substrate	-	0.9218	92.18%
CYP3A4 substrate	+	0.5781	57.81%
CYP2C9 substrate	-	0.7636	76.36%
CYP2D6 substrate	-	0.8687	86.87%
CYP3A4 inhibition	-	0.9068	90.68%
CYP2C9 inhibition	-	0.8708	87.08%
CYP2C19 inhibition	-	0.8250	82.50%
CYP2D6 inhibition	-	0.9453	94.53%
CYP1A2 inhibition	-	0.8173	81.73%
CYP2C8 inhibition	-	0.9625	96.25%
CYP inhibitory promiscuity	-	0.8080	80.80%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9228	92.28%
Carcinogenicity (trinary)	Non-required	0.5336	53.36%
Eye corrosion	-	0.9805	98.05%
Eye irritation	-	0.6058	60.58%
Skin irritation	+	0.6944	69.44%
Skin corrosion	-	0.9787	97.87%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5711	57.11%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	+	0.6516	65.16%
skin sensitisation	+	0.6520	65.20%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.7029	70.29%
Acute Oral Toxicity (c)	III	0.6127	61.27%
Estrogen receptor binding	-	0.6663	66.63%
Androgen receptor binding	-	0.5193	51.93%
Thyroid receptor binding	-	0.6489	64.89%
Glucocorticoid receptor binding	-	0.7656	76.56%
Aromatase binding	-	0.8089	80.89%
PPAR gamma	-	0.7291	72.91%
Honey bee toxicity	-	0.9133	91.33%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9858	98.58%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.64%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.34%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.07%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.71%	85.14%
CHEMBL1937	Q92769	Histone deacetylase 2	88.67%	94.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.50%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.12%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.07%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.64%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.00%	100.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.09%	93.03%

Plants that contains it

• Jungermannia infusca
• Jungermannia rosulans

Cross-Links

• PubChem: 15867192
• LOTUS: LTS0158137
• wikiData: Q105120658