(4S)-4-hydroxy-4,6,6-trimethylcyclohex-2-en-1-one

Details

• Internal ID: 043fed1f-4eb8-4bfc-818d-9895cd368946
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (4S)-4-hydroxy-4,6,6-trimethylcyclohex-2-en-1-one
• SMILES (Canonical): CC1(CC(C=CC1=O)(C)O)C
• SMILES (Isomeric): C[C@@]1(CC(C(=O)C=C1)(C)C)O
• InChI: InChI=1S/C9H14O2/c1-8(2)6-9(3,11)5-4-7(8)10/h4-5,11H,6H2,1-3H3/t9-/m1/s1
• InChI Key: BAEJWCNTPISISY-SECBINFHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₄O₂
• Molecular Weight: 154.21 g/mol
• Exact Mass: 154.099379685 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.29
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	+	0.9325	93.25%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7699	76.99%
OATP2B1 inhibitior	-	0.8607	86.07%
OATP1B1 inhibitior	+	0.9368	93.68%
OATP1B3 inhibitior	+	0.9785	97.85%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8865	88.65%
P-glycoprotein inhibitior	-	0.9739	97.39%
P-glycoprotein substrate	-	0.9606	96.06%
CYP3A4 substrate	-	0.6185	61.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8736	87.36%
CYP3A4 inhibition	-	0.8216	82.16%
CYP2C9 inhibition	-	0.9518	95.18%
CYP2C19 inhibition	-	0.9055	90.55%
CYP2D6 inhibition	-	0.9146	91.46%
CYP1A2 inhibition	-	0.8238	82.38%
CYP2C8 inhibition	-	0.9878	98.78%
CYP inhibitory promiscuity	-	0.9528	95.28%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7057	70.57%
Carcinogenicity (trinary)	Non-required	0.6378	63.78%
Eye corrosion	-	0.6826	68.26%
Eye irritation	+	0.9550	95.50%
Skin irritation	+	0.7322	73.22%
Skin corrosion	-	0.6999	69.99%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8352	83.52%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.6387	63.87%
skin sensitisation	+	0.9365	93.65%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	-	0.7333	73.33%
Mitochondrial toxicity	-	0.8250	82.50%
Nephrotoxicity	+	0.6419	64.19%
Acute Oral Toxicity (c)	III	0.8146	81.46%
Estrogen receptor binding	-	0.8998	89.98%
Androgen receptor binding	-	0.7260	72.60%
Thyroid receptor binding	-	0.8954	89.54%
Glucocorticoid receptor binding	-	0.8716	87.16%
Aromatase binding	-	0.8789	87.89%
PPAR gamma	-	0.8758	87.58%
Honey bee toxicity	-	0.9775	97.75%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.7105	71.05%

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	87.91%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.87%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.52%	91.11%
CHEMBL2581	P07339	Cathepsin D	87.34%	98.95%
CHEMBL4208	P20618	Proteasome component C5	85.54%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.38%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	83.46%	91.49%
CHEMBL230	P35354	Cyclooxygenase-2	81.18%	89.63%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.31%	94.45%

Plants that contains it

• Crocus sativus

Cross-Links

• PubChem: 154496025
• LOTUS: LTS0091836
• wikiData: Q104922132