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

Details

• Internal ID: 04ffc33b-0433-430b-89ac-75a029fe8751
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (4S)-4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-one
• SMILES (Canonical): CC1=CC(CC(C1=O)(C)C)O
• SMILES (Isomeric): CC1=C[C@H](CC(C1=O)(C)C)O
• InChI: InChI=1S/C9H14O2/c1-6-4-7(10)5-9(2,3)8(6)11/h4,7,10H,5H2,1-3H3/t7-/m1/s1
• InChI Key: CZWSBAFIAZKCRV-SSDOTTSWSA-N
• Popularity: 2 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: 1.10
• Atomic LogP (AlogP): 1.29
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• SCHEMBL3150036

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9967	99.67%
Caco-2	+	0.8464	84.64%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7059	70.59%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.9340	93.40%
OATP1B3 inhibitior	+	0.9705	97.05%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9123	91.23%
P-glycoprotein inhibitior	-	0.9783	97.83%
P-glycoprotein substrate	-	0.9699	96.99%
CYP3A4 substrate	-	0.5540	55.40%
CYP2C9 substrate	-	0.7665	76.65%
CYP2D6 substrate	-	0.8430	84.30%
CYP3A4 inhibition	-	0.8454	84.54%
CYP2C9 inhibition	-	0.9171	91.71%
CYP2C19 inhibition	-	0.8195	81.95%
CYP2D6 inhibition	-	0.9322	93.22%
CYP1A2 inhibition	-	0.8842	88.42%
CYP2C8 inhibition	-	0.9847	98.47%
CYP inhibitory promiscuity	-	0.8885	88.85%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.6957	69.57%
Carcinogenicity (trinary)	Non-required	0.5442	54.42%
Eye corrosion	-	0.9256	92.56%
Eye irritation	+	0.9698	96.98%
Skin irritation	+	0.6550	65.50%
Skin corrosion	-	0.9310	93.10%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7563	75.63%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.6158	61.58%
skin sensitisation	+	0.9383	93.83%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	-	0.6000	60.00%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	+	0.4877	48.77%
Acute Oral Toxicity (c)	III	0.8419	84.19%
Estrogen receptor binding	-	0.9691	96.91%
Androgen receptor binding	-	0.7824	78.24%
Thyroid receptor binding	-	0.8930	89.30%
Glucocorticoid receptor binding	-	0.9413	94.13%
Aromatase binding	-	0.9362	93.62%
PPAR gamma	-	0.9068	90.68%
Honey bee toxicity	-	0.9016	90.16%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.7964	79.64%

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	90.72%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.07%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.92%	85.14%
CHEMBL1937	Q92769	Histone deacetylase 2	87.65%	94.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.28%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.87%	97.09%
CHEMBL2581	P07339	Cathepsin D	81.66%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.49%	100.00%

Plants that contains it

• Crocus sativus

Cross-Links

• PubChem: 10419390
• NPASS: NPC71964
• LOTUS: LTS0063110
• wikiData: Q104973239