(4S)-4-hydroxy-3,5,5-trimethyl-4-[(E)-3-methylbut-1-enyl]cyclohex-2-en-1-one

Details

• Internal ID: 99a8d6ad-eb27-45cf-9b48-5b30f8345cfb
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (4S)-4-hydroxy-3,5,5-trimethyl-4-[(E)-3-methylbut-1-enyl]cyclohex-2-en-1-one
• SMILES (Canonical): CC1=CC(=O)CC(C1(C=CC(C)C)O)(C)C
• SMILES (Isomeric): CC1=CC(=O)CC([C@]1(/C=C/C(C)C)O)(C)C
• InChI: InChI=1S/C14H22O2/c1-10(2)6-7-14(16)11(3)8-12(15)9-13(14,4)5/h6-8,10,16H,9H2,1-5H3/b7-6+/t14-/m1/s1
• InChI Key: MBJNJZDFFRCPNJ-PSKZRQQASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₂O₂
• Molecular Weight: 222.32 g/mol
• Exact Mass: 222.161979940 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.88
• H-Bond Acceptor: 2
• 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	+	0.9966	99.66%
Caco-2	+	0.7525	75.25%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8033	80.33%
OATP2B1 inhibitior	-	0.8602	86.02%
OATP1B1 inhibitior	+	0.9033	90.33%
OATP1B3 inhibitior	+	0.9655	96.55%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7803	78.03%
P-glycoprotein inhibitior	-	0.9661	96.61%
P-glycoprotein substrate	-	0.9467	94.67%
CYP3A4 substrate	-	0.5158	51.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9001	90.01%
CYP3A4 inhibition	-	0.7679	76.79%
CYP2C9 inhibition	-	0.8833	88.33%
CYP2C19 inhibition	-	0.8371	83.71%
CYP2D6 inhibition	-	0.9336	93.36%
CYP1A2 inhibition	-	0.8809	88.09%
CYP2C8 inhibition	-	0.9823	98.23%
CYP inhibitory promiscuity	-	0.8549	85.49%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7441	74.41%
Carcinogenicity (trinary)	Non-required	0.4966	49.66%
Eye corrosion	-	0.9005	90.05%
Eye irritation	-	0.5451	54.51%
Skin irritation	+	0.6042	60.42%
Skin corrosion	-	0.9304	93.04%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8227	82.27%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.6427	64.27%
skin sensitisation	+	0.9280	92.80%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.8375	83.75%
Nephrotoxicity	-	0.6683	66.83%
Acute Oral Toxicity (c)	III	0.8120	81.20%
Estrogen receptor binding	-	0.7684	76.84%
Androgen receptor binding	-	0.6066	60.66%
Thyroid receptor binding	-	0.6813	68.13%
Glucocorticoid receptor binding	-	0.6121	61.21%
Aromatase binding	-	0.7276	72.76%
PPAR gamma	-	0.8255	82.55%
Honey bee toxicity	-	0.9331	93.31%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.8727	87.27%

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	94.75%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.99%	97.25%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	90.53%	85.30%
CHEMBL1937	Q92769	Histone deacetylase 2	89.89%	94.75%
CHEMBL2581	P07339	Cathepsin D	89.59%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.44%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.54%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.02%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.97%	96.09%
CHEMBL3492	P49721	Proteasome Macropain subunit	84.41%	90.24%
CHEMBL4208	P20618	Proteasome component C5	83.77%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.59%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.51%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.37%	99.23%

Plants that contains it

• Lindera glauca

Cross-Links

• PubChem: 162850596
• LOTUS: LTS0132931
• wikiData: Q105160811