(4S,5S)-4-hydroxy-4-(2-hydroxyethyl)-3,3,5-trimethylcyclohexan-1-one

Details

• Internal ID: 4bdb35a7-61af-40d8-9e98-af1ca156cc79
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Tertiary alcohols
• IUPAC Name: (4S,5S)-4-hydroxy-4-(2-hydroxyethyl)-3,3,5-trimethylcyclohexan-1-one
• SMILES (Canonical): CC1CC(=O)CC(C1(CCO)O)(C)C
• SMILES (Isomeric): C[C@H]1CC(=O)CC([C@@]1(CCO)O)(C)C
• InChI: InChI=1S/C11H20O3/c1-8-6-9(13)7-10(2,3)11(8,14)4-5-12/h8,12,14H,4-7H2,1-3H3/t8-,11-/m0/s1
• InChI Key: RMJIDUQSRDEZRN-KWQFWETISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₂₀O₃
• Molecular Weight: 200.27 g/mol
• Exact Mass: 200.14124450 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.13
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9879	98.79%
Caco-2	+	0.7673	76.73%
Blood Brain Barrier	+	0.6885	68.85%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8405	84.05%
OATP2B1 inhibitior	-	0.8494	84.94%
OATP1B1 inhibitior	+	0.9211	92.11%
OATP1B3 inhibitior	+	0.9301	93.01%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5167	51.67%
BSEP inhibitior	-	0.9036	90.36%
P-glycoprotein inhibitior	-	0.9683	96.83%
P-glycoprotein substrate	-	0.8340	83.40%
CYP3A4 substrate	-	0.5609	56.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8328	83.28%
CYP3A4 inhibition	-	0.7919	79.19%
CYP2C9 inhibition	-	0.6741	67.41%
CYP2C19 inhibition	-	0.9232	92.32%
CYP2D6 inhibition	-	0.9338	93.38%
CYP1A2 inhibition	-	0.8023	80.23%
CYP2C8 inhibition	-	0.9806	98.06%
CYP inhibitory promiscuity	-	0.9691	96.91%
UGT catelyzed	+	0.7362	73.62%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6786	67.86%
Eye corrosion	-	0.9749	97.49%
Eye irritation	+	0.7060	70.60%
Skin irritation	-	0.7563	75.63%
Skin corrosion	-	0.9813	98.13%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7374	73.74%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	+	0.5452	54.52%
skin sensitisation	-	0.5691	56.91%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.6291	62.91%
Acute Oral Toxicity (c)	III	0.7585	75.85%
Estrogen receptor binding	-	0.8989	89.89%
Androgen receptor binding	-	0.7662	76.62%
Thyroid receptor binding	-	0.8420	84.20%
Glucocorticoid receptor binding	-	0.8114	81.14%
Aromatase binding	-	0.7822	78.22%
PPAR gamma	-	0.8149	81.49%
Honey bee toxicity	-	0.9417	94.17%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.8144	81.44%

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	95.22%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.17%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.77%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.65%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.33%	97.25%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.27%	89.34%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.74%	100.00%

Plants that contains it

• Ficus microcarpa

Cross-Links

• PubChem: 10821909
• LOTUS: LTS0005219
• wikiData: Q105240813