4-Hydroxy-4-(2-hydroxyethyl)cyclohexan-1-one

Details

• Internal ID: 6466ed13-d9d6-43a6-98df-4ef081f10a45
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Tertiary alcohols
• IUPAC Name: 4-hydroxy-4-(2-hydroxyethyl)cyclohexan-1-one
• SMILES (Canonical): C1CC(CCC1=O)(CCO)O
• SMILES (Isomeric): C1CC(CCC1=O)(CCO)O
• InChI: InChI=1S/C8H14O3/c9-6-5-8(11)3-1-7(10)2-4-8/h9,11H,1-6H2
• InChI Key: QLSFMYCHPVOSCD-UHFFFAOYSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₄O₃
• Molecular Weight: 158.19 g/mol
• Exact Mass: 158.094294304 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): 0.24
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 107389-91-3
• 4-hydroxy-4-(2-hydroxyethyl)cyclohexan-1-one
• Cyclohexanone,4-hydroxy-4-(2-hydroxyethyl)-
• 4-hydroxy-4-(2-hydroxyethyl)cyclohexanone
• Cyclohexanone, 4-hydroxy-4-(2-hydroxyethyl)-
• starbld0000813
• DTXSID00148032
• AKOS032948564

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9506	95.06%
Caco-2	+	0.6916	69.16%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8856	88.56%
OATP2B1 inhibitior	-	0.8510	85.10%
OATP1B1 inhibitior	+	0.9498	94.98%
OATP1B3 inhibitior	+	0.9528	95.28%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7042	70.42%
BSEP inhibitior	-	0.9084	90.84%
P-glycoprotein inhibitior	-	0.9818	98.18%
P-glycoprotein substrate	-	0.9795	97.95%
CYP3A4 substrate	-	0.6508	65.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7744	77.44%
CYP3A4 inhibition	-	0.9161	91.61%
CYP2C9 inhibition	-	0.7092	70.92%
CYP2C19 inhibition	-	0.7655	76.55%
CYP2D6 inhibition	-	0.9303	93.03%
CYP1A2 inhibition	-	0.9060	90.60%
CYP2C8 inhibition	-	0.9866	98.66%
CYP inhibitory promiscuity	-	0.9620	96.20%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6776	67.76%
Eye corrosion	-	0.9477	94.77%
Eye irritation	+	0.9911	99.11%
Skin irritation	-	0.7375	73.75%
Skin corrosion	-	0.9619	96.19%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7519	75.19%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	-	0.5251	52.51%
skin sensitisation	-	0.8419	84.19%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.6556	65.56%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.5254	52.54%
Acute Oral Toxicity (c)	III	0.7592	75.92%
Estrogen receptor binding	-	0.9417	94.17%
Androgen receptor binding	-	0.8341	83.41%
Thyroid receptor binding	-	0.9130	91.30%
Glucocorticoid receptor binding	-	0.8429	84.29%
Aromatase binding	-	0.8233	82.33%
PPAR gamma	-	0.8400	84.00%
Honey bee toxicity	-	0.9539	95.39%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	-	0.8213	82.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.97%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.90%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.02%	96.09%
CHEMBL2581	P07339	Cathepsin D	84.53%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	82.77%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.59%	94.45%

Plants that contains it

• Barleria acanthoides
• Clerodendrum indicum
• Cordia elaeagnoides
• Dodonaea viscosa
• Halleria lucida
• Hexalobus crispiflorus
• Incarvillea delavayi
• Incarvillea diffusa
• Incarvillea mairei
• Isodon leucophyllus
• Marrubium globosum
• Melicope lunu-ankenda
• Pyrus pyrifolia
• Teucrium decipiens
• Tsuga heterophylla
• Uncaria sessilifructus

Cross-Links

• PubChem: 184824
• NPASS: NPC263687
• LOTUS: LTS0018740
• wikiData: Q72461079