(6S)-6-hydroxy-3-(2-hydroxypropan-2-yl)-6-methylcyclohex-2-en-1-one

Details

• Internal ID: ed75da05-1e8f-4fb7-939f-78891117682d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: (6S)-6-hydroxy-3-(2-hydroxypropan-2-yl)-6-methylcyclohex-2-en-1-one
• SMILES (Canonical): CC1(CCC(=CC1=O)C(C)(C)O)O
• SMILES (Isomeric): C[C@@]1(CCC(=CC1=O)C(C)(C)O)O
• InChI: InChI=1S/C10H16O3/c1-9(2,12)7-4-5-10(3,13)8(11)6-7/h6,12-13H,4-5H2,1-3H3/t10-/m0/s1
• InChI Key: QGCSRXXUIPOZJS-JTQLQIEISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₆O₃
• Molecular Weight: 184.23 g/mol
• Exact Mass: 184.109944368 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): 0.80
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9929	99.29%
Caco-2	+	0.8719	87.19%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7842	78.42%
OATP2B1 inhibitior	-	0.8451	84.51%
OATP1B1 inhibitior	+	0.9487	94.87%
OATP1B3 inhibitior	+	0.9681	96.81%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.9182	91.82%
P-glycoprotein inhibitior	-	0.9707	97.07%
P-glycoprotein substrate	-	0.9248	92.48%
CYP3A4 substrate	-	0.5354	53.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8762	87.62%
CYP3A4 inhibition	-	0.8635	86.35%
CYP2C9 inhibition	-	0.8090	80.90%
CYP2C19 inhibition	-	0.8404	84.04%
CYP2D6 inhibition	-	0.8985	89.85%
CYP1A2 inhibition	-	0.8700	87.00%
CYP2C8 inhibition	-	0.9674	96.74%
CYP inhibitory promiscuity	-	0.8718	87.18%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8828	88.28%
Carcinogenicity (trinary)	Non-required	0.5784	57.84%
Eye corrosion	-	0.9822	98.22%
Eye irritation	+	0.8578	85.78%
Skin irritation	+	0.6572	65.72%
Skin corrosion	-	0.9024	90.24%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8977	89.77%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	+	0.7336	73.36%
skin sensitisation	+	0.7247	72.47%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.5759	57.59%
Acute Oral Toxicity (c)	III	0.7507	75.07%
Estrogen receptor binding	-	0.7659	76.59%
Androgen receptor binding	-	0.5565	55.65%
Thyroid receptor binding	-	0.7823	78.23%
Glucocorticoid receptor binding	-	0.4853	48.53%
Aromatase binding	-	0.8431	84.31%
PPAR gamma	-	0.8203	82.03%
Honey bee toxicity	-	0.9239	92.39%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8843	88.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.02%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.40%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.97%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.20%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	84.58%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.38%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.88%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.82%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.50%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.11%	100.00%

Plants that contains it

• Curcuma comosa

Cross-Links

• PubChem: 162909242
• LOTUS: LTS0011717
• wikiData: Q105219936