2-Cyclohexen-1-one, 2-(1-hydroxy-1-methylethyl)-5-methyl-, (5R)-

Details

• Internal ID: 4d75f153-3324-4bb8-b4f0-410d7c4806b0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: (5R)-2-(2-hydroxypropan-2-yl)-5-methylcyclohex-2-en-1-one
• SMILES (Canonical): CC1CC=C(C(=O)C1)C(C)(C)O
• SMILES (Isomeric): C[C@@H]1CC=C(C(=O)C1)C(C)(C)O
• InChI: InChI=1S/C10H16O2/c1-7-4-5-8(9(11)6-7)10(2,3)12/h5,7,12H,4,6H2,1-3H3/t7-/m1/s1
• InChI Key: SNBPZAIQWQXUCR-SSDOTTSWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₆O₂
• Molecular Weight: 168.23 g/mol
• Exact Mass: 168.115029749 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.68
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 2-Cyclohexen-1-one, 2-(1-hydroxy-1-methylethyl)-5-methyl-, (5R)-
• DTXSID80453772
• SNBPZAIQWQXUCR-SSDOTTSWSA-N
• (-)-1R-8-Hydroxy-p-menth-4-en-3-one
• 2-(1-Hydroxy-1-methylethyl)-5-methyl-2-cyclohexen-1-one #
• (5R)-5-Methyl-2-(1-hydroxy-1-methylethyl)-2-cyclohexene-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9933	99.33%
Caco-2	+	0.8238	82.38%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7654	76.54%
OATP2B1 inhibitior	-	0.8518	85.18%
OATP1B1 inhibitior	+	0.9535	95.35%
OATP1B3 inhibitior	+	0.9576	95.76%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8550	85.50%
P-glycoprotein inhibitior	-	0.9738	97.38%
P-glycoprotein substrate	-	0.9359	93.59%
CYP3A4 substrate	-	0.6292	62.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8827	88.27%
CYP3A4 inhibition	-	0.8720	87.20%
CYP2C9 inhibition	-	0.8177	81.77%
CYP2C19 inhibition	-	0.6131	61.31%
CYP2D6 inhibition	-	0.9480	94.80%
CYP1A2 inhibition	-	0.8401	84.01%
CYP2C8 inhibition	-	0.9842	98.42%
CYP inhibitory promiscuity	-	0.8367	83.67%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7241	72.41%
Carcinogenicity (trinary)	Non-required	0.5023	50.23%
Eye corrosion	-	0.9269	92.69%
Eye irritation	+	0.9469	94.69%
Skin irritation	+	0.6130	61.30%
Skin corrosion	-	0.9475	94.75%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7268	72.68%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	+	0.8237	82.37%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	-	0.6222	62.22%
Mitochondrial toxicity	-	0.8250	82.50%
Nephrotoxicity	+	0.5196	51.96%
Acute Oral Toxicity (c)	III	0.7047	70.47%
Estrogen receptor binding	-	0.9813	98.13%
Androgen receptor binding	-	0.9175	91.75%
Thyroid receptor binding	-	0.7379	73.79%
Glucocorticoid receptor binding	-	0.9035	90.35%
Aromatase binding	-	0.8372	83.72%
PPAR gamma	-	0.9205	92.05%
Honey bee toxicity	-	0.9262	92.62%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9141	91.41%

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	97.33%	97.25%
CHEMBL2581	P07339	Cathepsin D	93.55%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.73%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.76%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.48%	91.11%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.23%	93.04%

Plants that contains it

• Hesperozygis ringens
• Marrubium cylleneum
• Mentha arvensis
• Nepeta tenuifolia

Cross-Links

• PubChem: 11062797
• NPASS: NPC232527
• LOTUS: LTS0238986
• wikiData: Q82275003