(3S,6R)-3-Hydroperoxy-3-methyl-6-(prop-1-en-2-yl)cyclohex-1-ene

Details

• Internal ID: 5e6229b0-4230-4356-bb4f-413bd938ea4d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: 3-hydroperoxy-3-methyl-6-prop-1-en-2-ylcyclohexene
• SMILES (Canonical): CC(=C)C1CCC(C=C1)(C)OO
• SMILES (Isomeric): CC(=C)C1CCC(C=C1)(C)OO
• InChI: InChI=1S/C10H16O2/c1-8(2)9-4-6-10(3,12-11)7-5-9/h4,6,9,11H,1,5,7H2,2-3H3
• InChI Key: LCOVCELWSKTKHX-UHFFFAOYSA-N
• Popularity: 1 reference 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): 29.50 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.78
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• Hydroperoxide, 1-methyl-4-(1-methylethenyl)-2-cyclohexen-1-yl
• 3330-45-8
• p-mentha-2,8-dien-1-hydroperoxide
• (1S,4R)-p-Mentha-2,8-diene, 1-hydroperoxide
• LCOVCELWSKTKHX-UHFFFAOYSA-N
• NS00048962
• (3S,6R)-3-Hydroperoxy-3-methyl-6-(prop-1-en-2-yl)cyclohex-1-ene
• Hydroperoxide, (1S,4R)-1-methyl-4-(1-methylethenyl)-2-cyclohexen-1-yl
• Hydroperoxide, 1-methyl-4-(1-methylethenyl)-2-cyclohexen-1-yl, (1S-cis)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9829	98.29%
Caco-2	+	0.7096	70.96%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6068	60.68%
OATP2B1 inhibitior	-	0.8513	85.13%
OATP1B1 inhibitior	+	0.9171	91.71%
OATP1B3 inhibitior	+	0.9437	94.37%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.9290	92.90%
P-glycoprotein inhibitior	-	0.9851	98.51%
P-glycoprotein substrate	-	0.8713	87.13%
CYP3A4 substrate	+	0.5199	51.99%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.7507	75.07%
CYP3A4 inhibition	-	0.5876	58.76%
CYP2C9 inhibition	-	0.7771	77.71%
CYP2C19 inhibition	-	0.6275	62.75%
CYP2D6 inhibition	-	0.8952	89.52%
CYP1A2 inhibition	-	0.7177	71.77%
CYP2C8 inhibition	-	0.8609	86.09%
CYP inhibitory promiscuity	-	0.8008	80.08%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6971	69.71%
Carcinogenicity (trinary)	Non-required	0.5028	50.28%
Eye corrosion	-	0.8322	83.22%
Eye irritation	+	0.5713	57.13%
Skin irritation	+	0.5138	51.38%
Skin corrosion	-	0.8128	81.28%
Ames mutagenesis	-	0.6779	67.79%
Human Ether-a-go-go-Related Gene inhibition	-	0.5821	58.21%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	+	0.5533	55.33%
skin sensitisation	+	0.7017	70.17%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	+	0.7253	72.53%
Acute Oral Toxicity (c)	III	0.7265	72.65%
Estrogen receptor binding	-	0.8821	88.21%
Androgen receptor binding	-	0.9336	93.36%
Thyroid receptor binding	-	0.8334	83.34%
Glucocorticoid receptor binding	-	0.6994	69.94%
Aromatase binding	-	0.8693	86.93%
PPAR gamma	-	0.8135	81.35%
Honey bee toxicity	-	0.7181	71.81%
Biodegradation	+	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.8825	88.25%

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	95.51%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.20%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	93.60%	91.49%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.05%	97.25%
CHEMBL240	Q12809	HERG	90.47%	89.76%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.11%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.87%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.69%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.56%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.97%	100.00%

Plants that contains it

• Dysphania ambrosioides

Cross-Links

• PubChem: 538497
• LOTUS: LTS0259654
• wikiData: Q105149930