p-Menthan-3-one, 4,8-epoxy-, cis-

Details

• Internal ID: b1695444-374a-41e4-b89a-c88ce7c2f78e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: (3R,6R)-2,2,6-trimethyl-1-oxaspiro[2.5]octan-4-one
• SMILES (Canonical): CC1CCC2(C(=O)C1)C(O2)(C)C
• SMILES (Isomeric): C[C@@H]1CC[C@]2(C(=O)C1)C(O2)(C)C
• InChI: InChI=1S/C10H16O2/c1-7-4-5-10(8(11)6-7)9(2,3)12-10/h7H,4-6H2,1-3H3/t7-,10+/m1/s1
• InChI Key: OFUGTKAUAMKFPM-XCBNKYQSSA-N
• Popularity: 0 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): 29.60 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.92
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 1-Oxaspiro[2.5]octan-4-one, 2,2,6-trimethyl-, trans-
• cis-Pulegone Oxide
• 7599-90-8
• DTXSID80424063
• OFUGTKAUAMKFPM-XCBNKYQSSA-N
• 2,2,6-Trimethyl-1-oxaspiro[2.5]octan-4-one-, trans-
• 1-Oxaspiro[2.5]octan-4-one, 2,2,6-trimethyl-, (3R,6S)-rel-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9920	99.20%
Caco-2	+	0.8110	81.10%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5517	55.17%
OATP2B1 inhibitior	-	0.8465	84.65%
OATP1B1 inhibitior	+	0.9095	90.95%
OATP1B3 inhibitior	+	0.9772	97.72%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9238	92.38%
P-glycoprotein inhibitior	-	0.9858	98.58%
P-glycoprotein substrate	-	0.9702	97.02%
CYP3A4 substrate	-	0.5328	53.28%
CYP2C9 substrate	-	0.6077	60.77%
CYP2D6 substrate	-	0.7998	79.98%
CYP3A4 inhibition	-	0.9365	93.65%
CYP2C9 inhibition	-	0.7466	74.66%
CYP2C19 inhibition	-	0.6293	62.93%
CYP2D6 inhibition	-	0.9453	94.53%
CYP1A2 inhibition	-	0.5954	59.54%
CYP2C8 inhibition	-	0.9404	94.04%
CYP inhibitory promiscuity	-	0.9838	98.38%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6277	62.77%
Eye corrosion	-	0.8489	84.89%
Eye irritation	+	0.7433	74.33%
Skin irritation	+	0.5856	58.56%
Skin corrosion	-	0.9226	92.26%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7986	79.86%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.6842	68.42%
skin sensitisation	+	0.6205	62.05%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.7556	75.56%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	+	0.7418	74.18%
Acute Oral Toxicity (c)	III	0.6277	62.77%
Estrogen receptor binding	-	0.9031	90.31%
Androgen receptor binding	-	0.5381	53.81%
Thyroid receptor binding	-	0.7754	77.54%
Glucocorticoid receptor binding	-	0.8637	86.37%
Aromatase binding	-	0.7613	76.13%
PPAR gamma	-	0.8770	87.70%
Honey bee toxicity	-	0.9315	93.15%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	+	0.7300	73.00%
Fish aquatic toxicity	+	0.7066	70.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	90.79%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.35%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.53%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.04%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.80%	96.09%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	84.85%	85.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.94%	95.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.80%	93.04%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.10%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.34%	100.00%

Plants that contains it

• Hesperozygis ringens

Cross-Links

• PubChem: 6432045
• LOTUS: LTS0138936
• wikiData: Q82236481