2-(4-Methyl-5-oxocyclohex-3-en-1-yl)propan-2-yl acetate

Details

• Internal ID: b477dc14-326f-4c41-8895-e83713731606
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: 2-(4-methyl-5-oxocyclohex-3-en-1-yl)propan-2-yl acetate
• SMILES (Canonical): CC1=CCC(CC1=O)C(C)(C)OC(=O)C
• SMILES (Isomeric): CC1=CCC(CC1=O)C(C)(C)OC(=O)C
• InChI: InChI=1S/C12H18O3/c1-8-5-6-10(7-11(8)14)12(3,4)15-9(2)13/h5,10H,6-7H2,1-4H3
• InChI Key: FTCAQUBXEGKQTD-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈O₃
• Molecular Weight: 210.27 g/mol
• Exact Mass: 210.125594432 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.25
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 87578-93-6
• (R)-8-Acetoxycarvotanacetone
• 2-Cyclohexen-1-one, 5-[1-(acetyloxy)-1-methylethyl]-2-methyl-
• 2-(4-methyl-5-oxocyclohex-3-en-1-yl)propan-2-yl acetate
• 8-Acetoxy-1-p-menthen-6-one
• SCHEMBL8071213
• DTXSID60337127
• FTCAQUBXEGKQTD-UHFFFAOYSA-N
• p-Menth-6-en-2-one, 8-hydroxy-, acetate
• 2-(4-Methyl-5-oxocyclohex-3-enyl)propan-2-yl acetate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9962	99.62%
Caco-2	+	0.7408	74.08%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.9103	91.03%
OATP2B1 inhibitior	-	0.8504	85.04%
OATP1B1 inhibitior	+	0.9365	93.65%
OATP1B3 inhibitior	+	0.9513	95.13%
MATE1 inhibitior	-	0.5000	50.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.8783	87.83%
P-glycoprotein inhibitior	-	0.9235	92.35%
P-glycoprotein substrate	-	0.9209	92.09%
CYP3A4 substrate	-	0.5212	52.12%
CYP2C9 substrate	-	0.7707	77.07%
CYP2D6 substrate	-	0.9060	90.60%
CYP3A4 inhibition	-	0.9325	93.25%
CYP2C9 inhibition	-	0.8974	89.74%
CYP2C19 inhibition	-	0.6317	63.17%
CYP2D6 inhibition	-	0.9350	93.50%
CYP1A2 inhibition	-	0.9096	90.96%
CYP2C8 inhibition	-	0.9264	92.64%
CYP inhibitory promiscuity	-	0.8660	86.60%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6650	66.50%
Carcinogenicity (trinary)	Non-required	0.5711	57.11%
Eye corrosion	-	0.9244	92.44%
Eye irritation	+	0.9131	91.31%
Skin irritation	-	0.5303	53.03%
Skin corrosion	-	0.9773	97.73%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4583	45.83%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.6907	69.07%
skin sensitisation	+	0.8249	82.49%
Respiratory toxicity	-	0.9111	91.11%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.9500	95.00%
Nephrotoxicity	+	0.5814	58.14%
Acute Oral Toxicity (c)	III	0.6813	68.13%
Estrogen receptor binding	-	0.7340	73.40%
Androgen receptor binding	-	0.7302	73.02%
Thyroid receptor binding	-	0.8288	82.88%
Glucocorticoid receptor binding	-	0.8442	84.42%
Aromatase binding	-	0.7892	78.92%
PPAR gamma	-	0.7855	78.55%
Honey bee toxicity	-	0.8910	89.10%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9871	98.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.72%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.58%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.56%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.51%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.31%	91.11%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.42%	93.65%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.17%	93.04%

Plants that contains it

• Elettaria cardamomum

Cross-Links

• PubChem: 538920
• NPASS: NPC139065