(4S,5R)-2-(ethoxymethyl)-4-hydroxy-5-propan-2-ylcyclohex-2-en-1-one

Details

• Internal ID: 10b20a8f-5064-4dd2-bcfb-b7799b8d24d7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: (4S,5R)-2-(ethoxymethyl)-4-hydroxy-5-propan-2-ylcyclohex-2-en-1-one
• SMILES (Canonical): CCOCC1=CC(C(CC1=O)C(C)C)O
• SMILES (Isomeric): CCOCC1=C[C@H]([C@H](CC1=O)C(C)C)O
• InChI: InChI=1S/C12H20O3/c1-4-15-7-9-5-12(14)10(8(2)3)6-11(9)13/h5,8,10,12,14H,4,6-7H2,1-3H3/t10-,12-/m1/s1
• InChI Key: ZAWHRECRMGNKCV-ZYHUDNBSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₂₀O₃
• Molecular Weight: 212.28 g/mol
• Exact Mass: 212.14124450 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.56
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9952	99.52%
Caco-2	+	0.6691	66.91%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8985	89.85%
OATP2B1 inhibitior	-	0.8515	85.15%
OATP1B1 inhibitior	+	0.9312	93.12%
OATP1B3 inhibitior	+	0.9659	96.59%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.8335	83.35%
P-glycoprotein inhibitior	-	0.9479	94.79%
P-glycoprotein substrate	-	0.8968	89.68%
CYP3A4 substrate	-	0.5097	50.97%
CYP2C9 substrate	-	0.7791	77.91%
CYP2D6 substrate	-	0.8572	85.72%
CYP3A4 inhibition	-	0.8886	88.86%
CYP2C9 inhibition	-	0.8374	83.74%
CYP2C19 inhibition	-	0.5502	55.02%
CYP2D6 inhibition	-	0.8550	85.50%
CYP1A2 inhibition	-	0.7104	71.04%
CYP2C8 inhibition	-	0.9578	95.78%
CYP inhibitory promiscuity	-	0.7773	77.73%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8023	80.23%
Carcinogenicity (trinary)	Non-required	0.6154	61.54%
Eye corrosion	-	0.9620	96.20%
Eye irritation	-	0.6850	68.50%
Skin irritation	-	0.7422	74.22%
Skin corrosion	-	0.9537	95.37%
Ames mutagenesis	-	0.6737	67.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.6147	61.47%
Micronuclear	-	0.8941	89.41%
Hepatotoxicity	-	0.5992	59.92%
skin sensitisation	-	0.5656	56.56%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	+	0.5419	54.19%
Acute Oral Toxicity (c)	III	0.6829	68.29%
Estrogen receptor binding	-	0.8625	86.25%
Androgen receptor binding	-	0.8254	82.54%
Thyroid receptor binding	-	0.7515	75.15%
Glucocorticoid receptor binding	-	0.7593	75.93%
Aromatase binding	-	0.9138	91.38%
PPAR gamma	-	0.7866	78.66%
Honey bee toxicity	-	0.7312	73.12%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5750	57.50%
Fish aquatic toxicity	+	0.9491	94.91%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.94%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.95%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.46%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.02%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.92%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.80%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.49%	91.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.49%	90.71%
CHEMBL221	P23219	Cyclooxygenase-1	83.42%	90.17%
CHEMBL4040	P28482	MAP kinase ERK2	83.42%	83.82%

Plants that contains it

• Blumea axillaris

Cross-Links

• PubChem: 162880878
• LOTUS: LTS0113036
• wikiData: Q105370247