[5-Hydroxy-3-(hydroxymethyl)-4-oxo-6-propan-2-ylcyclohex-2-en-1-yl] acetate

Details

• Internal ID: c0b22edf-3e5a-451e-9703-cd250b84b84c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: [5-hydroxy-3-(hydroxymethyl)-4-oxo-6-propan-2-ylcyclohex-2-en-1-yl] acetate
• SMILES (Canonical): CC(C)C1C(C=C(C(=O)C1O)CO)OC(=O)C
• SMILES (Isomeric): CC(C)C1C(C=C(C(=O)C1O)CO)OC(=O)C
• InChI: InChI=1S/C12H18O5/c1-6(2)10-9(17-7(3)14)4-8(5-13)11(15)12(10)16/h4,6,9-10,12-13,16H,5H2,1-3H3
• InChI Key: QEKUAMYPTPQAPS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈O₅
• Molecular Weight: 242.27 g/mol
• Exact Mass: 242.11542367 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.05
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9173	91.73%
Caco-2	-	0.7140	71.40%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8927	89.27%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.9040	90.40%
OATP1B3 inhibitior	+	0.9325	93.25%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8925	89.25%
P-glycoprotein inhibitior	-	0.9314	93.14%
P-glycoprotein substrate	-	0.8605	86.05%
CYP3A4 substrate	-	0.5309	53.09%
CYP2C9 substrate	-	0.6079	60.79%
CYP2D6 substrate	-	0.9053	90.53%
CYP3A4 inhibition	-	0.8758	87.58%
CYP2C9 inhibition	-	0.6352	63.52%
CYP2C19 inhibition	-	0.7634	76.34%
CYP2D6 inhibition	-	0.7818	78.18%
CYP1A2 inhibition	-	0.8051	80.51%
CYP2C8 inhibition	-	0.9726	97.26%
CYP inhibitory promiscuity	-	0.8019	80.19%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7404	74.04%
Carcinogenicity (trinary)	Non-required	0.7167	71.67%
Eye corrosion	-	0.9743	97.43%
Eye irritation	-	0.6537	65.37%
Skin irritation	-	0.7439	74.39%
Skin corrosion	-	0.9649	96.49%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7377	73.77%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.5539	55.39%
skin sensitisation	-	0.6451	64.51%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.5652	56.52%
Acute Oral Toxicity (c)	III	0.5355	53.55%
Estrogen receptor binding	-	0.7320	73.20%
Androgen receptor binding	-	0.8164	81.64%
Thyroid receptor binding	-	0.6899	68.99%
Glucocorticoid receptor binding	-	0.7471	74.71%
Aromatase binding	-	0.8423	84.23%
PPAR gamma	-	0.9322	93.22%
Honey bee toxicity	-	0.8925	89.25%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.8250	82.50%
Fish aquatic toxicity	+	0.9315	93.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.46%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.25%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.98%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.41%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.19%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	82.16%	91.19%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.69%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.88%	99.17%

Plants that contains it

• Sphaeranthus suaveolens

Cross-Links

• PubChem: 77985111
• LOTUS: LTS0006003
• wikiData: Q105219273