[3-(Acetyloxymethyl)-5-hydroxy-4-oxo-6-propan-2-ylcyclohex-2-en-1-yl] 2-methylbut-2-enoate

Details

• Internal ID: 3eed97e0-68f2-4284-a2e0-b0fda90d9cf9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: [3-(acetyloxymethyl)-5-hydroxy-4-oxo-6-propan-2-ylcyclohex-2-en-1-yl] 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C=C(C(=O)C(C1C(C)C)O)COC(=O)C
• SMILES (Isomeric): CC=C(C)C(=O)OC1C=C(C(=O)C(C1C(C)C)O)COC(=O)C
• InChI: InChI=1S/C17H24O6/c1-6-10(4)17(21)23-13-7-12(8-22-11(5)18)15(19)16(20)14(13)9(2)3/h6-7,9,13-14,16,20H,8H2,1-5H3
• InChI Key: UOJDYMLVAJQOPR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₆
• Molecular Weight: 324.40 g/mol
• Exact Mass: 324.15728848 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.57
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9678	96.78%
Caco-2	+	0.6881	68.81%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8997	89.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8748	87.48%
OATP1B3 inhibitior	+	0.9378	93.78%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7393	73.93%
P-glycoprotein inhibitior	-	0.6011	60.11%
P-glycoprotein substrate	-	0.8262	82.62%
CYP3A4 substrate	+	0.5355	53.55%
CYP2C9 substrate	-	0.5918	59.18%
CYP2D6 substrate	-	0.9042	90.42%
CYP3A4 inhibition	-	0.9249	92.49%
CYP2C9 inhibition	-	0.6669	66.69%
CYP2C19 inhibition	-	0.7442	74.42%
CYP2D6 inhibition	-	0.7208	72.08%
CYP1A2 inhibition	-	0.7533	75.33%
CYP2C8 inhibition	-	0.8897	88.97%
CYP inhibitory promiscuity	-	0.8353	83.53%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7261	72.61%
Carcinogenicity (trinary)	Non-required	0.7249	72.49%
Eye corrosion	-	0.9706	97.06%
Eye irritation	-	0.8901	89.01%
Skin irritation	-	0.6452	64.52%
Skin corrosion	-	0.9643	96.43%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4442	44.42%
Micronuclear	-	0.6626	66.26%
Hepatotoxicity	+	0.5890	58.90%
skin sensitisation	-	0.5942	59.42%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	+	0.6315	63.15%
Acute Oral Toxicity (c)	III	0.5657	56.57%
Estrogen receptor binding	-	0.5520	55.20%
Androgen receptor binding	-	0.6921	69.21%
Thyroid receptor binding	-	0.6664	66.64%
Glucocorticoid receptor binding	-	0.5154	51.54%
Aromatase binding	-	0.6885	68.85%
PPAR gamma	-	0.7097	70.97%
Honey bee toxicity	-	0.8039	80.39%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9792	97.92%

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	96.68%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.15%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.39%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.20%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.58%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.69%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.68%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	82.61%	91.19%

Plants that contains it

• Sphaeranthus suaveolens

Cross-Links

• PubChem: 163048801
• LOTUS: LTS0208564
• wikiData: Q105276403