[5-Acetyloxy-3-(2-methylbut-2-enoyloxy)-6-oxo-4-propan-2-ylcyclohexen-1-yl]methyl 2-methylbut-2-enoate

Details

• Internal ID: d23a8ef5-ffcf-4b79-937f-756c9dfc348a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: [5-acetyloxy-3-(2-methylbut-2-enoyloxy)-6-oxo-4-propan-2-ylcyclohexen-1-yl]methyl 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OCC1=CC(C(C(C1=O)OC(=O)C)C(C)C)OC(=O)C(=CC)C
• SMILES (Isomeric): CC=C(C)C(=O)OCC1=CC(C(C(C1=O)OC(=O)C)C(C)C)OC(=O)C(=CC)C
• InChI: InChI=1S/C22H30O7/c1-8-13(5)21(25)27-11-16-10-17(29-22(26)14(6)9-2)18(12(3)4)20(19(16)24)28-15(7)23/h8-10,12,17-18,20H,11H2,1-7H3
• InChI Key: VQVOLXGHPXSBKK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₇
• Molecular Weight: 406.50 g/mol
• Exact Mass: 406.19915329 g/mol
• Topological Polar Surface Area (TPSA): 96.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.09
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9848	98.48%
Caco-2	+	0.5427	54.27%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8775	87.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8721	87.21%
OATP1B3 inhibitior	+	0.9443	94.43%
MATE1 inhibitior	-	0.5800	58.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8756	87.56%
P-glycoprotein inhibitior	+	0.7732	77.32%
P-glycoprotein substrate	-	0.7924	79.24%
CYP3A4 substrate	+	0.5404	54.04%
CYP2C9 substrate	-	0.7786	77.86%
CYP2D6 substrate	-	0.9136	91.36%
CYP3A4 inhibition	-	0.8885	88.85%
CYP2C9 inhibition	-	0.6565	65.65%
CYP2C19 inhibition	-	0.6519	65.19%
CYP2D6 inhibition	-	0.8517	85.17%
CYP1A2 inhibition	-	0.6664	66.64%
CYP2C8 inhibition	-	0.8504	85.04%
CYP inhibitory promiscuity	-	0.6411	64.11%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6893	68.93%
Carcinogenicity (trinary)	Non-required	0.6056	60.56%
Eye corrosion	-	0.9421	94.21%
Eye irritation	-	0.8854	88.54%
Skin irritation	-	0.7489	74.89%
Skin corrosion	-	0.9812	98.12%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6501	65.01%
Micronuclear	-	0.5526	55.26%
Hepatotoxicity	+	0.6088	60.88%
skin sensitisation	+	0.6114	61.14%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.9125	91.25%
Nephrotoxicity	+	0.5667	56.67%
Acute Oral Toxicity (c)	III	0.6821	68.21%
Estrogen receptor binding	+	0.6342	63.42%
Androgen receptor binding	-	0.6031	60.31%
Thyroid receptor binding	-	0.5631	56.31%
Glucocorticoid receptor binding	+	0.5769	57.69%
Aromatase binding	-	0.6963	69.63%
PPAR gamma	-	0.4881	48.81%
Honey bee toxicity	-	0.7856	78.56%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9729	97.29%

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	97.11%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.02%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.36%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.28%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.93%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.77%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.96%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	80.80%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	80.05%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.03%	86.33%

Plants that contains it

• Sphaeranthus suaveolens

Cross-Links

• PubChem: 162947938
• LOTUS: LTS0193629
• wikiData: Q105291538