(6-Acetyloxy-12-hydroxy-8,12-dimethyl-3,9-dioxo-2,14-dioxatricyclo[6.5.1.01,5]tetradec-4-en-4-yl)methyl acetate

Details

• Internal ID: 1dfe52f4-7b2a-40de-a543-52cbbad59d35
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (6-acetyloxy-12-hydroxy-8,12-dimethyl-3,9-dioxo-2,14-dioxatricyclo[6.5.1.01,5]tetradec-4-en-4-yl)methyl acetate
• SMILES (Canonical): CC(=O)OCC1=C2C(CC3(C(=O)CCC(CC2(O3)OC1=O)(C)O)C)OC(=O)C
• SMILES (Isomeric): CC(=O)OCC1=C2C(CC3(C(=O)CCC(CC2(O3)OC1=O)(C)O)C)OC(=O)C
• InChI: InChI=1S/C19H24O9/c1-10(20)25-8-12-15-13(26-11(2)21)7-18(4)14(22)5-6-17(3,24)9-19(15,28-18)27-16(12)23/h13,24H,5-9H2,1-4H3
• InChI Key: CIQHYIPVUYZISN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₉
• Molecular Weight: 396.40 g/mol
• Exact Mass: 396.14203234 g/mol
• Topological Polar Surface Area (TPSA): 125.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): 0.71
• H-Bond Acceptor: 9
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9864	98.64%
Caco-2	+	0.5866	58.66%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8756	87.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8858	88.58%
OATP1B3 inhibitior	+	0.9237	92.37%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6886	68.86%
BSEP inhibitior	+	0.6351	63.51%
P-glycoprotein inhibitior	-	0.4902	49.02%
P-glycoprotein substrate	-	0.7499	74.99%
CYP3A4 substrate	+	0.6727	67.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8863	88.63%
CYP3A4 inhibition	-	0.7199	71.99%
CYP2C9 inhibition	-	0.8214	82.14%
CYP2C19 inhibition	-	0.9577	95.77%
CYP2D6 inhibition	-	0.9589	95.89%
CYP1A2 inhibition	-	0.8834	88.34%
CYP2C8 inhibition	+	0.4727	47.27%
CYP inhibitory promiscuity	-	0.9573	95.73%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5359	53.59%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.8139	81.39%
Skin irritation	+	0.5819	58.19%
Skin corrosion	-	0.9268	92.68%
Ames mutagenesis	-	0.6154	61.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6233	62.33%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6443	64.43%
skin sensitisation	-	0.9094	90.94%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.7816	78.16%
Acute Oral Toxicity (c)	I	0.3894	38.94%
Estrogen receptor binding	+	0.5692	56.92%
Androgen receptor binding	+	0.6995	69.95%
Thyroid receptor binding	+	0.6611	66.11%
Glucocorticoid receptor binding	+	0.7194	71.94%
Aromatase binding	+	0.5327	53.27%
PPAR gamma	+	0.6357	63.57%
Honey bee toxicity	-	0.7626	76.26%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9630	96.30%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.50%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.83%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.74%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.93%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.51%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.01%	82.69%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.73%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.75%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.68%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.89%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.62%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.75%	91.19%
CHEMBL299	P17252	Protein kinase C alpha	80.71%	98.03%

Plants that contains it

• Pseudelephantopus spicatus

Cross-Links

• PubChem: 163027242
• LOTUS: LTS0251649
• wikiData: Q104960139