3-(7-Acetyloxy-4-methoxycarbonyl-9-methyl-11-oxo-10-oxatricyclo[6.3.2.01,7]tridec-3-en-9-yl)propanoic acid

Details

• Internal ID: 231959cb-7039-47e1-b376-56eed428bd76
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 3-(7-acetyloxy-4-methoxycarbonyl-9-methyl-11-oxo-10-oxatricyclo[6.3.2.01,7]tridec-3-en-9-yl)propanoic acid
• SMILES (Canonical): CC(=O)OC12CCC(=CCC13CCC2C(OC3=O)(C)CCC(=O)O)C(=O)OC
• SMILES (Isomeric): CC(=O)OC12CCC(=CCC13CCC2C(OC3=O)(C)CCC(=O)O)C(=O)OC
• InChI: InChI=1S/C20H26O8/c1-12(21)27-20-11-5-13(16(24)26-3)4-9-19(20)10-6-14(20)18(2,28-17(19)25)8-7-15(22)23/h4,14H,5-11H2,1-3H3,(H,22,23)
• InChI Key: IQFROZIBHYYWNH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₈
• Molecular Weight: 394.40 g/mol
• Exact Mass: 394.16276778 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.15
• H-Bond Acceptor: 7
• 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	+	0.9834	98.34%
Caco-2	+	0.5659	56.59%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6824	68.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8336	83.36%
OATP1B3 inhibitior	+	0.9238	92.38%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8271	82.71%
BSEP inhibitior	+	0.7098	70.98%
P-glycoprotein inhibitior	-	0.7107	71.07%
P-glycoprotein substrate	-	0.8383	83.83%
CYP3A4 substrate	+	0.6503	65.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9110	91.10%
CYP3A4 inhibition	-	0.8574	85.74%
CYP2C9 inhibition	-	0.8210	82.10%
CYP2C19 inhibition	-	0.8927	89.27%
CYP2D6 inhibition	-	0.9614	96.14%
CYP1A2 inhibition	-	0.7615	76.15%
CYP2C8 inhibition	+	0.4874	48.74%
CYP inhibitory promiscuity	-	0.9665	96.65%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7133	71.33%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.8180	81.80%
Skin irritation	-	0.5884	58.84%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6633	66.33%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.8240	82.40%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.7288	72.88%
Acute Oral Toxicity (c)	II	0.5820	58.20%
Estrogen receptor binding	+	0.7999	79.99%
Androgen receptor binding	+	0.6878	68.78%
Thyroid receptor binding	+	0.5695	56.95%
Glucocorticoid receptor binding	+	0.7663	76.63%
Aromatase binding	+	0.6809	68.09%
PPAR gamma	-	0.6062	60.62%
Honey bee toxicity	-	0.9000	90.00%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.9198	91.98%

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	98.37%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	97.42%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.26%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.95%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.16%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.92%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.82%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.33%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.89%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.72%	95.89%
CHEMBL5028	O14672	ADAM10	82.64%	97.50%
CHEMBL4208	P20618	Proteasome component C5	81.93%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.82%	99.23%

Plants that contains it

• Pseudolarix amabilis

Cross-Links

• PubChem: 162983300
• LOTUS: LTS0138699
• wikiData: Q105117782