Methyl 2-acetyloxy-2-[14-acetyloxy-6-(furan-3-yl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-10-en-16-yl]acetate

Details

• Internal ID: 9290a898-c3ce-46ca-bfe3-9005c7e6c9c2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
• IUPAC Name: methyl 2-acetyloxy-2-[14-acetyloxy-6-(furan-3-yl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-10-en-16-yl]acetate
• SMILES (Canonical): CC(=O)OC1C2CC3=C4CC(=O)OC(C4(CCC3C(C2=O)(C(C1(C)C)C(C(=O)OC)OC(=O)C)C)C)C5=COC=C5
• SMILES (Isomeric): CC(=O)OC1C2CC3=C4CC(=O)OC(C4(CCC3C(C2=O)(C(C1(C)C)C(C(=O)OC)OC(=O)C)C)C)C5=COC=C5
• InChI: InChI=1S/C31H38O10/c1-15(32)39-23(28(36)37-7)24-29(3,4)27(40-16(2)33)19-12-18-20(31(24,6)25(19)35)8-10-30(5)21(18)13-22(34)41-26(30)17-9-11-38-14-17/h9,11,14,19-20,23-24,26-27H,8,10,12-13H2,1-7H3
• InChI Key: KCXNWOIFSVEZCW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₃₈O₁₀
• Molecular Weight: 570.60 g/mol
• Exact Mass: 570.24649740 g/mol
• Topological Polar Surface Area (TPSA): 135.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 4.27
• H-Bond Acceptor: 10
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9924	99.24%
Caco-2	-	0.7445	74.45%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8229	82.29%
OATP2B1 inhibitior	-	0.7162	71.62%
OATP1B1 inhibitior	-	0.3416	34.16%
OATP1B3 inhibitior	+	0.8914	89.14%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9733	97.33%
P-glycoprotein inhibitior	+	0.8628	86.28%
P-glycoprotein substrate	+	0.5372	53.72%
CYP3A4 substrate	+	0.6994	69.94%
CYP2C9 substrate	-	0.5962	59.62%
CYP2D6 substrate	-	0.8407	84.07%
CYP3A4 inhibition	+	0.8276	82.76%
CYP2C9 inhibition	-	0.8296	82.96%
CYP2C19 inhibition	-	0.8135	81.35%
CYP2D6 inhibition	-	0.9163	91.63%
CYP1A2 inhibition	-	0.8037	80.37%
CYP2C8 inhibition	+	0.6630	66.30%
CYP inhibitory promiscuity	-	0.7445	74.45%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4498	44.98%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.8695	86.95%
Skin irritation	-	0.6706	67.06%
Skin corrosion	-	0.9180	91.80%
Ames mutagenesis	-	0.6578	65.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.6650	66.50%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.8431	84.31%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	I	0.5297	52.97%
Estrogen receptor binding	+	0.8179	81.79%
Androgen receptor binding	+	0.7114	71.14%
Thyroid receptor binding	+	0.5775	57.75%
Glucocorticoid receptor binding	+	0.8561	85.61%
Aromatase binding	+	0.6590	65.90%
PPAR gamma	+	0.7793	77.93%
Honey bee toxicity	-	0.6865	68.65%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9957	99.57%

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	98.72%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.60%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.11%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.83%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	91.18%	90.17%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	90.88%	91.24%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.58%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.51%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.09%	95.89%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	87.74%	92.95%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.71%	94.33%
CHEMBL340	P08684	Cytochrome P450 3A4	87.61%	91.19%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.23%	82.69%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	86.62%	95.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.56%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.33%	86.33%
CHEMBL3038469	P24941	CDK2/Cyclin A	85.30%	91.38%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.33%	92.88%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.21%	93.03%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.27%	94.00%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	80.97%	81.11%
CHEMBL5255	O00206	Toll-like receptor 4	80.84%	92.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.33%	92.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.32%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	80.25%	94.73%

Plants that contains it

• Khaya senegalensis
• Swietenia macrophylla
• Swietenia mahagoni

Cross-Links

• PubChem: 14587332
• LOTUS: LTS0189159
• wikiData: Q105138997