[6-(Furan-3-yl)-16-(2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-10-en-14-yl] 2-methylbut-2-enoate

Details

• Internal ID: dd536d50-d64d-45cd-a626-4aa81763cf61
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
• IUPAC Name: [6-(furan-3-yl)-16-(2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-10-en-14-yl] 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C2CC3=C4CC(=O)OC(C4(CCC3C(C2=O)(C(C1(C)C)CC(=O)OC)C)C)C5=COC=C5
• SMILES (Isomeric): CC=C(C)C(=O)OC1C2CC3=C4CC(=O)OC(C4(CCC3C(C2=O)(C(C1(C)C)CC(=O)OC)C)C)C5=COC=C5
• InChI: InChI=1S/C32H40O8/c1-8-17(2)29(36)40-28-20-13-19-21(32(6,26(20)35)23(30(28,3)4)15-24(33)37-7)9-11-31(5)22(19)14-25(34)39-27(31)18-10-12-38-16-18/h8,10,12,16,20-21,23,27-28H,9,11,13-15H2,1-7H3
• InChI Key: LWYAUKBIVFFRJL-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₀O₈
• Molecular Weight: 552.70 g/mol
• Exact Mass: 552.27231823 g/mol
• Topological Polar Surface Area (TPSA): 109.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 5.67
• H-Bond Acceptor: 8
• 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	+	0.9932	99.32%
Caco-2	-	0.6891	68.91%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8326	83.26%
OATP2B1 inhibitior	-	0.7128	71.28%
OATP1B1 inhibitior	-	0.6033	60.33%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9951	99.51%
P-glycoprotein inhibitior	+	0.8663	86.63%
P-glycoprotein substrate	+	0.5748	57.48%
CYP3A4 substrate	+	0.6952	69.52%
CYP2C9 substrate	-	0.8169	81.69%
CYP2D6 substrate	-	0.8890	88.90%
CYP3A4 inhibition	+	0.7960	79.60%
CYP2C9 inhibition	-	0.7754	77.54%
CYP2C19 inhibition	-	0.8086	80.86%
CYP2D6 inhibition	-	0.9266	92.66%
CYP1A2 inhibition	-	0.8292	82.92%
CYP2C8 inhibition	+	0.7214	72.14%
CYP inhibitory promiscuity	-	0.5901	59.01%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5245	52.45%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.8800	88.00%
Skin irritation	-	0.6856	68.56%
Skin corrosion	-	0.9275	92.75%
Ames mutagenesis	-	0.7048	70.48%
Human Ether-a-go-go-Related Gene inhibition	+	0.7950	79.50%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.6410	64.10%
skin sensitisation	-	0.8388	83.88%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5273	52.73%
Acute Oral Toxicity (c)	I	0.5641	56.41%
Estrogen receptor binding	+	0.8685	86.85%
Androgen receptor binding	+	0.7138	71.38%
Thyroid receptor binding	+	0.5972	59.72%
Glucocorticoid receptor binding	+	0.8801	88.01%
Aromatase binding	+	0.6887	68.87%
PPAR gamma	+	0.7734	77.34%
Honey bee toxicity	-	0.7138	71.38%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9969	99.69%

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	98.91%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.99%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.73%	96.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	91.75%	91.24%
CHEMBL4040	P28482	MAP kinase ERK2	90.40%	83.82%
CHEMBL221	P23219	Cyclooxygenase-1	90.24%	90.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	89.35%	94.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.33%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.27%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.71%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.85%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.13%	89.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.83%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.75%	95.56%
CHEMBL2243	O00519	Anandamide amidohydrolase	84.72%	97.53%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.72%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.63%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.02%	92.62%
CHEMBL3401	O75469	Pregnane X receptor	82.41%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	81.74%	91.19%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.95%	92.88%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.93%	91.07%

Plants that contains it

• Bergia capensis
• Cipadessa baccifera
• Swietenia macrophylla
• Swietenia mahagoni
• Xylocarpus granatum

Cross-Links

• PubChem: 74070810
• LOTUS: LTS0194873
• wikiData: Q104396480