[9-Acetyloxy-6-(furan-3-yl)-13-hydroxy-16-(1-hydroxy-2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-12-(2-methylpropanoyloxy)-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-10-en-14-yl] 2-methylbut-2-enoate

Details

• Internal ID: 46fa5148-6575-4b22-948b-c753adf85ece
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
• IUPAC Name: [9-acetyloxy-6-(furan-3-yl)-13-hydroxy-16-(1-hydroxy-2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-12-(2-methylpropanoyloxy)-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)OC1C(C(C2(C3CCC4(C(OC(=O)C(C4=C3C(C1(C2=O)O)OC(=O)C(C)C)OC(=O)C)C5=COC=C5)C)C)C(C(=O)OC)O)(C)C
• SMILES (Isomeric): CC=C(C)C(=O)OC1C(C(C2(C3CCC4(C(OC(=O)C(C4=C3C(C1(C2=O)O)OC(=O)C(C)C)OC(=O)C)C5=COC=C5)C)C)C(C(=O)OC)O)(C)C
• InChI: InChI=1S/C38H48O14/c1-11-18(4)30(42)52-34-35(6,7)26(24(40)31(43)47-10)37(9)21-12-14-36(8)23(22(21)28(38(34,46)33(37)45)51-29(41)17(2)3)25(49-19(5)39)32(44)50-27(36)20-13-15-48-16-20/h11,13,15-17,21,24-28,34,40,46H,12,14H2,1-10H3
• InChI Key: AKBCEXILHLAVQT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₄₈O₁₄
• Molecular Weight: 728.80 g/mol
• Exact Mass: 728.30440620 g/mol
• Topological Polar Surface Area (TPSA): 202.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.48
• H-Bond Acceptor: 14
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9849	98.49%
Caco-2	-	0.8259	82.59%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7721	77.21%
OATP2B1 inhibitior	-	0.7084	70.84%
OATP1B1 inhibitior	+	0.7041	70.41%
OATP1B3 inhibitior	+	0.8676	86.76%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9188	91.88%
P-glycoprotein inhibitior	+	0.8246	82.46%
P-glycoprotein substrate	+	0.7108	71.08%
CYP3A4 substrate	+	0.7230	72.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8910	89.10%
CYP3A4 inhibition	+	0.7571	75.71%
CYP2C9 inhibition	-	0.6140	61.40%
CYP2C19 inhibition	-	0.7983	79.83%
CYP2D6 inhibition	-	0.8701	87.01%
CYP1A2 inhibition	-	0.7080	70.80%
CYP2C8 inhibition	+	0.6585	65.85%
CYP inhibitory promiscuity	-	0.6022	60.22%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Danger	0.5823	58.23%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.8947	89.47%
Skin irritation	-	0.6484	64.84%
Skin corrosion	-	0.9008	90.08%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4496	44.96%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.5949	59.49%
skin sensitisation	-	0.8013	80.13%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.7073	70.73%
Acute Oral Toxicity (c)	I	0.4777	47.77%
Estrogen receptor binding	+	0.8112	81.12%
Androgen receptor binding	+	0.7553	75.53%
Thyroid receptor binding	+	0.6116	61.16%
Glucocorticoid receptor binding	+	0.7930	79.30%
Aromatase binding	+	0.6620	66.20%
PPAR gamma	+	0.7800	78.00%
Honey bee toxicity	-	0.5799	57.99%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9868	98.68%

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	99.44%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.94%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.83%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	96.34%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.98%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.86%	89.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	92.75%	95.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.62%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	92.29%	92.62%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	90.78%	91.24%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	90.70%	92.88%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.90%	94.80%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	89.32%	94.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.93%	86.33%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	88.74%	89.44%
CHEMBL2581	P07339	Cathepsin D	87.66%	98.95%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	86.85%	92.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.51%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	86.43%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.26%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.49%	100.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.96%	97.28%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.58%	91.07%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.81%	96.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.67%	100.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	82.30%	94.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.23%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.77%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.01%	97.14%
CHEMBL3524	P56524	Histone deacetylase 4	80.92%	92.97%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.79%	98.75%
CHEMBL4208	P20618	Proteasome component C5	80.06%	90.00%
CHEMBL5028	O14672	ADAM10	80.03%	97.50%

Plants that contains it

• Swietenia macrophylla

Cross-Links

• PubChem: 73820885
• LOTUS: LTS0003863
• wikiData: Q104913519