[12,14-Diacetyloxy-6-(furan-3-yl)-13-hydroxy-16-(2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-9-en-11-yl] 2-methylpropanoate

Details

• Internal ID: 4bbb1780-f727-4921-beca-d04fc72e118f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
• IUPAC Name: [12,14-diacetyloxy-6-(furan-3-yl)-13-hydroxy-16-(2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-9-en-11-yl] 2-methylpropanoate
• SMILES (Canonical): CC(C)C(=O)OC12C(CCC3(C1=CC(=O)OC3C4=COC=C4)C)C5(C(C(C(C(C2OC(=O)C)(C5=O)O)OC(=O)C)(C)C)CC(=O)OC)C
• SMILES (Isomeric): CC(C)C(=O)OC12C(CCC3(C1=CC(=O)OC3C4=COC=C4)C)C5(C(C(C(C(C2OC(=O)C)(C5=O)O)OC(=O)C)(C)C)CC(=O)OC)C
• InChI: InChI=1S/C35H44O13/c1-17(2)27(40)48-35-21(10-12-32(7)23(35)15-25(39)47-26(32)20-11-13-44-16-20)33(8)22(14-24(38)43-9)31(5,6)29(45-18(3)36)34(42,28(33)41)30(35)46-19(4)37/h11,13,15-17,21-22,26,29-30,42H,10,12,14H2,1-9H3
• InChI Key: DPCMDXRPBVDLIA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₄O₁₃
• Molecular Weight: 672.70 g/mol
• Exact Mass: 672.27819145 g/mol
• Topological Polar Surface Area (TPSA): 182.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.56
• H-Bond Acceptor: 13
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9879	98.79%
Caco-2	-	0.7934	79.34%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7933	79.33%
OATP2B1 inhibitior	-	0.5731	57.31%
OATP1B1 inhibitior	-	0.5339	53.39%
OATP1B3 inhibitior	-	0.6462	64.62%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9712	97.12%
P-glycoprotein inhibitior	+	0.8533	85.33%
P-glycoprotein substrate	+	0.6750	67.50%
CYP3A4 substrate	+	0.7139	71.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8847	88.47%
CYP3A4 inhibition	+	0.7743	77.43%
CYP2C9 inhibition	-	0.7577	75.77%
CYP2C19 inhibition	-	0.8559	85.59%
CYP2D6 inhibition	-	0.9151	91.51%
CYP1A2 inhibition	-	0.8471	84.71%
CYP2C8 inhibition	+	0.7274	72.74%
CYP inhibitory promiscuity	-	0.7682	76.82%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Danger	0.4313	43.13%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.8835	88.35%
Skin irritation	-	0.6428	64.28%
Skin corrosion	-	0.9145	91.45%
Ames mutagenesis	-	0.5470	54.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.3859	38.59%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.5771	57.71%
skin sensitisation	-	0.8364	83.64%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.7052	70.52%
Acute Oral Toxicity (c)	I	0.6311	63.11%
Estrogen receptor binding	+	0.8054	80.54%
Androgen receptor binding	+	0.7581	75.81%
Thyroid receptor binding	+	0.6622	66.22%
Glucocorticoid receptor binding	+	0.8226	82.26%
Aromatase binding	+	0.6973	69.73%
PPAR gamma	+	0.7734	77.34%
Honey bee toxicity	-	0.7067	70.67%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9850	98.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.01%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.91%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.33%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.25%	96.09%
CHEMBL3038469	P24941	CDK2/Cyclin A	91.79%	91.38%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	89.40%	95.71%
CHEMBL3524	P56524	Histone deacetylase 4	88.71%	92.97%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.76%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.33%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.28%	92.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.69%	97.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.34%	94.33%
CHEMBL2581	P07339	Cathepsin D	86.33%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.85%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	85.70%	91.19%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.15%	91.24%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.88%	94.80%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.67%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.32%	94.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.57%	89.67%
CHEMBL5028	O14672	ADAM10	81.00%	97.50%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.95%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.49%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.39%	95.50%

Plants that contains it

• Entandrophragma utile

Cross-Links

• PubChem: 162877304
• LOTUS: LTS0021795
• wikiData: Q104986420