[21-Acetyloxy-6-(furan-3-yl)-12,19,20-trihydroxy-5,11,15-trimethyl-3-oxo-9,17-dioxahexacyclo[13.3.3.01,14.02,11.05,10.08,10]henicosan-16-yl] 2-methylpropanoate

Details

• Internal ID: cb935152-d2f6-443a-b042-5c94e694ebc6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
• IUPAC Name: [21-acetyloxy-6-(furan-3-yl)-12,19,20-trihydroxy-5,11,15-trimethyl-3-oxo-9,17-dioxahexacyclo[13.3.3.01,14.02,11.05,10.08,10]henicosan-16-yl] 2-methylpropanoate
• SMILES (Canonical): CC(C)C(=O)OC1C2(C3CC(C4(C(C3(CO1)C(C(C2OC(=O)C)O)O)C(=O)CC5(C46C(O6)CC5C7=COC=C7)C)C)O)C
• SMILES (Isomeric): CC(C)C(=O)OC1C2(C3CC(C4(C(C3(CO1)C(C(C2OC(=O)C)O)O)C(=O)CC5(C46C(O6)CC5C7=COC=C7)C)C)O)C
• InChI: InChI=1S/C32H42O11/c1-14(2)26(38)42-27-29(5)19-10-20(35)30(6)23(31(19,13-40-27)24(37)22(36)25(29)41-15(3)33)18(34)11-28(4)17(16-7-8-39-12-16)9-21-32(28,30)43-21/h7-8,12,14,17,19-25,27,35-37H,9-11,13H2,1-6H3
• InChI Key: BZYVFOWGXATCDG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₂O₁₁
• Molecular Weight: 602.70 g/mol
• Exact Mass: 602.27271215 g/mol
• Topological Polar Surface Area (TPSA): 165.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 2.10
• H-Bond Acceptor: 11
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9380	93.80%
Caco-2	-	0.8027	80.27%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8075	80.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7105	71.05%
OATP1B3 inhibitior	+	0.8115	81.15%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9386	93.86%
P-glycoprotein inhibitior	+	0.7269	72.69%
P-glycoprotein substrate	+	0.6599	65.99%
CYP3A4 substrate	+	0.7168	71.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8370	83.70%
CYP3A4 inhibition	+	0.5560	55.60%
CYP2C9 inhibition	-	0.8073	80.73%
CYP2C19 inhibition	-	0.8448	84.48%
CYP2D6 inhibition	-	0.9385	93.85%
CYP1A2 inhibition	-	0.8561	85.61%
CYP2C8 inhibition	+	0.6436	64.36%
CYP inhibitory promiscuity	-	0.9531	95.31%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5661	56.61%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9072	90.72%
Skin irritation	-	0.7360	73.60%
Skin corrosion	-	0.9389	93.89%
Ames mutagenesis	-	0.5301	53.01%
Human Ether-a-go-go-Related Gene inhibition	+	0.7862	78.62%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8753	87.53%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.7104	71.04%
Acute Oral Toxicity (c)	I	0.5676	56.76%
Estrogen receptor binding	+	0.8043	80.43%
Androgen receptor binding	+	0.7652	76.52%
Thyroid receptor binding	+	0.5667	56.67%
Glucocorticoid receptor binding	+	0.7528	75.28%
Aromatase binding	+	0.7027	70.27%
PPAR gamma	+	0.7312	73.12%
Honey bee toxicity	-	0.6883	68.83%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9906	99.06%

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	98.74%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.27%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.30%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.20%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.79%	97.25%
CHEMBL2581	P07339	Cathepsin D	94.85%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.24%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.90%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.84%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.27%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	91.18%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	90.41%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.55%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.52%	99.23%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.37%	93.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.82%	94.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.61%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.49%	92.62%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.14%	95.71%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.14%	82.69%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.05%	98.75%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.70%	97.28%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.45%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.79%	95.89%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.44%	91.24%

Plants that contains it

• Melia azedarach

Cross-Links

• PubChem: 73208393
• LOTUS: LTS0092736
• wikiData: Q104950764