Methyl 2-acetyloxy-2-[4,12,14-triacetyloxy-6-(furan-3-yl)-2,11,17-trihydroxy-1,5,15-trimethyl-8-oxo-7-oxapentacyclo[13.2.1.02,11.05,10.013,17]octadecan-18-yl]acetate

Details

• Internal ID: dda5d5e2-5678-4aca-9517-73a717a94152
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
• IUPAC Name: methyl 2-acetyloxy-2-[4,12,14-triacetyloxy-6-(furan-3-yl)-2,11,17-trihydroxy-1,5,15-trimethyl-8-oxo-7-oxapentacyclo[13.2.1.02,11.05,10.013,17]octadecan-18-yl]acetate
• SMILES (Canonical): CC(=O)OC1CC2(C3(C(C4(CC3(C(C4OC(=O)C)C(C2(C5C1(C(OC(=O)C5)C6=COC=C6)C)O)OC(=O)C)O)C)C(C(=O)OC)OC(=O)C)C)O
• SMILES (Isomeric): CC(=O)OC1CC2(C3(C(C4(CC3(C(C4OC(=O)C)C(C2(C5C1(C(OC(=O)C5)C6=COC=C6)C)O)OC(=O)C)O)C)C(C(=O)OC)OC(=O)C)C)O
• InChI: InChI=1S/C35H44O16/c1-15(36)47-21-12-34(43)32(7)25(24(29(41)45-8)48-16(2)37)30(5)14-33(32,42)23(27(30)49-17(3)38)28(50-18(4)39)35(34,44)20-11-22(40)51-26(31(20,21)6)19-9-10-46-13-19/h9-10,13,20-21,23-28,42-44H,11-12,14H2,1-8H3
• InChI Key: WJAUNQLZJPTPBB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₄O₁₆
• Molecular Weight: 720.70 g/mol
• Exact Mass: 720.26293531 g/mol
• Topological Polar Surface Area (TPSA): 232.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 1.06
• H-Bond Acceptor: 16
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8443	84.43%
Caco-2	-	0.8358	83.58%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.5787	57.87%
OATP2B1 inhibitior	-	0.7181	71.81%
OATP1B1 inhibitior	+	0.7016	70.16%
OATP1B3 inhibitior	+	0.8632	86.32%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9507	95.07%
P-glycoprotein inhibitior	+	0.7912	79.12%
P-glycoprotein substrate	+	0.6360	63.60%
CYP3A4 substrate	+	0.7223	72.23%
CYP2C9 substrate	-	0.8019	80.19%
CYP2D6 substrate	-	0.8472	84.72%
CYP3A4 inhibition	-	0.6752	67.52%
CYP2C9 inhibition	-	0.9296	92.96%
CYP2C19 inhibition	-	0.9349	93.49%
CYP2D6 inhibition	-	0.9297	92.97%
CYP1A2 inhibition	-	0.9149	91.49%
CYP2C8 inhibition	+	0.6874	68.74%
CYP inhibitory promiscuity	-	0.9600	96.00%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4999	49.99%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.8862	88.62%
Skin irritation	-	0.7059	70.59%
Skin corrosion	-	0.9144	91.44%
Ames mutagenesis	-	0.5342	53.42%
Human Ether-a-go-go-Related Gene inhibition	+	0.7675	76.75%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.8886	88.86%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.7496	74.96%
Acute Oral Toxicity (c)	I	0.4496	44.96%
Estrogen receptor binding	+	0.7980	79.80%
Androgen receptor binding	+	0.7561	75.61%
Thyroid receptor binding	+	0.5933	59.33%
Glucocorticoid receptor binding	+	0.7378	73.78%
Aromatase binding	+	0.7065	70.65%
PPAR gamma	+	0.7529	75.29%
Honey bee toxicity	-	0.7427	74.27%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.9369	93.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.24%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.55%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.71%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	93.47%	97.79%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.25%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.19%	86.33%
CHEMBL2581	P07339	Cathepsin D	90.98%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.10%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.57%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.26%	95.56%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.20%	91.24%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.42%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.22%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.13%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.73%	93.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.30%	91.19%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.46%	93.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.37%	97.14%

Plants that contains it

• Xylocarpus granatum

Cross-Links

• PubChem: 162883202
• LOTUS: LTS0262163
• wikiData: Q105306659