[3-Acetyloxy-15-[2-acetyloxy-5-(3,3-dimethyloxiran-2-yl)oxolan-3-yl]-2,7,7,11,16-pentamethyl-5-oxo-6-oxatetracyclo[9.7.0.02,8.012,16]octadec-12-en-10-yl] acetate

Details

• Internal ID: 732115ae-fddf-403b-ba39-3ac47fca2080
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
• IUPAC Name: [3-acetyloxy-15-[2-acetyloxy-5-(3,3-dimethyloxiran-2-yl)oxolan-3-yl]-2,7,7,11,16-pentamethyl-5-oxo-6-oxatetracyclo[9.7.0.02,8.012,16]octadec-12-en-10-yl] acetate
• SMILES (Canonical): CC(=O)OC1CC2C(OC(=O)CC(C2(C3C1(C4=CCC(C4(CC3)C)C5CC(OC5OC(=O)C)C6C(O6)(C)C)C)C)OC(=O)C)(C)C
• SMILES (Isomeric): CC(=O)OC1CC2C(OC(=O)CC(C2(C3C1(C4=CCC(C4(CC3)C)C5CC(OC5OC(=O)C)C6C(O6)(C)C)C)C)OC(=O)C)(C)C
• InChI: InChI=1S/C36H52O10/c1-18(37)41-27-16-26-32(4,5)45-29(40)17-28(42-19(2)38)36(26,10)25-13-14-34(8)22(11-12-24(34)35(25,27)9)21-15-23(30-33(6,7)46-30)44-31(21)43-20(3)39/h12,21-23,25-28,30-31H,11,13-17H2,1-10H3
• InChI Key: AVVJHONDHCEGRL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₂O₁₀
• Molecular Weight: 644.80 g/mol
• Exact Mass: 644.35604785 g/mol
• Topological Polar Surface Area (TPSA): 127.00 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 5.44
• H-Bond Acceptor: 10
• 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	+	0.9927	99.27%
Caco-2	-	0.7920	79.20%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7913	79.13%
OATP2B1 inhibitior	-	0.8628	86.28%
OATP1B1 inhibitior	+	0.8380	83.80%
OATP1B3 inhibitior	+	0.8482	84.82%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8636	86.36%
P-glycoprotein inhibitior	+	0.8306	83.06%
P-glycoprotein substrate	-	0.5683	56.83%
CYP3A4 substrate	+	0.7315	73.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8697	86.97%
CYP3A4 inhibition	-	0.5915	59.15%
CYP2C9 inhibition	-	0.7287	72.87%
CYP2C19 inhibition	-	0.8020	80.20%
CYP2D6 inhibition	-	0.9429	94.29%
CYP1A2 inhibition	-	0.7277	72.77%
CYP2C8 inhibition	+	0.7547	75.47%
CYP inhibitory promiscuity	-	0.8283	82.83%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4786	47.86%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.9089	90.89%
Skin irritation	-	0.6084	60.84%
Skin corrosion	-	0.9026	90.26%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6909	69.09%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.7975	79.75%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.8313	83.13%
Acute Oral Toxicity (c)	III	0.4122	41.22%
Estrogen receptor binding	+	0.7567	75.67%
Androgen receptor binding	+	0.7226	72.26%
Thyroid receptor binding	+	0.5178	51.78%
Glucocorticoid receptor binding	+	0.7765	77.65%
Aromatase binding	+	0.6983	69.83%
PPAR gamma	+	0.7441	74.41%
Honey bee toxicity	-	0.6614	66.14%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9972	99.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.04%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.82%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.81%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.30%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.84%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.86%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	89.80%	91.19%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.27%	89.05%
CHEMBL2581	P07339	Cathepsin D	89.01%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	88.98%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.71%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.79%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.21%	89.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.88%	93.04%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.88%	99.23%
CHEMBL5255	O00206	Toll-like receptor 4	84.80%	92.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.36%	86.33%
CHEMBL5028	O14672	ADAM10	81.41%	97.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.01%	94.00%

Plants that contains it

• Luvunga sarmentosa

Cross-Links

• PubChem: 162954866
• LOTUS: LTS0002078
• wikiData: Q104919857