Methyl 2-acetyloxy-2-[14-acetyloxy-6-(furan-3-yl)-9,13-dihydroxy-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-10-en-16-yl]acetate

Details

• Internal ID: 8b31d55a-add4-4e17-b3a8-33e34da6cfdf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
• IUPAC Name: methyl 2-acetyloxy-2-[14-acetyloxy-6-(furan-3-yl)-9,13-dihydroxy-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-10-en-16-yl]acetate
• SMILES (Canonical): CC(=O)OC1C(C(C2(C3CCC4(C(OC(=O)C(C4=C3CC1(C2=O)O)O)C5=COC=C5)C)C)C(C(=O)OC)OC(=O)C)(C)C
• SMILES (Isomeric): CC(=O)OC1C(C(C2(C3CCC4(C(OC(=O)C(C4=C3CC1(C2=O)O)O)C5=COC=C5)C)C)C(C(=O)OC)OC(=O)C)(C)C
• InChI: InChI=1S/C31H38O12/c1-14(32)41-21(25(36)39-7)22-28(3,4)27(42-15(2)33)31(38)12-17-18(30(22,6)26(31)37)8-10-29(5)19(17)20(34)24(35)43-23(29)16-9-11-40-13-16/h9,11,13,18,20-23,27,34,38H,8,10,12H2,1-7H3
• InChI Key: CZYHITKQTHQTTO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₃₈O₁₂
• Molecular Weight: 602.60 g/mol
• Exact Mass: 602.23632664 g/mol
• Topological Polar Surface Area (TPSA): 176.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.35
• H-Bond Acceptor: 12
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9837	98.37%
Caco-2	-	0.7794	77.94%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8242	82.42%
OATP2B1 inhibitior	-	0.7140	71.40%
OATP1B1 inhibitior	-	0.3340	33.40%
OATP1B3 inhibitior	+	0.9603	96.03%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8946	89.46%
P-glycoprotein inhibitior	+	0.7935	79.35%
P-glycoprotein substrate	+	0.6703	67.03%
CYP3A4 substrate	+	0.7174	71.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8485	84.85%
CYP3A4 inhibition	+	0.8034	80.34%
CYP2C9 inhibition	-	0.8253	82.53%
CYP2C19 inhibition	-	0.8738	87.38%
CYP2D6 inhibition	-	0.9098	90.98%
CYP1A2 inhibition	-	0.7708	77.08%
CYP2C8 inhibition	+	0.5782	57.82%
CYP inhibitory promiscuity	-	0.8438	84.38%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Danger	0.5212	52.12%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.8798	87.98%
Skin irritation	-	0.5607	56.07%
Skin corrosion	-	0.9237	92.37%
Ames mutagenesis	-	0.7270	72.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4296	42.96%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8543	85.43%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.5639	56.39%
Acute Oral Toxicity (c)	I	0.8017	80.17%
Estrogen receptor binding	+	0.7973	79.73%
Androgen receptor binding	+	0.7489	74.89%
Thyroid receptor binding	+	0.5966	59.66%
Glucocorticoid receptor binding	+	0.8243	82.43%
Aromatase binding	+	0.6877	68.77%
PPAR gamma	+	0.7647	76.47%
Honey bee toxicity	-	0.6816	68.16%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9916	99.16%

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	98.28%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.42%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.07%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.99%	96.09%
CHEMBL3038469	P24941	CDK2/Cyclin A	91.72%	91.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.50%	89.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.31%	91.24%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	87.81%	92.95%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.35%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.10%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.04%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.96%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.69%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	86.37%	91.19%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.72%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.28%	86.33%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.18%	95.71%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.99%	82.69%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.33%	92.88%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.06%	93.03%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	82.00%	81.11%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.79%	92.62%
CHEMBL221	P23219	Cyclooxygenase-1	80.72%	90.17%
CHEMBL5028	O14672	ADAM10	80.64%	97.50%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	80.53%	91.65%
CHEMBL1859	O95180	Voltage-gated T-type calcium channel alpha-1H subunit	80.17%	98.57%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.16%	97.14%

Plants that contains it

• Khaya senegalensis

Cross-Links

• PubChem: 75149416
• LOTUS: LTS0150557
• wikiData: Q104973264