[(1R,2R,4R,5R,10R,14S,15S,16R,18R,19S,20R)-15-acetyloxy-12-butan-2-yl-5-(furan-3-yl)-2,16-dihydroxy-19-(2-methoxy-2-oxoethyl)-4,18,20-trimethyl-7-oxo-6,11,13,21-tetraoxaheptacyclo[10.8.1.115,18.01,10.04,9.010,14.016,20]docos-8-en-22-yl] (E)-2-methylbut-2-enoate

Details

• Internal ID: f6d438f9-b7ad-4f81-a261-a84fd2629d74
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
• IUPAC Name: [(1R,2R,4R,5R,10R,14S,15S,16R,18R,19S,20R)-15-acetyloxy-12-butan-2-yl-5-(furan-3-yl)-2,16-dihydroxy-19-(2-methoxy-2-oxoethyl)-4,18,20-trimethyl-7-oxo-6,11,13,21-tetraoxaheptacyclo[10.8.1.115,18.01,10.04,9.010,14.016,20]docos-8-en-22-yl] (E)-2-methylbut-2-enoate
• SMILES (Canonical): CCC(C)C12OC3C4(C(C5(CC4(C(C5CC(=O)OC)(C6(C3(O1)C7=CC(=O)OC(C7(CC6O)C)C8=COC=C8)O2)C)O)C)OC(=O)C(=CC)C)OC(=O)C
• SMILES (Isomeric): CCC(C)C12O[C@@H]3[C@]4(C([C@@]5(C[C@]4([C@@]([C@H]5CC(=O)OC)([C@@]6([C@@]3(O1)C7=CC(=O)O[C@H]([C@@]7(C[C@H]6O)C)C8=COC=C8)O2)C)O)C)OC(=O)/C(=C/C)/C)OC(=O)C
• InChI: InChI=1S/C39H48O14/c1-10-19(3)29(44)49-30-33(7)18-35(45)34(8,23(33)14-26(42)46-9)38-25(41)16-32(6)24(15-27(43)48-28(32)22-12-13-47-17-22)36(38)31(37(30,35)50-21(5)40)51-39(52-36,53-38)20(4)11-2/h10,12-13,15,17,20,23,25,28,30-31,41,45H,11,14,16,18H2,1-9H3/b19-10+/t20?,23-,25+,28-,30?,31-,32+,33+,34+,35+,36+,37-,38-,39?/m0/s1
• InChI Key: MFOZCKGZOGEHTP-COHPPJACSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₄₈O₁₄
• Molecular Weight: 740.80 g/mol
• Exact Mass: 740.30440620 g/mol
• Topological Polar Surface Area (TPSA): 187.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 3.73
• H-Bond Acceptor: 14
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9917	99.17%
Caco-2	-	0.8283	82.83%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6930	69.30%
OATP2B1 inhibitior	-	0.7165	71.65%
OATP1B1 inhibitior	-	0.3259	32.59%
OATP1B3 inhibitior	+	0.8533	85.33%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9907	99.07%
P-glycoprotein inhibitior	+	0.8145	81.45%
P-glycoprotein substrate	+	0.7948	79.48%
CYP3A4 substrate	+	0.7348	73.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8815	88.15%
CYP3A4 inhibition	+	0.8720	87.20%
CYP2C9 inhibition	-	0.8256	82.56%
CYP2C19 inhibition	-	0.8366	83.66%
CYP2D6 inhibition	-	0.9127	91.27%
CYP1A2 inhibition	-	0.8488	84.88%
CYP2C8 inhibition	+	0.7594	75.94%
CYP inhibitory promiscuity	-	0.6384	63.84%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Danger	0.4802	48.02%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.8960	89.60%
Skin irritation	-	0.5944	59.44%
Skin corrosion	-	0.9330	93.30%
Ames mutagenesis	-	0.6207	62.07%
Human Ether-a-go-go-Related Gene inhibition	+	0.7701	77.01%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8541	85.41%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	1.0000	100.00%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.8242	82.42%
Acute Oral Toxicity (c)	I	0.5572	55.72%
Estrogen receptor binding	+	0.7774	77.74%
Androgen receptor binding	+	0.7817	78.17%
Thyroid receptor binding	+	0.6417	64.17%
Glucocorticoid receptor binding	+	0.7750	77.50%
Aromatase binding	+	0.6905	69.05%
PPAR gamma	+	0.7659	76.59%
Honey bee toxicity	-	0.6803	68.03%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9958	99.58%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.23%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.65%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.08%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.06%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.20%	89.00%
CHEMBL2581	P07339	Cathepsin D	92.69%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.58%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	92.12%	90.17%
CHEMBL1951	P21397	Monoamine oxidase A	91.71%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.63%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.70%	97.09%
CHEMBL4208	P20618	Proteasome component C5	90.05%	90.00%
CHEMBL3038469	P24941	CDK2/Cyclin A	89.02%	91.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.89%	95.56%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	87.68%	95.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.23%	96.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.38%	91.07%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.11%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.49%	91.24%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.30%	91.03%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.86%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.51%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.49%	86.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.04%	93.56%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	81.36%	80.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.33%	92.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.18%	94.00%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	80.64%	83.10%

Plants that contains it

• Swietenia mahogani

Cross-Links

• PubChem: 162946374
• LOTUS: LTS0102604
• wikiData: Q105162910