[(1R,2R,5S,6R,13S,14R,16S)-16-[(1R)-1-acetyloxy-2-methoxy-2-oxoethyl]-6-(furan-3-yl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-10-en-14-yl] 2,3-dimethylbut-2-enoate

Details

• Internal ID: dbd4162c-e120-4450-b814-97b549d23cc2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
• IUPAC Name: [(1R,2R,5S,6R,13S,14R,16S)-16-[(1R)-1-acetyloxy-2-methoxy-2-oxoethyl]-6-(furan-3-yl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-10-en-14-yl] 2,3-dimethylbut-2-enoate
• InChI: InChI=1S/C35H44O10/c1-17(2)18(3)31(39)45-30-22-14-21-23(10-12-34(7)24(21)15-25(37)44-29(34)20-11-13-42-16-20)35(8,28(22)38)27(33(30,5)6)26(32(40)41-9)43-19(4)36/h11,13,16,22-23,26-27,29-30H,10,12,14-15H2,1-9H3/t22-,23-,26-,27+,29+,30-,34+,35-/m1/s1
• InChI Key: AYEZTOKCHWMCDA-LVIKVNAZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₄O₁₀
• Molecular Weight: 624.70 g/mol
• Exact Mass: 624.29344760 g/mol
• Topological Polar Surface Area (TPSA): 135.00 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 5.60
• H-Bond Acceptor: 10
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9924	99.24%
Caco-2	-	0.7665	76.65%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8229	82.29%
OATP2B1 inhibitior	-	0.5660	56.60%
OATP1B1 inhibitior	+	0.7023	70.23%
OATP1B3 inhibitior	+	0.8914	89.14%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9851	98.51%
P-glycoprotein inhibitior	+	0.8678	86.78%
P-glycoprotein substrate	+	0.6269	62.69%
CYP3A4 substrate	+	0.7139	71.39%
CYP2C9 substrate	-	0.8169	81.69%
CYP2D6 substrate	-	0.8890	88.90%
CYP3A4 inhibition	+	0.8276	82.76%
CYP2C9 inhibition	-	0.8296	82.96%
CYP2C19 inhibition	-	0.8135	81.35%
CYP2D6 inhibition	-	0.9163	91.63%
CYP1A2 inhibition	-	0.8037	80.37%
CYP2C8 inhibition	+	0.7001	70.01%
CYP inhibitory promiscuity	-	0.7445	74.45%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4498	44.98%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.8857	88.57%
Skin irritation	-	0.6706	67.06%
Skin corrosion	-	0.9180	91.80%
Ames mutagenesis	-	0.6448	64.48%
Human Ether-a-go-go-Related Gene inhibition	+	0.6782	67.82%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8431	84.31%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5577	55.77%
Acute Oral Toxicity (c)	I	0.5297	52.97%
Estrogen receptor binding	+	0.8150	81.50%
Androgen receptor binding	+	0.7200	72.00%
Thyroid receptor binding	+	0.5815	58.15%
Glucocorticoid receptor binding	+	0.8446	84.46%
Aromatase binding	+	0.6848	68.48%
PPAR gamma	+	0.7695	76.95%
Honey bee toxicity	-	0.7006	70.06%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9957	99.57%

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	98.63%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.25%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.67%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	92.98%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.96%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.04%	99.23%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	90.66%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.32%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.05%	82.69%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.83%	91.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.54%	97.09%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	88.18%	92.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.18%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.74%	86.33%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.66%	95.71%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.39%	92.88%
CHEMBL340	P08684	Cytochrome P450 3A4	84.54%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.03%	100.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.06%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	81.89%	92.50%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.73%	93.03%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.68%	94.00%
CHEMBL2581	P07339	Cathepsin D	80.33%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.29%	92.62%

Plants that contains it

• Swietenia mahagoni

Cross-Links

• PubChem: 163185201
• LOTUS: LTS0216245
• wikiData: Q104921044