[24-Acetyloxy-19,25-dihydroxy-3,13,14,25-tetramethyl-21,22-bis(2-methylpropanoyloxy)-20-(2-methylpropanoyloxymethyl)-6,15-dioxo-2,5,16-trioxa-9-azapentacyclo[15.7.1.01,20.03,23.07,12]pentacosa-7(12),8,10-trien-18-yl] 1-methyl-6-oxopyridine-3-carboxylate

Details

• Internal ID: c53bc4f0-e945-4e81-a63e-bbfbd3faee67
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [24-acetyloxy-19,25-dihydroxy-3,13,14,25-tetramethyl-21,22-bis(2-methylpropanoyloxy)-20-(2-methylpropanoyloxymethyl)-6,15-dioxo-2,5,16-trioxa-9-azapentacyclo[15.7.1.01,20.03,23.07,12]pentacosa-7(12),8,10-trien-18-yl] 1-methyl-6-oxopyridine-3-carboxylate
• SMILES (Canonical): CC1C(C(=O)OC2C(C(C3(C(C(C4C(C3(C2(C)O)OC4(COC(=O)C5=C1C=CN=C5)C)OC(=O)C)OC(=O)C(C)C)OC(=O)C(C)C)COC(=O)C(C)C)O)OC(=O)C6=CN(C(=O)C=C6)C)C
• SMILES (Isomeric): CC1C(C(=O)OC2C(C(C3(C(C(C4C(C3(C2(C)O)OC4(COC(=O)C5=C1C=CN=C5)C)OC(=O)C)OC(=O)C(C)C)OC(=O)C(C)C)COC(=O)C(C)C)O)OC(=O)C6=CN(C(=O)C=C6)C)C
• InChI: InChI=1S/C47H60N2O18/c1-21(2)38(53)61-20-46-34(52)33(64-42(57)27-13-14-30(51)49(12)18-27)36-45(11,59)47(46)35(62-26(9)50)31(32(63-39(54)22(3)4)37(46)66-40(55)23(5)6)44(10,67-47)19-60-43(58)29-17-48-16-15-28(29)24(7)25(8)41(56)65-36/h13-18,21-25,31-37,52,59H,19-20H2,1-12H3
• InChI Key: LWTHFEGLVBKVMU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₆₀N₂O₁₈
• Molecular Weight: 941.00 g/mol
• Exact Mass: 940.38411307 g/mol
• Topological Polar Surface Area (TPSA): 267.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.36
• H-Bond Acceptor: 20
• H-Bond Donor: 2
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5365	53.65%
Caco-2	-	0.8575	85.75%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.3809	38.09%
OATP2B1 inhibitior	-	0.5803	58.03%
OATP1B1 inhibitior	+	0.8198	81.98%
OATP1B3 inhibitior	+	0.9221	92.21%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9871	98.71%
P-glycoprotein inhibitior	+	0.7852	78.52%
P-glycoprotein substrate	+	0.7855	78.55%
CYP3A4 substrate	+	0.7266	72.66%
CYP2C9 substrate	-	0.5986	59.86%
CYP2D6 substrate	-	0.8802	88.02%
CYP3A4 inhibition	-	0.7686	76.86%
CYP2C9 inhibition	-	0.5794	57.94%
CYP2C19 inhibition	-	0.6167	61.67%
CYP2D6 inhibition	-	0.8974	89.74%
CYP1A2 inhibition	-	0.6504	65.04%
CYP2C8 inhibition	+	0.8166	81.66%
CYP inhibitory promiscuity	-	0.5269	52.69%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4851	48.51%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9029	90.29%
Skin irritation	-	0.8215	82.15%
Skin corrosion	-	0.9410	94.10%
Ames mutagenesis	-	0.6437	64.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7148	71.48%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	+	0.6181	61.81%
skin sensitisation	-	0.8947	89.47%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.4521	45.21%
Acute Oral Toxicity (c)	III	0.5536	55.36%
Estrogen receptor binding	+	0.8020	80.20%
Androgen receptor binding	+	0.7535	75.35%
Thyroid receptor binding	+	0.6809	68.09%
Glucocorticoid receptor binding	+	0.7906	79.06%
Aromatase binding	+	0.6592	65.92%
PPAR gamma	+	0.7941	79.41%
Honey bee toxicity	-	0.6538	65.38%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.8741	87.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.27%	97.25%
CHEMBL2581	P07339	Cathepsin D	98.88%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.84%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.70%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.41%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.26%	96.77%
CHEMBL2996	Q05655	Protein kinase C delta	96.22%	97.79%
CHEMBL1951	P21397	Monoamine oxidase A	93.37%	91.49%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.10%	95.89%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.52%	89.34%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	89.29%	95.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.36%	91.07%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.35%	91.11%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	88.15%	98.75%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.95%	91.24%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.30%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.45%	89.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	85.54%	93.10%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	85.45%	81.11%
CHEMBL5028	O14672	ADAM10	85.18%	97.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.42%	93.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.15%	94.00%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	83.43%	91.43%
CHEMBL4208	P20618	Proteasome component C5	83.32%	90.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.18%	96.90%
CHEMBL221	P23219	Cyclooxygenase-1	83.06%	90.17%
CHEMBL3891	P07384	Calpain 1	81.76%	93.04%
CHEMBL5805	Q9NR97	Toll-like receptor 8	81.60%	96.25%
CHEMBL202	P00374	Dihydrofolate reductase	81.37%	89.92%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	81.19%	96.00%

Plants that contains it

• Semialarium mexicanum

Cross-Links

• PubChem: 163030806
• LOTUS: LTS0166052
• wikiData: Q105158585