[(1S,3S,13S,14R,17S,18S,19S,20R,21S,22R,24R,25S)-21,22-diacetyloxy-20-(acetyloxymethyl)-24-benzoyloxy-18,25-dihydroxy-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-11-azapentacyclo[15.7.1.01,20.03,23.07,12]pentacosa-7(12),8,10-trien-19-yl] pyridine-3-carboxylate

Details

• Internal ID: 284db221-d13d-42b8-82a2-81fc7c928d9c
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: [(1S,3S,13S,14R,17S,18S,19S,20R,21S,22R,24R,25S)-21,22-diacetyloxy-20-(acetyloxymethyl)-24-benzoyloxy-18,25-dihydroxy-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-11-azapentacyclo[15.7.1.01,20.03,23.07,12]pentacosa-7(12),8,10-trien-19-yl] pyridine-3-carboxylate
• SMILES (Canonical): CC1C(C(=O)OC2C(C(C3(C(C(C4C(C3(C2(C)O)OC4(COC(=O)C5=C1N=CC=C5)C)OC(=O)C6=CC=CC=C6)OC(=O)C)OC(=O)C)COC(=O)C)OC(=O)C7=CN=CC=C7)O)C
• SMILES (Isomeric): C[C@H]1[C@H](C(=O)O[C@H]2[C@H]([C@H]([C@@]3([C@@H]([C@@H](C4[C@H]([C@@]3([C@@]2(C)O)O[C@@]4(COC(=O)C5=C1N=CC=C5)C)OC(=O)C6=CC=CC=C6)OC(=O)C)OC(=O)C)COC(=O)C)OC(=O)C7=CN=CC=C7)O)C
• InChI: InChI=1S/C45H48N2O17/c1-22-23(2)38(52)62-35-32(51)36(63-40(54)28-15-11-17-46-19-28)44(21-57-24(3)48)37(60-26(5)50)33(59-25(4)49)30-34(61-39(53)27-13-9-8-10-14-27)45(44,43(35,7)56)64-42(30,6)20-58-41(55)29-16-12-18-47-31(22)29/h8-19,22-23,30,32-37,51,56H,20-21H2,1-7H3/t22-,23+,30?,32+,33+,34+,35-,36+,37+,42+,43-,44+,45-/m0/s1
• InChI Key: VPHAQFZCRNMBDW-LXDXWKHPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₄₈N₂O₁₇
• Molecular Weight: 888.90 g/mol
• Exact Mass: 888.29529807 g/mol
• Topological Polar Surface Area (TPSA): 260.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.45
• H-Bond Acceptor: 19
• 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	+	0.6097	60.97%
Caco-2	-	0.8529	85.29%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5049	50.49%
OATP2B1 inhibitior	-	0.7168	71.68%
OATP1B1 inhibitior	+	0.8417	84.17%
OATP1B3 inhibitior	+	0.9268	92.68%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9888	98.88%
P-glycoprotein inhibitior	+	0.8270	82.70%
P-glycoprotein substrate	+	0.7258	72.58%
CYP3A4 substrate	+	0.7074	70.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8843	88.43%
CYP3A4 inhibition	-	0.8939	89.39%
CYP2C9 inhibition	-	0.8020	80.20%
CYP2C19 inhibition	-	0.7774	77.74%
CYP2D6 inhibition	-	0.9309	93.09%
CYP1A2 inhibition	-	0.6856	68.56%
CYP2C8 inhibition	+	0.7898	78.98%
CYP inhibitory promiscuity	-	0.5841	58.41%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5421	54.21%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9035	90.35%
Skin irritation	-	0.8196	81.96%
Skin corrosion	-	0.9418	94.18%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7284	72.84%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.8667	86.67%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.7815	78.15%
Acute Oral Toxicity (c)	III	0.5247	52.47%
Estrogen receptor binding	+	0.7852	78.52%
Androgen receptor binding	+	0.7464	74.64%
Thyroid receptor binding	+	0.6602	66.02%
Glucocorticoid receptor binding	+	0.7181	71.81%
Aromatase binding	+	0.5990	59.90%
PPAR gamma	+	0.7436	74.36%
Honey bee toxicity	-	0.7201	72.01%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.8756	87.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.68%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.06%	86.33%
CHEMBL2581	P07339	Cathepsin D	97.88%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.21%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	96.99%	91.49%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	95.86%	81.11%
CHEMBL221	P23219	Cyclooxygenase-1	95.83%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.89%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.30%	97.25%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	91.65%	89.34%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.60%	91.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.50%	94.80%
CHEMBL2535	P11166	Glucose transporter	88.84%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.83%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.79%	91.07%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	87.63%	93.10%
CHEMBL5028	O14672	ADAM10	87.15%	97.50%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	87.01%	96.00%
CHEMBL2996	Q05655	Protein kinase C delta	86.94%	97.79%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.75%	94.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	86.50%	83.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.00%	96.77%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.34%	94.42%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.92%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.67%	96.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.67%	93.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.56%	98.75%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.30%	82.69%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.64%	96.67%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.11%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.84%	99.17%
CHEMBL4208	P20618	Proteasome component C5	80.47%	90.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.22%	94.62%

Plants that contains it

• Euonymus japonicus

Cross-Links

• PubChem: 102056158
• LOTUS: LTS0175366
• wikiData: Q105290785