[(1S,3R,13S,14S,17S,18R,19R,20R,21S,22R,23R,24R)-19,21-diacetyloxy-20-(acetyloxymethyl)-24-benzoyloxy-22-formyloxy-25-hydroxy-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-18-yl] pyridine-3-carboxylate

Details

• Internal ID: 718266ec-ca19-411c-9cbe-828fcc44b974
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: [(1S,3R,13S,14S,17S,18R,19R,20R,21S,22R,23R,24R)-19,21-diacetyloxy-20-(acetyloxymethyl)-24-benzoyloxy-22-formyloxy-25-hydroxy-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-18-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)OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C7=CN=CC=C7)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]([C@@H]4[C@H]([C@@]3(C2(C)O)O[C@]4(COC(=O)C5=C1N=CC=C5)C)OC(=O)C6=CC=CC=C6)OC=O)OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C7=CN=CC=C7)C
• InChI: InChI=1S/C46H48N2O18/c1-23-24(2)39(53)65-36-34(63-41(55)29-15-11-17-47-19-29)38(62-27(5)52)45(21-58-25(3)50)37(61-26(4)51)33(60-22-49)31-35(64-40(54)28-13-9-8-10-14-28)46(45,44(36,7)57)66-43(31,6)20-59-42(56)30-16-12-18-48-32(23)30/h8-19,22-24,31,33-38,57H,20-21H2,1-7H3/t23-,24-,31+,33+,34-,35+,36-,37+,38-,43-,44?,45+,46-/m0/s1
• InChI Key: SPXYJXAWINYHDV-XPJFONMOSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₄₈N₂O₁₈
• Molecular Weight: 916.90 g/mol
• Exact Mass: 916.29021269 g/mol
• Topological Polar Surface Area (TPSA): 266.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.63
• H-Bond Acceptor: 20
• H-Bond Donor: 1
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8343	83.43%
Caco-2	-	0.8527	85.27%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5880	58.80%
OATP2B1 inhibitior	-	0.5782	57.82%
OATP1B1 inhibitior	+	0.8261	82.61%
OATP1B3 inhibitior	+	0.9116	91.16%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9923	99.23%
P-glycoprotein inhibitior	+	0.8466	84.66%
P-glycoprotein substrate	+	0.7379	73.79%
CYP3A4 substrate	+	0.7108	71.08%
CYP2C9 substrate	-	0.6071	60.71%
CYP2D6 substrate	-	0.8896	88.96%
CYP3A4 inhibition	-	0.7923	79.23%
CYP2C9 inhibition	-	0.7352	73.52%
CYP2C19 inhibition	-	0.6992	69.92%
CYP2D6 inhibition	-	0.9339	93.39%
CYP1A2 inhibition	-	0.6214	62.14%
CYP2C8 inhibition	+	0.8239	82.39%
CYP inhibitory promiscuity	-	0.6308	63.08%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5220	52.20%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9037	90.37%
Skin irritation	-	0.8235	82.35%
Skin corrosion	-	0.9449	94.49%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6442	64.42%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.8611	86.11%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.7679	76.79%
Acute Oral Toxicity (c)	III	0.4867	48.67%
Estrogen receptor binding	+	0.7742	77.42%
Androgen receptor binding	+	0.7493	74.93%
Thyroid receptor binding	+	0.6657	66.57%
Glucocorticoid receptor binding	+	0.7285	72.85%
Aromatase binding	+	0.5992	59.92%
PPAR gamma	+	0.7461	74.61%
Honey bee toxicity	-	0.6925	69.25%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.8930	89.30%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.89%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	98.27%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.02%	85.14%
CHEMBL2581	P07339	Cathepsin D	96.70%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.09%	96.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	95.42%	94.80%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	95.29%	89.34%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.80%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	93.28%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.10%	97.25%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	90.84%	98.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.33%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.29%	89.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	89.01%	90.24%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.86%	91.07%
CHEMBL5028	O14672	ADAM10	88.60%	97.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.50%	93.00%
CHEMBL4208	P20618	Proteasome component C5	87.06%	90.00%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	86.41%	81.11%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	86.01%	83.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.90%	95.89%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	85.75%	96.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.45%	96.00%
CHEMBL2535	P11166	Glucose transporter	85.30%	98.75%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	84.47%	95.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.05%	94.62%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	83.84%	93.10%
CHEMBL3524	P56524	Histone deacetylase 4	83.84%	92.97%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.05%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.74%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.52%	95.50%
CHEMBL2039	P27338	Monoamine oxidase B	80.85%	92.51%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.20%	82.69%
CHEMBL3401	O75469	Pregnane X receptor	80.12%	94.73%

Plants that contains it

• Tripterygium wilfordii

Cross-Links

• PubChem: 477602
• NPASS: NPC192970
• LOTUS: LTS0261312
• wikiData: Q105257675