[(1S,3R,13R,14R,17S,18S,19R,20R,21S,22S,23S,24R,25S)-18-acetyloxy-21-(2-acetyloxy-2-methylpropanoyl)oxy-19-benzoyloxy-24,25-dihydroxy-3,13,14,25-tetramethyl-6,15-dioxo-22-(3,4,5-trimethoxybenzoyl)oxy-2,5,16-trioxa-11-azapentacyclo[15.7.1.01,20.03,23.07,12]pentacosa-7(12),8,10-trien-20-yl]methyl pyridine-3-carboxylate

Details

• Internal ID: b9f272a9-7fac-4d37-b8cf-7e85d8c9f489
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: [(1S,3R,13R,14R,17S,18S,19R,20R,21S,22S,23S,24R,25S)-18-acetyloxy-21-(2-acetyloxy-2-methylpropanoyl)oxy-19-benzoyloxy-24,25-dihydroxy-3,13,14,25-tetramethyl-6,15-dioxo-22-(3,4,5-trimethoxybenzoyl)oxy-2,5,16-trioxa-11-azapentacyclo[15.7.1.01,20.03,23.07,12]pentacosa-7(12),8,10-trien-20-yl]methyl 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)O)OC(=O)C6=CC(=C(C(=C6)OC)OC)OC)OC(=O)C(C)(C)OC(=O)C)COC(=O)C7=CN=CC=C7)OC(=O)C8=CC=CC=C8)OC(=O)C)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([C@@]2(C)O)O[C@]4(COC(=O)C5=C1N=CC=C5)C)O)OC(=O)C6=CC(=C(C(=C6)OC)OC)OC)OC(=O)C(C)(C)OC(=O)C)COC(=O)C7=CN=CC=C7)OC(=O)C8=CC=CC=C8)OC(=O)C)C
• InChI: InChI=1S/C57H62N2O22/c1-28-29(2)47(63)77-44-42(75-30(3)60)46(78-49(65)32-17-13-12-14-18-32)56(27-74-48(64)33-19-15-21-58-25-33)45(79-52(68)53(5,6)80-31(4)61)41(76-50(66)34-23-36(70-9)40(72-11)37(24-34)71-10)38-43(62)57(56,55(44,8)69)81-54(38,7)26-73-51(67)35-20-16-22-59-39(28)35/h12-25,28-29,38,41-46,62,69H,26-27H2,1-11H3/t28-,29-,38-,41+,42-,43-,44+,45-,46+,54+,55+,56-,57+/m1/s1
• InChI Key: MMEISTQQWMKZBJ-DYBCMOMCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₇H₆₂N₂O₂₂
• Molecular Weight: 1127.10 g/mol
• Exact Mass: 1126.37942161 g/mol
• Topological Polar Surface Area (TPSA): 314.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.09
• H-Bond Acceptor: 24
• H-Bond Donor: 2
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5960	59.60%
Caco-2	-	0.8565	85.65%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5300	53.00%
OATP2B1 inhibitior	-	0.5866	58.66%
OATP1B1 inhibitior	+	0.8252	82.52%
OATP1B3 inhibitior	+	0.9243	92.43%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9797	97.97%
P-glycoprotein inhibitior	+	0.7752	77.52%
P-glycoprotein substrate	+	0.8037	80.37%
CYP3A4 substrate	+	0.7409	74.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8734	87.34%
CYP3A4 inhibition	-	0.8330	83.30%
CYP2C9 inhibition	-	0.6792	67.92%
CYP2C19 inhibition	-	0.6666	66.66%
CYP2D6 inhibition	-	0.8835	88.35%
CYP1A2 inhibition	-	0.6189	61.89%
CYP2C8 inhibition	+	0.8658	86.58%
CYP inhibitory promiscuity	+	0.5462	54.62%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4767	47.67%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9010	90.10%
Skin irritation	-	0.8372	83.72%
Skin corrosion	-	0.9412	94.12%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6976	69.76%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8502	85.02%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.5089	50.89%
Acute Oral Toxicity (c)	III	0.5675	56.75%
Estrogen receptor binding	+	0.7771	77.71%
Androgen receptor binding	+	0.7644	76.44%
Thyroid receptor binding	+	0.6834	68.34%
Glucocorticoid receptor binding	+	0.7740	77.40%
Aromatase binding	+	0.6531	65.31%
PPAR gamma	+	0.7868	78.68%
Honey bee toxicity	-	0.6373	63.73%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5633	56.33%
Fish aquatic toxicity	+	0.8161	81.61%

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	99.86%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	99.49%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.88%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.69%	98.95%
CHEMBL2535	P11166	Glucose transporter	95.88%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.93%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.81%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.35%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	92.12%	91.07%
CHEMBL1951	P21397	Monoamine oxidase A	91.77%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.75%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.51%	99.23%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	90.23%	95.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.67%	97.25%
CHEMBL5028	O14672	ADAM10	87.92%	97.50%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.92%	89.34%
CHEMBL2996	Q05655	Protein kinase C delta	87.62%	97.79%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.48%	96.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.91%	97.14%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	86.70%	96.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	86.70%	95.71%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	86.49%	81.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.69%	95.89%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	85.23%	94.42%
CHEMBL4662	P28074	Proteasome Macropain subunit MB1	85.14%	93.85%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	85.05%	83.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	83.47%	96.67%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.00%	92.62%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.71%	96.90%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.67%	98.75%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.54%	97.33%
CHEMBL4208	P20618	Proteasome component C5	81.45%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.28%	95.50%

Plants that contains it

• Catha edulis

Cross-Links

• PubChem: 162847610
• LOTUS: LTS0190693
• wikiData: Q105279052