[(1S,3R,13R,14S,17S,18R,19R,20S,21S,22R,23R,24R,25S)-21,22,24-triacetyloxy-20-(acetyloxymethyl)-19,25-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-18-yl] 1-methyl-6-oxopyridine-3-carboxylate

Details

• Internal ID: cde9a4bd-3526-48d0-977d-4a1c2f2856f0
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: [(1S,3R,13R,14S,17S,18R,19R,20S,21S,22R,23R,24R,25S)-21,22,24-triacetyloxy-20-(acetyloxymethyl)-19,25-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-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=C1N=CC=C5)C)OC(=O)C)OC(=O)C)OC(=O)C)COC(=O)C)O)OC(=O)C6=CN(C(=O)C=C6)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)OC(=O)C)OC(=O)C)OC(=O)C)COC(=O)C)O)OC(=O)C6=CN(C(=O)C=C6)C)C
• InChI: InChI=1S/C41H48N2O18/c1-18-19(2)35(50)60-33-30(59-36(51)24-12-13-26(48)43(9)15-24)31(49)40(17-54-20(3)44)34(58-23(6)47)29(56-21(4)45)27-32(57-22(5)46)41(40,39(33,8)53)61-38(27,7)16-55-37(52)25-11-10-14-42-28(18)25/h10-15,18-19,27,29-34,49,53H,16-17H2,1-9H3/t18-,19+,27-,29-,30-,31+,32-,33+,34-,38+,39+,40+,41+/m1/s1
• InChI Key: GEQVEDBUJSREGY-VVNUXESFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₄₈N₂O₁₈
• Molecular Weight: 856.80 g/mol
• Exact Mass: 856.29021269 g/mol
• Topological Polar Surface Area (TPSA): 267.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): 0.46
• H-Bond Acceptor: 20
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4746	47.46%
Caco-2	-	0.8528	85.28%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Lysosomes	0.3733	37.33%
OATP2B1 inhibitior	-	0.7147	71.47%
OATP1B1 inhibitior	+	0.8298	82.98%
OATP1B3 inhibitior	+	0.9241	92.41%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9044	90.44%
BSEP inhibitior	+	0.9890	98.90%
P-glycoprotein inhibitior	+	0.8149	81.49%
P-glycoprotein substrate	+	0.7895	78.95%
CYP3A4 substrate	+	0.7272	72.72%
CYP2C9 substrate	-	0.5986	59.86%
CYP2D6 substrate	-	0.8802	88.02%
CYP3A4 inhibition	-	0.8154	81.54%
CYP2C9 inhibition	-	0.6337	63.37%
CYP2C19 inhibition	-	0.6767	67.67%
CYP2D6 inhibition	-	0.9135	91.35%
CYP1A2 inhibition	-	0.7517	75.17%
CYP2C8 inhibition	+	0.7226	72.26%
CYP inhibitory promiscuity	-	0.5828	58.28%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5028	50.28%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9039	90.39%
Skin irritation	-	0.8139	81.39%
Skin corrosion	-	0.9422	94.22%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7325	73.25%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	+	0.5181	51.81%
skin sensitisation	-	0.8989	89.89%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.6464	64.64%
Acute Oral Toxicity (c)	III	0.5322	53.22%
Estrogen receptor binding	+	0.8058	80.58%
Androgen receptor binding	+	0.7526	75.26%
Thyroid receptor binding	+	0.6743	67.43%
Glucocorticoid receptor binding	+	0.7763	77.63%
Aromatase binding	+	0.6668	66.68%
PPAR gamma	+	0.7839	78.39%
Honey bee toxicity	-	0.7056	70.56%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5850	58.50%
Fish aquatic toxicity	+	0.8905	89.05%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.82%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.63%	97.25%
CHEMBL1951	P21397	Monoamine oxidase A	98.58%	91.49%
CHEMBL2581	P07339	Cathepsin D	98.56%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.23%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.87%	86.33%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	95.07%	81.11%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	94.49%	93.10%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.03%	94.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.61%	96.77%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	91.07%	96.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.03%	82.69%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	90.69%	94.42%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.64%	89.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	89.65%	95.17%
CHEMBL4208	P20618	Proteasome component C5	87.70%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.19%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.10%	93.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.03%	99.23%
CHEMBL3891	P07384	Calpain 1	86.79%	93.04%
CHEMBL1937	Q92769	Histone deacetylase 2	85.51%	94.75%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.99%	96.90%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.62%	95.56%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.53%	96.67%
CHEMBL5028	O14672	ADAM10	81.75%	97.50%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.88%	89.34%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.81%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	80.64%	97.79%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10373383
• LOTUS: LTS0215255
• wikiData: Q105007288