[(1R,3R,13R,14S,17R,18S,19R,20S,21S,22S,23S,24R,25S)-20,24-diacetyloxy-19,21,25-trihydroxy-3,13,14,25-tetramethyl-6,15-dioxo-18-pyridin-4-yloxy-2,5,16-trioxa-11-azapentacyclo[15.7.1.01,20.03,23.07,12]pentacosa-7(12),8,10-trien-22-yl] acetate

Details

• Internal ID: affb3e12-8cde-4fc2-aa92-4359a1772420
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: [(1R,3R,13R,14S,17R,18S,19R,20S,21S,22S,23S,24R,25S)-20,24-diacetyloxy-19,21,25-trihydroxy-3,13,14,25-tetramethyl-6,15-dioxo-18-pyridin-4-yloxy-2,5,16-trioxa-11-azapentacyclo[15.7.1.01,20.03,23.07,12]pentacosa-7(12),8,10-trien-22-yl] acetate
• 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)O)OC(=O)C)O)OC6=CC=NC=C6)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)O)OC(=O)C)O)OC6=CC=NC=C6)C
• InChI: InChI=1S/C36H42N2O15/c1-16-17(2)31(44)51-30-26(50-21-10-13-37-14-11-21)28(43)35(52-20(5)41)27(42)25(48-18(3)39)23-29(49-19(4)40)36(35,34(30,7)46)53-33(23,6)15-47-32(45)22-9-8-12-38-24(16)22/h8-14,16-17,23,25-30,42-43,46H,15H2,1-7H3/t16-,17+,23+,25+,26+,27+,28-,29-,30-,33+,34+,35+,36-/m1/s1
• InChI Key: OIFFOIGEQPLSQD-BVCAMJLNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₂N₂O₁₅
• Molecular Weight: 742.70 g/mol
• Exact Mass: 742.25851864 g/mol
• Topological Polar Surface Area (TPSA): 236.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): 0.56
• H-Bond Acceptor: 17
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8528	85.28%
Caco-2	-	0.8475	84.75%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6047	60.47%
OATP2B1 inhibitior	-	0.7144	71.44%
OATP1B1 inhibitior	+	0.8583	85.83%
OATP1B3 inhibitior	+	0.9089	90.89%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9707	97.07%
P-glycoprotein inhibitior	+	0.8206	82.06%
P-glycoprotein substrate	+	0.7123	71.23%
CYP3A4 substrate	+	0.7129	71.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8731	87.31%
CYP3A4 inhibition	-	0.8341	83.41%
CYP2C9 inhibition	-	0.7731	77.31%
CYP2C19 inhibition	-	0.7295	72.95%
CYP2D6 inhibition	-	0.9186	91.86%
CYP1A2 inhibition	-	0.5615	56.15%
CYP2C8 inhibition	+	0.6588	65.88%
CYP inhibitory promiscuity	-	0.6889	68.89%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4954	49.54%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9006	90.06%
Skin irritation	-	0.8426	84.26%
Skin corrosion	-	0.9459	94.59%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6521	65.21%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.8489	84.89%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.7436	74.36%
Acute Oral Toxicity (c)	III	0.6018	60.18%
Estrogen receptor binding	+	0.7634	76.34%
Androgen receptor binding	+	0.7495	74.95%
Thyroid receptor binding	+	0.6614	66.14%
Glucocorticoid receptor binding	+	0.6979	69.79%
Aromatase binding	+	0.6014	60.14%
PPAR gamma	+	0.7382	73.82%
Honey bee toxicity	-	0.7249	72.49%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8502	85.02%

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	98.72%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	97.54%	91.49%
CHEMBL2581	P07339	Cathepsin D	97.49%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.18%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.20%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.80%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.85%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.54%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.49%	89.00%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	92.05%	81.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.11%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.54%	82.69%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	88.93%	96.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	88.62%	94.80%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	87.96%	93.10%
CHEMBL2039	P27338	Monoamine oxidase B	86.95%	92.51%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.17%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.86%	96.77%
CHEMBL4208	P20618	Proteasome component C5	84.77%	90.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.61%	94.42%
CHEMBL221	P23219	Cyclooxygenase-1	83.41%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.06%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.97%	91.07%
CHEMBL2996	Q05655	Protein kinase C delta	82.46%	97.79%

Plants that contains it

• Euonymus laxiflorus

Cross-Links

• PubChem: 162883058
• LOTUS: LTS0273520
• wikiData: Q105192481