[(1S,3R,13R,14R,17R,18S,19R,20R,21S,22R,23R,24R,25S)-18,21,22,24-tetraacetyloxy-20-(acetyloxymethyl)-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-19-yl] (E)-2-methylbut-2-enoate

Details

• Internal ID: de4ebb2f-7410-44ff-ba6c-ebcc7ba6ea7c
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: [(1S,3R,13R,14R,17R,18S,19R,20R,21S,22R,23R,24R,25S)-18,21,22,24-tetraacetyloxy-20-(acetyloxymethyl)-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-19-yl] (E)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(C2C(C34C1(C(C(C(C3OC(=O)C)C(O4)(COC(=O)C5=C(C(C(C(=O)O2)C)C)N=CC=C5)C)OC(=O)C)OC(=O)C)COC(=O)C)(C)O)OC(=O)C
• SMILES (Isomeric): C/C=C(\C)/C(=O)O[C@H]1[C@@H]([C@@H]2[C@]([C@]34[C@@]1([C@@H]([C@@H]([C@H]([C@H]3OC(=O)C)[C@@](O4)(COC(=O)C5=C([C@@H]([C@H](C(=O)O2)C)C)N=CC=C5)C)OC(=O)C)OC(=O)C)COC(=O)C)(C)O)OC(=O)C
• InChI: InChI=1S/C41H51NO18/c1-12-18(2)35(48)59-34-30(55-23(7)45)32-39(11,51)41-31(56-24(8)46)27(29(54-22(6)44)33(57-25(9)47)40(34,41)17-52-21(5)43)38(10,60-41)16-53-37(50)26-14-13-15-42-28(26)19(3)20(4)36(49)58-32/h12-15,19-20,27,29-34,51H,16-17H2,1-11H3/b18-12+/t19-,20-,27-,29-,30-,31-,32-,33-,34+,38+,39+,40-,41+/m1/s1
• InChI Key: HNFOZXOCLKEAOY-LZRIJZTESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₅₁NO₁₈
• Molecular Weight: 845.80 g/mol
• Exact Mass: 845.31061378 g/mol
• Topological Polar Surface Area (TPSA): 253.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.98
• H-Bond Acceptor: 19
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9446	94.46%
Caco-2	-	0.8448	84.48%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5793	57.93%
OATP2B1 inhibitior	-	0.5728	57.28%
OATP1B1 inhibitior	+	0.8379	83.79%
OATP1B3 inhibitior	+	0.8925	89.25%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9817	98.17%
P-glycoprotein inhibitior	+	0.8429	84.29%
P-glycoprotein substrate	+	0.7204	72.04%
CYP3A4 substrate	+	0.7162	71.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8963	89.63%
CYP3A4 inhibition	-	0.7746	77.46%
CYP2C9 inhibition	-	0.7043	70.43%
CYP2C19 inhibition	-	0.6711	67.11%
CYP2D6 inhibition	-	0.9175	91.75%
CYP1A2 inhibition	-	0.5307	53.07%
CYP2C8 inhibition	+	0.6363	63.63%
CYP inhibitory promiscuity	+	0.5274	52.74%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4904	49.04%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9003	90.03%
Skin irritation	-	0.7604	76.04%
Skin corrosion	-	0.9378	93.78%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6791	67.91%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8108	81.08%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.8825	88.25%
Acute Oral Toxicity (c)	III	0.4319	43.19%
Estrogen receptor binding	+	0.7772	77.72%
Androgen receptor binding	+	0.7380	73.80%
Thyroid receptor binding	+	0.6493	64.93%
Glucocorticoid receptor binding	+	0.7303	73.03%
Aromatase binding	+	0.6392	63.92%
PPAR gamma	+	0.7557	75.57%
Honey bee toxicity	-	0.7096	70.96%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9324	93.24%

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	97.71%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.47%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.05%	86.33%
CHEMBL2581	P07339	Cathepsin D	97.02%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.57%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	94.58%	82.69%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.52%	89.00%
CHEMBL2039	P27338	Monoamine oxidase B	90.33%	92.51%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.24%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.34%	94.00%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	89.23%	81.11%
CHEMBL1937	Q92769	Histone deacetylase 2	88.92%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.14%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.03%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	87.95%	91.49%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.34%	94.80%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.99%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	85.12%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.57%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.55%	93.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.52%	94.42%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.37%	91.07%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	84.18%	93.10%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.60%	100.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	83.16%	96.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.76%	91.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.46%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.14%	96.00%
CHEMBL221	P23219	Cyclooxygenase-1	80.97%	90.17%
CHEMBL4208	P20618	Proteasome component C5	80.54%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162843365
• LOTUS: LTS0257039
• wikiData: Q105030844