[(1S,3R,13S,14S,17S,18R,19R,20R,21S,22R,23R,24R,25S)-22,24-diacetyloxy-20-(acetyloxymethyl)-25-hydroxy-3,13,14,25-tetramethyl-19,21-bis(2-methylpropanoyloxy)-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: 7d7d0f92-48f2-41c3-a0a7-8eb8b0b19a2f
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: [(1S,3R,13S,14S,17S,18R,19R,20R,21S,22R,23R,24R,25S)-22,24-diacetyloxy-20-(acetyloxymethyl)-25-hydroxy-3,13,14,25-tetramethyl-19,21-bis(2-methylpropanoyloxy)-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
• InChI: InChI=1S/C47H58N2O19/c1-21(2)39(54)66-37-33(62-26(8)51)31-35(63-27(9)52)47-45(11,59)36(65-41(56)24(6)23(5)32-29(14-13-17-48-32)43(58)61-19-44(31,10)68-47)34(64-42(57)28-15-16-30(53)49(12)18-28)38(67-40(55)22(3)4)46(37,47)20-60-25(7)50/h13-18,21-24,31,33-38,59H,19-20H2,1-12H3/t23-,24-,31+,33+,34-,35+,36-,37+,38-,44-,45-,46+,47-/m0/s1
• InChI Key: XGUYYGNXSRKZNU-XJYISSNZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₅₈N₂O₁₉
• Molecular Weight: 955.00 g/mol
• Exact Mass: 954.36337762 g/mol
• Topological Polar Surface Area (TPSA): 273.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.30
• H-Bond Acceptor: 21
• 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	+	0.5894	58.94%
Caco-2	-	0.8548	85.48%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Lysosomes	0.5188	51.88%
OATP2B1 inhibitior	-	0.5769	57.69%
OATP1B1 inhibitior	+	0.8305	83.05%
OATP1B3 inhibitior	+	0.9281	92.81%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.9905	99.05%
P-glycoprotein inhibitior	+	0.8060	80.60%
P-glycoprotein substrate	+	0.8038	80.38%
CYP3A4 substrate	+	0.7286	72.86%
CYP2C9 substrate	+	0.5985	59.85%
CYP2D6 substrate	-	0.8841	88.41%
CYP3A4 inhibition	-	0.7973	79.73%
CYP2C9 inhibition	-	0.6198	61.98%
CYP2C19 inhibition	-	0.6029	60.29%
CYP2D6 inhibition	-	0.9165	91.65%
CYP1A2 inhibition	-	0.6343	63.43%
CYP2C8 inhibition	+	0.7321	73.21%
CYP inhibitory promiscuity	-	0.6367	63.67%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.4975	49.75%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9022	90.22%
Skin irritation	-	0.8175	81.75%
Skin corrosion	-	0.9388	93.88%
Ames mutagenesis	-	0.5837	58.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7175	71.75%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8915	89.15%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6852	68.52%
Acute Oral Toxicity (c)	III	0.5476	54.76%
Estrogen receptor binding	+	0.8044	80.44%
Androgen receptor binding	+	0.7571	75.71%
Thyroid receptor binding	+	0.6838	68.38%
Glucocorticoid receptor binding	+	0.7654	76.54%
Aromatase binding	+	0.6551	65.51%
PPAR gamma	+	0.7852	78.52%
Honey bee toxicity	-	0.6836	68.36%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9118	91.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.61%	97.25%
CHEMBL2581	P07339	Cathepsin D	99.17%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.92%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.97%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.90%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	96.93%	91.49%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	95.59%	93.10%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.24%	96.77%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	94.01%	95.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.96%	82.69%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.69%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.37%	89.00%
CHEMBL4208	P20618	Proteasome component C5	89.56%	90.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	88.95%	94.42%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.21%	95.89%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	87.56%	81.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.50%	99.23%
CHEMBL3891	P07384	Calpain 1	87.46%	93.04%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	86.68%	96.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.99%	93.00%
CHEMBL202	P00374	Dihydrofolate reductase	85.84%	89.92%
CHEMBL2996	Q05655	Protein kinase C delta	85.43%	97.79%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.68%	91.11%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.22%	96.90%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.44%	95.56%
CHEMBL5028	O14672	ADAM10	82.06%	97.50%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.88%	96.67%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.86%	96.47%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.23%	97.09%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	81.19%	91.43%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.67%	92.62%
CHEMBL1937	Q92769	Histone deacetylase 2	80.35%	94.75%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.17%	94.80%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.06%	96.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.04%	89.34%

Plants that contains it

• Semialarium mexicanum

Cross-Links

• PubChem: 162970862
• LOTUS: LTS0174239
• wikiData: Q105327832