[(1S,3R,13S,14S,17S,18R,19R,20S,21S,22R,23R,24R,25S)-19,22,24-triacetyloxy-20-(acetyloxymethyl)-18,25-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-21-yl] 2-acetyloxy-2-methylpropanoate

Details

• Internal ID: 03051945-347f-4f05-ac34-a8d0ad3f5171
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: [(1S,3R,13S,14S,17S,18R,19R,20S,21S,22R,23R,24R,25S)-19,22,24-triacetyloxy-20-(acetyloxymethyl)-18,25-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-21-yl] 2-acetyloxy-2-methylpropanoate
• InChI: InChI=1S/C40H51NO19/c1-17-18(2)33(48)57-30-27(47)31(56-22(6)45)39(16-52-19(3)42)32(58-35(50)36(8,9)59-23(7)46)28(54-20(4)43)25-29(55-21(5)44)40(39,38(30,11)51)60-37(25,10)15-53-34(49)24-13-12-14-41-26(17)24/h12-14,17-18,25,27-32,47,51H,15-16H2,1-11H3/t17-,18-,25+,27-,28+,29+,30-,31-,32+,37-,38-,39-,40-/m0/s1
• InChI Key: PHMUWXREOIQYRC-OCGYKSMSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₁NO₁₉
• Molecular Weight: 849.80 g/mol
• Exact Mass: 849.30552840 g/mol
• Topological Polar Surface Area (TPSA): 273.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.78
• H-Bond Acceptor: 20
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7261	72.61%
Caco-2	-	0.8511	85.11%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5108	51.08%
OATP2B1 inhibitior	-	0.7120	71.20%
OATP1B1 inhibitior	+	0.8443	84.43%
OATP1B3 inhibitior	+	0.9308	93.08%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9736	97.36%
P-glycoprotein inhibitior	+	0.8068	80.68%
P-glycoprotein substrate	+	0.7798	77.98%
CYP3A4 substrate	+	0.7311	73.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8843	88.43%
CYP3A4 inhibition	-	0.8859	88.59%
CYP2C9 inhibition	-	0.7984	79.84%
CYP2C19 inhibition	-	0.7523	75.23%
CYP2D6 inhibition	-	0.9241	92.41%
CYP1A2 inhibition	-	0.6963	69.63%
CYP2C8 inhibition	+	0.7140	71.40%
CYP inhibitory promiscuity	-	0.6383	63.83%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5314	53.14%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9023	90.23%
Skin irritation	-	0.8124	81.24%
Skin corrosion	-	0.9377	93.77%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6841	68.41%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8447	84.47%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.8787	87.87%
Acute Oral Toxicity (c)	III	0.5713	57.13%
Estrogen receptor binding	+	0.7829	78.29%
Androgen receptor binding	+	0.7451	74.51%
Thyroid receptor binding	+	0.6342	63.42%
Glucocorticoid receptor binding	+	0.7627	76.27%
Aromatase binding	+	0.6685	66.85%
PPAR gamma	+	0.7850	78.50%
Honey bee toxicity	-	0.7190	71.90%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.8310	83.10%

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	99.57%	97.25%
CHEMBL2581	P07339	Cathepsin D	99.21%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.99%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	98.27%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.25%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.33%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.82%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.78%	82.69%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.69%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.59%	89.00%
CHEMBL2039	P27338	Monoamine oxidase B	90.74%	92.51%
CHEMBL2996	Q05655	Protein kinase C delta	89.86%	97.79%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.92%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.61%	96.77%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.52%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	84.56%	94.73%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	84.37%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.27%	95.89%
CHEMBL5028	O14672	ADAM10	84.11%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.99%	100.00%
CHEMBL2535	P11166	Glucose transporter	83.79%	98.75%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	83.79%	81.11%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.78%	95.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.72%	97.09%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	83.60%	96.67%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.32%	96.90%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	83.05%	96.39%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.01%	89.34%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.86%	91.07%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	82.27%	94.42%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.87%	94.80%
CHEMBL4662	P28074	Proteasome Macropain subunit MB1	80.77%	93.85%

Plants that contains it

• Catha edulis

Cross-Links

• PubChem: 101290208
• LOTUS: LTS0054839
• wikiData: Q104247174