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

Details

• Internal ID: 1bcc548b-c6ab-4041-af87-9fa8947e9df5
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: [(1S,3R,13S,14R,17S,18R,19R,20S,21S,23R,24R,25S)-18,21-diacetyloxy-19,24,25-trihydroxy-3,13,14,25-tetramethyl-6,15,22-trioxo-2,5,16-trioxa-11-azapentacyclo[15.7.1.01,20.03,23.07,12]pentacosa-7(12),8,10-trien-20-yl]methyl acetate
• InChI: InChI=1S/C32H39NO15/c1-13-14(2)27(40)47-26-22(45-16(4)35)24(39)31(12-43-15(3)34)25(46-17(5)36)21(37)19-23(38)32(31,30(26,7)42)48-29(19,6)11-44-28(41)18-9-8-10-33-20(13)18/h8-10,13-14,19,22-26,38-39,42H,11-12H2,1-7H3/t13-,14+,19+,22+,23+,24-,25+,26-,29-,30-,31-,32-/m0/s1
• InChI Key: JUOGTZKUPTXORV-XEYPTYAPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₉NO₁₅
• Molecular Weight: 677.60 g/mol
• Exact Mass: 677.23196954 g/mol
• Topological Polar Surface Area (TPSA): 231.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -0.47
• H-Bond Acceptor: 16
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7400	74.00%
Caco-2	-	0.8356	83.56%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4226	42.26%
OATP2B1 inhibitior	-	0.7167	71.67%
OATP1B1 inhibitior	+	0.8428	84.28%
OATP1B3 inhibitior	+	0.9167	91.67%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9220	92.20%
P-glycoprotein inhibitior	+	0.8202	82.02%
P-glycoprotein substrate	+	0.7256	72.56%
CYP3A4 substrate	+	0.7189	71.89%
CYP2C9 substrate	-	0.6074	60.74%
CYP2D6 substrate	-	0.8828	88.28%
CYP3A4 inhibition	-	0.8730	87.30%
CYP2C9 inhibition	-	0.8180	81.80%
CYP2C19 inhibition	-	0.7834	78.34%
CYP2D6 inhibition	-	0.9450	94.50%
CYP1A2 inhibition	-	0.6703	67.03%
CYP2C8 inhibition	+	0.5632	56.32%
CYP inhibitory promiscuity	-	0.6316	63.16%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5529	55.29%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.8987	89.87%
Skin irritation	-	0.8072	80.72%
Skin corrosion	-	0.9384	93.84%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4645	46.45%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8662	86.62%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.7677	76.77%
Acute Oral Toxicity (c)	III	0.5361	53.61%
Estrogen receptor binding	+	0.7828	78.28%
Androgen receptor binding	+	0.7395	73.95%
Thyroid receptor binding	+	0.6519	65.19%
Glucocorticoid receptor binding	+	0.7269	72.69%
Aromatase binding	+	0.6600	66.00%
PPAR gamma	+	0.7429	74.29%
Honey bee toxicity	-	0.7293	72.93%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5750	57.50%
Fish aquatic toxicity	+	0.7929	79.29%

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	98.04%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.31%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.80%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.79%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	93.79%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.56%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.50%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.40%	97.25%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.16%	94.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.80%	82.69%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	87.67%	93.10%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.97%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.78%	99.23%
CHEMBL1937	Q92769	Histone deacetylase 2	84.92%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.35%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.04%	97.09%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	83.72%	81.11%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.20%	95.71%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	83.01%	96.00%
CHEMBL4208	P20618	Proteasome component C5	82.18%	90.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.02%	96.67%
CHEMBL2039	P27338	Monoamine oxidase B	81.61%	92.51%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.53%	94.80%
CHEMBL3401	O75469	Pregnane X receptor	80.40%	94.73%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.24%	94.42%

Plants that contains it

• Euonymus europaeus

Cross-Links

• PubChem: 11767584
• LOTUS: LTS0137091
• wikiData: Q105135337