[(1S,3R,17S,18R,19R,20S,21S,23R,24R,25S)-18,19,21,24-tetraacetyloxy-25-hydroxy-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 furan-2-carboxylate

Details

• Internal ID: 66ed902e-d8d6-4163-a62b-1775aa515754
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: [(1S,3R,17S,18R,19R,20S,21S,23R,24R,25S)-18,19,21,24-tetraacetyloxy-25-hydroxy-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 furan-2-carboxylate
• SMILES (Canonical): CC1C(C(=O)OC2C(C(C3(C(C(=O)C4C(C3(C2(C)O)OC4(COC(=O)C5=C1N=CC=C5)C)OC(=O)C)OC(=O)C)COC(=O)C6=CC=CO6)OC(=O)C)OC(=O)C)C
• SMILES (Isomeric): CC1C(C(=O)O[C@H]2[C@@H]([C@@H]([C@]3([C@@H](C(=O)[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)COC(=O)C6=CC=CO6)OC(=O)C)OC(=O)C)C
• InChI: InChI=1S/C39H43NO18/c1-17-18(2)33(46)57-31-28(53-19(3)41)32(56-22(6)44)38(16-52-35(48)24-12-10-14-50-24)30(55-21(5)43)27(45)25-29(54-20(4)42)39(38,37(31,8)49)58-36(25,7)15-51-34(47)23-11-9-13-40-26(17)23/h9-14,17-18,25,28-32,49H,15-16H2,1-8H3/t17?,18?,25-,28+,29-,30-,31+,32+,36+,37+,38-,39+/m1/s1
• InChI Key: IDYGBVODWOLEIF-WLFOVNJHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₄₃NO₁₈
• Molecular Weight: 813.80 g/mol
• Exact Mass: 813.24801352 g/mol
• Topological Polar Surface Area (TPSA): 257.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.56
• H-Bond Acceptor: 19
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7924	79.24%
Caco-2	-	0.8487	84.87%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5839	58.39%
OATP2B1 inhibitior	+	0.5620	56.20%
OATP1B1 inhibitior	+	0.8221	82.21%
OATP1B3 inhibitior	+	0.9149	91.49%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9720	97.20%
P-glycoprotein inhibitior	+	0.8392	83.92%
P-glycoprotein substrate	+	0.7431	74.31%
CYP3A4 substrate	+	0.7342	73.42%
CYP2C9 substrate	-	0.5931	59.31%
CYP2D6 substrate	-	0.8831	88.31%
CYP3A4 inhibition	-	0.7499	74.99%
CYP2C9 inhibition	-	0.6989	69.89%
CYP2C19 inhibition	-	0.6248	62.48%
CYP2D6 inhibition	-	0.9413	94.13%
CYP1A2 inhibition	-	0.6036	60.36%
CYP2C8 inhibition	+	0.7208	72.08%
CYP inhibitory promiscuity	-	0.5478	54.78%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4713	47.13%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9023	90.23%
Skin irritation	-	0.8446	84.46%
Skin corrosion	-	0.9484	94.84%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6444	64.44%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8500	85.00%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.7257	72.57%
Acute Oral Toxicity (c)	III	0.4805	48.05%
Estrogen receptor binding	+	0.8048	80.48%
Androgen receptor binding	+	0.7487	74.87%
Thyroid receptor binding	+	0.6566	65.66%
Glucocorticoid receptor binding	+	0.7694	76.94%
Aromatase binding	+	0.6429	64.29%
PPAR gamma	+	0.7572	75.72%
Honey bee toxicity	-	0.6935	69.35%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5550	55.50%
Fish aquatic toxicity	+	0.8132	81.32%

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	98.51%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.65%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	96.42%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.79%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.30%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.87%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.54%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.11%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.31%	89.00%
CHEMBL2996	Q05655	Protein kinase C delta	89.23%	97.79%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	88.98%	94.42%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	87.93%	93.10%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.02%	95.89%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	86.00%	95.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.84%	82.69%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	84.69%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	84.08%	94.73%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.77%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.09%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.01%	99.23%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.75%	95.71%
CHEMBL4208	P20618	Proteasome component C5	82.61%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.75%	95.56%
CHEMBL3891	P07384	Calpain 1	80.17%	93.04%

Plants that contains it

• Tripterygium wilfordii

Cross-Links

• PubChem: 44583777
• LOTUS: LTS0107392
• wikiData: Q105111602