[(1S,3R,17S,18R,19R,20R,21S,22R,23R,24R,25S)-18,19,21,22-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-24-yl] furan-2-carboxylate

Details

• Internal ID: dd895af0-94e5-4293-a0d9-4fab86d2a206
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: [(1S,3R,17S,18R,19R,20R,21S,22R,23R,24R,25S)-18,19,21,22-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-24-yl] furan-2-carboxylate
• SMILES (Canonical): CC1C(C(=O)OC2C(C(C3(C(C(C4C(C3(C2(C)O)OC4(COC(=O)C5=C1N=CC=C5)C)OC(=O)C6=CC=CO6)OC(=O)C)OC(=O)C)COC(=O)C)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@@H]([C@@H]4[C@H]([C@@]3([C@@]2(C)O)O[C@]4(COC(=O)C5=C1N=CC=C5)C)OC(=O)C6=CC=CO6)OC(=O)C)OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C)C
• InChI: InChI=1S/C41H47NO19/c1-18-19(2)35(48)60-32-30(56-22(5)45)34(58-24(7)47)40(17-53-20(3)43)33(57-23(6)46)29(55-21(4)44)27-31(59-37(50)26-13-11-15-52-26)41(40,39(32,9)51)61-38(27,8)16-54-36(49)25-12-10-14-42-28(18)25/h10-15,18-19,27,29-34,51H,16-17H2,1-9H3/t18?,19?,27-,29-,30+,31-,32+,33-,34+,38+,39+,40-,41+/m1/s1
• InChI Key: SVQKBYJINGPBHL-KSTPHJKESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₄₇NO₁₉
• Molecular Weight: 857.80 g/mol
• Exact Mass: 857.27422827 g/mol
• Topological Polar Surface Area (TPSA): 266.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.92
• H-Bond Acceptor: 20
• 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	+	0.8593	85.93%
Caco-2	-	0.8487	84.87%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5278	52.78%
OATP2B1 inhibitior	+	0.5630	56.30%
OATP1B1 inhibitior	+	0.8286	82.86%
OATP1B3 inhibitior	+	0.9090	90.90%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9777	97.77%
P-glycoprotein inhibitior	+	0.8325	83.25%
P-glycoprotein substrate	+	0.7451	74.51%
CYP3A4 substrate	+	0.7255	72.55%
CYP2C9 substrate	-	0.6014	60.14%
CYP2D6 substrate	-	0.8857	88.57%
CYP3A4 inhibition	-	0.7700	77.00%
CYP2C9 inhibition	-	0.7689	76.89%
CYP2C19 inhibition	-	0.7054	70.54%
CYP2D6 inhibition	-	0.9450	94.50%
CYP1A2 inhibition	-	0.6309	63.09%
CYP2C8 inhibition	+	0.6923	69.23%
CYP inhibitory promiscuity	-	0.6539	65.39%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5110	51.10%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.8997	89.97%
Skin irritation	-	0.8265	82.65%
Skin corrosion	-	0.9445	94.45%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6849	68.49%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8566	85.66%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.8297	82.97%
Acute Oral Toxicity (c)	III	0.4652	46.52%
Estrogen receptor binding	+	0.7863	78.63%
Androgen receptor binding	+	0.7477	74.77%
Thyroid receptor binding	+	0.6415	64.15%
Glucocorticoid receptor binding	+	0.7380	73.80%
Aromatase binding	+	0.6438	64.38%
PPAR gamma	+	0.7515	75.15%
Honey bee toxicity	-	0.7285	72.85%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5750	57.50%
Fish aquatic toxicity	+	0.8900	89.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.91%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.60%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.84%	85.14%
CHEMBL2581	P07339	Cathepsin D	97.44%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.19%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.42%	97.25%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.91%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.36%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.32%	82.69%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.91%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.16%	89.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	87.96%	94.42%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.30%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	85.21%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.07%	99.23%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	84.63%	81.11%
CHEMBL3401	O75469	Pregnane X receptor	83.98%	94.73%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	82.28%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.76%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.75%	95.56%
CHEMBL2996	Q05655	Protein kinase C delta	81.22%	97.79%
CHEMBL4208	P20618	Proteasome component C5	80.93%	90.00%
CHEMBL2039	P27338	Monoamine oxidase B	80.85%	92.51%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	80.71%	93.10%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.60%	91.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.15%	97.09%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.01%	96.67%

Plants that contains it

• Tripterygium wilfordii

Cross-Links

• PubChem: 44583771
• LOTUS: LTS0153472
• wikiData: Q105262366