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

Details

• Internal ID: f4498176-c240-4c49-b597-4def6a10c395
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: [(1S,3R,13S,14S,17S,18R,19R,20R,21S,22R,23S,24R,25S)-19,21,22-triacetyloxy-20-(acetyloxymethyl)-24,25-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-18-yl] benzoate
• SMILES (Canonical): CC1C(C(=O)OC2C(C(C3(C(C(C4C(C3(C2(C)O)OC4(COC(=O)C5=C1N=CC=C5)C)O)OC(=O)C)OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C6=CC=CC=C6)C
• SMILES (Isomeric): C[C@H]1[C@@H](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)O)OC(=O)C)OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C6=CC=CC=C6)C
• InChI: InChI=1S/C41H47NO17/c1-19-20(2)35(48)58-32-30(57-36(49)25-13-10-9-11-14-25)34(56-24(6)46)40(18-52-21(3)43)33(55-23(5)45)29(54-22(4)44)27-31(47)41(40,39(32,8)51)59-38(27,7)17-53-37(50)26-15-12-16-42-28(19)26/h9-16,19-20,27,29-34,47,51H,17-18H2,1-8H3/t19-,20-,27+,29+,30-,31+,32-,33+,34-,38-,39-,40+,41-/m0/s1
• InChI Key: VPOWXEIDLLAQCZ-ZIOKJLJGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₄₇NO₁₇
• Molecular Weight: 825.80 g/mol
• Exact Mass: 825.28439903 g/mol
• Topological Polar Surface Area (TPSA): 247.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.76
• H-Bond Acceptor: 18
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6560	65.60%
Caco-2	-	0.8500	85.00%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4470	44.70%
OATP2B1 inhibitior	-	0.7153	71.53%
OATP1B1 inhibitior	+	0.8462	84.62%
OATP1B3 inhibitior	+	0.9264	92.64%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9828	98.28%
P-glycoprotein inhibitior	+	0.8480	84.80%
P-glycoprotein substrate	+	0.7219	72.19%
CYP3A4 substrate	+	0.7097	70.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8843	88.43%
CYP3A4 inhibition	-	0.8882	88.82%
CYP2C9 inhibition	-	0.8259	82.59%
CYP2C19 inhibition	-	0.7853	78.53%
CYP2D6 inhibition	-	0.9404	94.04%
CYP1A2 inhibition	-	0.7067	70.67%
CYP2C8 inhibition	+	0.6966	69.66%
CYP inhibitory promiscuity	-	0.6096	60.96%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5315	53.15%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9027	90.27%
Skin irritation	-	0.8225	82.25%
Skin corrosion	-	0.9416	94.16%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7176	71.76%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8639	86.39%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.8105	81.05%
Acute Oral Toxicity (c)	III	0.5119	51.19%
Estrogen receptor binding	+	0.7813	78.13%
Androgen receptor binding	+	0.7488	74.88%
Thyroid receptor binding	+	0.6498	64.98%
Glucocorticoid receptor binding	+	0.7150	71.50%
Aromatase binding	+	0.6196	61.96%
PPAR gamma	+	0.7489	74.89%
Honey bee toxicity	-	0.7210	72.10%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8723	87.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.55%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	98.04%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.00%	85.14%
CHEMBL2581	P07339	Cathepsin D	97.20%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.50%	96.09%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	95.57%	81.11%
CHEMBL221	P23219	Cyclooxygenase-1	93.12%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.67%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.73%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.13%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.51%	82.69%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.28%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.62%	94.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	85.18%	83.00%
CHEMBL5028	O14672	ADAM10	85.08%	97.50%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	83.13%	94.42%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	82.93%	96.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.18%	93.10%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.87%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.66%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	81.43%	94.73%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.00%	96.67%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.79%	93.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.71%	95.50%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.52%	94.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.30%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.24%	95.89%
CHEMBL4208	P20618	Proteasome component C5	80.20%	90.00%

Plants that contains it

• Tripterygium wilfordii

Cross-Links

• PubChem: 118707714
• LOTUS: LTS0091894
• wikiData: Q105290907