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

Details

• Internal ID: 85481292-bcde-43ee-bc90-c74c9829aa83
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: [(1S,3R,13S,14S,17S,18R,19R,20R,21S,22S,23R,24R,25S)-19,21,24-triacetyloxy-18,22,25-trihydroxy-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-20-yl]methyl acetate
• 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)C)O)OC(=O)C)COC(=O)C)OC(=O)C)O)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)OC(=O)C)O)OC(=O)C)COC(=O)C)OC(=O)C)O)C
• InChI: InChI=1S/C34H43NO16/c1-14-15(2)29(42)50-26-24(41)28(49-19(6)39)33(13-45-16(3)36)27(48-18(5)38)23(40)21-25(47-17(4)37)34(33,32(26,8)44)51-31(21,7)12-46-30(43)20-10-9-11-35-22(14)20/h9-11,14-15,21,23-28,40-41,44H,12-13H2,1-8H3/t14-,15-,21+,23-,24-,25+,26-,27+,28-,31-,32-,33+,34-/m0/s1
• InChI Key: SHDBRMQJPSDFRT-KMPJZEJPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₃NO₁₆
• Molecular Weight: 721.70 g/mol
• Exact Mass: 721.25818428 g/mol
• Topological Polar Surface Area (TPSA): 241.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -0.11
• H-Bond Acceptor: 17
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6796	67.96%
Caco-2	-	0.8450	84.50%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4470	44.70%
OATP2B1 inhibitior	-	0.7141	71.41%
OATP1B1 inhibitior	+	0.8764	87.64%
OATP1B3 inhibitior	+	0.9305	93.05%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9225	92.25%
P-glycoprotein inhibitior	+	0.8093	80.93%
P-glycoprotein substrate	+	0.7054	70.54%
CYP3A4 substrate	+	0.7011	70.11%
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	+	0.5927	59.27%
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	-	0.9898	98.98%
Eye irritation	-	0.9003	90.03%
Skin irritation	-	0.8097	80.97%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6518	65.18%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.5931	59.31%
skin sensitisation	-	0.8563	85.63%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.8777	87.77%
Acute Oral Toxicity (c)	III	0.5119	51.19%
Estrogen receptor binding	+	0.7957	79.57%
Androgen receptor binding	+	0.7280	72.80%
Thyroid receptor binding	+	0.6099	60.99%
Glucocorticoid receptor binding	+	0.7100	71.00%
Aromatase binding	+	0.6635	66.35%
PPAR gamma	+	0.7579	75.79%
Honey bee toxicity	-	0.7834	78.34%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6250	62.50%
Fish aquatic toxicity	+	0.7720	77.20%

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	98.32%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.24%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.16%	97.25%
CHEMBL2581	P07339	Cathepsin D	97.75%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.23%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.15%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.61%	89.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	91.29%	94.80%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.85%	82.69%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.79%	96.77%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	88.60%	81.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.63%	94.00%
CHEMBL2535	P11166	Glucose transporter	87.12%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.27%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	86.19%	91.49%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	86.14%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.45%	97.09%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	84.92%	93.10%
CHEMBL3401	O75469	Pregnane X receptor	84.66%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.43%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.23%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.91%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.38%	95.89%
CHEMBL5028	O14672	ADAM10	80.92%	97.50%

Plants that contains it

• Cyanostegia microphylla
• Elymus repens
• Euphorbia leuconeura
• Isocoma pluriflora
• Lavandula dentata
• Maytenus aquifolium
• Maytenus cuzcoina
• Pyrus ussuriensis
• Ranunculus sceleratus
• Vachellia pachyphloia
• Valeriana wolgensis

Cross-Links

• PubChem: 102317474
• NPASS: NPC13237