Aquifoliunine EIV

Details

• Internal ID: 4ee5eb4f-9d1b-4de2-8c91-24776c65d532
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: [18,19,21,24-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-22-yl] pyridine-3-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)C)OC(=O)C6=CN=CC=C6)OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C)C
• SMILES (Isomeric): CC1C(C(=O)OC2C(C(C3(C(C(C4C(C3(C2(C)O)OC4(COC(=O)C5=C1N=CC=C5)C)OC(=O)C)OC(=O)C6=CN=CC=C6)OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C)C
• InChI: InChI=1S/C42H48N2O18/c1-19-20(2)36(50)61-33-31(56-22(4)46)35(59-25(7)49)41(18-54-21(3)45)34(58-24(6)48)30(60-37(51)26-12-10-14-43-16-26)28-32(57-23(5)47)42(41,40(33,9)53)62-39(28,8)17-55-38(52)27-13-11-15-44-29(19)27/h10-16,19-20,28,30-35,53H,17-18H2,1-9H3
• InChI Key: WYGMSWSZNDHDMQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₄₈N₂O₁₈
• Molecular Weight: 868.80 g/mol
• Exact Mass: 868.29021269 g/mol
• Topological Polar Surface Area (TPSA): 266.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.72
• H-Bond Acceptor: 20
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

• Aquifoliunine E-IV

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8343	83.43%
Caco-2	-	0.8507	85.07%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5880	58.80%
OATP2B1 inhibitior	-	0.5754	57.54%
OATP1B1 inhibitior	+	0.8400	84.00%
OATP1B3 inhibitior	+	0.9116	91.16%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9830	98.30%
P-glycoprotein inhibitior	+	0.8312	83.12%
P-glycoprotein substrate	+	0.7134	71.34%
CYP3A4 substrate	+	0.7041	70.41%
CYP2C9 substrate	-	0.6071	60.71%
CYP2D6 substrate	-	0.8896	88.96%
CYP3A4 inhibition	-	0.7923	79.23%
CYP2C9 inhibition	-	0.7352	73.52%
CYP2C19 inhibition	-	0.6992	69.92%
CYP2D6 inhibition	-	0.9339	93.39%
CYP1A2 inhibition	-	0.6214	62.14%
CYP2C8 inhibition	+	0.7579	75.79%
CYP inhibitory promiscuity	-	0.6308	63.08%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5220	52.20%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9034	90.34%
Skin irritation	-	0.8235	82.35%
Skin corrosion	-	0.9449	94.49%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6946	69.46%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.8611	86.11%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.7771	77.71%
Acute Oral Toxicity (c)	III	0.4867	48.67%
Estrogen receptor binding	+	0.7768	77.68%
Androgen receptor binding	+	0.7389	73.89%
Thyroid receptor binding	+	0.6488	64.88%
Glucocorticoid receptor binding	+	0.7084	70.84%
Aromatase binding	+	0.6241	62.41%
PPAR gamma	+	0.7453	74.53%
Honey bee toxicity	-	0.7138	71.38%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6350	63.50%
Fish aquatic toxicity	+	0.8930	89.30%

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	97.86%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.73%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	97.61%	91.49%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.63%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.35%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.04%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	96.01%	97.79%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	95.52%	81.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	94.02%	89.34%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	93.61%	93.10%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	93.34%	94.80%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.87%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.66%	99.23%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	89.93%	96.00%
CHEMBL2039	P27338	Monoamine oxidase B	89.13%	92.51%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	88.12%	94.42%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.14%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.99%	89.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.96%	98.75%
CHEMBL4208	P20618	Proteasome component C5	86.90%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.74%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.70%	82.69%
CHEMBL221	P23219	Cyclooxygenase-1	86.26%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.65%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.22%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.18%	100.00%
CHEMBL2535	P11166	Glucose transporter	85.03%	98.75%
CHEMBL5028	O14672	ADAM10	83.33%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.18%	97.09%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.10%	95.71%

Plants that contains it

• Gymnosporia putterlickioides subsp. putterlickioides
• Tripterygium wilfordii

Cross-Links

• PubChem: 85368858
• LOTUS: LTS0082393
• wikiData: Q104200739