methyl (1R,9S,10S,12S,13E,15S,16S,17R,18S)-18-acetyloxy-13-ethylidene-4-methoxy-8-methyl-15-oxido-8-aza-15-azoniahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2(7),3,5-triene-17-carboxylate

Details

• Internal ID: 9f805c33-19ba-4e3a-b57c-545b4d129ee4
• Taxonomy: Alkaloids and derivatives > Corynanthean-type alkaloids
• IUPAC Name: methyl (1R,9S,10S,12S,13E,15S,16S,17R,18S)-18-acetyloxy-13-ethylidene-4-methoxy-8-methyl-15-oxido-8-aza-15-azoniahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2(7),3,5-triene-17-carboxylate
• SMILES (Canonical): CC=C1C[N+]2(C3CC1C4(C2CC5(C3N(C6=C5C=C(C=C6)OC)C)C4OC(=O)C)C(=O)OC)[O-]
• SMILES (Isomeric): C/C=C\1/C[N@+]2([C@H]3C[C@@H]1[C@]4([C@@H]2C[C@@]5([C@@H]3N(C6=C5C=C(C=C6)OC)C)[C@@H]4OC(=O)C)C(=O)OC)[O-]
• InChI: InChI=1S/C25H30N2O6/c1-6-14-12-27(30)19-10-16(14)25(23(29)32-5)20(27)11-24(22(25)33-13(2)28)17-9-15(31-4)7-8-18(17)26(3)21(19)24/h6-9,16,19-22H,10-12H2,1-5H3/b14-6-/t16-,19-,20-,21+,22-,24+,25+,27+/m0/s1
• InChI Key: KEYBIQDNZZMBOR-FHSAKTLSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₀N₂O₆
• Molecular Weight: 454.50 g/mol
• Exact Mass: 454.21038668 g/mol
• Topological Polar Surface Area (TPSA): 83.10 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.29
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6598	65.98%
Caco-2	+	0.5609	56.09%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5197	51.97%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.8635	86.35%
OATP1B3 inhibitior	+	0.9288	92.88%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7570	75.70%
P-glycoprotein inhibitior	+	0.7660	76.60%
P-glycoprotein substrate	+	0.6774	67.74%
CYP3A4 substrate	+	0.6862	68.62%
CYP2C9 substrate	-	0.8002	80.02%
CYP2D6 substrate	-	0.7980	79.80%
CYP3A4 inhibition	-	0.8184	81.84%
CYP2C9 inhibition	-	0.7481	74.81%
CYP2C19 inhibition	-	0.6900	69.00%
CYP2D6 inhibition	-	0.8279	82.79%
CYP1A2 inhibition	-	0.7453	74.53%
CYP2C8 inhibition	+	0.4894	48.94%
CYP inhibitory promiscuity	-	0.8153	81.53%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.4820	48.20%
Eye corrosion	-	0.9805	98.05%
Eye irritation	-	0.9286	92.86%
Skin irritation	-	0.7708	77.08%
Skin corrosion	-	0.9275	92.75%
Ames mutagenesis	-	0.5237	52.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7948	79.48%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.8403	84.03%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.7864	78.64%
Acute Oral Toxicity (c)	III	0.6031	60.31%
Estrogen receptor binding	+	0.7921	79.21%
Androgen receptor binding	+	0.7621	76.21%
Thyroid receptor binding	+	0.6028	60.28%
Glucocorticoid receptor binding	+	0.7068	70.68%
Aromatase binding	+	0.5389	53.89%
PPAR gamma	+	0.6180	61.80%
Honey bee toxicity	-	0.7732	77.32%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9919	99.19%

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	97.83%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.44%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.37%	91.11%
CHEMBL4208	P20618	Proteasome component C5	94.54%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.02%	95.56%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	89.09%	91.03%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.02%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	88.57%	91.19%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.23%	96.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.34%	91.07%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.16%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.05%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.48%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.27%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.80%	85.14%
CHEMBL2535	P11166	Glucose transporter	81.71%	98.75%
CHEMBL2243	O00519	Anandamide amidohydrolase	81.14%	97.53%

Plants that contains it

• Alstonia sphaerocapitata

Cross-Links

• PubChem: 163193206
• LOTUS: LTS0044013
• wikiData: Q105140253