Talatisidine

Details

• Internal ID: b6bc6486-0b9a-4022-a3ac-6dc4552eb214
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: (1R,2S,3S,4R,5R,6R,8R,9R,10S,13R,16S,17S)-11-ethyl-6-methoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-4,8,16-triol
• SMILES (Canonical): CCN1CC2(CCC(C34C2CC(C31)C5(CC(C6CC4C5C6O)OC)O)O)COC
• SMILES (Isomeric): CCN1C[C@]2(CC[C@@H]([C@]34[C@H]2C[C@H]([C@@H]31)[C@@]5(C[C@H]([C@@H]6C[C@H]4[C@H]5[C@@H]6O)OC)O)O)COC
• InChI: InChI=1S/C23H37NO5/c1-4-24-10-21(11-28-2)6-5-17(25)23-13-7-12-15(29-3)9-22(27,18(13)19(12)26)14(20(23)24)8-16(21)23/h12-20,25-27H,4-11H2,1-3H3/t12-,13-,14+,15+,16-,17-,18-,19+,20-,21+,22+,23-/m0/s1
• InChI Key: RBSZCNOWHDHRFZ-KCHRERBJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₇NO₅
• Molecular Weight: 407.50 g/mol
• Exact Mass: 407.26717328 g/mol
• Topological Polar Surface Area (TPSA): 82.40 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.88
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• 20-N-Ethyl-1,8,14-trihydroxy-16beta,18-dimethoxylycoctonine

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8399	83.99%
Caco-2	-	0.5564	55.64%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Lysosomes	0.7408	74.08%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.9339	93.39%
OATP1B3 inhibitior	+	0.9434	94.34%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.4777	47.77%
P-glycoprotein inhibitior	-	0.9175	91.75%
P-glycoprotein substrate	+	0.6397	63.97%
CYP3A4 substrate	+	0.6831	68.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4514	45.14%
CYP3A4 inhibition	-	0.9356	93.56%
CYP2C9 inhibition	-	0.8984	89.84%
CYP2C19 inhibition	-	0.8889	88.89%
CYP2D6 inhibition	-	0.9224	92.24%
CYP1A2 inhibition	-	0.9230	92.30%
CYP2C8 inhibition	+	0.5322	53.22%
CYP inhibitory promiscuity	-	0.9489	94.89%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6314	63.14%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.9127	91.27%
Skin irritation	-	0.7772	77.72%
Skin corrosion	-	0.9284	92.84%
Ames mutagenesis	-	0.5770	57.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6458	64.58%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.6833	68.33%
skin sensitisation	-	0.8608	86.08%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.7668	76.68%
Acute Oral Toxicity (c)	III	0.4756	47.56%
Estrogen receptor binding	+	0.6928	69.28%
Androgen receptor binding	+	0.6675	66.75%
Thyroid receptor binding	+	0.6606	66.06%
Glucocorticoid receptor binding	+	0.5482	54.82%
Aromatase binding	+	0.5962	59.62%
PPAR gamma	-	0.5264	52.64%
Honey bee toxicity	-	0.7869	78.69%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	-	0.6766	67.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.39%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.37%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.80%	85.14%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	95.16%	96.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.64%	97.09%
CHEMBL204	P00734	Thrombin	93.33%	96.01%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	92.37%	95.58%
CHEMBL226	P30542	Adenosine A1 receptor	91.79%	95.93%
CHEMBL221	P23219	Cyclooxygenase-1	91.46%	90.17%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	89.52%	91.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.24%	100.00%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	89.20%	98.99%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.46%	92.94%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	86.77%	95.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.72%	95.89%
CHEMBL1871	P10275	Androgen Receptor	85.88%	96.43%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	85.54%	92.38%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	84.85%	97.50%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	84.75%	95.52%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	84.55%	90.24%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.90%	95.50%
CHEMBL2581	P07339	Cathepsin D	83.51%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.48%	95.89%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	83.43%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.48%	94.45%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.98%	82.38%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	81.78%	95.36%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.12%	89.62%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	80.10%	92.86%

Plants that contains it

• Aconitum columbianum
• Aconitum kusnezoffii
• Aconitum talassicum
• Aconitum vilmorinianum

Cross-Links

• PubChem: 139066658
• LOTUS: LTS0237748
• wikiData: Q104395559