Tropigline

Details

• Internal ID: bb128b3a-d70c-4de2-9bd5-0b073d931de1
• Taxonomy: Alkaloids and derivatives > Tropane alkaloids
• IUPAC Name: [(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (E)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC2CCC(C1)N2C
• SMILES (Isomeric): C/C=C(\C)/C(=O)OC1C[C@H]2CC[C@@H](C1)N2C
• InChI: InChI=1S/C13H21NO2/c1-4-9(2)13(15)16-12-7-10-5-6-11(8-12)14(10)3/h4,10-12H,5-8H2,1-3H3/b9-4+/t10-,11+,12?
• InChI Key: UVHGSMZRSVGWDJ-ZCFDAEMWSA-N
• Popularity: 10 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₁NO₂
• Molecular Weight: 223.31 g/mol
• Exact Mass: 223.157228913 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 2.50

Synonyms

• tigloidin
• Tigloidine
• 495-83-0
• Tiglylpseudotropine
• Tropiglinum
• Tropintiglinat
• Tropiglina
• Tropyl 2,3-dimethylacrylate
• 533-08-4
• Tigloyltropine
• Tropigline [INN:BAN]
• UNII-5O258V0L5T
• 5O258V0L5T
• 3.beta.-Tigloyloxytropane
• 3alpha-Tropanyl (E)-2-methylcrotonat
• 75GK1SV4EI
• [(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (E)-2-methylbut-2-enoate
• [(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (Z)-2-methylbut-2-enoate
• Tigloidina
• Tigloidinum
• TIGLYLTROPEINE
• 2-Butenoic acid, 2-methyl-, 8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester,[1a,3b(E),5a]-
• Tigloidine [INN:BAN]
• Tigloidinum [INN-Latin]
• Tigloidina [INN-Spanish]
• UNII-75GK1SV4EI
• 3-tigloyloxytropane
• EINECS 207-810-5
• 3alpha-Tigloyloxytropane
• TIGLOIDINE [MI]
• TIGLOIDINE [INN]
• TROPIGLINE [INN]
• Tigloyl pseudotropine; Tiglylpseudotropine; Tiglyssin
• 3.alpha.-Tigloyloxytropane
• TIGLOIDINE [WHO-DD]
• SCHEMBL932922
• SCHEMBL2233976
• CHEMBL2107120
• CHEMBL2107196
• UVHGSMZRSVGWDJ-LKQNJMEQSA-N
• UVHGSMZRSVGWDJ-WJKWMCMVSA-N
• DTXSID601023601
• DTXSID901023824
• HY-U00082
• AKOS040740369
• Tigloidine (3-beta-Tigloyloxytropane)
• CS-6695
• Tropigline (3-alpha-Tigloyloxytropane)
• MS-23254
• TIGLIC ACID 3.ALPHA.-TROPANYL ESTER
• TIGLIC ACID ESTER WITH PSEUDOTROPINE
• Q27262615
• (E)-1.ALPHA.H,5.ALPHA.H-TROPAN-3.BETA.-OL 2-METHYLCROTONATE
• (8-METHYL-8-AZABICYCLO(3.2.1)OCTAN-3-YL) (E)-2-METHYLBUT-2-ENOATE
• 2-METHYL-2-BUTENOIC ACID (1.ALPHA.,3.ALPHA.(E),5.ALPHA.0- 8-METHYL-8-AZABICYCLO(3.2.1)OCT-3-YL ESTER
• CROTONIC ACID, 2-METHYL-, 1.ALPHA.H,5.ALPHA.H-TROPAN-3.ALPHA.-YL ESTER, (E)- 3.ALPHA.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

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	96.62%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	90.73%	91.19%
CHEMBL284	P27487	Dipeptidyl peptidase IV	90.21%	95.69%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.97%	97.25%
CHEMBL1899	P46098	Serotonin 3a (5-HT3a) receptor	89.01%	100.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.88%	97.21%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	85.68%	97.53%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	84.94%	97.47%
CHEMBL2581	P07339	Cathepsin D	83.43%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.15%	96.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.92%	95.89%
CHEMBL238	Q01959	Dopamine transporter	80.48%	95.88%

Plants that contains it

• Datura stramonium
• Nierembergia linariifolia

Cross-Links

• PubChem: 12444363
• LOTUS: LTS0069466
• wikiData: Q105279861