Tropine

Details

• Internal ID: df633a15-0b1f-414f-97cf-9fce17647a76
• Taxonomy: Alkaloids and derivatives > Tropane alkaloids
• IUPAC Name: (1S,5R)-8-methyl-8-azabicyclo[3.2.1]octan-3-ol
• SMILES (Canonical): CN1C2CCC1CC(C2)O
• SMILES (Isomeric): CN1[C@@H]2CC[C@H]1CC(C2)O
• InChI: InChI=1S/C8H15NO/c1-9-6-2-3-7(9)5-8(10)4-6/h6-8,10H,2-5H2,1H3/t6-,7+,8?
• InChI Key: CYHOMWAPJJPNMW-DHBOJHSNSA-N
• Popularity: 1,397 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₅NO
• Molecular Weight: 141.21 g/mol
• Exact Mass: 141.115364102 g/mol
• Topological Polar Surface Area (TPSA): 23.50 Ų
• XlogP: 0.80

Synonyms

• Pseudotropine
• 135-97-7
• Pseudotropanol
• 120-29-6
• 3-Pseudotropanol
• psi-Tropine
• 3beta-Tropanol
• 3-exo-8-Methyl-8-azabicyclo[3.2.1]octan-3-ol
• Tropanol
• 3-beta-Tropanol
• 3-Tropanol
• (1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-ol
• 1alphaH,5alphaH-Tropan-3beta-ol
• tropan-3beta-ol
• exo-8-methyl-8-azabicyclo[3.2.1]octan-3-ol
• 3alpha-Tropanol
• Tropine, 98%
• (3-exo)-8-methyl-8-azabicyclo[3.2.1]octan-3-ol
• UNII-L9Q7Z9D09L
• (1R,3s,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-ol
• 7YXR19M72Y
• L9Q7Z9D09L
• DTXSID2049399
• CHEBI:15742
• MFCD00005551
• (1R,3R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-ol
• 1-alpha-H,5-alpha-H-Tropan-3-beta-ol
• CAS-120-29-6
• EINECS 205-226-5
• endo-8-methyl-8-azabicyclo[3.2.1]octan-3-ol
• NSC 43871
• exo-8-Methyl-8-azabicyclo(3.2.1)octan-3-ol
• BRN 0080189
• 5-21-01-00219 (Beilstein Handbook Reference)
• (3-endo)-8-methyl-8-azabicyclo[3.2.1]octan-3-ol
• 8-Azabicyclo[3.2.1]octan-3-ol, 8-methyl-, (3-exo)-
• rel-(1R,3s,5S)-8-Methyl-8-azabicyclo[3.2.1]octan-3-ol
• 1alphaH,5alphaH-Tropan-3alpha-ol
• 3.beta.-Tropanol
• 1-alpha H,5-alpha H-tropan-3beta-ol
• UNII-7YXR19M72Y
• 8-Azabicyclo(3.2.1)octan-3-ol, 8-methyl-, exo-
• (1S,5R)-8-methyl-8-azabicyclo[3.2.1]octan-3-ol
• 8-Azabicyclo(3.2.1)octan-3-ol, 8-methyl-, (3-endo)-
• 8-Azabicyclo[3.2.1]octan-3-ol, 8-methyl-, (3-endo)-
• 8-AZABICYCLO(3.2.1)OCTAN-3-OL, 8-METHYL-, (3-EXO)-
• NSC-43870
• NSC-43871
• Rel-Tropine
• tropane-3beta-ol
• Tropan-3a-ol
• tropan-3.beta.-ol
• tropan-3.alpha.-ol
• .ALPHA.-TROPINE
• .PSI.-TROPINE
• TROPINE [MI]
• PSEUDOTROPINE [MI]
• ENDO-8-METHYL-8-AZABICYCLO(3.2.1)OCTAN-3-OL
• SCHEMBL64824
• SCHEMBL100196
• SCHEMBL745726
• TROPINE [EP IMPURITY]
• (5S,1R)-8-methyl-8-azabicyclo[3.2.1]octan-3-ol
• CHEMBL1235490
• CHEMBL1356617
• DTXCID9029358
• CHEBI:15884
• CYHOMWAPJJPNMW-DHBOJHSNSA-N
• CYHOMWAPJJPNMW-JIGDXULJSA-N
• Tropine, >=97.0% (NT)
• DTXSID501026533
• HMS3886K07
• STR03114
• Tox21_202725
• MFCD00078060
• s4969
• AKOS005137976
• AKOS006273567
• AKOS024282706
• CCG-266157
• CS-M-43041
• DB04026
• PS-4234
• Tropine 100 microg/mL in Acetonitrile
• NCGC00016370-01
• NCGC00260273-01
• AS-15140
• DS-17896
• 8-Methyl-8-azabicyclo[3.2.1]-3-octanol
• C1505
• CS-0078616
• Pseudotropine 100 microg/mL in Acetonitrile
• T0534
• F10571
• EN300-6474754
• EN300-7054544
• A804485
• A-804485
• Q2467410
• Q3409892
• (1S,5R)-8-Methyl-8-azabicyclo[3.2.1]octane-3-ol
• Tropine, European Pharmacopoeia (EP) Reference Standard
• Z1741970166
• TROPISETRON HYDROCHLORIDE IMPURITY A [EP IMPURITY]
• (1R,3r,5S)-8-Methyl-8-azabicyclo[3.2.1]oct-3-ol (Tropine)
• 3-Tropanol; endo-8-Methyl-8-azabicyclo[3.2.1]octan-3-ol; 8-Methyl-8-azabicyclo[3.2.1]octan-3-ol

2D Structure

ADMET Properties (via admetSAR 2)

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

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL3397	P11712	Cytochrome P450 2C9	12589.3 nM	Potency	via CMAUP
CHEMBL1293235	P02545	Prelamin-A/C	3548.1 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.17%	96.09%
CHEMBL238	Q01959	Dopamine transporter	90.97%	95.88%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	84.36%	98.46%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.33%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.38%	95.89%
CHEMBL1899	P46098	Serotonin 3a (5-HT3a) receptor	83.00%	100.00%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	82.86%	97.47%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.62%	97.09%
CHEMBL2581	P07339	Cathepsin D	81.96%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.24%	95.89%
CHEMBL4072	P07858	Cathepsin B	80.60%	93.67%

Plants that contains it

• Anisodus tanguticus
• Atropa belladonna
• Datura metel
• Datura stramonium
• Datura stramonium
• Hyoscyamus niger
• Linum usitatissimum

Cross-Links

• PubChem: 449293
• NPASS: NPC178263
• ChEMBL: CHEMBL1356617
• LOTUS: LTS0273235
• wikiData: Q104972303