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Atropine

Athanor · official

C17H23NO3 · 289.4 g/mol

IUPAC name: (8-methyl-8-azabicyclo[3.2.1]octan-3-yl) 3-hydroxy-2-phenylpropanoate

Also called belladonna alkaloid, hyoscyamine racemate

Natural productsDrugs
Open in Athanor
The structure of Atropine
Drawn from its SMILES with RDKit

Names and identifiers

IUPAC name
(8-methyl-8-azabicyclo[3.2.1]octan-3-yl) 3-hydroxy-2-phenylpropanoate
Synonyms
belladonna alkaloid, hyoscyamine racemate, (8-methyl-8-azabicyclo[3.2.1]octan-3-yl) 3-hydroxy-2-phenylpropanoate
+ 38 more

(8-Methyl-8-Azabicyclo(3.2.1)Octan-3-Yl) 3-Hydroxy-2-Phenylpropanoate, RefChem:1050733, hyoscyamine, L-Hyoscyamine, 8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3-hydroxy-2-phenylpropanoate, s4014, Atropine sulfate, Atropine sulfate anhydrous, DL-Tropyl tropate, Daturine (sulfate), 1.alpha.H,5.alpha.H-Tropan-3.alpha.-ol (.+/-.)-tropate (ester), Benzeneacetic acid, .alpha.-(hydroxymethyl)- 8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester endo-(.+/-.)-, L-Hyoscyamine (sulfate), CHEMBL195, SR-01000075162, DL -Hyoscyamine, Benzeneacetic acid, .alpha.-(hydroxymethyl)-, 8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester, [3(S)-endo]-, Atropine,(-), Atropisol (Salt/Mix), (-)-Tropic Acid Ester with Tropine, Spectrum_001159, L-HYOSCYAMINE HEMISULFATE SALT, (.+/-.)-Atropine, Prestwick0_000565, Prestwick1_000565, Prestwick2_000565, Prestwick3_000565, Spectrum2_000094, Spectrum3_000307, Spectrum4_001813, Spectrum5_000545, (.+/-.)-Hyoscyamine, UPCMLD-DP018, SCHEMBL2813, (.+/-.)-Tropyl tropate, CHEMBL9751, Lopac0_000042, Lopac0_000567

Molecular formula
C17H23NO3
Empirical formula
C17H23NO3
Molecular weight
289.4 g/mol
Exact mass
289.16779
CAS number
51-55-8
PubChem CID
3661
Canonical SMILES
CN1C2CCC1CC(C2)OC(=O)C(CO)C3=CC=CC=C3
Isomeric SMILES
CN1C2CCC1CC(C2)OC(=O)C(CO)C3=CC=CC=C3
InChI
InChI=1S/C17H23NO3/c1-18-13-7-8-14(18)10-15(9-13)21-17(20)16(11-19)12-5-3-2-4-6-12/h2-6,13-16,19H,7-11H2,1H3
InChIKey
RKUNBYITZUJHSG-UHFFFAOYSA-N
Molfile

Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.

Calculated

Heavy atoms
21
Rings
3
Aromatic rings
1
Fraction sp³ carbons (Fsp3)
0.59
H-bond donors
1
H-bond acceptors
4
Rotatable bonds
4 computed here · PubChem 5
TPSA (Ų)
49.8
Formal charge
0
XLogP3
1.8 PubChem
Complexity
353 PubChem
Stereocenters
0 defined, 4 undefinedCIP: C3: undefined · C6: undefined · C8: undefined · C13: undefined
Double-bond geometry
None specified
Point group
C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)

Elemental analysis

  • C70.56%
  • H8.01%
  • N4.84%
  • O16.59%

Isotope pattern

100%289.16819%290.1712.4%291.174292.176

Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.

Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.

Predicted

log P
1.93 Crippen (Wildman and Crippen 1999)
log S (water solubility)
-2.8 ESOL (Delaney 2004), log mol/L
Synthetic accessibility
3.94 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

  • Molecular weight ≤ 500: 289.38
  • log P ≤ 5 (Crippen): 1.93
  • H-bond donors ≤ 5: 1
  • H-bond acceptors ≤ 10: 4

Passes all four rules.

¹³C NMR shifts, predicted

Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.

Safety

No GHS hazard classification was found in the sources.

Safety data sheets on the supplier’s page: Debye Scientific Co., Ltd, AKos Consulting & Solutions, Selleck Chemicals.

Always read the supplier’s safety data sheet before working with it.

Spectra

Experimental spectra held by these sources; each link opens the source's own record.

Literature

Reading PubChem, OpenAlex and GSRS…

Bioactivity

Reading ChEMBL…

References

  1. [1]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
  2. [2]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
  3. [3]NIST Mass Spectrometry Data Center · Linked only · via PubChem · retrieved 2026-10-14
  4. [4]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
  5. [5]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
  6. ·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
  7. ·Literature on PubChem

Data last updated 2026-10-14.