8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3-hydroxy-2-phenylpropanoate

• ChemBase ID: 102247
• Molecular Formular: C17H23NO3
• Molecular Mass: 289.36942
• Monoisotopic Mass: 289.1677936
• SMILES: CN1C2CCC1CC(C2)OC(=O)C(CO)c1ccccc1
• Canonical SMILES: OCC(c1ccccc1)C(=O)OC1CC2CCC(C1)N2C
• 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

NAMES AND DATABASE IDS

Names

• IUPAC name: 8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3-hydroxy-2-phenylpropanoate
• IUPAC Traditional name: @hyoscyamine; hyoscyamine
• Synonyms: DL-Hyoscyamine; Tropine tropate; endo-(±)-α-(Hydroxymethyl)benzeneacetic acid 8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester; ATROPINE FREE BASE; HYOSCYAMINE HYDROCHLORIDE; [3(S)-endo]-α-(Hydroxymethyl)benzeneacetic acid 8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester; L-Hyoscyamine

Database IDs

• CAS Number: 101-31-5; 51-55-8
• EC Number: 200-104-8; 202-933-0
• MDL Number: MFCD00067306
• PubChem SID: 162088434
• PubChem CID: 3661

CALCULATED PROPERTIES

• Acid pKa: 15.1457405
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -1.7801015
• LogD (pH = 7.4): -0.40574417
• Log P: 1.571241
• Molar Refractivity: 80.8164 cm^3
• Polarizability: 32.034832 Å^3
• Polar Surface Area: 49.77 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: white powder
• Melting Point: 114-116 °C

Safety Information

• Storage Condition: Room Temperature (15-30°C), Protect from light
• RTECS: CK0700000; NH0875000
• European Hazard Symbols: Highly toxic (T+)
• UN Number: 1544
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 2; III
• Australian Hazchem: 2X
• Risk Statements: 26/28; R:26/28
• Safety Statements: 24-45; S:25-45
• EU Classification: T2
• EU Hazard Identification Number: 6.1B
• Emergency Response Guidebook(ERG) Number: 151
• RID/ADR: UN 1544 6.1/PG 2
• Storage Temperature: -20°C; 2-8°C

Product Information

• Purity: ≥98% (TLC)
• Grade: analytical standard
• Empirical Formula (Hill Notation): C17H23NO3

DETAILS

MP Biomedicals - 02100813

Free Base
Crystalline
Reduces brain levels of acetylcholine.

MP Biomedicals - 05207726

MP Biomedicals Rare Chemical collection

Sigma Aldrich - H9002

Biochem/physiol Actions
Competitive antagonist at post-ganglionic synapses and on smooth muscle

Sigma Aldrich - 37021

Biochem/physiol Actions
Competitive antagonist at post-ganglionic synapses and on smooth muscle
Reconstitution
Dried down, 100 μg/mL after reconstitution with 1 mL of water