Hyoscyamine hydrobromideProduct ingredient for Hyoscyamine

Name
Hyoscyamine hydrobromide
Drug Entry
Hyoscyamine

Hyoscyamine is a tropane alkaloid and the levo-isomer of atropine.2 It is commonly extracted from plants in the Solanaceae or nightshade family.2 Research into the action of hyoscyamine in published literature dates back to 1826.6 Hyoscyamine is used for a wide variety of treatments and therapeutics due to its antimuscarinic properties.7,8

Although hyoscyamine is marketed in the United States, it is not FDA approved.7,8

Accession Number
DBSALT001048
Structure
Synonyms
Not Available
UNII
IWT50P9S79
CAS Number
306-03-6
Weight
Average: 370.287
Monoisotopic: 369.093957
Chemical Formula
C17H24BrNO3
InChI Key
VZDNSFSBCMCXSK-PGQIENJJSA-N
InChI
InChI=1S/C17H23NO3.BrH/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;1H/t13-,14+,15+,16-;/m1./s1
IUPAC Name
(1R,3S,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl (2S)-3-hydroxy-2-phenylpropanoate hydrobromide
SMILES
Br.CN1[C@H]2CC[C@@H]1C[C@@H](C2)OC(=O)[C@H](CO)C1=CC=CC=C1
ChemSpider
16498797
ChEMBL
CHEMBL2106364
Predicted Properties
PropertyValueSource
Water Solubility2.52 mg/mLALOGPS
logP2.19ALOGPS
logP1.57Chemaxon
logS-2.1ALOGPS
pKa (Strongest Acidic)15.15Chemaxon
pKa (Strongest Basic)9.39Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area49.77 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity80.82 m3·mol-1Chemaxon
Polarizability31.4 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon