Hyoscyamine sulfate dihydrateProduct ingredient for Hyoscyamine

Name
Hyoscyamine sulfate dihydrate
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
DBSALT002456
Structure
Thumb
Synonyms
Hyoscyamine sulphate
UNII
F2R8V82B84
CAS Number
6835-16-1
Weight
Average: 712.85
Monoisotopic: 712.324096296
Chemical Formula
C34H52N2O12S
InChI Key
BXSVDJUWKSRQMD-ITMJLNKNSA-N
InChI
InChI=1S/2C17H23NO3.H2O4S.2H2O/c2*1-18-13-7-8-14(18)10-15(9-13)21-17(20)16(11-19)12-5-3-2-4-6-12;1-5(2,3)4;;/h2*2-6,13-16,19H,7-11H2,1H3;(H2,1,2,3,4);2*1H2/t2*13-,14+,15+,16-;;;/m11.../s1
IUPAC Name
bis((1R,3R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl (2S)-3-hydroxy-2-phenylpropanoate) sulfuric acid dihydrate
SMILES
O.O.OS(O)(=O)=O.CN1[C@H]2CC[C@@H]1C[C@@H](C2)OC(=O)[C@H](CO)C1=CC=CC=C1.CN1[C@H]2CC[C@@H]1C[C@@H](C2)OC(=O)[C@H](CO)C1=CC=CC=C1
ChemSpider
30791054
ChEMBL
CHEMBL3989570
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 Count10ChemAxon
Refractivity80.82 m3·mol-1ChemAxon
Polarizability31.32 Å3ChemAxon
Number of Rings6ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon