Hyoscyamine

Hyoscyamine
Clinical data
Trade names	Anaspaz, Levbid, Levsin
AHFS/Drugs.com	Monograph
MedlinePlus	a684010
Routes of; administration	By mouth, Injection
ATC code	A03BA03 (WHO) ;
Legal status
Legal status	AU: S4 (Prescription only); US: ℞-only;
Pharmacokinetic data
Bioavailability	50% protein binding
Metabolism	Liver
Elimination half-life	3–5 hrs.
Excretion	Kidney
Identifiers
	IUPAC name (S)-(1R,3r,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3-hydroxy-2-phenylpropanoate;
CAS Number	101-31-5 ;
PubChem CID	154417;
DrugBank	DB00424 ;
ChemSpider	10246417 ;
UNII	PX44XO846X;
KEGG	D00147;
ChEBI	CHEBI:17486 ;
ChEMBL	ChEMBL1697729 ;
CompTox Dashboard (EPA)	DTXSID80889335 ;
ECHA InfoCard	100.002.667
Chemical and physical data
Formula	C17H23NO3
Molar mass	289.375 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CN3[C@H]1CC[C@@H]3C[C@@H](C1)OC(=O)[C@H](CO)c2ccccc2;
	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/t13-,14+,15+,16-/m1/s1 ; Key:RKUNBYITZUJHSG-FXUDXRNXSA-N ;
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Hyoscyamine (also known as daturine or duboisine) is a naturally occurring tropane alkaloid and plant toxin. It is a secondary metabolite found in certain plants of the family Solanaceae, including henbane, mandrake, angel's trumpets, jimsonweed, the sorcerers' tree, and Atropa belladonna (deadly nightshade). It is the levorotary isomer of atropine (third of the three major nightshade alkaloids) and thus sometimes known as levo-atropine.^[1]

In 2021, it was the 272nd most commonly prescribed medication in the United States, with more than 900,000 prescriptions.^[2]^[3]