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Substance Name: Hyoscyamine [USP:BAN]
RN: 101-31-5
UNII: PX44XO846X
InChIKey: RKUNBYITZUJHSG-FXUDXRNXSA-N

Note

  • The 3(S)-endo isomer of atropine.

Molecular Formula

  • C17-H23-N-O3

Molecular Weight

  • 289.3727
 

Classification Codes

  • Adjuvants, Anesthesia
  • Anti-Arrhythmia Agents
  • Anti-Asthmatic Agents
  • Anticholinergic
  • Autonomic Agents
  • Bronchodilator Agents
  • Cardiovascular Agents
  • Central Nervous System Agents
  • Cholinergic Agents
  • Cholinergic Antagonists
  • Human Data
  • Muscarinic Antagonists
  • Mydriatics
  • Natural Product
  • Neurotransmitter Agents
  • Parasympatholytics
  • Peripheral Nervous System Agents
  • Respiratory System Agents

Names and Synonyms

Name of Substance

  • Hyoscyamine
  • Hyoscyamine [USP:BAN]

MeSH Heading

  • Hyoscyamine

Synonyms

  • (-)-Atropine
  • (-)-Hyoscyamine
  • (S)-(-)-Hyoscyamine
  • (S)-Atropine
  • 1-Hyoscyamine
  • 1alphaH,5alphaH-Tropan-3alpha-ol (-)-tropate (ester)
  • Benzeneacetic acid, alpha-(hydroxymethyl)-, 8-methyl-8-azabicyclo(3.2.1)oct-3-yl ester, (3(S)-endo)-
  • Cystospaz
  • Daturine
  • Duboisine
  • EINECS 202-933-0
  • HSDB 3552
  • Hyoscyamine
  • Hyoscyamine, l-
  • Hyospaz
  • Hyosyne
  • l-Atropine
  • L-Hyoscyamine
  • L-Tropine tropate
  • Levbid
  • Levsin
  • Levsin SL
  • Levsinex SR
  • Symax Duotab
  • Symax SL
  • Symax SR
  • Tropic acid, (-)-, ester with tropine
  • Tropine, (-)-tropate (ester)
  • UNII-PX44XO846X

Systematic Names

  • Benzeneacetic acid, alpha-(hydroxymethyl)-, (3-endo)-8-methyl-8-azabicyclo(3.2.1)oct-3-yl ester, (alphaS)-
  • Benzeneacetic acid, alpha-(hydroxymethyl)-, 8-methyl-8-azabicyclo(3.2.1)oct-3-yl ester, (3(S)-endo)-
  • Hyoscyamine

Registry Numbers

CAS Registry Number

  • 101-31-5

FDA UNII

  • PX44XO846X

Other Registry Numbers

  • 1891070-00-0
  • 1892-81-5
  • 28905-40-0
  • 38411-64-2
  • 47170-56-9
  • 8000-07-5

System Generated Number

  • 0000101315

Structure Descriptors

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

InChIKey

RKUNBYITZUJHSG-FXUDXRNXSA-N

Smiles

CN1[C@H]2CC[C@@H]1CC(C2)OC(=O)[C@H](CO)c3ccccc3

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man LDLo unreported 1471ug/kg (1.471mg/kg)   "Poisoning; Toxicology, Symptoms, Treatments," 2nd ed., Arena, J.M., Springfield, IL, C.C. Thomas, 1970Vol. 2, Pg. 73, 1970.
mouse LD50 intravenous 95mg/kg (95mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
British Journal of Pharmacology and Chemotherapy. Vol. 24, Pg. 138, 1965.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 108.5 deg C   EXP
pKa Dissociation Constant 11.72 (none)   EXP
log P (octanol-water) 1.910 (none)   EST
Water Solubility 3560 mg/L 20 EXP
Atmospheric OH Rate Constant 6.11E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.