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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
  • 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

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]1C[C@H](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) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE		 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.