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Substance Name: Adenosine [USAN:USP:BAN]
RN: 58-61-7
UNII: K72T3FS567
InChIKey: OIRDTQYFTABQOQ-KQYNXXCUSA-N

Note

  • A nucleoside that is composed of adenine and d-ribose. Adenosine or adenosine derivatives play many important biological roles in addition to being components of DNA and RNA. Adenosine itself is a neurotransmitter.

Molecular Formula

  • C10-H13-N5-O4

Molecular Weight

  • 267.2437
 

Classification Codes

  • Analgesics
  • Anti-Arrhythmia Agents
  • Cardiac Depressant (Anti-Arrhythmic)
  • Cardiovascular Agents
  • Central Nervous System Agents
  • Drug / Therapeutic Agent
  • Human Data
  • Mutation Data
  • Neurotransmitter Agents
  • Peripheral Nervous System Agents
  • Purinergic Agents
  • Purinergic Agonists
  • Purinergic P1 Receptor Agonists
  • Sensory System Agents
  • Vasodilator Agents

Names and Synonyms

Name of Substance

  • Adenosine
  • Adenosine [USAN:USP:BAN]

MeSH Heading

  • Adenosine

Synonyms

  • 6-Amino-9-beta-D-ribofuranosyl-9H-purine
  • 6-Amino-9beta-D-ribofuranosyl-9H-purine
  • 9-beta-D-Ribofuranosidoadenine
  • 9-beta-D-Ribofuranosyl-9H-purin-6-amine
  • 9-beta-D-Ribofuranosyladenine
  • 9beta-D-Ribofuranosyladenine
  • 9H-Purin-6-amine, 9beta-D-ribofuranosyl-
  • Adenine nucleoside
  • Adenine riboside
  • Adenocard
  • Adenoscan
  • Adenosin
  • Adenosin [German]
  • Adenosine
  • AI3-52413
  • beta-Adenosine
  • beta-D-Adenosine
  • beta-D-Ribofuranose, 1-(6-amino-9H-purin-9-yl)-1-deoxy-
  • beta-D-Ribofuranoside, adenine-9
  • Boniton
  • Caswell No. 010B
  • CCRIS 2557
  • EINECS 200-389-9
  • HSDB 7774
  • Myocol
  • NSC 627048
  • NSC 7652
  • Nucleocardyl
  • Sandesin
  • SR 96225
  • UNII-K72T3FS567
  • USAF CB-10

Systematic Name

  • Adenosine

Registry Numbers

CAS Registry Number

  • 58-61-7

FDA UNII

  • K72T3FS567

Other Registry Numbers

  • 46946-45-6
  • 46969-16-8

System Generated Number

  • 0000058617

Structure Descriptors

InChI

1S/C10H13N5O4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(1-16)19-10/h2-4,6-7,10,16-18H,1H2,(H2,11,12,13)/t4-,6-,7-,10-/m1/s1

InChIKey

OIRDTQYFTABQOQ-KQYNXXCUSA-N

Smiles

n1(c2c(c(ncn2)N)nc1)[C@@H]1O[C@H](CO)[C@H]([C@H]1O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man TDLo intravenous 50ug/kg/1M-I (0.05mg/kg) LUNGS, THORAX, OR RESPIRATION: BRONCHIOLAR CONSTRICTION Human & Experimental Toxicology. Vol. 13, Pg. 263, 1994.
man TDLo intravenous 143ug/kg/I (0.143mg/kg) SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE

BEHAVIORAL: HEADACHE		 Medical Journal of Australia.
man TDLo intravenous 171ug/kg (0.171mg/kg) CARDIAC: PULSE RATE

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: COMA		 American Journal of Emergency Medicine. Vol. 11, Pg. 192, 1993.
man TDLo intravenous 257ug/kg (0.257mg/kg) CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP

LUNGS, THORAX, OR RESPIRATION: CYANOSIS		 American Journal of Emergency Medicine. Vol. 11, Pg. 249, 1993.
man TDLo intravenous 257ug/kg/1D-I (0.257mg/kg) CARDIAC: CHANGE IN RATE

VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION

CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION)		 Annals of Internal Medicine. Vol. 122, Pg. 351, 1995.
mouse LD50 intraperitoneal 500mg/kg (500mg/kg)   National Technical Information Service. Vol. AD277-689,
mouse LD50 oral > 20gm/kg (20000mg/kg)   Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 8, Pg. 45, 1980.
women TDLo intravenous 240ug/kg (0.24mg/kg) CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION) American Journal of Emergency Medicine. Vol. 14, Pg. 300, 1996.
women TDLo intravenous 360ug/kg/1H-I (0.36mg/kg) CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP

CARDIAC: CHANGE IN RATE		 American Journal of Emergency Medicine. Vol. 10, Pg. 326, 1992.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 235.5 deg C   EXP
log P (octanol-water) -1.05E+00 (none)   EXP
Water Solubility 8230 mg/L 25 EST
Vapor Pressure 7.00E-15 mm Hg 25 EST
Henry's Law Constant 1.11E-22 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 2.38E-10 cm3/molecule-sec 25 EST

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