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Substance Name: Tubercidin
RN: 69-33-0
UNII: M351LCX45Y
InChIKey: HDZZVAMISRMYHH-KCGFPETGSA-N

Note

  • An antibiotic purine ribonucleoside that readily substitutes for adenosine in the biological system, but its incorporation into DNA and RNA has an inhibitory effect on the metabolism of these nucleic acids.

Molecular Formula

  • C11-H14-N4-O4

Molecular Weight

  • 266.256
 

Classification Codes

  • Antibiotics, Antineoplastic
  • Antimetabolites
  • Antimetabolites, Antineoplastic
  • Antineoplastic Agents
  • Drug / Therapeutic Agent
  • Mutation Data
  • Noxae
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Names and Synonyms

Name of Substance

  • Tubercidin

MeSH Heading

  • Tubercidin

Synonyms

  • 4-26-00-01117 (Beilstein Handbook Reference)
  • 4-Amino-7-(beta-D-ribofuranosyl)-pyrrolo(2,3-d)pyrimidine
  • 4-Amino-7-beta-D-ribofuranosyl-7H-pyrrolo(2,3-d)pyrimidine
  • 4-Amino-7beta-D-ribofuranosyl-7H-pyrrolo(2,3-d)pyrimidine
  • 7-beta-D-Ribofuranosyl-7H-pyrrolo(2,3-d)pyrimidine-4-amine
  • 7-Deazaadenosine
  • 7-Deazadenosine
  • 7beta-D-Ribofuranosyl-7H-pyrrolo(2,3-d)pyrimidine-4-amine
  • 7H-Pyrrolo(2,3-d)pyrimidin-4-amine, 7-beta-D-ribofuranosyl-
  • 7H-Pyrrolo(2,3-d)pyrimidine, 4-amino-7-beta-D-ribofuranosyl-
  • 7H-Pyrrolo(2,3-d)pyrimidine, 4-amino-7beta-D-ribofuranosyl-
  • Adenosine, 7-deaza-
  • AI3-52353
  • Antibiotic 155b2t
  • Antibiotic XK 101-1
  • B 120121
  • BRN 0038498
  • EINECS 200-703-4
  • NSC 56408
  • SKI 26996
  • Sparsomycin A
  • TBC
  • Tubercidin
  • Tubercidine
  • U 10071
  • U-10071
  • U10071
  • UNII-M351LCX45Y

Systematic Names

  • 7-beta-CD-ribofuranosyl-7H-pyrrolo(2,3-d)pyrimidin-4-amine
  • 7-beta-D-ribofuranosyl-7H-pyrrolo-(2,3-d)pyrimidin-4-amine (9CI)
  • 7H-Pyrrolo(2,3-d)pyrimidin-4-amine, 7-beta-D-ribofuranosyl-
  • 7H-Pyrrolo(2,3-d)pyrimidine, 4-amino-7-beta-D-ribofuranosyl-

Registry Numbers

CAS Registry Number

  • 69-33-0

FDA UNII

  • M351LCX45Y

System Generated Number

  • 0000069330

Structure Descriptors

InChI

1S/C11H14N4O4/c12-9-5-1-2-15(10(5)14-4-13-9)11-8(18)7(17)6(3-16)19-11/h1-2,4,6-8,11,16-18H,3H2,(H2,12,13,14)/t6-,7-,8-,11-/m1/s1

InChIKey

HDZZVAMISRMYHH-KCGFPETGSA-N

Smiles

n1(c2c(c(ncn2)N)cc1)[C@@H]1O[C@H](CO)[C@H]([C@H]1O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LDLo intravenous 48mg/kg (48mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Cancer Research. Vol. 29, Pg. 116, 1969.
dog LDLo oral 48mg/kg (48mg/kg)   Cancer Research. Vol. 29, Pg. 116, 1969.
dog LDLo oral 48mg/kg (48mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Cancer Research. Vol. 29, Pg. 116, 1969.
mouse LD50 intraperitoneal 6mg/kg (6mg/kg)   "Compounds Available for Fundamental Research, Volume II-6, Antibiotics, A Program of Upjohn Company Research Laboratory." Vol. 2(6), Pg. -, 1971.
mouse LD50 intravenous 45mg/kg (45mg/kg)   Journal of Antibiotics, Series A. Vol. 10, Pg. 201, 1957.
mouse LD50 oral 28320ug/kg (28.32mg/kg)   National Cancer Institute Screening Program Data Summary, Developmental Therapeutics Program. Vol. JAN1986,
rat LD50 intraperitoneal 1mg/kg (1mg/kg) LIVER: OTHER CHANGES

GASTROINTESTINAL: PERITONITIS

LUNGS, THORAX, OR RESPIRATION: PLEURAL EFFUSION
Cancer Research. Vol. 29, Pg. 116, 1969.
rat LD50 oral 16mg/kg (16mg/kg) LUNGS, THORAX, OR RESPIRATION: PLEURAL EFFUSION

GASTROINTESTINAL: OTHER CHANGES

LUNGS, THORAX, OR RESPIRATION: PLEURAL EFFUSION
Cancer Research. Vol. 29, Pg. 116, 1969.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) -0.8 (none)   EXP
Water Solubility 3000 mg/L   EXP
Vapor Pressure 4.27E-13 mm Hg 25 EST
Henry's Law Constant 2.69E-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.