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Nucleosides and nucleotides

Tubercidin

Also known as 7-Deazaadenosine, Sparsomycin A, Tubercidine

CAS 69-33-0Formula C11H14N4O4Molar mass 266.26 g/molEC 200-703-4
GHS signal word: Danger. Pictograms: Acute toxicity (severe) 31 suppliers listed
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Tubercidin chemical structure, C11H14N4O4, CAS 69-33-0
2D chemical structure

Key facts

What buyers check first

All properties
CAS number
69-33-0
Formula
C11H14N4O4
Molar mass
266.26 g/mol
EC number
200-703-4
HS code
293499
Category
Nucleosides and nucleotides

What is Tubercidin?

Plain description, key identifiers and synonyms

Tubercidin is an N-glycosylpyrrolopyrimidine that is adenosine in which the in the 5-membered ring that is not attached to the ribose moiety is replaced by a carbon. Tubercidin is produced in the culture broth of Streptomyces tubericidus. It has a role as an antimetabolite, an antineoplastic agent and a bacterial metabolite. It is a ribonucleoside, a N-glycosylpyrrolopyrimidine and an antibiotic antifungal agent.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
(2R,3R,4S,5R)-2-(4-aminopyrrolo[2,3-d]pyrimidin-7-yl)-5-(hydroxymethyl)oxolane-3,4-diol
CAS number
69-33-0 CAS number cross-checked
EC number
200-703-4
Molecular formula
C11H14N4O4
UNII
M351LCX45Y
MDL number
MFCD00056012
InChIKey
HDZZVAMISRMYHH-KCGFPETGSA-N
InChI
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
Canonical SMILES
Nc1ncnc2c1ccn2C1OC(CO)C(O)C1O
Isomeric SMILES
C1=CN(C2=NC=NC(=C21)N)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O

Synonyms

  • 7-Deazaadenosine
  • Sparsomycin A
  • Tubercidine
  • 7H-Pyrrolo(2,3-d)pyrimidine, 4-amino-7-beta-D-ribofuranosyl-
  • 7-beta-D-Ribofuranosyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine
  • 4-Amino-7-beta-D-ribofuranosyl-7H-pyrrolo(2,3-d)pyrimidine
  • 7H-Pyrrolo(2,3-d)pyrimidin-4-amine, 7-beta-D-ribofuranosyl-
  • 7H-Pyrrolo(2,3-d)pyrimidine, 4-amino-7beta-D-ribofuranosyl-
  • 7-(beta-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine
  • (2R,3R,4S,5R)-2-(4-aminopyrrolo[2,3-d]pyrimidin-7-yl)-5-(hydroxymethyl)oxolane-3,4-diol
  • (2R,3R,4S,5R)-2-{4-amino-7H-pyrrolo[2,3-d]pyrimidin-7-yl}-5-(hydroxymethyl)oxolane-3,4-diol
  • Deazaadenosine
  • 7H-Pyrrolo[2,3-d]pyrimidin-4-amine, 7-beta-D-ribofuranosyl-
  • 7-(beta-D-ribofuranosyl)-7H-pyrrolo(2,3-d)pyrimidin-4-amine
  • 7H-Pyrrolo[2,3-d]pyrimidine, 4-amino-7-beta-D-ribofuranosyl-
  • 7-beta-d-Ribofuranosyl-7H-pyrrolo(2,3-d)pyrimidin-4-amine
  • 7 Deazaadenosine
  • (2R,3R,4S,5R)-2-(4-aminopyrrolo(2,3-d)pyrimidin-7-yl)-5-(hydroxymethyl)oxolane-3,4-diol
  • (2R,3R,4S,5R)-2-(4-amino-7H-pyrrolo(2,3-d)pyrimidin-7-yl)-5-(hydroxymethyl)oxolane-3,4-diol
  • 4-Amino-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-7H-pyrrolo(2, 3-d)pyrimidine
  • Tubercidin Trifluoroacetate
  • sparsamycin A
  • 4-Amino-7-(beta-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine
Show all 38 synonyms
  • Antibiotic XK 101-1
  • 4-Amino-7-(beta-D-ribofuranosyl)-pyrrolo(2,3-d)pyrimidine
  • SKI 26996
  • (2R,3R,4S,5R)-2-(4-amino-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol
  • 4-Amino-7-(b-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine
  • 7-deaza-adenosine
  • 7-Deazaadenosine (Tubercidin)
  • 2-(4-Amino-pyrrolo[2,3-d]pyrimidin-7-yl)-5-hydroxymethyl-tetrahydro-furan-3,4-diol
  • (2R,3R,4S,5R)-2-(4-aminopyrrolo[2,3-d]pyrimidin-7-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol
  • Tubercidin?
  • 7-Deaza-D-adenosine
  • 1pr5
  • 4-Amino-7beta-D-ribofuranosyl-7H-pyrrolo(2,3-d)pyrimidine

Physical and chemical properties

Measured values and descriptors computed from the structure

Physical and chemical properties

Measured values, check the supplier specification for your grade

No measured properties are recorded for this substance yet. Ask suppliers for a technical data sheet.

Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.

Computed descriptors

Calculated from the structure, useful for screening and formulation

Molecular weight
266.26 g/molcalc.
Exact mass
266.1015 Dacalc.
LogP (octanol/water)
-1.38calc.
Topological polar surface area
126.7 Ųcalc.
Hydrogen bond donors
4calc.
Hydrogen bond acceptors
7calc.
Rotatable bonds
2calc.
Heavy atoms
19calc.
Rings
3calc.
Aromatic rings
2calc.
Fraction sp3 carbons
0.46calc.
Formal charge
0calc.
Stereocentres
4calc.
Lipinski rule of five
Passes (0 violations)calc.

Calculated for screening. Confirm critical figures with the supplier.

Murcko scaffold

The ring system that remains when every side chain is removed

Murcko scaffold of this chemical, c1ncc2ccn(C3CCCO3)c2n1

c1ncc2ccn(C3CCCO3)c2n1

3 rings, 14 atoms.

494 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

GHS signal word
Danger
GHS06: Acute toxicity (severe)
Acute toxicity (severe)

Hazard statements

  • H300Fatal if swallowed.
Precautionary statements (7)
  • P264Wash skin thoroughly after handling.
  • P270Do not eat, drink or smoke when using this product.
  • P301 + P316If swallowed: Get emergency medical help immediately.
  • P321Specific treatment (see supplemental first aid instructions on the label).
  • P330Rinse mouth.
  • P405Store locked up.
  • P501Dispose of contents and container in accordance with local regulations.

GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.

Full safety data and first aid

Tubercidin suppliers

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All 31 suppliers
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Where suppliers are based

31 suppliers in 10 countries

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Tubercidin price

Indicative price range per kg from live supplier offers

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Uses and applications

What the substance is used for, by industry and function

Pharmacological actions

  • Antibiotics, Antineoplastic
  • Antimetabolites, Antineoplastic

Roles

  • antimetabolite
  • antineoplastic agent
  • bacterial metabolite
  • metabolite
  • pharmaceutical
  • prokaryotic metabolite

Pharmacology

Tubercidin is an antibiotic and adenosine analog isolated from the bacterium Streptomyces tubercidicus with potential antineoplastic activity. Tubercidin is incorporated into DNA and inhibits polymerases, thereby inhibiting DNA replication and RNA and protein synthesis. This agent also exhibits antifungal and antiviral activities. (NCI04)

Regulatory status

Inventories, regulations and trade controls that list this substance

No regulatory list memberships are recorded for this substance yet. Always check the rules of the importing and exporting country before trade.

HS code and trade data

Customs classification and reported world trade statistics

Global trade

World import and export statistics for the HS code Tubercidin is traded under.

HS 2934.99Indicative HS code

Nucleic acids and their salts, other heterocyclic compounds, not elsewhere classified in heading 2934

World exports in 2024
$26.7B
+15.0% vs 2023, imports $26.3B
2019 to 2024
Top exporters
  1. Ireland26.3%
  2. China15.7%
  3. Singapore10.3%
Top importers
  1. United States24.5%
  2. Germany23.1%
  3. Japan4.5%
Reported customs values in USD, not prices.Full trade data

The HS code shown for Tubercidin is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.

Frequently asked questions

Quick answers about Tubercidin, based on the data on this page

What is Tubercidin?

Tubercidin is an N-glycosylpyrrolopyrimidine that is adenosine in which the in the 5-membered ring that is not attached to the ribose moiety is replaced by a carbon. Tubercidin is produced in the culture broth of Streptomyces tubericidus.

What is the CAS number of Tubercidin?

The CAS registry number of Tubercidin is 69-33-0.

What is the molecular formula and weight of Tubercidin?

The molecular formula of Tubercidin is C11H14N4O4 and its molar mass is 266.26 g/mol.

What is Tubercidin used for?

Known uses and roles of Tubercidin include antimetabolite, antineoplastic agent, bacterial metabolite, metabolite, pharmaceutical and 3 more.

Is Tubercidin hazardous?

Tubercidin carries the GHS signal word "Danger". Main hazards: fatal if swallowed. This summary is not an SDS, always read the supplier safety data sheet.

What is the HS code of Tubercidin?

Tubercidin is usually classified under HS code 293499 (Nucleic acids and their salts, whether or not chemically defined, other heterocyclic…). This is indicative, confirm it with your customs broker before shipping.

Where can I buy Tubercidin?

CompoundList lists 31 suppliers of Tubercidin in United States, China, Australia, Germany and 6 more. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

What is the price of Tubercidin?

Suppliers quote Tubercidin on request because prices depend on grade, purity, quantity and destination. A free request on CompoundList gets you several quotes to compare.

Guides for buyers

Practical guides that help when you source, ship or handle Tubercidin

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Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page
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