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Nucleosides and nucleotides

Sinefungin

Also known as Sinefungine, Sinefungina, Antibiotic A 9145

CAS 58944-73-3Formula C15H23N7O5Molar mass 381.39 g/molEC 637-385-5
GHS signal word: Warning. Pictograms: Harmful or irritant 8 suppliers listed
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Sinefungin chemical structure, C15H23N7O5, CAS 58944-73-3
2D chemical structure

Key facts

What buyers check first

All properties
CAS number
58944-73-3
Formula
C15H23N7O5
Molar mass
381.39 g/mol
EC number
637-385-5
HS code
293499
Category
Nucleosides and nucleotides

What is Sinefungin?

Plain description, key identifiers and synonyms

Sinefungin is an adenosine that is the the delta-(5'-adenosyl) derivative of ornithine. It has a role as an antimicrobial agent and an antifungal agent. It is a member of adenosines and a non-proteinogenic alpha-amino acid. It is functionally related to a L-ornithine.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
(2S,5S)-2,5-diamino-6-[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]hexanoic acid
CAS number
58944-73-3 CAS number cross-checked
EC number
637-385-5
Molecular formula
C15H23N7O5
UNII
W2U467CIIL
MDL number
MFCD00057013
InChIKey
LMXOHSDXUQEUSF-YECHIGJVSA-N
InChI
InChI=1S/C15H23N7O5/c16-6(1-2-7(17)15(25)26)3-8-10(23)11(24)14(27-8)22-5-21-9-12(18)19-4-20-13(9)22/h4-8,10-11,14,23-24H,1-3,16-17H2,(H,25,26)(H2,18,19,20)/t6-,7-,8+,10+,11+,14+/m0/s1
Canonical SMILES
Nc1ncnc2c1ncn2C1OC(CC(N)CCC(N)C(=O)O)C(O)C1O
Isomeric SMILES
C1=NC(=C2C(=N1)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)C[C@H](CC[C@@H](C(=O)O)N)N)O)O)N

Synonyms

  • Sinefungine
  • Sinefungina
  • Antibiotic A 9145
  • Adenosyl-ornithine
  • Compound 57926
  • Sinefunginum
  • LILLY 57926
  • 6,9-Diamino-1-(6-amino-9H-purin-9-yl)-1,5,6,7,8,9-hexadeoxydecofuranuronic acid
  • 6,9-Diamino-1-(6-amino-9H-purin-9-yl)-1,5,6,7,8,9-hexadeoxy-beta-D-ribo-decofuranuronic acid
  • (2S,5S)-2,5-diamino-6-[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]hexanoic acid
  • Decofuranuronic acid, 6,9-diamino-1-(6-amino-9H-purin-9-yl)-1,5,6,7,8,9-hexadeoxy-
  • Adenosylornithine
  • (2S,5S)-2,5-diamino-6-[(2R,3S,R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]hexanoic acid
  • (5S)-5-amino-6-[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]-L-norleucine
  • (2S,5S)-2,5-diamino-6-((2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl)hexanoic acid
  • (2S,5S)-2,5-diamino-6-((2R,3S,R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)hexanoic acid
  • (5S)-5-amino-6-((2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)-L-norleucine
  • 6,9-Diamino-1-(6-amino-9H-purin-9-yl)-1,5,6,7,8,9-hexadeoxy-D-glycero-alpha-L-talo-decofuranuronic acid
  • (2S,5S)-2,5-diamino-6-((2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)hexanoic acid
  • (2S,5S)-2,5-diamino-6-[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]hexanoic acid
  • Decofuranuronic acid, 6,9-diamino-1-(6-amino-9H-purin-9-yl)-1,5,6,7,8,9-hexadeoxy-, (beta-D-ribo)-
  • Antibiotic 32232 RP
  • SFG
  • LY 57926
  • RP 32232
Show all 30 synonyms
  • 1aqj
  • 1qaq
  • 2h2j
  • Sinefungin (USAN/INN)
  • 5'-Deoxy-5'-(1,4-diamino-4-carboxybutyl)adenosine

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
381.39 g/molcalc.
Exact mass
381.1761 Dacalc.
LogP (octanol/water)
-2.06calc.
Topological polar surface area
208.7 Ųcalc.
Hydrogen bond donors
6calc.
Hydrogen bond acceptors
10calc.
Rotatable bonds
7calc.
Heavy atoms
27calc.
Rings
3calc.
Aromatic rings
2calc.
Fraction sp3 carbons
0.6calc.
Formal charge
0calc.
Stereocentres
6calc.
Lipinski rule of five
Passes (1 violation)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, c1ncc2ncn(C3CCCO3)c2n1

c1ncc2ncn(C3CCCO3)c2n1

3 rings, 14 atoms.

3,221 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

GHS signal word
Warning
GHS07: Harmful or irritant
Harmful or irritant

Hazard statements

  • H302Harmful if swallowed.
Precautionary statements (5)
  • P264Wash skin thoroughly after handling.
  • P270Do not eat, drink or smoke when using this product.
  • P301 + P317If swallowed: Get medical help.
  • P330Rinse mouth.
  • 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

Sinefungin suppliers

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Where suppliers are based

8 suppliers in 3 countries

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Sinefungin 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

  • Antifungal Agents
  • Antimalarials
  • Antiprotozoal Agents

Roles

  • antifungal agent
  • antimicrobial agent

Pharmacology

Sinefungin is a natural nucleoside related to S-adenosylmethionine that has been isolated from Streptomyces species with antifungal, antiviral and antiparasitic activity. Sinefungin inhibits DNA methyltransferase which leads to an inhibition of DNA synthesis.

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 Sinefungin 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 Sinefungin is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.

Frequently asked questions

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

What is Sinefungin?

Sinefungin is an adenosine that is the the delta-(5'-adenosyl) derivative of ornithine. It has a role as an antimicrobial agent and an antifungal agent. It is a member of adenosines and a non-proteinogenic alpha-amino acid. It is functionally related to a L-ornithine.

What is the CAS number of Sinefungin?

The CAS registry number of Sinefungin is 58944-73-3.

What is the molecular formula and weight of Sinefungin?

The molecular formula of Sinefungin is C15H23N7O5 and its molar mass is 381.39 g/mol.

What is Sinefungin used for?

Known uses and roles of Sinefungin include antifungal agent, antimicrobial agent, antifungal agents, antimalarials and antiprotozoal agents.

Is Sinefungin hazardous?

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

What is the HS code of Sinefungin?

Sinefungin 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 Sinefungin?

CompoundList lists 8 suppliers of Sinefungin in United States, China and Australia. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

What is the price of Sinefungin?

Suppliers quote Sinefungin 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

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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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