CompoundList

Anisomycin

Also known as Flagecidin, (-)-Anisomycin, (2R,3S,4S)-4-hydroxy-2-(4-methoxybenzyl)pyrrolidin-3-yl acetate

Anisomycin chemical structure, C14H19NO4, CAS 22862-76-6
2D chemical structure

Key facts

What buyers check first

CAS number
22862-76-6
Formula
C14H19NO4
Molar mass
265.31 g/mol
EC number
245-269-7
HS code
293980
Category
Alkaloids

What is Anisomycin?

Plain description, key identifiers and synonyms

(-)-anisomycin is an antibiotic isolated from various Streptomyces species. It interferes with protein and DNA synthesis by inhibiting peptidyl transferase or the 80S ribosome system. It has a role as an anticoronaviral agent, an antimicrobial agent, an antiparasitic agent, an antineoplastic agent, a protein synthesis inhibitor, a DNA synthesis inhibitor and a bacterial metabolite. It is an organonitrogen heterocyclic antibiotic and a monohydroxypyrrolidine.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
[(2R,3S,4S)-4-hydroxy-2-[(4-methoxyphenyl)methyl]pyrrolidin-3-yl] acetate
CAS number
22862-76-6 CAS number cross-checkedOther or deprecated CAS: 11023-48-6, 21497-40-5
EC number
245-269-7
Molecular formula
C14H19NO4
UNII
6C74YM2NGI
MDL number
MFCD00077650
InChIKey
YKJYKKNCCRKFSL-RDBSUJKOSA-N
InChI
InChI=1S/C14H19NO4/c1-9(16)19-14-12(15-8-13(14)17)7-10-3-5-11(18-2)6-4-10/h3-6,12-15,17H,7-8H2,1-2H3/t12-,13+,14+/m1/s1
Canonical SMILES
COc1ccc(CC2NCC(O)C2OC(C)=O)cc1
Isomeric SMILES
CC(=O)O[C@@H]1[C@H](CN[C@@H]1CC2=CC=C(C=C2)OC)O

Synonyms

  • Flagecidin
  • (-)-Anisomycin
  • (2R,3S,4S)-4-hydroxy-2-(4-methoxybenzyl)pyrrolidin-3-yl acetate
  • (2R,3S,4S)-2-(p-Methoxybenzyl)-3,4-pyrrolidinediol 3-acetate
  • [(2R,3S,4S)-4-hydroxy-2-[(4-methoxyphenyl)methyl]pyrrolidin-3-yl] acetate
  • 2-(p-Methoxybenzyl)-3,4-pyrrolidinediol 3-acetate
  • (2R,3S,4S)-2-(p-Methoxyphenylmethyl)-3-acetoxy-4-hydroxypyrrolidine
  • (2R,3S,4S)-2-((4-Methoxyphenyl)methyl)-3,4-pyrrolidinediol 3-acetate
  • (2R,3S,4S)-2-[(4-Methoxyphenyl)methyl]-3,4-pyrrolidinediol 3-acetate
  • 3,4-Pyrrolidinediol, 2-((4-methoxyphenyl)methyl)-, 3-acetate, (2R,3S,4S)-
  • 3,4-Pyrrolidinediol, 2-[(4-methoxyphenyl)methyl]-, 3-acetate, (2R,3S,4S)-
  • 3,4-Pyrrolidinediol, 2-((4-methoxyphenyl)methyl)-, 3-acetate, (2R-(2alpha,3alpha,4beta))-
  • ((2R,3S,4S)-4-hydroxy-2-((4-methoxyphenyl)methyl)pyrrolidin-3-yl) acetate
  • Upjohn 204t3
  • Anisomycin from Streptomyces griseolus
  • 1,4,5-Trideoxy-1,4-imino-5-(p-methoxyphenyl)-D-xylo-pentitol 3-acetate
  • (2R,3S,4S)-4-hydroxy-2-[(4-methoxyphenyl)methyl]pyrrolidin-3-yl acetate
  • 3,4-Pyrrolidinediol, 2-[(4-methoxyphenyl)methyl]-, 3-acetate,(2R,3S,4S)-
  • 2-p-Methoxyphenylmethyl-3-acetoxy-4-hydroxypyrrolidine
  • ANM
  • Flagecidin, Wuningmeisu C
  • Antibiotic PA-106
  • Anisomycin?
  • (-) Anisomycin
  • Anisomycin, (-)-
Show all 31 synonyms
  • 5-21-05-00523 (Beilstein Handbook Reference)
  • DivK1c_000855
  • Bio1_000350
  • Bio1_000839
  • Bio1_001328
  • Sdccgmls-0066810.p001

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
265.31 g/molcalc.
Exact mass
265.1314 Dacalc.
LogP (octanol/water)
0.5calc.
Topological polar surface area
67.79 Ųcalc.
Hydrogen bond donors
2calc.
Hydrogen bond acceptors
5calc.
Rotatable bonds
4calc.
Heavy atoms
19calc.
Rings
2calc.
Aromatic rings
1calc.
Fraction sp3 carbons
0.5calc.
Formal charge
0calc.
Stereocentres
3calc.
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, c1ccc(CC2CCCN2)cc1

c1ccc(CC2CCCN2)cc1

2 rings, 12 atoms, the 2-Benzylpyrrolidine ring system.

852 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

  • H301Toxic if swallowed.
  • H311Toxic in contact with skin.
  • H331Toxic if inhaled.
Precautionary statements (16)
  • P261Avoid breathing dust, fume, gas, mist, vapours or spray.
  • P262Do not get in eyes, on skin, or on clothing.
  • P264Wash skin thoroughly after handling.
  • P270Do not eat, drink or smoke when using this product.
  • P271Use only outdoors or in a well-ventilated area.
  • P280Wear protective gloves, protective clothing, eye protection and face protection.
  • P301 + P316If swallowed: Get emergency medical help immediately.
  • P302 + P352If on skin: Wash with plenty of water.
  • P304 + P340If inhaled: Remove person to fresh air and keep comfortable for breathing.
  • P316Get emergency medical help immediately.
  • P321Specific treatment (see supplemental first aid instructions on the label).
  • P330Rinse mouth.
  • P361 + P364Take off immediately all contaminated clothing. And wash it before reuse.
  • P403 + P233Store in a well-ventilated place. Keep container tightly closed.
  • 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

Anisomycin suppliers

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  • United States, Streetsboro ManufacturerUnclaimed profile
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  • China, HangzhouUnclaimed profile
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Anisomycin price

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Uses and applications

What the substance is used for, by industry and function

Pharmacological actions

  • Anti-Bacterial Agents
  • Antiprotozoal Agents
  • Nucleic Acid Synthesis Inhibitors
  • Protein Synthesis Inhibitors

Roles

  • DNA synthesis inhibitor
  • anticoronaviral agent
  • antiinfective agent
  • antimicrobial agent
  • antineoplastic agent
  • antiparasitic agent
  • antiviral agent
  • bacterial metabolite
  • enzyme inhibitor
  • metabolite
  • pathway inhibitor
  • pharmaceutical
  • prokaryotic metabolite
  • protein synthesis inhibitor

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 Anisomycin is traded under.

HS 2939.80Indicative HS code

Natural or reproduced by synthesis, and their salts, esters and other derivatives not elsewhere classified…

World exports in 2024
$49.3M
+13.2% vs 2023, imports $61.4M
2019 to 2024
Top exporters
  1. China31.7%
  2. India * partner reported23.1%
  3. South Africa7.8%
Top importers
  1. Austria28.6%
  2. United States11.9%
  3. United Kingdom7.9%

* Partner reported figures, a lower bound.

Reported customs values in USD, not prices.Full trade data

The HS code shown for Anisomycin is indicative (it is known at chapter level only). Confirm the classification with your customs broker before shipping.

Frequently asked questions

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

What is Anisomycin?

(-)-anisomycin is an antibiotic isolated from various Streptomyces species. It interferes with protein and DNA synthesis by inhibiting peptidyl transferase or the 80S ribosome system.

What is the CAS number of Anisomycin?

The CAS registry number of Anisomycin is 22862-76-6. Other or deprecated CAS numbers: 11023-48-6, 21497-40-5.

What is the molecular formula and weight of Anisomycin?

The molecular formula of Anisomycin is C14H19NO4 and its molar mass is 265.31 g/mol.

What is Anisomycin used for?

Known uses and roles of Anisomycin include dna synthesis inhibitor, anticoronaviral agent, antiinfective agent, antimicrobial agent, antineoplastic agent and 13 more.

Is Anisomycin hazardous?

Anisomycin carries the GHS signal word "Danger". Main hazards: toxic if swallowed, toxic in contact with skin, toxic if inhaled. This summary is not an SDS, always read the supplier safety data sheet.

What is the HS code of Anisomycin?

Anisomycin is usually classified under HS code 293980 (Alkaloids, natural or reproduced by synthesis, and their salts, ethers, esters and other…). This is indicative, confirm it with your customs broker before shipping.

Where can I buy Anisomycin?

CompoundList lists 54 suppliers of Anisomycin in United States, China, United Kingdom, Germany and 7 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 Anisomycin?

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

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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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