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Glycosides and other natural products

Isepamicin

Also known as Isepamicine, HAPA-B, Isepamicina

CAS 58152-03-7Formula C22H43N5O12Molar mass 569.61 g/molEC 261-143-4
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Isepamicin chemical structure, C22H43N5O12, CAS 58152-03-7
2D chemical structure

Key facts

What buyers check first

All properties
CAS number
58152-03-7
Formula
C22H43N5O12
Molar mass
569.61 g/mol
EC number
261-143-4
HS code
293890
Category
Glycosides and other natural products

What is Isepamicin?

Plain description, key identifiers and synonyms

Isepamicin is a broad-spectrum aminoglycoside antibiotic structurally related to gentamicin and amikacin. Isepamicin has activity similar to amikacin but with better activity against bacterial strains with resistance to other aminoglycosides, such as strains producing 6'-N-aminoglycoside acetyltransferase. Isepamicin is not metabolized and is excreted via the kidneys. This agent exerts a long postantibiotic effect allowing for once daily dosing.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
(2S)-3-amino-N-[(1R,2S,3S,4R,5S)-5-amino-4-[(2R,3R,4S,5S,6R)-6-(aminomethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-2-[(2R,3R,4R,5R)-3,5-dihydroxy-5-methyl-4-(methylamino)oxan-2-yl]oxy-3-hydroxycyclohexyl]-2-hydroxypropanamide
CAS number
58152-03-7 CAS number cross-checked
EC number
261-143-4
Molecular formula
C22H43N5O12
UNII
G7K224460P
InChIKey
UDIIBEDMEYAVNG-ZKFPOVNWSA-N
InChI
InChI=1S/C22H43N5O12/c1-22(35)6-36-20(15(33)18(22)26-2)39-17-8(27-19(34)9(28)4-23)3-7(25)16(14(17)32)38-21-13(31)12(30)11(29)10(5-24)37-21/h7-18,20-21,26,28-33,35H,3-6,23-25H2,1-2H3,(H,27,34)/t7-,8+,9-,10+,11+,12-,13+,14-,15+,16+,17-,18+,20+,21+,22-/m0/s1
Canonical SMILES
CNC1C(O)C(OC2C(NC(=O)C(O)CN)CC(N)C(OC3OC(CN)C(O)C(O)C3O)C2O)OCC1(C)O
Isomeric SMILES
C[C@@]1(CO[C@@H]([C@@H]([C@H]1NC)O)O[C@H]2[C@@H](C[C@@H]([C@H]([C@@H]2O)O[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CN)O)O)O)N)NC(=O)[C@H](CN)O)O

Synonyms

  • Isepamicine
  • HAPA-B
  • Isepamicina
  • Sch 21420
  • HAPA-gentamycin B
  • Isepamicinum
  • 1-N-HAPA-gentamicin B
  • N-(S-3-amino-2-hydroxypropionyl)gentamicin
  • Isepamicinsulphate
  • Isepamicin (USAN/INN)
  • 1-N-((S)-3-Amino-2-hydroxypropionyl)gentamicin b

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
569.61 g/molcalc.
Exact mass
569.2908 Dacalc.
LogP (octanol/water)
-7.52calc.
Topological polar surface area
297.7 Ųcalc.
Hydrogen bond donors
12calc.
Hydrogen bond acceptors
16calc.
Rotatable bonds
9calc.
Heavy atoms
39calc.
Rings
3calc.
Aromatic rings
0calc.
Fraction sp3 carbons
0.96calc.
Formal charge
0calc.
Stereocentres
15calc.
Lipinski rule of five
Fails (3 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(OC2CCCC(OC3CCCCO3)C2)OC1

C1CCC(OC2CCCC(OC3CCCCO3)C2)OC1

3 rings, 20 atoms.

211 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

No GHS hazard classification is recorded for this substance yet. That does not mean it is harmless.

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

Isepamicin suppliers

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Isepamicin 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

  • Anti-Bacterial Agents

Roles

  • antibacterial agent
  • antimicrobial agent

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 Isepamicin is traded under.

HS 2938.90Indicative HS code

Natural or reproduced by synthesis, other than rutoside (rutin) and its derivatives

World exports in 2024
$1.4B
−8.3% vs 2023, imports $1.35B
2019 to 2024
Top exporters
  1. China49.2%
  2. France * partner reported8.9%
  3. Malaysia6.1%
Top importers
  1. United States22.3%
  2. India * partner reported7.8%
  3. Brazil5.5%

* Partner reported figures, a lower bound.

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

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

Frequently asked questions

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

What is Isepamicin?

Isepamicin is a broad-spectrum aminoglycoside antibiotic structurally related to gentamicin and amikacin. Isepamicin has activity similar to amikacin but with better activity against bacterial strains with resistance to other aminoglycosides, such as strains producing 6'-N-aminoglycoside acetyltransferase.

What is the CAS number of Isepamicin?

The CAS registry number of Isepamicin is 58152-03-7.

What is the molecular formula and weight of Isepamicin?

The molecular formula of Isepamicin is C22H43N5O12 and its molar mass is 569.61 g/mol.

What is Isepamicin used for?

Known uses and roles of Isepamicin include antibacterial agent, antimicrobial agent and anti-bacterial agents.

Is Isepamicin hazardous?

No GHS hazard classification for Isepamicin is recorded on CompoundList yet. That does not prove it is safe. Always read the supplier safety data sheet.

What is the HS code of Isepamicin?

Isepamicin is usually classified under HS code 293890 (Glycosides, natural or reproduced by synthesis, and their salts, ethers, esters and…). This is indicative, confirm it with your customs broker before shipping.

Where can I buy Isepamicin?

Post a free request on CompoundList and suppliers of Isepamicin will send you quotes. Your contact details stay private until you accept a quote.

What is the price of Isepamicin?

Suppliers quote Isepamicin 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 Isepamicin

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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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