Cephaloglycin
Also known as Cefaloglycin, Cephaloglycine, Kafocin
Key facts
What buyers check first
- CAS number
- 3577-01-3
- Formula
- C18H19N3O6S
- Molar mass
- 405.43 g/mol
- Solubility
- SLIGHTLY SOL IN WATER, PRACTICALLY INSOL IN MOST ORGANIC SOLVENTS /DIHYDRATE/
- HS code
- 294190
- Category
- Screening compounds
What is Cephaloglycin?
Plain description, key identifiers and synonyms
Cefaloglycin is a cephalosporin antibiotic containing at the 7beta-position of the cephem skeleton an (R)-amino(phenyl)acetamido group. It has a role as an antimicrobial agent. It is a cephalosporin and a beta-lactam antibiotic allergen.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- (6R,7R)-3-(acetyloxymethyl)-7-[[(2R)-2-amino-2-phenylacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
- CAS number
- 3577-01-3 CAS number cross-checked
- EC number
- 222-696-7
- Molecular formula
- C18H19N3O6S
- UNII
- HD2D469W6U
- InChIKey
- FUBBGQLTSCSAON-PBFPGSCMSA-N
- InChI
- InChI=1S/C18H19N3O6S/c1-9(22)27-7-11-8-28-17-13(16(24)21(17)14(11)18(25)26)20-15(23)12(19)10-5-3-2-4-6-10/h2-6,12-13,17H,7-8,19H2,1H3,(H,20,23)(H,25,26)/t12-,13-,17-/m1/s1
- Canonical SMILES
- CC(=O)OCC1=C(C(=O)O)N2C(=O)C(NC(=O)C(N)c3ccccc3)C2SC1
- Isomeric SMILES
- CC(=O)OCC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)[C@@H](C3=CC=CC=C3)N)SC1)C(=O)O
Synonyms
- Cefaloglycin
- Cephaloglycine
- Kafocin
- Cephaloglycin anhydrous
- D-Cephaloglycine
- Cephaoglycin acid
- Cefaloglycine
- Kefglycin
- Cefaloglicina
- Cefaloglycinum
- D-(-)-Cephaloglycin
- Lilly 39435
- Cefaloglycin dihydrate
- 7-(D-alpha-Aminophenyl-acetamido)cephalosporanic acid
- Kefocin
- 7-(2-D-alpha-Aminophenylacetamido)cephalosporanic acid
- (6R,7R)-3-(acetyloxymethyl)-7-[[(2R)-2-amino-2-phenylacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
- (6R,7R)-3-[(acetyloxy)methyl]-7-[(2R)-2-amino-2-phenylacetamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
- 7-(D-2-Amino-2-phenylacetamido)-3-acetoxymethyl-delta(sup 3)-cephem-4-carboxylic acid
- 7-(D-2-Amino-2-phenylacetamido)-3-acetoxymethyl-delta(sup3)-cephem-4-carboxylic acid
- 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 3-((acetyloxy)methyl)-7-((aminophenylacetyl)amino)-8-oxo-, (6R-(6alpha,7beta(R*)))-
- (6R,7R)-3-((acetyloxy)methyl)-7-((2R)-2-amino-2-phenylacetamido)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid
- (6R,7R)-3-(acetyloxymethyl)-7-(((2R)-2-amino-2-phenylacetyl)amino)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid
- Dihydrate, Cephaloglycin
- Cefaloglycin (JAN)
Show all 31 synonymsShow fewer synonyms
- CEG
- (6R,7R)-3-[(acetyloxy)methyl]-7-{[(2R)-2-amino-2-phenylacetyl]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
- Cephaloglycin anhdyous
- 7-(2-Amino-2-phenylacetamido)-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid acetate (ester)
- 3-((Acetyloxy)methyl)-7-((aminophenylacetyl)amino)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid
- 7-(2-Amino-2-phenylacetamido)-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)octane-2-carboxylic acid, acetate inner salt
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
| Solubility | SLIGHTLY SOL IN WATER, PRACTICALLY INSOL IN MOST ORGANIC SOLVENTS /DIHYDRATE/exp.Measured value |
|---|
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 | 405.43 g/molcalc.Computed value |
|---|---|
| Exact mass | 405.0995 Dacalc.Computed value |
| LogP (octanol/water) | -0.01calc.Computed value |
| Topological polar surface area | 139 Ųcalc.Computed value |
| Hydrogen bond donors | 3calc.Computed value |
| Hydrogen bond acceptors | 7calc.Computed value |
| Rotatable bonds | 6calc.Computed value |
| Heavy atoms | 28calc.Computed value |
| Rings | 3calc.Computed value |
| Aromatic rings | 1calc.Computed value |
| Fraction sp3 carbons | 0.33calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 3calc.Computed value |
| Lipinski rule of five | Passes (0 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
Safety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H317May cause an allergic skin reaction.
- H334May cause allergy or asthma symptoms or breathing difficulties if inhaled.
Precautionary statements (15)
- P233Keep container tightly closed.
- P260Do not breathe dust, fume, gas, mist, vapours or spray.
- P261Avoid breathing dust, fume, gas, mist, vapours or spray.
- P271Use only outdoors or in a well-ventilated area.
- P272Contaminated work clothing should not be allowed out of the workplace.
- P280Wear protective gloves, protective clothing, eye protection and face protection.
- P284In case of inadequate ventilation wear respiratory protection.
- P302 + P352If on skin: Wash with plenty of water.
- P304 + P340If inhaled: Remove person to fresh air and keep comfortable for breathing.
- P321Specific treatment (see supplemental first aid instructions on the label).
- P333 + P317If skin irritation or rash occurs: Get medical help.
- P342 + P316If experiencing respiratory symptoms: Get emergency medical help immediately.
- P362 + P364Take off contaminated clothing. And wash it before reuse.
- P403Store in a well-ventilated place.
- 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 aidCephaloglycin suppliers
Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings
- China, GuangzhouUnclaimed profileCephaloglycinGrade, purity and minimum order on requestPrice on request
- Czech Republic, Czech RepublicUnclaimed profileCephaloglycinGrade, purity and minimum order on requestPrice on request
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Where suppliers are based
2 suppliers in 2 countries
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Cephaloglycin 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
Veterinary medication:.
Industries and functions
Pharmacological actions
- Anti-Bacterial Agents
Roles
- antimicrobial agent
Pharmacology
Cephaloglycin is a semisynthetic first-generation cephalosporin with antibacterial activity. Cephaloglycin binds to and inactivates penicillin-binding proteins (PBPs) located on the inner membrane of the bacterial cell wall. PBPs are enzymes involved in the terminal stages of assembling the bacterial cell wall and in reshaping the cell wall during growth and division. Inactivation of PBPs interferes with the cross-linkage of peptidoglycan chains necessary for bacterial cell wall strength and rigidity. This results in the weakening of the bacterial cell wall and causes cell lysis.
How it is made
Antibiotic substance produced along with penicillin N by a Cepahlosporium sp. cultivated from sea water near a sewage outlet on the coast of Sardinia.
7-Aminocephalosporanic acid, prepd from natural antibiotic cephalosporin c by either protoncatalyzed or enzymatic hydrolysis, is acylated with 2-phenylglycine in appropriate dehydrating environment. (Dihydrate)
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 Cephaloglycin is traded under.
Antibiotics, other
- China39.7%
- United States11.3%
- Switzerland * partner reported10.9%
* Partner reported figures, a lower bound.
The HS code shown for Cephaloglycin is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Cephaloglycin, based on the data on this page
What is Cephaloglycin?
What is the CAS number of Cephaloglycin?
What is the molecular formula and weight of Cephaloglycin?
What is Cephaloglycin used for?
Is Cephaloglycin hazardous?
What is the HS code of Cephaloglycin?
Where can I buy Cephaloglycin?
What is the price of Cephaloglycin?
Guides for buyers
Practical guides that help when you source, ship or handle Cephaloglycin
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.Read
- Guide, Chemical identityCAS registry numbers explainedWhat a CAS number identifies, how the check digit works, why one chemical can have several numbers and what a CAS number cannot tell you about a product.Read
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