Paromomycin Sulfate

HCID 441375
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Basic information

CAS
1263-89-4
Standard SMILES
NC[C@@H]1O[C@H](O[C@H]2[C@@H](O)[C@H](O[C@@H]3[C@@H](O)[C@H](N)C[C@H](N)[C@H]3O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3N)O[C@@H]2CO)[C@H](N)[C@@H](O)[C@@H]1O.O=S(=O)(O)O
InChIKey
LJRDOKAZOAKLDU-UDXJMMFXSA-N
Molecular formula
C23H47N5O18S
Average molar mass
713.7 g/mol
Monoisotopic mass
713.26368084

Names & identifiers

Preferred name
Paromomycin Sulfate
IUPAC
(2S,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(2R,3S,4R,5S)-5-[(1R,2R,3S,5R,6S)-3,5-diamino-2-[(2S,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-hydroxycyclohexyl]oxy-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxyoxane-3,4-diol;sulfuric acid
English name
PAROMOMYCIN SULFATE
Molecular formula
C23H47N5O18S
Molecular weight
713.71

Names & synonyms

Paromomycin sulfate1263-89-4GabbromicinaGabbroralHumagelAminosidin sulfateAminosidine sulfateAminosidine sulphateFarminosidinAminoxidinFarmiglucinSinosid
Show more names
sulfhumatinNEOMYCIN EPAROMOMYCIN SULFATE SALTNeomycin Sulfate EP Impurity EO - 2, 6 - Diamino - 2, 6 - dideoxy - b - L - idopyranosyl - (1,3) - O - b - D - ribofuranosyl - (1,5) - O - [2 - amino - 2 - deoxy - a - D - glucopyranosyl - (1,4) ] - 2 - deoxy - streptamine sulfatefi5853D00868
PargonylHumycin sulfateParomomycin sulphateParamicinaParicina845NU6GJPSGabbromycin1600 Antibiotic

Database identifiers

CAS
1263-89-4、7205-49-4
PubChem CID
441375
DTXSID
DTXSID601335979
ChEMBL
CHEMBL2206196
ChEBI
CHEBI:7935
UNII
845NU6GJPS
EC Number
215-031-7、230-575-5

Properties

Computed structural properties

Topological polar surface area
430 Ų
Hydrogen bond donors
15
Hydrogen bond acceptors
23
Rotatable bonds
9
Heavy atoms
47

Physicochemical properties

Melting point
145 °C · 145 °C (decomp)
alpha
25 · D25 +50.5° (c = 1.5 in water pH 6)
storage temp.
Keep in dark place,Inert atmosphere,Room temperature
solubility
2 O: · H2O: 50 mg/mL store stock solution at 2-8°C. Stable at 37°C for 5 days.
form
powder
color
White to Off-White

Safety & regulation

GHS classification

GHS Classification · 3 items

This chemical does not meet GHS hazard criteria for 93% (53 of 57) of all reports.

Not Classified；Reported as not meeting GHS hazard criteria by 53 of 57 companies (only 7% companies provided GHS information). For more detailed information, please visit ECHA C&L website.

Aggregated GHS information provided per 57 reports by companies from 5 notifications to the ECHA C&L Inventory.；Reported as not meeting GHS hazard criteria per 53 of 57 reports by companies.；There are 4 notifications provided by 4 of 57 reports by companies with hazard statement code(s).；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Regulatory InformationRegulation (EC) No 1831/2003 (amended)
Hazard Classes and CategoriesNot Classified

Toxicology

Drug Induced Liver Injury · 6 items

Drug Induced Liver Injury Rank (DILIrank 2.0)

Paromomycin sulfate

vNo-DILI-concern

0

No match

DOI:10.1016/j.drudis.2016.02.015

Effects During Pregnancy and Lactation · 1 item

◉ Summary of Use during Lactation；No information is available on the clinical use of paromomycin during breastfeeding. Because paromomycin is poorly absorbed orally, it is not likely to reach the bloodstream of the infant or cause any adverse effects in breastfed infants.；◉ Effects in Breastfed Infants；Relevant published information was not found as of the revision date.；◉ Effects on Lactation and Breastmilk；Relevant published information was not found as of the revision date.

Regulatory information

Regulatory InformationRegulation (EC) No 1831/2003 (amended)

Safety data

wgk
2
rtecs
WK2320000
hs_code
2941901010
Toxicity
LD50 in mice (mg/kg): ~15,000 orally; 700 s.c.; 110 i.v. (Di Marco, Bertazzoli)
risk_code
23/24/25-36/38-39/23/24/25-61-36/37/38
Signal word
Warning

Chemistry & industry

Pharmacology

FDA Pharmacological Classification · 2 items

PAROMOMYCIN SULFATE

Antiprotozoal [EPC]

MeSH Pharmacological Classification · 2 items

Substances that are destructive to protozoans.

Substances that inhibit the growth or reproduction of BACTERIA.

Applications · 5 items

DescriptionParomomycin was found in the culture broth of Streptomyces rimosus forma paromomycinus by Parke Davis & Co. in 1959. In the same year it was found in the culture broth of S. Crestomyceticus by Farmitalia and named amminosidin. Paromomycin is related structurally to neomycin, but it has a hydroxyl group at the 6 position, whereas neomycin has an amino group. Its antibacterial activity is weaker than that of neomycin, but its toxicity is much less. Paromomycin is used by intramuscular injection for therapy of respiratory, urinary, and surgical infections and by oral administration to treat dysentery and salmonellosis.

UsesPAROMOMYCIN SULFATE is an aminogycoside antibiotic designed to fight intestinal infections such as cryptosporidiosis, amoebiasis, and leishmaniasis. Its antiprotozoal activity makes it an effecive histomonostatic feed addit ive in turkey poults experimentally infected with Histomonas meleagridis.

Usesantibacterial, antiamebic

Usespolymeric nonionic detergent

General DescriptionChemical structure: aminoglycoside

Suppliers105 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
湖北威德利化学试剂有限公司181-6332-1995 18062128043 · [email protected]
Additional notes · 1 item

DefinitionChEBI: An aminoglycoside sulfate salt resulting from the treatment of paromomycin with sulfuric acid. A broad-spectrum antibiotic, it is used for the treatment of acute and chronic intestinal protozoal infections, but is not effective for extraintestinal protozoa infections. It is also used as a therapeutic against visceral leishmaniasis.

Related reactions

2 records
New reaction record

Compound notes

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