Paromomycin sulfate salt - BioReagent, for plant cell culture , CAS No.1263-89-4

CAS: 1263-89-4 Cat. No.: P431666 Molecular Weight: 615.63 (free base basis) EC Number: 215-031-7

GRADE & PURITY BioReagent, Suitable for plant cell culture

Synonyms

SCHEMBL3355 | EN300-245883 | PAROMOMYCIN SULFATE [USP MONOGRAPH] | A883521 | PAROMOMYCIN SULFATE (USP-RS) | Paromomycin sulfate [USP:JAN] | (1,1'-BIPHENYL-2-YL)BORONIC ACID | Humagel | Q27269495 | Aminosidine sulphate | CHEBI:7935 | NSC227228 | D-Streptam

Storage

Room temperature

Overview

General Description

Chemical structure: aminoglycoside

Application

Paromomycin, monomycin, is an aminoglycoside antibiotic used to select genetically transformed plants and plant cells.

Other Notes

Keep container tightly closed in a dry and well-ventilated place

Specifications

Synonyms

SCHEMBL3355 | EN300-245883 | PAROMOMYCIN SULFATE [USP MONOGRAPH] | A883521 | PAROMOMYCIN SULFATE (USP-RS) | Paromomycin sulfate [USP:JAN] | (1, 1'-BIPHENYL-2-YL)BORONIC ACID | Humagel | Q27269495 | Aminosidine sulphate | CHEBI:7935 | NSC227228 | D-Streptam

Specifications & Purity

BioReagent, for plant cell culture

Biochemical and Physiological Mechanisms

Paromomycin inhibits the initiation and elongation steps of protein synthesis by binding to 16S ribosomal RNA. Paramomycin binds to the A site, which causes defective polypeptide chains to be produced and leads to cell death.

Storage

Room temperature

Grade

BioReagent, Suitable for plant cell culture

Names and Identifiers

• Canonical Smiles: C1C(C(C(C(C1N)OC2C(C(C(C(O2)CO)O)O)N)OC3C(C(C(O3)CO)OC4C(C(C(C(O4)CN)O)O)N)O)O)N.OS(=O)(=O)O
• IUPAC Name: (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
• InChIKey: LJRDOKAZOAKLDU-UDXJMMFXSA-N
• INCHI: 1S/C23H45N5O14.H2O4S/c24-2-7-13(32)15(34)10(27)21(37-7)41-19-9(4-30)39-23(17(19)36)42-20-12(31)5(25)1-6(26)18(20)40-22-11(28)16(35)14(33)8(3-29)38-22;1-5(2,3)4/h5-23,29-36H,1-4,24-28H2;(H2,1,2,3,4)/t5-,6+,7+,8-,9-,10-,11-,12+,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23+;/m1./s1
• Isomeric SMILES: C1[C@H]([C@@H]([C@H]([C@@H]([C@H]1N)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)N)O[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O[C@@H]4[C@@H]([C@H]([C@@H]([C@@H](O4)CN)O)O)N)O)O)N.OS(=O)(=O)O
• RTECS: WK2320000
• Alternate CAS: 7542-37-2；84420-34-8
• Molecular Weight: 615.63 (free base basis)

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Carbohydrates and carbohydrate conjugates
        • Level5 Aminosaccharides
          • Level6 Aminoglycosides
            • Level7 Aminocyclitol glycosides
              • Level8 2-deoxystreptamine aminoglycosides
                • Level9 4,5-disubstituted 2-deoxystreptamines

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Carbohydrates and carbohydrate conjugates
• Intermediate Tree Nodes: Aminosaccharides - Aminoglycosides - Aminocyclitol glycosides - 2-deoxystreptamine aminoglycosides
• Direct Parent: 4,5-disubstituted 2-deoxystreptamines
• Alternative Parents: Disaccharides O-glycosyl compounds Aminocyclitols and derivatives Cyclohexanols Cyclohexylamines Organic sulfuric acids Oxanes Tetrahydrofurans 1,2-aminoalcohols Acetals Oxacyclic compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Primary alcohols Organopnictogen compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: 4,5-disubstituted 2-deoxystreptamine - Disaccharide - Glycosyl compound - O-glycosyl compound - Aminocyclitol or derivatives - Cyclohexanol - Cyclohexylamine - Sulfuric acid - Cyclitol or derivatives - Oxane - Cyclic alcohol - Tetrahydrofuran - Organic sulfuric acid or derivatives - Secondary alcohol - 1,2-aminoalcohol - Acetal - Organoheterocyclic compound - Oxacycle - Alcohol - Primary aliphatic amine - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic nitrogen compound - Amine - Organonitrogen compound - Primary amine - Primary alcohol - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as 4,5-disubstituted 2-deoxystreptamines. These are 2-deoxystreptamine aminoglycosides that a glycosidically linked to a pyranose of furanose unit at the C4- and C5-positions.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

HEK293 (82097 Activities)

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HFF (3142 Activities)

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PCDH15 Tbio Protocadherin-15 (27 Activities)

Discover Target: PCDH15

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)

Discover Target: SLCO1B1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)

Discover Target: SLCO1B3

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RPSA Tbio 80S Ribosome (239 Activities)

Discover Target: RPSA

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Associated Targets(non-human)

Escherichia coli (133304 Activities)

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Bacillus subtilis (32866 Activities)

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rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

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Bacillus spizizenii (1898 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: H2O: 50mg/mL, clear to faintly hazy, colorless to faintly yellow
• Specific Rotation[α]: 48° (C=1,H2O)
• Molecular Weight: 713.700 g/mol
• Hydrogen Bond Donor Count: 15
• Hydrogen Bond Acceptor Count: 23
• Rotatable Bond Count: 9
• Exact Mass: 713.264 Da
• Monoisotopic Mass: 713.264 Da
• Topological Polar Surface Area: 430.000 Ų
• Heavy Atom Count: 47
• Formal Charge: 0
• Complexity: 952.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 19
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3

References

1. Lu Qi, Shanshan Liu, Zhen Yan, Min Qiao, Haonan Peng, Liping Ding.  (2023)  A cross-reactive fluorescent ensemble based on perylene derivative/surfactant assemblies for discrimination of multiple aminoglycoside antibiotics in aqueous solution.  JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY,      [PMID:] [10.1016/j.jphotochem.2023.115128]

2. Qiang Chen, Yiyan Cheng, Zhihong Huang, Shuo Du, Quanqian Lyu, Senbin Chen, Juan Tao, Lianbin Zhang, Jintao Zhu.  (2025)  All Drug Glassy Microneedle Patches for Instantaneous Transdermal Delivery.  ADVANCED MATERIALS,      [PMID:40960233] [10.1002/adma.202512849]