Hygromycin B from Streptomyces hygroscopicus - BioReagent, for cell culture, for insect cell culture, powder , CAS No.31282-04-9

CAS: 31282-04-9 Cat. No.: H432610 Molecular Weight: 527.52 EC Number: 250-545-5

GRADE & PURITY BioReagent, for Cell culture, Suitable for insect cell culture, powder

Synonyms

SMP1_000163 | BCBcMAP01_000235 | O-6-Amino-6-deoxy-L-glycero-D-galacto-heptopyranosylidene-(1-2-3)-O-beta-D-talopyranosyl(1-5)-2-deoxy-N3-methyl-D-streptamine | Hygromycin B, from Streptomyces hygroscopicus | GS-5543 | (2S,3R,3A'S,4S,4'S,5R,6R,6'R,7'S,7a'

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

Chemical structure: aminoglycoside Aminoglycosides are the most widely used class of antibiotics that target ribosome. Hygromycin B is an aminocyclitol antibiotic. The organism, S. hygroscopicus contains phosphotransferase (HPH) activity, which phosphorylates hygromycin B helping in autoimmunity against the toxic effects of the drug.

Application

Hygromycin B antibiotic was used for hygro resistance effect in the following cells: transfected 293T cells with mixture of plasmids at 160 μg/ml. MCF-7 ALOX12 cells at 150 μg/ml. MSCV Luciferase PGK-hygro plasmid. STAT3 Reporter HeLa Stable Cell Line (stably transfected with Luciferase gene under the control of STAT3 promoter) maintained in DMEM supplemented with 10% FBS. Hygromycin B is an aminoglycoside antibiotic isolated from Streptomyces hygroscopicus. It has been used to study protein synthesis at the level of the 70S ribosome translocation and mRNA template misreading, as an antiviral agent by selectively penetrating cells rendered permeable by virus infection and inhibiting translation, and as a selection agent for hygromycin resistance gene transformed cells. It is recommended for use as a selection agent at 100-800 μg/mL, specifically at 100 μg/mL for prokaryotes, 200 μg/mL for lower eukaryotes and 150-400 μg/mL for higher eukaryotes.

Specifications

Synonyms

SMP1_000163 | BCBcMAP01_000235 | O-6-Amino-6-deoxy-L-glycero-D-galacto-heptopyranosylidene-(1-2-3)-O-beta-D-talopyranosyl(1-5)-2-deoxy-N3-methyl-D-streptamine | Hygromycin B, from Streptomyces hygroscopicus | GS-5543 | (2S, 3R, 3A'S, 4S, 4'S, 5R, 6R, 6'R, 7'S, 7a'

Specifications & Purity

BioReagent, for cell culture, for insect cell culture, powder

Biochemical and Physiological Mechanisms

Mode of Action: The product acts by inhibiting protein synthesis by inducing the misreading of the m-RNA template in the prokaryote, with the potency to inhibit translation. Antimicrobial Spectrum: Hygromycin B acts against bacteria, fungi and higher euk

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

BioReagent, for Cell culture, Suitable for insect cell culture

Note

Caution: Thiamycin B products should be stored at 2-8°C. The dry, fixed form can be stored at 2-8°C for at least five years. It is stable for 30 days at 37°C. (For solutions) If stored at 2-8°C, the solution remains stable for two years.

Names and Identifiers

• Pubchem Sid: 504769727
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504769727
• Canonical Smiles: CNC1CC(C(C(C1O)OC2C3C(C(C(O2)CO)O)OC4(O3)C(C(C(C(O4)C(CO)N)O)O)O)O)N
• IUPAC Name: (2S,3'R,3aS,4S,4'S,5'R,6R,6'R,7S,7aS)-4-[(1R,2S,3R,5S,6R)-3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl]oxy-6'-[(1R)-1-amino-2-hydroxyethyl]-6-(hydroxymethyl)spiro[4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-2,2'-oxane]-3',4',5',7-tetrol
• InChIKey: GRRNUXAQVGOGFE-XKIAHZFYSA-N
• INCHI: 1S/C20H37N3O13/c1-23-7-2-5(21)9(26)15(10(7)27)33-19-17-16(11(28)8(4-25)32-19)35-20(36-17)18(31)13(30)12(29)14(34-20)6(22)3-24/h5-19,23-31H,2-4,21-22H2,1H3/t5-,6-,7+,8-,9+,10-,11+,12-,13+,14-,15-,16+,17+,18-,19+,20+/m1/s1
• Isomeric SMILES: CN[C@H]1C[C@H]([C@@H]([C@H]([C@@H]1O)O[C@H]2[C@@H]3[C@H]([C@H]([C@H](O2)CO)O)O[C@]4(O3)[C@@H]([C@H]([C@H]([C@H](O4)[C@@H](CO)N)O)O)O)O)N
• UN Number: 3462
• Packing Group: I
• Molecular Weight: 527.52
• Reaxy-Rn: 1335986
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1335986&ln=

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

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Carbohydrates and carbohydrate conjugates
• Intermediate Tree Nodes: Aminosaccharides - Aminoglycosides - Aminocyclitol glycosides
• Direct Parent: 2-deoxystreptamine aminoglycosides
• Alternative Parents: O-glycosyl compounds Disaccharides Dioxolopyrans Aminocyclitols and derivatives Ortho esters Cyclohexylamines Cyclohexanols Carboxylic acid orthoesters Oxanes 1,3-dioxolanes 1,2-aminoalcohols Polyols Oxacyclic compounds Dialkylamines Acetals Primary alcohols Organopnictogen compounds Monoalkylamines Hydrocarbon derivatives
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: 2-deoxystreptamine aminoglycoside - O-glycosyl compound - Glycosyl compound - Disaccharide - Dioxolopyran - Aminocyclitol or derivatives - Ortho ester - Cyclohexylamine - Cyclohexanol - Carboxylic acid orthoester - Oxane - Cyclitol or derivatives - Cyclic alcohol - Meta-dioxolane - Secondary alcohol - Orthocarboxylic acid derivative - 1,2-aminoalcohol - Oxacycle - Organoheterocyclic compound - Secondary amine - Polyol - Secondary aliphatic amine - Acetal - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Primary amine - Primary alcohol - Organonitrogen compound - Primary aliphatic amine - Amine - Alcohol - Aliphatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as 2-deoxystreptamine aminoglycosides. These are aminoglycosides containing the 2-deoxystreptamine (1,3-diaminocyclohexane-4,5,6-triol) core.
• 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(non-human)

Saccharomyces cerevisiae (19171 Activities)

Explore this target

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

Ustilago maydis (75 Activities)

Explore this target

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: H2O: 50mg/mL (As a stock solution. Stock solutions should be stored at Store at 2-8°C. Stable at 37°C for 30 days.)
• Specific Rotation[α]: 20° (C=1,H2O)
• Melt Point(°C): 160-180°C
• Molecular Weight: 527.500 g/mol
• XLogP3: -6.600
• Hydrogen Bond Donor Count: 11
• Hydrogen Bond Acceptor Count: 16
• Rotatable Bond Count: 6
• Exact Mass: 527.233 Da
• Monoisotopic Mass: 527.233 Da
• Topological Polar Surface Area: 272.000 Ų
• Heavy Atom Count: 36
• Formal Charge: 0
• Complexity: 756.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 16
• 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: 1

References

1. Hao Zhou, Jiangbo Huang, Fang Wang.  (2023)  Increased transcription of hsa_circ_0000644 upon RUNX family transcription factor 3 downregulation participates in the malignant development of bladder cancer.  CELLULAR SIGNALLING,      [PMID:36627006] [10.1016/j.cellsig.2023.110590]

2. Yong Sun, Tingting Guo, Dawei Guo, Li Guo, Li Chen, Yu Zhang, Liping Wang.  (2016)  Establishment and characterization of an MDCK cell line stably-transfected with chicken Abcb1 encoding P-glycoprotein.  RESEARCH IN VETERINARY SCIENCE,      [PMID:27234533] [10.1016/j.rvsc.2016.03.004]

3. Wang Zhengwei, Lin Jiani, Tan Guisen, Pan Tingzheng, Zhang Hongtian, Liu Jiangang.  (2025)  miR-1270 suppresses glioblastoma development by transcriptional inhibition of nuclear factor IX.  MOLECULAR BIOLOGY REPORTS,  52  (1): (1-10).  [PMID:40815328] [10.1007/s11033-025-10915-3]

4. Daoyan Tang, Minggui Wang, Dan Wang, Danni Yang, Yi Cai, Tao Luo, Jianqing He, Qinglan Wang.  (2025)  Ultra-high field strength electroporation enables efficient DNA transformation and genome editing in nontuberculous mycobacteria.  Microbiology Spectrum,  13  (10):   [PMID:40920009] [10.1128/spectrum.01944-25]

5. Mengjun Yun, Yu Xiong, Zhuobing Wang, Lianjie Xie, Hanwen Ye, Xiaofang Yuan, Weiyi He, Binqing Chen, Zhanjun Lu, Wei Chen.  (2025)  Insect Oral Secretion Protein and Its Related Core Peptide Induce the Host Plant’s Endogenous Abscisic Acid to Enhance Resistance against Insect.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:40270364] [10.1021/acs.jafc.4c12912]

6. Haobo Xing, Qingming Hou, Zhenhua Wang, Shanfei Zhang, Shangxia Song, Lulu Du, Chenghua Gao, Yunfei Li, Fubao Sun.  (2026)  Enhanced Monensin Biosynthesis in Streptomyces cinnamonensis with Multigene Integration and Overexpression of Newly Identified Genes.  BIOCHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.bej.2026.110118]