Spectinomycin pentahydrate dihydrochloride - potency: ≥603 IU/mg , Bacterial 70S ribosome inhibitor, CAS No.22189-32-8, Bacterial 70S ribosome inhibitor

CAS: 22189-32-8 Cat. No.: S117923 Molecular Weight: 495.35 EC Number: 606-950-8 PubChem CID: 30971

GRADE & PURITY potency: ≥603 IU/mg

Synonyms

Spectinomycin dihydrochloride pentahydrate, >=98.0% (AT) | Spectinomycin hydrochloride [USAN:USP:JAN] | 4H-Pyrano(2,3-b)(1,4)benzodioxin-4-one, decahydro-4a,7,9-trihydroxy-2-methyl-6,8-bis(methylamino)-, Dihydrochloride,(2R,4aR,5aR,6S,7S,8R,9S,9aR,10aS)-

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Used as a selection agent for transformed plant cells that contain the selectable marker gene Spcr and to inhibit bacterial protein synthesis at the level of peptidy tRNA translocation

Specifications

Synonyms

Spectinomycin dihydrochloride pentahydrate, >=98.0% (AT) | Spectinomycin hydrochloride [USAN:USP:JAN] | 4H-Pyrano(2, 3-b)(1, 4)benzodioxin-4-one, decahydro-4a, 7, 9-trihydroxy-2-methyl-6, 8-bis(methylamino)-, Dihydrochloride, (2R, 4aR, 5aR, 6S, 7S, 8R, 9S, 9aR, 10aS)-

Specifications & Purity

potency: ≥603 IU/mg

Biochemical and Physiological Mechanisms

An aminocyclcitol antibiotic . Active against Gram-positive and Gram-negative bacteria. Binds the 30S ribosome subunit and interrupts protein synthesis by interfering with peptidyl tRNA translocation.

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

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

Action Type

INHIBITOR

Mechanism of action

Bacterial 70S ribosome inhibitor

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Names and Identifiers

• Pubchem Sid: 488183121
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488183121
• Canonical Smiles: CC1CC(=O)C2(C(O1)OC3C(C(C(C(C3O2)NC)O)NC)O)O.O.O.O.O.O.Cl.Cl
• IUPAC Name: (1R,3S,5R,8R,10R,11S,12S,13R,14S)-8,12,14-trihydroxy-5-methyl-11,13-bis(methylamino)-2,4,9-trioxatricyclo[8.4.0.03,8]tetradecan-7-one;pentahydrate;dihydrochloride
• InChIKey: DCHJOVNPPSBWHK-UXXUFHFZSA-N
• INCHI: 1S/C14H24N2O7.2ClH.5H2O/c1-5-4-6(17)14(20)13(21-5)22-12-10(19)7(15-2)9(18)8(16-3)11(12)23-14;;;;;;;/h5,7-13,15-16,18-20H,4H2,1-3H3;2*1H;5*1H2/t5-,7-,8+,9+,10+,11-,12-,13+,14+;;;;;;;/m1......./s1
• Isomeric SMILES: C[C@@H]1CC(=O)[C@]2([C@@H](O1)O[C@@H]3[C@H]([C@@H]([C@@H]([C@@H]([C@H]3O2)NC)O)NC)O)O.O.O.O.O.O.Cl.Cl
• WGK Germany: 2
• Alternate CAS: 1695-77-8；21736-83-4
• PubChem CID: 30971
• Molecular Weight: 495.35

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Dioxanes
      • Subclass 1,4-dioxanes

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Dioxanes
• Subclass: 1,4-dioxanes
• Intermediate Tree Nodes: Not available
• Direct Parent: 1,4-dioxanes
• Alternative Parents: Oxanes Secondary alcohols Ketones Hemiacetals Cyclic alcohols and derivatives 1,2-aminoalcohols Polyols Oxacyclic compounds Dialkylamines Acetals Organopnictogen compounds Organic oxides Hydrochlorides Hydrocarbon derivatives
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Para-dioxane - Oxane - Cyclic alcohol - 1,2-aminoalcohol - Hemiacetal - Secondary alcohol - Ketone - Acetal - Secondary aliphatic amine - Oxacycle - Secondary amine - Polyol - Organic nitrogen compound - Organonitrogen compound - Organooxygen compound - Hydrochloride - Hydrocarbon derivative - Organic oxide - Carbonyl group - Amine - Alcohol - Organopnictogen compound - Organic oxygen compound - Aliphatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as 1,4-dioxanes. These are organic compounds containing 1,4-dioxane, an aliphatic six-member ring with two oxygen atoms in ring positions 1 and 4.
• External Descriptors: hydrate - hydrochloride

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)

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water.Soluble in water, methanol, dimethyl sulfoxide, ethanol and dimethyl formamide.
• Sensitivity: heat sensitive
• Specific Rotation[α]: +15.0°～ +21.0°
• Melt Point(°C): 207°C
• Molecular Weight: 495.300 g/mol
• Hydrogen Bond Donor Count: 12
• Hydrogen Bond Acceptor Count: 14
• Rotatable Bond Count: 2
• Exact Mass: 494.165 Da
• Monoisotopic Mass: 494.165 Da
• Topological Polar Surface Area: 135.000 Ų
• Heavy Atom Count: 30
• Formal Charge: 0
• Complexity: 478.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 9
• 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: 8

XLogP3

References

1. Zhongnan Huang, Zhenglian Li, Yao Chen, Luyao Xu, Qianlong Xie, Haohua Deng, Wei Chen, Huaping Peng.  (2021)  Regulating Valence States of Gold Nanocluster as a New Strategy for the Ultrasensitive Electrochemiluminescence Detection of Kanamycin.  ANALYTICAL CHEMISTRY,      [PMID:33661613] [10.1021/acs.analchem.1c00063]