Spectinomycin HCl hydrate | CAS#22189-32-8 | 21736-83-4 | 1695-77-8

MedKoo Cat#: 318752 | Name: Spectinomycin HCl hydrate

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Spectinomycin is an antibiotic useful for the treatment of gonorrhea infections. It is given by injection into a muscle. Common side effects include pain at the area of injection, rash, nausea, fever, and trouble sleeping.

Chemical Structure

Spectinomycin HCl hydrate

CAS#22189-32-8 (HCl hydrate)

Theoretical Analysis

MedKoo Cat#: 318752

Name: Spectinomycin HCl hydrate

CAS#: 22189-32-8 (HCl hydrate)

Chemical Formula: C14H36Cl2N2O12

Exact Mass: 0.0000

Molecular Weight: 495.34

Elemental Analysis: C, 33.95; H, 7.33; Cl, 14.31; N, 5.66; O, 38.76

Price and Availability

Size	Price	Availability
1g	USD 250.00	2 weeks
5g	USD 450.00	2 weeks
10g	USD 575.00	2 weeks

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Related CAS #

21736-83-4 (HCl) 1695-77-8 (free base) 22189-32-8 (HCl hydrate)

Synonym

M 141; M141; M-141; Spectinomycin; Togamycin; Trobicin; Spectinomycin HCl; Spectinomycin dihydrochloride pentahydrate

IUPAC/Chemical Name

(2R,4aR,5aR,6S,7S,8R,9S,9aR,10aS)-4a,7,9-trihydroxy-2-methyl-6,8-bis(methylamino)decahydro-4H-benzo[b]pyrano[2,3-e][1,4]dioxin-4-one dihydrochloride pentahydrate

InChi Key

DCHJOVNPPSBWHK-UXXUFHFZSA-N

InChi Code

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

SMILES Code

C[C@@H]1CC([C@@]2(O)[C@H](O[C@@H]3[C@@H](O)[C@H](NC)[C@H](O)[C@H](NC)[C@H]3O2)O1)=O.[H]Cl.[H]Cl.[H]O[H].[H]O[H].[H]O[H].[H]O[H].[H]O[H]

Appearance

Solid powder

Purity

Cell Culture Grade (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO and water

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Product Data

Product Data

Instruction

View handling instruction

Biological target:

Spectinomycin HCl hydrate selectively targets the bacterial ribosome and interrupting protein synthesis. Spectinomycin HCl hydrate is also a noncompetitive inhibitor of td intron RNA with an Ki value of 7.2 mM-.

In vitro activity:

Neisseria gonorrhoeae (NG) increasingly resists antibiotics, prompting the search for new drugs. Spectinomycin and sanguinarine were tested against 117 clinical NG isolates. All isolates were susceptible to spectinomycin. Sanguinarine showed promising activity with minimum inhibitory concentrations (MICs) ranging from 2-64 μg/ml and a killing effect similar to spectinomycin over a 6-hour period. Sanguinarine holds potential as a novel and effective anti-NG agent. Reference: J Infect Chemother. 2023 Sep;29(9):927-929. https://pubmed.ncbi.nlm.nih.gov/37295648/

In vivo activity:

Spectinomycin displays a dose-dependent neuromuscular blocking activity on the rat sciatic nerve-gastrocnemius muscle preparation. The neuromuscular blockade elicited by spectinomycin is potentiated by d-tubocurarine. Reference: Pharmacol Res Commun. 1986 May;18(5):451-7. https://pubmed.ncbi.nlm.nih.gov/3016766/

	Solvent	mg/mL	mM
Solubility
	DMF	2.0	4.04
	DMSO	11.0	22.21
	Ethanol	0.3	0.61

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 495.34 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:

1. Liang J, Li X, Bi C, Yu Y, Liu W, Zhang X, Cao W. Sanguinarine, similar to the MICs of spectinomycin, exhibits good anti-Neisseria gonorrhoeae activity in vitro. J Infect Chemother. 2023 Sep;29(9):927-929. doi: 10.1016/j.jiac.2023.05.022. Epub 2023 Jun 7. PMID: 37295648. 2. Shang S, Xia L, Zhong M, Zhang J, Zhao J, Gong X, Mabey D, Wang Q. In vitro effects of spectinomycin and ceftriaxone alone or in combination with other antibiotics against Chlamydia trachomatis. Antimicrob Agents Chemother. 2005 Apr;49(4):1584-6. doi: 10.1128/AAC.49.4.1584-1586.2005. PMID: 15793145; PMCID: PMC1068603. 3. Khan EA, Ma J, Xiaobin M, Jie Y, Mengyue L, Hong L, Shah L, Liu A. Safety evaluation study of lincomycin and spectinomycin hydrochloride intramuscular injection in chickens. Toxicol Rep. 2022 Jan 29;9:204-209. doi: 10.1016/j.toxrep.2022.01.012. PMID: 35169546; PMCID: PMC8829554. 4. Renna G, Cagiano R, Fiore T, Cuomo V. The neuromuscular blocking activity of spectinomycin on the rat sciatic nerve-gastrocnemius muscle preparation. Pharmacol Res Commun. 1986 May;18(5):451-7. doi: 10.1016/0031-6989(86)90165-7. PMID: 3016766.

In vitro protocol:

In vivo protocol:

1. Khan EA, Ma J, Xiaobin M, Jie Y, Mengyue L, Hong L, Shah L, Liu A. Safety evaluation study of lincomycin and spectinomycin hydrochloride intramuscular injection in chickens. Toxicol Rep. 2022 Jan 29;9:204-209. doi: 10.1016/j.toxrep.2022.01.012. PMID: 35169546; PMCID: PMC8829554. 2. Renna G, Cagiano R, Fiore T, Cuomo V. The neuromuscular blocking activity of spectinomycin on the rat sciatic nerve-gastrocnemius muscle preparation. Pharmacol Res Commun. 1986 May;18(5):451-7. doi: 10.1016/0031-6989(86)90165-7. PMID: 3016766.

1: Baltz RH. Spontaneous and induced mutations to rifampicin, streptomycin and spectinomycin resistances in actinomycetes: mutagenic mechanisms and applications for strain improvement. J Antibiot (Tokyo). 2014 Sep;67(9):619-24. doi: 10.1038/ja.2014.105. Epub 2014 Aug 13. Review. PubMed PMID: 25118108. 2: Gomes J, Menawat AS. Fed-batch bioproduction of spectinomycin. Adv Biochem Eng Biotechnol. 1998;59:1-46. Review. PubMed PMID: 9435459. 3: Pilloud M. [Antibiotics and chemotherapeutic agents--from research to practice. VII. Some remarks to practitioners on the properties of polymyxins, lincosanides, spectinomycin, synergistines, bacitracin, novobiocin and flavomycin]. Schweiz Arch Tierheilkd. 1983 Jun;125(6):371-82. Review. French. PubMed PMID: 6310738. 4: Stapiński A, Gede K. [Treatment of gonorrhea with spectinomycin]. Przegl Dermatol. 1983 Mar-Apr;70(2):115-20. Review. Polish. PubMed PMID: 6227937. 5: Holloway WJ. Spectinomycin. Med Clin North Am. 1982 Jan;66(1):169-73. Review. PubMed PMID: 6460907. 6: Hanessian S, Roy R. Studies directed toward the total synthesis of antibiotics: (+)-spectinomycin. Jpn J Antibiot. 1979 Dec;32 Suppl:S73-90. Review. PubMed PMID: 162067. 7: Rosenbrook W Jr. Chemistry of spectinomycin. Jpn J Antibiot. 1979 Dec;32 Suppl:S211-27. Review. PubMed PMID: 162066. 8: McCormack WM, Finland M. Drugs five years later. Spectinomycin. Ann Intern Med. 1976 Jun;84(6):712-6. Review. PubMed PMID: 132888. 9: Brogden RN, Avery GS. New antibiotics: epicillin, minocycline and spectinomycin a summary of their antibacterial activity, pharmacokinetic properties and therapeutic efficacy. Drugs. 1972;3(5):314-30. Review. PubMed PMID: 4265722.