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C4881

Chlortetracycline hydrochloride

≥91.0% dry basis (HPLC)

Synonym(s):

7-Chlorotetracycline hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C22H23ClN2O8 · HCl
CAS Number:
64-72-2
Molecular Weight:
515.34
UNSPSC Code:
51102829
NACRES:
NA.85
PubChem Substance ID:
24892735
EC Number:
200-591-7
Beilstein/REAXYS Number:
3858364
MDL number:
MFCD00082440
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Quality Level

200

assay

≥91.0% dry basis (HPLC)

form

powder

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

mode of action

protein synthesis | interferes

storage temp.

−20°C

SMILES string

Cl.CN(C)[C@H]1[C@@H]2CC3C(=C(O)[C@]2(O)C(=O)C(C(N)=O)=C1O)C(=O)c4c(O)ccc(Cl)c4[C@@]3(C)O

InChI

1S/C22H23ClN2O8.ClH/c1-21(32)7-6-8-15(25(2)3)17(28)13(20(24)31)19(30)22(8,33)18(29)11(7)16(27)12-10(26)5-4-9(23)14(12)21;/h4-5,7-8,15,26,28-29,32-33H,6H2,1-3H3,(H2,24,31);1H/t7?,8-,15-,21-,22-;/m0./s1

InChI key

CBHYYLPALVVVEY-LYNLVHCPSA-N

General description

Chemical structure: tetracycline

Application

Chlortetracycline was used in fluorescence assays to detect the Ca+2 influx required for the completion of acrosome reaction in human spermatozoa.[1][2]

Biochem/physiol Actions

Chlortetracycline is an antibiotic produced by some strains of Streptomyces aureofaciens. It inhibits protein synthesis (elongation) by preventing binding of aminoacyl-tRNA to the 30S subunit. It is effective against Gram-positive and to a lesser degree Gram-negative bacteria than tetracycline.
Mode of Resistance: Loss of cell wall permeability.

Other Notes

If stored frozen, chlortetracycline hydrochloride is expected to remain stable at least four years.

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1 of 1

This Item
26430PHR1520BP783
Chlortetracycline hydrochloride ≥91.0% dry basis (HPLC)

Sigma-Aldrich

C4881

Chlortetracycline hydrochloride

Chlortetracycline hydrochloride BioReagent, suitable for fluorescence, from Streptomyces aureofaciens, ≥85.0% (HPLC)

Sigma-Aldrich

26430

Chlortetracycline hydrochloride

Chlortetracycline Hydrochloride Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1520

Chlortetracycline Hydrochloride

Chlortetracycline hydrochloride British Pharmacopoeia (BP) Reference Standard

BP783

Chlortetracycline hydrochloride

mode of action

protein synthesis | interferes

mode of action

protein synthesis | interferes

mode of action

-

mode of action

-

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

antibiotic activity spectrum

-

antibiotic activity spectrum

-

Quality Level

200

Quality Level

200

Quality Level

300

Quality Level

-

assay

≥91.0% dry basis (HPLC)

assay

≥85.0% (HPLC)

assay

-

assay

-

form

powder

form

powder or crystals

form

-

form

solid

storage temp.

−20°C

storage temp.

−20°C

storage temp.

-10 to -25°C

storage temp.

2-8°C

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pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000537386
0000523624
0000523624
0000537386
0000504470

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W K Amoa-Awua et al.
Journal of applied microbiology, 83(3), 288-296 (1997-11-14)
Agbelima, a fermented cassava meal widely consumed in Ghana, Togo and Benin, is produced by fermenting grated cassava with one of several types of traditional cassava dough inoculum. During fermentation a smooth textured sour dough is produced, the toxicity of
A H Amin et al.
Human reproduction (Oxford, England), 11(4), 741-745 (1996-04-01)
This study was designed to compare three different fluorescent probes to assay the acrosome reaction in human spermatozoa: chlortetracycline (CTC), mannosylated bovine serum albumin (BSA) labelled with fluorescein (MAF), and quinacrine (QN). Normal human sperm ejaculates were washed and allowed
Y H Choi et al.
Biology of reproduction, 59(6), 1328-1333 (1998-11-26)
Cyclodextrin, which stimulates cholesterol efflux from cells, was examined for its ability to induce capacitation of mouse spermatozoa. A chemically defined, protein-free medium was used for in vitro fertilization of cumulus-free mouse eggs. Fertilization did not occur in modified Krebs-Ringer
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Global Trade Item Number

SKUGTIN
C4881-5G04061835543403
C4881-25G04061833493380
C4881-100G04061833493366

Questions

1–2 of 2 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

      Helpful?

  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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