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Merck
CN

SBR00097

Sigma-Aldrich

Sancycline

≥95% (H-NMR), powder

Synonym(s):

6-Demethyl-6-deoxytetracycline, Bonomycin, Norcycline

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About This Item

Empirical Formula (Hill Notation):
C21H22N2O7
CAS Number:
808-26-4
Molecular Weight:
414.41
UNSPSC Code:
51101500

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Quality Level

100

Assay

≥95% (H-NMR)

form

powder

color

yellow to brown

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria
mycoplasma

Mode of action

protein synthesis | inhibits

shipped in

ambient

storage temp.

−20°C

SMILES string

CN(C)[C@H]1[C@@H]2C[C@@H]3CC4=C(C(=CC=C4)O)C(=C3C(=O)[C@@]2(C(=C(C1=O)C(=O)N)O)O)O

InChI

1S/C21H22N2O7/c1-23(2)15-10-7-9-6-8-4-3-5-11(24)12(8)16(25)13(9)18(27)21(10,30)19(28)14(17(15)26)20(22)29/h3-5,9-10,15,24-25,28,30H,6-7H2,1-2H3,(H2,22,29)/t9-,10-,15-,21-/m0/s1

InChI key

MTCQOMXDZUULRV-ADOAZJKMSA-N

General description

Sancycline is an antibioitic which belongs to the class of compounds known as tetracycline antibiotics. It is a semisynthetic derivative of naturally occurring tetracycline and is used in the treatment of bacterial infections caused by susceptible organisms. Sancycline is active against a wide range of Gram-positive and Gram-negative bacteria, as well as atypical bacteria such as Mycoplasma and Chlamydia species.

Biochem/physiol Actions

Sancycline inhibits bacterial protein synthesis by binding to the 30S subunit of the bacterial ribosome. Specifically, it binds to the A site of the ribosome and blocks the attachment of aminoacyl-tRNA molecules to the ribosome, which is necessary for the addition of new amino acids to the growing polypeptide chain. This ultimately leads to the inhibition of bacterial protein synthesis and bacterial death.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000476814
0000476814

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