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SML1309

SQ109

Name: SQ109
Brand: SIGMA

≥98% (HPLC), Antibiotic, oil

别名:

N-[(2E)-3,7-Dimethyl-2,6-octadienyl]-N′-tricyclo[3.3.1.13,7]dec-2-yl-1,2-ethanediamine, N-[(2E)-3,7-dimethyl-2,6-octadienyl]-NŒ-tricyclo[3.3.1.13,7]dec-2-yl-1,2-ethanediamine, NSC 722041

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关于此项目

经验公式（希尔记法）:

C₂₂H₃₈N₂

化学文摘社编号:

502487-67-4

分子量:

330.55

UNSPSC Code:

12352200

PubChem Substance ID:

329825775

NACRES:

NA.77

Assay:

≥98% (HPLC)

Form:

oil

Quality level:

100

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属性

产品名称

SQ109, ≥98% (HPLC)

Quality Level

100

assay

≥98% (HPLC)

form

oil

color

colorless to yellow

storage temp.

2-8°C

SMILES string

C/C(CCC=C(C)C)=C\CNCCNC1[C@@H]2C[C@@H]3C[C@H]1C[C@H](C2)C3

InChI

1S/C22H38N2/c1-16(2)5-4-6-17(3)7-8-23-9-10-24-22-20-12-18-11-19(14-20)15-21(22)13-18/h5,7,18-24H,4,6,8-15H2,1-3H3/b17-7+

InChI key

JFIBVDBTCDTBRH-REZTVBANSA-N

说明

General description

SQ109 is a 1,2-ethylenediamine, which is related to ethambutol.

Application

SQ109 has been used:

as an antitubercular agent to study its interactions with mycobacterial membrane proteins large 3 (MmpL3) binding pocket
as a positive control to determine the minimum inhibitory concentration (MIC) of ohmyungsamycins (OMS) A and B against Mycobacterium tuberculosis (Mtb) using the resazurin microtiter assay (REMA) plate method
as an inhibitor of MmpL3 to explore the utility of mycobacterial CRISPR interference for validating target gene essentiality and compound mode of action

Biochem/physiol Actions

SQ109 exhibits activity against Helicobacter pylori and the fungi Candida albicans. It might also possess anti-bacterial activity.

Antitubercular; Inhibitor of MmpL3, a mycolic acid transporter required for incorporation of mycolic acid into the Mycobacterium tuberculosis cell wall.

SQ109 is an antitubercular developed for the treatment of multidrug-resistant tuberculosis (MDR-TB). SQ109 inhibits the activity of MmpL3, a mycolic acid transporter required for incorporation of mycolic acid into the Mycobacterium tuberculosis cell wall.

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

0000418363

0000240740

0000230092

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Multiple Mutations in Mycobacterium tuberculosis MmpL3 Increase Resistance to MmpL3 Inhibitors.

Matthew B McNeil et al.

mSphere, 5(5) (2020-10-16)

The Mycobacterium tuberculosis protein MmpL3 performs an essential role in cell wall synthesis, since it effects the transport of trehalose monomycolates across the inner membrane. Numerous structurally diverse pharmacophores have been identified as inhibitors of MmpL3 largely based on the

Discovery and development of SQ109: a new antitubercular drug with a novel mechanism of action.

Katherine A Sacksteder et al.

Future microbiology, 7(7), 823-837 (2012-07-26)

Existing drugs have limited efficacy against the rising threat of drug-resistant TB, have significant side effects, and must be given in combinations of four to six drugs for at least 6 months for drug-sensitive TB and up to 24 months

Utilization of CRISPR Interference To Validate MmpL3 as a Drug Target in Mycobacterium tuberculosis.