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SML1557

Sigma-Aldrich

LP99

≥98% (HPLC)

Synonym(s):

(2R,3S)-LP99, N-(2R,3S)-2-(4-Chlorophenyl)-1-(1,4-dimethyl-2-oxo-1,2-dihydroquinolin-7-yl)-6-oxopiperidin-3-yl)-2-methylpropane-1-sulfonamide

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About This Item

Empirical Formula (Hill Notation):
C26H30ClN3O4S
CAS Number:
1808951-93-0
Molecular Weight:
516.05
MDL number:
MFCD28969655
UNSPSC Code:
12352202
PubChem Substance ID:
329825963
NACRES:
NA.77

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 10 mg/mL, clear

storage temp.

2-8°C

SMILES string

CC(C1=CC=C(N2C(CC[C@H](NS(=O)(CC(C)C)=O)[C@H]2C3=CC=C(Cl)C=C3)=O)C=C1N4C)=CC4=O

InChI

1S/C26H30ClN3O4S/c1-16(2)15-35(33,34)28-22-11-12-24(31)30(26(22)18-5-7-19(27)8-6-18)20-9-10-21-17(3)13-25(32)29(4)23(21)14-20/h5-10,13-14,16,22,26,28H,11-12,15H2,1-4H3/t22-,26+/m0/s1

InChI key

LVDRREOUMKACNJ-BKMJKUGQSA-N

Biochem/physiol Actions

LP99 is a potent and selective bromodomain BRD9 and BRD7 inhibitor with a higher potency for BRD9 (Kd = 99 nM) than for BRD7 (Kd = 909 nM), and no inhibition for any of the 48 other BRDs tested. LP99 was shown to disrupt BRD7 and BRD9 binding to chromatin in cells. LP99 also inhibited interleukin 6 (IL-6) secretion, suggesting that BRD7/9 plays a role in the regulation of pro-inflammatory cytokine secretion. LP99 is not cell cytotoxic up to 25 μM. For full characterization details, please visit the LP99 probe summary on the Structural Genomics Consortium (SGC) website.

To learn about other SGC chemical probes for epigenetic targets, visit sigma.com/sgc

Features and Benefits

LP99 is an epigenetic chemical probe available through a partnership with the Structural Genomics Consortium (SGC). To learn more and view other SGC epigenetic probes, visit sigma.com/SGC.
This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Other Notes

LP99 has been expertly reviewed and recommended by the Chemical Probes Portal. For more information, please visit the LP99 probe summary on the Chemical Probes Portal website.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Articles

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