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S1825

Sigma-Aldrich

S32826 disodium salt hydrate

≥98% (HPLC)

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Synonym(s):
[4-(Tetradecanoylamino)benzyl]phosphonic acid disodium salt hydrate
Empirical Formula (Hill Notation):
C21H34NNa2O4P · xH2O
CAS Number:
Molecular Weight:
441.45 (anhydrous basis)
MDL number:
PubChem Substance ID:
NACRES:
NA.25

Quality Level

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white

solubility

H2O: ≥10 mg/mL

storage temp.

−20°C

SMILES string

[Na+].[Na+].CCCCCCCCCCCCCC(=O)Nc1ccc(CP([O-])([O-])=O)cc1

InChI

1S/C21H36NO4P.2Na/c1-2-3-4-5-6-7-8-9-10-11-12-13-21(23)22-20-16-14-19(15-17-20)18-27(24,25)26;;/h14-17H,2-13,18H2,1H3,(H,22,23)(H2,24,25,26);;/q;2*+1/p-2

InChI key

DGRFALMFDGBLCP-UHFFFAOYSA-L

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T4580P0039N183
vibrant-m

S1825

S32826 disodium salt hydrate

vibrant-m

T4580

Tiludronate disodium salt hydrate

vibrant-m

P0039

PHPS1 sodium salt hydrate

vibrant-m

N183

NBQX disodium salt hydrate

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

form

powder

form

powder

form

solid

form

lyophilized powder

storage condition

desiccated

storage condition

desiccated

storage condition

desiccated

storage condition

desiccated

color

white

color

white to off-white

color

red

color

, brown to dark red-brown

solubility

H2O: ≥10 mg/mL

solubility

H2O: >10 mg/mL, clear

solubility

DMSO: 10 mg/mL, clear (warmed)

solubility

H2O: >10 mg/mL

Application

S32826, a potent inhibitor of autotaxin (ATX), may be used to identify and characterize the lyso-phospholipase D (lysoPLD, ATX) involved in bioactive lyso-phosphatidic acid (LPA) formation. S32826 may be used to help determine the role of ATX in malignant cell processes such as tumorigenesis, invasion, and metastases; cardia bifida and atherosclerosis.

Biochem/physiol Actions

S32826 is a potent inhibitor of autotaxin. Autotaxin is a newly discovered lyso-phospholipase D (lysoPLD). Autotaxin and lyso-phosphatidic acid (LPA) have been associated with early cancer progression and motility of cancer cells as well as with metastasis. Because of localization (adipose tissue), the enzyme might play an important role in diabetes and obesity. Autotaxin might be the only source of LPA. S32826 is the strongest inhibitor of autotaxin reported. The compound shows activity in cellular or ex vivo models.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Padma Iyer et al.
PloS one, 7(8), e42627-e42627 (2012-08-24)
Primary open-angle glaucoma is the second leading cause of blindness in the United States and is commonly associated with elevated intraocular pressure (IOP) resulting from diminished aqueous humor (AH) drainage through the trabecular pathway. Developing effective therapies for increased IOP
Yoshinori Okamoto et al.
Toxicology letters, 288, 65-70 (2018-02-20)
Estrogen is reported to be involved in mammary tumorigenesis. To unveil metabolic signatures for estrogen-induced mammary tumorigenesis, we carried out serum metabolomic analysis in an estrogen-induced mammary tumor model, female August Copenhagen-Irish/Segaloff (ACI/Seg) rats, using liquid chromatography-mass spectrometry. In contrast
Guowei Jiang et al.
Bioorganic & medicinal chemistry letters, 21(17), 5098-5101 (2011-04-15)
Autotaxin (ATX) is an attractive target for the anticancer therapeutics that inhibits angiogenesis, invasion and migration. ATX is an extracellular lysophospholipase D that hydrolyzes lysophosphatidylcholine to form the bioactive lipid lysophosphatidic acid. The aromatic phosphonate S32826 was the first described
Anja Pucer et al.
Molecular cancer, 12(1), 111-111 (2013-09-28)
Alterations in lipid metabolism are inherent to the metabolic transformations that support tumorigenesis. The relationship between the synthesis, storage and use of lipids and their importance in cancer is poorly understood. The human group X secreted phospholipase A2 (hGX sPLA2)

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