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Key Documents

U6756

Sigma-Aldrich

U-73122 hydrate

powder

Synonym(s):

1-[6-[((17β)-3-Methoxyestra-1,3,5[10]-trien-17-yl)amino]hexyl]-1H-pyrrole-2,5-dione

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About This Item

Empirical Formula (Hill Notation):
C29H40N2O3 · xH2O
CAS Number:
Molecular Weight:
464.64 (anhydrous basis)
MDL number:
UNSPSC Code:
41106300
PubChem Substance ID:
NACRES:
NA.77

Assay

≥97.5% (HPLC)

form

powder

color

off-white

solubility

ethanol: ~0.7 mg/mL
DMSO: ~0.9 mg/mL
chloroform: ~10 mg/mL
DMSO: ≤2.6 mg/mL (Achieved with heating.)
ethanol: ≤5 mg/mL (Achieved with heating.)
H2O: insoluble

storage temp.

room temp

SMILES string

O.COc1ccc2C3CC[C@]4(C)[C@H](CCC4C3CCc2c1)NCCCCCCN5C(=O)C=CC5=O

InChI

1S/C29H40N2O3.H2O/c1-29-16-15-23-22-10-8-21(34-2)19-20(22)7-9-24(23)25(29)11-12-26(29)30-17-5-3-4-6-18-31-27(32)13-14-28(31)33;/h8,10,13-14,19,23-26,30H,3-7,9,11-12,15-18H2,1-2H3;1H2/t23-,24-,25+,26+,29+;/m1./s1

InChI key

WCOYJDRCHHGMRK-BDEPKWELSA-N

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Application

U-73122 hydrate has been used for studying the role of phospholipase C (PLC) signaling in modulating epithelial Na+ channel (ENaC) function in gerbil Reissner′s membranes (RMs). U-73122 has also been used to study local calcium responses in human umbilical vein endothelial cells (HUVECs).

Biochem/physiol Actions

Inhibits the hydrolysis of PPI to IP3, which leads to a decrease in cytosolic free calcium. Inhibits the coupling of G protein-phospholipase C activation, while remaining unaffected by production of cAMP.

Features and Benefits

This compound is featured on the Phospholipase C page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Preparation Note

U-73122 hydrate is soluble in ethanol (approx. 0.7 mg/ml or ≤ 5 mg/ml with heating), chloroform (approx. 10 mg/ml) and DMSO (approx. 0.9 mg/ml or ≤ 2.6 mg/ml with heating). U-73122 hydrate is insoluble in water.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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