Saltar al contenido
Merck

Documentos clave

Ver Toda la documentación

O3125

Ouabain octahydrate

From plant seeds (Strophantus gratus), ≥95% (HPLC), steroid hormone, powder

Sinónimos:

1β,3β,5β,11α,14,19-Hexahydroxycard-20(22)-enolide 3-(6-deoxy-α-L-mannopyranoside), Acocantherine, G-Strophanthin

Iniciar sesión para ver los precios por organización y contrato.

Seleccione un Tamaño

Cambiar Vistas

Acerca de este artículo

Fórmula empírica (notación de Hill):
C29H44O12 · 8H2O
Número CAS:
11018-89-6
Peso molecular:
728.77
NACRES:
NA.77
PubChem Substance ID:
24278610
UNSPSC Code:
12352200
EC Number:
211-139-3
MDL number:
MFCD00149240
Beilstein/REAXYS Number:
101712
Assay:
≥95% (HPLC)
Form:
powder
Quality level:
200
Servicio técnico
¿Necesita ayuda? Nuestro equipo de científicos experimentados está aquí para ayudarle.
Permítanos ayudarle

Nombre del producto

Ouabain octahydrate, ≥95% (HPLC), powder

biological source

plant seeds (Strophantus gratus)

Quality Level

200

assay

≥95% (HPLC)

form

powder

optical activity

[α]25/D −31 to −32.5° in H2O(lit.)

impurities

~8 mol/mol water

color

white

mp

260 °C

solubility

H2O: 10 mg/mL (cold), ethanol: 10 mg/mL, H2O: 50 mg/mL (hot)

ε (extinction coefficient)

15.5 at 220 nm in H2O at 1 mM

storage temp.

room temp

SMILES string

O.O.O.O.O.O.O.O.C[C@@H]1O[C@@H](O[C@H]2C[C@@H](O)[C@]3(CO)[C@H]4[C@H](O)C[C@]5(C)[C@H](CC[C@]5(O)[C@@H]4CC[C@]3(O)C2)C6=CC(=O)OC6)[C@H](O)[C@H](O)[C@H]1O

InChI

1S/C29H44O12.8H2O/c1-13-22(34)23(35)24(36)25(40-13)41-15-8-19(32)28(12-30)21-17(3-5-27(28,37)9-15)29(38)6-4-16(14-7-20(33)39-11-14)26(29,2)10-18(21)31;;;;;;;;/h7,13,15-19,21-25,30-32,34-38H,3-6,8-12H2,1-2H3;8*1H2/t13-,15-,16+,17+,18+,19+,21+,22-,23+,24+,25-,26+,27-,28+,29-;;;;;;;;/m0......../s1

InChI key

TYBARJRCFHUHSN-DMJRSANLSA-N

Gene Information

human ... ATIC(471)
rat ... Atp1b1(25650)

General description

Ouabain is a steroid hormone, naturally present in mammals.

Application

Ouabain octahydrate has been used:
  • to determine the effect of salt and ammonia in the external environment on the rate of activity of Na+ /K+ in either silver or golden perch
  • in the basolateral compartment to induce maximal baseline short-circuit current in rat fetal distal lung epithelial (FDLE) cells
  • as an Na+/K+ ATPase inhibitor to study the relation between blister formation and adenosine triphosphate (ATP) dependent maintenance of plasma membrane homeostasis

Biochem/physiol Actions

Ouabain has its specific binding site on integral proteins of the plasma membrane. Heart disease is treated using ouabain derivatives. Increased ouabain production is observed during exercise in humans. Abnormally high levels of ouabain are indicated in congestive heart failure and hypertension. Ouabain signalling affects intracellular calcium levels, which is known to activate nuclear factor κB (NFκB).
Cardiac glycoside, inhibits Na(+)/K(+) ATPase, regulates transcription of MDR (increase, Pgp) and MRP (increase MRP1 and decrease CFTR, cyctic fibrosis transport receptor or cAMP-activated Cl- channel) genes, also alters localization of MRP1. Ouabain resistance is associated with appearance of Na(+)/K(+) ATPase isoforms with low binding affinity.

Features and Benefits

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Disclaimer

Aqueous solutions can be autoclaved.

Still not finding the right product?

Explore all of our products under

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 1 Oral - Acute Tox. 3 Inhalation - STOT RE 2

Clase de almacenamiento

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

Elija entre una de las versiones más recientes:

Certificados de análisis (COA)

Lot/Batch Number
BCCP3449
BCCP0141
BCCN3412
BCCM1642
BCCJ7417

¿No ve la versión correcta?

Si necesita una versión concreta, puede buscar un certificado específico por el número de lote.

Busque por un COA

¿Ya tiene este producto?

Encuentre la documentación para los productos que ha comprado recientemente en la Biblioteca de documentos.

Visite la Librería de documentos

Maria A Lim et al.
Frontiers in pharmacology, 8, 818-818 (2017-12-01)
Despite a broad spectrum of anti-arthritic drugs currently on the market, there is a constant demand to develop improved therapeutic agents. Efficient compound screening and rapid evaluation of treatment efficacy in animal models of rheumatoid arthritis (RA) can accelerate the
Depletion of the central metabolite NAD leads to oncosis mediated cell death
Del Nagro CX, et al.
The Journal of biological chemistry, jbc-M114 (2014)
M Juhaszova et al.
Proceedings of the National Academy of Sciences of the United States of America, 94(5), 1800-1805 (1997-03-04)
Three isoforms (alpha1, alpha2, and alpha3) of the catalytic (alpha) subunit of the plasma membrane (PM) Na+ pump have been identified in the tissues of birds and mammals. These isoforms differ in their affinities for ions and for the Na+
Ver todos los artículos relacionados