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Merck

O3125

Ouabain octahydrate

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

동의어(들):

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

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제품정보 (DICE 배송 시 비용 별도)

실험식(Hill 표기법):
C29H44O12 · 8H2O
CAS 번호:
11018-89-6
Molecular Weight:
728.77
NACRES:
NA.77
PubChem Substance ID:
24278610
UNSPSC Code:
12352200
EC Number:
211-139-3
MDL number:
MFCD00149240
Beilstein/REAXYS Number:
101712

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제품 이름

Ouabain octahydrate, ≥95% (HPLC), powder

InChI key

TYBARJRCFHUHSN-DMJRSANLSA-N

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

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

biological source

plant seeds (Strophantus gratus)

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

Quality Level

200

Gene Information

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

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관련 카테고리

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

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.
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).

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.

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

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

저장 등급

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

wgk

WGK 3

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시험 성적서(COA)

Lot/Batch Number
BCCG9659
BCCG4685
BCCF7319
BCCF3733
BCCD9877

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특정 버전이 필요한 경우 로트 번호나 배치 번호로 특정 인증서를 찾을 수 있습니다.

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문서 라이브러리에서 최근에 구매한 제품에 대한 문서를 찾아보세요.

문서 라이브러리 방문

Male sex is associated with a reduced alveolar epithelial sodium transport
Kaltofen T, et al.
PLoS ONE, 10(8), e0136178-e0136178 (2015)
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+
Narakorn Khunweeraphong et al.
Scientific reports, 7(1), 13767-13767 (2017-10-25)
The human ABC transporter ABCG2 (Breast Cancer Resistance Protein, BCRP) is implicated in anticancer resistance, in detoxification across barriers and linked to gout. Here, we generate a novel atomic model of ABCG2 using the crystal structure of ABCG5/G8. Extensive mutagenesis
Juliana Sorraila de Oliveira et al.
Neurotoxicology, 57, 241-250 (2016-11-05)
The present study aimed to investigate the effects of berberine (BRB) on spatial and learning memory, anxiety, acetylcholinesterase activity and cell death in an experimental model of intracerebroventricular streptozotocin (ICV-STZ) induced sporadic Alzheimer's-like dementia. Sixty male Wistar rats were randomly
Gill ATPase activities of silver perch, Bidyanus bidyanus (Mitchell), and golden perch, Macquaria ambigua (Richardson): effects of environmental salt and ammonia
Alam Mostafa and Frankel Theresa L
Aquaculture (Amsterdam, Netherlands), 251(1), 118-133 (2006)
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Discover Bioactive Small Molecules for ADME/Tox

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