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Merck

SMB01010

Sigma-Aldrich

Marrubiin

≥90% (LC/MS-ELSD)

Synonym(e):

(1R,4S,8S,9R,10R,12R)-9-[2-(furan-3-yl)ethyl]-9-hydroxy-4,8,10-trimethyl-2-oxatricyclo[6.3.1.04,12]dodecan-3-one

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About This Item

Empirische Formel (Hill-System):
C20H28O4
CAS-Nummer:
Molekulargewicht:
332.43
MDL-Nummer:
UNSPSC-Code:
12352205
NACRES:
NA.25

Biologische Quelle

plant

Assay

≥90% (LC/MS-ELSD)

Form

solid

Mol-Gew.

332.43

Anwendung(en)

metabolomics
vitamins, nutraceuticals, and natural products

Lagertemp.

−20°C

InChI

1S/C20H28O4/c1-13-11-15-16-18(2,17(21)24-15)7-4-8-19(16,3)20(13,22)9-5-14-6-10-23-12-14/h6,10,12-13,15-16,22H,4-5,7-9,11H2,1-3H3/t13-,15-,16+,18+,19+,20-/m1/s1

InChIKey

HQLLRHCTVDVUJB-OBHOOXMTSA-N

Allgemeine Beschreibung

Marrubiin is a labdanoid lactone commonly derived from Marrubium Sp. plants, including M. globosum, M. alysson, M. vulgare, and M. anisodon. Existing research suggests that this plant-derived metabolite possesses various biological properties, including antioxidant, antifungal, gastroprotective, immunomodulatory, cardioprotective, anti-diabetic, and analgesic activities.

Anwendung

It is a natural product derived from plant source that finds application in compound screening libraries, metabolomics, phytochemical, and pharmaceutical research.

Biochem./physiol. Wirkung

Based on existing research, Marrubiin has demonstrated the ability to inhibit the production of pro-inflammatory cytokines and reduce the activity of enzymes involved in oxidative stress. Additionally, it has been observed to lower blood pressure and provide protection against ischemic heart injury.

Leistungsmerkmale und Vorteile

  • High quality compound suitable for multiple research applications
  • Compatible with HPLC and mass spectrometry techniques

Sonstige Hinweise

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Piktogramme

Skull and crossbones

Signalwort

Danger

H-Sätze

Gefahreneinstufungen

Acute Tox. 3 Oral

Lagerklassenschlüssel

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


Analysenzertifikate (COA)

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Die Dokumentenbibliothek aufrufen

C Meyre-Silva et al.
Farmaco (Societa chimica italiana : 1989), 60(4), 321-326 (2005-04-26)
Marrubiin, a furane labdane diterpene, is the main analgesic compound present in Marrubium vulgare, a medicinal plant used in Brazil and other countries to treat several ailments. Considering its important pharmacological action, as well as its high yield, some structural

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