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54274

Sigma-Aldrich

Chelidonin

≥97.0% (HPLC)

Synonym(e):

Stylophorin

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About This Item

Empirische Formel (Hill-System):
C20H19NO5
CAS-Nummer:
476-32-4
Molekulargewicht:
353.37
EG-Nummer:
207-504-1
MDL-Nummer:
MFCD00069660
UNSPSC-Code:
12352202
PubChem Substanz-ID:
329758025
NACRES:
NA.77

Qualitätsniveau

100

Assay

≥97.0% (HPLC)

Form

solid

Verunreinigungen

~5% water

Lagertemp.

2-8°C

SMILES String

[H][C@]12[C@@H](O)Cc3cc4OCOc4cc3[C@@]1([H])N(C)Cc5c6OCOc6ccc25

InChI

1S/C20H19NO5/c1-21-7-13-11(2-3-15-20(13)26-9-23-15)18-14(22)4-10-5-16-17(25-8-24-16)6-12(10)19(18)21/h2-3,5-6,14,18-19,22H,4,7-9H2,1H3/t14-,18-,19+/m0/s1

InChIKey

GHKISGDRQRSCII-ZOCIIQOWSA-N

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Biochem./physiol. Wirkung

Inhibits tubulin polymerisation (IC50=24 μM), thereby disrupting microtubule structure in cells and inducing a G2/M mitotic arrest.

Verpackung

Bottomless glass bottle. Contents are inside inserted fused cone.

Piktogramme

Skull and crossbones
GHS06

Signalwort

Danger

H-Sätze

H301 + H331

Gefahreneinstufungen

Acute Tox. 3 Inhalation - 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

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
BCCD7509
BCBZ6536
BCBF0551V
BCBV3780
BCBQ5285V

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Die Dokumentenbibliothek aufrufen

Alex Philchenkov et al.
Toxicology in vitro : an international journal published in association with BIBRA, 22(2), 287-295 (2007-11-21)
Apoptogenic and DNA damaging effects of chelidonine (CHE) and sanguinarine (SAN), two structurally related benzophenanthridine alkaloids isolated from Chelidonium majus L. (Papaveraceae), were compared. Both alkaloids induced apoptosis in human acute T-lymphoblastic leukaemia MT-4 cells. Apoptosis induction by CHE and
G Grynkiewicz et al.
European journal of medicinal chemistry, 36(11-12), 951-960 (2002-01-05)
A group of 11 derivatives of chelidonine was obtained by acylations and/or alkylations of the secondary hydroxyl group with the aim of testing their biological activity. This paper focuses on the new derivatives influence on CNS in mice. The highest
Mahmoud Zaki El-Readi et al.
Phytomedicine : international journal of phytotherapy and phytopharmacology, 20(3-4), 282-294 (2012-12-15)
Cancer cells often develop multidrug resistance (MDR) which is a multidimensional problem involving several mechanisms and targets. This study demonstrates that chelidonine and an alkaloid extract from Chelidonium majus, which contains protoberberine and benzo[c]phenanthridine alkaloids, has the ability to overcome
Zhi Hong Zhang et al.
Phytotherapy research : PTR, 32(1), 65-75 (2017-10-19)
Nuclear factor kappa-light-chain-enhancer of activated B cells (NF-κB) is a complex that regulates several hundreds of genes, including those involved in immunity and inflammation, survival, proliferation, and the negative feedback of NF-κB signaling. Chelidonine, a major bioactive, isoquinoline alkaloid ingredient
Yit-Lai Chow et al.
Scientific reports, 6, 38129-38129 (2016-12-06)
Lipid metabolism modulation is a main focus of metabolic syndrome research, an area in which many natural and synthetic chemicals are constantly being screened for in vitro and in vivo activity. Berberine, a benzylisoquinoline plant alkaloid, has been extensively investigated
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