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Merck
CN

SML1570

Arglabin

≥98% (HPLC)

Synonym(s):

(3aR,4aS,6aS,9aS,9bR)-5,6,6a,7,9a,9b-Hexahydro-1,4a-dimethyl-7-methylene-3H-oxireno[8,8a]azuleno[4,5-b]furan-8(4aH)-one, 1(R),10(S)-Epoxy-5(S),5(S),7(S)-guaia-3(4),11(13)-dien-6,12-olide

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About This Item

Empirical Formula (Hill Notation):
C15H18O3
CAS Number:
84692-91-1
Molecular Weight:
246.30
UNSPSC Code:
12352200
NACRES:
NA.77

Key Documents

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SMILES string

O1[C@@]32[C@@]1(CC[C@@H]4[C@H](OC(=O)C4=C)[C@@H]3C(=CC2)C)C

InChI

1S/C15H18O3/c1-8-4-7-15-11(8)12-10(9(2)13(16)17-12)5-6-14(15,3)18-15/h4,10-12H,2,5-7H2,1,3H3/t10-,11-,12-,14-,15+/m0/s1

InChI key

UVJYAKBJSGRTHA-ZCRGAIPPSA-N

biological source

semisynthetic (from parthenolide)

assay

≥98% (HPLC)

form

powder

storage condition

protect from light

color

white to beige

storage temp.

−20°C

Quality Level

100

Biochem/physiol Actions

Arglabin is a natural product with antitumor and anti-inflammatory activity. Arglabin competitively inhibits the binding of farnesyl diphosphate to farnesyl transferase (FTase), preventing the activation of RAS proto-oncogene by preventing the incorporation of farnesyl pyrophosphate into human H-ras proteins. Arglabin is also an inhibitor of the NLRP3 inflammasome. Arglabin reduces inflammation and plasma lipids and has shown a marked reduction in atherosclerotic lesions.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
046M4755V

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Yang Liu et al.
OncoTargets and therapy, 13, 2047-2055 (2020-03-27)
Epithelial membrane protein 1 (EMP1), a member of the EMP family, is overexpressed in a large number of tumors and is thought to be a cellular connexin on the cell membrane and is involved in proliferation, invasion, metastasis of tumor

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