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SML3082

Sigma-Aldrich

Demethylwedelolactone

≥98% (HPLC)

Synonym(s):

1,3,8,9-Tetrahydroxy-6H-benzofuro[3,2-c][1]benzopyran-6-one, 1,3,8,9-Tetrahydroxy-6H-benzofuro[3,2-c]chromen-6-one; 1,3,8,9-Tetrahydroxycoumestan, Desmethylwedelolactone, Norwedelolactone

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About This Item

Empirical Formula (Hill Notation):
C15H8O7
CAS Number:
6468-55-9
Molecular Weight:
300.22
MDL number:
MFCD09264645
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to green

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

SMILES string

O=C1OC2=C(C(O)=CC(O)=C2)C3=C1C4=C(O3)C=C(O)C(O)=C4

InChI

1S/C15H8O7/c16-5-1-9(19)13-11(2-5)22-15(20)12-6-3-7(17)8(18)4-10(6)21-14(12)13/h1-4,16-19H

InChI key

LUTYTNLPIUCKBJ-UHFFFAOYSA-N

Biochem/physiol Actions

Demethylwedelolactone is a coumestan extracted from Eclipta alba that exhibits numerous biological activities including anti-inflammatory and hepato-protective. Demethylwedelolactone inhibits MDA-MB-231 breast cancer cells motility and invasiveness. It suppresses the metastasis and lung colonization of the tumor cells in the nude mice. Both demethylwedelolactone and wedelolactone appear to attenuate cigarette smoking extract induced inflammation through blockade of autophagy flux in respiratory epithelial cells.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Shumin Ding et al.
Frontiers in pharmacology, 9, 107-107 (2018-03-09)
Excessive autophagy plays a crucial role in cigarette smoking extract (CSE)-induced inflammation response and oxidative damage of respiratory epithelial cells. The components from Eclipta prostrata L. (CCE) have been shown to be beneficial for CSE-induced epithelial cells injury. However, whether
K Satheesh Naik et al.
Maedica, 13(3), 217-222 (2019-09-07)
The hepatic injury due to oxidative stress was ameliorated through administration of an aqueous extract of Eclipta alba leaves and suggested that wedelolactone and demethylwedelolactone were the possible components of Eclipta alba behind the protective effect on liver as well
Yean-Jang Lee et al.
European journal of medicinal chemistry, 56, 361-367 (2012-08-29)
The anticancer properties of demethylwedelolactone (DWEL) and wedelolactone (WEL), which are naturally occurring coumestans, have not been well characterized. In this study, we investigated the anti-invasive effects of synthetic WEL and DWEL on human MDA-MB-231 breast cancer cells. We found

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