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246573

Sigma-Aldrich

6,7-Dihydroxycoumarin

98%

Synonym(s):

Cichorigenin, Esculetin

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About This Item

Empirical Formula (Hill Notation):
C9H6O4
CAS Number:
305-01-1
Molecular Weight:
178.14
Beilstein/REAXYS Number:
152788
EC Number:
206-161-5
MDL number:
MFCD00006874
UNSPSC Code:
12162002
PubChem Substance ID:
24854815
NACRES:
NA.23

Quality Level

100

assay

98%

form

powder

mp

271-273 °C (lit.)

SMILES string

Oc1cc2OC(=O)C=Cc2cc1O

InChI

1S/C9H6O4/c10-6-3-5-1-2-9(12)13-8(5)4-7(6)11/h1-4,10-11H

InChI key

ILEDWLMCKZNDJK-UHFFFAOYSA-N

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Related Categories

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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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Chen Wang et al.
Journal of neurochemistry, 121(6), 1007-1013 (2012-03-31)
Previous studies have demonstrated that a natural coumarin compound esculetin (Esc) possesses antioxidant, anti-tumor, and anti-inflammation activities and rescues cultured primary neurons from NMDA toxicity. In this study, we investigated the neuroprotective effects of Esc on cerebral ischemia/reperfusion (I/R) injury
Aline Witaicenis et al.
Chemico-biological interactions, 186(2), 211-218 (2010-04-13)
Coumarins comprise a broad class of phenolic compounds that influences the formation and scavenging of reactive oxygen species and the processes involving free radical-mediated injury. In light of the antioxidant and anti-inflammatory properties of esculetin and 4-methylesculetin, the aim of
Sudhakar R Subramaniam et al.
Toxicology and applied pharmacology, 250(2), 130-136 (2010-10-12)
Esculetin (6,7-dihydroxy coumarin), is a potent antioxidant that is present in several plant species. The aim of this study was to investigate the mechanism of protection of esculetin in human hepatoma HepG2 cells against reactive oxygen species (ROS) induced by
Li-Wen Tian et al.
Journal of natural products, 72(6), 1057-1060 (2009-05-09)
Five new 7-O-methylkaempferol and -quercetin glycosides, namely, nervilifordins A-E (1-5), were isolated from the whole plant of Nervilia fordii, together with seven known flavonoids (6, 7, and 9-13) and one known coumarin (8). Their structures were elucidated on the basis
Eun-Sun Yun et al.
Toxicology in vitro : an international journal published in association with BIBRA, 25(7), 1335-1342 (2011-05-24)
The phenolic compound esculetin is known to inhibit the proliferation of vascular smooth muscle cells (VSMC). However, the signaling pathway by which esculetin mediates its molecular effects in VSMC remains to be identified. The present results suggest an unexpected role
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