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293512

Sigma-Aldrich

7-Hydroxy-3,4,8-trimethylcoumarin

97%

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About This Item

Empirical Formula (Hill Notation):
C12H12O3
CAS Number:
Molecular Weight:
204.22
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

97%

mp

278-280 °C (lit.)

functional group

ester

SMILES string

CC1=C(C)c2ccc(O)c(C)c2OC1=O

InChI

1S/C12H12O3/c1-6-7(2)12(14)15-11-8(3)10(13)5-4-9(6)11/h4-5,13H,1-3H3

InChI key

GNBLUSRSAGXTJN-UHFFFAOYSA-N

General description

7-Hydroxy-3,4,8-trimethylcoumarin is an inhibitor of melanin production.

Application

7-Hydroxy-3,4,8-trimethylcoumarin has been used:
  • to investigate the effect of melanin inhibiting compounds on mycelial pigmentation of Aspergillus bridgeri grown on potato dextrose agar
  • in the preparation of 7-ethynyl-3,4,8-trimethylcoumarin

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

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


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Jiawang Liu et al.
Chemical research in toxicology, 25(5), 1047-1057 (2012-03-27)
To discover new selective mechanism-based P450 inhibitors, eight 7-ethynylcoumarin derivatives were prepared through a facile two-step synthetic route. Cytochrome P450 activity assays indicated that introduction of functional groups in the backbone of coumarin could enhance the inhibition activities toward P450s
C Ganesh Kumar et al.
Letters in applied microbiology, 53(3), 350-358 (2011-07-06)
The aim of the study is to isolate and characterize a melanin pigment from a new strain of Aspergillus bridgeri isolated from rhizosphere soil of Eucalyptus tree and to investigate its antioxidant activity. The extracellular pigment was alkali soluble, acid-resistant

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