293512

Sigma-Aldrich

7-Hydroxy-3,4,8-trimethylcoumarin

97%

Empirical Formula (Hill Notation):
C12H12O3
CAS Number:
Molecular Weight:
204.22
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

assay

97%

mp

278-280 °C (lit.)

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

Packaging

5 g in glass bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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