4-methyl daphnetin
2H-1-benzopyran-2-one, 7,8-dihydroxy-4-methyl- (9CI)
 
Notes:
None found
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      Product(s):
      2107-77-9 7,8-Dihydroxy-4-methylcoumarin >98%
       
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      Product(s):
      D4793 7,8-Dihydroxy-4-methylcoumarin >98.0%(GC)(T)
       
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CAS Number: 2107-77-9Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg: 218-290-4
Nikkaji Web: J67.674H
Beilstein Number: 0177613
MDL: MFCD00016972
XlogP3-AA: 1.10 (est)
Molecular Weight: 192.17056000
Formula: C10 H8 O4
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Flash Point: 32.00 °F. TCC ( 0.00 °C. ) (est)
Soluble in:
 water, 2.097e+004 mg/L @ 25 °C (est)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
Alfa Biotechnology
For experimental / research use only.
7,8-Dihydroxy-4-methylcoumarin 98%
BOC Sciences
For experimental / research use only.
7,8-Dihydroxy-4-methylcoumarin >98%
ExtraSynthese
For experimental / research use only.
4-Methyldaphnetin (HPLC) ≥95%
Santa Cruz Biotechnology
For experimental / research use only.
7,8-Dihydroxy-4-methylcoumarin
Sigma-Aldrich: Aldrich
For experimental / research use only.
7,8-Dihydroxy-4-methylcoumarin 97%
TCI AMERICA
For experimental / research use only.
7,8-Dihydroxy-4-methylcoumarin >98.0%(GC)(T)
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Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
intravenous-mouse LD50  180 mg/kg
U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#04864,

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: natural substances and extractives
Recommendation for 4-methyl daphnetin usage levels up to:
 not for fragrance use.
 
Recommendation for 4-methyl daphnetin flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 5355836
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 7,8-dihydroxy-4-methylchromen-2-one
Chemidplus: 0002107779
RTECS: GN6385000 for cas# 2107-77-9
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References:
 7,8-dihydroxy-4-methylchromen-2-one
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 5355836
Pubchem (sid): 134982189
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEMBL: View
HMDB (The Human Metabolome Database): Search
Export Tariff Code: 2932.20.0500
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 found in nature
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Synonyms:
2H-1-benzopyran-2-one, 7,8-dihydroxy-4-methyl- (9CI)
 coumarin, 7,8-dihydroxy-4-methyl-
7,8-dihydroxy-4-methyl-2-benzopyrone
7,8-dihydroxy-4-methyl-2H-1-benzopyran-2-one
7,8-dihydroxy-4-methylchromen-2-one
7,8-dihydroxy-4-methylcoumarin
4-methyl-7,8-dihydroxycoumarin
4-methyldaphnetin
4-methyldaphnetine
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Articles:
PubMed: DNA cleavage, antibacterial, antifungal and anthelmintic studies of Co(II), Ni(II) and Cu(II) complexes of coumarin Schiff bases: Synthesis and spectral approach.
PubMed: Infrared, Raman and NMR spectra, conformational stability and vibrational assignment of 7,8-Dihydroxy-4-Methylcoumarin.
PubMed: An efficient catalytic system based on 7,8-dihydroxy-4-methylcoumarin and copper(II) for the click synthesis of diverse 1,4-disubstituted-1,2,3-triazoles under green conditions.
PubMed: 4-Methylcoumarin derivatives with anti-inflammatory effects in activated microglial cells.
PubMed: 4-methylcoumarin derivatives inhibit human neutrophil oxidative metabolism and elastase activity.
PubMed: Pharmacodynamic study of the 7,8-dihydroxy-4-methylcoumarin-induced selective cytotoxicity toward U-937 leukemic cells versus mature monocytes: cytoplasmic p21(Cip1/WAF1) as resistance factor.
PubMed: Evaluation of the antioxidant capacity of synthesized coumarins.
PubMed: A spectroelectrochemical and chemical study on oxidation of 7,8-dihydroxy-4-methylcoumarin (DHMC) and some related compounds in aprotic medium.
PubMed: Structure-activity relationship of dihydroxy-4-methylcoumarins as powerful antioxidants: correlation between experimental & theoretical data and synergistic effect.
PubMed: 4-methylcoumarins as antioxidants: scavenging of peroxyl radicals and inhibition of human low-density lipoprotein oxidation.
PubMed: Antioxidant properties of 4-methylcoumarins in in vitro cell-free systems.
PubMed: In vitro interactions of coumarins with iron.
PubMed: Biochemical mechanisms underlying the pro-apoptotic activity of 7,8-dihydroxy-4-methylcoumarin in human leukemic cells.
PubMed: 7,8-Dihydroxy-4-methylcoumarin induces apoptosis of human lung adenocarcinoma cells by ROS-independent mitochondrial pathway through partial inhibition of ERK/MAPK signaling.
PubMed: Inhibitory activity of polyhydroxycarboxylate chelators against recombinant NF-kappaB p50 protein-DNA binding.
PubMed: Novel thiocoumarins as inhibitors of TNF-alpha induced ICAM-1 expression on human umbilical vein endothelial cells (HUVECs) and microsomal lipid peroxidation.
PubMed: DNA damage in healthy term neonate.
PubMed: Acetoxy drug: protein transacetylase of buffalo liver-characterization and mass spectrometry of the acetylated protein product.
PubMed: Crystal structure of 7,8-dihydroxy-4-methylcoumarin.
PubMed: Daphnetin methylation by a novel O-methyltransferase is associated with cold acclimation and photosystem II excitation pressure in rye.
PubMed: Acetoxy-4-methylcoumarins confer differential protection from aflatoxin B(1)-induced micronuclei and apoptosis in lung and bone marrow cells.
PubMed: Chemoprevention of benzene-induced bone marrow and pulmonary genotoxicity.
PubMed: Mechanism of biochemical action of substituted 4-methylbenzopyran-2-ones. Part 7: Assay and characterization of 7,8-diacetoxy-4-methylcoumarin:protein transacetylase from rat liver microsomes based on the irreversible inhibition of cytosolic glutathione S-transferase.
PubMed: Antioxidative and prooxidative effects of coumarin derivatives on free radical initiated and photosensitized peroxidation of human low-density lipoprotein.
PubMed: Mechanism of biochemical action of substituted 4-methylbenzopyran-2-ones. Part 5: Pulse radiolysis studies on the antioxidant action of 7,8-diacetoxy-4-methylcoumarin.
PubMed: Mechanism of biochemical action of substituted 4-methylbenzopyran-2-ones. Part 4: hyperbolic activation of rat liver microsomal NADPH-cytochrome C reductase by the novel acetylator 7,8-diacetoxy-4-methylcoumarin.
PubMed: Mechanism of biochemical action of substituted 4-methylbenzopyran-2-ones. Part 3: A novel mechanism for the inhibition of biological membrane lipid peroxidation by dioxygenated 4-methylcoumarins mediated by the formation of a stable ADP-Fe-inhibitor mixed ligand complex.
PubMed: Mechanism of biochemical action of substituted 4-methylbenzopyran-2-ones. Part II: Mechanism-based inhibition of rat liver microsome-mediated aflatoxin B1-DNA binding by the candidate antimutagen 7,8-diacetoxy-4-methylcoumarin.
PubMed: Mechanism of biochemical action of substituted 4-methylbenzopyran-2-ones. Part I: Dioxygenated 4-methyl coumarins as superb antioxidant and radical scavenging agents.
PubMed: Pharmacological and biochemical actions of simple coumarins: natural products with therapeutic potential.
PubMed: Spectrophotometric determination of molybdenum with 7,8-dihydroxy-4-methylcoumarin and cetyltrimethylammonium bromide.
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