EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

dihydrocoumarin
3,4-dihydrocoumarin

Sponsors

Fragrance Demo Formulas
Flavor Demo Formulas
Name:chroman-2-one
CAS Number: 119-84-6Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:204-354-9
FDA UNII:NM5K1Y1BT2
Nikkaji Web:J36.832F
Beilstein Number:0004584
MDL:MFCD00006881
CoE Number:535
XlogP3-AA:1.60 (est)
Molecular Weight:148.16116000
Formula:C9 H8 O2
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome or firefox)
Category:flavoring agents
 
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
Perfumer and Flavorist:Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
JECFA Food Flavoring:1171 dihydrocoumarin
FLAVIS Number:13.009 (Old)
DG SANTE Food Flavourings:13.009 3,4-dihydrocoumarin
FEMA Number:2381 dihydrocoumarin
FDA Mainterm: DIHYDROCOUMARIN
 
Physical Properties:
Appearance:colorless to pale yellow clear liquid to solid (est)
Assay: 99.00 to 100.00
Food Chemicals Codex Listed: Yes
Specific Gravity:1.18600 to 1.19200 @ 25.00 °C.
Pounds per Gallon - (est).: 9.869 to 9.919
Refractive Index:1.54000 to 1.58000 @ 20.00 °C.
Melting Point: 24.00 to 25.00 °C. @ 760.00 mm Hg
Boiling Point: 271.00 to 272.00 °C. @ 760.00 mm Hg
Congealing Point:23.00 °C.
Acid Value: 5.00 max. KOH/g
Vapor Pressure:4.000000 mm/Hg @ 25.00 °C.
Flash Point:> 230.00 °F. TCC ( > 110.00 °C. )
logP (o/w): 2.428 (est)
Shelf Life: 24.00 month(s) or longer if stored properly.
Storage:store in cool, dry place in tightly sealed containers, protected from heat and light.
Soluble in:
 alcohol
 water, 3000 mg/L @ 37 °C (exp)
Insoluble in:
 water
 
Organoleptic Properties:
Odor Type: tonka
Odor Strength:medium ,
recommend smelling in a 10.00 % solution or less
Substantivity:228 hour(s) at 100.00 %
sweet tonka coumarinic coconut herbal cinnamon
Odor Description:at 10.00 % in dipropylene glycol. sweet tonka coumarin coconut herbal cinnamon
Luebke, William tgsc, (1987)
Odor sample from: Elan Inc.
sweet creamy coconut coumarinic vanilla spicy
Odor Description:Sweet, creamy, coconut, coumarin, vanilla with a slight spice nuance
Mosciano, Gerard P&F 17, No. 3, 57, (1992)
Flavor Type: creamy
sweet creamy vanilla coconut milky
Taste Description: at 10.00 ppm. Sweet, creamy, vanilla, coconut and milky
Mosciano, Gerard P&F 17, No. 3, 57, (1992)
Odor and/or flavor descriptions from others (if found).
Sigma-Aldrich
Dihydrocoumarin, ≥99%, FCC, FG
Odor Description:almond; coconut; creamy; herbaceous; sweet; vanilla; nutty; tobacco.
Taste Description:sweet creamy vanilla coconut milky
Moellhausen
DIHYDROCOUMARIN
Odor Description:sweet, cocoa
Taste Description:sweet, vanilla, milk
PerfumersWorld
Dihydro coumarin
Odor Description:sweet rose coumarin tonka herbal sweet aromatic coumarin coconut
Indukern F&F
DIHYDROCOUMARIN NATURAL
Odor Description:SWEET, AROMATIC, COUMARIN, CINNAMON
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: not used anymore
 
Suppliers:
A.C.S. International
Dihydrocumarine
Odor: sweet tonka coumarin coconut herbal cinnamon
Operational Capabilities
Advanced Biotech
BENZO DIHYDROPYRONE NATURAL
98% min.
Odor: Herbaceous, Woody
Advanced Biotech
BENZO DIHYDROPYRONE SYNTHETIC
98% min.
Odor: Herbaceous, Woody
Anhui Haibei
Dihydro coumarin
Odor: Sweetish, fruity or herbal
Augustus Oils
Dihydro Coumarin
Services
Aurochemicals
BENZODIHYDROPYRONE, Natural
Beijing Lys Chemicals
Dihydrocoumarin (natural)
Beijing Lys Chemicals
Dihydrocoumarin
Bell Flavors & Fragrances
Natural Benzodihydropyrone (BDHP)
Berjé
Benzo Dihydropyrone
Happening at Berje
BOC Sciences
For experimental / research use only.
Hydrocoumarin >98%
CG Herbals
DiHydro Coumarin
Citrus and Allied Essences
Benzo Dihydropyrone
Market Report
Diffusions Aromatiques
DIHYDROCOUMARINE
Elan Inc.
BENZO DIHYDRO PYRONE
FCC, Kosher
EMD Millipore
For experimental / research use only.
Dihydrocoumarin
Ernesto Ventós
DIHYDROCOUMARIN
Odor: SWEET,COUMARIN BUT SLIGHTLY BITTER
Excellentia International
Benzodihydropyrone FCC (Dihydrocoumarin)
ExtraSynthese
For experimental / research use only.
3,4-Dihydrocoumarin (GC) ≥95%
Fleurchem
benzodihydropyrone
Indukern F&F
DIHYDROCOUMARIN NATURAL
Odor: SWEET, AROMATIC, COUMARIN, CINNAMON
Indukern F&F
DIHYDROCOUMARIN
Jiangyin Healthway
Dihydrocoumarin Natural99%
New functional food ingredients
Kunshan Sainty
Dihydrocoumarin, Kosher
Lluch Essence
DIHYDROCOUMARIN NATURAL 99%
Lluch Essence
DIHYDROCOUMARIN
M&U International
DIHYDROCOUMARIN, Kosher
M&U International
NAT.DIHYDROCOUMARIN
Moellhausen
DIHYDROCOUMARIN
Odor: sweet, cocoa
Flavor: sweet, vanilla, milk
Pearlchem Corporation
Dihydro Coumarin
Penta International
BENZODIHYDROPYRONE NATURAL, Kosher
Penta International
BENZODIHYDROPYRONE, Kosher
PerfumersWorld
Dihydro coumarin
Odor: sweet rose coumarin tonka herbal sweet aromatic coumarin coconut
Perfumery Laboratory
TONCAINOL
Odor: Sweet, vanilla with bright notes of beans
Phoenix Aromas & Essential Oils
Dihydrocoumarin (Benzodihydropyrone)
Prinova
Di Hydro Coumarin
Reincke & Fichtner
Dihydrocoumarin
Santa Cruz Biotechnology
For experimental / research use only.
Dihydrocoumarin ≥98%
Sigma-Aldrich
Dihydrocoumarin, ≥99%, FCC, FG
Odor: almond; coconut; creamy; herbaceous; sweet; vanilla; nutty; tobacco.
Certified Food Grade Products
SRS Aromatics
DIHYDRO COUMARIN
Sunaux International
Dihydrocoumarin
TCI AMERICA
For experimental / research use only.
3,4-Dihydrocoumarin >98.0%(GC)
Tengzhou Xiang Yuan Aroma Chemicals
Dihydrocoumarin
The Lermond Company
Dihydro Coumarin
The Perfumers Apprentice
Dihydrocoumarin 10% (PG)
Odor: Sweet, creamy, vanilla, coconut and milky
Treatt
Dihydrocoumarin
Universal Preserv-A-Chem Inc.
BENZODIHYDROPYRONE
Vigon International
Dihydrocoumarin FCC
Odor: Sweet-aromatic like coumarin, with pronounced cinnamon and caramel note
Vigon International
Dihydrocoumarin Natural
WEN International
BENZODIHYDROPYRONE, natural
 
Safety Information:
Preferred SDS: View
European information :
Most important hazard(s):
Xn - Harmful.
R 22 - Harmful if swallowed.
R 36/38 - Irritating to skin and eyes.
S 02 - Keep out of the reach of children.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 36/37/39 - Wear suitable clothing, gloves and eye/face protection.
 
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.
Human Experience:
20 % solution: no irritation or sensitization.
Oral/Parenteral Toxicity:
oral-rat LD50 1460 mg/kg
BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Food and Cosmetics Toxicology. Vol. 2, Pg. 327, 1964.

intraperitoneal-mouse LD50 200 mg/kg
National Technical Information Service. Vol. AD277-689

oral-guinea pig LD50 1760 mg/kg
BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Food and Cosmetics Toxicology. Vol. 2, Pg. 327, 1964.

Dermal Toxicity:
skin-rabbit LD50 > 5000 mg/kg
Food and Cosmetics Toxicology. Vol. 12, Pg. 521, 1974.

Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category: flavoring agents
IFRA Critical Effect: Sensitization
IFRA: View Standard
Fragrance usage is IFRA RESTRICTED. View Standard for complete information.
Please review all IFRA documents for complete information.
IFRA categories: limits in the finished product: (For a description of the categories, refer to the IFRA QRA Information Booklet.)
Category 1:
See Note (1)
0.029 % (1)
Category 2:  0.037 %
Category 3:  0.15 %
Category 4:  0.45 %
Category 5:  0.24 %
Category 6:  0.72 % (1)
Category 7:  0.08 %
Category 8:  1.01 %
Category 9:  5.00 %
Category 10:  2.05 %
Category 11: See Note (2)
 Notes:
 

(1) IFRA would recommend that any material used to impart perfume or flavour in products intended for human ingestion should consist of ingredients that are in compliance with appropriate regulations for foods and food flavourings in the countries of planned distribution and, where these are lacking, with the recommendations laid down in the Code of Practice of IOFI (International Organisation of the Flavor Industry). Further information about IOFI can be found on its website (www.iofi.org).

 

(2) Category 11 includes all non-skin contact or incidental skin contact products. Due to the negligible skin contact from these types of products there is no justification for a restriction of the concentration of this fragrance ingredient in the finished product.

 
Maximised Survey-derived Daily Intakes (MSDI-EU): 1200.00 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 1111.00 (μg/capita/day)
Structure Class: III
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 3
 average usual ppmaverage maximum ppm
baked goods: -28.00000
beverages(nonalcoholic): -7.80000
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: -78.00000
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: -21.00000
fruit ices: -21.00000
gelatins / puddings: -10.00000
granulated sugar: --
gravies: --
hard candy: -44.00000
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: --
milk products: --
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: --
soups: --
sugar substitutes: --
sweet sauces: --
 
Safety References:
European Food Safety Athority(efsa):Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...
European Food Safety Authority (EFSA) reference(s):
Flavouring Group Evaluation 80 (FGE.80) - Consideration of alicyclic, alicyclic-fused and aromatic-fused ring lactones evaluated by JECFA (61st meeting) structurally related to a aromatic lactone evaluated by EFSA in FGE.27 (2008)
View page or View pdf
Flavouring Group Evaluation 80, Revision 1 (FGE.80Rev1): Consideration of alicyclic, alicyclic-fused and aromatic-fused ring lactones evaluated by JECFA (61st meeting) structurally related to a aromatic lactone evaluated by EFSA in FGE.27 (2008)
View page or View pdf
Scientific Opinion on the safety and efficacy of alicyclic and aromatic lactones (chemical group 11) when used as flavourings for all animal species
View page or View pdf
EPI System: View
NLM Hazardous Substances Data Bank:Search
Chemical Carcinogenesis Research Information System:Search
Cancer Citations:Search
Toxicology Citations:Search
Carcinogenic Potency Database:Search
Env. Mutagen Info. Center:Search
EPA Substance Registry Services (TSCA):119-84-6
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :660
National Institute of Allergy and Infectious Diseases:Data
SCCNFP:opinion
WGK Germany:3
chroman-2-one
Chemidplus:0000119846
EPA/NOAA CAMEO:hazardous materials
RTECS:MW5775000 for cas# 119-84-6
 
References:
 chroman-2-one
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:119-84-6
Pubchem (cid):660
Pubchem (sid):134974732
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2009
(IUPAC):Atomic Weights of the Elements 2009 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
FDA Everything Added to Food in the United States (EAFUS):View
CHEBI:View
CHEMBL:View
Metabolomics Database:Search
UM BBD:Search
KEGG (GenomeNet):C02274
HMDB (The Human Metabolome Database):HMDB36626
FooDB:FDB015543
Export Tariff Code:2932.20.4500
Haz-Map:View
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
RSC Learn Chemistry:View
 
Potential Blenders and core components note
For Odor
amber
cistus ladaniferus resinoid
FR
animal
animal carbolactone
FR
costus valerolactone
FR
balsamic
fir balsam absolute
FR
coconut
coconut decanone methyl
FR
tetrahydrojasmone
FR
coumarinic
tonka bean oleoresin
FR
tonka bean resinoid
FR
tonka ketone
FR
tonkavert
FR
floral
para-
anisyl nitrile
FR
floral pyranol
FR
heliotropyl diethyl acetal
FR
hexenyl cyclopentanone
FR
2-
pentyl cyclopentanone
FR
hay
hay absolute
FR
melon
watermelon ketone
FR
mossy
treemoss absolute
FR
veramoss (IFF)
FR
thujonic
armoise oil
FR
tonka
coumarin
FR
deertongue absolute
FR
deertongue oleoresin
FR
flouve absolute
FR
melilot absolute
FR
7-
methyl coumarin
CS
tonka bean absolute
FR
tonka undecanone
FR
woody
patchouli ethanone
FR
santall
FR
tobacarol (IFF)
FR
woody acetate
FR
(Z)-
woody amylene
FR
woody propanol
FR
For Flavor
No flavor group found for these
allyl methyl trisulfide
FL
6-
decenoic acid
FL
(S)-
dihydroactinidiolide
FL
dimethyl benzofuranone
FL
fig leaf absolute
FL
2-
furfurylidene butyraldehyde
FL
heptanal 2,3-butane diol acetal
FL
massoia bark oil
FL
melilot oleoresin
FL
7-
methoxycoumarin
FL
4-
octen-3-one
FL
(R)-
tonka furanone
FL
bitter
bitter
glyceryl tributyrate
FL
buttery
butter cream frosting flavor
FL
diacetyl
FL
cabbage
methyl 2-thiofuroate
FL
caramellic
caramel furanone
FL
coconut
(R)-
massoia lactone
FL
6-
methyl coumarin
FL
creamy
5,5-
dibutyl dihydrofuran-2(3H)-one
FL
massoia lactone
FL
fatty
2,4-
octadien-1-ol
FL
fruity
acetyl isovaleryl
FL
meaty
4-
allyl-2,6-dimethoxyphenol
FL
minty
(1R)-(-)-
myrtenal
FL
powdery
powdery ketone
FL
spicy
benzylidene acetone
FL
levisticum officinale oleoresin
FL
root beer float flavor
FL
sweet
ethyl 3-(2-hydroxyphenyl) propionate
FL
orange vanilla cream flavor
FL
vanilla
vanilla
ice cream flavor
FL
waxy
octyl 2-furoate
FL
 
Potential Uses:
FRaldehydic
FLalmond
FRamber
 balsam
 briar sweet briar eglantine
FLcaramel
 chocolate cocoa
 chypre
FLcinnamon
 clover trefle le'trefle incarnat
FLcoconut
 fern fougere
 hawthorn
 hay new mown hay foin coupe
 heather
FL/FRlavandin
 malt
 oriental
FLrose
FLspice
 tobacco tabac tabaco
 tonka
FLvanilla
FRwoodruff asperula
 
Occurrence (nature, food, other):note
 cherry sour cherry plant
Search Trop Picture
 clover sweet clover
Search PMC Picture
 clover yellow sweet clover
Search Trop Picture
 deertongue
Search Trop Picture
 tarragon plant
Search Trop Picture
 
Synonyms:
 benzo dihydro pyrone
 benzo dihydropyrone
 benzo dihydropyrone natural
 benzo dihydropyrone synthetic
 benzodihydropyrone
1,2-benzodihydropyrone
 benzodihydropyrone FCC
 benzodihydropyrone, natural
2H-1-benzopyran-2-one, 3,4-dihydro-
 benzopyranone, dihydro-
2-oxo-chroman
oxochroman
 chroman-2-one
 chroman, 2-oxo-
2-chromanone
 coumarin, 3,4-dihydro-
 coumarin, dihydro-
 di hydro coumarin
 dihydro coumarin
3,4-dihydro-1-benzopyran-2-one
3,4-dihydro-2H-1-benzopyran-2-one
3,4-dihydro-2H-chromen-2-on
3,4-dihydro-2H,1-benzopyran-2-one
 dihydrobenzopyrone
3,4-dihydrocoumarin
 dihydrocoumarin (benzodihydropyrone)
 dihydrocoumarin FCC
 hydrocinnamic acid, o-hydroxy-, d-lactone
 hydrocoumarin
o-hydroxydihydrocinnamic acid delta-lactone
ortho-hydroxydihydrocinnamic acid delta-lactone
2-hydroxydihydrocinnamic acid lactone
 hydroxydihydrocinnamic acid lactone, o-
 melilotic acid lactone
 melilotic lactone
 melilotin
 melilotine
 melilotol
 meliotine
 

Articles:

Info:EVALUATION OF CERTAIN FOOD ADDITIVES AND CONTAMINANTS
PubMed:Tandem ruthenium-catalyzed transfer-hydrogenative cyclization/intramolecular Diels-Alder reaction of enediynes affording dihydrocoumarin-fused polycycles.
PubMed:Study of possible mechanisms involved in the inhibitory effects of coumarin derivatives on neutrophil activity.
PubMed:Effect of the nutritional supplement ALAnerv® on the serum PON1 activity in post-acute stroke patients.
PubMed:Serum lactonase and arylesterase activities in alcoholic hepatitis and hepatitis B.
PubMed:N-heterocyclic carbene-catalyzed [4 + 2] cycloaddition of ketenes and 3-aroylcoumarins: highly enantioselective synthesis of dihydrocoumarin-fused dihydropyranones.
PubMed:Cancer chemoprevention and nutriepigenetics: state of the art and future challenges.
PubMed:Synthesis and biological evaluation of α-methylidene-δ-lactones with 3,4-dihydrocoumarin skeleton.
PubMed:[Determination of five coumarins in toys by high performance liquid chromatography-tandem mass spectrometry].
PubMed:Novel associations of nonstructural Loci with paraoxonase activity.
PubMed:Oxidative potential of some endophytic fungi using 1-indanone as a substrate.
PubMed:Catalytic versatility and backups in enzyme active sites: the case of serum paraoxonase 1.
PubMed:Facile synthesis of 4-substituted 3,4-dihydrocoumarins via an organocatalytic double decarboxylation process.
PubMed:An enantioselective approach toward 3,4-dihydroisocoumarin through the bromocyclization of styrene-type carboxylic acids.
PubMed:High-Density Real-Time PCR-Based in Vivo Toxicogenomic Screen to Predict Organ-Specific Toxicity.
PubMed:Asymmetric synthesis of 3,4-dihydrocoumarin motif with an all-carbon quaternary stereocenter via a Michael-acetalization sequence with bifunctional amine-thiourea organocatalysts.
PubMed:Atom arrangement strategy for designing a turn-on 1H magnetic resonance probe: a dual activatable probe for multimodal detection of hypochlorite.
PubMed:Chemical composition, anti-inflammatory, molluscicidal and free-radical scavenging activities of the leaves of Ficus radicans 'Variegata' (Moraceae).
PubMed:Development and validation of two methods based on high-performance liquid chromatography-tandem mass spectrometry for determining 1,2-benzopyrone, dihydrocoumarin, o-coumaric acid, syringaldehyde and kaurenoic acid in guaco extracts and pharmaceutical preparations.
PubMed:Coumarin metabolic routes in Aspergillus spp.
PubMed:Paraoxonase 2 (PON2) in the mouse central nervous system: a neuroprotective role?
PubMed:Synthesis and biological activity of splitomicin analogs targeted at human NAD(+)-dependent histone deacetylases (sirtuins).
PubMed:Different effect of two synthetic coumarin-stilbene hybrid compounds on phagocyte activity.
PubMed:Cancer chemoprevention by targeting the epigenome.
PubMed:Organocatalytic asymmetric tandem Michael addition-hemiacetalization: a route to chiral dihydrocoumarins, chromanes, and 4H-chromenes.
PubMed:A reinvestigation of the reaction of coumarins with superoxide in the liposomal bilayer: correlation between depth and reactivity.
PubMed:Lactonases with organophosphatase activity: structural and evolutionary perspectives.
PubMed:The thioesterase Bhp is involved in the formation of beta-hydroxytyrosine during balhimycin biosynthesis in Amycolatopsis balhimycina.
PubMed:Interaction between human serum esterases and environmental metal compounds.
PubMed:Determinants of variation in human serum paraoxonase activity.
PubMed:Asymmetric cycloadditions of o-quinone methides employing chiral ammonium fluoride precatalysts.
PubMed:A novel method for the synthesis of substituted 3,4-dihydrocoumarin derivatives via isocyanide-based three-component reaction.
PubMed:Synthesis, spectroscopy and alkylating properties of Pd(II) complexes of phosphorohydrazones of coumarin and chromone with potential antibacterial activity.
PubMed:Novel isocyanide-based four-component reaction: a facile synthesis of fully substituted 3,4-dihydrocoumarin derivatives.
PubMed:AlCl3-mediated direct carbon-carbon bond-forming reaction of alpha-hydroxyketene-S,S-acetals with arenes and synthesis of 3,4-disubstituted dihydrocoumarin derivatives.
PubMed:Aging and anti-aging: unexpected side effects of everyday medication through sirtuin1 modulation.
PubMed:Lack of evidence for allergenic properties of coumarin in a fragrance allergy mouse model.
PubMed:Biocatalytic production of dihydrocoumarin from coumarin by Saccharomyces cerevisiae.
PubMed:Xenobiotic reductase A in the degradation of quinoline by Pseudomonas putida 86: physiological function, structure and mechanism of 8-hydroxycoumarin reduction.
PubMed:The flavoring agent dihydrocoumarin reverses epigenetic silencing and inhibits sirtuin deacetylases.
PubMed:Isolation, structure elucidation, antioxidative and immunomodulatory properties of two novel dihydrocoumarins from Aloe vera.
PubMed:Cloning, purification, and refolding of human paraoxonase-3 expressed in Escherichia coli and its characterization.
PubMed:Cloning, high level expression of human paraoxonase-3 in Sf9 cells and pharmacological characterization of its product.
PubMed:Regioselective synthesis and estrogenicity of (+/-)-8-alkyl-5,7-dihydroxy-4-(4-hydroxyphenyl)-3,4-dihydrocoumarins.
PubMed:Senescence marker protein-30 is a unique enzyme that hydrolyzes diisopropyl phosphorofluoridate in the liver.
PubMed:Chromanones and dihydrocoumarins from Calophyllum blancoi.
PubMed:Mouse macrophage paraoxonase 2 activity is increased whereas cellular paraoxonase 3 activity is decreased under oxidative stress.
PubMed:Role of Acinetobacter calcoaceticus 3,4-dihydrocoumarin hydrolase in oxidative stress defence against peroxoacids.
PubMed:Enzymatic preparation of D-beta-acetylthioisobutyric acid and cetraxate hydrochloride using a stereo- and/or regioselective hydrolase, 3,4-dihydrocoumarin hydrolase from Acinetobacter calcoaceticus.
PubMed:Coupling of the lactone-ring conformation with crystal symmetry in 6-hydroxy-4,4,5,7,8-pentamethyl-3,4-dihydrocoumarin.
PubMed:Lactone-ring-cleaving enzymes of microorganisms: their diversity and applications.
PubMed:Purification and characterization of a novel lactonohydrolase from Agrobacterium tumefaciens.
PubMed:3,4-Dihydrocoumarin hydrolase with haloperoxidase activity from Acinetobacter calcoaceticus F46.
PubMed:A "cephalosporin-like" cyclic depsipeptide: synthesis and reaction with beta-lactam-recognizing enzymes.
PubMed:Selective Clara cell injury in mouse lung following acute administration of coumarin.
PubMed:Intraperitoneal administration of coumarin causes tissue-selective depletion of cytochromes P450 and cytotoxicity in the olfactory mucosa.
PubMed:Inhibition of the mutagenicity of 2-nitrofluorene, 3-nitrofluoranthene and 1-nitropyrene by flavonoids, coumarins, quinones and other phenolic compounds.
PubMed:New metabolites in the degradation of fluorene by Arthrobacter sp. strain F101.
PubMed:Natural ingredients based cosmetics. Content of selected fragrance sensitizers.
PubMed:Structure-activity relationship of coumarins in xanthine oxidase inhibition.
PubMed:HPLC analysis of tonka bean extracts.
PubMed:Comparison of the hepatic effects of coumarin, 3,4-dimethylcoumarin, dihydrocoumarin and 6-methylcoumarin in the rat.
PubMed:NTP Toxicology and Carcinogenesis Studies of Coumarin (CAS No. 91-64-5) in F344/N Rats and B6C3F1 Mice (Gavage Studies).
PubMed:NTP Toxicology and Carcinogenesis Studies of 3,4-Dihydrocoumarin (CAS No. 119-84-6) in F344/N Rats and B6C3F1 Mice (Gavage Studies).
PubMed:Structural requirements for the direct and cytochrome P450-dependent reaction of cyclic alpha,beta-unsaturated carbonyl compounds with glutathione: a study with coumarin and related compounds.
PubMed:Purification and characterization of a novel lactonohydrolase, catalyzing the hydrolysis of aldonate lactones and aromatic lactones, from Fusarium oxysporum.
PubMed:Isolation and characterization of a fluorene-degrading bacterium: identification of ring oxidation and ring fission products.
PubMed:Toxicity of coumarin and various methyl derivatives in cultures of rat hepatocytes and V79 cells.
PubMed:Anamnestic responses to contact allergens: application in the murine local lymph node assay.
PubMed:Amine prodrugs which utilize hydroxy amide lactonization. II. A potential esterase-sensitive amide prodrug.
PubMed:Acyloxybenzyl halides, inhibitors of elastases.
PubMed:A prospective toxicity evaluation (COMPACT) on 40 chemicals currently being tested by the National Toxicology Program.
PubMed:Reaction of thrombin and proteinases of the fibrinolytic system with a mechanism-based inhibitor, 3,4-dihydro-3-benzyl-6-chloromethylcoumarin.
PubMed:Studies on the mechanism of coumarin-induced toxicity in rat hepatocytes: comparison with dihydrocoumarin and other coumarin metabolites.
PubMed:Constituents of Justicia pectoralis Jacq. 2. Gas chromatography/mass spectrometry of simple coumarins, 3-phenylpropionic acids and their hydroxy and methoxy derivatives.
PubMed:The sensitizing capacity of coumarins (II).
PubMed:The epicutaneous maximization test.
PubMed:Inactivation of human high- and low-molecular-weight urokinases. Analysis of their active site.
PubMed:Reactions in selected patients to 22 fragrance materials.
PubMed:Comparative study of methods chosen by the Association Française de Normalisation (AFNOR) for evaluating sensitizing potential in the albino guinea-pig.
PubMed:Degradation of 3-phenylbutyric acid by Pseudomonas sp.
PubMed:Further studies of effects of vehicles and elicitation concentration in experimental contact sensitization testing in humans.
PubMed:Physiologically active substances from marine sponges V: Isolation of physiologically active compounds from the sponge Verongia archeri.
PubMed:The metabolism of aromatic compounds in higher plants. V. Purification and properties of dihydrocoumarin hydrolase of Melilotus alba.
PubMed:[Application of Baeyer-Villiger reaction in synthesis of dihydrocoumarin].
 
Notes:
Isol. from flowers of Melilotus alba (white melilot) Isol. from Melilotus officinalis (sweet clover). Flavouring ingredient
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