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

daphnetin
7,8-dihydroxycoumarin

Supplier Sponsors

Name:7,8-dihydroxychromen-2-one
CAS Number: 486-35-1Picture of molecule3D/inchi
FDA UNII:XC84571RD2
Nikkaji Web:J6.008I
Beilstein Number:0009372
MDL:MFCD00016977
XlogP3-AA:1.20 (est)
Molecular Weight:178.14362000
Formula:C9 H6 O4
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome or firefox)
Category:cosmetic 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
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 262.00 °C. @ 760.00 mm Hg
Boiling Point: 430.38 °C. @ 760.00 mm Hg (est)
Flash Point: 364.00 °F. TCC ( 184.50 °C. ) (est)
logP (o/w): 0.884 (est)
Soluble in:
 alcohol
 water, 7.213e+004 mg/L @ 25 °C (est)
Insoluble in:
 water
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: skin conditioning
 
Suppliers:
Alfa Biotechnology
For experimental / research use only.
Daphnetol 98%
BOC Sciences
For experimental / research use only.
7,8-Dihydroxychromen-2-one >98%
Odor: characteristic
Use: Daphnetin, a natural coumarin derivative,
ExtraSynthese
For experimental / research use only.
Daphnetin (HPLC) ≥95%
Santa Cruz Biotechnology
For experimental / research use only.
Daphnetin ≥97%
Sigma-Aldrich: Sigma
For experimental / research use only.
7,8-Dihydroxycoumarin ≥97%, solid
TCI AMERICA
For experimental / research use only.
Daphnetin >90.0%(HPLC)
 
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:
intraperitoneal-mouse LD50 429 mg/kg
Yaoxue Tongbao. Bulletin of Pharmacology. Vol. 22, Pg. 87, 1987.

intravenous-mouse LD50 375 mg/kg
Yaoxue Tongbao. Bulletin of Pharmacology. Vol. 22, Pg. 87, 1987.

oral-mouse LD50 5370 mg/kg
Yaoxue Tongbao. Bulletin of Pharmacology. Vol. 22, Pg. 87, 1987.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
cosmetic agents
Recommendation for daphnetin usage levels up to:
 not for fragrance use.
 
Recommendation for daphnetin flavor usage levels up to:
 not for flavor use.
 
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 :5280569
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
7,8-dihydroxychromen-2-one
Chemidplus:0000486351
RTECS:GN6382600 for cas# 486-35-1
 
References:
 7,8-dihydroxychromen-2-one
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):5280569
Pubchem (sid):134975681
 
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
CHEBI:View
CHEMBL:View
KEGG (GenomeNet):C03093
HMDB (The Human Metabolome Database):Search
FooDB:FDB002652
Export Tariff Code:2932.20.4500
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 celery
Search Trop Picture
 chickpea shoot
Search Trop Picture
 sagina japonica
Search Trop Picture
 watermelon seed
Search Trop Picture
 
Synonyms:
2H-1-benzopyran-2-one, 7,8-dihydroxy-
2H-1-benzopyran-2-one, 7,8-dihydroxy- (9CI)
 coumarin, 7,8-dihydroxy-
 daphnetol
7,8-dihydroxy-2H-1-benzopyran-2-one
7,8-dihydroxy-2H-chromen-2-one
7,8-dihydroxy-chromen-2-one
7,8-dihydroxy-coumarin
7,8-dihydroxychromen-2-one
7,8-dihydroxycoumarin
 

Articles:

PubMed:Immunosuppressive Activity of Daphnetin, One of Coumarin Derivatives, Is Mediated through Suppression of NF-κB and NFAT Signaling Pathways in Mouse T Cells.
PubMed:Daphnetin attenuates microglial activation and proinflammatory factor production via multiple signaling pathways.
PubMed:The effects of Glycyrrhizae uralenis and its major bioactive components on pharmacokinetics of daphnetin in Cortex daphnes in rats.
PubMed:Protective effects of daphnetin on sodium taurocholate‑induced severe acute pancreatitis in rats.
PubMed:Total synthesis of six 3,4-unsubstituted coumarins.
PubMed:Daphnetin, a natural coumarin derivative, provides the neuroprotection against glutamate-induced toxicity in HT22 cells and ischemic brain injury.
PubMed:Antioxidant and intestinal anti-inflammatory effects of plant-derived coumarin derivatives.
PubMed:7,8-dihydroxycoumarin may promote sciatic nerve regeneration by suppressing NF-κB expression in mice.
PubMed:7,8-Dihydroxycoumarin inhibits A549 human lung adenocarcinoma cell proliferation by inducing apoptosis via suppression of Akt/NF-κB signaling.
PubMed:Coumarins of Matricaria chamomilla L.: aglycones and glycosides.
PubMed:7,8-Dihydroxy coumarin promotes chondrogenic differentiation of adipose-derived mesenchymal stem cells.
PubMed:Isolation and characterization of polyphenol oxidase from Sardinian poisonous and non-poisonous chemotypes of Ferula communis (L.).
PubMed:Potent α-glucosidase and protein tyrosine phosphatase 1B inhibitors from Artemisia capillaris.
PubMed:[Chemical constituents from rhizome of Daphne papyracea var. crassiuscula].
PubMed:Neurotrophic effects of 7,8-dihydroxycoumarin in primary cultured rat cortical neurons.
PubMed:Inhibitory activity of coumarins from Artemisia capillaris against advanced glycation endproduct formation.
PubMed:Daphnetin methylation stabilizes the activity of phosphoribulokinase in wheat during cold acclimation.
PubMed:Biotransformation of hydroxycoumarin derivatives by cultured suspension cells of Catharanthus roseus.
PubMed:Daphnetin prevents chronic unpredictable stress-induced cognitive deficits.
PubMed:The therapeutic effects of daphnetin in collagen-induced arthritis involve its regulation of Th17 cells.
PubMed:Efficacy of Daphne oleoides subsp. kurdica used for wound healing: identification of active compounds through bioassay guided isolation technique.
PubMed:[Analysis of metabolites of daphnetin in the intestinal wall of rats by liquid chromatography and quatrupole-time of flight mass spectrometry].
PubMed:Regulatory effect of daphnetin, a coumarin extracted from Daphne odora, on the balance of Treg and Th17 in collagen-induced arthritis.
PubMed:[Chemical constituents of Daphne odora var. margirmta].
PubMed:[Effects of glycyrrhiza extract on pharmacokinetics property of daphnetin in rats].
PubMed:Differential effects of esculetin and daphnetin on in vitro cell proliferation and in vivo estrogenicity.
PubMed:[Biotransformation of daphnetin by suspension transgenic hairy roots of Polygonum multiflorum].
PubMed:Potential utility of daphnetin as a novel treatment for pemphigus vulgaris.
PubMed:[Studies on the chemical constituents from Daphne tangutica].
PubMed:Novel insights into the mechanism of decreased expression of type X collagen in human mesenchymal stem cells from patients with osteoarthritis cultured on nitrogen-rich plasma polymers: implication of cyclooxygenase-1.
PubMed:Identification and characterization of human UDP-glucuronosyltransferases responsible for the in vitro glucuronidation of daphnetin.
PubMed:[Intestinal absorption of daphnetin by rats single pass perfusion in situ].
PubMed:Antioxidant activities of coumarins from Korean medicinal plants and their structure-activity relationships.
PubMed:Effect of chemical enhancers on percutaneous absorption of daphnetin in isopropyl myristate vehicle across rat skin in vitro.
PubMed:Crystal structures of rat catechol-O-methyltransferase complexed with coumarine-based inhibitor.
PubMed:Therapeutic effects of daphnetin on adjuvant-induced arthritic rats.
PubMed:Synthesis and protective effects of coumarin derivatives against oxidative stress induced by doxorubicin.
PubMed:In vitro potentiation of antimalarial activities by daphnetin derivatives against Plasmodium falciparum.
PubMed:[In vitro effect of daphnetin on cytochrome C oxidase and ribonucleotide reductase of plasmodium falciparum].
PubMed:Determination of kava lactones and flavonoid glycoside in Scorzonera austriaca by capillary zone electrophoresis.
PubMed:Antifungal and antibacterial activities of Mexican tarragon (Tagetes lucida).
PubMed:[Studies on the chemical constituents in roots of Daphne odora var. atrocaulis].
PubMed:Comparative study on schizontocidal activity of recrystallized or crude daphnetin against malaria parasites.
PubMed:Solid-phase extraction of esculetin from the ash bark of Chinese traditional medicine by using molecularly imprinted polymers.
PubMed:[Additive therapeutic effect of a combination of artemether and daphnetin against Plasmodium berghei in mice].
PubMed:Natural and synthetic coumarin derivatives with anti-inflammatory/ antioxidant activities.
PubMed:Iron chelator daphnetin against Pneumocystis carinii in vitro.
PubMed:Binding of the bioactive component daphnetin to human serum albumin demonstrated using tryptophan fluorescence quenching.
PubMed:Bioactivity guided isolation of antifungal compounds from the liverwort Bazzania trilobata (L.) S.F. Gray.
PubMed:Spectrofluorimetric study of the binding of daphnetin to bovine serum albumin.
PubMed:Daphnetin induced differentiation of human renal carcinoma cells and its mediation by p38 mitogen-activated protein kinase.
PubMed:[Effect of daphnetin on SOD activity and DNA synthesis of Plasmodium falciparum in vitro].
PubMed:Identification and characterisation of the chinese herb Langdu by LC-MS/MS analysis.
PubMed:[Effect of daphnetin on the exo-erythrocytic stage of rodent malaria].
PubMed:The schizontocidal activity of daphnetin against malaria parasites in vitro and in vivo.
PubMed:In vitro antimalarial effect of daphnetin relating to its iron-chelating activity.
PubMed:[Anti-hemolytic and anti-membranous lipid peroxidation effects of daphnetin].
PubMed:Daphnetin methylation by a novel O-methyltransferase is associated with cold acclimation and photosystem II excitation pressure in rye.
PubMed:In vitro cytotoxic potential and mechanism of action of selected coumarins, using human renal cell lines.
PubMed:Coumarin glucosides from Cruciata taurica.
PubMed:Antimicrobial evaluation of coumarins and flavonoids from the stems of Daphne gnidium L.
PubMed:In vitro inhibitory effects of Daphne oleoides ssp. oleoides on inflammatory cytokines and activity-guided isolation of active constituents.
PubMed:[Sensitization and crossreaction of simple coumarins].
PubMed:Daphnetin, one of coumarin derivatives, is a protein kinase inhibitor.
PubMed:[Scavenging effects of daphnetin and its Cu, Zn complexes on superoxide radical].
PubMed:[Chemical constituents of Stellera chamaejasme L].
PubMed:Studies on the preparation of bioactive lignans by oxidative coupling reaction. IV. Oxidative coupling reaction of methyl (E)-3-(3,4-dihydroxy-2-methoxyphenyl)propenoate and lipid peroxidation inhibitory effects of the produced lignans.
PubMed:Antimalarial quinones: redox potential dependence of methemoglobin formation and heme release in erythrocytes.
PubMed:[Preparation method and quality control of compound Daphne injection].
PubMed:Activated oxygen generation by a primaquine metabolite: inhibition by antioxidants derived from Chinese herbal remedies.
PubMed:Daphnetin: a novel antimalarial agent with in vitro and in vivo activity.
PubMed:[Effect of daphnetin on lipoprotein cholesterol content of serum].
PubMed:The sensitizing capacity of coumarins (II).
PubMed:[Antithrombotic effect of daphnetin in the rat].
PubMed:Inhibition of the formation of 5-hydroxy-6,8,11,14-eicosatetraenoic acid from arachidonic acid in polymorphonuclear leukocytes by various coumarins.
PubMed:[The relationship between daphnetin analgesia and central neurotransmitters of monoamines].
PubMed:[Metabolism and pharmacokinetics of daphnetin].
PubMed:Characteristics of coumarin metabolism by liver microsomes from cobalt-pretreated mice.
PubMed:Isolation of daphnetin-8-beta-glucoside from Daphne acuminata.
PubMed:Isolation of daphnetin-8-beta-glucoside from Daphne papyracea.
 
Notes:
None found
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