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

atranorin
parmelin

Supplier Sponsors

Name:(3-hydroxy-4-methoxycarbonyl-2,5-dimethylphenyl)3-formyl-2,4-dihydroxy-6-methylbenzoate
CAS Number: 479-20-9Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:207-527-7
FDA UNII: 450U2VJ2VG
Nikkaji Web:J12.600D
MDL:MFCD00016597
XlogP3-AA:4.30 (est)
Molecular Weight:374.34606000
Formula:C19 H18 O8
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
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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: 195.00 °C. @ 760.00 mm Hg
Boiling Point: 535.70 °C. @ 760.00 mm Hg (est)
Flash Point: 373.00 °F. TCC ( 189.30 °C. ) (est)
logP (o/w): 6.140 (est)
Soluble in:
 water, 0.02303 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
ATRANORIN >98%
Odor: characteristic
Use: Atranorin, which can be found in the herbs of Parmelia tinctorum Despr, has a relevant redox-active action, acting as a pro-oxidant or antioxidant agent depending on the radical. Also, it will exert cytoprotective effects on cells under oxidative stress Antinociceptive/antiinflammatory/antibacterial
Coompo
For experimental / research use only.
Atranorin from Plants ≥96%
Sigma-Aldrich: Sigma
For experimental / research use only.
Atranorin
sds
 
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:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for atranorin usage levels up to:
 not for fragrance use.
 
Recommendation for atranorin flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :68066
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
(3-hydroxy-4-methoxycarbonyl-2,5-dimethylphenyl)3-formyl-2,4-dihydroxy-6-methylbenzoate
Chemidplus:0000479209
 
References:
 (3-hydroxy-4-methoxycarbonyl-2,5-dimethylphenyl)3-formyl-2,4-dihydroxy-6-methylbenzoate
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):68066
Pubchem (sid):135026024
 
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
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 lecanora
Search PMC Picture
 parmelia
Search PMC Picture
 
Synonyms:
 antranoric acid
 atranoric acid
 atranorine
 benzoic acid, 3-formyl-2,4-dihydroxy-6-methyl-, 3-hydroxy-4- (methoxycarbonyl)-2,5-dimethylphenyl ester
 benzoic acid, 3-formyl-2,4-dihydroxy-6-methyl-, 3-hydroxy-4-(methoxycarbonyl)-2,5-dimethylphenyl ester (9CI)
3-formyl-2,4-dihydroxy-6-methylbenzoic acid 3-hydroxy-4-(methoxycarbonyl)-2,5-dimethylphenyl ester
3-hydroxy-4-(methoxycarbonyl)-2,5-dimethyl phenyl 3-formyl-2,4-dihydroxy-6-methyl benzoate
3-hydroxy-4-(methoxycarbonyl)-2,5-dimethylphenyl 3-formyl-2,4-dihydroxy-6-methylbenzoate
(3-hydroxy-4-methoxycarbonyl-2,5-dimethylphenyl)3-formyl-2,4-dihydroxy-6-methylbenzoate
 methyl 1-(3-formyl-2,4-dihydroxy-6-methylphenylcarbonyloxy)-3-hydroxy-2,5-dimethyl-4-benzenecarboxylate
 parmelin
 parmelin acid
isophthalaldehydic acid, 2,4-dihydroxy-6-methyl-, 4-ester with methyl 3,6-dimethyl-b-resorcylate (8CI)
 usnarin
 usnarin acid
 

Articles:

PubMed:Clastogenic effect of atranorin, evernic acid, and usnic acid on human lymphocytes.
PubMed:Redox properties and cytoprotective actions of atranorin, a lichen secondary metabolite.
PubMed:Variable responses of different human cancer cells to the lichen compounds parietin, atranorin, usnic acid and gyrophoric acid.
PubMed:Antinociceptive activity of atranorin in mice orofacial nociception tests.
PubMed:Antimicrobial and antibiofilm activity of secondary metabolites of lichens against methicillin-resistant Staphylococcus aureus strains from cystic fibrosis patients.
PubMed:Depsides: lichen metabolites active against hepatitis C virus.
PubMed:Ecological implication of variation in the secondary metabolites in Parmelioid lichens with respect to altitude.
PubMed:Purification, physicochemical properties, thermal analysis and antinociceptive effect of atranorin extracted from Cladina kalbii.
PubMed:Contact allergy to atranorin in lichens and perfumes.
PubMed:The antimicrobial activity of extracts of the lichen Cladonia foliacea and its (-)-usnic acid, atranorin, and fumarprotocetraric acid constituents.
PubMed:Antimicrobial activity of extracts of chemical races of the lichen Pseudevernia furfuracea and their physodic acid, chloroatranorin, atranorin, and olivetoric acid constituents.
PubMed:The sensitizing capacity of atranorin.
PubMed:Enzymatic production of atranorin: a component of the oak moss absolute by immobilized lichen cells.
PubMed:Identification of atranorin and related potential allergens in oakmoss absolute by high-performance liquid chromatography-tandem mass spectrometry using negative ion atmospheric pressure chemical ionization.
PubMed:Secondary metabolites of the lichen Hypogymnia physodes (L.) Nyl. and their presence in spruce (Picea abies (L.) H. Karst.) bark.
PubMed:Airborne contact dermatitis from atranorin.
PubMed:Larvicidal activity of some secondary lichen metabolites against the mosquito Culiseta longiareolata Macquart (Diptera: Culicidae).
PubMed:Atranorin and oak moss contact allergy.
PubMed:Lichen secondary metabolites as DNA-interacting agents.
PubMed:Lichen secondary metabolites are responsible for induction of apoptosis in HT-29 and A2780 human cancer cell lines.
PubMed:Antimalarial drug interactions of compounds isolated from Kigelia africana (Bignoniaceae) and their synergism with artemether, against the multidrug-resistant W2mef Plasmodium falciparum strain.
PubMed:Growth promoting effects of some lichen metabolites on probiotic bacteria.
PubMed:Biosynthesis of lichen depsides, lecanoric acid and atranorin.
PubMed:Light screening in lichen cortices can be quantified by chlorophyll fluorescence techniques for both reflecting and absorbing pigments.
PubMed:Effect of vicanicin and protolichesterinic acid on human prostate cancer cells: role of Hsp70 protein.
PubMed:Platismatia glaucia and Pseudevernia furfuracea lichens as sources of antioxidant, antimicrobial and antibiofilm agents.
PubMed:Biological activities and chemical composition of lichens from Serbia.
PubMed:β-Orcinol-type depsides from the lichen Thamnolia vermicularis.
PubMed:Dereplication of depsides from the lichen Pseudevernia furfuracea by centrifugal partition chromatography combined to 13C nuclear magnetic resonance pattern recognition.
PubMed:A new depside from Usnea aciculifera growing in Vietnam.
PubMed:Biologically active components of a Papua New Guinea analgesic and anti-inflammatory lichen preparation.
PubMed:UV-protectant metabolites from lichens and their symbiotic partners.
PubMed:Antibacterial and antioxidant activity of lichen species Ramalina roesleri.
PubMed:Cytotoxic evaluation of phenolic compounds from lichens against melanoma cells.
PubMed:In vitro antiplasmodial activity and cytotoxicity of crude extracts and compounds from the stem bark of Kigelia africana (Lam.) Benth (Bignoniaceae).
PubMed:Chemical composition of three Parmelia lichens and antioxidant, antimicrobial and cytotoxic activities of some their major metabolites.
PubMed:Isolation, characterization and antifungal activity of major constituents of the Himalayan lichen Parmelia reticulata Tayl.
PubMed:Chemical constituents of Stereospermum acuminatissimum and their urease and α-chymotrypsin inhibitions.
PubMed:Chemical Composition, Antioxidant, and Antimicrobial Activities of Lichen Umbilicaria cylindrica (L.) Delise (Umbilicariaceae).
PubMed:A study of lipid secretion from the lichen symbionts, ascomycetous fungus Myelochroa leucotyliza and green alga Trebouxia sp.
PubMed:Lichen acids as uncouplers of oxidative phosphorylation of mouse-liver mitochondria.
PubMed:Sensitivity of Xanthoria parietina to UV-A: role of metabolic modulators.
PubMed:Physiological responses of root-less epiphytic plants to acid rain.
PubMed:Light might regulate divergently depside and depsidone accumulation in the lichen Parmotrema hypotropum by affecting thallus temperature and water potential.
PubMed:Solubilization of poorly soluble lichen metabolites for biological testing on cell lines.
PubMed:Photoprotector capacity of lichen metabolites assessed through the inhibition of the 8-methoxypsoralen photobinding to protein.
PubMed:Chemical constituents of the lichen, Candelaria concolor: a complete NMR and chemical degradative investigation.
PubMed:Antimycobacterial activity of lichen substances.
PubMed:Identification of crystalline material found in the thallus of the lichen, Myelochroa leucotyliza.
PubMed:Photosensitivity and allergy to aromatic lichen acids, Compositae oleoresins and other plant substances.
PubMed:Quantitative determination of secondary metabolites in Cladina stellaris and other lichens by micellar electrokinetic chromatography.
PubMed:Production of phenolics by immobilized cells of the lichen Pseudevernia furfuracea: the role of epiphytic bacteria.
PubMed:Antimycobacterial activity of lichen metabolites in vitro.
PubMed:Photohemolytic activity of lichen metabolites.
PubMed:Lichen metabolites modulate hydrogen peroxide and nitric oxide in mouse macrophages.
PubMed:Chemistry of the lichen Hypogymnia physodes transplanted to an industrial region.
PubMed:An investigation of the allergenic constituents of Cladonia stellaris (Opiz) Pous & Vezda ('silver moss', 'reindeer moss' or 'reindeer lichen').
PubMed:Metabolites from the Lichen Ochrolechia parella growing under two different heliotropic conditions.
PubMed:Metabolites of Pseudevernia furfuracea (L.) Zopf. and their inhibition potential of proteolytic enzymes.
PubMed:Phytochemical investigation of the Australian lichens Ramalina glaucescens and Xanthoria parietina.
PubMed:Characterization of a non-reducing polyketide synthase gene from lichen Dirinaria applanata.
PubMed:Is a low content in atranol/chloroatranol safe in oak moss-sensitized individuals?
PubMed:Antimicrobial activity of extracts of the lichen Parmelia sulcata and its salazinic acid constituent.
PubMed:Lupane triterpenoids from Acacia mellifera with cytotoxic activity.
PubMed:Ozone reactivity and free radical scavenging behavior of phenolic secondary metabolites in lichens exposed to chronic oxidant air pollution from Mexico City.
PubMed:Lichen substances affect metal adsorption in Hypogymnia physodes.
PubMed:A study of the genetic variability of Rhizoplaca chrysoleuca using DNA sequences and secondary metabolic substances.
PubMed:Identification and quantitation of allelochemicals from the lichen Lethariella canariensis: phytotoxicity and antioxidative activity.
PubMed:Contact allergy to oak moss: search for sensitizing molecules using combined bioassay-guided chemical fractionation, GC-MS, and structure-activity relationship analysis.
PubMed:Lichen metabolites. 2. Antiproliferative and cytotoxic activity of gyrophoric, usnic, and diffractaic acid on human keratinocyte growth.
PubMed:Preparation of an oakmoss absolute with reduced allergenic potential.
PubMed:Chemical Constituents of the Lichen Ramalina hierrensis.
PubMed:Contact sensitivity to oak moss.
PubMed:The Utilization of Urea by the Lichen Cladonia sandstedei.
PubMed:Perfume allergy due to oak moss and other lichens.
PubMed:Contact allergy due to lichens in patients with a history of photosensitivity.
PubMed:First Report of Heterodermia squamulosa (Lichenized Ascomycota, Physciaceae) in South Korea.
PubMed:Beta-orcinol metabolites from the lichen Hypotrachyna revoluta.
PubMed:Antifungal constituents from the Chinese moss Homalia trichomanoides.
PubMed:Comparison of elicitation potential of chloroatranol and atranol--2 allergens in oak moss absolute.
PubMed:Culture studies and secondary compounds of six Ramalina species.
PubMed:Phenolic constituents from the lichen Parmotrema stuppeum (Nyl.) Hale and their antioxidant activity.
PubMed:Allergy to lichen acids in a fragrance.
PubMed:Lichen metabolites. 1. Inhibitory action against leukotriene B4 biosynthesis by a non-redox mechanism.
PubMed:Lichen biodeterioration of the Convento de la Peregrina, Sahagún, Spain.
PubMed:Sequestration of lichen compounds by lichen-feeding members of the Arctiidae (Lepidoptera).
PubMed:Sequestration of lichen compounds by three species of terrestrial snails.
PubMed:Contact dermatitis from oak moss.
PubMed:The occurrence of lichen phenolics in the photobiont cells of Evernia prunastri.
PubMed:Contact sensitivity to lichens and compositae in Frullania dermatitis.
PubMed:Photosensitivity to oak moss.
PubMed:Purification and Properties of the Constitutive Arginase of Evernia prunastri.
PubMed:Photosensitivity and allergy to aromatic lichen acids, Compositae oleoresins and other plant substances.
 
Notes:
None found
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