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maclurin
methanone, (3,4-dihydroxyphenyl)(2,4,6-trihydroxyphenyl)-

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Name:(3,4-dihydroxyphenyl)-(2,4,6-trihydroxyphenyl)methanone
CAS Number: 519-34-6Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:208-268-2
FDA UNII: 27KFF3PMTU
Nikkaji Web:J182.278K
MDL:MFCD03939026
XlogP3-AA:2.00 (est)
Molecular Weight:262.21790000
Formula:C13 H10 O6
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
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: 222.50 °C. @ 760.00 mm Hg
Boiling Point: 551.10 °C. @ 760.00 mm Hg (est)
Flash Point: 574.00 °F. TCC ( 301.20 °C. ) (est)
logP (o/w): 2.880 (est)
Soluble in:
 water, 5000 mg/L @ 14C (exp)
 water, 834.5 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.
Maclurin >98%
Odor: characteristic
Use: Maclurin is a natural xanthones found in the ranch of Morus alba L. Due to ortho-dihydroxyl groups and ultimately to the relative stability of the ortho-benzoquinone form, maclurin has protective and antioxidant effects.
Carbosynth
For experimental / research use only.
2,3',4,4',6-Pentahydroxybenzophenone
ExtraSynthese
For experimental / research use only.
Maclurin
Sigma-Aldrich: Aldrich
For experimental / research use only.
Maclurin
 
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 maclurin usage levels up to:
 not for fragrance use.
 
Recommendation for maclurin flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):519-34-6
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :68213
National Institute of Allergy and Infectious Diseases:Data
(3,4-dihydroxyphenyl)-(2,4,6-trihydroxyphenyl)methanone
Chemidplus:0000519346
 
References:
 (3,4-dihydroxyphenyl)-(2,4,6-trihydroxyphenyl)methanone
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):68213
Pubchem (sid):135150720
 
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):C09951
HMDB (The Human Metabolome Database):HMDB32644
FooDB:FDB010593
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
Wikipedia2:View2
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 mangosteen purple mangosteen heartwood
Search Trop Picture
 mulberry heartwood
Search Trop Picture
 
Synonyms:
 benzophenone, 2,3',4,4',6-pentahydroxy- (8CI)
(3,4-dihydroxyphenyl)-(2,4,6-trihydroxyphenyl)methanone
(3,4-dihydroxyphenyl)(2,4,6-trihydroxyphenyl)methanone
 laguncurin
 methanone, (3,4-dihydroxyphenyl)(2,4,6-trihydroxyphenyl)-
 moritannic acid
2,3',4,4',6-pentahydroxybenzophenone
 

Articles:

PubMed:Maclurin protects against hydroxyl radical-induced damages to mesenchymal stem cells: Antioxidant evaluation and mechanistic insight.
PubMed:Isolation of xanthone and benzophenone derivatives from Cyclopia genistoides (L.) Vent. (honeybush) and their pro-apoptotic activity on synoviocytes from patients with rheumatoid arthritis.
PubMed:Note on the supposed production of maclurin from acacatechin.
PubMed:Comprehensive phenolic profiling of Cyclopia genistoides (L.) Vent. by LC-DAD-MS and -MS/MS reveals novel xanthone and benzophenone constituents.
PubMed:MAO-A inhibition profiles of some benzophenone glucosides from Gentiana verna subsp. pontica.
PubMed:Yeast-mediated xanthone synthesis through oxidative intramolecular cyclization.
PubMed:Antioxidant and antityrosinase activity of mulberry (Morus alba L.) twigs and root bark.
PubMed:Characterization of bioactive compounds from raw and ripe Mangifera indica L. peel extracts.
PubMed:Isolation of the Maclura pomifera hemagglutinin on a deoxymelibiotol affinity support and preliminary characterization by buffer electrofocusing and high-performance liquid chromatography.
PubMed:An in vitro study of the toxic effects of Stachybotrys chartarum metabolites on lung cells.
PubMed:Lectin and other histochemical studies of the articular cartilage and the chondro-osseous junction of the normal human knee joint.
PubMed:Polyvalent GalNAcalpha1-->Ser/Thr (Tn) and Galbeta1-->3GalNAcalpha1-->Ser/Thr (T alpha) as the most potent recognition factors involved in Maclura pomifera agglutinin-glycan interactions.
PubMed:Characterization of gallotannins and benzophenone derivatives from mango (Mangifera indica L. cv. 'Tommy Atkins') peels, pulp and kernels by high-performance liquid chromatography/electrospray ionization mass spectrometry.
PubMed:Two-dimensional cell sheet manipulation of heterotypically co-cultured lung cells utilizing temperature-responsive culture dishes results in long-term maintenance of differentiated epithelial cell functions.
PubMed:Effects of sodium diethyldithiocarbamate on type II pulmonary epithelial cells in vitro.
PubMed:The conformation of the T-antigen disaccharide bound to Maclura pomifera agglutinin in aqueous solution.
PubMed:Lectin binding studies of parotid salivary glycoproteins in Sjögren's syndrome.
PubMed:Diversity of C-linked neoglycopeptides for the exploration of subsite-assisted carbohydrate binding interactions.
PubMed:Lectins in the vulva. II. Vulvar intraepithelial neoplasia and squamous cell carcinoma.
PubMed:Structure of the complex of Maclura pomifera agglutinin and the T-antigen disaccharide, Galbeta1,3GalNAc.
PubMed:Mass spectrometric analysis of genetic and post-translational heterogeneity in the lectins Jacalin and Maclura pomifera agglutinin.
PubMed:On the structural differences in the membranes between ciliated bronchial and non-ciliated lymphoepithelium in rats.
PubMed:Secretion of surfactant protein A from rat type II pneumocytes.
PubMed:Maclura pomifera agglutinin-binding glycoconjugates on converted apatite from synthetic octacalcium phosphate implanted into subperiosteal region of mouse calvaria.
PubMed:Isolation and immortalization of rat pre-type II cell lines.
PubMed:Isolation and partial characterization of pneumocin, a novel apical membrane surface glycoprotein marker of rat type II cells.
PubMed:The amino acid sequences of jacalin and the Maclura pomifera agglutinin.
PubMed:Fetal mouse alveolar type II cells in culture express several type II cell characteristics found in vivo, together with major histocompatibility antigens.
PubMed:Homology of the D-galactose-specific lectins from Artocarpus integrifolia and Maclura pomifera and the role of an unusual small polypeptide subunit.
PubMed:Alveolar cell differentiation markers in human lungs.
PubMed:Immunohistochemical properties of the endometrial and cervical adenocarcinoma.
PubMed:Isolation of pulmonary alveolar type I cells from adult rats.
PubMed:Improved isolation of rat lung alveolar type II cells. More representative recovery and retention of cell polarity.
PubMed:Changes in biochemical characteristics and pattern of lectin binding of alveolar type II cells with time in culture.
PubMed:Solid phase measurements of antibody and lectin binding to xenogenic carbohydrate antigens.
PubMed:Xanthones and benzophenones from the stems of Garcinia multiflora.
PubMed:Glycophorin A-mediated haemolysis of normal human erythrocytes: evidence for antigen aggregation in the pathogenesis of immune haemolysis.
PubMed:Surface changes in type II pneumocytes isolated from rats during the cultivation.
PubMed:Heterogeneity of the zona pellucida carbohydrate distribution in human oocytes failing to fertilize in vitro.
PubMed:Molecular cloning of the mitogenic mannose/maltose-specific rhizome lectin from Calystegia sepium.
PubMed:Intratracheal administration of hepatocyte growth factor/scatter factor stimulates rat alveolar type II cell proliferation in vivo.
PubMed:Bauhinia purpurea lectin (BPA) binding of rat type I pneumocytes: alveolar epithelial alterations after radiation-induced lung injury.
PubMed:Regulation of low-amiloride-affinity sodium channels in alveolar type II cells.
PubMed:Lectin histochemistry of normal lung and pulmonary carcinoma.
PubMed:Capacitated and acrosome reacted spermatozoa of goat (Capra indicus): a fluorescence and electron microscopic study.
PubMed:Surfactant lipid uptake and secretion in type II cells in response to lectins and secretagogues.
PubMed:Serum accelerates the loss of type II cell differentiation in vitro.
PubMed:Expression of cell-specific markers for alveolar epithelium in fetal rat lung.
PubMed:Crystallization and preliminary X-ray diffraction studies of the complex of Maclura pomifera agglutinin with the disaccharide Gal beta 1-3GalNAc.
PubMed:Lectin histochemistry in rat thyroid tumours.
PubMed:A histochemical localization on Maclura pomifera lectin during osteogenesis.
PubMed:Identification and characterization of the pulmonary alveolar type II cell Maclura pomifera agglutinin-binding membrane glycoprotein.
PubMed:Ultrastructural demonstration of Maclura pomifera agglutinin binding sites in the membranocystic lesions of membranous lipodystrophy (Nasu-Hakola disease).
PubMed:Culture of differentiated and undifferentiated type II cells from fetal rat lung.
PubMed:The separation of lymphocyte subpopulations with lectins.
PubMed:Cellular heterogeneity in normal human urothelium: an analysis of optical properties and lectin binding.
PubMed:Interaction of Salmonella telaviv with Maclura pomifera lectin.
 
Notes:
Extract from heartwood of Garcinia mangostana (mangosteen). Also from Morus alba (white mulberry)
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