artocarpin

CAS: 7608-44-8 C26 H28 O6 MW: 436.50436000

Identification

Nameartocarpin
CAS Number7608-44-8
FDA UNIISearch
Molecular FormulaC26 H28 O6
Molecular Weight436.50436000
Nikkaji NumberJ94.466A
XlogP35.70 (est)

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Soluble in water, 0.002704 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for artocarpin usage levels up tonot for fragrance use.
Recommendation for artocarpin flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

artocarpus heterophyllus

Synonyms

2-(2,4- dihydroxyphenyl)-5-hydroxy-7-methoxy-6-[(E)-3-methylbut-1-enyl]-3-(3-methylbut-2-enyl)chromen-4-one PubMed: Identification of cytochrome P450 isoforms involved in the metabolism of artocarpin and assessment of its drug-drug interaction. PubMed: The effects of artocarpin on wound healing: in vitro and in vivo studies. PubMed: Artocarpin-enriched (Artocarpus altilis) Heartwood Extract Provides Protection Against UVB-induced Mechanical Damage in Dermal Fibroblasts. PubMed: Artocarpin, an isoprenyl flavonoid, induces p53-dependent or independent apoptosis via ROS-mediated MAPKs and Akt activation in non-small cell lung cancer cells. PubMed: Chemoprevention of Colorectal Cancer by Artocarpin, a Dietary Phytochemical from Artocarpus heterophyllus. PubMed: Flavonoids from the leaves and heartwoods of Artocarpus lowii King and their bioactivities. PubMed: Moracin C, A Phenolic Compound Isolated from Artocarpus heterophyllus, Suppresses Lipopolysaccharide-Activated Inflammatory Responses in Murine Raw264.7 Macrophages. PubMed: Moraceae Plants with Tyrosinase Inhibitory Activity: A Review. PubMed: Enhanced autophagic activity of artocarpin in human hepatocellular carcinoma cells through improving its solubility by a nanoparticle system. PubMed: Dual Acting Neuraminidase Inhibitors Open New Opportunities to Disrupt the Lethal Synergism between Streptococcus pneumoniae and Influenza Virus. PubMed: Synergistic effect of artocarpin on antibacterial activity of some antibiotics against methicillin-resistant Staphylococcus aureus, Pseudomonas aeruginosa, and Escherichia coli. PubMed: Artocarpus altilis heartwood extract protects skin against UVB in vitro and in vivo. PubMed: Flavonoids from Artocarpus anisophyllus and their bioactivities. PubMed: Antibacterial assay-guided isolation of active compounds from Artocarpus heterophyllus heartwoods. PubMed: Artocarpin Induces Apoptosis in Human Cutaneous Squamous Cell Carcinoma HSC-1 Cells and Its Cytotoxic Activity Is Dependent on Protein-Nutrient Concentration. PubMed: Antipneumococcal activity of neuraminidase inhibiting artocarpin. PubMed: Antihepatoma activity of Artocarpus communis is higher in fractions with high artocarpin content. PubMed: Artocarpin attenuates ultraviolet B-induced skin damage in hairless mice by antioxidant and anti-inflammatory effect. PubMed: Antityrosinase and antimicrobial activities from Thai medicinal plants. PubMed: Elucidation of carbohydrate molecular interaction mechanism of recombinant and native ArtinM. PubMed: Prenylated flavonoids from Artocarpus altilis: antioxidant activities and inhibitory effects on melanin production. PubMed: [Flavonoids from Artocarpus hypargyreus]. PubMed: Quaternary association in beta-prism I2 fold plant lectins: insights from X-ray crystallography, modelling and molecular dynamics. PubMed: Artocarpus plants as a potential source of skin whitening agents. PubMed: Novel neuraminidase inhibitors: identification, biological evaluation and investigations of the binding mode. PubMed: Depigmenting action of a nanoemulsion containing heartwood extract of Artocarpus incisus on UVB-induced hyperpigmentation in C57BL/6 mice. PubMed: Cytotoxic effect of artocarpin on T47D cells. PubMed: Prenylated flavones from Artocarpus altilis. PubMed: In vitro protection of umbilical cord blood-derived primitive hematopoietic stem progenitor cell pool by mannose-specific lectins via antioxidant mechanisms. PubMed: [Effects of cycloartocarpin A and artocarpin extracted from Fructus Artocarpin Heterophylli on apoptosis of SMMC-7721 and SGC-7901 cells]. PubMed: Isoprenoid-substituted flavonoids from wood of Artocarpus heterophyllus on B16 melanoma cells: cytotoxicity and structural criteria. PubMed: A simple micro-method for determining precise oligosaccharidic specificity of mannose-binding lectins. PubMed: Neutrophil activation induced by ArtinM: release of inflammatory mediators and enhancement of effector functions. PubMed: Two structurally identical mannose-specific jacalin-related lectins display different effects on human T lymphocyte activation and cell death. PubMed: The lectin KM+ induces corneal epithelial wound healing in rabbits. PubMed: An oxepinoflavone from Artocarpus elasticus with cytotoxic activity against P-388 cells. PubMed: Isolation of tyrosinase inhibitors from Artocarpus heterophyllus and use of its extract as antibrowning agent. PubMed: Artin M: a rational substitution for the names artocarpin and KM+. PubMed: Evaluation of the effect of Thai breadfruit's heartwood extract on melanogenesis-inhibitory and antioxidation activities. PubMed: Analysis of the sugar-binding specificity of mannose-binding-type Jacalin-related lectins by frontal affinity chromatography--an approach to functional classification. PubMed: Targeted transfollicular delivery of artocarpin extract from Artocarpus incisus by means of microparticles. PubMed: Antiherpetic flavones from the heartwood of Artocarpus gomezianus. PubMed: Inhibitory effect of isoprenoid-substituted flavonoids isolated from Artocarpus heterophyllus on melanin biosynthesis. PubMed: Prenylated flavonoids from the heartwood of Artocarpus communis with inhibitory activity on lipopolysaccharide-induced nitric oxide production. PubMed: Neutrophil activation induced by the lectin KM+ involves binding to CXCR2. PubMed: Lectin KM+-induced neutrophil haptotaxis involves binding to laminin. PubMed: Free radicals scavenging efficiency of a few naturally occurring flavonoids: a comparative study. PubMed: Artocarpin is a polyspecific jacalin-related lectin with a monosaccharide preference for mannose. PubMed: New isoprenylated flavones, artochamins A--E, and cytotoxic principles from Artocarpus chama. PubMed: Structural basis for the carbohydrate specificities of artocarpin: variation in the length of a loop as a strategy for generating ligand specificity. PubMed: Crystal structures of artocarpin, a Moraceae lectin with mannose specificity, and its complex with methyl-alpha-D-mannose: implications to the generation of carbohydrate specificity. PubMed: The skin-lightening effects of artocarpin on UVB-induced pigmentation. PubMed: Isothermal titration calorimetric studies on the binding of deoxytrimannoside derivatives with artocarpin: implications for a deep-seated combining site in lectins PubMed: Isothermal titration calorimetric studies on the binding of deoxytrimannoside derivatives with artocarpin: implications for a deep-seated combining site in lectins. PubMed: Tyrosinase inhibitors from Artocarpus gomezianus. PubMed: The 5 alpha-reductase inhibitory components from heartwood of Artocarpus incisus: structure-activity investigations. PubMed: Thermodynamic studies of saccharide binding to artocarpin, a B-cell mitogen, reveals the extended nature of its interaction with mannotriose [3,6-Di-O-(alpha-D-mannopyranosyl)-D-mannose]. PubMed: A new prenylated flavone from Artocarpus champeden inhibits the K(+)-dependent amino acid transport in Bombyx mori midgut. PubMed: Homology between jacalin and artocarpin from jackfruit (Artocarpus integrifolia) seeds. Partial sequence and preliminary crystallographic studies of artocarpin. PubMed: Differential binding properties of Gal/GalNAc specific lectins available for characterization of glycoreceptors. PubMed: Carbohydrate binding specificity of the B-cell maturation mitogen from Artocarpus integrifolia seeds. PubMed: Artocarpin-galactomannan interaction: characterization of combining site of artocarpin. PubMed: Jacalin and artocarpin. PubMed: Activation of T and B cells by a crude extract of Artocarpus integrifolia is mediated by a lectin distinct from jacalin. PubMed: Chemical modification studies of Artocarpus lakoocha lectin artocarpin.