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Category: natural substances and extractives
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
| Assay: | 95.00 to 100.00 %
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| Food Chemicals Codex Listed: | No |
| Soluble in: |
| | water, 339.9 mg/L @ 25 °C (est) |
Organoleptic Properties:
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| Odor and/or flavor descriptions from others (if found). |
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Cosmetic Information:
Suppliers:
| BOC Sciences |
| For experimental / research use only. |
| Maackiain > 95%
Odor: characteristic Use: Maackiain isolated from the flowers of Maackia amurensis Rupr.et Maxim.
antifungal; |
Safety Information:
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| Hazards identification |
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| Classification of the substance or mixture |
| GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) |
| None found. |
| GHS Label elements, including precautionary statements |
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| Pictogram | |
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| Hazard statement(s) |
| None found. |
| Precautionary statement(s) |
| None found. |
| Oral/Parenteral Toxicity: |
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Not determined
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| Dermal Toxicity: |
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Not determined
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| Inhalation Toxicity: |
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Not determined
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Safety in Use Information:
| Category: | natural substances and extractives |
| Recommendation for (-)-maackiain usage levels up to: | | | not for fragrance use.
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| Recommendation for (-)-maackiain flavor usage levels up to: |
| | not for flavor use.
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Safety References:
References:
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| 6H-(1,3) | dioxolo(5,6)benzofuro(3,2-c)(1)benzopyran-3-ol, 6a,12a-dihydro-, (6aR-cis)- |
Articles:
| PubMed: | [Simultaneous determination of seven alkaloids and three flavonoids in Sophorae Tonkinensis Radix et Rhizoma by HPLC]. |
| PubMed: | SKI3301, a purified herbal extract from Sophora tonkinensis, inhibited airway inflammation and bronchospasm in allergic asthma animal models in vivo. |
| PubMed: | Chemical constituents from Sophora tonkinensis and their glucose transporter 4 translocation activities. |
| PubMed: | In vitro and in silico characterization of angiogenic inhibitors from Sophora interrupta. |
| PubMed: | Chemical profiling of anti-hepatocellular carcinoma constituents from Caragana tangutica Maxim. by off-line semi-preparative HPLC-NMR. |
| PubMed: | Potent selective monoamine oxidase B inhibition by maackiain, a pterocarpan from the roots of Sophora flavescens. |
| PubMed: | Flavonoids from Cyclopia genistoides and Their Xanthine Oxidase Inhibitory Activity. |
| PubMed: | [Chemical constituents from EtOAc fraction of Sophora dunnii]. |
| PubMed: | [Molecular pharmacology of (-)maackiain, from Kujin, an anti-allergic Kampo medicine]. |
| PubMed: | Chemical study of the Chinese medicine Pi Han Yao. |
| PubMed: | Characterization and identification of isoflavonoid glycosides in the root of Spiny restharrow (Ononis spinosa L.) by HPLC-QTOF-MS, HPLC-MS/MS and NMR. |
| PubMed: | Maackiain is a novel antiallergic compound that suppresses transcriptional upregulation of the histamine H1 receptor and interleukin-4 genes. |
| PubMed: | Improvement of androgenetic alopecia with topical Sophora flavescens Aiton extract, and identification of the two active compounds in the extract that stimulate proliferation of human hair keratinocytes. |
| PubMed: | Disruption of Heat Shock Protein 90 (Hsp90)-Protein Kinase Cδ (PKCδ) Interaction by (-)-Maackiain Suppresses Histamine H1 Receptor Gene Transcription in HeLa Cells. |
| PubMed: | Isolation and structure elucidation of bioactive compounds from the roots of the Tunisian Ononis angustissima L. |
| PubMed: | Developing an activity and absorption-based quality control platform for Chinese traditional medicine: Application to Zeng-Sheng-Ping(Antitumor B). |
| PubMed: | Pharmacokinetic properties of trifolirhizin, (-)-maackiain, (-)-sophoranone and 2-(2,4-dihydroxyphenyl)-5,6-methylenedioxybenzofuran after intravenous and oral administration of Sophora tonkinensis extract in rats. |
| PubMed: | Ultrasound-assisted dynamic extraction coupled with parallel countercurrent chromatography for simultaneous extraction, purification, and isolation of phytochemicals: application to isoflavones from red clover. |
| PubMed: | Extract of Bowdichia virgilioides and maackiain as larvicidal agent against Aedes aegypti mosquito. |
| PubMed: | Inhibitory constituents of Sophora tonkinensis on nitric oxide production in RAW 264.7 macrophages. |
| PubMed: | Antitumor and apoptotic activities of the chemical constituents from the ethyl acetate extract of Artemisia indica. |
| PubMed: | Simultaneous determination of trifolirhizin, (-)-maackiain, (-)-sophoranone, and 2-(2,4-dihydroxyphenyl)-5,6-methylenedioxybenzofuran from Sophora tonkinensis in rat plasma by liquid chromatography with tandem mass spectrometry and its application to a pharmacokinetic study. |
| PubMed: | [Simultaneous determination of 4 alkaloids and a flavonoid in Picrasmae Ramulus et Folium by RP-HPLC]. |
| PubMed: | Qualitative and quantitative analysis of flavonoids in Sophora tonkinensis by LC/MS and HPLC. |
| PubMed: | (+)-Pisatin biosynthesis: from (-) enantiomeric intermediates via an achiral 7,2'-dihydroxy-4',5'-methylenedioxyisoflav-3-ene. |
| PubMed: | [HPLC fingerprint of flavonoids in Sophora flavescens and determination of five components]. |
| PubMed: | [Chemical constituents from aerial part of Rumex patientia]. |
| PubMed: | Phytotoxic allelochemicals from roots and root exudates of Trifolium pratense. |
| PubMed: | Chemopreventive effect of a mixture of Chinese Herbs (antitumor B) on chemically induced oral carcinogenesis. |
| PubMed: | LC-ESI-MS characterisation of phytoalexins induced in chickpea and pea tissues in response to a biotic elicitor of Hypnea musciformis (red algae). |
| PubMed: | [Chemical constituents of Ammopiptanthus mongolicus]. |
| PubMed: | [Study on chemical constituents of Picrasma quassioides]. |
| PubMed: | Validated LC-MS/MS method for the determination of maackiain and its sulfate and glucuronide in blood: application to pharmacokinetic and disposition studies. |
| PubMed: | [Chemical constituents of Indigofera pseudotinctoria]. |
| PubMed: | Absolute configuration-dependent epoxide formation from isoflavan-4-ol stereoisomers by biphenyl dioxygenase of Pseudomonas pseudoalcaligenes strain KF707. |
| PubMed: | Red clover (Trifolium pratense L.) isoflavones: root phenolic compounds affected by biotic and abiotic stress factors. |
| PubMed: | [Studies on chemical constituents of root of Millettia speciosa]. |
| PubMed: | [Chemical constituents of Oxytropis falcate]. |
| PubMed: | Isoflavonoid composition of a callus culture of the relict tree Maackia amurensis Rupr. et Maxim. |
| PubMed: | Bioassay-guided fractionation of pterocarpans from roots of Harpalyce brasiliana Benth. |
| PubMed: | Characterization of flavonoids in the extract of Sophora flavescens Ait. by high-performance liquid chromatography coupled with diode-array detector and electrospray ionization mass spectrometry. |
| PubMed: | A novel isoflavonoid from Millettia puguensis. |
| PubMed: | Studies on the late steps of (+) pisatin biosynthesis: evidence for (-) enantiomeric intermediates. |
| PubMed: | Isoflavonoids and other compounds from Psorothamnus arborescens with antiprotozoal activities. |
| PubMed: | Binding of flavonoids from Sophora flavescens to the rat uterine estrogen receptor. |
| PubMed: | In vitro free radical and ONOO- scavengers from Sophora flavescens. |
| PubMed: | Maackiain 3-O-(6'-O-malonyl-beta-D-glucopyranoside) from Oudneya africana, a powerful inhibitor of porcine kidney acylase I. |
| PubMed: | Induction of apoptosis by maackiain and trifolirhizin (maackiain glycoside) isolated from sanzukon (Sophora Subprostrate Chen et T. Chen) in human promyelotic leukemia HL-60 cells. |
| PubMed: | Flavonoids from Spatholobus suberectus. |
| PubMed: | A new pterocarpan, (-)-maackiain sulfate, from the roots of Sophora subprostrata. |
| PubMed: | A new prenylisoflavone from Ulex jussiaei. |
| PubMed: | A new coumaronochromone from Sophora japonica. |
| PubMed: | Macharistol, a new cytotoxic cinnamylphenol from the stems of Machaerium aristulatum. |
| PubMed: | Anti-amoebic activity of plant compounds from Virgilia oroboides and Chlorophora excelsa. |
| PubMed: | Functional expression and subcellular localization of the Nectria haematococca Mak1 phytoalexin detoxification enzyme in transgenic tobacco. |
| PubMed: | Effects of isoflavonoids from Cicer on larvae of Heliocoverpa armigera. |
| PubMed: | Phenolic constituents of Ononis vaginalis roots. |
| PubMed: | Elicitor-induced changes in isoflavonoid metabolism in red clover roots. |
| PubMed: | Induction of clovamide by jasmonic acid in red clover. |
| PubMed: | Antimalarial principles from Artemisia indica. |
| PubMed: | Effects of pisatin on Dictyostelium discoideum: its relationship to inducible resistance to nystatin and extension to other isoflavonoid phytoalexins. |
| PubMed: | Manuifolins D, E, and F: new isoflavonoids from Maackia tenuifolia. |
| PubMed: | Activity-guided isolation of constituents of Tephrosia purpurea with the potential to induce the phase II enzyme, quinone reductase. |
| PubMed: | Oxidation of the phytoalexin maackiain to 6,6-dihydroxy-maackiain by Colletotrichum gloeosporioides. |
| PubMed: | A gene for maackiain detoxification from a dispensable chromosome of Nectria haematococca. |
| PubMed: | Isolation and structure identification of an active DNA strand-scission agent, (+)-3,4-di-hydroxy-8,9-methylenedioxypterocarpan. |
| PubMed: | Genetic Analysis of the Role of Phytoalexin Detoxification in Virulence of the Fungus Nectria haematococca on Chickpea (Cicer arietinum). |
| PubMed: | Three Genes for Metabolism of the Phytoalexin Maackiain in the Plant Pathogen Nectria haematococca: Meiotic Instability and Relationship to a New Gene for Pisatin Demethylase. |
| PubMed: | Medicarpin and maackiain 3-O-glucoside-6'-O-malonate conjugates are constitutive compounds in chickpea (Cicer arietinum L.) cell cultures. |
| PubMed: | Biosynthesis of the Phytoalexin Pisatin : Isoflavone Reduction and Further Metabolism of the Product Sophorol by Extracts of Pisum sativum. |
| PubMed: | Elicitor-induced metabolic changes in cell cultures of chickpea (Cicer arietinum L.) cultivars resistant and susceptible to Ascochyta rabiei : II. Differential induction of chalcone-synthase-mRNA activity and analysis of in-vitro-translated protein patterns. |
| PubMed: | Elicitor-induced metabolic changes in cell cultures of chickpea (Cicer arietinum L.) cultivars resistant and susceptible to Ascochyta rabiei : I. Investigations of enzyme activities involved in isoflavone and pterocarpan phytoalexin biosynthesis. |
| PubMed: | Accumulation of isoflavones and pterocarpan phytoalexins in cell suspension cultures of different cultivars of chickpea (Cicer arietinum). |
| PubMed: | Role of oxygenases in pisatin biosynthesis and in the fungal degradation of maackiain. |
| PubMed: | The effect of the phytoalexins, lubimin, (-)-maackiain, pinosylvin, and the related compounds dehydroloroglossol and hordatine M on human lymphoblastoid cell lines. |
| PubMed: | Synthesis of the phytoalexin pisatin by a methyltransferase from pea. |
| PubMed: | Flavone modulators of rat hepatic aryl hydrocarbon hydroxylase. |
| PubMed: | Specificity of medicarpin and related isoflavonoids in inhibition of rat hepatic mixed function oxidase activity. |
| PubMed: | (-)Maackiain acetate specifically inhibits different forms of aryl hydrocarbon hydroxylase in rat and man. |
| PubMed: | Sensitivity of Rhizobium to selected isoflavonoids. |
| PubMed: | Susceptibility of zoopathogenic fungi to phytoalexins. |
| PubMed: | The presence of L-maackiain and pterocarpin in callus tissue of Sophora angustifolia. |
| PubMed: | Oxygen heterocycles. Maackiain, a new naturally occuring chromanocoumaran. |
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