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3681-93-4,MFCD00017456
Catalog No.:AA0077U8

3681-93-4 | Vitexin

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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA0077U8
Chemical Name:
Vitexin
CAS Number:
3681-93-4
Molecular Formula:
C21H20O10
Molecular Weight:
432.3775
MDL Number:
MFCD00017456
SMILES:
OC[C@H]1O[C@H]([C@@H]([C@H]([C@@H]1O)O)O)c1c(O)cc(c2c1oc(cc2=O)c1ccc(cc1)O)O
Properties
Computed Properties
 
Complexity:
690  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
5  
Heavy Atom Count:
31  
Hydrogen Bond Acceptor Count:
10  
Hydrogen Bond Donor Count:
7  
Rotatable Bond Count:
3  
XLogP3:
0.2  

Downstream Synthesis Route

[1]CurrentPatentAssignee:SHIZUOKAPREFECTUREPUBLICUNIVERSITY-EP2385049,2011,A1Locationinpatent:Page/Pagecolumn26

Literature

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Journal: Bioorganic & medicinal chemistry 20121115

Title: An in vitro perspective to cholinesterase inhibitory and antioxidant activity of five Gentiana species and Gentianella caucasea.

Journal: International journal of food sciences and nutrition 20121101

Title: Apoptosis triggered by vitexin in U937 human leukemia cells via a mitochondrial signaling pathway.

Journal: Oncology reports 20121101

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Title: Neuroprotective effects of vitexin, a flavonoid, on pentylenetetrazole-induced seizure in rats.

Journal: Chemical biology & drug design 20120801

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Title: An evaluation of the inhibitory effects against rotavirus infection of edible plant extracts.

Journal: Virology journal 20120101

Title: Changes in wheat leaf phenolome in response to cold acclimation.

Journal: Phytochemistry 20111201

Title: Vitexin protects against myocardial ischemia/reperfusion injury in Langendorff-perfused rat hearts by attenuating inflammatory response and apoptosis.

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Title: Inhibition of Hypoxia-Induced Cell Motility by p16 in MDA-MB-231 Breast Cancer Cells.

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Title: HPLC-PDA-MS and NMR characterization of C-glycosyl flavones in a hydroalcoholic extract of Citrus aurantifolia leaves with antiplatelet activity.

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Title: Isoflavonoid glycosides and rotenoids from Pongamia pinnata leaves.

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences 20080101

Title: Mechanisms of vitexin preconditioning effects on cultured neonatal rat cardiomyocytes with anoxia and reoxygenation.

Journal: The American journal of Chinese medicine 20080101

Title: Inhibition of tobacco mosaic virus infection by quercetin and vitexin.

Journal: Acta virologica 20080101

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Title: 4'''-Acetylvitexin-2''-O-rhamnoside, isoorientin, orientin, and 8-methoxykaempferol-3-O-glucoside as markers for the differentiation of Crataegus monogyna and Crataegus pentagyna from Crataegus laevigata (Rosaceae).

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Title: Use of cyclic voltammetry, photochemiluminescence, and spectrophotometric methods for the measurement of the antioxidant capacity of buckwheat sprouts.

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Title: Trace element water improves the antioxidant activity of buckwheat (Fagopyrum esculentum Moench) sprouts.

Journal: Journal of agricultural and food chemistry 20071031

Title: A predictive tool for assessing (13)C NMR chemical shifts of flavonoids.

Journal: Magnetic resonance in chemistry : MRC 20071001

Title: The spasmolytic effect of Aloysia citriodora, Palau (South American cedrón) is partially due to its vitexin but not isovitexin on rat duodenums.

Journal: Journal of ethnopharmacology 20070905

Title: Exudation of allelopathic substances in buckwheat (Fagopyrum esculentum Moench).

Journal: Journal of agricultural and food chemistry 20070808

Title: The antimutagenic activity of the major flavonoids of rooibos (Aspalathus linearis): some dose-response effects on mutagen activation-flavonoid interactions.

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Title: Induction of flavonoid production by UV-B radiation in Passiflora quadrangularis callus cultures.

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Title: Simultaneous determination of vitexin-4''-O-glucoside and vitexin-2''-O-rhamnoside from Hawthorn leaves flavonoids in rat plasma by HPLC method and its application to pharmacokinetic studies.

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Title: Diterpenoids and flavonoids from the fruits of Vitex agnus-castus and antioxidant activity of the fruit extracts and their constituents.

Journal: Phytotherapy research : PTR 20070401

Title: Quantitative LC/MS/MS method and in vivo pharmacokinetic studies of vitexin rhamnoside, a bioactive constituent on cardiovascular system from hawthorn.

Journal: Biomedical chromatography : BMC 20070401

Title: Metabolism of flavone C-glucosides and p-coumaric acid from antioxidant of bamboo leaves (AOB) in rats.

Journal: The British journal of nutrition 20070301

Title: Composition and content of seed flavonoids in forage and grain legume crops.

Journal: Journal of separation science 20070301

Title: Chemosystematic value of flavonoids from Crataegus x macrocarpa (Rosaceae) with special emphasis on (R)- and (S)-eriodictyol-7-O-glucuronide and luteolin-7-O-glucuronide.

Journal: Chemistry & biodiversity 20070201

Title: Preparative separation of vitexin and isovitexin from pigeonpea extracts with macroporous resins.

Journal: Journal of chromatography. A 20070119

Title: Prenylation enhances cytotoxicity of apigenin and liquiritigenin in rat H4IIE hepatoma and C6 glioma cells.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20070101

Title: A new flavonol from Sophora tonkinensis.

Journal: Journal of Asian natural products research 20070101

Title: Anticonvulsant effects of aerial parts of Passiflora incarnata extract in mice: involvement of benzodiazepine and opioid receptors.

Journal: BMC complementary and alternative medicine 20070101

Title: Anti-inflammatory effects of flavonoids: genistein, kaempferol, quercetin, and daidzein inhibit STAT-1 and NF-kappaB activations, whereas flavone, isorhamnetin, naringenin, and pelargonidin inhibit only NF-kappaB activation along with their inhibitory effect on iNOS expression and NO production in activated macrophages.

Journal: Mediators of inflammation 20070101

Title: Vitexin, an HIF-1alpha inhibitor, has anti-metastatic potential in PC12 cells.

Journal: Molecules and cells 20061231

Title: A rapid ultra-performance liquid chromatography-electrospray ionization tandem mass spectrometric method for the qualitative and quantitative analysis of the constituents of the flower of Trollius ledibouri Reichb.

Journal: Analytica chimica acta 20061124

Title: Antispasmodic effects of Rooibos tea (Aspalathus linearis) is mediated predominantly through K+ -channel activation.

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Journal: Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20061101

Title: An extract of Lannea microcarpa: composition, activity and evaluation of cutaneous irritation in cell cultures and reconstituted human epidermis.

Journal: The Journal of pharmacy and pharmacology 20060701

Title: Capillary electrophoretic analysis of flavonoids in single-styled hawthorn (Crataegus monogyna Jacq.) ethanolic extracts.

Journal: Journal of chromatography. A 20060421

Title: Isolation and HPLC quantitative analysis of antioxidant flavonoids from Alternanthera tenella Colla.

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences 20060101

Title: Isolation and purification of flavonoid glycosides from Trollius ledebouri using high-speed counter-current chromatography by stepwise increasing the flow-rate of the mobile phase.

Journal: Journal of chromatography. A 20051028

Title: Anti-HIV activity of dibenzylbutyrolactone-type lignans from Phenax species endemic in Costa Rica.

Journal: The Journal of pharmacy and pharmacology 20050901

Title: Phytotoxic activity of bibenzyl derivatives from the orchid Epidendrum rigidum.

Journal: Journal of agricultural and food chemistry 20050810

Title: Kakispyrol, a new biphenyl derivative from the leaves of Diospyros kaki.

Journal: Journal of Asian natural products research 20050601

Title: Flavone C-glycosides from flowers of Trollius ledebouri.

Journal: Phytochemistry 20050501

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Title: LC and UV determination of flavonoids from Passiflora alata medicinal extracts and leaves.

Journal: Journal of pharmaceutical and biomedical analysis 20050223

Title: Determination of flavone C-glucosides in antioxidant of bamboo leaves (AOB) fortified foods by reversed-phase high-performance liquid chromatography with ultraviolet diode array detection.

Journal: Journal of chromatography. A 20050218

Title: The isolation and antioxidative effects of vitexin from Acer palmatum.

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Journal: Medicina (Kaunas, Lithuania) 20050101

Title: Distinction of the C-glycosylflavone isomer pairs orientin/isoorientin and vitexin/isovitexin using HPLC-MS exact mass measurement and in-source CID.

Journal: Phytochemical analysis : PCA 20050101

Title: Novel dammarane-type glycosides from Gynostemma pentaphyllum.

Journal: Chemical & pharmaceutical bulletin 20041201

Title: [Determination of orientin and vitexin in Trollius chinesis preparation by HPLC].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20041101

Title: Trollioside, a new compound from the flowers of Trollius chinensis.

Journal: Journal of Asian natural products research 20040601

Title: Norisoprenoids and hepatoprotective flavone glycosides from the aerial parts of Beta vulgaris var. cicla.

Journal: Archives of pharmacal research 20040601

Title: ent-Kaurene diterpenoids from Isodon oresbius.

Journal: Phytochemistry 20040401

Title: [Research of the amounts of flavonoids accumulated in the buds of single-styled hawthorn].

Journal: Medicina (Kaunas, Lithuania) 20040101

Title: A HPTLC densitometric determination of flavonoids from Passiflora alata, P. edulis, P. incarnata and P. caerulea and comparison with HPLC method.

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Title: Unfermented rooibos tea: quantitative characterization of flavonoids by HPLC-UV and determination of the total antioxidant activity.

Journal: Journal of agricultural and food chemistry 20031203

Title: Phenolic constituents and antioxidant properties of Xanthosoma violaceum leaves.

Journal: Journal of agricultural and food chemistry 20031022

Title: Evidence for estrogen receptor beta-selective activity of Vitex agnus-castus and isolated flavones.

Journal: Planta medica 20031001

Title: [Studies on chemical constituents from Phyllostachys pubescens].

Journal: Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20030801

Title: Antioxidant capacity of polyphenolic extracts from leaves of Crataegus laevigata and Crataegus monogyna (Hawthorn) subjected to drought and cold stress.

Journal: Journal of agricultural and food chemistry 20030702

Title: C-glucoside flavonoids from the leaves of Crataegus pinnatifida Bge. var. major N.E.Br.

Journal: Journal of Asian natural products research 20030601

Title: Effects of seven pure flavonoids from mosses on germination and growth of Tortula muralis HEDW (Bryophyta) and Raphanus sativus L (Magnoliophyta).

Journal: Phytochemistry 20030401

Title: Determination of flavones in Crataegus pinnatifida by capillary zone electrophoresis.

Journal: Journal of chromatographic science 20030201

Title: Flavonoids from Achillea nobilis L.

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences 20030101

Title: Investigation of the pharmaceutical and pharmacological equivalence of different Hawthorn extracts.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20030101

Title: Quantitative analysis of flavonoids in the flowers and leaves of Ficaria verna Huds.

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences 20030101

Title: [Phytochemical research of hawthorn species introduced in Lithuania].

Journal: Medicina (Kaunas, Lithuania) 20030101

Title: Constituents of the fruits and leaves of Euodia daniellii.

Journal: Archives of pharmacal research 20021201

Title: Pharmacologically active ellagitannins from Terminalia myriocarpa.

Journal: Planta medica 20020601

Title: Antioxidant constituents from Setaria viridis.

Journal: Archives of pharmacal research 20020601

Title: Effects of intrinsic fluorescence and quenching on fluorescence-based screening of natural products.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20020401

Title: Antiviral activities of flavonoids and organic acid from Trollius chinensis Bunge.

Journal: Journal of ethnopharmacology 20020301

Title: Radioprotective effects of vitexina for breast cancer patients undergoing radiotherapy with cobalt-60.

Journal: Integrative cancer therapies 20020301

Title: O-Galloyl-C-glycosylflavones from Pelargonium reniforme.

Journal: Phytochemistry 20020201

Title: Chemotaxonomic features associated with flavonoids of cannabinoid-free cannabis (Cannabis sativa subsp. sativa L.) in relation to hops (Humulus lupulus L.).

Journal: Natural product letters 20020201

Title: [Investigation on method speliality in identifying Fructus Crataegi with vitexin rhamnoside].

Journal: Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20011201

Title: Phenolic constituents and antioxidant activity of an extract of Anthuriumversicolor leaves.

Journal: Journal of natural products 20010801

Title: Glochiflavanosides A-D: flavanol glucosides from the leaves of Glochidion zeylanicum (Gaertn) A. Juss.

Journal: Chemical & pharmaceutical bulletin 20010701

Title: [Isolation and elucidation of chemical constituents of shandanshaoyao decoction (II)].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20010701

Title: Phenolic constituents of Phenax angustifolius.

Journal: Journal of natural products 20010101

Title: Characterization of the polyphenolic composition of purple loosestrife (Lythrum salicaria).

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences 20010101

Title: Study of biochemical prevalence indicators for the assessment of iodine deficiency disorders in adults at field conditions in Gujarat (India).

Journal: Asia Pacific journal of clinical nutrition 20010101

Title: Medicinal and ethnoveterinary remedies of hunters in Trinidad.

Journal: BMC complementary and alternative medicine 20010101

Title: Phytochemical characterisation and anti-microbial activity of vitex negundu leaves.

Journal: Ancient science of life 20010101

Title: He M, et al. A review on the pharmacological effects of vitexin and isovitexin. Fitoterapia. 2016 Dec;115:74-85.

Title: Lima LKF, et al. A Brief Review on the Neuroprotective Mechanisms of Vitexin. Biomed Res Int. 2018 Dec 5;2018:4785089.

Title: Jiang J, Dai J, Cui H. Vitexin reverses the autophagy dysfunction to attenuate MCAO-induced cerebral ischemic stroke via mTOR/Ulk1 pathway. Biomed Pharmacother. 2018;99:583-590.

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Tags:3681-93-4 Molecular Formula|3681-93-4 MDL|3681-93-4 SMILES|3681-93-4 Vitexin