Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C21H20O10 |
| Molecular Weight | 432.3775 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 5 / 5 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)C2=C(O)C=C(O)C3=C2OC(=CC3=O)C4=CC=C(O)C=C4
InChI
InChIKey=SGEWCQFRYRRZDC-VPRICQMDSA-N
InChI=1S/C21H20O10/c22-7-14-17(27)18(28)19(29)21(31-14)16-11(25)5-10(24)15-12(26)6-13(30-20(15)16)8-1-3-9(23)4-2-8/h1-6,14,17-19,21-25,27-29H,7H2/t14-,17-,18+,19-,21+/m1/s1
Vitexin, identified as apigenin-8-C-β-D-glucopyranoside, is a flavonoid compound found in Anthurium versicolor, Ficaria verna Huds. (Ranunculaceae), Cucumis sativus L. (Cucurbitaceae), and Acer palmatum (Aceraceae). Vitexin is an active component of many traditional Chinese medicines. Vitexin has recently received increased attention due to its wide range of pharmacological effects, including but not limited to anti-oxidant, anti-cancer, anti-inflammatory, anti-hyperalgesic, and neuroprotective effects.
Originator
Sources: https://books.google.com/books?id=EmmHcz_mWdwC&printsec=frontcover&hl=ru#v=onepage&q&f=false
Curator's Comment: 1900
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: O35800 Gene ID: 29560.0 Gene Symbol: Hif1a Target Organism: Rattus norvegicus (Rat) |
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Target ID: Q8N6T7|||Q9NRC7 Gene ID: 51548.0 Gene Symbol: SIRT6 Target Organism: Homo sapiens (Human) |
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Target ID: CHEMBL2095165 |
353.24 nM [Ki] | ||
Target ID: CHEMBL335 |
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Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | Ritmonutra Approved UseDietary Supplement Ritmonutra is indicated to improve cardiac functions |
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| Primary | Unknown Approved UseUnknown |
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| Primary | Unknown Approved UseUnknown |
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| Primary | Unknown Approved UseUnknown |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Medicinal and ethnoveterinary remedies of hunters in Trinidad. | 2001 |
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| Study of biochemical prevalence indicators for the assessment of iodine deficiency disorders in adults at field conditions in Gujarat (India). | 2001 |
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| [Investigation on method speliality in identifying Fructus Crataegi with vitexin rhamnoside]. | 2001 Dec |
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| Phenolic constituents of Phenax angustifolius. | 2001 Jan |
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| Characterization of the polyphenolic composition of purple loosestrife (Lythrum salicaria). | 2001 Jan-Feb |
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| Effects of intrinsic fluorescence and quenching on fluorescence-based screening of natural products. | 2002 Apr |
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| Chemotaxonomic features associated with flavonoids of cannabinoid-free cannabis (Cannabis sativa subsp. sativa L.) in relation to hops (Humulus lupulus L.). | 2002 Feb |
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| O-Galloyl-C-glycosylflavones from Pelargonium reniforme. | 2002 Feb |
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| Antioxidant constituents from Setaria viridis. | 2002 Jun |
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| Pharmacologically active ellagitannins from Terminalia myriocarpa. | 2002 Jun |
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| Antiviral activities of flavonoids and organic acid from Trollius chinensis Bunge. | 2002 Mar |
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| Effects of seven pure flavonoids from mosses on germination and growth of Tortula muralis HEDW (Bryophyta) and Raphanus sativus L (Magnoliophyta). | 2003 Apr |
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| Determination of flavones in Crataegus pinnatifida by capillary zone electrophoresis. | 2003 Feb |
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| Flavonoids from Achillea nobilis L. | 2003 Jan-Feb |
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| C-glucoside flavonoids from the leaves of Crataegus pinnatifida Bge. var. major N.E.Br. | 2003 Jun |
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| Phenolic constituents and antioxidant properties of Xanthosoma violaceum leaves. | 2003 Oct 22 |
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| Quantitative analysis of flavonoids in the flowers and leaves of Ficaria verna Huds. | 2003 Sep-Oct |
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| [Determination of orientin and vitexin in Trollius chinesis preparation by HPLC]. | 2004 Nov |
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| [Crataegus oxyacantha (aubepine) in the use as herb medicine in France]. | 2005 Apr |
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| Phytotoxic activity of bibenzyl derivatives from the orchid Epidendrum rigidum. | 2005 Aug 10 |
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| Kakispyrol, a new biphenyl derivative from the leaves of Diospyros kaki. | 2005 Jun |
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| Flavone C-glycosides from flowers of Trollius ledebouri. | 2005 May |
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| Distinction of the C-glycosylflavone isomer pairs orientin/isoorientin and vitexin/isovitexin using HPLC-MS exact mass measurement and in-source CID. | 2005 Sep-Oct |
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| [Study on the chemical constituents of the leaves from Crataegus pinnatifida Bge. var. major N. E. Br]. | 2006 Nov |
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| Quantitative LC/MS/MS method and in vivo pharmacokinetic studies of vitexin rhamnoside, a bioactive constituent on cardiovascular system from hawthorn. | 2007 Apr |
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| Diterpenoids and flavonoids from the fruits of Vitex agnus-castus and antioxidant activity of the fruit extracts and their constituents. | 2007 Apr |
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| Anticonvulsant effects of aerial parts of Passiflora incarnata extract in mice: involvement of benzodiazepine and opioid receptors. | 2007 Aug 8 |
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| Exudation of allelopathic substances in buckwheat (Fagopyrum esculentum Moench). | 2007 Aug 8 |
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| 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). | 2007 Dec |
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| 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. | 2007 Feb |
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| Prenylation enhances cytotoxicity of apigenin and liquiritigenin in rat H4IIE hepatoma and C6 glioma cells. | 2007 Jan |
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| A new flavonol from Sophora tonkinensis. | 2007 Jan-Feb |
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| Induction of flavonoid production by UV-B radiation in Passiflora quadrangularis callus cultures. | 2007 Jul |
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| [Studies on chemical constituents from stellaria media. I]. | 2007 Jun |
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| Composition and content of seed flavonoids in forage and grain legume crops. | 2007 Mar |
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| Metabolism of flavone C-glucosides and p-coumaric acid from antioxidant of bamboo leaves (AOB) in rats. | 2007 Mar |
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| 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. | 2007 May 9 |
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| The spasmolytic effect of Aloysia citriodora, Palau (South American cedrón) is partially due to its vitexin but not isovitexin on rat duodenums. | 2007 Sep 5 |
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| Anxiolytic activity of a phytochemically characterized Passiflora incarnata extract is mediated via the GABAergic system. | 2008 Dec |
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| Chemical constituents from the leaves of Broussonetia papyrifera. | 2008 Feb |
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| Antiradical activities of the extract of Passiflora incarnata. | 2008 Sep-Oct |
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| Anti-arthritic potential of the plant Justicia gendarussa Burm F. | 2009 |
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| Gastric anti-ulcer activity of leaf fractions obtained of polar extract from Wilbrandia ebracteata in mice. | 2009 |
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| Screening and structural characterization of alpha-glucosidase inhibitors from hawthorn leaf flavonoids extract by ultrafiltration LC-DAD-MS(n) and SORI-CID FTICR MS. | 2009 Aug |
Sample Use Guides
Rats in the vitexin-treated group were administered 30 mg/kg oral vitexin once daily at doses for 4 weeks.
Recommended dosage of Dietary Supplement Ritmonutra ® containing among other components 5.4 mg of vitexin is two capsules a day.
Route of Administration:
Oral
HCT-116 cells treated with vitexin (10, 25 and 50 μM) for 24 h caused remarkable changes with majority of cells to become shrink and show distorted morphology characteristics of programmed cell death, with significant cell death as evidenced by reduction in cell viability and enhanced LDH activity
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1982 (Number of products:3)
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16954
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VITEXIN
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9VP70K75OK
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3681-93-4
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DTXSID90190287
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300000037469
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SUBSTANCE RECORD
