Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C21H20O10 |
Molecular Weight | 432.3783 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 5 / 5 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
c1cc(ccc1-c2cc(=O)c3c(cc(c(c3o2)[C@@]4([H])[C@@]([H])([C@]([H])([C@@]([H])([C@@]([H])(CO)O4)O)O)O)O)O)O
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
Molecular Formula | C21H20O10 |
Molecular Weight | 432.3783 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 5 / 5 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/27693342
Sources: https://www.ncbi.nlm.nih.gov/pubmed/27693342
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 |
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Target ID: O35800 Gene ID: 29560.0 Gene Symbol: Hif1a Target Organism: Rattus norvegicus (Rat) Sources: https://www.ncbi.nlm.nih.gov/pubmed/17202857 |
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Target ID: Q8N6T7|||Q9NRC7 Gene ID: 51548.0 Gene Symbol: SIRT6 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/21854049 |
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Target ID: CHEMBL2095165 Sources: https://www.ncbi.nlm.nih.gov/pubmed/27834134 |
353.24 nM [Ki] | ||
Target ID: CHEMBL335 Sources: https://www.ncbi.nlm.nih.gov/pubmed/24291393 |
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Target ID: CHEMBL5869 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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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 |
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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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Characterization of the polyphenolic composition of purple loosestrife (Lythrum salicaria). | 2001 Jan-Feb |
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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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[Studies on chemical constituents from Phyllostachys pubescens]. | 2003 Aug |
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Determination of flavones in Crataegus pinnatifida by capillary zone electrophoresis. | 2003 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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Evidence for estrogen receptor beta-selective activity of Vitex agnus-castus and isolated flavones. | 2003 Oct |
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Optimization of "Askoeziuofito" tablets. | 2005 |
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The isolation and antioxidative effects of vitexin from Acer palmatum. | 2005 Feb |
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LC and UV determination of flavonoids from Passiflora alata medicinal extracts and leaves. | 2005 Feb 23 |
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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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Isolation and HPLC quantitative analysis of antioxidant flavonoids from Alternanthera tenella Colla. | 2006 Jan-Feb |
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Antispasmodic effects of Rooibos tea (Aspalathus linearis) is mediated predominantly through K+ -channel activation. | 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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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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Preparative separation of vitexin and isovitexin from pigeonpea extracts with macroporous resins. | 2007 Jan 19 |
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The antimutagenic activity of the major flavonoids of rooibos (Aspalathus linearis): some dose-response effects on mutagen activation-flavonoid interactions. | 2007 Jul 28 |
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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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Use of cyclic voltammetry, photochemiluminescence, and spectrophotometric methods for the measurement of the antioxidant capacity of buckwheat sprouts. | 2007 Nov 28 |
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Trace element water improves the antioxidant activity of buckwheat (Fagopyrum esculentum Moench) sprouts. | 2007 Oct 31 |
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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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Isoflavonoid glycosides and rotenoids from Pongamia pinnata leaves. | 2008 Jan-Feb |
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HPLC-PDA-MS and NMR characterization of C-glycosyl flavones in a hydroalcoholic extract of Citrus aurantifolia leaves with antiplatelet activity. | 2008 Mar 12 |
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Influence of the extraction mode on the yield of hyperoside, vitexin and vitexin-2''-O-rhamnoside from Crataegus monogyna Jacq. (hawthorn). | 2008 Nov-Dec |
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[Simultaneous determination of four glycosylflavones from Lophatherum gracile by RP-HPLC]. | 2008 Oct |
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Pharmacokinetic study of three active flavonoid glycosides in rat after intravenous administration of Trollius ledebourii extract by liquid chromatography. | 2008 Oct |
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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 |
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HPLC determination of eight polyphenols in the leaves of Crataegus pinnatifida Bge. var. major. | 2009 Mar |
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Antioxidant activities of extracts and main components of Pigeonpea [Cajanus cajan (L.) Millsp.] leaves. | 2009 Mar 4 |
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
Substance Class |
Chemical
Created
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admin
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Sat Jun 26 03:29:23 UTC 2021
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admin
on
Sat Jun 26 03:29:23 UTC 2021
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Record UNII |
9VP70K75OK
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Record Status |
Validated (UNII)
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Record Version |
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DSLD |
1982 (Number of products:3)
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1717708
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VITEXIN
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9VP70K75OK
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222-963-8
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5280441
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3681-93-4
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3681-93-4
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PARENT -> CONSTITUENT ALWAYS PRESENT |
USP
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PARENT -> CONSTITUENT ALWAYS PRESENT |
ORAC value expressed as umol TE/g for this compound was 14,800 +/- 451.
ORAC is a chemical antioxidant assay that is based on the inhibition of the peroxyl-radical induced oxidation initiated by thermal decomposition of AAPH.
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PARENT -> CONSTITUENT ALWAYS PRESENT | |||
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PARENT -> CONSTITUENT ALWAYS PRESENT | |||
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PARENT -> CONSTITUENT ALWAYS PRESENT |