Vitexin
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    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 573210

CAS#: 3681-93-4

Description: Vitexin is an apigenin flavone glucoside which inhibits thyroid peroxidase. Vitexin has also been shown to have antinociceptive effects.


Chemical Structure

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Vitexin
CAS# 3681-93-4

Theoretical Analysis

MedKoo Cat#: 573210
Name: Vitexin
CAS#: 3681-93-4
Chemical Formula: C21H20O10
Exact Mass: 432.1056
Molecular Weight: 432.38
Elemental Analysis: C, 58.34; H, 4.66; O, 37.00

Price and Availability

Size Price Availability Quantity
5.0mg USD 210.0 2 Weeks
10.0mg USD 345.0 2 Weeks
25.0mg USD 575.0 2 Weeks
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Synonym: Vitexin, Apigenin 8-C-glucoside

IUPAC/Chemical Name: 4H-1-Benzopyran-4-one, 5,7-dihydroxy-8-beta-D-glucopyranosyl-2-(4-hydroxyphenyl)-

InChi Key: SGEWCQFRYRRZDC-VPRICQMDSA-N

InChi Code: 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

SMILES Code: c1(c2c(c(=O)cc(o2)c2ccc(cc2)O)c(cc1O)O)[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >3 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.03.00

Preparing Stock Solutions

The following data is based on the product molecular weight 432.38 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL

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1: Venturini CL, Macho A, Arunachalam K, de Almeida DAT, Rosa SIG, Pavan E, Balogun SO, Damazo AS, Martins DTO. Vitexin inhibits inflammation in murine ovalbumin-induced allergic asthma. Biomed Pharmacother. 2018 Jan;97:143-151. doi: 10.1016/j.biopha.2017.10.073. Epub 2017 Nov 6. PubMed PMID: 29091859.

2: Ganesan K, Xu B. Molecular targets of vitexin and isovitexin in cancer therapy: a critical review. Ann N Y Acad Sci. 2017 Aug;1401(1):102-113. doi: 10.1111/nyas.13446. Review. PubMed PMID: 28891090.

3: Min JW, Kong WL, Han S, Bsoul N, Liu WH, He XH, Sanchez RM, Peng BW. Vitexin protects against hypoxic-ischemic injury via inhibiting Ca2+/Calmodulin-dependent protein kinase II and apoptosis signaling in the neonatal mouse brain. Oncotarget. 2017 Apr 11;8(15):25513-25524. doi: 10.18632/oncotarget.16065. PubMed PMID: 28424420; PubMed Central PMCID: PMC5421947.

4: Zhang S, Guo C, Chen Z, Zhang P, Li J, Li Y. Vitexin alleviates ox-LDL-mediated endothelial injury by inducing autophagy via AMPK signaling activation. Mol Immunol. 2017 May;85:214-221. doi: 10.1016/j.molimm.2017.02.020. Epub 2017 Mar 10. PubMed PMID: 28288411.

5: Wang F, Yin J, Ma Y, Jiang H, Li Y. Vitexin alleviates lipopolysaccharide-induced islet cell injury by inhibiting HMGB1 release. Mol Med Rep. 2017 Mar;15(3):1079-1086. doi: 10.3892/mmr.2017.6114. Epub 2017 Jan 12. PubMed PMID: 28098903; PubMed Central PMCID: PMC5367348.

6: Chen L, Zhang B, Shan S, Zhao X. Neuroprotective effects of vitexin against isoflurane-induced neurotoxicity by targeting the TRPV1 and NR2B signaling pathways. Mol Med Rep. 2016 Dec;14(6):5607-5613. doi: 10.3892/mmr.2016.5948. Epub 2016 Nov 16. PubMed PMID: 27878303.

7: He JD, Wang Z, Li SP, Xu YJ, Yu Y, Ding YJ, Yu WL, Zhang RX, Zhang HM, Du HY. Vitexin suppresses autophagy to induce apoptosis in hepatocellular carcinoma via activation of the JNK signaling pathway. Oncotarget. 2016 Dec 20;7(51):84520-84532. doi: 10.18632/oncotarget.11731. PubMed PMID: 27588401; PubMed Central PMCID: PMC5356678.

8: Sun Z, Yan B, Yu WY, Yao X, Ma X, Sheng G, Ma Q. Vitexin attenuates acute doxorubicin cardiotoxicity in rats via the suppression of oxidative stress, inflammation and apoptosis and the activation of FOXO3a. Exp Ther Med. 2016 Sep;12(3):1879-1884. Epub 2016 Jul 13. PubMed PMID: 27588105; PubMed Central PMCID: PMC4997971.

9: Zhu Q, Mao LN, Liu CP, Sun YH, Jiang B, Zhang W, Li JX. Antinociceptive effects of vitexin in a mouse model of postoperative pain. Sci Rep. 2016 Jan 14;6:19266. doi: 10.1038/srep19266. PubMed PMID: 26763934; PubMed Central PMCID: PMC4817219.

10: Min JW, Hu JJ, He M, Sanchez RM, Huang WX, Liu YQ, Bsoul NB, Han S, Yin J, Liu WH, He XH, Peng BW. Vitexin reduces hypoxia-ischemia neonatal brain injury by the inhibition of HIF-1alpha in a rat pup model. Neuropharmacology. 2015 Dec;99:38-50. doi: 10.1016/j.neuropharm.2015.07.007. Epub 2015 Jul 14. PubMed PMID: 26187393.

Vitexin

5.0mg / USD 210.0