WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H329821
CAS#: 7085-55-4
Description: Troxerutin is a flavonol, a type of flavonoid. It is more accurately a hydroxyethylrutoside. It can be isolated from Sophora japonica, the Japanese pagoda tree. It is used as a vasoprotective. Troxerutin has been shown in mice to reverse CNS insulin resistance and reduce reactive oxygen species induced by a high-cholesterol diet.
Hodoodo Cat#: H329821
Name: Troxerutin
CAS#: 7085-55-4
Chemical Formula: C33H42O19
Exact Mass: 742.23
Molecular Weight: 742.680
Elemental Analysis: C, 53.37; H, 5.70; O, 40.93
Synonym: Factor P-zyma; Flebil; Helveton; Pherarutin; Troxerutin; Veinamitol Pulver; Venaroid; Veno S;L Venoruton; Venoruton P4; Vitamin P4; Z 6000;
IUPAC/Chemical Name: 2-(3,4-bis(2-hydroxyethoxy)phenyl)-5-hydroxy-7-(2-hydroxyethoxy)-3-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-((((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one
InChi Key: IYVFNTXFRYQLRP-VVSTWUKXSA-N
InChi Code: InChI=1S/C33H42O19/c1-14-23(38)26(41)28(43)32(49-14)48-13-21-24(39)27(42)29(44)33(51-21)52-31-25(40)22-17(37)11-16(45-7-4-34)12-20(22)50-30(31)15-2-3-18(46-8-5-35)19(10-15)47-9-6-36/h2-3,10-12,14,21,23-24,26-29,32-39,41-44H,4-9,13H2,1H3/t14-,21+,23-,24+,26+,27-,28+,29+,32+,33-/m0/s1
SMILES Code: O=C1C(O[C@H]2[C@@H]([C@H]([C@@H]([C@@H](CO[C@H]3[C@@H]([C@@H]([C@H]([C@H](C)O3)O)O)O)O2)O)O)O)=C(C4=CC=C(OCCO)C(OCCO)=C4)OC5=CC(OCCO)=CC(O)=C15
Appearance: Solid powder
Purity: >90% (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: >2 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: 2934.99.9001
More Info:
| Biological target: | |
| In vitro activity: | |
| In vivo activity: |
The following data is based on the product molecular weight 742.68 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.
| 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 |
| Formulation protocol: | |
| In vitro protocol: | |
| In vivo protocol: |
1: Subastri A, Suyavaran A, Preedia Babu E, Nithyananthan S, Barathidasan R, Thirunavukkarasu C. Troxerutin with copper generates oxidative stress in cancer cells: Its possible chemotherapeutic mechanism against hepatocellular carcinoma. J Cell Physiol. 2017 Jun 19. doi: 10.1002/jcp.26061. [Epub ahead of print] PubMed PMID: 28628229.
2: Xu GY, Tang XJ. Troxerutin (TXN) potentiated 5-Fluorouracil (5-Fu) treatment of human gastric cancer through suppressing STAT3/NF-κB and Bcl-2 signaling pathways. Biomed Pharmacother. 2017 Aug;92:95-107. doi: 10.1016/j.biopha.2017.04.059. Epub 2017 May 19. PubMed PMID: 28531805.
3: Erratum: Modulation of hippocampal gene expression of microRNA-146a/microRNA-155-nuclear factor-kappa B inflammatory signaling by troxerutin in healthy and diabetic rats. Indian J Pharmacol. 2017 Jan-Feb;49(1):135. doi: 10.4103/0253-7613.201055. PubMed PMID: 28458441; PubMed Central PMCID: PMC5351230.
4: Yu Y, Zheng G. Troxerutin protects against diabetic cardiomyopathy through NF κB/AKT/IRS1 in a rat model of type 2 diabetes. Mol Med Rep. 2017 Jun;15(6):3473-3478. doi: 10.3892/mmr.2017.6456. Epub 2017 Apr 11. PubMed PMID: 28440404; PubMed Central PMCID: PMC5436284.
5: Baluchnejadmojarad T, Jamali-Raeufy N, Zabihnejad S, Rabiee N, Roghani M. Troxerutin exerts neuroprotection in 6-hydroxydopamine lesion rat model of Parkinson's disease: Possible involvement of PI3K/ERβ signaling. Eur J Pharmacol. 2017 Apr 15;801:72-78. doi: 10.1016/j.ejphar.2017.03.002. Epub 2017 Mar 8. PubMed PMID: 28284752.
6: Zamanian M, Hajizadeh MR, Esmaeili Nadimi A, Shamsizadeh A, Allahtavakoli M. Antifatigue effects of troxerutin on exercise endurance capacity, oxidative stress and matrix metalloproteinase-9 levels in trained male rats. Fundam Clin Pharmacol. 2017 Aug;31(4):447-455. doi: 10.1111/fcp.12280. Epub 2017 Apr 4. PubMed PMID: 28214375.
7: Zamanian M, Shamsizadeh A, Esmaeili Nadimi A, Hajizadeh M, Allahtavakoli F, Rahmani M, Kaeidi A, Safari Khalegh H, Allahtavakoli M. Short-term effects of troxerutin (vitamin P4) on muscle fatigue and gene expression of Bcl-2 and Bax in the hepatic tissue of rats. Can J Physiol Pharmacol. 2017 Jun;95(6):708-713. doi: 10.1139/cjpp-2016-0653. Epub 2017 Feb 10. PubMed PMID: 28187266.
8: Subastri A, Harikrishna K, Sureshkumar M, Alshammari GM, Aristatile B, Thirunavukkarasu C. Effect of troxerutin on 2-aminoanthracene and DNA interaction and its anti-mutagenic property. Biomed Pharmacother. 2017 Apr;88:325-334. doi: 10.1016/j.biopha.2017.01.042. Epub 2017 Jan 21. PubMed PMID: 28119234.
9: Yavari R, Badalzadeh R, Alipour MR, Tabatabaei SM. Modulation of hippocampal gene expression of microRNA-146a/microRNA-155-nuclear factor-kappa B inflammatory signaling by troxerutin in healthy and diabetic rats. Indian J Pharmacol. 2016 Nov-Dec;48(6):675-680. doi: 10.4103/0253-7613.194847. Erratum in: Indian J Pharmacol. 2017 Jan-Feb;49(1):135. PubMed PMID: 28066106; PubMed Central PMCID: PMC5155469.
10: Zhang Z, Wang X, Zheng G, Shan Q, Lu J, Fan S, Sun C, Wu D, Zhang C, Su W, Sui J, Zheng Y. Troxerutin Attenuates Enhancement of Hepatic Gluconeogenesis by Inhibiting NOD Activation-Mediated Inflammation in High-Fat Diet-Treated Mice. Int J Mol Sci. 2016 Dec 25;18(1). pii: E31. doi: 10.3390/ijms18010031. PubMed PMID: 28029143; PubMed Central PMCID: PMC5297666.
11: Zhang S, Li H, Zhang L, Li J, Wang R, Wang M. Effects of troxerutin on cognitive deficits and glutamate cysteine ligase subunits in the hippocampus of streptozotocin-induced type 1 diabetes mellitus rats. Brain Res. 2017 Feb 15;1657:355-360. doi: 10.1016/j.brainres.2016.12.009. Epub 2016 Dec 18. PubMed PMID: 27998794.
12: Xu P, Zhang WB, Cai XH, Qiu PY, Hao MH, Lu DD. Activating AKT to inhibit JNK by troxerutin antagonizes radiation-induced PTEN activation. Eur J Pharmacol. 2017 Jan 15;795:66-74. doi: 10.1016/j.ejphar.2016.11.052. Epub 2016 Dec 2. PubMed PMID: 27916554.
13: Badalzadeh R, Baradaran B, Alihemmati A, Yousefi B, Abbaszadeh A. Troxerutin Preconditioning and Ischemic Postconditioning Modulate Inflammatory Response after Myocardial Ischemia/Reperfusion Injury in Rat Model. Inflammation. 2017 Feb;40(1):136-143. doi: 10.1007/s10753-016-0462-8. PubMed PMID: 27807687.
14: Rajagopalan G, Chandrasekaran SP, Carani Venkatraman A. Troxerutin attenuates diet-induced oxidative stress, impairment of mitochondrial biogenesis and respiratory chain complexes in mice heart. Clin Exp Pharmacol Physiol. 2017 Jan;44(1):103-113. doi: 10.1111/1440-1681.12671. PubMed PMID: 27626906.
15: Awasthi S, Ravi A, Saraswathi NT. Troxerutin imparts preservative effects on albumin by preventing Maillard reaction-mediated early and advanced glycation modification. J Biomol Struct Dyn. 2017 Sep;35(12):2681-2687. doi: 10.1080/07391102.2016.1229218. Epub 2016 Sep 20. PubMed PMID: 27589094.
16: Thomas NS, George K, Arivalagan S, Mani V, Siddique AI, Namasivayam N. The in vivo antineoplastic and therapeutic efficacy of troxerutin on rat preneoplastic liver: biochemical, histological and cellular aspects. Eur J Nutr. 2016 Aug 3. [Epub ahead of print] PubMed PMID: 27488610.
17: Elangovan P, Jalaludeen AM, Ramakrishnan R, Pari L. Protective Effect of Troxerutin on Nickel-Induced Testicular Toxicity in Wistar Rats. J Environ Pathol Toxicol Oncol. 2016;35(2):133-46. doi: 10.1615/JEnvironPatholToxicolOncol.2016015384. PubMed PMID: 27481491.
18: Panat NA, Singh BG, Maurya DK, Sandur SK, Ghaskadbi SS. Troxerutin, a natural flavonoid binds to DNA minor groove and enhances cancer cell killing in response to radiation. Chem Biol Interact. 2016 May 5;251:34-44. doi: 10.1016/j.cbi.2016.03.024. Epub 2016 Mar 22. PubMed PMID: 27016192.
19: Gui Y, Li A, Chen F, Zhou H, Tang Y, Chen L, Chen S, Duan S. Involvement of AMPK/SIRT1 pathway in anti-allodynic effect of troxerutin in CCI-induced neuropathic pain. Eur J Pharmacol. 2015 Dec 15;769:234-41. doi: 10.1016/j.ejphar.2015.11.023. Epub 2015 Nov 18. PubMed PMID: 26601804.
20: Panat NA, Maurya DK, Ghaskadbi SS, Sandur SK. Troxerutin, a plant flavonoid, protects cells against oxidative stress-induced cell death through radical scavenging mechanism. Food Chem. 2016 Mar 1;194:32-45. doi: 10.1016/j.foodchem.2015.07.078. Epub 2015 Jul 21. PubMed PMID: 26471524.
