MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 558048 | Name: Robinin
Featured

Description:

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

Robinin is a flavone glycoside based on kaempferol.

Chemical Structure

Robinin
Robinin
CAS#301-19-9

Theoretical Analysis

MedKoo Cat#: 558048

Name: Robinin

CAS#: 301-19-9

Chemical Formula: C33H40O19

Exact Mass: 740.2200

Molecular Weight: 740.66

Elemental Analysis: C, 53.51; H, 5.44; O, 41.04

Price and Availability

Size Price Availability Quantity
5mg USD 550.00 2 Weeks
Bulk Inquiry
Buy Now
Add to Cart
Related CAS #
No Data
Synonym
EINECS 206-113-3; Kaempferol-3-O-gal-rham-7-O-rham; Kaempferol-3-O-robinoside-7-O-rhamnoside; NSC 9222; Robinin; UNII-75RT1VGM60;
IUPAC/Chemical Name
3-((6-O-(6-Deoxy-alpha-L-mannopyranosyl)-beta-D-galactopyranosyl)oxy)-7-((6-deoxy-alpha-L-mannopyranosyl)oxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
InChi Key
PEFASEPMJYRQBW-HKWQTAEVSA-N
InChi Code
InChI=1S/C33H40O19/c1-10-19(36)23(40)26(43)31(47-10)46-9-17-21(38)25(42)28(45)33(51-17)52-30-22(39)18-15(35)7-14(49-32-27(44)24(41)20(37)11(2)48-32)8-16(18)50-29(30)12-3-5-13(34)6-4-12/h3-8,10-11,17,19-21,23-28,31-38,40-45H,9H2,1-2H3/t10-,11-,17+,19-,20-,21-,23+,24+,25-,26+,27+,28+,31+,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(O)C=C4)OC5=CC(O[C@H]6[C@@H]([C@@H]([C@H]([C@H](C)O6)O)O)O)=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
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Robinin inhibits upregulated expression of TLR2 and TLR4. Robinin ameliorates oxidized low density lipoprotein (Ox-LDL) induced inflammatory insult through TLR4/NF-κB pathway.
In vitro activity:
Robinin, the typical chemical in kudzu leaf, was associated with growth inhibition of cyanobacterial Microcystis aeruginosa cells. This study provides evidence supporting the use of plant-derived materials for cyanobacterial control. Reference: Chemosphere. 2023 May;323:138202. https://pubmed.ncbi.nlm.nih.gov/36849021/
In vivo activity:
Robinin could be considered as an alternative therapeutic agent in the treatment of COVID-19. The binding free energy of robinin with the 2019-nCoV spike glycoprotein RBD, TMPRSS2, CatB, and CatL were -5.02, -7.57, -10.10, and -6.11 kcal/mol, respectively. Robinin did not show AMES toxicity or hepatotoxicity. The LD50 in rats were 2.482. Reference: Turk J Biol. 2021 Aug 30;45(4):484-502. https://pubmed.ncbi.nlm.nih.gov/34803449/
Solvent mg/mL mM
Solubility
DMSO 250.0 337.54
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 740.66 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
Formulation protocol:
1. Gil CS, Eom SH. Two different anti-algal control mechanisms in Microcystis aeruginosa induced by robinin or tannin rich plants. Chemosphere. 2023 May;323:138202. doi: 10.1016/j.chemosphere.2023.138202. Epub 2023 Feb 25. PMID: 36849021. 2. Janeesh PA, Sasikala V, Dhanya CR, Abraham A. Robinin modulates TLR/NF-κB signaling pathway in oxidized LDL induced human peripheral blood mononuclear cells. Int Immunopharmacol. 2014 Jan;18(1):191-7. doi: 10.1016/j.intimp.2013.11.023. Epub 2013 Dec 2. PMID: 24295649. 3. Istifli ES, Şihoğlu Tepe A, Netz PA, Sarikürkcü C, Kiliç İH, Tepe B. Determination of the interaction between the receptor binding domain of 2019-nCoV spike protein, TMPRSS2, cathepsin B and cathepsin L, and glycosidic and aglycon forms of some flavonols. Turk J Biol. 2021 Aug 30;45(4):484-502. doi: 10.3906/biy-2104-51. PMID: 34803449; PMCID: PMC8573835. 4. Hong G, Chen Z, Han X, Zhou L, Pang F, Wu R, Shen Y, He X, Hong Z, Li Z, He W, Wei Q. A novel RANKL-targeted flavonoid glycoside prevents osteoporosis through inhibiting NFATc1 and reactive oxygen species. Clin Transl Med. 2021 May;11(5):e392. doi: 10.1002/ctm2.392. PMID: 34047464; PMCID: PMC8140192.
In vitro protocol:
1. Gil CS, Eom SH. Two different anti-algal control mechanisms in Microcystis aeruginosa induced by robinin or tannin rich plants. Chemosphere. 2023 May;323:138202. doi: 10.1016/j.chemosphere.2023.138202. Epub 2023 Feb 25. PMID: 36849021. 2. Janeesh PA, Sasikala V, Dhanya CR, Abraham A. Robinin modulates TLR/NF-κB signaling pathway in oxidized LDL induced human peripheral blood mononuclear cells. Int Immunopharmacol. 2014 Jan;18(1):191-7. doi: 10.1016/j.intimp.2013.11.023. Epub 2013 Dec 2. PMID: 24295649.
In vivo protocol:
1. Istifli ES, Şihoğlu Tepe A, Netz PA, Sarikürkcü C, Kiliç İH, Tepe B. Determination of the interaction between the receptor binding domain of 2019-nCoV spike protein, TMPRSS2, cathepsin B and cathepsin L, and glycosidic and aglycon forms of some flavonols. Turk J Biol. 2021 Aug 30;45(4):484-502. doi: 10.3906/biy-2104-51. PMID: 34803449; PMCID: PMC8573835. 2. Hong G, Chen Z, Han X, Zhou L, Pang F, Wu R, Shen Y, He X, Hong Z, Li Z, He W, Wei Q. A novel RANKL-targeted flavonoid glycoside prevents osteoporosis through inhibiting NFATc1 and reactive oxygen species. Clin Transl Med. 2021 May;11(5):e392. doi: 10.1002/ctm2.392. PMID: 34047464; PMCID: PMC8140192.
1: Zhang W, Liu W, Hu X. Robinin inhibits pancreatic cancer cell proliferation, EMT and inflammation via regulating TLR2-PI3k-AKT signaling pathway. Cancer Cell Int. 2023 Dec 18;23(1):328. doi: 10.1186/s12935-023-03167-3. PMID: 38110966; PMCID: PMC10726507. 2: Tsiklauri L, Švík K, Chrastina M, Poništ S, Dráfi F, Slovák L, Alania M, Kemertelidze E, Bauerova K. Bioflavonoid Robinin from Astragalus falcatus Lam. Mildly Improves the Effect of Metothrexate in Rats with Adjuvant Arthritis. Nutrients. 2021 Apr 13;13(4):1268. doi: 10.3390/nu13041268. PMID: 33924354; PMCID: PMC8069410. 3: Lagarón Cabello B, García Gracia R, Sierra Manzano JM. Intoxicación por robinina [Robinin intoxication]. Aten Primaria. 2002 Sep 15;30(4):258-9. Spanish. doi: 10.1016/s0212-6567(02)79020-3. PMID: 12237034; PMCID: PMC7668819. 4: Janeesh PA, Abraham A. Robinin modulates doxorubicin-induced cardiac apoptosis by TGF-β1 signaling pathway in Sprague Dawley rats. Biomed Pharmacother. 2014 Oct;68(8):989-98. doi: 10.1016/j.biopha.2014.09.010. Epub 2014 Sep 29. PMID: 25443416. 5: Janeesh PA, Sasikala V, Dhanya CR, Abraham A. Robinin modulates TLR/NF-κB signaling pathway in oxidized LDL induced human peripheral blood mononuclear cells. Int Immunopharmacol. 2014 Jan;18(1):191-7. doi: 10.1016/j.intimp.2013.11.023. Epub 2013 Dec 2. PMID: 24295649. 6: Abhirami N, Ayyappan JP. Cardioprotective effect of Robinin ameliorates Endoplasmic Reticulum Stress and Apoptosis in H9c2 cells. Cell Biochem Biophys. 2024 Aug 2. doi: 10.1007/s12013-024-01456-w. Epub ahead of print. PMID: 39095567. 7: Gil CS, Eom SH. Two different anti-algal control mechanisms in Microcystis aeruginosa induced by robinin or tannin rich plants. Chemosphere. 2023 May;323:138202. doi: 10.1016/j.chemosphere.2023.138202. Epub 2023 Feb 25. PMID: 36849021. 8: Tsiklauri L, An G, Ruszaj DM, Alaniya M, Kemertelidze E, Morris ME. Simultaneous determination of the flavonoids robinin and kaempferol in human breast cancer cells by liquid chromatography-tandem mass spectrometry. J Pharm Biomed Anal. 2011 Apr 28;55(1):109-13. doi: 10.1016/j.jpba.2010.12.021. Epub 2010 Dec 23. PMID: 21232900. 9: Shree P, Mishra P, Kumar P, Pandey H, Giri R, Chaube R, Garg N, Tripathi YB. In silico screening of Pueraria tuberosa (PTY-2) for targeting COVID-19 by countering dual targets Mpro and TMPRSS2. J Biomol Struct Dyn. 2022;40(22):11611-11624. doi: 10.1080/07391102.2021.1965029. Epub 2021 Aug 23. PMID: 34424815. 10: Vasil'chenko EA, Sokolova VE. K voprosu o diureticheskom deĭstvii robinina [Diuretic action of robinin]. Farmakol Toksikol. 1973 Jan-Feb;36(1):97-100. Russian. PMID: 4685164. 11: Zaprjanowa AZ, Angelowa MK. Zur quantitativen Bestimmung von Robinin [Quantitative determination of robinin]. Mikrochim Acta. 1976;(5-6 Pt 2):481-6. German. PMID: 233962. 12: Lau CS, Carrier DJ, Beitle RR, Howard LR, Lay JO, Liyanage R, Clausen EC. A glycoside flavonoid in Kudzu (Pueraria lobata): identification, quantification, and determination of antioxidant activity. Appl Biochem Biotechnol. 2005 Spring;121-124:783-94. doi: 10.1385/abab:123:1-3:0783. PMID: 15930558. 13: Wang F, Lin K, Shen Q, Liu D, Xiao G, Ma L. Metabolomic analysis reveals the effect of ultrasonic-microwave pretreatment on flavonoids in tribute Citrus powder. Food Chem. 2024 Aug 1;448:139125. doi: 10.1016/j.foodchem.2024.139125. Epub 2024 Mar 23. PMID: 38537547. 14: Elansary HO, Szopa A, Kubica P, Ekiert H, Ali HM, Elshikh MS, Abdel-Salam EM, El-Esawi M, El-Ansary DO. Bioactivities of Traditional Medicinal Plants in Alexandria. Evid Based Complement Alternat Med. 2018 Jan 31;2018:1463579. doi: 10.1155/2018/1463579. PMID: 29636772; PMCID: PMC5831234. 15: Zhang SS, Zhang NN, Guo S, Liu SJ, Hou YF, Li S, Ho CT, Bai NS. Glycosides and flavonoids from the extract of Pueraria thomsonii Benth leaf alleviate type 2 diabetes in high-fat diet plus streptozotocin-induced mice by modulating the gut microbiota. Food Funct. 2022 Apr 4;13(7):3931-3945. doi: 10.1039/d1fo04170c. PMID: 35289350. 16: Saĭiad SA, Borysov MI, Koval'ov VM. Vydilennia, identyfikatsiia ta kil'kisne vyznachennia robininu v lystiakh puerariï lopatevoï [Isolation, identification and quantitative determination of robinin in the leaves of Pueraria lobata]. Farm Zh. 1979;(4):52-5. Ukrainian. PMID: 225196. 17: Zhang C, Jia X, Zhao Y, Wang L, Cao K, Zhang N, Gao Y, Wang Z. The combined effects of elevated atmospheric CO2 and cadmium exposure on flavonoids in the leaves of Robinia pseudoacacia L. seedlings. Ecotoxicol Environ Saf. 2021 Mar 1;210:111878. doi: 10.1016/j.ecoenv.2020.111878. Epub 2021 Jan 5. PMID: 33418159. 18: Patil SM, Bhattacharya S. Cordia Dichotoma: A Comprehensive Review of its Phytoconstituents and Endophytic Fungal Metabolites and their Potential Anticancer Effects. Curr Top Med Chem. 2024;24(3):201-221. doi: 10.2174/0115680266277024231113114017. PMID: 38141183. 19: Osipovich LI. Vplyv umov vysushuvannia ta fiksatsii na vmist robininu u kvitkakh robinii psevdoakatsii [Effect of the drying and fixation conditions on the robinin level in the flowers of Robinia pseudoacacia]. Farm Zh. 1972 Nov- Dec;27(6):77-8. Ukrainian. PMID: 4664858. 20: Srivastava S, Shree P, Tripathi YB. Active phytochemicals of Pueraria tuberosa for DPP-IV inhibition: in silico and experimental approach. J Diabetes Metab Disord. 2017 Nov 21;16:46. doi: 10.1186/s40200-017-0328-0. PMID: 29201861; PMCID: PMC5697100.