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MedKoo Cat#: 145360 | Name: Robinetinidol

Description:

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

Robinetinidol is an oligomeric condensed polyphenol. Robinetinidol is a catechin-like flavan-3-ol.

Chemical Structure

Robinetinidol
Robinetinidol
CAS#528-56-3

Theoretical Analysis

MedKoo Cat#: 145360

Name: Robinetinidol

CAS#: 528-56-3

Chemical Formula: C15H14O6

Exact Mass: 290.0790

Molecular Weight: 290.27

Elemental Analysis: C, 62.07; H, 4.86; O, 33.07

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Robinetinidol;
IUPAC/Chemical Name
5-((2R,3S)-3,7-dihydroxychroman-2-yl)benzene-1,2,3-triol
InChi Key
GMPPKSLKMRADRM-SWLSCSKDSA-N
InChi Code
1S/C15H14O6/c16-9-2-1-7-3-12(19)15(21-13(7)6-9)8-4-10(17)14(20)11(18)5-8/h1-2,4-6,12,15-20H,3H2/t12-,15+/m0/s1
SMILES Code
O[C@H]1CC2=CC=C(O)C=C2O[C@@H]1C3=CC(O)=C(O)C(O)=C3
Appearance
To be determined
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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

Preparing Stock Solutions

The following data is based on the product molecular weight 290.27 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
1: Niu H, Chao Y, Li K, Li J, Gong W, Huang W. Robinetinidol-flavone attenuates cholesterol synthesis in hepatoma cells via inhibition of 3-hydroxy-3-methylglutaryl-coenzyme A reductase. Mol Med Rep. 2015 Jan;11(1):561-6. doi: 10.3892/mmr.2014.2758. Epub 2014 Oct 23. PMID: 25339541. 2: Huang W, Niu H, Xue X, Li J, Li C. Robinetinidol-(4beta-->8)-epigallocatechin 3-O-gallate, a galloyl dimer prorobinetinidin from Acacia mearnsii De Wild, effectively protects human neuroblastoma SH-SY5Y cells against acrolein-induced oxidative damage. J Alzheimers Dis. 2010;21(2):493-506. doi: 10.3233/JAD-2010-090886. PMID: 20555145. 3: Chedjou IN, Ngouafong FT, Tchuenguem RT, Dzoyem JP, Ponou BK, Teponno RB, Barboni L, Tapondjou LA. Siamoside A: a new C-glycosylated flavone from Senna siamea (Lam.) H. S. Irwin & Barneby (Caesalpiniaceae). Nat Prod Res. 2023 Oct-Nov;37(20):3461-3469. doi: 10.1080/14786419.2022.2085699. Epub 2022 Jun 10. PMID: 35687822. 4: Ogawa S, Matsuo Y, Tanaka T, Yazaki Y. Utilization of Flavonoid Compounds from Bark and Wood. III. Application in Health Foods. Molecules. 2018 Jul 26;23(8):1860. doi: 10.3390/molecules23081860. PMID: 30049977; PMCID: PMC6222561. 5: Akinmoladun AC, Jiddah Kazeem BS, Bello M, Olaleye MT. Effect of standardized Eucalyptus globulus leaf extract on brain oxidative stress and aberrant neurochemistry of fructose-streptozotocin-induced diabetic rats. Niger J Physiol Sci. 2023 Jun 30;38(1):65-72. doi: 10.54548/njps.v38i1.10. PMID: 38243358. 6: Kashiwada M, Nakaishi S, Usuda A, Miyahara Y, Katsumoto K, Katsura K, Terakado I, Jindo M, Nakajima S, Ogawa S, Sugiyama K, Ochiai W. Analysis of anti-obesity and anti-diabetic effects of acacia bark-derived proanthocyanidins in type 2 diabetes model KKAy mice. J Nat Med. 2021 Sep;75(4):893-906. doi: 10.1007/s11418-021-01537-7. Epub 2021 Jun 13. PMID: 34120298. 7: Venter PB, Senekal ND, Kemp G, Amra-Jordaan M, Khan P, Bonnet SL, van der Westhuizen JH. Analysis of commercial proanthocyanidins. Part 3: the chemical composition of wattle (Acacia mearnsii) bark extract. Phytochemistry. 2012 Nov;83:153-67. doi: 10.1016/j.phytochem.2012.07.012. Epub 2012 Aug 20. PMID: 22917955. 8: Yu F, Li N, Yu SS. A new diterpenoid glucopyranoside from Erythrophleum fordii. J Asian Nat Prod Res. 2005 Feb;7(1):19-24. doi: 10.1080/10286020310001608976. PMID: 15621597. 9: Ikarashi N, Toda T, Okaniwa T, Ito K, Ochiai W, Sugiyama K. Anti-Obesity and Anti-Diabetic Effects of Acacia Polyphenol in Obese Diabetic KKAy Mice Fed High- Fat Diet. Evid Based Complement Alternat Med. 2011;2011:952031. doi: 10.1093/ecam/nep241. Epub 2011 Apr 14. PMID: 21799697; PMCID: PMC3137845. 10: Venter PB, Sisa M, van der Merwe MJ, Bonnet SL, van der Westhuizen JH. Analysis of commercial proanthocyanidins. Part 1: the chemical composition of quebracho (Schinopsis lorentzii and Schinopsis balansae) heartwood extract. Phytochemistry. 2012 Jan;73(1):95-105. doi: 10.1016/j.phytochem.2011.10.006. Epub 2011 Nov 5. PMID: 22063672. 11: Ikarashi N, Takeda R, Ito K, Ochiai W, Sugiyama K. The inhibition of lipase and glucosidase activities by acacia polyphenol. Evid Based Complement Alternat Med. 2011;2011:272075. doi: 10.1093/ecam/neq043. Epub 2011 Feb 14. PMID: 21660093; PMCID: PMC3096474. 12: Sarwar MW, Riaz A, Nahid N, Al Qahtani A, Ahmed N, Nawaz-Ul-Rehman MS, Younus A, Mubin M. Homology modeling and docking analysis of ßC1 protein encoded by Cotton leaf curl Multan betasatellite with different plant flavonoids. Heliyon. 2019 Mar 7;5(3):e01303. doi: 10.1016/j.heliyon.2019.e01303. PMID: 30899831; PMCID: PMC6407081. 13: Kusano R, Ogawa S, Matsuo Y, Tanaka T, Yazaki Y, Kouno I. α-Amylase and lipase inhibitory activity and structural characterization of acacia bark proanthocyanidins. J Nat Prod. 2011 Feb 25;74(2):119-28. doi: 10.1021/np100372t. Epub 2010 Dec 30. PMID: 21192716. 14: Noreljaleel AEM, Kemp G, Wilhelm A, van der Westhuizen JH, Bonnet SL. Analysis of commercial proanthocyanidins. Part 5: A high resolution mass spectrometry investigation of the chemical composition of sulfited wattle (Acacia mearnsii De Wild.) bark extract. Phytochemistry. 2019 Jun;162:109-120. doi: 10.1016/j.phytochem.2018.12.008. Epub 2019 Mar 15. PMID: 30884255.