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MedKoo Cat#: 145721 | Name: Sterubin

Description:

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

Sterubin is a natural compound classified as a flavonoid glycoside. It is derived from various plants, particularly from species in the Scutellaria (skullcap) genus. Sterubin has been studied for its potential antioxidant and anti-inflammatory properties. Research has suggested that it might have beneficial effects in terms of cardiovascular health, neuroprotection, and anti-cancer activity due to its ability to neutralize free radicals and modulate certain biological pathways.

Chemical Structure

Sterubin
Sterubin
CAS#51857-11-5

Theoretical Analysis

MedKoo Cat#: 145721

Name: Sterubin

CAS#: 51857-11-5

Chemical Formula: C16H14O6

Exact Mass: 302.0800

Molecular Weight: 302.28

Elemental Analysis: C, 63.58; H, 4.67; O, 31.76

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
Sterubin;
IUPAC/Chemical Name
(S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-7-methoxychroman-4-one
InChi Key
DSAJORLEPQBKDA-AWEZNQCLSA-N
InChi Code
1S/C16H14O6/c1-21-9-5-12(19)16-13(20)7-14(22-15(16)6-9)8-2-3-10(17)11(18)4-8/h2-6,14,17-19H,7H2,1H3/t14-/m0/s1
SMILES Code
COC1=CC(O)=C2C(=O)C[C@H](OC2=C1)C3=CC(O)=C(O)C=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 302.28 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: Kazmi I, Al-Abbasi FA, Afzal M, Shahid Nadeem M, Altayb HN. Sterubin protects against chemically-induced Alzheimer's disease by reducing biomarkers of inflammation- IL-6/ IL-β/ TNF-α and oxidative stress- SOD/MDA in rats. Saudi J Biol Sci. 2023 Feb;30(2):103560. doi: 10.1016/j.sjbs.2023.103560. Epub 2023 Jan 13. PMID: 36712184; PMCID: PMC9876951. 2: Hofmann J, Fayez S, Scheiner M, Hoffmann M, Oerter S, Appelt-Menzel A, Maher P, Maurice T, Bringmann G, Decker M. Sterubin: Enantioresolution and Configurational Stability, Enantiomeric Purity in Nature, and Neuroprotective Activity in Vitro and in Vivo. Chemistry. 2020 Jun 5;26(32):7299-7308. doi: 10.1002/chem.202001264. Epub 2020 May 15. PMID: 32358806; PMCID: PMC7317536. 3: Viswanathan S, Subramanian K, Ramesh V, Vasanthi AHR. Insights from molecular network analysis to docking of sterubin with potential targets. Bioinformation. 2023 Dec 31;19(12):1184-1192. doi: 10.6026/973206300191184. PMID: 38250532; PMCID: PMC10794762. 4: Liang Z, Maher P. Structural Requirements for the Neuroprotective and Anti- Inflammatory Activities of the Flavanone Sterubin. Antioxidants (Basel). 2022 Nov 7;11(11):2197. doi: 10.3390/antiox11112197. PMID: 36358569; PMCID: PMC9686938. 5: Alqurashi MM, Al-Abbasi FA, Afzal M, Alghamdi AM, Zeyadi M, Sheikh RA, Alshehri S, Imam SS, Sayyed N, Kazmi I. Protective effect of sterubin against neurochemical and behavioral impairments in rotenone-induced Parkinson's disease. Braz J Med Biol Res. 2024 Feb 9;57:e12829. doi: 10.1590/1414-431X2023e12829. PMID: 38359270; PMCID: PMC10868181. 6: Goujon M, Liang Z, Soriano-Castell D, Currais A, Maher P. The Neuroprotective Flavonoids Sterubin and Fisetin Maintain Mitochondrial Health under Oxytotic/Ferroptotic Stress and Improve Bioenergetic Efficiency in HT22 Neuronal Cells. Antioxidants (Basel). 2024 Apr 13;13(4):460. doi: 10.3390/antiox13040460. PMID: 38671908; PMCID: PMC11047672. 7: Viswanathan S, Arumugam T, Sivaraj R, Subhashri Rajendran S, Ramesh V, Subramanian K, Vasanthi AHR. From network pharmacology to molecular docking analysis of sterubin targets for Alzheimer. Bioinformation. 2024 Apr 30;20(4):327-336. doi: 10.6026/973206300200327. PMID: 38854763; PMCID: PMC11161872. 8: Fischer W, Currais A, Liang Z, Pinto A, Maher P. Old age-associated phenotypic screening for Alzheimer's disease drug candidates identifies sterubin as a potent neuroprotective compound from Yerba santa. Redox Biol. 2019 Feb;21:101089. doi: 10.1016/j.redox.2018.101089. Epub 2018 Dec 21. PMID: 30594901; PMCID: PMC6309122. 9: Taguchi N, Hata T, Kamiya E, Kobayashi A, Aoki H, Kunisada T. Reduction in human hair graying by sterubin, an active flavonoid of Eriodictyon angustifolium. J Dermatol Sci. 2018 Dec;92(3):286-289. doi: 10.1016/j.jdermsci.2018.11.002. Epub 2018 Nov 8. PMID: 30514662. 10: Xia K, Qi WJ, Wu XQ, Song YY, Zhu JJ, Ai Y, Cui Z, Zhang ZP, Tang SA, Gui YT, Yuan Y, Wang L, Zhong H. Synthesis, Structure Revision, and Anti- inflammatory Activity Investigation of Putative Blumeatin. ACS Omega. 2023 Apr 6;8(15):14240-14246. doi: 10.1021/acsomega.3c01247. PMID: 37091405; PMCID: PMC10116622. 11: Viswanathan S, Arumugam T, Subramanian K, Sivaraj R, Ramesh V, Vasanthi AHR. Molecular docking analysis of flavonoids with AChE and BACE-1. Bioinformation. 2024 Feb 29;20(2):103-109. doi: 10.6026/973206300200103. PMID: 38497082; PMCID: PMC10941774. 12: Taguchi N, Hata T, Kamiya E, Homma T, Kobayashi A, Aoki H, Kunisada T. Eriodictyon angustifolium extract, but not Eriodictyon californicum extract, reduces human hair greying. Int J Cosmet Sci. 2020 Aug;42(4):336-345. doi: 10.1111/ics.12620. Epub 2020 Jun 2. PMID: 32324292. 13: Reichelt KV, Peter R, Paetz S, Roloff M, Ley JP, Krammer GE, Engel KH. Characterization of flavor modulating effects in complex mixtures via high temperature liquid chromatography. J Agric Food Chem. 2010 Jan 13;58(1):458-64. doi: 10.1021/jf9027552. Erratum in: J Agric Food Chem. 2010 Mar 10;58(5):3241-2. PMID: 19924859. 14: Maher P. Modulation of the Neuroprotective and Anti-inflammatory Activities of the Flavonol Fisetin by the Transition Metals Iron and Copper. Antioxidants (Basel). 2020 Nov 11;9(11):1113. doi: 10.3390/antiox9111113. PMID: 33187316; PMCID: PMC7696754. 15: Taguchi N, Yuriguchi M, Ando T, Kitai R, Aoki H, Kunisada T. Flavonoids with Two OH Groups in the B-Ring Promote Pigmented Hair Regeneration. Biol Pharm Bull. 2019;42(9):1446-1449. doi: 10.1248/bpb.b19-00295. PMID: 31474706. 16: Maher P, Fischer W, Liang Z, Soriano-Castell D, Pinto AFM, Rebman J, Currais A. The Value of Herbarium Collections to the Discovery of Novel Treatments for Alzheimer's Disease, a Case Made With the Genus Eriodictyon. Front Pharmacol. 2020 Mar 10;11:208. doi: 10.3389/fphar.2020.00208. PMID: 32210808; PMCID: PMC7076189. 17: Yang J, Liang Q, Wang M, Jeffries C, Smithson D, Tu Y, Boulos N, Jacob MR, Shelat AA, Wu Y, Ravu RR, Gilbertson R, Avery MA, Khan IA, Walker LA, Guy RK, Li XC. UPLC-MS-ELSD-PDA as a powerful dereplication tool to facilitate compound identification from small-molecule natural product libraries. J Nat Prod. 2014 Apr 25;77(4):902-9. doi: 10.1021/np4009706. Epub 2014 Mar 11. PMID: 24617915; PMCID: PMC4784093. 18: Ley JP, Krammer G, Reinders G, Gatfield IL, Bertram HJ. Evaluation of bitter masking flavanones from Herba Santa (Eriodictyon californicum (H. and A.) Torr., Hydrophyllaceae). J Agric Food Chem. 2005 Jul 27;53(15):6061-6. doi: 10.1021/jf0505170. PMID: 16028996. 19: Abu Ghazal TS, Veres K, Vidács L, Szemerédi N, Spengler G, Berkecz R, Hohmann J. Furanonaphthoquinones, Diterpenes, and Flavonoids from Sweet Marjoram and Investigation of Antimicrobial, Bacterial Efflux, and Biofilm Formation Inhibitory Activities. ACS Omega. 2023 Sep 14;8(38):34816-34825. doi: 10.1021/acsomega.3c03982. PMID: 37780020; PMCID: PMC10536869. 20: Yasir M, Park J, Han ET, Han JH, Park WS, Chun W. Investigating the Inhibitory Potential of Flavonoids against Aldose Reductase: Insights from Molecular Docking, Dynamics Simulations, and gmx_MMPBSA Analysis. Curr Issues Mol Biol. 2024 Oct 16;46(10):11503-11518. doi: 10.3390/cimb46100683. PMID: 39451563; PMCID: PMC11506312.