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MedKoo Cat#: 145503 | Name: Davidigenin

Description:

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

Davidigenin is an anti-diabetic compound. Davidigenin has antitumor activity. Davidigenin is a bioactive compound in PMI-5011.

Chemical Structure

Davidigenin
Davidigenin
CAS#23130-26-9

Theoretical Analysis

MedKoo Cat#: 145503

Name: Davidigenin

CAS#: 23130-26-9

Chemical Formula: C15H14O4

Exact Mass: 258.0900

Molecular Weight: 258.27

Elemental Analysis: C, 69.76; H, 5.46; O, 24.78

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
Davidigenin;
IUPAC/Chemical Name
1-(2,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)propan-1-one
InChi Key
UDGKKUWYNITJRX-UHFFFAOYSA-N
InChi Code
1S/C15H14O4/c16-11-4-1-10(2-5-11)3-8-14(18)13-7-6-12(17)9-15(13)19/h1-2,4-7,9,16-17,19H,3,8H2
SMILES Code
OC1=CC=C(CCC(=O)C2=C(O)C=C(O)C=C2)C=C1
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 258.27 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: Desire O, Rivière C, Razafindrazaka R, Goossens L, Moreau S, Guillon J, Uverg-Ratsimamanga S, Andriamadio P, Moore N, Randriantsoa A, Raharisololalao A. Antispasmodic and antioxidant activities of fractions and bioactive constituent davidigenin isolated from Mascarenhasia arborescens. J Ethnopharmacol. 2010 Jul 20;130(2):320-8. doi: 10.1016/j.jep.2010.05.017. Epub 2010 May 16. PMID: 20580662. 2: Asano T, Ishihara K, Morota T, Takeda S, Aburada M. Permeability of the flavonoids liquiritigenin and its glycosides in licorice roots and davidigenin, a hydrogenated metabolite of liquiritigenin, using human intestinal cell line Caco-2. J Ethnopharmacol. 2003 Dec;89(2-3):285-9. doi: 10.1016/j.jep.2003.09.009. PMID: 14611893. 3: Huang HY, Ko HH, Jin YJ, Yang SZ, Shih YA, Chen IS. Dihydrochalcone glucosides and antioxidant activity from the roots of Anneslea fragrans var. lanceolata. Phytochemistry. 2012 Jun;78:120-5. doi: 10.1016/j.phytochem.2012.02.023. Epub 2012 Mar 27. PMID: 22459967. 4: Keranmu A, Pan LB, Fu J, Han P, Yu H, Zhang ZW, Xu H, Yang XY, Hu JC, Zhang HJ, Bu MM, Jiang JD, Xing NZ, Wang Y. Biotransformation of Liquiritigenin into Characteristic Metabolites by the Gut Microbiota. Molecules. 2022 May 10;27(10):3057. doi: 10.3390/molecules27103057. PMID: 35630532; PMCID: PMC9146493. 5: Eisenman SW, Poulev A, Struwe L, Raskin I, Ribnicky DM. Qualitative variation of anti-diabetic compounds in different tarragon (Artemisia dracunculus L.) cytotypes. Fitoterapia. 2011 Oct;82(7):1062-74. doi: 10.1016/j.fitote.2011.07.003. Epub 2011 Jul 21. PMID: 21798321; PMCID: PMC3164315. 6: Zhen L, He S, Xue Q, Liu Y, Cao J, Zhao T, Cheng G, Wang Y. Influence of Ultra-High-Pressure Pretreatment Method on Chemical Constituents, Antioxidant and Cytoprotective Activities of Free, Esterified, and Bound Phenolics from Anneslea Fragrans Wall. Leaves. Plant Foods Hum Nutr. 2023 Jun;78(2):407-418. doi: 10.1007/s11130-023-01071-9. Epub 2023 Jun 2. PMID: 37266882. 7: Thumann TA, Pferschy-Wenzig E-M, Kumpitsch C, Duller S, Högenauer C, Kump P, Aziz-Kalbhenn H, Ammar RM, Rabini S, Moissl-Eichinger C, Bauer R. Rapid biotransformation of STW 5 constituents by human gut microbiome from IBS- and non-IBS donors. Microbiol Spectr. 2024 Jun 4;12(6):e0403123. doi: 10.1128/spectrum.04031-23. Epub 2024 May 13. PMID: 38738925; PMCID: PMC11237759. 8: Vaithiyanathan M, Yu Y, Rahnama A, Pettigrew JH, Safa N, Liu D, Gauthier TJ, Floyd ZE, Melvin AT. Characterization of PMI-5011 on the Regulation of Deubiquitinating Enzyme Activity in Multiple Myeloma Cell Extracts. Biochem Eng J. 2021 Feb;166:107834. doi: 10.1016/j.bej.2020.107834. Epub 2020 Nov 4. PMID: 33716550; PMCID: PMC7949241. 9: Kil YS, Park J, Jafari M, Woo HA, Seo EK. Minor phenolics from Angelica keiskei and their proliferative effects on Hep3B cells. Bioorg Med Chem Lett. 2017 Jul 15;27(14):3065-3070. doi: 10.1016/j.bmcl.2017.05.054. Epub 2017 May 18. PMID: 28571822. 10: Aishwarya S, Gunasekaran K, Sagaya Jansi R, Sangeetha G. From genomes to molecular dynamics - A bottom up approach in extrication of SARS CoV-2 main protease inhibitors. Comput Toxicol. 2021 May;18:100156. doi: 10.1016/j.comtox.2021.100156. Epub 2021 Jan 29. PMID: 33532671; PMCID: PMC7844360. 11: Madureira AM, Molnár A, Abreu PM, Molnár J, Ferreira MJ. A new sesquiterpene-coumarin ether and a new abietane diterpene and their effects as inhibitors of P-glycoprotein. Planta Med. 2004 Sep;70(9):828-33. doi: 10.1055/s-2004-827231. PMID: 15503353. 12: Olennikov DN, Chirikova NK, Kashchenko NI, Nikolaev VM, Kim SW, Vennos C. Bioactive Phenolics of the Genus Artemisia (Asteraceae): HPLC-DAD-ESI-TQ- MS/MS Profile of the Siberian Species and Their Inhibitory Potential Against α-Amylase and α-Glucosidase. Front Pharmacol. 2018 Jul 12;9:756. doi: 10.3389/fphar.2018.00756. PMID: 30050443; PMCID: PMC6052120. 13: Taniguchi C, Homma M, Takano O, Hirano T, Oka K, Aoyagi Y, Niitsuma T, Hayashi T. Pharmacological effects of urinary products obtained after treatment with saiboku-to, a herbal medicine for bronchial asthma, on type IV allergic reaction. Planta Med. 2000 Oct;66(7):607-11. doi: 10.1055/s-2000-8626. PMID: 11105563. 14: Hong L, Ying SH. Ethanol extract and isolated constituents from artemisia dracunculus inhibit esophageal squamous cell carcinoma and induce apoptotic cell death. Drug Res (Stuttg). 2015 Feb;65(2):101-6. doi: 10.1055/s-0034-1372647. Epub 2014 Jul 30. PMID: 25076224. 15: Yang EJ, Kim M, Woo JE, Lee T, Jung JW, Song KS. The comparison of neuroprotective effects of isoliquiritigenin and its Phase I metabolites against glutamate-induced HT22 cell death. Bioorg Med Chem Lett. 2016 Dec 1;26(23):5639-5643. doi: 10.1016/j.bmcl.2016.10.072. Epub 2016 Oct 26. PMID: 27815122. 16: Logendra S, Ribnicky DM, Yang H, Poulev A, Ma J, Kennelly EJ, Raskin I. Bioassay-guided isolation of aldose reductase inhibitors from Artemisia dracunculus. Phytochemistry. 2006 Jul;67(14):1539-46. doi: 10.1016/j.phytochem.2006.05.015. Epub 2006 Jun 27. PMID: 16806328. 17: Liu ZL, Tanaka S, Horigome H, Hirano T, Oka K. Induction of apoptosis in human lung fibroblasts and peripheral lymphocytes in vitro by Shosaiko-to derived phenolic metabolites. Biol Pharm Bull. 2002 Jan;25(1):37-41. doi: 10.1248/bpb.25.37. PMID: 11824553. 18: Li C, Homma M, Oka K. Characteristics of delayed excretion of flavonoids in human urine after administration of Shosaiko-to, a herbal medicine. Biol Pharm Bull. 1998 Dec;21(12):1251-7. doi: 10.1248/bpb.21.1251. PMID: 9881633. 19: Homma M, Oka K, Taniguchi C, Niitsuma T, Hayashi T. Systematic analysis of post-administrative saiboku-to urine by liquid chromatography to determine pharmacokinetics of traditional Chinese medicine. Biomed Chromatogr. 1997 May- Jun;11(3):125-31. doi: 10.1002/(SICI)1099-0801(199705)11:3<125::AID- BMC631>3.0.CO;2-L. PMID: 9192103. 20: Zhang M, Peng Y, Wang M, Gao B, Zhao L, Li X. The influence of compatibility of Si-Ni decoction with metabolism in intestinal bacteria on transports of toxic diterpenoid alkaloids from processed aconite root across Caco-2 monolayers. J Ethnopharmacol. 2019 Jan 10;228:164-178. doi: 10.1016/j.jep.2018.09.022. Epub 2018 Sep 15. PMID: 30223050.

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