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MedKoo Cat#: 592164 | Name: Phloretic acid
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Description:

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

Phloretic acid is a side product in the engineering de novo anthocyanin production in Saccharomyces cerevisiae. Phloretic acid is a naturally occurring compound found in Ginkgo biloba and Asparagus, exhibits has potential as an anti-aging agent and possesses antioxidant properties.

Chemical Structure

Phloretic acid
Phloretic acid
CAS#501-97-3

Theoretical Analysis

MedKoo Cat#: 592164

Name: Phloretic acid

CAS#: 501-97-3

Chemical Formula: C9H10O3

Exact Mass: 166.0630

Molecular Weight: 166.18

Elemental Analysis: C, 65.05; H, 6.07; O, 28.88

Price and Availability

Size Price Availability Quantity
1g USD 110.00 Ready to ship
2g USD 180.00 Ready to ship
5g USD 350.00 Ready to ship
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Related CAS #
No Data
Synonym
Phloretic acid; NSC 40949; NSC-40949; NSC40949
IUPAC/Chemical Name
3-(4-Hydroxyphenyl)propionic acid
InChi Key
NMHMNPHRMNGLLB-UHFFFAOYSA-N
InChi Code
InChI=1S/C9H10O3/c10-8-4-1-7(2-5-8)3-6-9(11)12/h1-2,4-5,10H,3,6H2,(H,11,12)
SMILES Code
O=C(O)CCC1=CC=C(O)C=C1
Appearance
Solid powder
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
Soluble in DMSO
Shelf Life
>3 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
2934.99.03.00
More Info
Product Data
Product Data
Certificate of Analysis
View CoA: current batch, Lot#A24M10B24
Safety Data Sheet (SDS)
View Safety Data Sheet (SDS)
Instruction
View handling instruction
Biological target:
Phloretic acid is a side product in the engineering de novo anthocyanin production in Saccharomyces cerevisiae.
In vitro activity:
In this work, a sustainable chemical process was developed through the Fischer esterification of Protobind® lignin, a wheat straw soda lignin, and phloretic acid, a naturally occurring phenolic acid. The esterified lignin demonstrated a better thermal stability as the onset of thermal degradation shifted from 157 to 220 °C, concomitantly to the shift of the glass transition from 92 to 112 °C. In conclusion, the esterified lignin showed potential for being used as sustainable building blocks for composite and thermoset applications. Reference: Polymers (Basel). 2021 Feb 21;13(4):637. https://pubmed.ncbi.nlm.nih.gov/33669917/
In vivo activity:
TBD
Solvent mg/mL mM comments
Solubility
DMSO 66.5 400.18
Water 33.3 200.57
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 166.18 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:
Adjaoud A, Dieden R, Verge P. Sustainable Esterification of a Soda Lignin with Phloretic Acid. Polymers (Basel). 2021 Feb 21;13(4):637. doi: 10.3390/polym13040637. PMID: 33669917; PMCID: PMC7924587.
In vitro protocol:
Adjaoud A, Dieden R, Verge P. Sustainable Esterification of a Soda Lignin with Phloretic Acid. Polymers (Basel). 2021 Feb 21;13(4):637. doi: 10.3390/polym13040637. PMID: 33669917; PMCID: PMC7924587.
In vivo protocol:
TBD
1: Li B, Dong L, Meng W, Xiong SY, Wu GS, Ma WZ, Luo HR. Phloretic acid requires the insulin/IGF-1 pathway and autophagy to enhance stress resistance and extend the lifespan of Caenorhabditis elegans. Front Pharmacol. 2024 Mar 27;15:1384227. doi: 10.3389/fphar.2024.1384227. PMID: 38601465; PMCID: PMC11004342. 2: Cui M, Wei Y, Tan J, Li T, Jiao X, Zhou Y. Biochemical investigations of polyphenol degradation enzymes in the phototrophic bacterium Rubrivivax gelatinosus. Biochem J. 2023 Nov 15;480(21):1753-1766. doi: 10.1042/BCJ20230387. PMID: 37903000. 3: Joachim L, Göttert S, Sax A, Steiger K, Neuhaus K, Heinrich P, Fan K, Orberg ET, Kleigrewe K, Ruland J, Bassermann F, Herr W, Posch C, Heidegger S, Poeck H. The microbial metabolite desaminotyrosine enhances T-cell priming and cancer immunotherapy with immune checkpoint inhibitors. EBioMedicine. 2023 Nov;97:104834. doi: 10.1016/j.ebiom.2023.104834. Epub 2023 Oct 20. PMID: 37865045; PMCID: PMC10597767. 4: Amtaghri S, Slaoui M, Eddouks M. Mentha Pulegium: A Plant with Several Medicinal Properties. Endocr Metab Immune Disord Drug Targets. 2024;24(3):302-320. doi: 10.2174/1871530323666230914103731. PMID: 37711001. 5: Wang Q, Fang Z, Xiao Y, Wang H, Zhang P, Lu W, Zhang H, Zhou X. Lactiplantibacillus pentoses CCFM1227 Produces Desaminotyrosine to Protect against Influenza Virus H1N1 Infection through the Type I Interferon in Mice. Nutrients. 2023 Aug 21;15(16):3659. doi: 10.3390/nu15163659. PMID: 37630849; PMCID: PMC10458433. 6: Elbatreek MH, Fathi AM, Mahdi I, Abdelfattah MAO, Mahmoud MF, Sobeh M. Thymus satureioides Coss. combats oral ulcer via inhibition of inflammation, proteolysis, and apoptosis. Inflammopharmacology. 2023 Oct;31(5):2557-2570. doi: 10.1007/s10787-023-01285-y. Epub 2023 Jul 21. PMID: 37477794. 7: Hou Y, Tian Y, Tian J, Shi J, Zhao H, Hu J, Zhang Y. Peptide-Based Double- Network Hydrogels for Melanoma Treatment and Wound Healing Promotion. ACS Appl Mater Interfaces. 2023 Jun 28;15(25):29927-29938. doi: 10.1021/acsami.3c03854. Epub 2023 Jun 12. PMID: 37306496. 8: Islam SR, Prusty D, Maiti S, Dutta R, Chattopadhyay P, Manna SK. Effect of short-term use of FFP2 (N95) masks on the salivary metabolome of young healthy volunteers: a pilot study. Mol Omics. 2023 Jun 12;19(5):383-394. doi: 10.1039/d2mo00232a. PMID: 36846883. 9: Jimoh TO, Nuamnaichati N, Sungthong R, Chansriniyom C, Chanvorachote P, Likhitwitayawuid K, Chaotham C, Sritularak B. Phytochemicals from Vanda bensonii and Their Bioactivities to Inhibit Growth and Metastasis of Non-Small Cell Lung Cancer Cells. Molecules. 2022 Nov 15;27(22):7902. doi: 10.3390/molecules27227902. PMID: 36432003; PMCID: PMC9699248. 10: Sallam IE, Rolle-Kampczyk U, Schäpe SS, Zaghloul SS, El-Dine RS, Shao P, Bergen MV, Farag MA. Evaluation of Antioxidant Activity and Biotransformation of Opuntia Ficus Fruit: The Effect of In Vitro and Ex Vivo Gut Microbiota Metabolism. Molecules. 2022 Nov 4;27(21):7568. doi: 10.3390/molecules27217568. PMID: 36364395; PMCID: PMC9653959. 11: Stutz MR, Dylla NP, Pearson SD, Lecompte-Osorio P, Nayak R, Khalid M, Adler E, Boissiere J, Lin H, Leiter W, Little J, Rose A, Moran D, Mullowney MW, Wolfe KS, Lehmann C, Odenwald M, De La Cruz M, Giurcanu M, Pohlman AS, Hall JB, Chaubard JL, Sundararajan A, Sidebottom A, Kress JP, Pamer EG, Patel BK. Immunomodulatory fecal metabolites are associated with mortality in COVID-19 patients with respiratory failure. Nat Commun. 2022 Nov 3;13(1):6615. doi: 10.1038/s41467-022-34260-2. PMID: 36329015; PMCID: PMC9633022. 12: Piao Y, Jin L, Cheng X, Yan W, Zhang C, Wang S, Jin C. Anti-Toxoplasma gondii agent isolated from Orostachys malacophylla (Pallas) Fischer. Exp Parasitol. 2022 Nov;242:108397. doi: 10.1016/j.exppara.2022.108397. Epub 2022 Oct 3. PMID: 36195177. 13: Kim W, Chen TY, Cha L, Zhou G, Xing K, Canty NK, Zhang Y, Chang WC. Elucidation of divergent desaturation pathways in the formation of vinyl isonitrile and isocyanoacrylate. Nat Commun. 2022 Sep 12;13(1):5343. doi: 10.1038/s41467-022-32870-4. PMID: 36097268; PMCID: PMC9467999. 14: Zhang B, Zhang Y, Liu X, Zhao C, Yin J, Li X, Zhang X, Wang J, Wang S. Distinctive anti-inflammatory effects of resveratrol, dihydroresveratrol, and 3-(4-hydroxyphenyl)-propionic acid on DSS-induced colitis in pseudo-germ-free mice. Food Chem. 2023 Jan 30;400:133904. doi: 10.1016/j.foodchem.2022.133904. Epub 2022 Aug 10. PMID: 36055136. 15: 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. 16: Haubold TS, Puchot L, Adjaoud A, Verge P, Koschek K. Bio-Based Bisbenzoxazines with Flame Retardant Linker. Polymers (Basel). 2021 Dec 10;13(24):4330. doi: 10.3390/polym13244330. PMID: 34960884; PMCID: PMC8707438. 17: Yang Y, Huang H, Cui Z, Chu J, Du G. UPLC-MS/MS and Network Pharmacology- Based Analysis of Bioactive Anti-Depression Compounds in Betel Nut. Drug Des Devel Ther. 2021 Nov 30;15:4827-4836. doi: 10.2147/DDDT.S335312. PMID: 34880597; PMCID: PMC8645950. 18: Gong W, Li D, Wu Y, Manickam S, Sun X, Han Y, Tao Y, Liu X. Sequential phenolic acid co-pigmentation pretreatment and contact ultrasound-assisted air drying to intensify blackberry drying and enhance anthocyanin retention: A study on mass transfer and phenolic distribution. Ultrason Sonochem. 2021 Dec;80:105788. doi: 10.1016/j.ultsonch.2021.105788. Epub 2021 Oct 14. PMID: 34688142; PMCID: PMC8536790. 19: Rezq S, Mahmoud MF, El-Shazly AM, El Raey MA, Sobeh M. Anti-Inflammatory, Antipyretic, and Analgesic Properties of Potamogeton perfoliatus Extract: In Vitro and In Vivo Study. Molecules. 2021 Aug 10;26(16):4826. doi: 10.3390/molecules26164826. PMID: 34443414; PMCID: PMC8400542. 20: Adjaoud A, Dieden R, Verge P. Sustainable Esterification of a Soda Lignin with Phloretic Acid. Polymers (Basel). 2021 Feb 21;13(4):637. doi: 10.3390/polym13040637. PMID: 33669917; PMCID: PMC7924587.

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