Patulitrin | CAS#19833-25-1 | glycoside

MedKoo Cat#: 146324 | Name: Patulitrin

Description:

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

Patulitrin is a naturally occurring flavonoid glycoside, specifically a methylated derivative of patuletin, found in certain plants. It exhibits antimicrobial, antioxidant, and anti-inflammatory properties, though its applications are mostly in pharmacological research rather than agriculture or industry. Patulitrin's mechanism of action is believed to involve free radical scavenging and modulation of inflammatory pathways, potentially through inhibition of enzymes like COX and lipoxygenase.

Chemical Structure

Patulitrin

CAS#19833-25-1

Theoretical Analysis

MedKoo Cat#: 146324

Name: Patulitrin

CAS#: 19833-25-1

Chemical Formula: C22H22O13

Exact Mass: 494.1060

Molecular Weight: 494.41

Elemental Analysis: C, 53.45; H, 4.49; O, 42.07

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

Patulitrin;

IUPAC/Chemical Name

2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-6-methoxy-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one

InChi Key

AFCDXKGLUDDXCK-LMTLLXHESA-N

InChi Code

1S/C22H22O13/c1-32-21-11(34-22-19(31)17(29)14(26)12(6-23)35-22)5-10-13(16(21)28)15(27)18(30)20(33-10)7-2-3-8(24)9(25)4-7/h2-5,12,14,17,19,22-26,28-31H,6H2,1H3/t12-,14-,17+,19-,22-/m1/s1

SMILES Code

COC1=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C=C3OC(=C(O)C(=O)C3=C1O)C4=CC=C(O)C(O)=C4

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 494.41 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.

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: Sadaf F, Saleem R, Khan RA, Ahmad U, Lubna, Bano S, Faizi S. Antihypertensive effect of patulitrin and other constituents from Tagetes patula L. (French marigold) in acute L-NAME induced hypertensive rats. Nat Prod Res. 2024 Jun;38(12):2019-2025. doi: 10.1080/14786419.2023.2233673. Epub 2023 Jul 17. PMID: 37458205. 2: Yasukawa K, Kasahara Y. Effects of Flavonoids from French Marigold (Florets of Tagetes patula L.) on Acute Inflammation Model. Int J Inflam. 2013;2013:309493. doi: 10.1155/2013/309493. Epub 2013 Sep 22. PMID: 24175111; PMCID: PMC3794638. 3: Sanjaya SS, Park J, Choi YH, Park HS, Sadanaga T, Jung MJ, Kim GY. Polyphenol extract from Tagetes erecta L. flowers stimulates osteogenesis via β-catenin activation. Phytomedicine. 2025 Jan;136:156313. doi: 10.1016/j.phymed.2024.156313. Epub 2024 Dec 7. PMID: 39675109. 4: Sanjaya SS, Park MH, Karunarathne WAHM, Lee KT, Choi YH, Kang CH, Lee MH, Jung MJ, Ryu HW, Kim GY. Inhibition of α-melanocyte-stimulating hormone-induced melanogenesis and molecular mechanisms by polyphenol-enriched fraction of Tagetes erecta L. flower. Phytomedicine. 2024 Apr;126:155442. doi: 10.1016/j.phymed.2024.155442. Epub 2024 Feb 15. PMID: 38394730. 5: Cen M, Ruan J, Huang L, Zhang Z, Yu N, Zhang Y, Cheng X, Xiong X, Wang G, Zang L, Wang S. Simultaneous determination of thirteen flavonoids from Xiaobuxin-Tang extract using high-performance liquid chromatography coupled with electrospray ionization mass spectrometry. J Pharm Biomed Anal. 2015 Nov 10;115:214-24. doi: 10.1016/j.jpba.2015.07.015. Epub 2015 Jul 26. PMID: 26232587. 6: Park SH, Kim DS, Oh J, Geum JH, Kim JE, Choi SY, Kim JH, Cho JY. Matricaria chamomilla (Chamomile) Ameliorates Muscle Atrophy in Mice by Targeting Protein Catalytic Pathways, Myogenesis, and Mitochondrial Dysfunction. Am J Chin Med. 2021;49(6):1493-1514. doi: 10.1142/S0192415X21500701. Epub 2021 Jul 10. PMID: 34247561. 7: Thompson WR, Meinwald J, Aneshansley D, Eisner T. Flavonols: pigments responsible for ultraviolet absorption in nectar guide of flower. Science. 1972 Aug 11;177(4048):528-30. doi: 10.1126/science.177.4048.528. PMID: 5050486. 8: Krzyzaniak LM, Antonelli-Ushirobira TM, Panizzon G, Sereia AL, de Souza JRP, Zequi JAC, Novello CR, Lopes GC, de Medeiros DC, Silva DB, Leite-Mello EVS, de Mello JCP. Larvicidal Activity against Aedes aegypti and Chemical Characterization of the Inflorescences of Tagetes patula. Evid Based Complement Alternat Med. 2017;2017:9602368. doi: 10.1155/2017/9602368. Epub 2017 Dec 7. PMID: 29362590; PMCID: PMC5738574. 9: Faizi S, Dar A, Siddiqi H, Naqvi S, Naz A, Bano S, Lubna. Bioassay-guided isolation of antioxidant agents with analgesic properties from flowers of Tagetes patula. Pharm Biol. 2011 May;49(5):516-25. doi: 10.3109/13880209.2010.523006. Epub 2011 Feb 1. PMID: 21284510. 10: Guinot P, Gargadennec A, Valette G, Fruchier A, Andary C. Primary flavonoids in marigold dye: extraction, structure and involvement in the dyeing process. Phytochem Anal. 2008 Jan-Feb;19(1):46-51. doi: 10.1002/pca.1014. PMID: 17654539. 11: Kashif M, Bano S, Naqvi S, Faizi S, Lubna, Ahmed Mesaik M, Azeemi KS, Farooq AD. Cytotoxic and antioxidant properties of phenolic compounds from Tagetes patula flower. Pharm Biol. 2015 May;53(5):672-81. doi: 10.3109/13880209.2014.936471. Epub 2014 Dec 24. PMID: 25539472. 12: Zhang JX, Lin BR, Shen HF, Pu XM, Wang ZW, Zeng DQ, Huang N. First Report of Bacterial Soft Rot on Tagetes patula Caused by Dickeya dieffenbachiae in China. Plant Dis. 2013 Feb;97(2):282. doi: 10.1094/PDIS-09-12-0838-PDN. PMID: 30722334. 13: Papaioannou P, Lazari D, Karioti A, Souleles C, Heilmann J, Hadjipavlou- Litina D, Skaltsa H. Phenolic compounds with antioxidant activity from Anthemis tinctoria L. (Asteraceae). Z Naturforsch C J Biosci. 2007 May- Jun;62(5-6):326-30. doi: 10.1515/znc-2007-5-603. PMID: 17708435. 14: El-Naggar SF, Doskotch RW. Patulitrin and Acetyl Patulitrin, Flavonol Glycosides From Lagascea mollis. J Nat Prod. 1979 Jan;42(1):126-128. doi: 10.1021/np50001a009. PMID: 27657655. 15: Park EJ, Kim Y, Kim J. Acylated flavonol glycosides from the flower of Inula britannica. J Nat Prod. 2000 Jan;63(1):34-6. doi: 10.1021/np990271r. PMID: 10650074. 16: Bazylko A, Stolarczyk M, Derwińska M, Kiss AK. Determination of antioxidant activity of extracts and fractions obtained from Galinsoga parviflora and Galinsoga quadriradiata, and a qualitative study of the most active fractions using TLC and HPLC methods. Nat Prod Res. 2012;26(17):1584-93. doi: 10.1080/14786419.2011.582469. Epub 2011 Nov 15. PMID: 22085305.