Pratensein | CAS#2284-31-3 | flavonoid

MedKoo Cat#: 146159 | Name: Pratensein

Description:

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

Pratensein is a naturally occurring flavonoid compound found in plants, particularly in legumes like clover. It has demonstrated insecticidal properties, working by interfering with the insect's nervous system and disrupting its normal function, leading to paralysis and death. Pratensein is primarily used as a bio-pesticide in agricultural practices to control a variety of insect pests while offering a more environmentally friendly alternative to synthetic chemicals. Its mechanism of action involves binding to specific receptors, making it effective against pests like aphids and caterpillars while minimizing damage to beneficial organisms.

Chemical Structure

Pratensein

CAS#2284-31-3

Theoretical Analysis

MedKoo Cat#: 146159

Name: Pratensein

CAS#: 2284-31-3

Chemical Formula: C16H12O6

Exact Mass: 300.0634

Molecular Weight: 300.27

Elemental Analysis: C, 64.00; H, 4.03; O, 31.97

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.

Bulk Inquiry

Related CAS #

No Data

Synonym

Pratensein;

IUPAC/Chemical Name

5,7-dihydroxy-3-(3-hydroxy-4-methoxyphenyl)-4H-chromen-4-one

InChi Key

FPIOBTBNRZPWJW-UHFFFAOYSA-N

InChi Code

1S/C16H12O6/c1-21-13-3-2-8(4-11(13)18)10-7-22-14-6-9(17)5-12(19)15(14)16(10)20/h2-7,17-19H,1H3

SMILES Code

COC1=CC=C(C=C1O)C2=COC3=C(C2=O)C(O)=CC(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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 300.27 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.

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: Wang R, Wei Y, Deng W, Teng J. Pratensein Mitigates Oxidative Stress and NLRP3 Inflammasome Activation in OGD/R-Injured HT22 Cells by Activating Nrf2-Anti-oxidant Signaling. Neurotox Res. 2022 Apr;40(2):384-394. doi: 10.1007/s12640-022-00472-z. Epub 2022 Jan 22. PMID: 35064904. 2: Wei L, Lv S, Huang Q, Wei J, Zhang S, Huang R, Lu Z, Lin X. Pratensein attenuates Aβ-induced cognitive deficits in rats: enhancement of synaptic plasticity and cholinergic function. Fitoterapia. 2015 Mar;101:208-17. doi: 10.1016/j.fitote.2015.01.017. Epub 2015 Feb 7. Erratum in: Fitoterapia. 2022 Mar;157:105123. doi: 10.1016/j.fitote.2022.105123. PMID: 25665942. 3: Liang C, Tan S, Huang Q, Lin J, Lu Z, Lin X. Pratensein ameliorates β-amyloid-induced cognitive impairment in rats via reducing oxidative damage and restoring synapse and BDNF levels. Neurosci Lett. 2015 Apr 10;592:48-53. doi: 10.1016/j.neulet.2015.03.003. Epub 2015 Mar 4. PMID: 25748315. 4: Wei L, Lv S, Huang Q, Wei J, Zhang S, Huang R, Lu Z, Lin X. Corrigendum to "Pratensein attenuates Aβ-induced cognitive deficits in rats: Enhancement of synaptic plasticity and cholinergic function" [Fitoterapia 101 (2015) 208-217]. Fitoterapia. 2022 Mar;157:105123. doi: 10.1016/j.fitote.2022.105123. Epub 2022 Jan 7. Erratum for: Fitoterapia. 2015 Mar;101:208-17. doi: 10.1016/j.fitote.2015.01.017. PMID: 35012838. 5: Hassan HM, El Safadi M, Mustfa W, Tehreem S, Antoniolli G, Mehreen A, Ali A, Al-Emam A. Pharmacotherapeutic potential of pratensein to avert metribuzin instigated hepatotoxicity via regulating TGF-β1, PI3K/Akt, Nrf-2/Keap-1 and NF- κB pathway. Tissue Cell. 2024 Dec;91:102635. doi: 10.1016/j.tice.2024.102635. Epub 2024 Nov 22. PMID: 39603025. 6: Fujimatsu T, Tsuno Y, Oonishi A, Yano T, Maeda H, Endo K, Yazaki K, Sugiyama A. O-Methylated Isoflavones Induce nod Genes of Mesorhizobium ciceri and Pratensein Promotes Nodulation in Chickpea. J Agric Food Chem. 2024 Aug 21;72(33):18465-18477. doi: 10.1021/acs.jafc.4c03064. Epub 2024 Aug 7. PMID: 39110140. 7: Yang Y, Jiang W, Wang L, Zhang ZB, Si SY, Hong B. Characterization of the isoflavone pratensein as a novel transcriptional up-regulator of scavenger receptor class B type I in HepG2 cells. Biol Pharm Bull. 2009 Jul;32(7):1289-94. doi: 10.1248/bpb.32.1289. PMID: 19571401. 8: Behbahani M. Anti-human immunodeficiency virus-1 activities of pratensein and pratensein glycoside from Alhaji maurorum and its parasite Cuscuta kotchiana. Chin J Integr Med. 2017 Oct 18. doi: 10.1007/s11655-017-2820-2. Epub ahead of print. PMID: 29043598. 9: Zhou Y, Wu C, Qian X, Zhou J, Li C, Jiao Y, Li YY, Zhao L. Multitarget and Multipathway Regulation of Zhenqi Fuzheng Granule against Non-Small Cell Lung Cancer Based On Network Pharmacology and Molecular Docking. Evid Based Complement Alternat Med. 2022 Nov 17;2022:5967078. doi: 10.1155/2022/5967078. PMID: 36437827; PMCID: PMC9691308. 10: Dar AA, Rath SK, Qaudri A, Singh B, Tasduq SA, Kumar A, Sangwan PL. Isolation, cytotoxic evaluation, and simultaneous quantification of eight bioactive secondary metabolites from Cicer microphyllum by high-performance thin-layer chromatography. J Sep Sci. 2015 Dec;38(23):4021-8. doi: 10.1002/jssc.201500861. Epub 2015 Oct 27. PMID: 26412260. 11: Du X, Bai Y, Liang H, Wang Z, Zhao Y, Zhang Q, Huang L. Solvent effect in 1H NMR spectra of 3'-hydroxy-4'-methoxy isoflavonoids from Astragalus membranaceus var. mongholicus. Magn Reson Chem. 2006 Jul;44(7):708-12. doi: 10.1002/mrc.1806. PMID: 16602082. 12: Kühn G, Pallauf K, Schulz C, Rimbach G. Flavonoids as putative modulators of Δ4-, Δ5-, and Δ6-desaturases: Studies in cultured hepatocytes, myocytes, and adipocytes. Biofactors. 2018 Sep;44(5):485-495. doi: 10.1002/biof.1443. PMID: 30365230. 13: Cheung S, Fang W, Li XQ, Wang R, Yan SK, Jin HZ. [A new isoflavone from Dalbergia odorifera and inhibitory activity of its tyrosinase]. Zhongguo Zhong Yao Za Zhi. 2022 Sep;47(18):4959-4965. Chinese. doi: 10.19540/j.cnki.cjcmm.20220422.202. PMID: 36164905. 14: Xu ML, Bi CWC, Kong AYY, Dong TTX, Wong YH, Tsim KWK. Flavonoids induce the expression of acetylcholinesterase in cultured osteoblasts. Chem Biol Interact. 2016 Nov 25;259(Pt B):295-300. doi: 10.1016/j.cbi.2016.03.025. Epub 2016 Mar 26. PMID: 27019979. 15: Malca-Garcia GR, Liu Y, Nikolić D, Friesen JB, Lankin DC, McAlpine JB, Chen SN, Pauli GF. Investigation of red clover (Trifolium pratense) isoflavonoid residual complexity by off-line CCS-qHNMR. Fitoterapia. 2022 Jan;156:105016. doi: 10.1016/j.fitote.2021.105016. Epub 2021 Aug 17. PMID: 34416305; PMCID: PMC8742771. 16: Sharma RD. Effect of various isoflavones on lipid levels in triton-treated rats. Atherosclerosis. 1979 Jul;33(3):371-5. doi: 10.1016/0021-9150(79)90189-8. PMID: 486227. 17: Deavours BE, Dixon RA. Metabolic engineering of isoflavonoid biosynthesis in alfalfa. Plant Physiol. 2005 Aug;138(4):2245-59. doi: 10.1104/pp.105.062539. Epub 2005 Jul 8. PMID: 16006598; PMCID: PMC1183411. 18: Chen HQ, Wang XJ, Jin ZY, Xu XM, Zhao JW, Xie ZJ. Protective effect of isoflavones from Trifolium pratense on dopaminergic neurons. Neurosci Res. 2008 Oct;62(2):123-30. doi: 10.1016/j.neures.2008.07.001. Epub 2008 Jul 16. PMID: 18675857. 19: Chen QC, Zhang WY, Jin W, Lee IS, Min BS, Jung HJ, Na M, Lee S, Bae K. Flavonoids and isoflavonoids from Sophorae Flos improve glucose uptake in vitro. Planta Med. 2010 Jan;76(1):79-81. doi: 10.1055/s-0029-1185944. Epub 2009 Jul 27. PMID: 19637114. 20: Li X, Zhang SD, Jin HZ, Dong F, Shan L, Zhang WD. A new flavonol from Oxytropis ochrocephala Bunge. Nat Prod Res. 2013;27(6):554-7. doi: 10.1080/14786419.2012.678350. Epub 2012 Apr 11. PMID: 22494026.