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MedKoo Cat#: 584843 | Name: Negletein
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Description:

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

Negletein is a neuroprotectant.

Chemical Structure

Negletein
Negletein
CAS#29550-13-8

Theoretical Analysis

MedKoo Cat#: 584843

Name: Negletein

CAS#: 29550-13-8

Chemical Formula: C16H12O5

Exact Mass: 284.0685

Molecular Weight: 284.27

Elemental Analysis: C, 67.60; H, 4.26; O, 28.14

Price and Availability

Size Price Availability Quantity
5mg USD 350.00 2 Weeks
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Related CAS #
No Data
Synonym
Negletein
IUPAC/Chemical Name
4H-1-Benzopyran-4-one, 5,6-dihydroxy-7-methoxy-2-phenyl-
InChi Key
ZTHLHHDJRXJGRX-UHFFFAOYSA-N
InChi Code
InChI=1S/C16H12O5/c1-20-13-8-12-14(16(19)15(13)18)10(17)7-11(21-12)9-5-3-2-4-6-9/h2-8,18-19H,1H3
SMILES Code
O=C1C=C(C2=CC=CC=C2)OC3=CC(OC)=C(O)C(O)=C13
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
2934.99.9001
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Negletein is a neuroprotectant.
In vitro activity:
The synthetic flavone negletein (5,6-dihydroxy-7-methoxyflavone), which is a known chelator for iron, can significantly prevent the effects of FAC on APP metabolism in SHSY5Y cells. Further, this compound inhibits the iron-dependent formation of ROS and also blocks the iron-induced oligomerization of amyloid beta 42 in vitro. Reference: Neuromolecular Med. 2014 Dec;16(4):787-98. https://pubmed.ncbi.nlm.nih.gov/25249289/
In vivo activity:
TBD
Solvent mg/mL mM
Solubility
DMSO 100.0 351.78
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 284.27 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
Formulation protocol:
1. Havermann S, Chovolou Y, Humpf HU, Wätjen W. Modulation of the Nrf2 signalling pathway in Hct116 colon carcinoma cells by baicalein and its methylated derivative negletein. Pharm Biol. 2016 Sep;54(9):1491-502. doi: 10.3109/13880209.2015.1104703. Epub 2016 May 4. PMID: 27143122. 2. Banerjee P, Sahoo A, Anand S, Ganguly A, Righi G, Bovicelli P, Saso L, Chakrabarti S. Multiple mechanisms of iron-induced amyloid beta-peptide accumulation in SHSY5Y cells: protective action of negletein. Neuromolecular Med. 2014 Dec;16(4):787-98. doi: 10.1007/s12017-014-8328-4. Epub 2014 Sep 24. PMID: 25249289.
In vitro protocol:
1. Havermann S, Chovolou Y, Humpf HU, Wätjen W. Modulation of the Nrf2 signalling pathway in Hct116 colon carcinoma cells by baicalein and its methylated derivative negletein. Pharm Biol. 2016 Sep;54(9):1491-502. doi: 10.3109/13880209.2015.1104703. Epub 2016 May 4. PMID: 27143122. 2. Banerjee P, Sahoo A, Anand S, Ganguly A, Righi G, Bovicelli P, Saso L, Chakrabarti S. Multiple mechanisms of iron-induced amyloid beta-peptide accumulation in SHSY5Y cells: protective action of negletein. Neuromolecular Med. 2014 Dec;16(4):787-98. doi: 10.1007/s12017-014-8328-4. Epub 2014 Sep 24. PMID: 25249289.
In vivo protocol:
TBD
1: Phan CW, Sabaratnam V, Bovicelli P, Righi G, Saso L. Negletein as a neuroprotectant enhances the action of nerve growth factor and induces neurite outgrowth in PC12 cells. Biofactors. 2016 Nov 12;42(6):591-599. doi: 10.1002/biof.1296. Epub 2016 May 19. PubMed PMID: 27193378. 2: Wu J, Chen Y, Liu X, Gao Y, Hu J, Chen H. Discovery of novel negletein derivatives as potent anticancer agents for acute myeloid leukemia. Chem Biol Drug Des. 2018 Apr;91(4):924-932. doi: 10.1111/cbdd.13159. Epub 2018 Jan 17. PubMed PMID: 29240303. 3: Havermann S, Chovolou Y, Humpf HU, Wätjen W. Modulation of the Nrf2 signalling pathway in Hct116 colon carcinoma cells by baicalein and its methylated derivative negletein. Pharm Biol. 2016 Sep;54(9):1491-502. doi: 10.3109/13880209.2015.1104703. Epub 2016 May 4. PubMed PMID: 27143122. 4: Banerjee P, Sahoo A, Anand S, Ganguly A, Righi G, Bovicelli P, Saso L, Chakrabarti S. Multiple mechanisms of iron-induced amyloid beta-peptide accumulation in SHSY5Y cells: protective action of negletein. Neuromolecular Med. 2014 Dec;16(4):787-98. doi: 10.1007/s12017-014-8328-4. Epub 2014 Sep 24. PubMed PMID: 25249289. 5: Nakajima A, Yamamoto Y, Yoshinaka N, Namba M, Matsuo H, Okuyama T, Yoshigai E, Okumura T, Nishizawa M, Ikeya Y. A new flavanone and other flavonoids from green perilla leaf extract inhibit nitric oxide production in interleukin 1β-treated hepatocytes. Biosci Biotechnol Biochem. 2015;79(1):138-46. doi: 10.1080/09168451.2014.962474. Epub 2014 Sep 30. PubMed PMID: 25266050. 6: Lombardo E, Sabellico C, Hájek J, Staňková V, Filipský T, Balducci V, De Vito P, Leone S, Bavavea EI, Silvestri IP, Righi G, Luly P, Saso L, Bovicelli P, Pedersen JZ, Incerpi S. Protection of cells against oxidative stress by nanomolar levels of hydroxyflavones indicates a new type of intracellular antioxidant mechanism. PLoS One. 2013 Apr 18;8(4):e60796. doi: 10.1371/journal.pone.0060796. Print 2013. PubMed PMID: 23637768; PubMed Central PMCID: PMC3630532. 7: Singh B, Jain SK, Bharate SB, Kushwaha M, Gupta AP, Vishwakarma RA. Simultaneous Quantification of Five Bioactive Flavonoids in High Altitude Plant Actinocarya tibetica by LC-ESI-MS/MS. J AOAC Int. 2015 Jul-Aug;98(4):907-12. doi: 10.5740/jaoacint.14-270. PubMed PMID: 26268971. 8: Rajendran N, Subramaniam S, Christena LR, Muthuraman MS, Subramanian NS, Pemiah B, Sivasubramanian A. Antimicrobial flavonoids isolated from Indian medicinal plant Scutellaria oblonga inhibit biofilms formed by common food pathogens. Nat Prod Res. 2016 Sep;30(17):2002-6. doi: 10.1080/14786419.2015.1104673. Epub 2015 Oct 28. PubMed PMID: 26508034. 9: Kiem PV, Minh CV, Huong HT, Lee JJ, Lee IS, Kim YH. Phenolic constituents with inhibitory activity against NFAT transcription from Desmos chinensis. Arch Pharm Res. 2005 Dec;28(12):1345-9. PubMed PMID: 16392667. 10: Jing LL, He L, Fan PC, Jia ZP, Ma HP. [Chemical Constituents with Anti-hypoxia Activity from Saussurea involucrata]. Zhong Yao Cai. 2015 Jan;38(1):89-92. Chinese. PubMed PMID: 26214875. 11: Singh B, Sidiq T, Joshi P, Jain SK, Lawaniya Y, Kichlu S, Khajuria A, Vishwakarma RA, Bharate SB. Anti-inflammatory and immunomodulatory flavones from Actinocarya tibetica Benth. Nat Prod Res. 2013;27(23):2227-30. doi: 10.1080/14786419.2013.805334. Epub 2013 Jun 14. PubMed PMID: 23768253. 12: Zhang NL, Liu X, Shen XC, Cai JZ, Hu YJ, Qiu SX. [Chemical Constituents from Periploca forrestii]. Zhong Yao Cai. 2016 Feb;39(2):329-30. Chinese. PubMed PMID: 30080369. 13: Chen L, Wang Q, Tang Y. Study of degradation behavior of baicalin during simulative blood sample processing with solid phase extraction technology and identification of the degradation product. Drug Metab Lett. 2011 Dec;5(4):276-9. PubMed PMID: 22292474. 14: Hu HW, Xie XM, Zhang PZ, Shu RG. [Study on the flavonoids from Mosla chinensis 'jiangxiangru']. Zhong Yao Cai. 2010 Feb;33(2):218-9. Chinese. PubMed PMID: 20575414.