Noreugenin

Base Information

• Chemical Name: Noreugenin
• CAS No.: 1013-69-0
• Molecular Formula: C10H8O4
• Molecular Weight: 192.171
• Hs Code.: 2914400090
• UNII: M0KFC1Q5JC
• DSSTox Substance ID: DTXSID80143828
• Nikkaji Number: J12.482F
• Wikidata: Q27135833
• Metabolomics Workbench ID: 65021
• ChEMBL ID: CHEMBL507707
• Mol file: 1013-69-0.mol

Synonyms:Noreugenin;1013-69-0;5,7-Dihydroxy-2-methyl-4H-chromen-4-one;5,7-Dihydroxy-2-methylchromone;5,7-dihydroxy-2-methylchromen-4-one;4H-1-Benzopyran-4-one, 5,7-dihydroxy-2-methyl-;5,7-Dihydroxy-2-methyl-4H-1-benzopyran-4-one;2-Methyl-5,7-dihydroxychromone;UNII-M0KFC1Q5JC;M0KFC1Q5JC;5,7-Dihydroxy-2-methylchromome;CHEBI:67375;4H-1-Benzopyran-4-one,5,7-dihydroxy-2-methyl-;Chromone, 5,7-dihydroxy-2-methyl-;MFCD03001435;dihydroxymethylchromone;SCHEMBL168822;2-Methyl-5,7-dihydroxychromon;CHEMBL507707;DTXSID80143828;HY-N3029;AKOS006277487;DIHYDROXY METHYLCHROMONE [INCI];5,7-dihydroxy-2-methyl-chromen-4-one;5,7-dihydroxy-2-methylbenzopyran-4-one;AS-78622;SY310866;CS-0023039;FT-0775292;5,7-Dihydroxy-2-methyl-4H-chromen-4-one #;C20462;A897187;Q27135833

Chemical Property of Noreugenin

Chemical Property:

• Vapor Pressure: 8.59E-07mmHg at 25°C
• Melting Point: 279 °C
• Refractive Index: 1.651
• Boiling Point: 394.6 °C at 760 mmHg
• PKA: 6.58±0.40(Predicted)
• Flash Point: 164 °C
• PSA: 70.67000
• Density: 1.456 g/cm³
• LogP: 1.51260
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 192.04225873
• Heavy Atom Count: 14
• Complexity: 284

Purity/Quality:

99.3% ^*data from raw suppliers

Noreugenin 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=O)C2=C(C=C(C=C2O1)O)O

Technology Process of Noreugenin

There total 19 articles about Noreugenin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.6%

3-Acetyl-5,7-bis(acetyloxy)-2-methyl-4H-1-benzopyran-4-one (1162-81-8) → eugenin (1013-69-0)

Guidance literature:

With sodium carbonate; for 2h; Reagent/catalyst; Reflux;

Reference yield: 66.7%

2,4,6-trihydroxyacetophenone (480-66-0,67471-34-5) + acetic anhydride (108-24-7) → eugenin (1013-69-0)

Guidance literature:

2,4,6-trihydroxyacetophenone; acetic anhydride; With sodium acetate; for 2h; Reflux;

With sodium carbonate; In water; for 3h; Reflux;

Reference yield: 59.0%

2,4,6-trihydroxyacetophenone (480-66-0,67471-34-5) + sodium acetate (127-09-3) → eugenin (1013-69-0)

Guidance literature:

2,4,6-trihydroxyacetophenone; sodium acetate; With acetic anhydride; at 180 ℃; for 0.666667h; Microwave irradiation;

With potassium carbonate; In water; for 2h; Reflux;

DOI:10.1021/jo902117e

upstream raw materials:

eugenin

1-Methyl-3-(2',4',6'-trimethoxyphenyl)propan-1,3-dione

3-acetyl-5,7-dihydroxy-2-methyl-chromen-4-one

2,4,6-trihydroxyacetophenone

Downstream raw materials:

5-hydroxy-2-methyl-7-(toluene-4-sulfonyloxy)-chromen-4-one

2-methyl-5,7-bis-(toluene-4-sulfonyloxy)-chromen-4-one

eugenin

eugenitin

Refernces

• 1、 Abe, Ikuro,Utsumi, Yoriko,Oguro, Satoshi,Morita, Hiroyuki,Sano, Yukie,Noguchi, Hiroshi. "A plant type III polyketide synthase that produces pentaketide chromone". . p. 1362 - 1363. Retrieved 2005.
• 2、 Schmid,Meijer. "-". . p. 748,751. Retrieved 1948.
• 3、 Morita,Shimizu,Uchida. "Studies on medical resources. XXXI. Component of the leaves of Staphylea bumalada DC". . p. 1311 - 1312. Retrieved 1968.
• 4、 Kumar, Vikas,Gupta, Mehak,Gandhi, Sumit G.,Bharate, Sonali S.,Kumar, Ajay,Vishwakarma, Ram A.,Bharate, Sandip B.. "Anti-inflammatory chromone alkaloids and glycoside from Dysoxylum binectariferum". . p. 3974 - 3978. Retrieved 2017.
• 5、 Tane, Pierre,Ayafor, Johnson F.,Sondengam, B. Luc,Connolly, Joseph D.. "CHROMONE GLYCOSIDES DROM SCHUMANNIOPHYTON MAGNIFICUM". . p. 1004 - 1007. Retrieved 1990.
• 6、 Brazier-Hicks, Melissa,Coxon, Christopher R.,Cummins, Ian,Edwards, Robert,Eno, Rebecca F. M.,Freitag-Pohl, Stefanie,Hughes, David J.,Mitchell, Glynn,Moore, Jenny,Onkokesung, Nawaporn,Pohl, Ehmke,Schwarz, Maria,Steel, Patrick G.,Straker, Hannah E.,Wortley, David J.. "Flavonoid-based inhibitors of the Phi-class glutathione transferase from black-grass to combat multiple herbicide resistance". supporting information. p. 9211 - 9222. Retrieved 2021/11/16.
• 7、 -. "Novel diphenylmethyl compounds having mycobacterium tuberculosis inhibitory activity". Paragraph 0845; 0846; 0849; 0850. . Retrieved 2019/02/13.