70901-60-9

Basic information

• Product Name: 6-hydroxymellein
• Synonyms: 6-hydroxymellein
• CAS NO: 70901-60-9
• Molecular Formula: C₁₀H₁₀O₄
• Molecular Weight: 194.184
• Mol File: 70901-60-9.mol

Chemical Properties

• Boiling Point: 472.3°C at 760 mmHg
• Flash Point: 196.6°C
• Appearance: /
• Density: 1.38g/cm³
• Vapor Pressure: 1.52E-09mmHg at 25°C
• Refractive Index: 1.607
• CAS DataBase Reference: 6-hydroxymellein(CAS DataBase Reference)
• NIST Chemistry Reference: 6-hydroxymellein(70901-60-9)
• EPA Substance Registry System: 6-hydroxymellein(70901-60-9)

Safety Data

• Hazardous Substances Data: 70901-60-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H10O4/c1-5-2-6-3-7(11)4-8(12)9(6)10(13)14-5/h3-5,11-12H,2H2,1H3/t5-/m1/s1

Upstream product

• 1613133-92-8 talapolyester A 
• 1613133-95-1 talapolyester C 
• 1613133-96-2 talapolyester D 
• 1613133-97-3 talapolyester E 

Downstream Products

• 13410-15-6 (R)-8-hydroxy-6-methoxy-3-methylisochroman-1-one 
• 15766-71-9 (3R)-3,4-dihydro-6,8-dimethoxy-3-methylisocoumarin 

Relevant articles and documents

Hansforesters A-M, polyesters from the sponge-associated fungus Hansfordia sinuosae with antibacterial activities

Bioassay-guided fractionation and chromatographic separation of a sponge-derived fungus Hansfordia sinuosae, resulted in the isolation of thirteen new polyesters namely hansforesters A-M (1-13), along with five known analogues involving ascotrichalactone A, ascotrichester B, 15G256π, 6R-hydroxymellein, and (?)orthosporin. The structures of the new compounds were determined through extensive spectroscopic analysis, in addition to the chemical conversion for the configurational assignment. The polyesters incorporating the motifs of orsellinic acid, 2,4-dihydroxy-6-acetonylbenzoic acid, and orcinotriol were found from nature for the first time. Hansforester A (1) and ascotrichalactone A exhibited potent inhibition against a panel of bacterial strains, including the agricultural pathogenic bacteria, Pseudomonas lachrymans, Agrobacterium tumefaciens, Xanthomonas vesicatoria, and Ralstonia solanacearum, with the MIC values of 15.6 μM, and the human infected bacterium Staphylococcus aureus with the MIC values of 3.9 μM. These findings suggested that hansforester A and ascotrichalactone A are the potential leads to be developed as the antibacterial agents for the treatment of agriculture bacterial pathogens.

New polyesters from Talaromyces flavus

Six new polyesters, talapolyesters A-F (1-4, 14, and 16), together with 11 known ones 15G256ν (5), 15G256ν-me (6), 15G256π (7), 15G256β-2 (8), 15G256α-2 (9), 15G256α-2-me (10), 15G256ι (11), 15G256β (12), 15G256α (13), 15G256α-1 (15), and 15G256ω (17), were isolated from the wetland soil-derived fungus Talaromyces flavus BYD07-13, and their structures were determined by NMR and MS spectroscopic data. Among them, 1-4 and 16 were assembled in a different manner from that of the known 256 polyesters. All the polyesters are composed of (R)-2,4-dihydroxy-6-(2- hydroxypropyl)benzoic acid and (R)-3-hydroxybutyric acid/(S)-3,4- dihydroxybutyric acid residues. The absolute configurations of the residues were determined by alkaline hydrolysis. The cytotoxicity against five tumor cell lines of these compounds was examined, and a tight structure-activity relationship is proposed.

Synthesis of (-)-mellein, (+)-ramulosin, and related natural products

(-)-Mellein, (+)-ramulosin, (-)-O-methylmellein, (-)-6-hydroxymellein, (-)-6-methoxymellein, and (+)-6-hydroxyramulosin were synthesized as optically active forms using one-pot esterification-Michael addition-aldol reaction of δ-hydroxy-α,β-unsaturated aldehyde and diketene as a key step.