Prehelminthosporol

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Prehelminthosporol
Category Mycotoxins
Catalog number BBF-04383
CAS 1619-13-2
Molecular Weight 236.35
Molecular Formula C15H24O2
Purity 97.5%

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Description

Prehelminthosporol is a phytotoxin produced by Bipolaris sorokiniana.

Specification

Synonyms 4,8-Methano-1H-2-benzopyran-3-ol, octahydro-8-methyl-9-methylene-5-(1-methylethyl)-; Octahydro-8-methyl-9-methylene-5-isopropyl-4,8-methano-1H-2-benzopyran-3-ol; 8-Methyl-9-Methylidene-5-(Propan-2-yl)Octahydro-1H-4,8-Methano-2-Benzopyran-3-ol
Shelf Life 2 years
Storage Store at 2-8°C
IUPAC Name 1-methyl-2-methylidene-9-propan-2-yl-5-oxatricyclo[5.4.0.03,8]undecan-4-ol
Canonical SMILES CC(C)C1CCC2(C3C1C(C2=C)C(OC3)O)C
InChI InChI=1S/C15H24O2/c1-8(2)10-5-6-15(4)9(3)12-13(10)11(15)7-17-14(12)16/h8,10-14,16H,3,5-7H2,1-2,4H3
InChI Key RVFULFDTCDRKNZ-UHFFFAOYSA-N

Properties

Appearance Oily Matter
Boiling Point 329.1±35.0°C (Predicted)
Density 1.06±0.1 g/cm3 (Predicted)
Solubility Soluble in Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone

Reference Reading

1. Cinnamomum sp. and Pelargonium odoratissimum as the Main Contributors to the Antibacterial Activity of the Medicinal Drink Horchata: A Study Based on the Antibacterial and Chemical Analysis of 21 Plants
Paulina Fernandez-Soto, Diana Celi, Eduardo Tejera, José Miguel Alvarez-Suarez, António Machado Molecules. 2023 Jan 10;28(2):693. doi: 10.3390/molecules28020693.
Horchata, a herbal infusion drink from Ecuador containing a mixture of medicinal plants, has been reported to exhibit anti-inflammatory, analgesic, diuretic, and antioxidant activity. The antibacterial activity of each of the plants contained in the horchata mixture has not been fully evaluated. Thus, in this study, we analysed the antibacterial activity of 21 plants used in horchata, collected from the Ecuadorian Andes region, against bacterial strains of clinical importance. The methanolic extract of Cinnamomum sp. showed minimal inhibitory concentration (MIC) values of 250 µg/mL against Staphylococcus aureus ATCC25923 and Methicillin-resistant S. aureus (MRSA), while Pelargonium odoratissimum exhibited a MIC value of 500 µg/mL towards S. aureus ATCC25923. The high-performance liquid chromatography-diode array detector-tandem mass spectrometry (HPLC-DAD-MS/MS) analyses identified in Cinnamomum sp. epicatechin tannins, cinnamaldehyde, and prehelminthosporol molecules, whereas in P. odoratissimum, gallocatechin and epigallocatechin tannins, some flavonoids, and gallic acid and derivatives were identified. Finally, Cinnamomum sp. and P. odoratissimum showed partial inhibition of biofilm formation of S. aureus ATCC25923 and MRSA. Overall, our findings revealed which of the plants used in horchata are responsible for the antibacterial activity attributed to this herbal drink and exhibit the potential for Cinnamomum sp. and P. odoratissimum secondary metabolites to be explored as scaffolds in drug development.

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