Rhizonic acid

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Rhizonic acid
Category Others
Catalog number BBF-05402
CAS 479-26-5
Molecular Weight 196.20
Molecular Formula C10H12O4
Purity ≥97%

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Specification

Synonyms Benzoic acid, 2-hydroxy-4-methoxy-3,6-dimethyl-; Rhizoninsaure; 6-Oxy-4-methoxy-2,5-dimethyl-benzoesaeure
IUPAC Name 2-hydroxy-4-methoxy-3,6-dimethylbenzoic acid
Canonical SMILES CC1=CC(=C(C(=C1C(=O)O)O)C)OC
InChI InChI=1S/C10H12O4/c1-5-4-7(14-3)6(2)9(11)8(5)10(12)13/h4,11H,1-3H3,(H,12,13)
InChI Key BMRVNZZVDSVOQG-UHFFFAOYSA-N

Properties

Boiling Point 337.8°C at 760 mmHg
Density 1.25 g/cm3

Reference Reading

1. A New Depsidone from Teloschistes flavicans and the Antileukemic Activity
Angga Sanjaya, Avidlyandi Avidlyandi, Morina Adfa, Masayuki Ninomiya, Mamoru Koketsu J Oleo Sci. 2020 Dec 1;69(12):1591-1595. doi: 10.5650/jos.ess20209. Epub 2020 Nov 12.
Lichens produce a variety of secondary metabolites that could be potential sources of pharmaceutically useful chemicals. However, only a limited number of lichen metabolites have been investigated for their biological significance. The objective of this study was to identify the potential compounds responsible for the antileukemic activity of lichen Teloschistes flavicans. Among three fractions (n-hexane, EtOAc, and MeOH-H2O), the ethyl acetate (EtOAc) fraction of T. flavicans methanolic extract showed the strongest inhibition in the HL-60 cell line. Additionally, the EtOAc fraction was further purified to obtain a new depsidone, 2,7-dichloro-3,8-dimethoxy-1,6,9-trimethyl-11H-dibenzo[b,e][1,4]dioxepin-11-one, named as flavicansone, along with rhizonic acid, parietin, and vicanicin. Flavicansone demonstrated the most significant inhibitory action against cell proliferation among the four isolated compounds.

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