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SMB00114

Sigma-Aldrich

Rhodomyrtone

≥95% (LC/MS-ELSD)

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About This Item

Empirical Formula (Hill Notation):
C26H34O6
CAS Number:
468757-69-9
Molecular Weight:
442.54
UNSPSC Code:
12352205
PubChem Substance ID:
329824792
NACRES:
NA.25

Assay

≥95% (LC/MS-ELSD)

form

solid

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

SMILES string

CC(C)CC1c2c(O)c(C(=O)CC(C)C)c(O)cc2OC3=C1C(=O)C(C)(C)C(=O)C3(C)C

InChI

1S/C26H34O6/c1-12(2)9-14-18-17(11-16(28)20(21(18)29)15(27)10-13(3)4)32-23-19(14)22(30)25(5,6)24(31)26(23,7)8/h11-14,28-29H,9-10H2,1-8H3

InChI key

TYDBFNAOFZIICW-UHFFFAOYSA-N

Related Categories

General description

Natural product derived from plant source.
Rhodomyrtone is an acylphloroglucinol compound present in Rhodomyrtus tomentosa.

Application

Rhodomyrtone has been used as a positive control for the identification of rhodomyrtone in Rhodomyrtus tomentosa crude extract by thin-layer chromatography.

Biochem/physiol Actions

Rhodomyrtone belongs to a novel compound class, shows anti-bacterial action against many Gram-positive bacteria (Enterococcus, Bacillus, Staphylococcus, and Streptococcus species) and other pathogenic bacteria. It is known to have greater selectivity for bacterial over mammalian membrane lipids. Rhodomyrtone acts on several cellular processes.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Suttiwan Wunnoo et al.
Antibiotics (Basel, Switzerland), 10(2) (2021-01-28)
Rhodomyrtone, a plant-derived principal compound isolated from Rhodomyrtus tomentosa (Myrtaceae) leaf extract, was assessed as a potential natural alternative for the treatment of acne vulgaris. The clinical efficacy of a 1% liposomal encapsulated rhodomyrtone serum was compared with a marketed
Antibacterial and Antioxidant Activity of Rhodomyrtus Tomentosa and Cinnamomum Zeylanicum Crude Extracts
Lan TTQ, et al.
Veterinary Science Research, 3(1) (2021)
Dennapa Saeloh et al.
PLoS pathogens, 14(2), e1006876-e1006876 (2018-02-17)
The acylphloroglucinol rhodomyrtone is a promising new antibiotic isolated from the rose myrtle Rhodomyrtus tomentosa, a plant used in Asian traditional medicine. While many studies have demonstrated its antibacterial potential in a variety of clinical applications, very little is known
Surasak Limsuwan et al.
Phytomedicine : international journal of phytotherapy and phytopharmacology, 16(6-7), 645-651 (2009-03-24)
Rhodomyrtone [6,8-dihydroxy-2,2,4,4-tetramethyl-7-(3-methyl-1-oxobutyl)-9-(2-methylpropyl)-4,9-dihydro-1H-xanthene-1,3(2H)-di-one] from Rhodomyrtus tomentosa (Aiton) Hassk. displayed significant antibacterial activities against gram-positive bacteria including Bacillus cereus, Bacillus subtilis, Enterococcus faecalis, Staphylococcus aureus, methicillin-resistant S. aureus (MRSA), Staphylococcus epidermidis, Streptococcus gordonii, Streptococcus mutans, Streptococcus pneumoniae, Streptococcus pyogenes, and Streptococcus salivarius.

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