2,5-Dihydroxybenzaldehyde

Names

[ Name ]:
2,5-Dihydroxybenzaldehyde

[Synonym ]:
Benzaldehyde,2,5-dihydroxy
2,5-dihydroxy benzaldehyde
EINECS 214-789-6
Gentisate aldehyde
VHR BQ EQ
2,5-dihydroxybenzylaldehyde
Benzaldehyde, 2,5-dihydroxy-
Gentisaldehyde
2-Formylhydroquinone
Gentisinaldehyde
2,5-Dihydroxybenzaldehyde
MFCD00003333
4-hydroxy-2-formyl-phenol

Biological Activity

[Description]:

2,5-Dihydroxybenzaldehyde (Gentisaldehyde) is a naturally occurring antimicrobial that inhibits the growth of Mycobacterium avium subsp. paratuberculosis. 2,5-Dihydroxybenzaldehyde is active against S. aureus strains with a MIC50 of 500 mg/L[1][2].

[Related Catalog]:

Research Areas >> Infection

Signaling Pathways >> Anti-infection >> Bacterial

[Target]

MIC50: 500 mg/L (S. aureus)[2]Mycobacterium avium subsp. paratuberculosis[1]

[References]

[1]. Stella W Nowotarska, et al. Mechanisms of Antimicrobial Action of Cinnamon and Oregano Oils, Cinnamaldehyde, Carvacrol, 2,5-Dihydroxybenzaldehyde, and 2-Hydroxy-5-Methoxybenzaldehyde Against Mycobacterium Avium Subsp. Paratuberculosis (Map). Foods. 2017 Aug 24;6(9):72.

[2]. Andrea Schabauer, et al. Gentisaldehyde and Its Derivative 2,3-Dihydroxybenzaldehyde Show Antimicrobial Activities Against Bovine Mastitis Staphylococcus aureus. Front Vet Sci. 2018 Jul 11;5:148.

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
276.1±20.0 °C at 760 mmHg

[ Melting Point ]:
97-99 °C(lit.)

[ Molecular Formula ]:
C₇H₆O₃

[ Molecular Weight ]:
138.121

[ Flash Point ]:
135.1±18.3 °C

[ Exact Mass ]:
138.031693

[ PSA ]:
57.53000

[ LogP ]:
1.12

[ Vapour Pressure ]:
0.0±0.6 mmHg at 25°C

[ Index of Refraction ]:
1.674

[ Storage condition ]:
Refrigerator, Under Inert Atmosphere

[ Water Solubility ]:
soluble

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H317-H319-H335

[ Precautionary Statements ]:
P261-P280-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Faceshields;Gloves

[ Hazard Codes ]:
Xi:Irritant

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S36/37/39-S37/39-S26,37/39

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ Packaging Group ]:
I; II

[ HS Code ]:
2912499000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2912499000

[ Summary ]:
2912499000. other aldehyde-ethers, aldehyde-phenols and aldehydes with other oxygen function. VAT:17.0%. Tax rebate rate:9.0%. . MFN tariff:5.5%. General tariff:30.0%

Articles

Liquid chromatographic/electrospray ionization mass spectrometric identification of the oxidation end-products of trans-resveratrol in aqueous solutions.

Rapid Commun. Mass Spectrom. 24(5) , 634-42, (2010)

trans-Resveratrol (3,5,4'-trihydroxystilbene) is a natural polyphenolic compound that exhibits antioxidant properties. Our study aimed at studying the HO*-induced oxidation of resveratrol (100 micromo...

A bioanode based on MWCNT/protein-assisted co-immobilization of glucose oxidase and 2,5-dihydroxybenzaldehyde for glucose fuel cells.

Biosens. Bioelectron. 25(11) , 2515-21, (2010)

This paper describes an easy-to-prepare, robust bioanode constructed on a polyester-supported screen-printed carbon paste electrode (SPCE) for glucose biofuel cells. To prepare the bioanode, carboxyla...

The reductive half-reaction of xanthine oxidase. Reaction with aldehyde substrates and identification of the catalytically labile oxygen.

J. Biol. Chem. 274(6) , 3323-30, (1999)

The kinetics of xanthine oxidase has been investigated with the aim of addressing several outstanding questions concerning the reaction mechanism of the enzyme. Steady-state and rapid kinetic studies ...

Related Compounds

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