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Merck
CN

G5254

2,5-Dihydroxybenzoic acid

powder

Synonym(s):

2,5-DHBA, DHB, Gentisic acid, Hydroquinonecarboxylic acid

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About This Item

Linear Formula:
(HO)2C6H3CO2H
CAS Number:
490-79-9
Molecular Weight:
154.12
EC Number:
207-718-5
UNSPSC Code:
12352103
MDL number:
MFCD00002460
Beilstein/REAXYS Number:
2209119

Key Documents

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InChI

1S/C7H6O4/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3,8-9H,(H,10,11)

InChI key

WXTMDXOMEHJXQO-UHFFFAOYSA-N

SMILES string

OC(=O)c1cc(O)ccc1O

form

powder

mol wt

154.1, average mol wt 154.12224 Da

color

white

mp

204-208 °C (lit.)

solubility

H2O: soluble, methanol: water: soluble, polar organic solvents: soluble

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Application

Used as a matrix for MALDI-TOF mass spec. Good matrix for ionization of peptides, proteins and carbohydrates. Good for reflectron mass spec.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
118H0403
094H3403
084F3543
082F0382
070H3519

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Strupat K., et al.,
International Journal of Mass Spectrometry and Ion Processes, 111, 89-102 (1991)
Cui Li et al.
European journal of medicinal chemistry, 46(9), 4212-4218 (2011-07-13)
With an aim of developing novel protein tyrosine phosphatase (PTP) 1B inhibitors based on sugar scaffolds, a focused library of benzyl 6-triazolo(hydroxy)benzoic glucosides was efficiently constructed via the modular and selective Cu(I)-catalyzed azide-alkyne 1,3-dipolar cycloaddtion (click chemistry). These glycoconjugates bearing
Wendy R Russell et al.
Bioorganic & medicinal chemistry, 16(8), 4589-4593 (2008-03-04)
Elevated levels of phospholipases, prostaglandin synthases and lipoxygenases in colonic cells at various stages of malignancy indicate a strong link between dietary lipids and colon cancer. Lipoxygenase-catalysed arachidonic acid metabolism plays a key role in colorectal carcinogenesis and has the
Jennifer A Jacobsen et al.
Journal of medicinal chemistry, 54(2), 591-602 (2010-12-30)
Fragment-based lead design (FBLD) has been used to identify new metal-binding groups for metalloenzyme inhibitors. When screened at 1 mM, a chelator fragment library (CFL-1.1) of 96 compounds produced hit rates ranging from 29% to 43% for five matrix metalloproteases
Chao-Bin Xue et al.
Bioorganic & medicinal chemistry, 15(5), 2006-2015 (2007-01-30)
Phenoloxidase (PO), also known as tyrosinase, is a key enzyme in insect development, responsible for catalyzing the hydroxylation of tyrosine into o-diphenols and the oxidation of o-diphenols into o-quinones. Inhibition of PO may provide a basis for novel environmentally friendly

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