2,5-dihydroxybenzoic acid

• ChemBase ID: 92808
• Molecular Formular: C7H6O4
• Molecular Mass: 154.12014
• Monoisotopic Mass: 154.02660867
• SMILES: O=C(c1c(ccc(c1)O)O)O
• Canonical SMILES: Oc1ccc(c(c1)C(=O)O)O
• InChI: InChI=1S/C7H6O4/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3,8-9H,(H,10,11)
• InChIKey: WXTMDXOMEHJXQO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dihydroxybenzoic acid
• IUPAC Traditional name: 2,5-dihydroxybenzoic acid
• Synonyms: 2,5-DIHYDROXYBENZOIC ACID; 2,5-DHBA; 2,5-Dihydroxybenzoic acid; DHB; 5-Hydroxysalicylic acid; Gentianic acid; Carboxyhydroquinone; 2,5-Dioxybenzoic Acid; Hydroquinonecarboxylic acid; 2,5-Dihydroxybenzoic acid; GENTISIC ACID; Gentisic acid; 2-Carboxyhydroquinone; 2-Carboxybenzene-1,4-diol; 2,5-Dihydroxybenzoic acid, tech; 氢醌羧酸; 龙胆酸; 2,5-二羟基苯甲酸

Database IDs

• CAS Number: 490-79-9
• EC Number: 207-718-5
• MDL Number: MFCD00002460
• Beilstein Number: 2209119
• Merck Index: 144398
• PubChem SID: 24848948; 162079506; 24864503
• PubChem CID: 3469
• CHEBI ID: 17189
• CHEMBL: 1461
• Chemspider ID: 3350
• KEGG ID: C00628
• Unique Ingredient Identifier: VP36V95O3T
• Wikipedia Title: Gentisic_acid

CALCULATED PROPERTIES

• Acid pKa: 2.5281777
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.1924361
• LogD (pH = 7.4): -1.8374895
• Log P: 1.6736981
• Molar Refractivity: 37.276 cm^3
• Polarizability: 13.96616 Å^3
• Polar Surface Area: 77.76 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble; methanol: soluble10 mg/mL, clear; methanol: water: soluble; polar organic solvents: soluble
• Apperance: white powder; white to yellow powder
• Melting Point: 200 - 205 C (Sublimes); 200-205 °C; 203-207 °C; 204-208 °C(lit.); 204-208°C; 205°C; ca 206°C dec.
• Hydrophobicity(logP): 1.622

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: Harmful/Irritant
• RTECS: LY3850000
• European Hazard Symbols: X; Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38
• Safety Statements: 26-36; 26-36/37
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: >99.0% (HPLC); ≥98.0% (T); ≥99.5% (HPLC); 95%; 98%; 99%
• Grade: matrix substance for MALDI-MS; purum
• Cation Traces: Al: ≤1 mg/kg; Ba: ≤1 mg/kg; Ba: ≤5 mg/kg; Ca: ≤1 mg/kg; Ca: ≤5 mg/kg; Cd: ≤1 mg/kg; Cd: ≤5 mg/kg; Co: ≤1 mg/kg; Co: ≤5 mg/kg; Cr: ≤1 mg/kg; Cr: ≤5 mg/kg; Cu: ≤1 mg/kg; Cu: ≤5 mg/kg; Fe: ≤1 mg/kg; K: ≤1 mg/kg; K: ≤5 mg/kg; Li: ≤1 mg/kg; Mg: ≤1 mg/kg; Mg: ≤5 mg/kg; Mn: ≤1 mg/kg; Mn: ≤5 mg/kg; Na: ≤1 mg/kg; Na: ≤5 mg/kg; Ni: ≤1 mg/kg; Ni: ≤5 mg/kg; Pb: ≤1 mg/kg; Pb: ≤5 mg/kg; Sr: ≤1 mg/kg; Zn: ≤1 mg/kg; Zn: ≤5 mg/kg
• Mol. Weight: average mol wt 154.12224 Da; mol wt 154.1
• Analyte suitability: glycans; lipids; organic molecules; peptides; polymers; proteins
• abs.: extinction/337 nm >2000
• Linear Formula: (HO)2C6H3CO2H
• Classification: Genuine Natural Compounds

DETAILS

MP Biomedicals - 02190209

Free Acid
Purity: 99%

MP Biomedicals - 05212011

MP Biomedicals Rare Chemical collection

Sigma Aldrich - G5254

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

Sigma Aldrich - 85707

Application
Most commonly used matrix for carbohydrates. For MALDI-MS of free neutral glycans. Produces [M+Na]+ ion; may show a weaker [M+K]+ ion. Other species may be generated by the addition of the appropriate inorganic salt.1
Protocols & Applications
Methods of glycosylated protein analysis by Mass Spectrometry

Sigma Aldrich - 149357

General description
Aspirin metabolite.
Packaging
10, 25, 100 g in poly bottle