3,5-Dihydroxybenzoic acid
Product Information
Molecular Formula
C7H6O4
Molecular Weight
154.12
Description
3,5-DHBA is a selective agonist of hydroxycarboxylic acid receptor 1 (HCA1/GPR81) (EC50 ~150 μM). It inhibits lipolysis in wild-type mouse adipocytes. 3,5-DHBA can be used as a biomarker of whole grain wheat and rye.
Synonyms
Benzoic acid, 3,5-dihydroxy-; α-Resorcylic acid; 5-Carboxyresorcinol; NSC 22948
IUPAC Name
3,5-dihydroxybenzoic acid
SMILES
C1=C(C=C(C=C1O)O)C(=O)O
InChI
InChI=1S/C7H6O4/c8-5-1-4(7(10)11)2-6(9)3-5/h1-3,8-9H,(H,10,11)
InChI Key
UYEMGAFJOZZIFP-UHFFFAOYSA-N
Boiling Point
411.5±15.0°C at 760 mmHg
Melting Point
237-239°C (dec.)
Flash Point
200 °C (C.C)
Purity
≥95%
Density
1.559±0.06 g/cm3
Solubility
Soluble in DMSO (Slightly, Heated), Methanol (Slightly)
Appearance
Off-white to Light Beige Solid
Storage
Store at 2-8°C under inert atmosphere
LogP
0.79600
Vapor Pressure
0.0000021 [mmHg]
Safety Information
Hazards
H315 H319 H335
Precautionary Statement
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501
Signal Word
Warning
Computed Properties
XLogP3
0.9
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
1
Exact Mass
154.02660867 g/mol
Monoisotopic Mass
154.02660867 g/mol
Topological Polar Surface Area
77.8Ų
Heavy Atom Count
11
Formal Charge
0
Complexity
147
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-113999105-A | Preparation method of hydroxyl acidic organic ligand | 2021-12-01 |
| CN-113956686-A | Carbon black dispersion and preparation method and application thereof | 2021-11-09 |
| CN-114045005-A | Melamine finishing powder with antibacterial property | 2021-10-22 |
| CN-113862822-A | Deodorizing spandex and preparation method thereof | 2021-10-19 |
| CN-113754619-A | Method for preparing polysubstituted benzofuran-4-formic acid compound under catalysis of ruthenium | 2021-10-09 |
| CN-113831572-A | Low-haze water-based acrylic acid coating film and preparation method thereof | 2021-09-26 |
| CN-113817012-A | Progesterone eutectic crystal and preparation method and application thereof | 2021-09-16 |
| CN-113679797-A | Kidney-nourishing and detoxifying pills and preparation method thereof | 2021-09-13 |
| CN-113730343-A | Terbutaline sulfate injection and production process thereof | 2021-09-10 |
| CN-113736162-A | High-degradation modified plastic particle | 2021-08-20 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 28594102 | 2017-09-01 | The inhibition effects of some natural products on lactoperoxidase purified from bovine milk | Journal of biochemical and molecular toxicology |
| 22608674 | 2012-08-01 | Pyrimidin-2(1H)-ones based inhibitors of Mycobacterium tuberculosis orotate phosphoribosyltransferase | European journal of medicinal chemistry |
| 22713774 | 2012-08-01 | Reliability of fasting plasma alkylresorcinol metabolites concentrations measured 4 months apart | European journal of clinical nutrition |
| 22434674 | 2012-06-01 | 3,5-Dihydroxybenzoic acid, a specific agonist for hydroxycarboxylic acid 1, inhibits lipolysis in adipocytes | The Journal of pharmacology and experimental therapeutics |
| 22120111 | 2012-03-01 | Radical-induced oxidation of trans-resveratrol | Biochimie |
| 22363838 | 2012-01-01 | Present status and perspectives on the use of alkylresorcinols as biomarkers of wholegrain wheat and rye intake | Journal of nutrition and metabolism |
| 21481288 | 2011-10-01 | Pharmacokinetics of alkylresorcinol metabolites in human urine | The British journal of nutrition |
| 21745700 | 2011-09-01 | Click to a focused library of benzyl 6-triazolo(hydroxy)benzoic glucosides: novel construction of PTP1B inhibitors on a sugar scaffold | European journal of medicinal chemistry |
| 21534615 | 2011-06-06 | Lanthanide-based coordination polymers assembled from derivatives of 3,5-dihydroxy benzoates: syntheses, crystal structures, and photophysical properties | Inorganic chemistry |
| 21513293 | 2011-05-27 | Resorcylic acid lactones with cytotoxic and NF-κB inhibitory activities and their structure-activity relationships | Journal of natural products |
