Protocatechuic acid

Protocatechuic acid
Names
	Preferred IUPAC name 3,4-Dihydroxybenzoic acid
	Other names 3,4-Dihydroxybenzoic acid; PCA; Protocatechuate
Identifiers
CAS Number	99-50-3 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:36062 ;
ChEMBL	ChEMBL37537 ;
ChemSpider	71 ;
DrugBank	DB03946 ;
ECHA InfoCard	100.002.509
EC Number	202-760-0;
KEGG	C00230;
PubChem CID	72;
RTECS number	UL0560000;
UNII	36R5QJ8L4B ;
CompTox Dashboard (EPA)	DTXSID4021212 ;
	InChI InChI=1S/C7H6O4/c8-5-2-1-4(7(10)11)3-6(5)9/h1-3,8-9H,(H,10,11) Key: YQUVCSBJEUQKSH-UHFFFAOYSA-N ;
	SMILES C1=CC(=C(C=C1C(=O)O)O)O;
Properties
Chemical formula	C7H6O4
Molar mass	154.12 g/mol
Appearance	light brown solid
Density	1.524 g/cm3 (4 °C)
Melting point	202 °C (396 °F; 475 K)
Solubility in water	18 g/L (14 °C); 271 g/L (80 °C)
Solubility	soluble in ethanol, ether ; insoluble in benzene
Acidity (pKa)	4.48, 8.83, 12.6
Hazards
NFPA 704 (fire diamond)	2 0 0
Safety data sheet (SDS)	MSDS
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Protocatechuic acid (PCA) is a dihydroxybenzoic acid, a type of phenolic acid. It is a major metabolite of antioxidant polyphenols found in green tea. It has mixed effects on normal and cancer cells in in vitro and in vivo studies. It is produced commercially from vanillin.

Names


Preferred IUPAC name 3,4-Dihydroxybenzoic acid
Other names 3,4-Dihydroxybenzoic acid PCA Protocatechuate
Identifiers
CAS Number	99-50-3^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:36062^Y
ChEMBL	ChEMBL37537^Y
ChemSpider	71^Y
DrugBank	DB03946^Y
ECHA InfoCard	100.002.509
EC Number	202-760-0
KEGG	C00230
PubChem CID	72
RTECS number	UL0560000
UNII	36R5QJ8L4B^Y
CompTox Dashboard (EPA)	DTXSID4021212
InChI InChI=1S/C7H6O4/c8-5-2-1-4(7(10)11)3-6(5)9/h1-3,8-9H,(H,10,11)^Y Key: YQUVCSBJEUQKSH-UHFFFAOYSA-N^Y
SMILES C1=CC(=C(C=C1C(=O)O)O)O
Properties
Chemical formula	C₇H₆O₄
Molar mass	154.12 g/mol
Appearance	light brown solid
Density	1.524 g/cm³ (4 °C)
Melting point	202 °C (396 °F; 475 K)
Solubility in water	18 g/L (14 °C) 271 g/L (80 °C)
Solubility	soluble in ethanol, ether insoluble in benzene
Acidity (pK_a)	4.48, 8.83, 12.6
Hazards
NFPA 704 (fire diamond)	2 0 0
Safety data sheet (SDS)	MSDS
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is ^YN ?) Infobox references