3,4-Dihydroxybenzoesure
Protocatechuic Acid
Grundinformationen
- CAS
99-50-3- Standard-SMILES
O=C(O)c1ccc(O)c(O)c1- InChIKey
YQUVCSBJEUQKSH-UHFFFAOYSA-N- Summenformel
- C7H6O4
- Durchschnittliche Molmasse
- 154,12 g/mol
- Monoisotopische Masse
- 154,02660867
Überblick
3,4-dihydroxybenzoic acid is a dihydroxybenzoic acid in which the hydroxy groups are located at positions 3 and 4. It has a role as an EC 1.14.11.2 (procollagen-proline dioxygenase) inhibitor, an antineoplastic agent, a plant metabolite, a human xenobiotic metabolite and an EC 1.1.1.25 (shikimate dehydrogenase) inhibitor. It is a dihydroxybenzoic acid and a member of catechols. It is functionally related to a benzoic acid. It is a conjugate acid of a 3,4-dihydroxybenzoate.
Namen und Bezeichner
- Bevorzugter Name
- Protocatechuic Acid
- IUPAC
- 3,4-dihydroxybenzoic acid
- Lokaler Name
- 3,4-Dihydroxybenzoesure
- Englischer Name
- Protocatechuic acid
- Summenformel
- C7H6O4
- Molmasse
- 154.12
Namen und Synonyme
3,4-DIHYDROXYBENZOIC ACIDprotocatechuic acid99-50-3Protocatehuic acid4-Carboxy-1,2-dihydroxybenzene4,5-Dihydroxybenzoic acidDTXSID402121236R5QJ8L4BFEMA NO. 4430NSC-16631DTXCID601212CHEBI:36062
Weitere Namen anzeigen
Protocatechoic AcidHypogallic acid3,4-DihydroxybenzoicPROTOCATECHUIC ACID(P)Protocatechuic aci3,4-Dihydroxybenzoic acid,97%Pyrocatechol-p-carboxylic acid
RefChem:25857202-760-0protocatechuateBenzoic acid, 3,4-dihydroxy-MFCD000025093,4-Dihydroxy Benzoic AcidCarbohydroquinonic acid1ykp
Datenbank-Bezeichner
- CAS
99-50-3- PubChem CID
- 72
- DTXSID
DTXSID4021212- ChEMBL
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 1,1
- Polarare Oberfläche (TPSA)
- 77,8 Ų
- H-Brücken-Donoren
- 3
- H-Brücken-Akzeptoren
- 4
- Frei drehbare Bindungen
- 1
- Schwere Atome
- 11
- Formalladung
- 0
- Komplexität
- 157
Experimentelle und physikochemische Eigenschaften
Chemical ClassesBiological Agents -> Plant Oils and Extracts
DrugsPharmaceuticals -> Listed in ZINC15
LogP
0.86
0.99
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Flavoring AgentsEU Flavoring substances
Solubility
18.2 mg/mL at 14 °C
Soluble
Soluble (in ethanol)
Endocrine DisruptorsPotential endocrine disrupting compound
Melting Point221 °C
Vapor Pressure0.0000021 [mmHg]
Physical Description
White to brownish solid; Discolored by air; [Merck Index]
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 140 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Regulatory Information
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
Benzoic acid, 3,4-dihydroxy-: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryCauses other liver changes and multiple enzyme effects in 28-day intermittent oral studies of rats; Intraperitoneal LD50 (mouse) > 800 mg/kg; [RTECS] A skin and strong eye irritant; [Alfa Aesar MSDS]
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Sicherheitsdaten
- wgk
- 3
- hs_code
- 29182990
- RTECS-Nr.
- UL0560000
- risk_code
- 36/37/38
- hazard_code
- Xi
- safety_code
- 26-36-37/39
- Speicherklasse
- 11 - Combustible Solids
- Hazard Classifications
Chemie und Industrie
Pharmakologische Informationen
Metabolism/MetabolitesProtocatehuic acid is a known human metabolite of 3,4-dihydroxyphenylacetic acid.
MeSH Pharmacological ClassificationAgents that reduce the frequency or rate of spontaneous or induced tumors independently of the mechanism involved.
Tissue LocationsFibroblasts
Verwendung und Herstellung
Uses
Present in wheat grains and many other plants; [Merck Index]
Synthetic Polymer MALDI Matrix Compounds
Use Classification
Flavoring Agents -> JECFA Flavorings Index
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Anwendungen
Verwenden3,4-Dihydroxybenzoic Acid is a metabolite of polyphenols such as Phloretin (P339000) and Quercetin (Q509500).
Vor- und nachgelagerte Produkte
Vorgelagerte Rohstoffe
Zugehörige Reaktionen
58
Notizen zur Verbindung
Wird geladen…