Ethyl-3,4-dihydroxybenzoat

Ethyl 3,4-Dihydroxybenzoate

HCID 77547CAS 3943-89-3
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Grundinformationen

Standard-SMILES
CCOC(=O)c1ccc(O)c(O)c1
InChIKey
KBPUBCVJHFXPOC-UHFFFAOYSA-N
Summenformel
C9H10O4
Durchschnittliche Molmasse
182,17 g/mol
Monoisotopische Masse
182,0579088

Überblick

Ethyl 3,4-dihydroxybenzoate is an ethyl ester resulting from the formal condensation of the carboxy group of 3,4-dihydroxybenzoic acid with ethanol. It is the anti-oxidative component of peanut seed testa. It has a role as an EC 1.14.11.2 (procollagen-proline dioxygenase) inhibitor, an antioxidant, an antibacterial agent, an apoptosis inducer and a plant metabolite. It is an ethyl ester and a member of catechols. It is functionally related to a 3,4-dihydroxybenzoic acid.

Namen und Bezeichner

Bevorzugter Name
Ethyl 3,4-Dihydroxybenzoate
IUPAC
ethyl 3,4-dihydroxybenzoate
Lokaler Name
Ethyl-3,4-dihydroxybenzoat
Englischer Name
Ethyl 3,4-dihydroxybenzoate
Summenformel
C9H10O4
Molmasse
182.17

Namen und Synonyme

Ethyl 3,4-dihydroxybenzoate3943-89-3Ethyl protocatechuateProtocatechuic acid ethyl ester3,4-Dihydroxybenzoic Acid Ethyl EsterEthyl-3,4-dihydroxybenzoateDTXSID20577324YGJ96WTBGNSC-86130DTXCID3031521CHEBI:132364RefChem:138647
Weitere Namen anzeigen
NSC 86130NSC 6196813,4-2-ethylERLOTINIBINT-ARARECHEM AL BI 0069Ethyl 3,4-dihydroxyb
223-529-0Benzoic acid, 3,4-dihydroxy-, ethyl esterMFCD00002199Erlotinib Impurity 55CHEMBL4862163,4-Dihydroxy-benzoic acid ethyl esterEDHBUNII-4YGJ96WTBG

Datenbank-Bezeichner

CAS
3943-89-3
PubChem CID
77547
DTXSID
DTXSID2057732
ChEMBL
CHEMBL486216
ChEBI
CHEBI:132364
UNII
4YGJ96WTBG
EC Number
223-529-0
Nikkaji
J208.318C

Eigenschaften

Berechnete Struktureigenschaften

XLogP
1,8
Polarare Oberfläche (TPSA)
66,8 Ų
H-Brücken-Donoren
2
H-Brücken-Akzeptoren
4
Frei drehbare Bindungen
3
Schwere Atome
13

Physikochemische Eigenschaften

Schmelzpunkt
132 · 132-134 °C(lit.)
Siedepunkt
275.56 °C · 275.56°C (rough estimate)
Dichte
1.2481 · 1.2481 (rough estimate)
Dampfdruck
0 · 0-9.4Pa at 20-120℃
Brechungsindex
1.45 · 1.4500 (estimate)
storage temp.
Sealed in dry,Room Temperature

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H315 (95.4%): 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 87 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory InformationStatus: Active Update: 04-10-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/18793
Hazard Classes and CategoriesSkin Irrit. 2 (95.4%)

Sicherheitsdaten

wgk
3
hs_code
29053990
risk_code
36/37/38
hazard_code
Xi
hazard_note
Irritant
safety_code
26-36-37/39

Chemie und Industrie

Verwendung und Herstellung

Use ClassificationFood Additives -> ANTIOXIDANT -> JECFA Functional Classes
Anwendungen · 2 Einträge

BeschreibungEthyl 3,4-dihydroxybenzoate (EDHB) is an analogue of 2-oxoglutarate and thus a competitive inhibitor of prolyl hydroxylase domain enzymes (PHDs). It is known as protocatechuic acid and is present in plant foods such as olives, roselle, du-zhong, and white grape wine.This compound have antioxidant, cardioprotective, neuroprotective, antimicrobial, anti-inflammatory and myoprotective activity, as well as anti-ulcer activity[1].

VerwendenAn antioxidant compound found in Sicilian virgin olive oils and red wines.

Vor- und nachgelagerte Produkte

Nachgelagerte Produkte

Anbieter50 Anbieter

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
西安祥源植化生物技术有限公司13991954170 · [email protected]
INTATRADE GmbH+49 3493/605464 · [email protected]

Ergänzende Hinweise

DefinitionChEBI: An ethyl ester resulting from the formal condensation of the carboxy group of 3,4-dihydroxybenzoic acid with ethanol. It is the anti-oxidative component of peanut seed testa.

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