Grundinformationen
- CAS
530-57-4- Standard-SMILES
COc1cc(C(=O)O)cc(OC)c1O- InChIKey
JMSVCTWVEWCHDZ-UHFFFAOYSA-N- Summenformel
- C9H10O5
- Durchschnittliche Molmasse
- 198,17 g/mol
- Monoisotopische Masse
- 198,05282342
Überblick
Syringic acid is a dimethoxybenzene that is 3,5-dimethyl ether derivative of gallic acid. It has a role as a plant metabolite. It is a member of benzoic acids, a member of phenols and a dimethoxybenzene. It is functionally related to a gallic acid. It is a conjugate acid of a syringate.
Namen und Bezeichner
- Bevorzugter Name
- Syringic Acid
- IUPAC
- 4-hydroxy-3,5-dimethoxybenzoic acid
- Lokaler Name
- 4-Hydroxy-3,5-dimethoxybenzoesure
- Englischer Name
- Syringic acid
- Summenformel
- C9H10O5
- Molmasse
- 198.17
Namen und Synonyme
SYRINGIC ACID530-57-44-Hydroxy-3,5-dimethoxybenzoic acid3,5-Dimethoxy-4-hydroxybenzoic acidCedar acidGallic acid 3,5-dimethyl etherBenzoic acid, 4-hydroxy-3,5-dimethoxy-DTXSID0060191NSC-2129E390O181H5CHEBI:68329DMHB acid
Weitere Namen anzeigen
SyringateNSC 2129cedaracidSuringic acidSyringle acidRARECHEM AL BE 0102SYRA
RefChem:6278DTXCID2041337208-486-8215-884-5Syringicacid3,5-Dimethoxy-4-hydroxybenzyl acidMFCD00002552CHEMBL1414
Datenbank-Bezeichner
- CAS
530-57-4- PubChem CID
- 10742
- DTXSID
DTXSID0060191- ChEMBL
CHEMBL1414- ChEBI
CHEBI:68329- UNII
- E390O181H5
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 1
- Polarare Oberfläche (TPSA)
- 76 Ų
- H-Brücken-Donoren
- 2
- H-Brücken-Akzeptoren
- 5
- Frei drehbare Bindungen
- 3
- Schwere Atome
- 14
- Formalladung
- 0
- Komplexität
- 191
Experimentelle und physikochemische Eigenschaften
Chemical ClassesOther Classes -> Benzoic Acid Derivatives
LogP
1.04
1.13
Flavoring AgentsEU Flavoring substances
Endocrine DisruptorsPotential endocrine disrupting compound
Boiling Point440.00 °C. @ 760.00 mm Hg
Melting Point206 - 209 °C
Vapor Pressure0.00000291 [mmHg]
Physical Description
Light brown powder; [Sigma-Aldrich MSDS]
Solid
Physikochemische Eigenschaften
- Schmelzpunkt
- 205 · 205-209 °C (lit.)
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 75 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Regulatory Information
Chemical: Benzoic acid, 4-hydroxy-3,5-dimethoxy-
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
Benzoic acid, 4-hydroxy-3,5-dimethoxy-: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryCauses other liver changes, effects on transferases, and effects on inflammation in acute intraperitoneal studies of mice; [RTECS] A skin and strong eye irritant; [Sigma-Aldrich MSDS]
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Toxikologische Informationen
Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Sicherheitsdaten
- wgk
- 3
Chemie und Industrie
Pharmakologische Informationen
MeSH Pharmacological Classification
Substances used for the detection, identification, analysis, etc. of chemical, biological, or pathologic processes or conditions. Indicators are substances that change in physical appearance, e.g., color, at or approaching the endpoint of a chemical titration, e.g., on the passage between acidity and alkalinity. Reagents are substances used for the detection or determination of another substance by chemical or microscopical means, especially analysis. Types of reagents are precipitants, solvents, oxidizers, reducers, fluxes, and colorimetric reagents. (From Grant & Hackh's Chemical Dictionary, 5th ed, p301, p499)
Verwendung und Herstellung
General Manufacturing InformationBenzoic acid, 4-hydroxy-3,5-dimethoxy-: ACTIVE
Anwendungen
BeschreibungSyringic acid is a naturally occurring O-methylated phenolic acid that can be enzymatically degraded by some bacteria as a source of methane or methanol. It is also a component of phenolic extracts from various plants that have antioxidant and prooxidant activities. Syringic acid has been shown to inhibit aldose reductase (IC50 = 213 μg/ml), proteasome activity, and cancer cell proliferation. Phenolic extracts containing syringic acid have been shown to inhibit α-amylase and α-glucosidase activities and reduce lipid peroxidation in vitro.
VerwendenSyringic Acid is used in biological studies for electron transfer from plant phenolates to carotenoid radical cations with antioxidant interaction entering the Marcus theory inverted region.
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