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121-79-9 molecular structure
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propyl 3,4,5-trihydroxybenzoate

ChemBase ID: 102709
Molecular Formular: C10H12O5
Molecular Mass: 212.19928
Monoisotopic Mass: 212.06847348
SMILES and InChIs

SMILES:
CCCOC(=O)c1cc(O)c(O)c(O)c1
Canonical SMILES:
CCCOC(=O)c1cc(O)c(c(c1)O)O
InChI:
InChI=1S/C10H12O5/c1-2-3-15-10(14)6-4-7(11)9(13)8(12)5-6/h4-5,11-13H,2-3H2,1H3
InChIKey:
ZTHYODDOHIVTJV-UHFFFAOYSA-N

Cite this record

CBID:102709 http://www.chembase.cn/molecule-102709.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
propyl 3,4,5-trihydroxybenzoate
IUPAC Traditional name
propyl gallate
Synonyms
Gallic Acid
Propyl Ester
Progallin P
n-Propyl Ester of 3,4,5-Trihydroxybenzoic Acid
Propyl gallate
n-Propyl-3,4,5-Trihydroxybenzoate
3,4,5-Trihydroxybenzene-1-propylcarboxylate
n-PROPYL GALLATE
Gallic acid, propyl ester
n-Propyl gallate
E310
Propyl gallate
Tenox PG
Propyl gallate
Gallic acid n-propyl ester
n-Propyl gallate
n-Propyl 3,4,5-trihydroxybenzoate
3,4,5-Trihydroxybenzoic acid propyl ester
Propyl 3,4,5-trihydroxybenzoate
3,4,5-三羟基苯甲酸丙酯
没食子酸丙酯
3,4,5-三羟基苯甲酸正丙酯
CAS Number
121-79-9
EC Number
204-498-2
MDL Number
MFCD00002196
Beilstein Number
1877976
Merck Index
147859
PubChem SID
162091263
24898394
24872242
24901412
PubChem CID
4947
CHEMBL
7983
Chemspider ID
4778
FEMA ID
2947
MeSH Name
Propyl+Gallate
Unique Ingredient Identifier
8D4SNN7V92
Wikipedia Title
Propyl_gallate
E Number
E310

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 8.109866  H Acceptors
H Donor LogD (pH = 5.5) 1.9443008 
LogD (pH = 7.4) 1.8686526  Log P 1.9453572 
Molar Refractivity 53.2986 cm3 Polarizability 20.334255 Å3
Polar Surface Area 86.99 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Pharmacology Properties Product Information Bioassay(PubChem)
Solubility
ethanol: soluble50 mg/mL expand Show data source
Apperance
powder expand Show data source
White crystalline powder expand Show data source
Melting Point
146-149 °C expand Show data source
146-149 °C(lit.) expand Show data source
146-150°C expand Show data source
150 °C expand Show data source
Boiling Point
Decomposes expand Show data source
Flash Point
187 °C expand Show data source
368.6 °F expand Show data source
Storage Condition
Room Temperature (15-30°C) expand Show data source
RTECS
LW8400000 expand Show data source
European Hazard Symbols
X expand Show data source
Harmful Harmful (Xn) expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
2 expand Show data source
Risk Statements
22-43 expand Show data source
R:22-43 expand Show data source
Safety Statements
24-37 expand Show data source
S:24-37 expand Show data source
TSCA Listed
expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS Signal Word
Warning expand Show data source
GHS Hazard statements
H302-H317 expand Show data source
GHS Precautionary statements
P261-P280-P302+P352-P321-P301+P312-P501A expand Show data source
P280 expand Show data source
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Faceshields, Gloves expand Show data source
Regulation Compliance
EU Regulation 1334/2008 & 178/2002 expand Show data source
FCC expand Show data source
FDA 21 CFR (172.615) expand Show data source
FDA 21 CFR (175.125) expand Show data source
FDA 21 CFR (175.300) expand Show data source
FDA 21 CFR (175.380) expand Show data source
FDA 21 CFR (175.390) expand Show data source
Allergens
no known allergens expand Show data source
Purity
≥98% expand Show data source
≥98.0% (HPLC) expand Show data source
97% expand Show data source
98% expand Show data source
Grade
certified reference material expand Show data source
Halal expand Show data source
Kosher expand Show data source
purum expand Show data source
Certificate of Analysis
Download expand Show data source
Download expand Show data source
Packaging
pkg of 1 g expand Show data source
Pharmacopeia Traceability
traceable to PhEur P3640000 expand Show data source
traceable to USP 1576800 expand Show data source
Linear Formula
3,4,5-(HO)3C6H2CO2CH2CH2CH3 expand Show data source

DETAILS

DETAILS

MP Biomedicals MP Biomedicals Wikipedia Wikipedia Sigma Aldrich Sigma Aldrich
MP Biomedicals - 02102747 external link
Antioxidant for foods, fats, and oils.
MP Biomedicals - 05201184 external link
MP Biomedicals Rare Chemical collection
Sigma Aldrich - P3130 external link
包装
100, 500 g in poly bottle
Reconstitution
用甘油:PBS (9:1) 配成 0.1M 的溶液
Application
在荧光显微术中用作抗淬灭剂,以减少罗丹明和荧光素等荧光探针的光漂白。
Biochem/physiol Actions
表现出抗菌活性的抗氧化剂。据报道,五倍子酸丙酯是一种有效的、抗氧化剂类体内外护肝剂。另据证明,它能防止神经元凋亡,阻止暴露于 FeSO4/GA 的神经元死亡,以及在一定程度上防止 TNF-诱导的内皮细胞凋亡。
表现出抗菌活性的抗氧化剂。据报道,五倍子酸丙酯是一种有效的、抗氧化剂类体内外护肝剂。另据证明,它能防止神经元凋亡,阻止暴露于 FeSO4/GA 的神经元死亡,以及在一定程度上防止 TNF-诱导的内皮细胞凋亡。但是,当五倍子酸丙酯浓度高于 0.25μM,同时存在 5μM 及更高浓度的铜时,会诱导 DNA 单链断裂。另有报道称,使用浓度 >1mM 的五倍子酸丙酯进行离体大鼠肝细胞培养会诱导细胞死亡,而 >0.5mM 的较低浓度的五倍子酸丙酯导致了可溶性低分子量 DNA 片段的 ladder 形成,这是细胞凋亡的特征。
Sigma Aldrich - W294705 external link
Packaging
1 kg in poly bottle
5 kg in poly drum
1 sample in glass bottle
10 kg in fiber drum
Reconstitution
Prepare a 0.1M solution in glycerol:PBS (9:1)
Application
Used as an anti-fade reagent in fluorescence microscopy to reduce photobleaching of fluorescent probes such as rhodamine and fluorescein.
Biochem/physiol Actions
An antioxidant that exhibits antimicrobial activity. Propyl gallate has been reported to be an effective antioxidant-based hepatoprotector, both in vitro and in vivo. It has also been shown to prevent neuronal apoptosis and block the death of neurons exposed to FeSO4/GA as well as partially protect endothelial cells against TNF-induced apoptosis. However, propyl gallate induced single strand breaks in DNA at concentrations higher than 0.25 μM when it was combined with copper concentrations at 5 μM and above. Another report, however, found that incubation of isolated rat hepatocytes with propyl gallate at concentrations of >1 mM induced cell killing, whereas, a lower concentration of propyl gallate > 0.5 mM resulted in a ladder formation of soluble low-molecular weight DNA fragments, characteristic of apoptosis.
An antioxidant that exhibits antimicrobial activity. Propyl gallate has been reported to be an effective antioxidant-based hepatoprotector, both in vitro and in vivo. It has also been shown to prevent neuronal apoptosis and block the death of neurons exposed to FeSO4/GA as well as partially protect endothelial cells against TNF-induced apoptosis.
Sigma Aldrich - P53306 external link
Reconstitution
Prepare a 0.1M solution in glycerol:PBS (9:1)
Application
Used as an anti-fade reagent in fluorescence microscopy to reduce photobleaching of fluorescent probes such as rhodamine and fluorescein.
Biochem/physiol Actions
An antioxidant that exhibits antimicrobial activity. Propyl gallate has been reported to be an effective antioxidant-based hepatoprotector, both in vitro and in vivo. It has also been shown to prevent neuronal apoptosis and block the death of neurons exposed to FeSO4/GA as well as partially protect endothelial cells against TNF-induced apoptosis. However, propyl gallate induced single strand breaks in DNA at concentrations higher than 0.25 μM when it was combined with copper concentrations at 5 μM and above. Another report, however, found that incubation of isolated rat hepatocytes with propyl gallate at concentrations of >1 mM induced cell killing, whereas, a lower concentration of propyl gallate > 0.5 mM resulted in a ladder formation of soluble low-molecular weight DNA fragments, characteristic of apoptosis.
An antioxidant that exhibits antimicrobial activity. Propyl gallate has been reported to be an effective antioxidant-based hepatoprotector, both in vitro and in vivo. It has also been shown to prevent neuronal apoptosis and block the death of neurons exposed to FeSO4/GA as well as partially protect endothelial cells against TNF-induced apoptosis.
Sigma Aldrich - 48710 external link
Reconstitution
Prepare a 0.1M solution in glycerol:PBS (9:1)
Application
Used as an anti-fade reagent in fluorescence microscopy to reduce photobleaching of fluorescent probes such as rhodamine and fluorescein.
Biochem/physiol Actions
An antioxidant that exhibits antimicrobial activity. Propyl gallate has been reported to be an effective antioxidant-based hepatoprotector, both in vitro and in vivo. It has also been shown to prevent neuronal apoptosis and block the death of neurons exposed to FeSO4/GA as well as partially protect endothelial cells against TNF-induced apoptosis. However, propyl gallate induced single strand breaks in DNA at concentrations higher than 0.25 μM when it was combined with copper concentrations at 5 μM and above. Another report, however, found that incubation of isolated rat hepatocytes with propyl gallate at concentrations of >1 mM induced cell killing, whereas, a lower concentration of propyl gallate > 0.5 mM resulted in a ladder formation of soluble low-molecular weight DNA fragments, characteristic of apoptosis.
An antioxidant that exhibits antimicrobial activity. Propyl gallate has been reported to be an effective antioxidant-based hepatoprotector, both in vitro and in vivo. It has also been shown to prevent neuronal apoptosis and block the death of neurons exposed to FeSO4/GA as well as partially protect endothelial cells against TNF-induced apoptosis.
Sigma Aldrich - PHR1118 external link
General description
This certified reference material (CRM) is produced and certified in accordance with ISO/IEC 17025 and ISO Guide 34.
Other Notes
Values of analytes vary lot to lot.
Reconstitution
Prepare a 0.1M solution in glycerol:PBS (9:1)
Application
Used as an anti-fade reagent in fluorescence microscopy to reduce photobleaching of fluorescent probes such as rhodamine and fluorescein.
Biochem/physiol Actions
An antioxidant that exhibits antimicrobial activity. Propyl gallate has been reported to be an effective antioxidant-based hepatoprotector, both in vitro and in vivo. It has also been shown to prevent neuronal apoptosis and block the death of neurons exposed to FeSO4/GA as well as partially protect endothelial cells against TNF-induced apoptosis. However, propyl gallate induced single strand breaks in DNA at concentrations higher than 0.25 μM when it was combined with copper concentrations at 5 μM and above. Another report, however, found that incubation of isolated rat hepatocytes with propyl gallate at concentrations of >1 mM induced cell killing, whereas, a lower concentration of propyl gallate > 0.5 mM resulted in a ladder formation of soluble low-molecular weight DNA fragments, characteristic of apoptosis.
An antioxidant that exhibits antimicrobial activity. Propyl gallate has been reported to be an effective antioxidant-based hepatoprotector, both in vitro and in vivo. It has also been shown to prevent neuronal apoptosis and block the death of neurons exposed to FeSO4/GA as well as partially protect endothelial cells against TNF-induced apoptosis.

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

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