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139-85-5

139-85-5 structure
139-85-5 structure
  • Name: 3,4-Dihydroxybenzaldehyde
  • Chemical Name: 3,4-dihydroxybenzaldehyde
  • CAS Number: 139-85-5
  • Molecular Formula: C7H6O3
  • Molecular Weight: 138.12
  • Catalog: Chemical reagent Organic reagent Aromatic acid
  • Create Date: 2018-03-30 08:00:00
  • Modify Date: 2024-01-02 16:10:50
  • Protocatechualdehyde (Catechaldehyde), a natural polyphenol compound isolated from the roots of radix Salviae Miltiorrhizae, is associated with a wide variety of biological activities and has been widely used in medicine as an antioxidant, anti-aging, an antibacterial and anti-inflammatory agent[1].
Name 3,4-dihydroxybenzaldehyde
Synonyms Benzaldehyde, 3,4-dihydroxy-
1,2-dihydroxy-4-formylbenzene
3,4-Dihydroxy benzaldehyde
4-formyl-1,2-benzenediol
3,4-Dihydroxybenzyl aldehyde
RANCINAMYCIN IV
MFCD00003370
UNII-4PVP2HCH4T
4-formyl-1,2-dihydroxybenzene
EINECS 205-377-7
3,4-Dihydroxybenzaldehyde
Protocatechuic aldehyde
Protocatechualdehyde
Description Protocatechualdehyde (Catechaldehyde), a natural polyphenol compound isolated from the roots of radix Salviae Miltiorrhizae, is associated with a wide variety of biological activities and has been widely used in medicine as an antioxidant, anti-aging, an antibacterial and anti-inflammatory agent[1].
Related Catalog
In Vitro Protocatechualdehyde (PCA) (50, 100 μM, 24/48 hours ) treated MCF-7 cells significantly decrease cell growth by 11% and 20% in 24 hours and by 22% and 27% in 48 hours, respectively[2]. Protocatechualdehyde (50, 100 μM, 24 hours) treated MCF-7 cells are increased by 1.9-fold and 2.6-fold in the concentrations of 50 μM and 100 μM, respectively. PCA suppresses proliferation of estrogen receptor (ER)-positive (MCF-7) breast cancer cells, but not ER-negative (MDA-MB-231) breast cancer cells[2]. Protocatechualdehyde (0, 100, 200 μM, 48 hours in HCT116 and SW480 cells) affects the enzyme activity of HDAC and observed that PCA treatment resulted in inhibition of HDAC activity in dose-dependent manner[3]. Cell Proliferation Assay[2] Cell Line: Human breast cancer cell (MCF-7 and MDA-MB-231) Concentration: 0, 5, 10, 25, 50, and 100 μM Incubation Time: 24, 48 hours Result: inhibited MCF-7 cells cell growth. Apoptosis Analysis[2] Cell Line: Human breast cancer cell (MCF-7 and MDA-MB-231) Concentration: 0, 5, 10, 25, 50, and 100 μM Incubation Time: 24, 48 hours Result: increased apoptosis in MCF-7 cells.
References

[1]. Li S, et al. Evaluation of the Antibacterial Effects and Mechanism of Action of Protocatechualdehyde against Ralstonia solanacearum. Molecules. 2016 Jun 9;21(6).

[2]. Choi J, et al. Anticancer activity of protocatechualdehyde in human breast cancer cells. J Med Food. 2014 Aug;17(8):842-8.

[3]. Jeong JB, et al. Protocatechualdehyde possesses anti-cancer activity through downregulating cyclin D1 and HDAC2 in human colorectal cancer cells. Biochem Biophys Res Commun. 2013 Jan 4;430(1):381-6.
Density 1.4±0.1 g/cm3
Boiling Point 295.4±20.0 °C at 760 mmHg
Melting Point 150-157 °C(lit.)
Molecular Formula C7H6O3
Molecular Weight 138.12
Flash Point 146.7±18.3 °C
Exact Mass 138.031693
PSA 57.53000
LogP 1.14
Vapour Pressure 0.0±0.6 mmHg at 25°C
Index of Refraction 1.674
Storage condition 2-8°C
Stability Stable. Incompatible with strong bases, strong oxidizing agents.
Water Solubility 50 g/L (20 ºC)

CHEMICAL IDENTIFICATION

RTECS NUMBER :
UL0380000
CHEMICAL NAME :
Protocatechualdehyde
CAS REGISTRY NUMBER :
139-85-5
LAST UPDATED :
198311
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C7-H6-O3
MOLECULAR WEIGHT :
138.13
WISWESSER LINE NOTATION :
VHR CQ DQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
205 mg/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - respiratory stimulation
REFERENCE :
APFRAD Annales Pharmaceutiques Francaises. (SPPIF, B.P.22, F-41353 Vineuil, France) V.1- 1943- Volume(issue)/page/year: 15,461,1957
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
56 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) Volume(issue)/page/year: NX#07875
Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H315-H319-H335
Precautionary Statements P261-P305 + P351 + P338
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xi:Irritant
Risk Phrases R36/37/38
Safety Phrases S26-S36-S37/39
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS UL0380000
HS Code 29124900
HS Code 2912499000
Summary 2912499000. other aldehyde-ethers, aldehyde-phenols and aldehydes with other oxygen function. VAT:17.0%. Tax rebate rate:9.0%. . MFN tariff:5.5%. General tariff:30.0%

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