Vanillin

Modify Date: 2024-01-02 18:41:18

Vanillin Structure
Vanillin structure
 Common Name Vanillin
CAS Number 121-33-5 Molecular Weight 152.147
Density 1.2±0.1 g/cm3 Boiling Point 282.6±20.0 °C at 760 mmHg
Molecular Formula C8H8O3 Melting Point 81-83 °C(lit.)
MSDS Chinese USA Flash Point 117.6±15.3 °C
Symbol GHS07
GHS07		 Signal Word Warning

 Use of Vanillin


Vanillin is a single molecule extracted from vanilla beans and also a popular odor used widely in perfume, food and medicine.

 Names

Name vanillin
Synonym More Synonyms

 Vanillin Biological Activity

Description Vanillin is a single molecule extracted from vanilla beans and also a popular odor used widely in perfume, food and medicine.
Related Catalog
Target

Human Endogenous Metabolite
In Vitro Vanillin recovers UVA-induced reduction of proliferation in a dose dependent manner. Vanillin has no apoptotic effects at the tested concentrations. In addition, the reduced expression levels of OCT4, NANOG, and SOX2 caused by UVA irradiation are allincreased by Vanillin treatment, suggesting that Vanillin attenuates the effects of UVA irradiation on hAMSCs. Based on a luciferase reporter assay, Vanillin increases the reduced activity of HRE-luciferase reporter caused by UVA irradiation. In addition, treatment with Vanillin attenuates the reduced expression of HIF-1α caused by UVA irradiation. The results reveal that treatment of hAMSCs with Vanillin results in significant decrease in the production of PGE2 and cAMP when compare to UVA-irradiated controls[1].
In Vivo Following antidepressant treatment for 4 weeks, immobility time in the stress+Vanillin and stress+fluoxetine groups is significantly decreased [F(4,42)=34.73, P<0.01; F(4,42)=13.55, P<0.01, respectively]. Treatment with Vanillin or fluoxetine remarkably alleviates the decrease in sucrose consumption in CUMS model animals [F(4,42)=12.32, P<0.01; F(4,42)=5.65, P<0.01, respectively]. In CUMS model rats, 5-HT level in the stress+Vanillin and stress+fluoxetine groups is significantly increased when compare with the stress group [F(4,42)=4.846, P=0.030; F(4,42)=4.846, P=0.036, respectively], whereas noradrenaline (NE) in the two groups is elevated but not significantly [F(4,42)=6.977, n.s.]. Dopamine (DA) is also significantly increased in the stress+Vanillin group compare with the stress group [F(4.42)=6.174, P=0.041][2].
Kinase Assay hAMSCs are irradiated with the indicated doses of UVA and then incubated with the indicated concentrations of Vanillin for three days under serum-free conditions. After the incubation, the concentrations of PGE2 or cAMP in the culture supernatant are measured using ELISA kits. Culture supernatants are added into 96 well plates. Alkaline phosphatase conjugated PGE2 or cAMP and antibodies to PGE2 or cAMP are added to sample wells and incubated at room temperature for 2 h. The sample wells are then washed with PBS and p-nitrophenyl phosphate (pNpp) substrate solution is added. Finally, the samples are incubated at room temperature for 1 h and their absorbance values are read according to the manufacturer's instructions[1].
Cell Assay hAMSCs are irradiated with the indicated doses of UVA and then incubated with 1 to 100 μM of Vanillin for three days under serum-free conditions (in DMEM devoid of serum, at 37°C with 5% CO2). After three days, cell proliferation is measured using BrdU incorporation assay[1].
Animal Admin Male Sprague-Dawley rats (200 to 250 g) are used in this study. The animals are divided into three groups with 8 to 10 rats per group: the stress+fluoxetine group; the stress+Vanillin aromatherapy group and the stress (untreated) group. For the stress+fluoxetine group, the animals are administered a daily oral dose (10 mg/kg/d, diluted in distilled water) of the SSRI fluoxetine each morning. For the stress+Vanillin group and the bulbectomy+Vanillin group, Vanillin is administrated in a Plexiglas cylinder 50 cm tall and 35 cm diameter with two layers separated by a porous Plexiglas board. The rat still in its cage is gently placed on the upper layer, and 5 mL of 600 mg/L Vanillin (in distilled water) sprayed on to the floor of the lower layer. Rats in the stress and the control groups receive similar handling to the stress+Vanillin group, but without any odor administrated[2].
References

[1]. Lee SY, et al. Vanillin attenuates negative effects of ultraviolet A on the stemness of human adipose tissue-derived mesenchymal stem cells. Food Chem Toxicol. 2016 Oct;96:62-9.

[2]. Xu J, et al. Vanillin-induced amelioration of depression-like behaviors in rats by modulating monoamine neurotransmitters in the brain. Psychiatry Res. 2015 Feb 28;225(3):509-14.

 Chemical & Physical Properties

Density 1.2±0.1 g/cm3
Boiling Point 282.6±20.0 °C at 760 mmHg
Melting Point 81-83 °C(lit.)
Molecular Formula C8H8O3
Molecular Weight 152.147
Flash Point 117.6±15.3 °C
Exact Mass 152.047348
PSA 46.53000
LogP 1.19
Vapour density 5.3 (vs air)
Vapour Pressure 0.0±0.6 mmHg at 25°C
Index of Refraction 1.588
Storage condition Refrigerator
Stability Stable. May discolour on exposure to light. Moisture-sensitive. Incompatible with strong oxidizing agents, perchloric acid.
Water Solubility 10 g/L (25 ºC)

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
YW5775000
CHEMICAL NAME :
Vanillin
CAS REGISTRY NUMBER :
121-33-5
BEILSTEIN REFERENCE NO. :
0472792
LAST UPDATED :
199710
DATA ITEMS CITED :
24
MOLECULAR FORMULA :
C8-H8-O3
MOLECULAR WEIGHT :
152.16
WISWESSER LINE NOTATION :
VHR DQ CO1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1580 mg/kg
TOXIC EFFECTS :
Behavioral - coma
TYPE OF TEST :
LC - Lethal concentration
ROUTE OF EXPOSURE :
Inhalation
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>41700 ug/kg/4H
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD - Lethal dose
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>2 gm/kg
TOXIC EFFECTS :
Liver - jaundice, other or unclassified
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1160 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1500 mg/kg
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - miosis (pupillary constriction) Behavioral - muscle weakness Lungs, Thorax, or Respiration - respiratory stimulation
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
3925 mg/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Behavioral - coma
TYPE OF TEST :
LC - Lethal concentration
ROUTE OF EXPOSURE :
Inhalation
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>41700 ug/kg/2H
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
475 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
1320 mg/kg
TOXIC EFFECTS :
Vascular - BP lowering not characterized in autonomic section Vascular - acute arterial occlusion Lungs, Thorax, or Respiration - other changes
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
3 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
>5010 mg/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Behavioral - food intake (animal) Gastrointestinal - peritonitis
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - guinea pig
DOSE/DURATION :
1400 mg/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
4480 mg/kg/70D-I
TOXIC EFFECTS :
Cardiac - other changes Blood - changes in spleen Nutritional and Gross Metabolic - weight loss or decreased weight gain
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
273 gm/kg/13W-C
TOXIC EFFECTS :
Liver - other changes Kidney, Ureter, Bladder - other changes Nutritional and Gross Metabolic - weight loss or decreased weight gain
TYPE OF TEST :
TCLo - Lowest published toxic concentration
ROUTE OF EXPOSURE :
Inhalation
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
41700 ug/m3/4H/30D-I
TOXIC EFFECTS :
Brain and Coverings - recordings from specific areas of CNS Blood - changes in erythrocyte (RBC) count Blood - changes in leukocyte (WBC) count
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
DOSE :
20 mg/kg
SEX/DURATION :
female 4 day(s) pre-mating
TOXIC EFFECTS :
Reproductive - Maternal Effects - ovaries, fallopian tubes Reproductive - Maternal Effects - uterus, cervix, vagina

MUTATION DATA

TYPE OF TEST :
Sister chromatid exchange
TEST SYSTEM :
Human Lymphocyte
DOSE/DURATION :
750 umol/L
REFERENCE :
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 169,129,1986 *** REVIEWS *** TOXICOLOGY REVIEW FCTXAV Food and Cosmetics Toxicology. (London, UK) V.1-19, 1963-81. For publisher information, see FCTOD7. Volume(issue)/page/year: 15,611,1977 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - M0609 No. of Facilities: 378 (estimated) No. of Industries: 14 No. of Occupations: 28 No. of Employees: 6740 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - M0609 No. of Facilities: 10912 (estimated) No. of Industries: 89 No. of Occupations: 97 No. of Employees: 177946 (estimated) No. of Female Employees: 69887 (estimated)

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H319
Precautionary Statements P305 + P351 + P338
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xn:Harmful
Risk Phrases R22
Safety Phrases S24/25-S22
RIDADR NONH for all modes of transport
WGK Germany 1
RTECS YW5775000
HS Code 2912410000

 Synthetic Route

 Customs

HS Code 2912410000
Summary HS: 2912410000. 4-hydroxy-3-methoxybenzaldehyde. VAT:17.0%. tax rebate rate:13.0%. supervision conditions:None. MFN tarrif:5.5%. general tariff:30.0%

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 Synonyms

4-Hydroxy-3-methoxybenzaldehyde,Vanillic aldehyde
Lioxin
3-Methoxy-4-hydroxybenzaldehyde
Vanillin (contains H2SO4) Ethanol
VANILLA
VANILLINE
Zimco
4-oxy-3-methoxybenzaldehyde
Reference source: Negwer
Vinillin
compound no 1131
Rhovanil
3-methoxy-4-hydroxy-benzaldehyde
Vanilin
Vanillin
MFCD00006942
4-Hydroxy-3-methoxybenzaldehyde
EINECS 204-465-2
FEMA 3107
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Related Compounds: More...
Vanilline
8014-42-4
o-Vanillin
148-53-8
Vanillin-d3
74495-74-2
Isovanillin
621-59-0
Vanillin-13C
86884-84-6
Vanillin-13C6
201595-58-6
vanillinoxime
2874-33-1
Vanillin-azin
1696-60-2
Bromovanillin
2973-76-4
Chemsrc provides Vanillin(CAS#:121-33-5) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of Vanillin are included as well.>> amp version: Vanillin

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