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Cinnamaldehyde

Names

[ CAS No. ]:
104-55-2

[ Name ]:
Cinnamaldehyde

[Synonym ]:
(E)-3-phenylprop-2-enal
trans-Cinnamic Aldehyde
(2E)-3-Phenyl-2-propenal
Cinnamaldehyde, (E)-
trans-Cinnamylaldehyde
2-Propenal, 3-phenyl-, (2E)-
β-phenylacrolein
Cinnamic aldehyde
(2E)-3-phenylprop-2-enal
(E)-3-phenylpropenal
cinnamic aldehyde, (E)-isomer
Cinnamyl aldehyde
(E)-3-Phenyl-propenal
2-Propenal, 3-phenyl-, (E)- (9CI)
trans-3-Phenylacrolein
3-Phenylacrolein
trans-Phenylacrolein
Acrolein, 3-phenyl-
(2E)-3-Phenylacrylaldehyde
MFCD00007000
4-07-00-00984 (Beilstein Handbook Reference)
trans-Cinnamaldehyde
(E)-cinnamaldehyde
EINECS 203-213-9
Cinnamaldehyde, trans-

Biological Activity

[Description]:

Cinnamaldehyde is a major and a bioactive compound isolated from the leaves of Cinnamomum osmophloeum kaneh. Cinnamaldehyde is a cytokine production inhibitor. Cinnamaldehyde has anti-bacteria, anti-oxidation, and anti-inflammatory properties[1].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Apoptosis
Research Areas >> Inflammation/Immunology
Signaling Pathways >> Anti-infection >> Bacterial

[In Vitro]

Cinnamaldehyde inhibits ROS release and the activation of MAPKs as well as pro-inflammatory cytokines expression within TLRs activated cultured monocytes/macrophages[1] .Cinnamaldehyde induces apoptosis by mitochondrial permeability transition in human promyelocytic leukemia HL-60 cells, and induces apoptosis in human hepatoma cells through activation of the proapoptotic Bcl-2 family proteins[1].

[References]

[1]. Chao LK, et al. Cinnamaldehyde inhibits pro-inflammatory cytokines secretion from monocytes/macrophages through suppression of intracellular signaling. Food Chem Toxicol. 2008;46(1):220‐231.

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
246.8±9.0 °C at 760 mmHg

[ Melting Point ]:
-7.5ºC

[ Molecular Formula ]:
C9H8O

[ Molecular Weight ]:
132.159

[ Flash Point ]:
71.1±0.0 °C

[ Exact Mass ]:
132.057510

[ PSA ]:
17.07000

[ LogP ]:
2.12

[ Vapour density ]:
4.6 (vs air)

[ Vapour Pressure ]:
0.0±0.5 mmHg at 25°C

[ Index of Refraction ]:
1.577

[ Stability ]:
Stable. Combustible. Incompatible with strong oxidizing agents, strong bases.

[ Water Solubility ]:
Slightly soluble

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
GD6475000
CHEMICAL NAME :
Cinnamaldehyde
CAS REGISTRY NUMBER :
104-55-2
BEILSTEIN REFERENCE NO. :
0605737
LAST UPDATED :
199710
DATA ITEMS CITED :
25
MOLECULAR FORMULA :
C9-H8-O
MOLECULAR WEIGHT :
132.17
WISWESSER LINE NOTATION :
VH1U1R

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
Standard Draize test
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Human
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
2220 mg/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Gastrointestinal - hypermotility, diarrhea
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
2225 mg/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold Behavioral - ataxia Lungs, Thorax, or Respiration - respiratory stimulation
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
200 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 :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
75 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 :
Parenteral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
200 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 :
Oral
SPECIES OBSERVED :
Rodent - guinea pig
DOSE/DURATION :
1160 mg/kg
TOXIC EFFECTS :
Behavioral - coma
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
35 mg/kg/24W-C
TOXIC EFFECTS :
Liver - changes in liver weight Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - hepatic microsomal mixed oxidase (dealkylation, hydroxylation, etc.) Related to Chronic Data - death
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
8092 mg/kg/17W-I
TOXIC EFFECTS :
Liver - liver function tests impaired
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
55 mg/kg
SEX/DURATION :
female 7-17 day(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - craniofacial (including nose and tongue)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
275 mg/kg
SEX/DURATION :
female 7-17 day(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - musculoskeletal system
TYPE OF TEST :
Sex chromosome loss and nondisjunction

MUTATION DATA

TYPE OF TEST :
Cytogenetic analysis
TEST SYSTEM :
Rodent - hamster Fibroblast
DOSE/DURATION :
15 mg/L
REFERENCE :
FCTOD7 Food and Chemical Toxicology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.20- 1982- Volume(issue)/page/year: 22,623,1984 *** REVIEWS *** TOXICOLOGY REVIEW DPIRDU Dangerous Properties of Industrial Materials Report. (Van Nostrand Reinhold, 115 Fifth Ave., New York, NY 10003) V.1- 1981- Volume(issue)/page/year: 1(5),5,1981 *** U.S. STANDARDS AND REGULATIONS *** EPA FIFRA 1988 PESTICIDE SUBJECT TO REGISTRATION OR RE-REGISTRATION FEREAC Federal Register. (U.S. Government Printing Office, Supt. of Documents, Washington, DC 20402) V.1- 1936- Volume(issue)/page/year: 54,7740,1989 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 83182 No. of Facilities: 372 (estimated) No. of Industries: 14 No. of Occupations: 38 No. of Employees: 13984 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 83182 No. of Facilities: 6159 (estimated) No. of Industries: 58 No. of Occupations: 76 No. of Employees: 111108 (estimated) No. of Female Employees: 43381 (estimated)

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H317-H319-H335

[ Precautionary Statements ]:
P261-P280-P305 + P351 + P338

[ Personal Protective Equipment ]:
Faceshields;full-face respirator (US);Gloves;Goggles;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter

[ Hazard Codes ]:
Xi:Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
26-36/37

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
GD6476000

[ Packaging Group ]:
I; II; III

[ Hazard Class ]:
6.1

[ HS Code ]:
2912299000

Synthetic Route

Precursor & DownStream

Customs

[ HS Code ]: 2912190090

[ Summary ]:
2912190090 acyclic aldehydes without other oxygen function。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:5.5%。General tariff:30.0%

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