Curcumin

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Names

[ CAS No. ]:
458-37-7

[ Name ]:
Curcumin

[Synonym ]:
Diferulylmethane
Turmeric yellow
curcuma
EINECS 207-280-5
diferuloylmethane
Natural Yellow 3
gelbwurz
(1E,4Z,6E)-5-Hydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl)-1,4,6-heptatrien-3-one
(1E,4Z,6E)-5-Hydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl)hepta-1,4,6-trien-3-one
1,4,6-Heptatrien-3-one, 5-hydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl)-, (1E,4Z,6E)-
curouma
halad
souchet
kurkumin
haidr
Curcumin
(1E,6E)-1,7-bis(4-hydroxy-3-methoxyphenyl)hepta-1,6-diene-3,5-dione
(E,E)-1,7-bis(4-Hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione
MFCD01868798

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
593.2±50.0 °C at 760 mmHg

[ Melting Point ]:
183 °C

[ Molecular Formula ]:
C21H20O6

[ Molecular Weight ]:
368.380

[ Flash Point ]:
209.7±23.6 °C

[ Exact Mass ]:
368.125977

[ PSA ]:
96.22000

[ LogP ]:
2.85

[ Vapour density ]:
13 (vs air)

[ Vapour Pressure ]:
0.0±1.8 mmHg at 25°C

[ Index of Refraction ]:
1.672

[ Storage condition ]:
−20°C

[ Water Solubility ]:
Slightly soluble (hot)

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
MI5230000
CHEMICAL NAME :
1,6-Heptadiene-3,5-dione, 1,7-bis(4-hydroxy-3-methoxyphenyl)-
CAS REGISTRY NUMBER :
458-37-7
BEILSTEIN REFERENCE NO. :
2306965
LAST UPDATED :
199801
DATA ITEMS CITED :
13
MOLECULAR FORMULA :
C21-H20-O6
MOLECULAR WEIGHT :
368.41

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>2 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 :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :
Cytogenetic analysis
TEST SYSTEM :
Rodent - hamster Lung
DOSE/DURATION :
20 mg/L
REFERENCE :
GMCRDC Gann Monograph on Cancer Research. (Plenum Pub. Corp., 233 Spring St., New York, NY 10013) No. 11- 1971- Volume(issue)/page/year: 27,95,1981 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X4425 No. of Facilities: 145 (estimated) No. of Industries: 3 No. of Occupations: 3 No. of Employees: 690 (estimated)

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P305 + P351 + P338

[ Hazard Codes ]:
Xi:Irritant

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
26-36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
2

[ RTECS ]:
MI5230000

[ HS Code ]:
2932999099

Synthetic Route

Precursor & DownStream

Precursor

  • Vanillin
  • 2,4-Pentandione
  • 4-hydroxybenzaldehyde
  • Benzaldehyde
  • (1ξ)-1-hydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl)-6-heptene-3,5-dione

DownStream

  • Tetrahydrocurcumin
  • Hexahydrocurcumin
  • Octahydrocurcumin
  • curcumin 4,4'-diacetate
  • Vanillin
  • Dibenzyl disulfide
  • (E)-7-(benzylthio)-1,7-bis(4-hydroxy-3-methoxyphenyl)hept-1-ene-3,5-dione
  • Benzoic acid,4-ethoxy-3-methoxy-

Customs

[ HS Code ]: 2914509090

[ Summary ]:
HS:2914509090 other ketones with other oxygen function VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%

Articles

Mucoadhesive films containing chitosan-coated nanoparticles: a new strategy for buccal curcumin release.

J. Pharm. Sci. 103(11) , 3764-71, (2014)

Mucoadhesive films containing curcumin-loaded nanoparticles were developed, aiming to prolong the residence time of the dosage form in the oral cavity and to increase drug absorption through the bucca...

Enhancing the anti-inflammatory activity of chalcones by tuning the Michael acceptor site.

Org. Biomol. Chem. 13(10) , 3040-7, (2015)

Inflammatory signaling pathways orchestrate the cellular response to infection and injury. These pathways are known to be modulated by compounds that alkylate cysteinyl thiols. One class of phytochemi...

An antifungal mechanism of curcumin lies in membrane-targeted action within Candida albicans.

IUBMB Life 66(11) , 780-5, (2015)

The aim of this study is to investigate the antifungal mechanism of curcumin. This polyphenolic compound has been used traditionally in Asia for medicinal, culinary, and other purposes. Although antif...


More Articles


Related Compounds

  • curcumin
  • CURCUMIN 3
  • curcumin 2
  • curcumin II
  • Curcumin D6
  • Curcumin-d6
  • tert-butylN-[(1S)-1-(2-amino-1,3-thiazol-4-yl)ethyl]carbamate
  • rac-(1R,2S,3R,5S)-2-fluoro-8-azabicyclo[3.2.1]octan-3-amine
  • 8,8-Difluorodispiro[3.1.36.14]decane-2-carbaldehyde
  • (1R,2S,4S,5S,6R)-5,6-Dihydroxybicyclo[2.2.2]octane-2-carboxylic acid
  • (1S,2R)-1-Chloro-2-methylsulfanylcyclopentane
  • (1R,5S,7s)-9,9-difluoro-3-azabicyclo[3.3.1]nonane-7-carboxylic acid
  • 2-[(1S,3R)-3-Methoxycarbonyl-2,2-dimethylcyclopropyl]acetic acid
  • 5-(Hydroxymethyl)-2-oxabicyclo[3.1.1]heptane-1-carboxylic acid
  • CID 155821276
  • Tert-butyl N-[(1R,2S,3R,4S)-4-[tert-butyl(dimethyl)silyl]oxy-2-(3,4-dihydro-1H-isoquinolin-2-yl)-3-hydroxycyclopentyl]carbamate
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