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Substance Name: Curcumin
RN: 458-37-7
UNII: IT942ZTH98
InChIKey: VFLDPWHFBUODDF-FCXRPNKRSA-N

Note

  • A yellow-orange dye obtained from tumeric, the powdered root of CURCUMA longa. It is used in the preparation of curcuma paper and the detection of boron. Curcumin appears to possess a spectrum of pharmacological properties, due primarily to its inhibitory effects on metabolic enzymes.

Molecular Formula

  • C21-H20-O6

Molecular Weight

  • 368.383
 

Classification Codes

  • Analgesics
  • Analgesics, Non-Narcotic
  • Anti-Inflammatory Agents
  • Anti-Inflammatory Agents, Non-Steroidal
  • Antineoplastic Agents
  • Antirheumatic Agents
  • Coloring Agents
  • Enzyme Inhibitors
  • Mutation Data
  • Natural Product
  • Peripheral Nervous System Agents
  • Sensory System Agents

Names and Synonyms

Name of Substance

  • 1,6-Heptadiene-3,5-dione, 1,7-bis(4-hydroxy-3-methoxyphenyl)-
  • 1,7-Bis(4-hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione
  • CI 75300
  • Curcumin
  • Natural yellow 3
  • Turmeric Yellow

MeSH Heading

  • Curcumin

Synonyms

  • 1,5-Di(vanillyliden)acetylaceton
  • 1,5-Divanillyliden-2,4-pentandion
  • 1,6-Heptadiene-3,5-dione, 1,7-bis(4-hydroxy-3-methoxyphenyl)-
  • 1,7-Bis(4-hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione
  • 1,9-Bis(4-hydroxy-3-methoxyphenyl)-2,7-nonadiene-4,6-dione
  • 4-08-00-03697 (Beilstein Handbook Reference)
  • BRN 2306965
  • C.I. 75300
  • C.I. Natural Yellow 3
  • CCRIS 3257
  • CI 75300
  • CI Natural Yellow 3
  • Curcuma
  • Curcumin
  • Curcumin I
  • Diferaloylmethane
  • Diferuloylmethane
  • E 100
  • EINECS 207-280-5
  • Gelbwurz
  • Golden seal
  • Haidr
  • Halad
  • Haldar
  • Halud
  • HSDB 4334
  • Hydrastis
  • Indian saffron
  • Indian turmeric
  • Kacha haldi
  • Kurkumin
  • Kurkumin [Czech]
  • Merita earth
  • NCI-C61325
  • NSC 32982
  • NSC 687842
  • Orange Root
  • Safran d'Inde
  • Souchet
  • Terra Merita
  • Turmeric
  • Turmeric Yellow
  • UNII-IT942ZTH98
  • Yellow ginger
  • Yellow puccoon
  • Yellow root
  • Yo-kin
  • Zlut prirodni 3
  • Zlut prirodni 3 [Czech]

Systematic Names

  • 1,6-Heptadiene-3,5-dione, 1,7-bis(4-hydroxy-3-methoxyphenyl)-, (1E,6E)-
  • 1,6-Heptadiene-3,5-dione, 1,7-bis(4-hydroxy-3-methoxyphenyl)-, (E,E)-
  • 1,7-Bis(4-hydroxy-3-methoxyphenyl)hepta-1,6-diene-3,5-dione
  • 2,7-Nonadiene-4,6-dione, 1,9-bis(4-hydroxy-3-methoxyphenyl)-
  • Curcumin

Registry Numbers

CAS Registry Number

  • 458-37-7

FDA UNII

  • IT942ZTH98

Other Registry Numbers

  • 15845-47-3
  • 2103286-06-0
  • 33171-04-9
  • 73729-23-4
  • 79257-48-0
  • 91884-86-5

System Generated Number

  • 0000458377

Structure Descriptors

InChI

1S/C21H20O6/c1-26-20-11-14(5-9-18(20)24)3-7-16(22)13-17(23)8-4-15-6-10-19(25)21(12-15)27-2/h3-12,24-25H,13H2,1-2H3/b7-3+,8-4+

InChIKey

VFLDPWHFBUODDF-FCXRPNKRSA-N

Smiles

c1(cc(c(O)cc1)OC)\C=C\C(CC(\C=C\c1cc(c(O)cc1)OC)=O)=O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 1500mg/kg (1500mg/kg)   Indian Journal of Medical Research. Vol. 64, Pg. 601, 1976.
mouse LD50 oral > 2gm/kg (2000mg/kg)   Journal of Pharmacy and Pharmacology. Vol. 25, Pg. 447, 1973.
rat LD oral > 2gm/kg (2000mg/kg)   Planta Medica. Vol. 64, Pg. 353, 1998.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 183 deg C   EXP
log P (octanol-water) 3.290 (none)   EST
Atmospheric OH Rate Constant 1.58E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.