1,7-Bis(4-hydroxy-3-methoxyphenyl)hepta-1,6-dien-3,5-dion

Curcumin Struktur
458-37-7
CAS-Nr.
458-37-7
Bezeichnung:
1,7-Bis(4-hydroxy-3-methoxyphenyl)hepta-1,6-dien-3,5-dion
Englisch Name:
Curcumin
Synonyma:
TURMERIC EXTRACT;halad;haldar;curcuma;Diferuloylmethane;Curcumin, Natural Yellow 3, Diferuloylmethane;yo-kin;souchet;kurkumin;Crucumin
CBNumber:
CB4183426
Summenformel:
C21H20O6
Molgewicht:
368.38
MOL-Datei:
458-37-7.mol

1,7-Bis(4-hydroxy-3-methoxyphenyl)hepta-1,6-dien-3,5-dion Eigenschaften

Schmelzpunkt:
183 °C
Siedepunkt:
418.73°C (rough estimate)
Dichte
0.93
Dampfdichte
13 (vs air)
Brechungsindex
1.4155-1.4175
Flammpunkt:
208.9±23.6 °C
storage temp. 
2-8°C
Löslichkeit
ethanol: 10 mg/mL
Aggregatzustand
powder
pka
8.09(at 25℃)
Colour Index 
75300
Farbe
orange
Geruch (Odor)
Odorless
Säure-Base-Indikators(pH-Indikatoren)
Yellow (7.8) to red-brown (9.2)
Wasserlöslichkeit
Slightly soluble (hot)
maximale Wellenlänge (λmax)
430nm
Merck 
14,2673
Solvent
Ethanol
Concentration
1 mCi/ml
Specific Activity
5-15 Ci/mmol
BRN 
2306965
Stabilität:
Stable, but may be light sensitive. Incompatible with strong oxidizing agents.
Major Application
Cosmetics, drug-eluting stents, inhibition of formation of skin-wrinkles, treating alzheimer’s disease, skin diseases, coronary restenosis, diabetes, obesity, leukemia, neurofibromas, cancer, antimicrobial, antiviral, antiinflammatory, antiprostate cancer
InChIKey
VFLDPWHFBUODDF-FCXRPNKRSA-N
LogP
3.290 (est)
CAS Datenbank
458-37-7(CAS DataBase Reference)
EPA chemische Informationen
Curcumin (458-37-7)
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
Kennzeichnung gefährlicher Xi
R-Sätze: 36/37/38
S-Sätze: 26
WGK Germany  3
RTECS-Nr. MI5230000
Hazard Note  Irritant
TSCA  Yes
HS Code  29145000
Giftige Stoffe Daten 458-37-7(Hazardous Substances Data)
Toxizität LD50 Oral-Rat-12.200 mg/kg
Bildanzeige (GHS) GHS hazard pictogramsGHS hazard pictograms
Alarmwort Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H225 Flüssigkeit und Dampf leicht entzündbar. Entzündbare Flüssigkeiten Kategorie 2 Achtung GHS hazard pictogramssrc="/GHS02.jpg" width="20" height="20" /> P210,P233, P240, P241, P242, P243,P280, P303+ P361+P353, P370+P378,P403+P235, P501
H319 Verursacht schwere Augenreizung. Schwere Augenreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P305+P351+P338,P337+P313P
Sicherheit
P210 Von Hitze, heißen Oberflächen, Funken, offenen Flammen und anderen Zündquellenarten fernhalten. Nicht rauchen.
P233 Behälter dicht verschlossen halten.
P240 Behälter und zu befüllende Anlage erden.
P241 Explosionsgeschützte [elektrische/Lüftungs-/ Beleuchtungs-/...] Geräte verwenden.
P242 Nur funkenfreies Werkzeug verwenden.
P305+P351+P338 BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach Möglichkeit entfernen. Weiter spülen.

1,7-Bis(4-hydroxy-3-methoxyphenyl)hepta-1,6-dien-3,5-dion Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:

R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.

S-Sätze Betriebsanweisung:

S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.

Beschreibung

The main source of curcumin is the root of Zingiberaceae Curcuma aromatica, rhizome of Curcuma longa (Jiang Huang), Curcuma zedoaria, and Acorus calamus. Among them, Jiang Huang contains about 3–6% curcumin. The traditional Chinese medicine, Jiang Huang, is the root tuber of perennial herbaceous plant Curcuma longa L. of family Zingiberaceae. It was firstly recorded in the “Tang materia medica” (Xin Xiu Ben Cao). It is pungent, bitter, and warm and enters the liver and spleen meridians. It activates the blood, moves qi, dredges meridians, and alleviates pain. In India and other Asian countries, Jiang Huang has more than 6000?years of application history. In Japan, Jiang Huang has a long history of health care, and the people of Okinawa Island regarded Jiang Huang as a holy tribute to the emperor. Jiang Huang mainly comes from Taiwan, Fujian, Guangdong, Guangxi, Yunnan, and Tibet of China and other regions in East Asia and Southeast Asia. It grows in warm and humid climate and sunny environment with abundant rainfall and fears cold frost, drought, and flood. At present, Chinese Pharmacopoeia only included Jiang Huang and Yu Jin which contains curcumin, while curcumin is not included.

Chemische Eigenschaften

orange crystalline powder

Physikalische Eigenschaften

Appearance: orange-brown crystalline powder and tastes a little bitter. It will turn into reddish brown in alkaline solution and yellow in neutral and acidic solution. It has strong stability against the reducing agent. It has excellent pigmentation which is not easy to fade. It is sensitive to light, heat, and iron ion. When PH is greater than 8, curcumin turns from yellow to red, which can be used as a pH indicator.
Solubility: insoluble in water or diethyl ether and soluble in ethanol, propylene glycol, acetic acid, and alkali solution.
Melting point: about 183 °C.

Verwenden

Curcumin is the principal curcuminoid of the popular Indian spice turmeric, which is a member of the ginger family (Zingiberaceae). The curcuminoids are polyphenols and are responsible for the yellow color of turmeric. Curcumin can exist in at least two t

Definition

ChEBI: A beta-diketone that is methane in which two of the hydrogens are substituted by feruloyl groups. A natural dyestuff found in the root of Curcuma longa.

Allgemeine Beschreibung

Orange-yellow needles.

Air & Water Reaktionen

Slightly soluble in hot water .

Reaktivität anzeigen

Curcumin is sensitive to light and changes in pH. Curcumin may react with oxidizing materials.

Biologische Aktivität

Antitumor, anti-inflammatory and antioxidant agent. Downregulates expression of reactive-oxygen-generating enzymes (cyclooxygenase, lipoxygenase, iNOS), TNF α , IL-1, IL-6, PKC, EGFR, NF- κ B, I κ B kinase and more. Upregulates expression of PPAR γ , p53, Nrf2. Also displays antimicrobial, antidiabetic neuro- and cardioprotective properties in vivo .

Mechanism of action

Curcumin, the active component of turmeric (Curcuma longa), has been regarded as an anti-inflammatory and antioxidant agent . Particularly, it can scavenge reactive oxygen species, such as hydroxyl radicals, superoxide anion radicals, and nitrogen dioxide radicals. Additionally, it serves as an anti-inflammatory by down-regulating the production of pro-inflammatory cytokines (e.g., IL-1 and TNF-α) and inhibiting the activation of specific transcription factors (e.g., NF-κB and AP-1). Curcumin also demonstrates antiproliferative properties. Specifically, it inhibits UV radiation-induced skin cancer in SKH-1 hairless mice and reduces UVB-induced matrix metalloproteinase-1/3 expression in human dermal fibroblasts via MAPK-p38/JNK pathway suppression.

Clinical Use

1. Cholagogic effect could promote bile formation and secretion.
2. Hypolipidemic effect could reduce the level of cholesterol in the blood and prevent atherosclerosis.
3. Antibacterial and antiviral effect could inhibit Staphylococcus aureus and HIV.
4. Liver protection.
5. Anticancer and antitumor effect.
6. Help with the prevention of dementia.
7. Anti-inflammation and treatment of acne and dermatitis.
8. There are no reports of adverse effect of curcumin till now.

läuterung methode

Crystallise curcumin from EtOH or acetic acid. [Beilstein 8 IV 3697.]

1,7-Bis(4-hydroxy-3-methoxyphenyl)hepta-1,6-dien-3,5-dion Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


1,7-Bis(4-hydroxy-3-methoxyphenyl)hepta-1,6-dien-3,5-dion Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global( 1022)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
career henan chemical co
+86-0371-86658258 +8613203830695
sales@coreychem.com China 29880 58
Shandong Zhishang New Material Co., Ltd.
+8617653113209
sales002@sdzschem.com China 3049 58
XI'AN TIANGUANGYUAN BIOTECH CO., LTD.
+86-029-86333380 18829239519
sales06@tgybio.com China 901 58
Chengdu ChenLv Herb Co.,Ltd
+86-13608205856; +undefined13608205856
maryextract@126.com China 127 58
Hebei Shengyang Water Conservancy Engineering Co., Ltd.
+8615373025980
clara@hbshengyang.com China 875 58
Hebei Kingfiner Technology Development Co.Ltd
+86-15532196582 +86-15373005021
lisa@kingfinertech.com China 3009 58
Hebei Weibang Biotechnology Co., Ltd
+8615531157085
abby@weibangbio.com China 8807 58
Hebei Chuanghai Biotechnology Co,.LTD
+86-13131129325
sales1@chuanghaibio.com China 5889 58
Chongqing Zhihe Biopharmaceutical Co., Ltd.
+86-18580541567; +8618580541567
sales@zhswyy.com China 301 58
Henan Fengda Chemical Co., Ltd
+86-371-86557731 +86-13613820652
info@fdachem.com China 20283 58

458-37-7(1,7-Bis(4-hydroxy-3-methoxyphenyl)hepta-1,6-dien-3,5-dion)Verwandte Suche:


  • 5-dione,1,7-bis(4-hydroxy-3-methoxyphenyl)-,(e,e)-6-heptadiene-3
  • 5-dione,1,7-bis(4-hydroxy-3-methoxyphenyl)-6-heptadiene-3
  • 6-Heptadiene-3,5-dione,1,7-bis(4-hydroxy-3-methoxyphenyl)-,(E,E)-1
  • haidr
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  • yellowroot
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  • (E,E)-1,7-bis(4-Hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione
  • Diferulylmethane
  • curouma
  • gelbwurz
  • kachs haldi
  • safra d'inde
  • terra merita
  • tumeric yellow
  • Curcumin 1,7-Bis(4-hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione
  • Curcumin solution
  • Curcumin, Curcuma longa (High Purity)
  • Curcumin (0.1% in ca. 95% Ethanol)
  • (E)-1,7-Bis(4-hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione
  • Curcumin (mixture of curcumin, demethoxycurcumin, and bisdemethoxycurcumin)
  • 5,6,7,7a-Tetrahydro-3-butylphthalide
  • (1E,6E)-1,7-Bis(4-hydroxy-3-methylphenyl)-1,6-heptadiene-3,5-dione
  • Curcumin (Brilliant Yellow S)
  • Curcuma Longa Rhyzomes extract
  • CurcuMin (Mixture of curcuMin, deMethoxycurcuMin, and bisdeMethoxycurcuMin), 98+% 10GR
  • CURCUMIN (SYN-DIFERULOYL METHANE)
  • Curcumin ,98% [mixture of curcumin, demethoxycurcumin, and bisdemethoxycurcumin]
  • Curcumin (30 mg)
  • Curcumin (technical grade)
  • TurMeric yellow, DiferuloylMethane
  • Curcumin,(E,E)-1,7-bis(4-Hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione, Diferuloylmethane, Diferulylmethane, Natural Yellow 3
  • Curcumin (E100)
  • Curcuimn
  • CURCUMIN FROM CURCUMA LONGA CRYSTALL
  • 1,6-Heptadiene-3,5-dione, 1,7-bis(4-hydroxy-3-methoxyphenyl)-, (1E,6E)-
  • Curcumin USP
  • Curcumin, Natural Yellow3
  • Curcumin 95%
  • CURCUMIN, HIGH PURITY
  • CURCUMIN, TECH.
  • CURCUMIN FROM CURCUMA LONGA CRYSTALLINE
  • CURCUMIN, MIXTURE
  • CURCUMIN R. G.
  • Curcumin95%C21H20O6
  • CyanoaceticAcidForSynthesis
  • CurcumineCrystalline
  • CurcumineC.I.75300(NaturalYellow3(Turmeric)
  • Curcumin95%
  • CnidiumLactone
  • CURCUMINE (C.I. No 75300 )
  • Curcumin (mixture of curcumin
  • CURCUMIN hplc
  • C.I. 75300
  • C.I. Natural Yellow 3
  • Curcumin
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