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8,8'-DIAPOCAROTENEDIOIC ACID

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8,8'-DIAPOCAROTENEDIOIC ACID Basic information

Product Name:
8,8'-DIAPOCAROTENEDIOIC ACID
Synonyms:
  • CROCETIN
  • CROCETIN, TRANS-
  • 8,8'-DIAPOCAROTENEDIOIC ACID
  • 2,6,11,15-TETRAMETHYLHEXADECA-2,4,6,8,10,12,14-HEPTAENEDOIC ACID
  • TRANS-CROCETIN
  • 8,8'-diapo-psi,psi-carotenedioic acid
  • Alpha-Crocetin
  • roceic acid
CAS:
27876-94-4
MF:
C20H24O4
MW:
328.4
EINECS:
248-708-0
Product Categories:
  • Carotenoids
Mol File:
27876-94-4.mol
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8,8'-DIAPOCAROTENEDIOIC ACID Chemical Properties

Melting point:
285°
Boiling point:
386.14°C (rough estimate)
Density 
1.0786 (rough estimate)
refractive index 
1.4434 (estimate)
FEMA 
2998 | SAFFRON (CROCUS SATIVUS L.)
storage temp. 
Inert atmosphere,Store in freezer, under -20°C
solubility 
DMSO (Slightly, Heated), Methanol (Slightly)
form 
Solid
pka
4.39±0.19(Predicted)
color 
Red to Very Dark Red
Stability:
Light Sensitive
LogP
4.312 (est)
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Safety Information

HS Code 
29171900
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8,8'-DIAPOCAROTENEDIOIC ACID Usage And Synthesis

Chemical Properties

Red, rhomboid crystals.Soluble in pyridine and dilute sodium hydroxide; slightly soluble in water and organic solvents. Combustible.

Uses

Experimental treatment of arteriosclerosis by increasing oxygen diffusion through arterial walls, thus decreasing buildup of cholesterol.

Uses

Crocetin is a carotenoid derived from saffron, and is shown to have anticancer effects in both human adenocarcinoma gastric cancer cells and rat model of gastric cancer.

Definition

ChEBI: A 20-carbon dicarboxylic acid which is a diterpenoid and natural carotenoid. Found in the crocus flower, it has been administered as an anti-fatigue dietary supplement.

Anticancer Research

It is a natural apocarotenoid dicarboxylic acid obtained from saffron, and saffron isa spice from the flower of the Saffron crocus and present in the dry stigmas of theplant Crocus sativus which can be used as a food colorant. It is reported to be anovel anticancer agent against hepatocellular carcinoma, pancreatic cancer, lungcancer, skin carcinoma, breast cancer, and colorectal cancer. It inhibits the nucleicacid synthesis, enhances antioxidant system, induces apoptosis, hinders growthfactor signaling pathways, and thus affects the growth of cancer cells. It showseffects in the reduction of LPS-induced nitric oxide release; in the reduction ofproduced IL-1β, TNF-α, and intracellular ROS; in the activation of NF-κB; and inthe blockade of LPS (Wang et al. 2012; Gutheil et al. 2012).

target

COX | NO

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