ChemicalBook--->CAS DataBase List--->27876-94-4

27876-94-4

27876-94-4 Structure

27876-94-4 Structure
IdentificationBack Directory
[Name]

8,8'-DIAPOCAROTENEDIOIC ACID
[CAS]

27876-94-4
[Synonyms]

CROCETIN
NSC407300
roceic acid
TRANS-CROCETIN
Alpha-Crocetin
trans-Crocetine
Stable crocetin
CROCETIN, TRANS-
Crocetin,trans-Crocetin
8,8'-DIAPOCAROTENEDIOIC ACID
8,8'-diapo-psi,psi-carotenedioic acid
8,8'-Diapo-ψ,ψ-carotene-8,8'-dioic acid
Transcrocetin (Synonyms: trans-Crocetin)
2,6,11,15-TETRAMETHYLHEXADECA-2,4,6,8,10,12,14-HEPTAENEDOIC ACID
2,4,6,8,10,12,14-Hexadecaheptaenedioic acid, 2,6,11,15-tetramethyl-, (all-E)- (8CI)
(2Z,4E,6Z,8E,10E,12E,14Z)-2,6,11,15-tetramethylhexadeca-2,4,6,8,10,12,14-heptaenedioic acid
2,4,6,8,10,12,14-Hexadecaheptaenedioic acid, 2,6,11,15-tetramethyl-, (2E,4E,6E,8E,10E,12E,14E)-
[EINECS(EC#)]

248-708-0
[Molecular Formula]

C20H24O4
[MDL Number]

MFCD00017359
[MOL File]

27876-94-4.mol
[Molecular Weight]

328.4
Chemical PropertiesBack Directory
[Appearance]

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

285°
[Boiling point ]

386.14°C (rough estimate)
[density ]

1.0786 (rough estimate)
[FEMA ]

2998
[refractive index ]

1.4434 (estimate)
[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
[Cosmetics Ingredients Functions]

ANTIOXIDANT
COLORANT
[InChI]

InChI=1S/C20H24O4/c1-15(11-7-13-17(3)19(21)22)9-5-6-10-16(2)12-8-14-18(4)20(23)24/h5-14H,1-4H3,(H,21,22)(H,23,24)/b6-5+,11-7+,12-8+,15-9+,16-10+,17-13+,18-14+
[InChIKey]

PANKHBYNKQNAHN-MQQNZMFNSA-N
[SMILES]

C(O)(=O)/C(/C)=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C(O)=O
[LogP]

4.312 (est)
[Uses]

Experimental treatment of arteriosclerosis by increasing oxygen diffusion through arterial walls, thus decreasing buildup of cholesterol.
Hazard InformationBack Directory
[Chemical Properties]

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

Crocetin is a natural apocarotenoid dicarboxylic acidfound naturally in saffron crocus and gardenia flowersth at has been shown to exhibit antioxidantantiproliferativeanti-inflammatorycardioprotectiveneuroprotectiveand antinociceptive activity.
[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
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H317
[Precautionary statements ]

P261-P264-P270-P280-P301+P312-P302+P352
[WGK Germany ]

WGK 3
[HS Code ]

29171900
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Skin Sens. 1
Spectrum DetailBack Directory
[Spectrum Detail]

Crocetin(27876-94-4)1HNMR
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