Crocin

SIGMA/17304 - for microscopy

Synonym: Crocetin digentiobiose ester

Empirical Formula (Hill Notation): C₄₄H₆₄O₂₄
Molecular Weight: 976.96
EC Number: 255-881-6
MDL Number: MFCD00017495
Linear Formula: C₄₄H₆₄O₂₄
Product Type: Chemical

Catalog Number	PKG Qty.	Price	Quantity


45-17304-1G	1 g	$58.40 1/EA		Add To Favorites
45-17304-5G	5 g	$186.00 1/EA		Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

form	solid
grade	for microscopy
InChI	1S/C46H68O23/c1-21(12-8-14-23(3)25(5)18-62-43-40(59)36(55)32(51)28(67-43)19-63-44-38(57)34(53)30(49)26(16-47)65-44)10-6-7-11-22(2)13-9-15-24(4)42(61)69-46-41(60)37(56)33(52)29(68-46)20-64-45-39(58)35(54)31(50)27(17-48)66-45/h6-15,26-41,43-60H,5,16-20H2,1-4H3/b7-6+,12-8+,13-9+,21-10-,22-11+,23-14-,24-15+/t26-,27-,28-,29-,30-,31-,32-,33-,34+,35+,36+,37+,38-,39-,40-,41-,43-,44-,45-,46+/m1/s1
InChI key	LUVDBMJRTUBHNX-RSXXRLSLSA-N
Quality Level	100
SMILES string	CC(=CC=CC=C(C)C=CC=C(/C)C(=O)O[C@@H]1O[C@H](CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O)C=CC=C(C)C(=C)CO[C@@H]3O[C@H](CO[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@@H](O)[C@H](O)[C@H]3O
storage temp.	2-8°C

Application:	Crocin has been used: • as a reference standard to detect its presence in Crocus sativus L. extract using high-performance liquid chromatography technique • to investigate its protective effects as an antioxidant and anti-inflammatory agent against doxorubicin-induced nephrotoxicity in rats • to test antitumor effects and its role in promoting autophagy and apoptosis and inhibiting the progression of cervical cancer on SiHa cells and female BALB/c nude mice • as a co-treatment with cisplatin to test its protective effect against cisplatin (CIS)-induced testicular toxicity in rats
Biochem/physiol Actions:	Crocin alleviates some ethanol-induced impairments of learning and prevents ethanol-induced inhibition of hippocampal long-term potentiation (LTP), a form of activity-dependent synaptic plasticity that may underly learning and memory. Related CNS effects are specific to the digentiobiose ester; crocetin glucose gentiobiose ester is half as potent, and the diglucose ester has no effect at all.
Biochem/physiol Actions:	Crocin exerts antioxidant, anti-inflammation, anti-cancer, antidegenerative, and antidiabetic properties.
General description:	A highly unsaturared diterpene dicarboxylic acid ester found in saffron.
General description:	Crocin (CR) is a water-soluble carotenoid found in Gardenia jasmi-noides Ellis and Crocus sativus (saffron). It has two D-gentiobioside glycosyl esters in its structure. CR is one of the major bioactive compounds of saffron contributing to its red color.
Other Notes:	Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 17304.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Storage Temp.	2-8°C
UNSPSC	12352200

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