Crocin

SIGMA/17304 - for microscopy

Synonym: Crocetin digentiobiose ester

CAS Number: 42553-65-1
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	$0.00 1/EA CALL FOR PRICEAdd To Favorites		Add To Favorites
45-17304-5G	5 g	$191.00 1/EAAdd To Favorites		Add To Favorites

application(s)	metabolomics vitamins, nutraceuticals, and natural products
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.