PHL80391

Crocin

phyproof^® Reference Substance

• Synonym(s): Crocetin digentiobiose ester
• Empirical Formula (Hill Notation): C₄₄H₆₄O₂₄
• CAS Number: 42553-65-1
• Molecular Weight: 976.96
• EC Number: 255-881-6
• MDL number: MFCD00017495
• UNSPSC Code: 41116107

Properties

• grade: primary reference standard
• product line: phyproof^® Reference Substance
• Assay: ≥95.0% (HPLC)
• manufacturer/tradename: PhytoLab
• application(s): food and beverages
• format: neat
• storage temp.: −20°C
• SMILES string: CC(=C\C=C\C=C(C)\C=C\C=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=C\C=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
• 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

Description

General description

This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG

A highly unsaturared diterpene dicarboxylic acid ester found in saffron.

Application

• The immunoregulatory property of mesenchymal stem cells in Crocin treatment: This research highlights the modulation of inflammatory genes and microRNAs by crocin, suggesting its potential in immunotherapy and pain management strategies (Rostami et al., 2024).


• Enhancing the purification of crocin-I from saffron: This study explores advanced green solvent techniques for crocin-I extraction, demonstrating significant implications for biochemical analysis and quality control in pharmaceutical research (Hooshyari Ardakani et al., 2024).


• NAMPT NAD(+) in the senescence delaying effects of saffron in aging mice: This experimental study assesses crocin′s role in anti-aging processes, underlining its pharmacological relevance and potential in geriatric medicine (Xiao et al., 2024).

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.

Legal Information

phyproof is a registered trademark of PhytoLab GmbH & Co. KG

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable