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Merck

PHL80391

Crocin

phyproof® Reference Substance

Sinónimos:

Crocetin digentiobiose ester

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About This Item

Fórmula empírica (notación de Hill):
C44H64O24
Número de CAS:
Peso molecular:
976.96
EC Number:
MDL number:
UNSPSC Code:
41116107
NACRES:
NA.24

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

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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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Certificados de análisis (COA)

Lot/Batch Number

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Jian Zhang et al.
Annals of translational medicine, 8(18), 1180-1180 (2020-11-27)
Cervical cancer is a prevalent tumor mainly induced by Human Papilloma Virus (HPV). Autophagy was inactivated with HPV to promote cancer progression. Here we explored the effects of crocin on cervical cancer cells, mainly on autophagy and apoptosis. SiHa cells

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