Crocetin
Crocetin
CAS: 27876-94-4
Molecular Formula: C20H24O4
Crocetin - Names and Identifiers
Crocetin - Physico-chemical Properties
| Molecular Formula | C20H24O4 |
| Molar Mass | 328.4 |
| Density | 1.0786 (rough estimate) |
| Melting Point | 285° |
| Boling Point | 386.14°C (rough estimate) |
| FEMA | 2998 | SAFFRON (CROCUS SATIVUS L.) |
| Solubility | It is extremely difficult to dissolve in water and commonly used organic solvents except pyridine and organic bases similar to pyridine. |
| Appearance | Solid |
| Color | Red to Very Dark Red |
| pKa | 4.39±0.19(Predicted) |
| Storage Condition | Inert atmosphere,Store in freezer, under -20°C |
| Stability | Light Sensitive |
| Refractive Index | 1.4434 (estimate) |
| MDL | MFCD00017359 |
| Physical and Chemical Properties | Chemical properties of yellow crystalline powder, soluble in methanol, ethanol, DMSO and other organic solvents, derived from gardenia, saffron, Iridaceae saffron stigma, saffron. |
| Use | Uses Crocin acid has the effects of anti-tumor, anti-atherosclerosis, anti-hypertension and treatment of hemorrhagic shock, anti-oxidation, liver protection and gallbladder promotion. |
| In vitro study | Transcrocetin (trans-Crocetin), a saffron metabolite originating from the crocin apocarotenoids, has been shown to exert strong NMDA receptor affinity and is thought to be responsible for the CNS activity of saffron.To ensure unchanged viability of Caco-2 cells throughout the transport experiments, cellular mitochondrial dehydrogenase activity of Caco-2 cells is measured by MTT assay after a 24 h incubation period with the test compounds: Hydroalcoholic saffron extract saffron extract (SE, 0.5-1 mg/mL) and crocin-1 (250-1000 µM) reveal no negative significant changes in cellular viability. Transcrocetin at 10 µM level does not change viability while higher concentrations (40-160 µM) reduces significantly cellular viability. |
Crocetin - Risk and Safety
| HS Code | 29171900 |
Crocetin - Reference
| Reference Show more | 1. Li Xiaoxiao, Wu Chengbin, Ren Jie, etc. Determination of crocin-I in fructus gardeniae of Zhuyeqing wine by HPLC [J]. Brewing Technology 2018 291(09):83-85. 2. Zhu Yingjie, Yang Yajie, Li qunhe, Zou Yingsheng, Luo Zisheng. Evaluation of bioactive components and antioxidant activity of gardenia fruit oil [J]. Modern food science and technology, 2021,37(02):103-113 102. 3. Liu Y, Liang Y, Zheng B, et al. Protective Effects of Crocetin on allergic-Induced heatic Injury: expression of Suppression in oxidation Stress and ignition Activation of Nrf2 Signaling Pathway in Rats. Drug Des Devel Ther. 2020;14:19 4. Cao, Wei, et al. "Crocetin restores diabetic endothelial progenitor cell dysfunction by enhancing NO bioavailability via regulation of PI3K/AKT-eNOS and ROS pathways." Life sciences 181 (2017): 9-16.https://doi.org/10.1016/j.lfs.2017.05.021 5. [IF=3.647] Wei Cao et al."Crocetin restores diabetic endothelial progenitor cell dysfunction by enhancing NO bioavailability via regulation of PI3K/AKT-eNOS and ROS pathways."Life Sci. 2017 Jul;181:9 6. [IF=5.89] Liu Tengfei et al."Construction of a Stable and Temperature-Responsive Yeast Cell Factory for Crocetin Biosynthesis Using CRISPR-Cas9."Front Bioeng Biotech. 2020 Jun;0:653 7. [IF=5.279] Nan Liang et al."CsCCD2 Access Tunnel Design for a Broader Substrate Profile in Crocetin Production."J Agr Food Chem. 2021;69(39):11626-11636 8. [IF=4.411] Chunnan Li et al."Screening of the Hepatotoxic Components in Fructus Gardeniae and Their Effects on Rat Liver BRL-3A Cells."Molecules. 2019 Jan;24(21):3920 9. [IF=4.162] Yanshuang Liu et al."Protective Effects of Crocetin on Arsenic Trioxide-Induced Hepatic Injury: Involvement of Suppression in Oxidative Stress and Inflammation Through Activation of Nrf2 Signaling Pathway in Rats."Drug Des Dev Ther. 2020; 14: 1921-1931 10. [IF=2.1] Zhifeng Zhao et al."Ameliorative effects and mechanism of crocetin in arsenic trioxide‑induced cardiotoxicity in rats."Mol Med Rep. 2020 Dec;22(6):5271-5281 11. [IF=2.343] Zhu Lin et al."Crocetin alleviates the caerulein-induced apoptosis and inflammation in AR42J cells by activating SIRT1 via NF-κB."J Nat Med-Tokyo. 2022 Jan;:1-9 12. [IF=7.514] Hao Huang et al."Integrated natural deep eutectic solvent and pulse-ultrasonication for efficient extraction of crocins from gardenia fruits (Gardenia jasminoides Ellis) and its bioactivities."Food Chem. 2022 Jun;380:132216 |
Crocetin - Uses and synthesis methods
overview
Fanhong [flower] acid is also known as saffron acid. Crocin acid is a kind of water-soluble carotenoid that coexists in saffron and gardenia, which is rare in nature. It is the main component of saffron. It has the functions of anti-cancer, tumor inhibition, blood lipid reduction, liver protection, quenching free radicals, anti-oxidation, etc. In addition, it also has the advantages of good water solubility, strong coloring power, stable to light, bright golden yellow in the range of pH = 1~4, once the coloring is very stable, etc, it is widely used in the fields of medicine and food.
biological activity
Transcrocetin extracted from saffron (Crocus sativus L.) is a high-affinity NMDA receptor antagonist that can penetrate the blood-brain barrier.
Target
Human Endogenous Metabolite
in vitro studies
Transcrocetin (trans-Crocetin), a saffron metabolite originating from the crocin apocarotenoids, has been shown to exert strong NMDA receptor affinity and is thought to be responsible for the CNS activity of saffron.To ensure unchanged viability of Caco-2 cells throughout the transport experiments, cellular mitochondrial dehydrogenase activity of Caco-2 cells is measured by MTT assay after a 24 h incubation period with the test compounds: Hydroalcoholic saffron extract saffron extract (SE, 0.5-1 mg/mL) and crocin-1 (250-1000 µM) reveal no negative significant changes in cellular viability. Transcrocetin at 10 µM level does not change viability while higher concentrations (40-160 µM) reduces significantly cellular viability.
Last Update：2024-04-09 21:01:54
Crocetin - Reference Information
| overview | fan red [flower] acid is also known as saffron acid. Crocin acid is a kind of water-soluble carotenoid that coexists in saffron and gardenia, which is rare in nature. It is the main component of saffron. It has the functions of anti-cancer, tumor inhibition, blood lipid reduction, liver protection, quenching free radicals, anti-oxidation, etc. In addition, it also has the advantages of good water solubility, strong coloring power, stable to light, bright golden yellow in the range of pH = 1~4, once the coloring is very stable, etc, it is widely used in the fields of medicine and food. |
| biological activity | Transcrocetin extracted from saffron (Crocus sativus L.) is a high-affinity NMDA receptor antagonist that can penetrate the blood-brain barrier. |
| target | Human Endogenous Metabolite |
| in vitro study | Transcrocetin (trans-Crocetin), a saffron metabolite originating from the crocin apocarotenoids, has been shown to exert strong NMDA receptor affinity and is thought to be responsible for the CNS activity of saffron.To ensure unchanged viability of Caco-2 cells throughout the transport experiments, cellular mitochondrial dehydrogenase activity of Caco-2 cells is measured by MTT assayafter a 24 h incubation period with the test compounds: Hydroalcoholic saffron extract saffron extract (SE, 0.5-1 mg/mL) and crocin-1 (250-1000 µM) reveal no negative significant changes in cellular viability. Transcrocetin at 10 µM level does not change viability while higher concentrations (40-160 µM) reduces significantly cellular viability. |
| chemical properties | yellow crystalline powder, soluble in methanol, ethanol, DMSO and other organic solvents, derived from gardenia, saffron, Iridaceae saffron stigma, saffron. |
| use | crocin acid has the effects of anti-tumor, anti-atherosclerosis, anti-hypertension, treating hemorrhagic shock, anti-oxidation, protecting liver and promoting gallbladder. |
Last Update：2024-04-09 21:54:55
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