Introduction：Basic information about CAS 14660-91-4|Neoxanthin, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Neoxanthin |
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| CAS Number | 14660-91-4 | Molecular Weight | 600.870 |
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| Density | 1.1±0.1 g/cm3 | Boiling Point | 733.3±60.0 °C at 760 mmHg |
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| Molecular Formula | C40H56O4 | Melting Point | / |
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| MSDS | USA | Flash Point | 397.3±32.9 °C |
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Names
| Name | 9'-cis-neoxanthin |
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| Synonym | More Synonyms |
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Neoxanthin BiologicalActivity
| Description | Neoxanthin is a major xanthophyll carotenoid and a precursor of the plant hormone abscisic acid in dark green leafy vegetables. Neoxanthin is a potent antioxidant and light-harvesting pigment. Neoxanthin induces apoptosis and has anticancer actions[1][2]. |
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| Related Catalog | Signaling Pathways >>Apoptosis >>ApoptosisResearch Areas >>CancerSignaling Pathways >>Cell Cycle/DNA Damage >>DNA/RNA Synthesis |
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| In Vitro | Neoxanthin (20 μM; 72 h) treatment significantly reduces cell viability to 10.9% for PC-3 cells, 15.0% for DU 145 cells, and nearly zero for LNCaP cells, respectively[1]. Neoxanthin strongly inhibits cell growth by suppressing DNA synthesis in C3H10T1/2 cells[1]. In photosynthetic organisms, Neoxanthin is the essential component of both the photosystem I (PSI) and photosystem II (PSII) reaction centers of oxygenic photosynthetic apparatus[2]. |
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| In Vivo | The gastrointestinal metabolism of Neoxanthin in mice is investigated. Two hours after the oral administration of Neoxanthin (40 nmol/mouse), Neoxanthin is found in the plasma and livers of mice. The concentrations of Neoxanthin is 13.6-9.0 nM in plasma, and 7.3 3.6 pmol/g in liver, respectively. (R/S)-Neochrome is also found in the small intestinal contents of Neoxanthin-administered mice[3]. |
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| References | [1]. E Kotake-Nara, et al. Carotenoids Affect Proliferation of Human Prostate Cancer Cells. J Nutr. 2001 Dec;131(12):3303-6. [2]. Ramesh Kumar Saini, et al. An Efficient One-Step Scheme for the Purification of Major Xanthophyll Carotenoids From Lettuce, and Assessment of Their Comparative Anticancer Potential. Food Chem. 2018 Nov 15;266:56-65. [3]. Akira Asai, et al. An Epoxide-Furanoid Rearrangement of Spinach Neoxanthin Occurs in the Gastrointestinal Tract of Mice and in Vitro: Formation and Cytostatic Activity of Neochrome Stereoisomers. J Nutr. 2004 Sep;134(9):2237-43. |
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Chemical & Physical Properties
| Density | 1.1±0.1 g/cm3 |
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| Boiling Point | 733.3±60.0 °C at 760 mmHg |
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| Molecular Formula | C40H56O4 |
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| Molecular Weight | 600.870 |
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| Flash Point | 397.3±32.9 °C |
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| Exact Mass | 600.417847 |
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| PSA | 73.22000 |
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| LogP | 8.77 |
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| Vapour Pressure | 0.0±5.4 mmHg at 25°C |
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| Index of Refraction | 1.573 |
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| InChIKey | PGYAYSRVSAJXTE-FTLOKQSXSA-N |
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| SMILES | CC(C=C=C1C(C)(C)CC(O)CC1(C)O)=CC=CC(C)=CC=CC=C(C)C=CC=C(C)C=CC12OC1(C)CC(O)CC2(C)C |
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Safety Information
| RIDADR | NONH for all modes of transport |
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Synonyms
| (3S,3'S,5R,5'R,6'S)-6,7-Didehydro-5,5',6,6'-tetrahydro-5',6'-epoxy-β,β-carotene-3,3',5-triol |
| all-trans-neoxanthin |
| β,β-Carotene-3,3',5-triol, 6,7-didehydro-5',6'-epoxy-5,5',6,6'-tetrahydro-, (3S,3'S,5R,5'R,6'S)- |
| (3S,5R,6R,3'S,5'R,6'S)-6,7-didehydro-5',6'-epoxy-5,6,5',6'-tetrahydro-β,β-carotene-3,5,3'-triol |
| β,β-Carotene, 6,7-didehydro-5',6'-epoxy-5,5',6,6'-tetrahydro-3,3',5-trihydroxy-, (3S,3'S,5R,5'R,6R,6'S,9'-cis)- |
| cis-Neoxanthin |
| 9'-cis-Neoxanthin |
| Neoxanthin |
