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14660-91-4

14660-91-4 structure
14660-91-4 structure
  • Name: Neoxanthin
  • Chemical Name: 9'-cis-neoxanthin
  • CAS Number: 14660-91-4
  • Molecular Formula: C40H56O4
  • Molecular Weight: 600.870
  • Catalog: Signaling Pathways Apoptosis Apoptosis
  • Create Date: 2018-09-23 19:32:56
  • Modify Date: 2024-01-02 18:30:10
  • 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].

Name 9'-cis-neoxanthin
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
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].
Related Catalog
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].
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].
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.

Density 1.1±0.1 g/cm3
Boiling Point 733.3±60.0 °C at 760 mmHg
Molecular Formula C40H56O4
Molecular Weight 600.870
Flash Point 397.3±32.9 °C
Exact Mass 600.417847
PSA 73.22000
LogP 8.77
Vapour Pressure 0.0±5.4 mmHg at 25°C
Index of Refraction 1.573
RIDADR NONH for all modes of transport
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