9-cis-β-Carotene

Modify Date: 2024-01-02 09:47:48

9-cis-β-Carotene Structure
9-cis-β-Carotene structure
Common Name 9-cis-β-Carotene
CAS Number 13312-52-2 Molecular Weight 536.873
Density 0.9±0.1 g/cm3 Boiling Point 654.7±22.0 °C at 760 mmHg
Molecular Formula C40H56 Melting Point N/A
MSDS N/A Flash Point 346.0±17.2 °C

 Use of 9-cis-β-Carotene


9-cis-β-Carotene, a precursor of retinal, is cleaved by beta-carotene oxygenase 1 (BCMO1) to produce 9-cis-retinal. 9-cis-β-Carotene inhibits photoreceptor degeneration and restores retinal function in vivo. 9-cis-β-Carotene has the potential for the study of congenital stationary night blindness and fundus albipunctatus[1].

 Names

Name 1,3,3-trimethyl-2-[(1E,3Z,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohexen-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]cyclohexene
Synonym More Synonyms

 9-cis-β-Carotene Biological Activity

Description 9-cis-β-Carotene, a precursor of retinal, is cleaved by beta-carotene oxygenase 1 (BCMO1) to produce 9-cis-retinal. 9-cis-β-Carotene inhibits photoreceptor degeneration and restores retinal function in vivo. 9-cis-β-Carotene has the potential for the study of congenital stationary night blindness and fundus albipunctatus[1].
Related Catalog
In Vitro 9-cis-β-Carotene (1 μM; 18 hours) formulates with the Miglyol 810 and the“antioxidant mix” is incubated to eye cups. The eye cups are isolated from the neuro-retina attached to the underlying RPE tissue from RPE65rd12 mouse. It prevents S- and M-cones degeneration and leads to over 2- and 9- fold higher m-opsin and s-opsin positive staining compares to the control group[1].
In Vivo In a mouse model of retinoid cycle defect, RPE65rd12. Mice with an extract of Dunaliella Bardawil algae rich in 9-cis-β-Carotene (9CBC) rescues retinal function and preserves cone structure by oral administration[1].
References

[1]. Sher I, et al.Synthetic 9-cis-beta-carotene inhibits photoreceptor degeneration in cultures of eye cups from rpe65rd12 mouse model of retinoid cycle defect.Sci Rep. 2018 Apr 17;8(1):6130.

 Chemical & Physical Properties

Density 0.9±0.1 g/cm3
Boiling Point 654.7±22.0 °C at 760 mmHg
Molecular Formula C40H56
Molecular Weight 536.873
Flash Point 346.0±17.2 °C
Exact Mass 536.438232
LogP 15.51
Vapour Pressure 0.0±0.9 mmHg at 25°C
Index of Refraction 1.566

 Synthetic Route

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9-cis-β-Carotene Structure

9-cis-β-Carotene

CAS#:13312-52-2

Literature: Journal of the American Chemical Society, , vol. 64, p. 1856,1859 Journal of the American Chemical Society, , vol. 66, p. 186,190

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9-cis-β-Carotene Structure

9-cis-β-Carotene

CAS#:13312-52-2

Literature: Journal of the American Chemical Society, , vol. 104, # 22 p. 6117 - 6119

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9-cis-β-Carotene Structure

9-cis-β-Carotene

CAS#:13312-52-2

Literature: Industrial and Engineering Chemistry, Analytical Edition, , vol. 16, p. 328 Archives of Biochemistry, , vol. 5, p. 211 Journal of the American Chemical Society, , vol. 64, p. 1856,1859 Journal of the American Chemical Society, , vol. 66, p. 186,190 Journal of the American Chemical Society, , vol. 66, p. 137,142, 143

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9-cis-β-Carotene Structure

9-cis-β-Carotene

CAS#:13312-52-2

Literature: Industrial and Engineering Chemistry, Analytical Edition, , vol. 16, p. 328 Archives of Biochemistry, , vol. 5, p. 211 Journal of the American Chemical Society, , vol. 64, p. 1856,1859 Journal of the American Chemical Society, , vol. 66, p. 186,190 Journal of the American Chemical Society, , vol. 66, p. 137,142, 143

~%

9-cis-β-Carotene Structure

9-cis-β-Carotene

CAS#:13312-52-2

Literature: Industrial and Engineering Chemistry, Analytical Edition, , vol. 16, p. 328 Archives of Biochemistry, , vol. 5, p. 211 Journal of the American Chemical Society, , vol. 64, p. 1856,1859 Journal of the American Chemical Society, , vol. 66, p. 186,190 Journal of the American Chemical Society, , vol. 66, p. 137,142, 143

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9-cis-β-Carotene Structure

9-cis-β-Carotene

CAS#:13312-52-2

Literature: JAOCS, Journal of the American Oil Chemists' Society, , vol. 75, # 7 p. 823 - 829

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9-cis-β-Carotene Structure

9-cis-β-Carotene

CAS#:13312-52-2

Literature: Journal of Physical Chemistry, , vol. 95, # 19 p. 7171 - 7180

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9-cis-β-Carotene Structure

9-cis-β-Carotene

CAS#:13312-52-2

Detail
Literature: Journal of Physical Chemistry, , vol. 95, # 19 p. 7171 - 7180

 Synonyms

neo U-|A-Carotene
β,β-Carotene, (9cis)-
9-cis-|A,|A-Carotene
9-CIS-BETA-CAROTENE
(9cis)-β,β-Carotene
Neo-|A-carotene U
9-cis-|A-Carotene