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7488-99-5

7488-99-5 structure
7488-99-5 structure
  • Name: α-Carotene
  • Chemical Name: (6'R)-β,ε-carotene
  • CAS Number: 7488-99-5
  • Molecular Formula: C40H56
  • Molecular Weight: 536.873
  • Catalog: Food additive Nutrition supplements Vitamins
  • Create Date: 2018-08-07 17:28:09
  • Modify Date: 2024-01-02 18:15:11
  • α-Carotene, a precursor of vitamin A, is used as an anti-metastatic agent or as an adjuvant for anti-cancer drugs. α-Carotene is isolated from yellow-orange and dark-green vegetables[1][2].

Name (6'R)-β,ε-carotene
Synonyms 1,3,3-Triméthyl-2-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tétraméthyl-18-(2,6,6-triméthyl-2-cyclohexén-1-yl)-1,3,5,7,9,11,13,15,17-octadécanonaèn-1-yl]cyclohexène
CISALPHA-CAROTENE
Carotene
1,3,3-Trimethyl-2-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethyl-2-cyclohexen-1-yl)-1,3,5,7,9,11,13,15,17-octadecanonaen-1-yl]cyclohexen
Renieratene
(6'R)-beta,epsilon-carotene
Isorenieratene
A-CAROTENE
MFCD00136012
CAROTENE,A
α-Carotene
1,3,3-Trimethyl-2-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethyl-2-cyclohexen-1-yl)-1,3,5,7,9,11,13,15,17-octadecanonaen-1-yl]cyclohexene
all-trans-α-carotene
β,β-Carotene, 4,5-didehydro-5,6-dihydro-
4,5-Didehydro-5,6-dihydro-β,β-carotene
(+)-α-Carotene
Description α-Carotene, a precursor of vitamin A, is used as an anti-metastatic agent or as an adjuvant for anti-cancer drugs. α-Carotene is isolated from yellow-orange and dark-green vegetables[1][2].
Related Catalog
In Vitro α-Carotene (0.5-2.5 μM; 24 hours) significantly increases protein expression of TIMP-1 and TIMP-2 in a concentration-dependent manner in LLC cells. AC (0.5-2.5 μM) significantly increases PAI-1 protein expression. α-Carotene (2.5 μM) also significantly inhibits integrin β1-mediated phosphorylation of focal adhesion kinase (FAK) which then decreased the phosphorylation of MAPK family[2]. α-Carotene (0.5, 1, 2.5 μM; 48 hours) significantly and concentration-dependently inhibits invasion of LLC during 48 h of incubation[2]. α-Carotene (0.5, 1, 2.5 μM; 24 hours) significantly decreases activities of MMP-9, -2 and uPA in concentration-dependent manner in LLC cells[2]. α-Carotene (2, 5, 10 μM; 7 days) inhibits the proliferation of the human neuroblastoma cell line GOTO in a dose- and time-dependent manner. α-Carotene (5 μM; 48 hours) halts the cell cycle at the G0/G1 phase concomitantly with a reduction in the mRNA expression of the protooncogene N-Myc[3]. Western Blot Analysis[2] Cell Line: Lewis lung carcinoma (LLC) cells Concentration: 0.5, 1, 2.5 μM Incubation Time: 24 hours Result: Significantly increased protein expression of TIMP-1 and TIMP-2 in a concentration-dependent manner in LLC cells.
In Vivo α-Carotene (5 mg/kg; oral; twice a week; for additional 3 weeks) alone significantly decreases lung metastasis without affecting primary tumor growth[2]. Animal Model: C57BL/6 male mice (4 weeks old; 20-25 g) with LLC cells[2] Dosage: 5 mg/kg Administration: Oral; twice a week; for additional 3 weeks Result: Significantly decreased lung metastasis.
References

[1]. Bushway, R.J., et al. Determination of α- and β-carotene in fruit and vegetables by high performance liquid chromatography. Can. Inst. Food Sci. Technol. J. 15(3), 165-169 (1982).

[2]. Liu YZ, et al. Alpha-carotene inhibits metastasis in Lewis lung carcinoma in vitro, and suppresses lungmetastasis and tumor growth in combination with taxol in tumor xenografted C57BL/6 mice. J Nutr Biochem. 2015 Jun;26(6):607-15.

[3]. Murakoshi M, et al. Inhibitory effects of alpha-carotene on proliferation of the human neuroblastoma cell line GOTO. J Natl Cancer Inst. 1989 Nov 1;81(21):1649-52.

Density 0.9±0.1 g/cm3
Boiling Point 644.9±35.0 °C at 760 mmHg
Melting Point 185ºC
Molecular Formula C40H56
Molecular Weight 536.873
Flash Point 341.2±20.8 °C
Exact Mass 536.438232
LogP 15.45
Vapour Pressure 0.0±0.9 mmHg at 25°C
Index of Refraction 1.563
Storage condition -20°C
Hazard Codes Xn
Risk Phrases 40
Safety Phrases S36/37
RIDADR UN 1593 6.1/PG 3
Packaging Group II; III
Hazard Class 4.1

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Literature: Justus Liebigs Annalen der Chemie, , vol. 588, p. 117,123

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Literature: Justus Liebigs Annalen der Chemie, , vol. 588, p. 117,123