α-Carotene

Modify Date: 2024-01-02 18:15:11

α-Carotene Structure
α-Carotene structure
Common Name α-Carotene
CAS Number 7488-99-5 Molecular Weight 536.873
Density 0.9±0.1 g/cm3 Boiling Point 644.9±35.0 °C at 760 mmHg
Molecular Formula C40H56 Melting Point 185ºC
MSDS USA Flash Point 341.2±20.8 °C

 Use of α-Carotene


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].

 Names

Name (6'R)-β,ε-carotene
Synonym More Synonyms

 α-Carotene Biological Activity

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.

 Chemical & Physical Properties

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

 Safety Information

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

 Synthetic Route

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α-Carotene Structure

α-Carotene

CAS#:7488-99-5

Literature: Phytochemistry (Elsevier), , vol. 6, p. 1119 - 1126

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α-Carotene Structure

α-Carotene

CAS#:7488-99-5

Literature: Phytochemistry (Elsevier), , vol. 6, p. 1119 - 1126

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α-Carotene Structure

α-Carotene

CAS#:7488-99-5

Literature: Helvetica Chimica Acta, , vol. 38, p. 610

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α-Carotene Structure

α-Carotene

CAS#:7488-99-5

Literature: Helvetica Chimica Acta, , vol. 44, p. 985 - 993

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α-Carotene Structure

α-Carotene

CAS#:7488-99-5

Literature: Helvetica Chimica Acta, , vol. 44, p. 985 - 993

~%

α-Carotene Structure

α-Carotene

CAS#:7488-99-5

Literature: Helvetica Chimica Acta, , vol. 44, p. 985 - 993

~%

α-Carotene Structure

α-Carotene

CAS#:7488-99-5

Literature: Helvetica Chimica Acta, , vol. 44, p. 985 - 993

~%

α-Carotene Structure

α-Carotene

CAS#:7488-99-5

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

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α-Carotene Structure

α-Carotene

CAS#:7488-99-5

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

 Articles4

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Whether dietary indexes are associated with biomarkers of children's dietary intake is unclear.The study aim was to examine the relations between diet quality and selected plasma biomarkers of dietary...

Avocado consumption enhances human postprandial provitamin A absorption and conversion from a novel high-β-carotene tomato sauce and from carrots.

J. Nutr. 144(8) , 1158-66, (2014)

Dietary lipids have been shown to increase bioavailability of provitamin A carotenoids from a single meal, but the effects of dietary lipids on conversion to vitamin A during absorption are essentiall...

Skin carotenoids: a biomarker of fruit and vegetable intake in children.

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Studies of adult subjects have found a strong correlation between serum carotenoids and skin carotenoids measured by resonance Raman spectroscopy (RRS). No published studies have examined correlations...

 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
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