10829
trans-β-Apo-8′-carotenal
~20% apocarotenal basis (UV-vis), suspension (oily)
Synonym(s):
Apocarotenal
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About This Item
Empirical Formula (Hill Notation):
C30H40O
CAS Number:
Molecular Weight:
416.64
UNSPSC Code:
12352205
NACRES:
NA.79
PubChem Substance ID:
EC Number:
214-171-6
Beilstein/REAXYS Number:
2064131
MDL number:
biological source
corn (or maize)
Quality Level
form
suspension (oily)
concentration
~20% (apocarotenal, UV-vis)
color
black to brown, brown to very dark brown
mp
138-141 °C
storage temp.
2-8°C
SMILES string
[H]C(=O)\C(C)=C\C=C\C(C)=C\C=C\C=C(C)\C=C\C=C(C)\C=C\C1=C(C)CCCC1(C)C
InChI
1S/C30H40O/c1-24(13-8-9-14-25(2)16-11-18-27(4)23-31)15-10-17-26(3)20-21-29-28(5)19-12-22-30(29,6)7/h8-11,13-18,20-21,23H,12,19,22H2,1-7H3/b9-8+,15-10+,16-11+,21-20+,24-13+,25-14+,26-17+,27-18+
InChI key
DFMMVLFMMAQXHZ-DOKBYWHISA-N
General description
trans-β-Apo-8′-carotenal is a linear aldehydic carotenoid. It is naturally found in oranges, spinach, grass, tangerines and marigolds and thus, it is directly absorbed from the diet.
Application
trans-β-Apo-8′-carotenal has been used as an internal standard during vitamin E analysis.
Biochem/physiol Actions
Natural carotenoid that is formed from β-carotene in vivo and is an inducer of cytochrome P450 1A (CYP1A) in rats and in Ah-receptor-responsive mice.
trans-β-Apo-8′-carotenal is commercially available as a food colorant.
Physical form
Suspension of micronized crystals of apocarotenal dispersed in vegetable oils
Disclaimer
solidifies on refrigeration
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Storage Class
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Fluorescence properties of the allenic carotenoid fucoxanthin: Analysis of the effect of keto carbonyl group by using a model compound, all-trans-beta-apo-8?-carotenal
Mimuro M, et al.
Journal of Luminescence, 51(1-3), 1-10 (1992)
H T Gordon et al.
Critical reviews in food science and nutrition, 18(1), 59-97 (1982-01-01)
The carotenoids are a chemically related group of pigments which occur widely and abundantly in nature. Fruits, vegetables and vegetable oils, dairy products, leaves, shrimp, lobster, the plumage of exotic birds, all contain carotenoids. Chemically, the carotenoids may be divided
P Astorg et al.
Nutrition and cancer, 27(3), 245-249 (1997-01-01)
To determine whether carotenoids can modulate xenobiotic-metabolizing enzymes in mice, catalytic activities of several phase I and phase II enzymes have been measured in liver microsomes and cytosol of male Swiss mice fed diets containing beta-carotene, beta-apo-8'-carotenal, canthaxanthin, or astaxanthin