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
trans-β-Apo-8′-carotenal is commercially available as a food colorant.
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.
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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M Hannuksela et al.
International journal of dermatology, 25(3), 178-180 (1986-04-01)
Double-blind, placebo controlled challenge tests with benzoic acid butylhydroxytoluene, butylhydroxyanisole, beta-carotene, beta-8-apo-carotenal, and sodium metabisulfite were made in 44 cases of chronic urticaria, 91 cases of atopic dermatitis, and 123 cases of contact dermatitis, as a comparison group. Positive reactions
A B Barua et al.
The Journal of nutrition, 130(8), 1996-2001 (2000-08-05)
beta-Carotene might be converted oxidatively to vitamin A- active products in animals by the following three possible routes: 1) central cleavage, 2) sequential excentric cleavage or 3) random cleavage. Central cleavage is strongly favored by stoichiometric studies with tissue homogenates
Retinoids and related compounds. XI. Synthesis and stereochemistry of (+/-)-C22-acetylenic and allenic apocarotenals.
M Ito et al.
Chemical & pharmaceutical bulletin, 36(9), 3328-3340 (1988-09-01)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 10829-10G | 04061838682345 |