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Merck

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:

Product Name

trans-β-Apo-8′-carotenal, ~20% apocarotenal basis (UV-vis), suspension (oily)

InChI key

DFMMVLFMMAQXHZ-DOKBYWHISA-N

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+

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

biological source

corn (or maize)

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

Quality Level

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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.

Disclaimer

solidifies on refrigeration

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.

Physical form

Suspension of micronized crystals of apocarotenal dispersed in vegetable oils

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)
Maryam Anjomshoa et al.
Stem cells and development, 18(2), 259-267 (2008-04-22)
Understanding neuroectoderm formation and its subsequent diversification to functional neural subtypes remains elusive. We have shown here for the first time that embryonic stem cells (ESCs) can differentiate into neurons and motor neurons (MNs) by using a coculture embryonic notochord
The Effects of Various Levels of Docosahexaenoic Acid on Inflammatory Markers in Conditioned Horses During Lactate Threshold Tests
Hess T, et al.
Journal of equine veterinary science, 72(6), 64-71 (2019)
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
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

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