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10829

Sigma-Aldrich

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
Beilstein:
2064131
EC Number:
MDL number:
UNSPSC Code:
12352205
PubChem Substance ID:
NACRES:
NA.79

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

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

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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.

Caution

solidifies on refrigeration

Physical form

Suspension of micronized crystals of apocarotenal dispersed in vegetable oils

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

10829-10G:
10829-50G:
10829-VAR:
10829-BULK:


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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)
Chi-Shuo Chen et al.
Journal of visualized experiments : JoVE, (13) (2008-12-11)
Embryoid bodies (EB) are aggregates of embryonic stem cells. The most common way of creating these aggregates is the hanging drop method, a laborious approach of pipetting an arbitrary number of cells into well plates. The interactions between the stem
Uptake and metabolism of beta-apo-8?-carotenal, beta-apo-10?-carotenal, and beta-apo-13-carotenone in Caco-2 cells
Durojaye B, et al.
Journal of Lipid Research, 60(6), 1121-1135 (2019)

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