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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)

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

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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

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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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)
S Gradelet et al.
Xenobiotica; the fate of foreign compounds in biological systems, 26(9), 909-919 (1996-09-01)
1. The catalytic activities of several phase I and II xenobiotic-metabolizing enzymes and their immunochemical detection have been investigated in liver microsomes and cytosol of the male rat, which had been fed for 15 days with diets containing 300 mg/kg
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
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
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

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