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10829 Sigma-Aldrich

trans-β-Apo-8′-carotenal

~20% apocarotenal basis (UV-vis), suspension (oily)

Synonym: Apocarotenal

  • CAS Number 1107-26-2

  • Empirical Formula (Hill Notation) C30H40O

  • Molecular Weight 416.64

  •  Beilstein/REAXYS Number 2064131

  •  EC Number 214-171-6

  •  MDL number MFCD00042626

  •  PubChem Substance ID 57646806

  •  NACRES NA.79

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Properties

Related Categories Aldehydes, Biochemicals and Reagents, Building Blocks, C13-C60, Carbonyl Compounds,
Quality Level   100
biological source   corn (or maize)
assay   ~20% apocarotenal basis (UV-vis)
form   suspension (oily)
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

Description

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

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 2
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

Retinoic Acid and Gene Expression

All-trans retinoic acid (RA, ATRA) is a pleiotropic activation factor that regulates genes associated with normal vertebrate cellular processes such as cell differentiation, cell proliferation, apopt...
BioFiles 2008, 3.9, 12.
Keywords: Apoptosis, Cancer, Cell proliferation, Cellular processes, Chromatin immunoprecipitation, Condensations, Degradations, Diseases, Gene expression, Hormones, Immunoprecipitation, Ligands, Metabolism, Oxidations, Phosphorylations, Polymerase chain reaction, Sequences, Teratogens, Transcription, Type, Ubiquitinations, Usage, Vitamins

Peer-Reviewed Papers
15

References

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