A carotenoid with genotoxic and antioxidant activities and an active metabolite of β-carotene
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Parent Compound(s)
16837β-Carotene
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Apocarotenal

Item No. 37231

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2E,4E,6E,8E,10E,12E,14E,16E)-2,6,11,15-tetramethyl-17-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8,10,12,14,16-heptadecaoctaenal
CAS Number
1107-26-2
Synonyms
  • Food Orange 6
  • trans-β-Apo-8′-carotenal
Molecular Formula
C30H40O
Formula Weight
416.6
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: Slightly solubleDMSO: SolubleMethanol: Slightly soluble
SMILES
O=C/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 Code
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
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    50 mg

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    500 mg

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    Product Description

    Apocarotenal is a carotenoid that has been found in D. draco and has genotoxic and antioxidant activities and is an active metabolite of the antioxidant terpenoid β-carotene (Item No. 16837).1,2,3 It is formed from β-carotene by β-carotene 9′,10′-oxygenase 2 (BCO2).1 Apocarotenal (100 µM) scavenges free radicals in a Trolox equivalent absorbance capacity (TEAC) assay.2 It increases the percentage of micronucleated cells and the number of sister chromatid exchanges and chromosomal aberrations in primary rat hepatocytes when used at a concentration of 10 µM.3 Formulations containing apocarotenal have been used as food additives and colorants.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Shete, V., and Quadro, L. Mammalian metabolism of β-carotene: Gaps in knowledge. Nutrients 5(12), 4849-4868 (2013).

    2. Mueller, L., and Boehm, V. Antioxidant activity of β-carotene compounds in different in vitro assays. Molecules 16(2), 1055-1069 (2011).

    3. Alija, A.J., Bresgen, N., Bojaxhi, E., et al. Cytotoxicity of β-carotene cleavage products and its prevention by antioxidants. Acta. Biochim. Pol. 57(2), 217-221 (2010).