β-​Apo-​8'-​carotenal

Modify Date: 2025-08-20 11:06:56

β-​Apo-​8'-​carotenal Structure
β-​Apo-​8'-​carotenal structure
 Common Name β-​Apo-​8'-​carotenal
CAS Number 1107-26-2 Molecular Weight 416.638
Density 0.9±0.1 g/cm3 Boiling Point 575.7±19.0 °C at 760 mmHg
Molecular Formula C30H40O Melting Point 138-141ºC
MSDS USA Flash Point 273.8±13.8 °C

 Use of β-​Apo-​8'-​carotenal


β-Apo-8'-carotenal (Apocarotenal), a provitamin A carotenoid, is an inducer of CYPlA1 and CYPlA2 in rat. β-Apo-8'-carotenal is present in many fruits and vegetables[1].

 Names

Name 8'-apo-β,ψ-caroten-8'-al
Synonym More Synonyms

 β-​Apo-​8'-​carotenal Biological Activity

Description β-Apo-8'-carotenal (Apocarotenal), a provitamin A carotenoid, is an inducer of CYPlA1 and CYPlA2 in rat. β-Apo-8'-carotenal is present in many fruits and vegetables[1].
Related Catalog
Target

CYP1A1

CYP1A2

References

[1]. Gradelet S, et al.beta-Apo-8'-carotenal, but not beta-carotene, is a strong inducer of liver cytochromes P4501A1 and 1A2 in rat.Xenobiotica. 1996 Sep;26(9):909-19.

 Chemical & Physical Properties

Density 0.9±0.1 g/cm3
Boiling Point 575.7±19.0 °C at 760 mmHg
Melting Point 138-141ºC
Molecular Formula C30H40O
Molecular Weight 416.638
Flash Point 273.8±13.8 °C
Exact Mass 416.307922
PSA 17.07000
LogP 9.82
Appearance of Characters suspension (oily)
Vapour Pressure 0.0±1.6 mmHg at 25°C
Index of Refraction 1.553
InChIKey DFMMVLFMMAQXHZ-DOKBYWHISA-N
SMILES CC(C=O)=CC=CC(C)=CC=CC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C
Storage condition 2-8°C
Water Solubility chloroform: 1 mg/mL, clear to very faintly turbid, intense red-orange

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
CD9115000
CHEMICAL NAME :
8'-Apo-beta,psi-carotenal
CAS REGISTRY NUMBER :
1107-26-2
BEILSTEIN REFERENCE NO. :
2064131
LAST UPDATED :
199701
DATA ITEMS CITED :
3
MOLECULAR FORMULA :
C30-H40-O

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>10 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FAONAU FAO Nutrition Meetings Report Series. (Rome, Italy) No.?-57, 1948-77. Discontinued. Volume(issue)/page/year: 38B,34,1966 ** OTHER MULTIPLE DOSE TOXICITY DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
85 gm/kg/34W-I
TOXIC EFFECTS :
Related to Chronic Data - changes in testicular weight
REFERENCE :
FAONAU FAO Nutrition Meetings Report Series. (Rome, Italy) No.?-57, 1948-77. Discontinued. Volume(issue)/page/year: 38B,34,1966

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
RIDADR NONH for all modes of transport
WGK Germany 2
RTECS CD9115000

 Synthetic Route

Beta-Carotene structure

Beta-Carotene

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β-​Apo-​8'-​carotenal Structure

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Retinyl acetate structure

Retinyl acetate

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β-​Apo-​8'-​carotenal Structure

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Vitamin A

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1-(((2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraen-1-yl)sulfonyl)-4-phenoxybenzene structure

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β-​Apo-​8'-​carotenal Structure

β-​Apo-​8'-​car...

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β-​Apo-​8'-​carotenal Structure

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N/A structure

N/A

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β-​Apo-​8'-​car...

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β-​Apo-​8'-​carotenal Structure

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(2E,4E,6E)-8,8-dimethoxy-3,7-dimethyl-octa-2,4,6-trienal structure

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N/A structure

N/A

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β-​Apo-​8'-​carotenal Structure

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 Articles27

More Articles
The formation, occurrence, and function of β-apocarotenoids: β-carotene metabolites that may modulate nuclear receptor signaling.

Am. J. Clin. Nutr. 96(5) , 1189S-92S, (2012)

β-Carotene is the major dietary source of provitamin A. Central cleavage of β-carotene yields 2 molecules of retinal followed by further oxidation to retinoic acid. Eccentric cleavage of β-carotene oc...

Structural basis of carotenoid cleavage: from bacteria to mammals.

Arch. Biochem. Biophys. 539(2) , 203-13, (2013)

Carotenoids and their metabolic derivatives serve critical functions in both prokaryotic and eukaryotic cells, including pigmentation, photoprotection and photosynthesis as well as cell signaling. The...

beta-Apo-8'-carotenal, but not beta-carotene, is a strong inducer of liver cytochromes P4501A1 and 1A2 in rat.

Xenobiotica 26(9) , 909-19, (1996)

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 h...

 Synonyms

8'-Apo-β-carotenal
(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
Apocarotenal
(2E,4E,6E,8E,10E,12E,14E,16E)-2,6,11,15-Tetramethyl-17-(2,6,6-trimethylcyclohex-1-en-1-yl)heptadeca-2,4,6,8,10,12,14,16-octaenal
all-trans-8'-apo-β-carotenal
C.I. Food Orange 6
(2E,4E,6E,8E,10E,12E,14E,16E)-2,6,11,15-tetramethyl-17-(2,6,6-trimethylcyclohexen-1-yl)heptadeca-2,4,6,8,10,12,14,16-octaenal
EINECS 214-171-6
8'-apo-beta,psi-caroten-8'-al
β-Apocarotenal
2,4,6,8,10,12,14,16-Heptadecaoctaenal, 2,6,11,15-tetramethyl-17-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, (2E,4E,6E,8E,10E,12E,14E,16E)-
trans-β-Apo-8′-carotenal
all-trans-β-Apo-8'-carotenal
trans-β-Apo-8'-carotenal
Colour Index, Food Orange 6
MFCD00042626
β-apo-Carotenal
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