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52824

Sigma-Aldrich

(9Z)-β-Carotene

≥90.0% (HPLC)

Sinónimos:

(9Z)-β-β-Carotene, 9-cis-β-Carotene, Neo-β-carotene U

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About This Item

Fórmula empírica (notación de Hill):
C40H56
Número de CAS:
13312-52-2
Peso molecular:
536.87
Beilstein/REAXYS Number:
3227021
MDL number:
MFCD00870648
UNSPSC Code:
12352211
PubChem Substance ID:
329757890
NACRES:
NA.32

Quality Level

100

assay

≥90.0% (HPLC)

form

solid

lipid type

unsaturated FAs

storage temp.

−20°C

SMILES string

CC1=C(\C=C\C(C)=C\C=C\C(C)=C\C=C\C=C(C)\C=C\C=C(C)/C=C/C2=C(C)CCCC2(C)C)C(C)(C)CCC1

InChI

1S/C40H56/c1-31(19-13-21-33(3)25-27-37-35(5)23-15-29-39(37,7)8)17-11-12-18-32(2)20-14-22-34(4)26-28-38-36(6)24-16-30-40(38,9)10/h11-14,17-22,25-28H,15-16,23-24,29-30H2,1-10H3/b12-11+,19-13+,20-14+,27-25+,28-26+,31-17+,32-18+,33-21-,34-22+

InChI key

OENHQHLEOONYIE-BVZAMQQESA-N

Biochem/physiol Actions

(9Z)-β-Carotene or 9-cis-β-carotene is a 9-cis retinoic acid precursor in intestinal mucosal glands of humans. 9-cis retinoic acid is a ligand for nuclear receptor and retinoid X receptor (RXR). 9-cis-β-carotene participates in gene regulation. It is majorly present in liver. 9-cis-β-Carotene supplementation inhibits the progression of atherosclerosis. 9-cis-β-carotene may restore photoreceptors in retinitis pigmentosa (RP) and retinal dystrophies.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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All-trans beta-carotene appears to be more bioavailable than 9-cis or 13-cis beta-carotene in gerbils given single oral doses of each isomer
Deming DM, et al.
The Journal of Nutrition, 132(9), 2700-2708 (2002)
Alexandrine During et al.
Journal of lipid research, 43(7), 1086-1095 (2002-07-02)
In presence of oleate and taurocholate, differentiated CaCo-2 cell monolayers on membranes were able to assemble and secrete chylomicrons. Under these conditions, both cellular uptake and secretion into chylomicrons of beta-carotene (beta-C) were curvilinear, time-dependent (2-16 h), saturable, and concentration-dependent
G Levin et al.
Nutrition and cancer, 27(3), 293-297 (1997-01-01)
It has been implied that the antiperoxidative activity of beta-carotene is important for its ability to prevent malignant and cardiovascular diseases. In vitro studies have shown that 9-cis beta-carotene is a better antioxidant than the all-trans isomer. In the present
Prevention of atherosclerosis progression by 9-cis-beta-carotene rich alga Dunaliella in apoE-deficient mice
Harari A, et al.
BioMed Research International, 2013 (2013)
Rathinam Raja et al.
Microbiological research, 162(2), 177-184 (2006-05-23)
The beta-carotene-yielding microalga, Dunaliella salina (Dunal) Teod. maintained in De Walne's medium was harvested and lyophilized. Fibrosarcoma was induced in rats by 20-methylcholanthrene. 0.5 g and 1.0 g of lyophilized D. salina powder was administered to the rats orally through
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