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52824

Sigma-Aldrich

(9Z)-β-Carotin

≥90.0% (HPLC)

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C40H56
CAS-Nummer:
13312-52-2
Molekulargewicht:
536.87
Beilstein:
3227021
MDL-Nummer:
MFCD00870648
UNSPSC-Code:
12352211
PubChem Substanz-ID:
329757890
NACRES:
NA.32

Qualitätsniveau

100

Assay

≥90.0% (HPLC)

Form

solid

Lipid-Typ

unsaturated FAs

Lagertemp.

−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+

InChIKey

OENHQHLEOONYIE-BVZAMQQESA-N

Biochem./physiol. Wirkung

(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.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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Sigma-Aldrich

69553

α-Cryptoxanthin

Beta-Carotin European Pharmacopoeia (EP) Reference Standard

Y0002050

Beta-Carotin

αβ-Carotin analytical standard

Supelco

50887

αβ-Carotin

Zeaxanthin analytical standard

Supelco

14681

Zeaxanthin

εβ-Carotin ≥95.0% (HPLC)

Sigma-Aldrich

63124

εβ-Carotin

Echinenon ≥95.0% (HPLC)

Sigma-Aldrich

73341

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Z-Lycopene Balanced with Lycopene

Sigma-Aldrich

SMB00902

Z-Lycopene

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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