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05989

Sigma-Aldrich

Bixin

≥90.0% (HPLC)

Synonym(s):

6-Methyl hydrogen (9Z)-6,6′-diapocarotene-6,6’-dioate, 9-cis-6,6′-Diapo-ψ,ψ-carotenedioic acid 6-methyl ester, Natural orange 4

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About This Item

Empirical Formula (Hill Notation):
C25H30O4
CAS Number:
6983-79-5
Molecular Weight:
394.50
Colour Index Number:
75120
EC Number:
230-248-7
UNSPSC Code:
12352202
PubChem Substance ID:
329748187
NACRES:
NA.32

Quality Level

100

Assay

≥90.0% (HPLC)

form

powder

λ

in chloroform

UV absorption

λ: 465-475 nm Amax

storage temp.

−20°C

SMILES string

CC(/C=C/C(O)=O)=C\C=C\C(C)=C\C=C\C=C(C)\C=C\C=C(/C=C/C(OC)=O)C

InChI

1S/C25H30O4/c1-20(12-8-14-22(3)16-18-24(26)27)10-6-7-11-21(2)13-9-15-23(4)17-19-25(28)29-5/h6-19H,1-5H3,(H,26,27)/b7-6+,12-8+,13-9+,18-16+,19-17+,20-10+,21-11+,22-14+,23-15-

InChI key

RAFGELQLHMBRHD-SLEZCNMESA-N

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General description

Bixin is a carotenoid and the principal colouring component of Annatto food colouring (E160b), which has a long history of use in the food industry for the colouring of a wide range of food commodities.
Bixin is a methyl ester of a dibasic fatty acid. On treating with alkali, it is hydrolyzed to form water soluble norbixin. It is obtained in pure form from annatto seeds. Bixin is a carotenoid and estimated as yolk and skin pigmenter.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Florence Bouvier et al.
Science (New York, N.Y.), 300(5628), 2089-2091 (2003-06-28)
Bixin, also known as annatto, is a seed-specific pigment widely used in foods and cosmetics since pre-Columbian times. We show that three genes from Bixa orellana, native to tropical America, govern bixin biosynthesis. These genes code for lycopene cleavage dioxygenase
Extraction of bixin from annatto seeds using combined technologies
Taham, T., et al.
Journal of Supercritical Fluids, 100, 175-183 (2015)
Carotenoids as Colorants and Vitamin A Precursors: Technological and Nutritional Applications (2012)
P Di Mascio et al.
Biochemical Society transactions, 18(6), 1054-1056 (1990-12-01)
Singlet molecular oxygen (1O2) has been shown to be generated in biological systems and is capable of damaging proteins, lipids and DNA. The ability of some biological antioxidants to quench 1O2 was studied by using singlet oxygen generated by the
Muntha K Reddy et al.
Journal of agricultural and food chemistry, 53(23), 9268-9273 (2005-11-10)
The most abundant water soluble natural food colors are betacyanins and anthocyanins. Similarly, lycopene, bixin, beta-carotene, and chlorophyll are water insoluble colors. Pure betanin, bixin, lycopene, chlorophyll, beta-carotene, and cyanidin-3-O-glucoside were isolated from Beta vulgaris, Bixa orellana,Lycopersicum esculentum, Spinacia oleracea
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