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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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

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
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
Extraction of bixin from annatto seeds using combined technologies
Taham, T., et al.
Journal of Supercritical Fluids, 100, 175-183 (2015)
Chemical and Functional Properties of Food Components (1997)
Carotenoids as Colorants and Vitamin A Precursors: Technological and Nutritional Applications (2012)
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