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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
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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
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.[1] It is obtained in pure form from annatto seeds. Bixin is a carotenoid and estimated as yolk and skin pigmenter.[2]

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

05989-1MG:
05989-1MG-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
BCCK9446
BCCJ6951
BCCH2724
BCCG8507
BCCG1599

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