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73341

Sigma-Aldrich

Echinenone

≥95.0% (HPLC), solid

Synonyme(s) :

β,β-Caroten-4-one

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About This Item

Formule empirique (notation de Hill):
C40H54O
Numéro CAS:
Poids moléculaire :
550.86
Numéro Beilstein :
2030114
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352202
ID de substance PubChem :
Nomenclature NACRES :
NA.32

product name

Echinenone, ≥95.0% (HPLC)

Pureté

≥95.0% (HPLC)

Forme

solid

λ

in hexane (with 2% dichloromethane)

Absorption UV

λ: 459 nm±5 nm Amax

Température de stockage

−20°C

Chaîne SMILES 

CC(/C=C/C1=C(C)C(CCC1(C)C)=O)=C\C=C\C(C)=C\C=C\C=C(C)\C=C\C=C(\C=C\C2=C(C)CCCC2(C)C)C

InChI

1S/C40H54O/c1-30(18-13-20-32(3)23-25-36-34(5)22-15-28-39(36,7)8)16-11-12-17-31(2)19-14-21-33(4)24-26-37-35(6)38(41)27-29-40(37,9)10/h11-14,16-21,23-26H,15,22,27-29H2,1-10H3/b12-11+,18-13+,19-14+,25-23+,26-24+,30-16+,31-17+,32-20+,33-21+

Clé InChI

QXNWZXMBUKUYMD-QQGJMDNJSA-N

Description générale

Echinenone is a carotenoid with a conjugated carbonyl group. Echinenone (4-keto-β-carotene) is a monoketo compound, is an intermediate between β-carotene and canthaxanthin in animals. It is one of the major carotenoids of Anabaena sp., and also present in Micrococcus roseus. It is located in the thylakoid membrane of Anabaena. The conversion of β-carotene to echinenone is catalysed by CrtO, a β-carotene ketolase.

Application

Echinenone may be used as an external standard for the extraction of carotenoid from plasma samples. It may also been used as an internal standard, added to samples for extraction and quantification.

Actions biochimiques/physiologiques

Echinenone binds to glocobacter rhodopsin and functions as a light harvesting antenna in Gloeobacter violaceous.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable


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