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SML0982

Astaxanthin

Name: Astaxanthin
Brand: SIGMA

≥95% (HPLC), powder, PPARγ

Synonym(s):

(3S,3′S)-3,3′-dihydroxy-β,β-Carotene-4,4′-dione, trans-Astaxanthin

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About This Item

Empirical Formula (Hill Notation):

C₄₀H₅₂O₄

CAS Number:

472-61-7

Molecular Weight:

596.84

UNSPSC Code:

12352200

NACRES:

NA.77

Assay:

≥95% (HPLC)

Form:

powder

Storage condition:

desiccated, protect from light

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Properties

Product Name

Astaxanthin, ≥95% (HPLC)

Quality Segment

100

assay

≥95% (HPLC)

form

powder

storage condition

desiccated, protect from light

color

, pink to very dark purple

solubility

DMSO: 1 mg/mL (warmed)

storage temp.

−20°C

SMILES string

O[C@H]1CC(C(=C(C1=O)C)\C=C\C(=C\C=C\C(=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C2=C(C(=O)[C@H](CC2(C)C)O)C)\C)\C)(C)C

InChI

1S/C40H52O4/c1-27(17-13-19-29(3)21-23-33-31(5)37(43)35(41)25-39(33,7)8)15-11-12-16-28(2)18-14-20-30(4)22-24-34-32(6)38(44)36(42)26-40(34,9)10/h11-24,35-36,41-42H,25-26H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,27-15+,28-16+,29-19+,30-20+/t35-,36-/m0/s1

InChI key

MQZIGYBFDRPAKN-UWFIBFSHSA-N

Description

General description

Astaxanthin (AST) is a red dietary carotenoid. It is mainly found in aquatic animals and microalgae, such as Haematococcus pluvialis and Chlorella zofingiensis.

Application

Astaxanthin has been used:

as an antioxidant to study its effect on Brachionus manjavacas (Rotifera) population growth
to study its effects on the treatment of diabetic retinopathy.
to investigate its role in restoring the expression of Nrf2 (nuclear factor erythroid 2 p45-related factor 2) and glutathione S-transferase P1 (GSTP1) through epigenetic modification in human prostate LNCaP cells.

Biochem/physiol Actions

In vivo and in vitro studies propose that astaxanthin (AST) possesses health-promoting activities, signifying its potential use in the prevention of various diseases, such as cancers and Parkinson′s disease. Due to its bright red colour, AST has been used as a food colorant in animal feeds.

Astaxanthin is a potent antioxidant with antiproliferative, neuroprotective and anti-inflammatory activity.

Astaxanthin is a potent antioxidant with antiproliferative, neuroprotective and anti-inflammatory activity. Astaxanthin protects against oxidative stress, inhibiting NF-KB, suppressing pro-inflammatory genes and suppressing production of pro-inflammatory compounds nitric oxide, prostaglandin E2, TNF-α, and interleukin-1β. Astaxanthin′s protection of cells from oxidative stress generated by TNF-α and palmitate has been shown to ameliorate insulin resistance. Astaxanthin has also been shown to be an inhibitor of PPARγ.

Other Notes

Light and air sensitive

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c