Skip to Content
Merck
All Photos(1)

Key Documents

54764

Sigma-Aldrich

Neoxanthin

≥90% (HPLC)

Synonym(s):

(3S,3′S,5R,5′R,6R,6′S,9′-cis)-6,7-Didehydro-5′,6′-epoxy-5′,6′-dihydro-β,β-carotene-3,3′,5(6H)-triol, 9′-cis-Neoxanthin

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C40H56O4
CAS Number:
Molecular Weight:
600.87
UNSPSC Code:
12352202
NACRES:
NA.32

Assay

≥90% (HPLC)

form

solid

λ

in ethanol

UV absorption

λ: 435-439 nm Amax

storage temp.

−20°C

SMILES string

C/C(C([H])=[C@]=C1[C@](C)(O)C[C@@H](O)CC1(C)C)=C\C=C\C(C)=C\C=C\C=C(C)\C=C\C=C(/C=C/[C@@]2(O3)[C@@]3(C)C[C@@H](O)CC2(C)C)C

InChI

1S/C40H56O4/c1-29(17-13-19-31(3)21-22-35-36(5,6)25-33(41)27-38(35,9)43)15-11-12-16-30(2)18-14-20-32(4)23-24-40-37(7,8)26-34(42)28-39(40,10)44-40/h11-21,23-24,33-34,41-43H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,24-23+,29-15+,30-16+,31-19+,32-20+/t22?,33-,34-,38+,39+,40-/m0/s1

InChI key

PGYAYSRVSAJXTE-CLONMANBSA-N

Looking for similar products? Visit Product Comparison Guide

Application

Neoxanthin has been used as a reference standard to determine the phenolic content and antioxidant activity of Phaeodactylum tricornutum extracts by high-performance liquid chromatography (HPLC).

Biochem/physiol Actions

Neoxanthin is an allenic xanthophyll and one of the major carotenoids found in plants such as spinach and barley leaves. A trace amount of this pigment is also found in olive oil. Neoxanthin exists as two geometric isomers such as trans-neoxanthin and 9′-cis-neoxanthin. It acts as a precursor of abscisic acid. It plays a role in photoprotection by providing general antioxidant activity. Neoxanthin exhibits apoptotic and anti-proliferative effects.

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Eiichi Kotake-Nara et al.
Cancer letters, 220(1), 75-84 (2005-03-02)
Neoxanthin and fucoxanthin, which have the characteristic structure of 5,6-monoepoxide and an allenic bond, were previously found to reduce the viability of human prostate cancer cells most intensively among 15 dietary carotenoids tested. In the present study, the induction of
Molecular approaches toward targeted cancer therapy with some food plant products: On the role of antioxidants and immune microenvironment
Khuda-Bukhsh A R, et al.
Cancer, 191-202 (2021)
Saniye AkyÄ L et al.
Acta chimica Slovenica, 67(4), 1250-1261 (2021-02-04)
The effect of homogenization, ultrasound and microwave extraction methods and conditions on fucoxanthin content, total phenolic content and antioxidant activity of extracts obtained from Phaeodactylum tricornutum were investigated in this study. The solvent/biomass ratio was the most effective parameter on
Alexander V Ruban et al.
Nature, 450(7169), 575-578 (2007-11-23)
Under conditions of excess sunlight the efficient light-harvesting antenna found in the chloroplast membranes of plants is rapidly and reversibly switched into a photoprotected quenched state in which potentially harmful absorbed energy is dissipated as heat, a process measured as
Chiara Giossi et al.
Molecules (Basel, Switzerland), 25(20) (2020-10-15)
Light is a paramount parameter driving photosynthesis. However, excessive irradiance leads to the formation of reactive oxygen species that cause cell damage and hamper the growth of photosynthetic organisms. Xanthophylls are key pigments involved in the photoprotective response of plants

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service