zeaxanthin - ≥96% , CAS No.144-68-3

CAS: 144-68-3 Cat. No.: Z302892 Formula: C₄₀H₅₆O₂ Peso molecolare: 568.87 Numero EC: 205-636-4 PubChem CID: 5280899

GRADE & PURITY ≥96%

Synonyms

(1R)-3,5,5-trimethyl-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-[(4R)-2,6,6-trimethyl-4-oxidanyl-cyclohexen-1-yl]octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]cyclohex-3-en-1-ol | Anchovyxanthin | trans-Zeaxanthin | 6AB548E1-4B81-4843-8E0E-481

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Panoramica

The pruduct can also be used as follows:
Optimization of an ultrasonic-assisted extraction procedure for obtaining zeaxanthin and lutein from corn gluten meal samples for their determination by high-performance liquid chromatography-UV-Visible detection
Simultaneous quantification of five carotenoids and two chlorophylls from soybean flour samples by reversed-phase high-performance liquid chromatographic (RP-HPLC) method combined with UV-Vis detector
Multi-residue analysis of carotenoids and apocarotenoids in intact human blood samples by supercritical fluid extraction and supercritical fluid chromatography-atmospheric pressure chemical ionization-triple quadrupole mass spectrometry detection (SFE-SFC-APCI/QqQ/MS)
High-performance liquid chromatography-diode array detector (HPLC-DAD) method-based determination of carotenoids in marigold flower and food supplement samples
Profiling of carotenoids and their isomers in different plant tissue samples by high-performance liquid chromatography (HPLC) using a C30 column and photodiode array (PDA) detection

Specifications

Sinonimi

(1R)-3,5,5-trimethyl-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-[(4R)-2,6,6-trimethyl-4-oxidanyl-cyclohexen-1-yl]octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]cyclohex-3-en-1-ol | Anchovyxanthin | trans-Zeaxanthin | 6AB548E1-4B81-4843-8E0E-481

Specifiche e purezza

≥96%

Meccanismi biochimici e fisiologici

Carotenoid pigments contribute to the color of the paprika. Zeaxanthin accumulates in the retina of the eye and is thought to reduce the incidence of macular degeneration.

Condizioni di conservazione di stoccaggio

Store at -20°C

Spedito in

Ice chest + Ice pads

Questo prodotto richiede spedizione a catena fredda. I servizi di terra e altri servizi economici non sono disponibili.

Purezza

≥96%

Nomi e identificatori

• Pubchem Sid: 504763318
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504763318
• Sorrisi canonici: CC1=C(C(CC(C1)O)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC2=C(CC(CC2(C)C)O)C)C)C
• IUPAC Name: (1R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-3,5,5-trimethylcyclohex-3-en-1-ol
• InChIKey: JKQXZKUSFCKOGQ-QAYBQHTQSA-N
• INCHI: 1S/C40H56O2/c1-29(17-13-19-31(3)21-23-37-33(5)25-35(41)27-39(37,7)8)15-11-12-16-30(2)18-14-20-32(4)22-24-38-34(6)26-36(42)28-40(38,9)10/h11-24,35-36,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t35-,36-/m1/s1
• Isomeri SMILES: CC1=C(C(C[C@@H](C1)O)(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C=C/C2=C(C[C@H](CC2(C)C)O)C)\C)\C)/C)/C
• PubChem CID: 5280899
• Peso molecolare: 568.87

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Classe Prenol lipids
      • Subclass Tetraterpenoids
        • Level5 Carotenoids
          • Level6 Xanthophylls

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Classe: Prenol lipids
• Subclass: Tetraterpenoids
• Intermediate Tree Nodes: Carotenoids
• Direct Parent: Xanthophylls
• Alternative Parents: Secondary alcohols Hydrocarbon derivatives
• Molecular Framework: Aliphatic homomonocyclic compounds
• Substituents: Xanthophyll - Secondary alcohol - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Alcohol - Aliphatic homomonocyclic compound
• Descrizione: This compound belongs to the class of organic compounds known as xanthophylls. These are carotenoids containing an oxygenated carotene backbone. Carotenes are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Carotenes belonging form a subgroup of the carotenoids family. Xanthophylls arise by oxygenation of the carotene backbone.
• External Descriptors: C40 isoprenoids (tetraterpenes)

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Meccanismi d'azione

Proprietà chimiche e fisiche

• Peso molecolare: 568.900 g/mol
• XLogP3: 10.900
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 10
• Exact Mass: 568.428 Da
• Monoisotopic Mass: 568.428 Da
• Topological Polar Surface Area: 40.500 Ų
• Heavy Atom Count: 42
• Formal Charge: 0
• Complexity: 1190.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 9
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 9
• Covalently-Bonded Unit Count: 1

Riferimenti

1. Islam Md Monirul, Hassan Mahmood Ul, Ishfaq Muhammad, Ripa Farhana Alam, Nadeem Faisal, Ahmad Zeeshan, Xu Jiuliang, Ning Peng, Li Xuexian.  (2023)  Foliar Glutamine Application Improves Grain Yield and Nutritional Quality of Field-Grown Maize (Zea mays L.) Hybrid ZD958.  JOURNAL OF PLANT GROWTH REGULATION,      [PMID:] [10.1007/s00344-023-11121-w]

2. Mengying Shan, Mingdong Yao, Nan Liang, Herong Wang, Nan Wu, Ying Wang, Wenhai Xiao, Ying-jin Yuan.  (2023)  One-Pot Efficient Bioconversion of Crocetin from Zeaxanthin via a Dual-Enzyme System.  ACS Sustainable Chemistry & Engineering,      [PMID:] [10.1021/acssuschemeng.3c01533]

3. Minghui Li, Yanfen Zhang, Xihang Xu, Ying Chen, Jianzhou Chu, Xiaoqin Yao.  (2022)  The combined treatments of brassinolide and zeaxanthin better alleviate oxidative damage and improve hypocotyl length, biomass, and the quality of radish sprouts stored at low temperature.  Food Chemistry-X,      [PMID:36211765] [10.1016/j.fochx.2022.100394]

4. Zhipeng Qi, Xianyu Fan, Chunyi Zhu, Dongsheng Chang, Jianjun Pei, Linguo Zhao.  (2021)  Overexpression and Characterization of a Novel Plant Carotenoid Cleavage Dioxygenase 1 from Morus notabilis.  CHEMISTRY & BIODIVERSITY,  19  (2): (e202100735).  [PMID:34821468] [10.1002/cbdv.202100735]

5. Liu Qing, Li Wei, Liu Di, Li Lingyan, Li Jie, Lv Na, Liu Fei, Zhu Baoli, Zhou Yuguang, Xin Yuhua, Dong Xiuzhu.  (2021)  Light stimulates anoxic and oligotrophic growth of glacial Flavobacterium strains that produce zeaxanthin.  ISME Journal,  15  (6): (1844-1857).  [PMID:33452478] [10.1038/s41396-020-00891-w]

6. Kaixuan Ke, Ling Guo, Zhipeng Qi, Dou Dou, Han Ma, Xianying Fang, Linguo Zhao.  (2024)  Molecular cloning, expression, and biochemical characterization of carotenoid cleavage dioxygenase 1 (LbCCD1) from Lycium barbarum.  Molecular Catalysis,      [PMID:] [10.1016/j.mcat.2024.114561]

7. Jipeng Zhang, Xiaojun Zhang, Chongyang Zhu.  (2024)  The self-assembly mechanism of ovotransferrin fibrils induced by subtilisin A and Ca2+ ions and their application in nutrient delivery and texture optimization for liquid food.  FOOD HYDROCOLLOIDS,      [PMID:] [10.1016/j.foodhyd.2024.110582]

8. Jiying Zhu, Wei Jia, Jian Peng.  (2024)  Dissecting the binding effect of Crocetin glucosyltransferase 2 in crocetin biotransformation in saffron (Crocus sativus L.) from different origins.  FOOD CHEMISTRY,      [PMID:38838622] [10.1016/j.foodchem.2024.139917]

9. Kaixuan Ke, Yufeng Zhang, Xinyi Wang, Zhaoyan Luo, Yangyang Chen, Xianying Fang, Linguo Zhao.  (2025)  Identification, Cloning, and Functional Characterization of Carotenoid Cleavage Dioxygenase (CCD) from Olea europaea and Ipomoea nil.  Biology-Basel,  14  (7): (752).  [PMID:40723313] [10.3390/biology14070752]

10. Shuo Zhang, Shuang Guo, Jiayu Han, Zhaolian Han, Hailing Yu, Xue Zhang, Ningcan Ma, Zhiqiang Cheng.  (2025)  Production of cellulose nanocrystals from waste Phellinus igniarius substrate by enzymatic hydrolysis-centrifugal fractionation method: Construction of a bioactive substance delivery system.  FOOD RESEARCH INTERNATIONAL,      [PMID:41267321] [10.1016/j.foodres.2025.117763]

Domande frequenti

What is the purity of this product?

This product is supplied at ≥96% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at ?20 °C. Freezer storage is required to maintain the specified shelf life.

How is this product shipped?

This product ships in an insulated container with ice pads. Unpack on arrival and transfer it to the storage condition stated above.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 144-68-3, the molecular formula is C40H56O2, and the molecular weight is 568.87 g/mol. InChIKey JKQXZKUSFCKOGQ-QAYBQHTQSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.