Ectoine - ≥97% , CAS No.96702-03-3

CAS: 96702-03-3 Cat. No.: E305040 Fórmula: C₆H₁₀N₂O₂ Peso molecular: 142.16

GRADE & PURITY ≥97%

Synonyms

THP(B) | SCHEMBL93532 | WQXNXVUDBPYKBA-YFKPBYRVSA-N | (S)-2-Methyl-3,4,5,6-tetrahydropyrimidine-4-carboxylic acid | 4-Pyrimidinecarboxylic acid, 1,4,5,6-tetrahydro-2-methyl-, (+)- | C06231 | UNII-A0Z3NAU9DP | US9138393, Ectoine | 4-Pyrimidinecarboxylicaci

Storage

Armazenar a 2-8°C, carregado com árgon

Shipped In

Gelo húmido

Visão geral

A ectoína é um protetor celular natural, um derivado de aminoácido produzido por bactérias que vivem em condições ambientais extremamente adversas. A ectoína funciona como um soluto compatível com a osmorregulação, aumentando a hidratação da superfície da pele e estabilizando as camadas lipídicas, o que é útil nos cuidados da pele. A Ectoine demonstra um bom perfil de segurança para o tratamento da rinite alérgica

Specifications

Sinónimos

THP(B) | SCHEMBL93532 | WQXNXVUDBPYKBA-YFKPBYRVSA-N | (S)-2-Methyl-3,4,5,6-tetrahydropyrimidine-4-carboxylic acid | 4-Pyrimidinecarboxylic acid, 1,4,5,6-tetrahydro-2-methyl-, (+)- | C06231 | UNII-A0Z3NAU9DP | US9138393, Ectoine | 4-Pyrimidinecarboxylicaci

Especificações e pureza

≥97%

Condições de armazenamento de armazenamento

Armazenar a 2-8°C, carregado com árgon

Enviado em

Gelo húmido

Pureza

≥97%

Nomes e identificadores

• Pubchem Sid: 488187790
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488187790
• Sorrisos canónicos: CC1=N[C@@H](CCN1)C(O)=O
• IUPAC Name: (6S)-2-methyl-1,4,5,6-tetrahydropyrimidine-6-carboxylic acid
• InChIKey: WQXNXVUDBPYKBA-YFKPBYRVSA-N
• INCHI: 1S/C6H10N2O2/c1-4-7-3-2-5(8-4)6(9)10/h5H,2-3H2,1H3,(H,7,8)(H,9,10)/t5-/m0/s1
• SMILES isoméricas: CC1=NCC[C@H](N1)C(=O)O
• Peso molecular: 142.16
• Reaxy-Rn: 7288977
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=7288977&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Classe Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Alpha amino acids
              • Level8 L-alpha-amino acids

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Classe: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives - Alpha amino acids
• Direct Parent: L-alpha-amino acids
• Alternative Parents: Hydropyrimidine carboxylic acids and derivatives Imidolactams Propargyl-type 1,3-dipolar organic compounds Monocarboxylic acids and derivatives Carboxylic acids Carboximidamides Carboxamidines Azacyclic compounds Organopnictogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: L-alpha-amino acid - Hydropyrimidine carboxylic acid derivative - Hydropyrimidine - 1,4,5,6-tetrahydropyrimidine - Imidolactam - Amidine - Carboxylic acid amidine - Carboxylic acid - Monocarboxylic acid or derivatives - Carboximidamide - Propargyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Organoheterocyclic compound - Azacycle - Organonitrogen compound - Organooxygen compound - Carbonyl group - Organic nitrogen compound - Organic oxygen compound - Organic oxide - Organopnictogen compound - Hydrocarbon derivative - Aliphatic heteromonocyclic compound
• Descrição: This compound belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.
• External Descriptors: monocarboxylic acid - carboxamidine - 1,4,5,6-tetrahydropyrimidines

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

Alvos associados (humanos)

CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)

Discover Target: CYP3A4

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mecanismos de ação

Propriedades químicas e físicas

• Solubilidade: Methanol (Sparingly), Water (Slightly)
• Sensibilidade: light sensitive;Hygroscopic
• Rotação específica [α]: 170° (C=1,MeOH)
• Peso molecular: 142.160 g/mol
• XLogP3: -0.800
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 142.074 Da
• Monoisotopic Mass: 142.074 Da
• Topological Polar Surface Area: 61.700 Ų
• Heavy Atom Count: 10
• Formal Charge: 0
• Complexity: 177.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Referências

1. Bingmei Su, Wen Yang, Yi Zhou, Juan Lin.  (2024)  Efficiently manufacturing ectoine via metabolic engineering and protein engineering of L-2,4-diaminobutyrate transaminase.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:38960226] [10.1016/j.ijbiomac.2024.133612]

2. Zheng Lei, Jinyong Wu, Caiwen Lao, Jin Wang, Yanyi Xu, He Li, Lixia Yuan, Xiangsong Chen, Jianming Yao.  (2025)  Multistep Metabolic Engineering of Escherichia coli for High-Level Ectoine Production.  ACS Synthetic Biology,      [PMID:40131136] [10.1021/acssynbio.4c00876]

3. Beibei Lu, Hui Hu, Guangzhen Yang, Ming Pan, Youdi Wang, Jichuan Zhang, Jianglin Zhang, Jiaheng Zhang.  (2024)  Ultrasound-assisted green and efficient extraction of polysaccharides from Chlorella vulgaris using deep eutectic solvents and improving their performance.  NEW JOURNAL OF CHEMISTRY,  48  (10): (4426-4436).  [PMID:] [10.1039/D3NJ05201J]

4. Zheng Lei, Xiangsong Chen, Lixia Yuan, Jinyong Wu, Jianming Yao.  (2025)  Metabolic Control for High-Efficiency Ectoine Synthesis in Engineered Escherichia coli.  ACS Synthetic Biology,      [PMID:40663095] [10.1021/acssynbio.5c00330]

Perguntas frequentes

What is the purity of this product?

This product is supplied at ≥97% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at 2–8 °C under argon. It is supplied under an argon blanket; reseal under inert gas after each use.

How is this product shipped?

This product ships chilled on wet ice. 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 96702-03-3, the molecular formula is C6H10N2O2, and the molecular weight is 142.16 g/mol. InChIKey WQXNXVUDBPYKBA-YFKPBYRVSA-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.