Leonurine - ≥98%(HPLC) , CAS No.24697-74-3

CAS: 24697-74-3 Cat. No.: L135393 Formule: C₁₄H₂₁N₃O₅ Poids moléculaire: 311.33 Numéro CE: 683-174-6

GRADE & PURITY ≥98%(HPLC)

Synonyms

CCG-267591 | SCHEMBL2685302 | AKOS015920020 | UNII-09Q5W34QDA | 1,4-BUTANEDIOL DIMETHACRYLATE [HSDB] | 4-guanidino-1-butanol syringate | DTXSID70179434 | SYRINGIC ACID .DELTA.-GUANIDINOBUTYL ESTER | Leonurine | LEONURINE [MI] | Benzoic acid, 4-hydroxy-3,5

Storage

Stocker à -20°C, chargé d'argon

Shipped In

Glacière + blocs de glace

Vue d’ensemble

description du produit

La léonurine, un alcaloïde actif extrait de la médecine traditionnelle chinoise Herba leonuri, exerce plusieurs effets biologiques, tels que la protection antidiabétique, cardiovasculaire et contre la mammite bovine.

Specifications

Synonymes

CCG-267591 | SCHEMBL2685302 | AKOS015920020 | UNII-09Q5W34QDA | 1,4-BUTANEDIOL DIMETHACRYLATE [HSDB] | 4-guanidino-1-butanol syringate | DTXSID70179434 | SYRINGIC ACID .DELTA.-GUANIDINOBUTYL ESTER | Leonurine | LEONURINE [MI] | Benzoic acid, 4-hydroxy-3,5

Spécifications et pureté

≥98%(HPLC)

Conditions de stockage de stockage

Stocker à -20°C, chargé d'argon

Expédié en

Glacière + blocs de glace

Pureté

≥98%(HPLC)

Noms et identifiants

• Pubchem Sid: 504757508
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504757508
• Sourires canoniques: COC1=CC(=CC(=C1O)OC)C(=O)OCCCCN=C(N)N
• IUPAC Name: 4-(diaminomethylideneamino)butyl 4-hydroxy-3,5-dimethoxybenzoate
• InChIKey: WNGSUWLDMZFYNZ-UHFFFAOYSA-N
• INCHI: 1S/C14H21N3O5/c1-20-10-7-9(8-11(21-2)12(10)18)13(19)22-6-4-3-5-17-14(15)16/h7-8,18H,3-6H2,1-2H3,(H4,15,16,17)
• Isomères SMILES: COC1=CC(=CC(=C1O)OC)C(=O)OCCCCN=C(N)N
• WGK Allemagne: 3
• Poids moléculaire: 311.33
• Reaxy-Rn: 27312742
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=27312742&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Classe Benzene and substituted derivatives
      • Subclass Benzoic acids and derivatives
        • Level5 Hydroxybenzoic acid derivatives
          • Level6 Gallic acid and derivatives

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Classe: Benzene and substituted derivatives
• Subclass: Benzoic acids and derivatives
• Intermediate Tree Nodes: Hydroxybenzoic acid derivatives
• Direct Parent: Gallic acid and derivatives
• Alternative Parents: p-Hydroxybenzoic acid alkyl esters M-methoxybenzoic acids and derivatives Dimethoxybenzenes Methoxyphenols Phenoxy compounds Anisoles Benzoyl derivatives Alkyl aryl ethers Carboxylic acid esters Guanidines Monocarboxylic acids and derivatives Propargyl-type 1,3-dipolar organic compounds Carboximidamides Organic oxides Organopnictogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Gallic acid or derivatives - P-hydroxybenzoic acid alkyl ester - P-hydroxybenzoic acid ester - M-methoxybenzoic acid or derivatives - Benzoate ester - Methoxyphenol - Dimethoxybenzene - M-dimethoxybenzene - Anisole - Benzoyl - Phenoxy compound - Phenol ether - Methoxybenzene - Alkyl aryl ether - Phenol - Carboxylic acid ester - Guanidine - Carboximidamide - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Carboxylic acid derivative - Ether - Monocarboxylic acid or derivatives - Organic oxide - Organic nitrogen compound - Organooxygen compound - Organic oxygen compound - Organopnictogen compound - Hydrocarbon derivative - Organonitrogen compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as gallic acid and derivatives. These are compounds containing a 3,4,5-trihydroxybenzoic acid moiety.
• External Descriptors: trihydroxybenzoic acid

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

Cibles associées (non humaines)

Mus musculus (284745 Activities)

Explore this target

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

Mécanismes d'action

Propriétés chimiques et physiques

• Solubilité: DMSO (Slightly) ；≥31.1 mg/mL in DMSO; ≥2.82 mg/mL in EtOH with ultrasonic; ≥3 mg/mL in H2O with ultrasonic
• Sensibilité: Moisture sensitive
• Point de fusion (°C): >157°C (dec.)
• Poids moléculaire: 311.330 g/mol
• XLogP3: 0.500
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 311.148 Da
• Monoisotopic Mass: 311.148 Da
• Topological Polar Surface Area: 129.000 Ų
• Heavy Atom Count: 22
• Formal Charge: 0
• Complexity: 359.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• 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

Références

1. Li Han, Aimei Chen, Ling Liu, Fang Wang.  (2022)  Leonurine Preconditioning Attenuates Ischemic Acute Kidney Injury in Rats by Promoting Nrf2 Nuclear Translocation and Suppressing TLR4/NF-κB Pathway.  CHEMICAL & PHARMACEUTICAL BULLETIN,  70  (1): (66-73).  [PMID:34980736] [10.1248/cpb.c21-00740]

2. Liping Liu, Cheng Wang, Xuemei Luo, Yuwen Wang, Fang Li.  (2021)  Leonurine Alleviates Hypoxia-Induced Myocardial Damage by Regulating miRNAs.  Natural Product Communications,      [PMID:] [10.1177/1934578X211007274]

3. Lianqi Huang, Xin Yang, Anlin Peng, Hui Wang, Xiang Lei, Ling Zheng, Kun Huang.  (2014)  Inhibitory effect of leonurine on the formation of advanced glycation end products.  Food & Function,  6  (2): (584-589).  [PMID:25518982] [10.1039/C4FO00960F]

4. Hu Rui-Jie, Ying Xiao-Long, Zhang Cheng, Wang Xu, Zhan Chang-Sheng.  (2026)  Leonurine Mitigates Experimental Autoimmune Prostatitis by Modulating Macrophage M1 Polarization Through the TLR4/NF-κB Signaling Pathway.  INFLAMMATION,  49  (1): (79).  [PMID:41639329] [10.1007/s10753-026-02468-9]