Lycorine hydrochloride - analytical standard , CAS No.2188-68-3

CAS: 2188-68-3 Cat. No.: L101559 Peso molecular: 323.77 Número EC: 633-615-3

GRADE & PURITY Analytical standard

Synonyms

58F70VH0HS | NSC14453 | UNII-58F70VH0HS | Lycorine-chloride | Q-100273 | s3800 | BS-42350 | Narcissine hydrochloride | Amarylline hydrochloride | Licorine hydrochloride | SCHEMBL8437600 | Lycorine hydrochloride;Lycorine chloride | (1S,2S,3a1S,12bS)-2,3a1,

Storage

Store at 2-8°C,Protected from light

Shipped In

Wet ice

Specifications

Sinónimos

58F70VH0HS | NSC14453 | UNII-58F70VH0HS | Lycorine-chloride | Q-100273 | s3800 | BS-42350 | Narcissine hydrochloride | Amarylline hydrochloride | Licorine hydrochloride | SCHEMBL8437600 | Lycorine hydrochloride;Lycorine chloride | (1S, 2S, 3a1S, 12bS)-2, 3a1,

Especificaciones y pureza

analytical standard

Condiciones de almacenamiento de almacenamiento

Store at 2-8°C, Protected from light

Enviado en

Wet ice

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Grado

Analytical standard

Nombres e identificadores

• Sonrisas canónicas: C1CN2CC3=CC4=C(C=C3C5C2C1=CC(C5O)O)OCO4.Cl
• IUPAC Name: (1S,17S,18S,19S)-5,7-dioxa-12-azapentacyclo[10.6.1.02,10.04,8.015,19]nonadeca-2,4(8),9,15-tetraene-17,18-diol;hydrochloride
• InChIKey: VUVNTYCHKZBOMV-NVJKKXITSA-N
• INCHI: 1S/C16H17NO4.ClH/c18-11-3-8-1-2-17-6-9-4-12-13(21-7-20-12)5-10(9)14(15(8)17)16(11)19;/h3-5,11,14-16,18-19H,1-2,6-7H2;1H/t11-,14-,15+,16+;/m0./s1
• Isómeros SMILES: C1CN2CC3=CC4=C(C=C3[C@H]5[C@H]2C1=C[C@@H]([C@H]5O)O)OCO4.Cl
• WGK Alemania: 3
• Número ONU: 2811
• Peso molecular: 323.77
• Reaxy-Rn: 32694883
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=32694883&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Alkaloids and derivatives
    • Clase Amaryllidaceae alkaloids
      • Subclass Lycorine-type amaryllidaceae alkaloids

• Kingdom: Organic compounds
• Superclass: Alkaloids and derivatives
• Clase: Amaryllidaceae alkaloids
• Subclass: Lycorine-type amaryllidaceae alkaloids
• Intermediate Tree Nodes: Not available
• Direct Parent: Lycorine-type amaryllidaceae alkaloids
• Alternative Parents: Phenanthridines and derivatives Tetrahydroisoquinolines Indoles and derivatives Benzodioxoles Aralkylamines N-alkylpyrrolidines Benzenoids Trialkylamines Secondary alcohols 1,2-diols Oxacyclic compounds Azacyclic compounds Acetals Organopnictogen compounds Hydrochlorides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Lycorine skeleton - Phenanthridine - Benzoquinoline - Tetrahydroisoquinoline - Quinoline - Indole or derivatives - Benzodioxole - Aralkylamine - Benzenoid - N-alkylpyrrolidine - Pyrrolidine - Tertiary aliphatic amine - Tertiary amine - Secondary alcohol - 1,2-diol - Oxacycle - Azacycle - Organoheterocyclic compound - Acetal - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Hydrocarbon derivative - Hydrochloride - Organooxygen compound - Organonitrogen compound - Amine - Alcohol - Aromatic heteropolycyclic compound
• Descripción: This compound belongs to the class of organic compounds known as lycorine-type amaryllidaceae alkaloids. These are amaryllidaceae alkaloids compounds containing the lycorine skeleton, made up of a pyrrolo[d,e]phenanthridine ring system.
• External Descriptors: Not available

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

Objetivos asociados (no humanos)

Staphylococcus aureus (210822 Activities)

Explore this target

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

Edwardsiella ictaluri (20 Activities)

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

Mecanismos de acción

Propiedades químicas y físicas

• Sensibilidad: Light sensitive.
• Punto de fusión (°C): 217°C
• Peso molecular: 323.770 g/mol
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 323.092 Da
• Monoisotopic Mass: 323.092 Da
• Topological Polar Surface Area: 62.200 Ų
• Heavy Atom Count: 22
• Formal Charge: 0
• Complexity: 481.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 4
• 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: 2

XLogP3

Referencias

1. Shuai Meng, Dengke Cheng, Hailing Gu, Yuchen Li, Yukun Qin, Jing Tan, Qijun Li.  (2023)  Mechanical Force-Induced Color-Variable Luminescence of Carbon Dots in Boric Acid Matrix.  MOLECULES,  28  (8): (3388).  [PMID:37110622] [10.3390/molecules28083388]

2. Yubin Ji, Miao Yu, Zheng Qi, Di Cui, Guosong Xin, Bing Wang, Weiling Jia, Lin Chang.  (2017)  Study on apoptosis effect of human breast cancer cell MCF-7 induced by lycorine hydrochloride via death receptor pathway.  SAUDI PHARMACEUTICAL JOURNAL,      [PMID:28579903] [10.1016/j.jsps.2017.04.036]

3. Ruixiang Yang, Dong Zhu, Hongmei Wen, Anchen Fu, Zihan Zhao, Guoying Dai, Zhaoyi Miao, Yue Hu.  (2017)  Solid-phase extraction based on a molecularly imprinted polymer nanoshell at the surface of silica nanospheres for the specific enrichment and identification of alkaloids from Crinum asiaticum L. var. sinicum.  JOURNAL OF SEPARATION SCIENCE,  40  (5): (1150-1157).  [PMID:28044411] [10.1002/jssc.201601116]

4. Jiang Fengqi, Zheng Qiuyan, Zhao Qingsong, Qi Zijuan, Wu Di, Li Wenzhong, Wu Xiaoke, Han Conghui.  (2024)  Magnetic propelled hydrogel microrobots for actively enhancing the efficiency of lycorine hydrochloride to suppress colorectal cancer.  Frontiers in Bioengineering and Biotechnology,      [PMID:38449675] [10.3389/fbioe.2024.1361617]

5. Jieqiong Ding, Jie Su, Binhua Luo, Liqiong Ding.  (2024)  Preparation and Evaluation of Folate Modified PEG-PLLA Nanoparticles Loaded with Lycorine for Glioma Treatment.  MOLECULES,  29  (5): (1081).  [PMID:38474593] [10.3390/molecules29051081]