Tetrahydropalmatine - ≥97% , CAS No.2934-97-6

CAS: 2934-97-6 Cat. No.: T101543 Peso molecular: 355.427 Número EC: 884-574-5 PubChem CID: 5417

GRADE & PURITY ≥97%

Synonyms

2,3,9,10-Tetramethoxy-5,8,13,13a-tetrahydro-6H-isoquino[3,2-a]isoquinoline | FT-0634567 | NCGC00073008-04 | 6H-Dibenzo[a,g]quinolizine,5,8,13,13a-tetrahydro-2,3,9,10-tetramethoxy- | KBio3_002599 | CCG-40142 | GNF-Pf-3943 | Tetrahydropalmatine, dl- | 78F85

Storage

Store at 2-8°C

Shipped In

Wet ice

Specifications

Sinónimos

2, 3, 9, 10-Tetramethoxy-5, 8, 13, 13a-tetrahydro-6H-isoquino[3, 2-a]isoquinoline | FT-0634567 | NCGC00073008-04 | 6H-Dibenzo[a, g]quinolizine, 5, 8, 13, 13a-tetrahydro-2, 3, 9, 10-tetramethoxy- | KBio3_002599 | CCG-40142 | GNF-Pf-3943 | Tetrahydropalmatine, dl- | 78F85

Especificaciones y pureza

≥97%

Condiciones de almacenamiento de almacenamiento

Store at 2-8°C

Enviado en

Wet ice

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

Pureza

≥97%

Nombres e identificadores

• Pubchem Sid: 504750887
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504750887
• Sonrisas canónicas: COC1=C(C2=C(CC3C4=CC(=C(C=C4CCN3C2)OC)OC)C=C1)OC
• IUPAC Name: 2,3,9,10-tetramethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline
• InChIKey: AEQDJSLRWYMAQI-UHFFFAOYSA-N
• INCHI: 1S/C21H25NO4/c1-23-18-6-5-13-9-17-15-11-20(25-3)19(24-2)10-14(15)7-8-22(17)12-16(13)21(18)26-4/h5-6,10-11,17H,7-9,12H2,1-4H3
• Isómeros SMILES: COC1=C(C2=C(CC3C4=CC(=C(C=C4CCN3C2)OC)OC)C=C1)OC
• PubChem CID: 5417
• Peso molecular: 355.427

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Alkaloids and derivatives
    • Clase Protoberberine alkaloids and derivatives

• Kingdom: Organic compounds
• Superclass: Alkaloids and derivatives
• Clase: Protoberberine alkaloids and derivatives
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Protoberberine alkaloids and derivatives
• Alternative Parents: Tetrahydroisoquinolines Anisoles Aralkylamines Alkyl aryl ethers Trialkylamines Azacyclic compounds Organopnictogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Protoberberine skeleton - Tetrahydroprotoberberine skeleton - Tetrahydroisoquinoline - Anisole - Alkyl aryl ether - Aralkylamine - Benzenoid - Tertiary amine - Tertiary aliphatic amine - Ether - Azacycle - Organoheterocyclic compound - Organopnictogen compound - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Hydrocarbon derivative - Amine - Organic oxygen compound - Aromatic heteropolycyclic compound
• Descripción: This compound belongs to the class of organic compounds known as protoberberine alkaloids and derivatives. These are alkaloids with a structure based on a protoberberine moiety, which consists of a 5,6-dihydrodibenzene moiety fused to a quinolizinium and forming 5,6-Dihydrodibenzo(a,g)quinolizinium skeleton.
• External Descriptors: a small molecule

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 (humanos)

F3 Tclin Tissue factor (1 Activities)

Discover Target: F3

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

SIGMAR1 Tclin Sigma non-opioid intracellular receptor 1 (1 Activities)

Discover Target: SIGMAR1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

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

TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

Discover Target: TDP1

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

Objetivos asociados (no humanos)

Coagulation factor III (5 Activities)

Explore this target

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

Sigmar1 Sigma opioid receptor (160 Activities)

Discover Target: Sigmar1

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

Mecanismos de acción

Propiedades químicas y físicas

• Punto de fusión (°C): 150 °C
• Peso molecular: 355.400 g/mol
• XLogP3: 3.200
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 355.178 Da
• Monoisotopic Mass: 355.178 Da
• Topological Polar Surface Area: 40.200 Ų
• Heavy Atom Count: 26
• Formal Charge: 0
• Complexity: 475.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Referencias

1. Yifan Wang, Wen Zhu, Dandan Lu, Chuzhao Zhang, Yue Wang.  (2021)  Tetrahydropalmatine attenuates MSU crystal-induced gouty arthritis by inhibiting ROS-mediated NLRP3 inflammasome activation.  INTERNATIONAL IMMUNOPHARMACOLOGY,      [PMID:34482265] [10.1016/j.intimp.2021.108107]

2. Weijuan Du, Lisha Jin, Liping Li, Wei Wang, Su Zeng, Huidi Jiang, Hui Zhou.  (2018)  Development and Validation of a HPLC-ESI-MS/MS Method for Simultaneous Quantification of Fourteen Alkaloids in Mouse Plasma after Oral Administration of the Extract of Corydalis yanhusuo Tuber: Application to Pharmacokinetic Study.  MOLECULES,  23  (4): (714).  [PMID:29561801] [10.3390/molecules23040714]

3. Qinqin Wang, Lu Wang, Kai Sheng, Lina Zou, Gaiping Li, Baoxian Ye.  (2016)  A simple and sensitive method for determination of tetrahydropalmatine based on a new voltammetric sensor.  TALANTA,      [PMID:27769402] [10.1016/j.talanta.2016.08.044]

4. Qing Wang, Ling Tong, Lin Yao, Peng Zhang, Li Xu.  (2016)  Fingerprinting of traditional Chinese medicines on the C18-Diol mixed-mode column in online or offline two-dimensional liquid chromatography on the single column modes.  JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS,      [PMID:27031576] [10.1016/j.jpba.2016.03.033]

5. Qing Wang, Yao Long, Lin Yao, Li Xu, Zhi-Guo Shi, Lanying Xu.  (2015)  Preparation, characterization and application of a reversed phase liquid chromatography/hydrophilic interaction chromatography mixed-mode C18-DTT stationary phase.  TALANTA,      [PMID:26695288] [10.1016/j.talanta.2015.09.009]

6. Qing Wang, Zhi-Yuan Luo, Mao Ye, Yu-Zhuo Wang, Li Xu, Zhi-guo Shi, Lanying Xu.  (2015)  Preparation, chromatographic evaluation and application of adenosine 5′-monophosphate modified ZrO2/SiO2 stationary phase in hydrophilic interaction chromatography.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:25627970] [10.1016/j.chroma.2015.01.017]

7. Qing Wang, Yao Long, Lin Yao, Mao Ye, Li Xu.  (2017)  C18-COOH Silica: Preparation, Characterisation and Its Application in Purification of Quaternary Ammonium Alkaloids from Coptis chinensis.  PHYTOCHEMICAL ANALYSIS,  28  (4): (332-343).  [PMID:28198057] [10.1002/pca.2680]

8. Wang Mingjuan, Chen Xuetong, Liu Mingxing, Luo Huiying, Zhang Shuangshuang, Guo Jie, Wang Jinghui, Zhou Li, Zhang Na, Li Hongyan, Wang Chao, Li Liang, Wang Zhenzhong, Wang Haiqing, Guo Zihu, Li Yan, Wang Yonghua.  (2025)  Decoding herbal combination models through systematic strategies: insights from target information and traditional Chinese medicine clinical theory.  BRIEFINGS IN BIOINFORMATICS,  26  (3):   [PMID:40407387] [10.1093/bib/bbaf229]