Fangchinolina - ≥98% , CAS No.436-77-1

CAS: 436-77-1 Cat. No.: F170360 Peso molecular: 608.72 Número EC: 106-435-3

GRADE & PURITY ≥98%

Synonyms

F1173 | Menisidine | Tetrandrine B | (+)-Fangchinoline | (1S,14S)-9,20,25-trimethoxy-15,30-dimethyl-7,23-dioxa-15,30-diazaheptacyclo[22.6.2.23,6.18,12.114,18.027,31.022,33]hexatriaconta-3(36),4,6(35),8,10,12(34),18,20,22(33),24,26,31-dodecaen-21-ol | 2BL4

Storage

Protegido de la luz,Almacenar a -20°C

Shipped In

Hielera + almohadillas de hielo

Specifications

Sinónimos

F1173 | Menisidine | Tetrandrine B | (+)-Fangchinoline | (1S, 14S)-9, 20, 25-trimethoxy-15, 30-dimethyl-7, 23-dioxa-15, 30-diazaheptacyclo[22.6.2.23, 6.18, 12.114, 18.027, 31.022, 33]hexatriaconta-3(36), 4, 6(35), 8, 10, 12(34), 18, 20, 22(33), 24, 26, 31-dodecaen-21-ol | 2BL4

Especificaciones y pureza

≥98%

Mecanismos bioquímicos y fisiológicos

La fangchinolina es un fitoquímico que ha demostrado efectos anticancerígenos en líneas celulares de cáncer de próstata y de mama mediante la inducción de la detención del ciclo celular G1. También se ha demostrado que inhibe la proliferación celular y la

Condiciones de almacenamiento de almacenamiento

Protegido de la luz, Almacenar a -20°C

Enviado en

Hielera + almohadillas de hielo

Pureza

≥98%

Nombres e identificadores

• Pubchem Sid: 504754708
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504754708
• Sonrisas canónicas: CN1CCC2=CC(=C3C=C2C1CC4=CC=C(C=C4)OC5=C(C=CC(=C5)CC6C7=C(O3)C(=C(C=C7CCN6C)OC)O)OC)OC
• IUPAC Name: (1S,14S)-9,20,25-trimethoxy-15,30-dimethyl-7,23-dioxa-15,30-diazaheptacyclo[22.6.2.23,6.18,12.114,18.027,31.022,33]hexatriaconta-3(36),4,6(35),8,10,12(34),18,20,22(33),24,26,31-dodecaen-21-ol
• InChIKey: IIQSJHUEZBTSAT-VMPREFPWSA-N
• INCHI: 1S/C37H40N2O6/c1-38-14-12-24-19-31(42-4)33-21-27(24)28(38)16-22-6-9-26(10-7-22)44-32-18-23(8-11-30(32)41-3)17-29-35-25(13-15-39(29)2)20-34(43-5)36(40)37(35)45-33/h6-11,18-21,28-29,40H,12-17H2,1-5H3/t28-,29-/m0/s1
• Isómeros SMILES: CN1CCC2=CC(=C3C=C2[C@@H]1CC4=CC=C(C=C4)OC5=C(C=CC(=C5)C[C@H]6C7=C(O3)C(=C(C=C7CCN6C)OC)O)OC)OC
• Peso molecular: 608.72
• Reaxy-Rn: 604656
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=604656&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lignans, neolignans and related compounds

• Kingdom: Organic compounds
• Superclass: Lignans, neolignans and related compounds
• Clase: Not available
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Lignans, neolignans and related compounds
• Alternative Parents: Diarylethers Tetrahydroisoquinolines Anisoles Aralkylamines Alkyl aryl ethers Trialkylamines Oxacyclic compounds Azacyclic compounds Organopnictogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Oxyneolignan skeleton - Diaryl ether - Tetrahydroisoquinoline - Anisole - Alkyl aryl ether - Aralkylamine - Benzenoid - Tertiary amine - Tertiary aliphatic amine - Ether - Oxacycle - Azacycle - Organoheterocyclic compound - Organonitrogen compound - Hydrocarbon derivative - Organic nitrogen compound - Organopnictogen compound - Organooxygen compound - Amine - Organic oxygen compound - Aromatic heteropolycyclic compound
• Descripción: This compound belongs to the class of organic compounds known as lignans, neolignans and related compounds. These are plant products of low molecular weight formed primarily from oxidative coupling of two p-propylphenol moieties. They can also be described as micromolecules with two phenylpropanoid units coupled together. They can be attached in various manners, like C5-C5', C8-C8'. Most known natural lignans are oxidized at C9 and C9´ and, based upon the way in which oxygen is incorporated into the skeleton and on the cyclization patterns, a wide range of lignans of very different structural types can be formed.
• 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 (humanos)

ADRB2 Tclin Beta-2 adrenergic receptor (11824 Activities)

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PTGS1 Tclin Cyclooxygenase-1 (9233 Activities)

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GAA Tclin Lysosomal alpha-glucosidase (35701 Activities)

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GLP1R Tclin Glucagon-like peptide 1 receptor (111429 Activities)

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A498 (42825 Activities)

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CAKI-1 (44928 Activities)

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CCRF-CEM (65223 Activities)

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COLO 205 (50209 Activities)

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DLD-1 (17511 Activities)

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DMS-273 (14108 Activities)

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HL-60 (67320 Activities)

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HT-29 (80576 Activities)

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K562 (73714 Activities)

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KM12 (47707 Activities)

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MCF7 (126967 Activities)

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MOLT-4 (49676 Activities)

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OVCAR-3 (48710 Activities)

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OVCAR-4 (44535 Activities)

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OVCAR-5 (45555 Activities)

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OVCAR-8 (47708 Activities)

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RPMI-8226 (44974 Activities)

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RXF 393 (41971 Activities)

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SF-295 (48000 Activities)

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SK-MEL-2 (46422 Activities)

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SK-MEL-28 (48833 Activities)

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SK-MEL-5 (47095 Activities)

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SK-OV-3 (52876 Activities)

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SN12C (47755 Activities)

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SNB-19 (46794 Activities)

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SNB-78 (14240 Activities)

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SW480 (6023 Activities)

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U-251 (51189 Activities)

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U-937 (7138 Activities)

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UACC-257 (46019 Activities)

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UACC-62 (47335 Activities)

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UO-31 (46270 Activities)

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XF498 (12972 Activities)

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A549 (127892 Activities)

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NCI/ADR-RES (33767 Activities)

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EKVX (44102 Activities)

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NCI-H322M (45589 Activities)

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HCC 2998 (41480 Activities)

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HCT-116 (91556 Activities)

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HEL (6614 Activities)

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HOP-18 (11577 Activities)

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HOP-92 (41141 Activities)

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HepG2 (196354 Activities)

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NCI-H460 (60772 Activities)

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SF-268 (49410 Activities)

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IGROV-1 (47897 Activities)

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Objetivos asociados (no humanos)

Abcb1b P-glycoprotein 1 (174 Activities)

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Staphylococcus aureus (210822 Activities)

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Entamoeba histolytica (2676 Activities)

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Plasmodium falciparum (966862 Activities)

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P388 (20296 Activities)

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P388/ADR (1216 Activities)

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INS1 (2867 Activities)

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Rorc Nuclear receptor ROR-gamma (89407 Activities)

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Mecanismos de acción

Propiedades químicas y físicas

• Sensibilidad: Heat Sensitive；Air sensitive；Light sensitive；Hygroscopic
• Punto de fusión (°C): 238 °C(dec.)
• Peso molecular: 608.700 g/mol
• XLogP3: 6.100
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 3
• Exact Mass: 608.289 Da
• Monoisotopic Mass: 608.289 Da
• Topological Polar Surface Area: 72.900 Ų
• Heavy Atom Count: 45
• Formal Charge: 0
• Complexity: 963.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• 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

Referencias

1. Yujiao Tu, Ze Liu, Lei Jiang, Yingying Xiang, Fei Song, Lifen Meng, Xiuling Ji, Lin Yuan.  (2022)  Green ratiometric fluorescent dual-mode nanosensor for highly selective and sensitive detection of new coccine in food.  DYES AND PIGMENTS,      [PMID:] [10.1016/j.dyepig.2022.111024]

2. Zhisheng Xie, Xinjun Xu, Chunyan Xie, Zhikun Liang, Mei Yang, Jieyun Huang, Depo Yang.  (2014)  PREPARATIVE ISOLATION OF TETRANDRINE AND FANGCHINOLINE FROM RADIX STEPHANIA TETRANDRA USING REVERSED-PHASE FLASH CHROMATOGRAPHY.  JOURNAL OF LIQUID CHROMATOGRAPHY & RELATED TECHNOLOGIES,      [PMID:] [10.1080/10826076.2012.745139]

3. Lihong Liu, Shenglan Li, Zilin Chen.  (2011)  Simultaneous determination of tetrandrine and fangchinoline in herbal medicine Stephania tetrandra S. Moore by liquid chromatography with electrochemical detection.  JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS,      [PMID:22196802] [10.1016/j.jpba.2011.11.027]