| Canonical Smiles | 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 | 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-UHFFFAOYSA-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 |
| Isomeric SMILES | CN1CCC2=CC(=C3C=C2C1CC4=CC=C(C=C4)OC5=C(C=CC(=C5)CC6C7=C(O3)C(=C(C=C7CCN6C)OC)O)OC)OC |
| Molecular Weight | 608.71 |
| Reaxy-Rn | 604656 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=604656&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
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View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Lignans, neolignans and related compounds |
| Class | 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 |
| Description | 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 |
| Molecular Weight | 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 | 0 |
| Undefined Atom Stereocenter Count | 2 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
| 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. Fengqi Jiang, Shuo Ren, Yaodong Chen, Ange Zhang, Yuekun Zhu, Zhenan Zhang, Zizhuo Li, Daxun Piao. (2020) Fangchinoline exerts antitumour activity by suppressing the EGFR‑PI3K/AKT signalling pathway in colon adenocarcinoma. ONCOLOGY REPORTS, 45 (1): (139-150). [PMID:33416119] [10.3892/or.2020.7857] |
| 3. 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] |
| 4. 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] |
| 5. Huanhuan Zhu, Yong Xu, Jiafen Huang, Yiheng Zhang, Manman Sun, Zhiming Wang, Yurong Wang. (2026) Multimodal Voltammetric sensor using Pd@ErGO nanocomposite for selective or simultaneous determination of Tetrandrine and Fangchinoline in traditional Chinese medicine and biological matrices. Results in Chemistry, [PMID:] [10.1016/j.rechem.2026.103274] |
