Determine the necessary mass, volume, or concentration for preparing a solution.
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analytical standard, ≥97%(HPLC) Analytical standard for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at 2-8°C,Argon charged Ships Wet ice Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 17 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Canonical Smiles | COC1=C(C2=C[N+]3=C(C=C2C=C1)C4=CC(=C(C=C4CC3)O)OC)OC |
|---|---|
| IUPAC Name | 2,9,10-trimethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium-3-ol |
| InChIKey | MXTLAHSTUOXGQF-UHFFFAOYSA-O |
| INCHI | 1S/C20H19NO4/c1-23-18-5-4-12-8-16-14-10-19(24-2)17(22)9-13(14)6-7-21(16)11-15(12)20(18)25-3/h4-5,8-11H,6-7H2,1-3H3/p+1 |
| Isomeric SMILES | COC1=C(C2=C[N+]3=C(C=C2C=C1)C4=CC(=C(C=C4CC3)O)OC)OC |
| Molecular Weight | 355.38 |
| Reaxy-Rn | 1555102 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1555102&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Alkaloids and derivatives |
| Class | Protoberberine alkaloids and derivatives |
| Subclass | Not available |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Protoberberine alkaloids and derivatives |
| Alternative Parents | Isoquinolines and derivatives Anisoles Alkyl aryl ethers 1-hydroxy-2-unsubstituted benzenoids Pyridinium derivatives Heteroaromatic compounds Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Hydrocarbon derivatives Organic cations |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Protoberberine skeleton - Isoquinoline - Anisole - Alkyl aryl ether - 1-hydroxy-2-unsubstituted benzenoid - Benzenoid - Pyridinium - Pyridine - Heteroaromatic compound - Ether - Azacycle - Organoheterocyclic compound - Organic nitrogen compound - Organic oxygen compound - Organooxygen compound - Organonitrogen compound - Hydrocarbon derivative - Organopnictogen compound - Organic cation - Aromatic heteropolycyclic compound |
| Description | 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 | Isoquinoline alkaloids |
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Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
| Certificate of Analysis | Oct 30, 2025 | J101538 | |
| Certificate of Analysis | May 08, 2025 | J101538 | |
| Certificate of Analysis | May 08, 2025 | J101538 | |
| Certificate of Analysis | May 08, 2025 | J101538 | |
| Certificate of Analysis | May 08, 2025 | J101538 | |
| Certificate of Analysis | May 08, 2025 | J101538 | |
| Certificate of Analysis | Apr 13, 2024 | J101538 | |
| Certificate of Analysis | Apr 13, 2024 | J101538 | |
| Certificate of Analysis | Apr 02, 2024 | J101538 | |
| Certificate of Analysis | Nov 12, 2022 | J101538 | |
| Certificate of Analysis | Nov 12, 2022 | J101538 | |
| Certificate of Analysis | Nov 12, 2022 | J101538 |
| Molecular Weight | 338.400 g/mol |
|---|---|
| XLogP3 | 3.400 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 3 |
| Exact Mass | 338.139 Da |
| Monoisotopic Mass | 338.139 Da |
| Topological Polar Surface Area | 51.800 Ų |
| Heavy Atom Count | 25 |
| Formal Charge | 1 |
| Complexity | 461.000 |
| 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 |
| 1. Jin Pian, Zhu Fucheng, Zhou Wen, Liu Chen, Li Na, Liu Houmei. (2023) Developing magnetic functionalized dendritic fibrous mesoporous silica as advanced adsorbent for quaternary ammonium alkaloids. MICROCHIMICA ACTA, 190 (12): (1-12). [PMID:37999777] [10.1007/s00604-023-06053-x] |
| 2. Longlong Gao, Rui Tian, Yong Shao. (2023) Photocatalytic Duplex-Based DNAzymes Switched by an Abasic Site. Chemistry-Switzerland, 5 (3): (1497-1507). [PMID:] [10.3390/chemistry5030102] |
| 3. Jiawen Han, Yaru Ding, Xujuan Lv, Yuwei Zhang, Daoqing Fan. (2023) Integration of G-Quadruplex and Pyrene as a Simple and Efficient Ratiometric Fluorescent Platform That Programmed by Contrary Logic Pair for Highly Sensitive and Selective Coralyne (COR) Detection. Biosensors-Basel, 13 (4): (489). [PMID:37185564] [10.3390/bios13040489] |
| 4. Chao Fan, Hao Tang, Licheng Wang, Yijing Li, Xusheng Wang, Shuai Wang, Xiaojing Liang. (2020) The preparation of a core–shell stationary phase by the in situ polymerization of a hydrophilic polymer on the surface of silica and its chromatographic performance. NEW JOURNAL OF CHEMISTRY, 44 (27): (11704-11709). [PMID:] [10.1039/D0NJ01197E] |
| 5. 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] |
| 6. Wang Chenlu, Zhou Wei, Liao Xiaoyan, Zhang Wenpeng, Chen Zilin. (2017) An etched polyether ether ketone tube covered with immobilized graphene oxide for online solid phase microextraction of quaternary alkaloids prior to their quantitation by HPLC-MS/MS. MICROCHIMICA ACTA, 184 (8): (2715-2721). [PMID:] [10.1007/s00604-017-2262-8] |
| 7. Yuehua Hu, Fan Lin, Tao Wu, Ying Wang, Xiao-Shun Zhou, Yong Shao. (2016) Fluorescently Sensing of DNA Triplex Assembly Using an Isoquinoline Alkaloid as Selector, Stabilizer, Inducer, and Switch-On Emitter. Chemistry-An Asian Journal, 11 (14): (2041-2048). [PMID:27252050] [10.1002/asia.201600459] |
| 8. Zixin Zhang, Wenpeng Zhang, Tao Bao, Zilin Chen. (2015) Jacket-free stir bar sorptive extraction with bio-inspired polydopamine-functionalized immobilization of cross-linked polymer on stainless steel wire. JOURNAL OF CHROMATOGRAPHY A, [PMID:26141275] [10.1016/j.chroma.2015.06.031] |
| 9. Hailiang Huang, Shuo Shi, Xuyue Zheng, Tianming Yao. (2015) Sensitive detection for coralyne and mercury ions based on homo-A/T DNA by exonuclease signal amplification. BIOSENSORS & BIOELECTRONICS, [PMID:25950941] [10.1016/j.bios.2015.04.076] |
| 10. Jiawei Meng, Wenpeng Zhang, Tao Bao, Zilin Chen. (2015) Novel molecularly imprinted magnetic nanoparticles for the selective extraction of protoberberine alkaloids in herbs and rat plasma. JOURNAL OF SEPARATION SCIENCE, 38 (12): (2117-2125). [PMID:25832420] [10.1002/jssc.201500264] |
| 11. Zhuo Ye, Yinfeng Li, Jianguo Wen, Kunjing Li, Baoxian Ye. (2014) Study of the voltammetric behavior of jatrorrhizine and its sensitive determination at electrochemical pretreatment glassy carbon electrode. TALANTA, [PMID:24881532] [10.1016/j.talanta.2014.03.026] |
| 12. Lihong Liu, Zilin Chen. (2012) Analysis of four alkaloids of Coptis chinensis in rat plasma by high performance liquid chromatography with electrochemical detection. ANALYTICA CHIMICA ACTA, [PMID:22769040] [10.1016/j.aca.2012.05.054] |
| 13. Jing Zhu, Qing Hong Zhang, Wen Wu Wang. (2024) Pattern Recognition of Alkaloids by Inhibiting the Catalytic Activity of Dopzymes for Dopamine. ANALYTICAL CHEMISTRY, [PMID:39014901] [10.1021/acs.analchem.4c01920] |
| 14. Liyun Ma, Simin Liu, Qing Wang, Lin Yao, Li Xu. (2015) Cucurbit(6)uril immobilized on silica: A novel high-performance liquid chromatographic stationary phase. JOURNAL OF SEPARATION SCIENCE, 38 (7): (1082-1089). [PMID:25641573] [10.1002/jssc.201401049] |
| 15. Liyun Ma, Si-Min Liu, Lin Yao, Li Xu. (2014) Preparation and chromatographic performance evaluation of cucurbit[7]uril immobilized silica. JOURNAL OF CHROMATOGRAPHY A, [PMID:25528071] [10.1016/j.chroma.2014.12.002] |
| 16. Lilin Tang, Wenpeng Zhang, Haiyan Zhao, Zilin Chen. (2015) Tyrosinase inhibitor screening in traditional Chinese medicines by electrophoretically mediated microanalysis. JOURNAL OF SEPARATION SCIENCE, 38 (16): (2887-2892). [PMID:26037533] [10.1002/jssc.201500371] |
| 17. Ting Liu, Jia Tang, Xinyi Lu, Lu Jiang, Rui Zhang, Miaoqing Zhang, Jingpu Zhang, Danqing Song, Dousheng Zhang, Mingzhe Xu. (2025) Ocular Toxicity and Mechanistic Investigation for Berberine and Its Metabolite Berberrubine on Zebrafish. MOLECULES, 30 (23): (4602). [PMID:41375198] [10.3390/molecules30234602] |
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