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Ammothamnine - analytical standard, high purity , CAS No.16837-52-8

17 Citations COA COA
In stock
Item Number
A111285
Grouped product items
SKU Size
Availability
 Price Qty
A111285-20mg
20mg
3
$39.90
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Bulk Order  SDS  DATASHEET  Specification Sheet

Natural antiproliferative and apoptotic compound

View related series
alkaloid (30) Apoptosis (4276) Medicinal ingredients (13) Plant chemical components (7) Stem Cell/Wnt (1019) TGF-beta/Smad (303)

Basic Description

Synonyms Pachycarpidine | BDBM50597716 | Oxymatrine | BBL030371 | MLS001215101 | rel-(41S,7aS,13aR,13bR)-10-Oxohexadecahydrodipyrido[2,1-f:3',2',1'-ij][1,6]naphthyridine 4-oxide | Matrine 1beta-oxide | Ammothamnine | SCHEMBL13394285 | Oxysophoridine | DTXSID409374
Specifications & Purity analytical standard
Biochemical and Physiological Mechanisms Natural antiproliferative and apoptotic compound. Inhibits iNOS expression and TGF-β/Smad pathway in bleomycin-induced pulmonary fibrosis. Antitumor, antiviral and anti-arrhythmia agent. Active in vivo and in vitro .
Storage Temp Store at 2-8°C,Protected from light,Argon charged
Shipped In
Wet ice
This product requires cold chain shipping. Ground and other economy services are not available.
Grade analytical standard
Note Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
Product Description

Alkaloid isolated from Sophora flavescens. Antifribotic. Neuroprotective.

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Alkaloids and derivatives
Class Lupin alkaloids
Subclass Matrine alkaloids
Intermediate Tree Nodes Not available
Direct Parent Matrine alkaloids
Alternative Parents Quinolizidinones  Naphthyridines  Piperidinones  Delta lactams  Trialkyl amine oxides  Tertiary carboxylic acid amides  Trisubstituted amine oxides and derivatives  Azacyclic compounds  Organopnictogen compounds  Organic zwitterions  Organic oxides  Hydrocarbon derivatives  Carbonyl compounds  
Molecular Framework Aliphatic heteropolycyclic compounds
Substituents Matrine - Quinolizidinone - Diazanaphthalene - Naphthyridine - Quinolizidine - Delta-lactam - Piperidinone - Piperidine - Trialkyl amine oxide - Tertiary carboxylic acid amide - Carboxamide group - Lactam - Organoheterocyclic compound - Azacycle - N-oxide - Carboxylic acid derivative - Trisubstituted n-oxide - Hydrocarbon derivative - Organic oxide - Organooxygen compound - Organonitrogen compound - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Carbonyl group - Organic zwitterion - Aliphatic heteropolycyclic compound
Description This compound belongs to the class of organic compounds known as matrine alkaloids. These are lupin alkaloids with a structure based on the matrine skeleton, a four-ring skeleton that based on a saturated dipyrido[2,1-f:3',2',1'-ij][1,6]naphthyridin-10-one skeleton.
External Descriptors Quinolizidine alkaloids

Associated Targets(Human)

MAOA Tclin Monoamine oxidase A (11911 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
HepG2 (196354 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
GNAS Tbio Guanine nucleotide-binding protein G(s), subunit alpha (103405 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
CBX1 Tbio Chromobox protein homolog 1 (92434 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Associated Targets(non-human)

Hdac6 Histone deacetylase 6 (222 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Pkm Pyruvate kinase isozymes M1/M2 (66 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Plasmodium falciparum (966862 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Mus musculus (284745 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Hepatitis B virus (7925 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Coxsackievirus B3 (1096 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Influenza A virus (11224 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Enterovirus A71 (1246 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
MDCK (10148 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Blood (6 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Tgfbr1 TGF-beta receptor type-1 (52 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Mechanisms of Action

Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References

Names and Identifiers

IUPAC Name (1R,2R,9S,17S)-13-oxido-7-aza-13-azoniatetracyclo[7.7.1.02,7.013,17]heptadecan-6-one
INCHI InChI=1S/C15H24N2O2/c18-14-7-1-6-13-12-5-3-9-17(19)8-2-4-11(15(12)17)10-16(13)14/h11-13,15H,1-10H2/t11-,12+,13+,15-,17?/m0/s1
InChIKey XVPBINOPNYFXID-LHDUFFHYSA-N
Smiles C1CC2C3CCC[N+]4(C3C(CCC4)CN2C(=O)C1)[O-]
Isomeric SMILES C1C[C@@H]2[C@H]3CCC[N+]4([C@H]3[C@@H](CCC4)CN2C(=O)C1)[O-]
Molecular Weight 264.36
Reaxy-Rn 753307
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=753307&ln=

Certificates（CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

3 results found

Lot Number Certificate Type Date Item
D2401047 Certificate of Analysis Apr 08, 2024 A111285
K1604001 Certificate of Analysis Jul 19, 2022 A111285
A2303329 Certificate of Analysis Aug 30, 2021 A111285

Chemical and Physical Properties

Sensitivity light & air & heat sensitive
Melt Point(°C) 206℃
Molecular Weight 264.360 g/mol
XLogP3 1.000
Hydrogen Bond Donor Count 0
Hydrogen Bond Acceptor Count 2
Rotatable Bond Count 0
Exact Mass 264.184 Da
Monoisotopic Mass 264.184 Da
Topological Polar Surface Area 38.400 Ų
Heavy Atom Count 19
Formal Charge 0
Complexity 400.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 4
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

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Citations of This Product

How to Cite Aladdin Scientific Products?
1. Chen He, Wenjing Wang, Guoli Wei, Yuqing Wang, Yingjie Wei, Jing Wang, Zhenhai Zhang.  (2023)  Sodium alginate combined with oxymatrine ameliorates CCl4-induced chemical hepatic fibrosis in mice.  INTERNATIONAL IMMUNOPHARMACOLOGY,  125  (111144). 
2. Fa-Li Zhang, Liu Yang, Wei-Hao He, Ling-Jun Xie, Fei Yang, Ying-Hui Wang, Ai-Guo Huang.  (2023)  In vivo antibacterial activity of medicinal plant Sophora flavescens against Streptococcus agalactiae infection.  JOURNAL OF FISH DISEASES,  46  (9): (977-986). 
3. Shengwei Li, Guangqing Feng, Min Zhang, Xing Zhang, Jihong Lu, Chenyahui Feng, Fangshi Zhu.  (2022)  Oxymatrine attenuates TNBS-induced colinutis in rats through TLR9/Myd88/NF-κB signal pathway.  HUMAN & EXPERIMENTAL TOXICOLOGY,     
4. Jin Yinshan, Liu Jiannan, Liu Yadong, Liu Yang, Guo Guiying, Yu Shiliang, An Ruihua.  (2020)  Oxymatrine Inhibits Renal Cell Carcinoma Progression by Suppressing β-Catenin Expression.  Frontiers in Pharmacology,  11  (808). 
5. Yu-Mei Zhao, Lv-Huan Wang, Si-Fan Luo, Qi-Qin Wang, Ruin Moaddel, Ting-Ting Zhang, Zheng-Jin Jiang.  (2018)  Magnetic beads-based neuraminidase enzyme microreactor as a drug discovery tool for screening inhibitors from compound libraries and fishing ligands from natural products.  JOURNAL OF CHROMATOGRAPHY A,  1568  (123). 
6. Liyun Ma,Si-Min Liu,Lin Yao,Li Xu.  (2014-12-22)  Preparation and chromatographic performance evaluation of cucurbit[7]uril immobilized silica..  Journal of chromatography. A,  1376  (64-73). 
7. Haiping Li, Bo Zhang, Fanping Meng, Siyuan Shao, Yufan Xia, Yu Yao.  (2024)  Adsorption, natural attenuation, and microbial community response of ofloxacin and oxolinic acid in marine sediments.  ENVIRONMENTAL POLLUTION,  347  (123738). 
8. Huifang Li, Yu Yue, Xiao Wang, Dahuan Liu.  (2025)  An environmentally friendly lithium extraction system utilizing Cyanex 272 as iron-fixed reagent.  DESALINATION,    (118574). 
9. Fan Luo, Changchao Zhang, Yuyang Zhang, Jie Han, Ziteng Wang, Wenge Yang, Yonghong Hu.  (2024)  Determination and analysis of 4-hydroxyphenylacetamide solubility in different solvents by Hansen solubility parameters, solvent effect and thermodynamic properties.  JOURNAL OF MOLECULAR LIQUIDS,  411  (125673). 
10. Siyu Gan, Zhenxing Wang, Chunli Zheng, Zishen Lin, Ai-bin Zhu, Bo Lai.  (2024)  Enhanced Treatment of Antimony Mine Wastewater by Sulfidated Micro Zerovalent Iron (S-mZVI).  LANGMUIR,  40  (41): (21701-21710). 
11. Qingsheng Wang, Wen Huang, Qian Sun, Mengqi Le, Lili Cai, Yong-Guang Jia.  (2025)  Facially amphiphilic skeleton-derived antibacterial crown ether/silver ion complexes.  Soft Matter,     
12. Wenjun Rao, Xin Li, Linghua Ouyang, Shuilan Zhu, Shuai Hu, Linfeng Yuan, Jinying Zhou.  (2024)  Investigation of the quality of rapeseed oil derived from different varieties and growth periods based on GC-IMS technique.  MICROCHEMICAL JOURNAL,  205  (111357). 
13. Yinfeng Li, Huaiyuan Cao, Zixiao Xue, Ran Luo, Xuejie Lin, Yuhua Xue, Long Zhang, Jin He.  (2024)  Optical bonding utilizing aqueous Al2O3–P2O5-lactate sol-gel adhesives.  CERAMICS INTERNATIONAL,  50  (33537). 
14. Qiuyan Lin, Na Zheng, Qirui An, Zhifei Xiu, Xiaoqian Li, Huicheng Zhu, Changcheng Chen, Yunyang Li, Sujing Wang.  (2024)  Phthalate monoesters accumulation in residential indoor dust and influence factors.  SCIENCE OF THE TOTAL ENVIRONMENT,  948  (174900). 
15. Runzhe Liu, Zihao Wang, Wenbo Yang, Jinzhe Cao, Shengyang Tao.  (2024)  Self-optimizing Bayesian for continuous flow synthesis process.  Digital Discovery,  3  (10): (1958-1966). 
16. Xue Tiange, Huang Zeya, Zhang Xiaotian, Meng Meng, Yu Shixiang, Chen Tian, Fu Renli.  (2024)  Study on high temperature reliability of electrical interconnection material of SiC pressure sensor.  JOURNAL OF MATERIALS SCIENCE-MATERIALS IN ELECTRONICS,  35  (10): (1-12). 
17. Wanyu Li, Jiamin Ye, Zhiwen Jia, Haipeng Yu, Linghao Li, Hong Wang, Enchen Jiang, Yan Sun, Xiwei Xu.  (2024)  The full utilization of bagasse via deep eutectic solvent pretreatment for low-condensed lignin and cellulose smart indicator film.  CHEMICAL ENGINEERING JOURNAL,  492  (151653). 

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