ChemicalBook--->CAS DataBase List--->16837-52-8

16837-52-8

16837-52-8 Structure

16837-52-8 Structure
IdentificationBack Directory
[Name]

Ammothamnine
[CAS]

16837-52-8
[Synonyms]

Kurainone
OXYMATRINE
cis-matrine
ammothamnine
OXYMATRINE(P)
MATRINE OXIDE
Oxymatrine,(S)
Oxymatrine CRS
Pachycarpidine
Oxymatrine std.
matrine n-oxide
matrine,1-oxide
matrine1beta-oxide
Oxymatrine Marine
Oxymatrine Standard
oxymatrine?pesticide
Oxymatrine 16837-52-8
Ammothamnine USP/EP/BP
OXYMATRINE, 98.0% BY HPLC
Ammothamnine Oxymatrine
OxyMatrine(Matrine N-oxide)
Matridin-15-one,1-oxide, (1β)-
1-oxide,(1-beta)-matridin-15-on
Oxymatrine,Matrine N-oxide,Ammothamnine
Matrine N-oxide. Ammothamnine. Pachycarpidine
Oxymatrine, 98%, from Sophora flavescens Aiton
(6AS,11AR,11BR,11CS)-3A-OXY-DODECAHYDRO-3A,7A-DIAZA-BENZO[DE]ANTHRACEN-8-ONE
Dodecahydro-1,8-dihydroxy-7,14-methano-4H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocin-4-one
(1R,2R,9S,13S,17S)-13-Oxido-7-aza-13-azoniatetracyclo[7.7.1.02,7.013,17]heptadecan-6-one
(4S,41S,7aS,13aR,13bR)-10-Oxododecahydro-1H,5H-dipyrido[2,1-f:3',2',1'-ij][1,6]naphthyridine 4(41H)-oxide
(4R,7aS,13aR,13bR,13cS)-dodecahydro-4-oxide-1H,5H,10H-dipyrido[2,1-f:3',2',1'-ij][1,6]naphthyridin-10-one
1H,5H,10H-Dipyrido[2,1-f:3',2',1'-ij][1,6]naphthyridin-10-one, dodecahydro-, 4-oxide, (4R,7aS,13aR,13bR,13cS)-
[EINECS(EC#)]

605-514-4
[Molecular Formula]

C15H24N2O2
[MDL Number]

MFCD00210339
[MOL File]

16837-52-8.mol
[Molecular Weight]

264.36
Chemical PropertiesBack Directory
[Melting point ]

208℃
[storage temp. ]

2-8°C
[solubility ]

methanol: soluble10mg/mL, clear, colorless
[form ]

powder
[pka]

4.87±0.20(Predicted)
[color ]

white to off-white
[Stability:]

Hygroscopic
[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]

[N@@+]12([O-])CCC[C@]3([H])C1[C@@]([H])([C@@]1([H])CCCC(=O)N1C3)CCC2
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

22-20/22
[Safety Statements ]

24/25
[WGK Germany ]

3
[RTECS ]

OQ1770000
[HS Code ]

29399990
[Hazardous Substances Data]

16837-52-8(Hazardous Substances Data)
Hazard InformationBack Directory
[Description]

An alkaloid from Sophora angustifolia var. flavescens S. and Z., the bas'e crystal_x0002_lizes as the monohydrate having the lower melting point given above. It is dextrorotatory with [α]19D + 47.7° (EtOH) and yields crystalline salts and derivatives: hydrobromide, m.p. 21SoC; aurichloride, m.p. 207°C (dec.); perchlorate, m.p. 240°C (dec.); picrate, m.p. 21SoC and the methochloride aurichloride, m.p. 18SoC (dec.). Ochiai and Ito have shown that it is formed by the action of hydrogen peroxide on Matrine (q.v.), indicating that its structure is matrine-N-oxide.
[Chemical Properties]

Colorless block crystals, easily soluble in chloroform and methanol, insoluble in petroleum ether and acetone, derived from Sophora flavescens and Radix Sophorae flavescentis.
[Uses]

antifungal, hepatoprotectant
[Definition]

ChEBI: Ammothamnine is an alkaloid and a tertiary amine oxide.
[Enzyme inhibitor]

This quinolizidine alkaloid (FW = 264.37 g/mol), also known as matrine oxide, matrine N-oxide, matrine 1-oxide, and (7aS,13aR,13bR,3cS) dodecahydro-1H,5H,10H-dipyrido[2,1-f:3′,2′,1′-ij][1,6]naphthyridin-10-one 4-oxide, from the root of the traditional Chinese herb Sophora flavescens inhibits/suppresses ulceration (e.g., experimental gastric ulcer, pylorus ligation ulcer and indomethacin), most likely by decreasing acid secretion and inhibiting gastric motility. Oxymatrine induces mitochondria dependent apoptosis in human osteosarcoma MNNG and HOS cells through the inhibition of PI3K/Akt pathway. Oxymatrine also prevents NF-κB nuclear translocation, thereby ameliorating acute intestinal inflammation .
[storage]

Store at -20°C
[References]

Kondo et al., Arch. Pharm., 275,493 (1937)
Ochiai, Ito., Ber., 81,938 (1938)
Spectrum DetailBack Directory
[Spectrum Detail]

Ammothamnine(16837-52-8)1HNMR
16837-52-8 suppliers list
Company Name: Nanjing Duolong Bio-tech Co.,Ltd.  Gold
Telephone: 18905173768
Website: http://www.dolonchem.com
Company Name: Nanjing bingcheng Biotechnology Co., Ltd.  Gold
Telephone: 18805194892
Website: http://www.bcswluck.com
Company Name: Shanghai Boyle Chemical Co., Ltd.  
Telephone: 021-50182298 021-50180596
Website: www.boylechem.com
Company Name: 3B Pharmachem (Wuhan) International Co.,Ltd.  
Telephone: 18930552037
Website: www.chemicalbook.com/showsupplierproductslist13285/0_en.htm
Company Name: Chembest Research Laboratories Limited  
Telephone: 021-20908456
Website: www.biochembest.com
Company Name: Beijing HwrkChemical Technology Co., Ltd  
Telephone: 89508211 18501085097
Website: www.hwrkchemical.com
Company Name: Energy Chemical  
Telephone: 400-0056266
Website: www.energy-chemical.com
Company Name: Adamas Reagent, Ltd.  
Telephone: 4006009262 13023226327
Website: www.tansoole.com
Company Name: Shanghai Hanhong Scientific Co.,Ltd.  
Telephone: 021-54306202 13764082696
Website: https://www.hanhongsci.com
Company Name: China DongFan Chemical Co.,LTD  
Telephone: 86-0571-85151182
Website: www.chemicalbook.com/ShowSupplierProductsList14819/0_EN.htm
Company Name: Shandong Xiya Chemical Co., Ltd  
Telephone: 13355009207 13355009207
Website: http://www.xiyashiji.com
Company Name: Sichuan Kulinan Technology Co., Ltd  
Telephone: 400-1166-196 18981987031
Website: http://www.hx-r.com/
Company Name: China Langchem Inc.  
Telephone: 0086-21-58956006
Website: www.chemicalbook.com/ShowSupplierProductsList19141/0_EN.htm
Company Name: Sinopharm Chemical Reagent Co,Ltd.  
Telephone: 86-21-63210123
Website: www.reagent.com.cn
Company Name: Aktin Chemicals, Inc.   
Telephone: 86-28-85159085
Website: www.aktinchem.com
Company Name: Shenzhen Sungening Bio-Tech Co., Ltd  
Telephone: +86-0755-89668383
Website: www.sungening.com/en
Company Name: Dalian Meilun Biotech Co., Ltd.  
Telephone: 0411-62910999 13889544652
Website: http://www.meilunbio.com/
Company Name: BioBioPha Co., Ltd.  
Telephone: 0871-65217109
Website: http://www.biobiopha.com
Tags:16837-52-8 Related Product Information
1314-13-2 1309-48-4 75-56-9 519-02-8 19716-60-0 737-52-0 39011-91-1 29700-22-9 145572-44-7 54809-74-4 26904-64-3 75-21-8 10102-43-9 6151-25-3 10097-84-4 152-95-4 1312-43-2 1317-36-8