| Identification | Back 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 Properties | Back 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 | [InChIKey]
XVPBINOPNYFXID-LHDUFFHYSA-N |
| Hazard Information | Back 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. | [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) |
|
|