| Identification | Back Directory | [Name]
DeMethyleneberberine | [CAS]
25459-91-0 | [Synonyms]
DeMethyleneberberine
DeMethyleneberberine USP/EP/BP
Dibenzo[a,g]quinoliziniuM,5,6-dihydro-2,3-dihydroxy-9,10-diMethoxy
2,3-dihydroxy-9,10-dimethoxy-5,6-dihydroisoquino[3,2-a]isoquinolinium
9,10-dimethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium-2,3-diol
2,3-dihydroxy-9,10-dimethoxy-5,6-dihydroisoquinolino[3,2-a]isoquinolin-7-ium | [Molecular Formula]
C19H18NO4+ | [MDL Number]
MFCD32200278 | [MOL File]
25459-91-0.mol | [Molecular Weight]
324.351 |
| Chemical Properties | Back Directory | [storage temp. ]
4°C, protect from light | [solubility ]
DMSO : 33.33 mg/mL (102.76 mM; Need ultrasonic) | [form ]
powder | [color ]
Yellow | [InChI]
InChI=1S/C19H17NO4/c1-23-18-4-3-11-7-15-13-9-17(22)16(21)8-12(13)5-6-20(15)10-14(11)19(18)24-2/h3-4,7-10,22H,5-6H2,1-2H3/p+1 | [InChIKey]
HVTCKKMWZDDWOY-UHFFFAOYSA-O | [SMILES]
OC1=C(C=C2CC[N+]3=CC4=C(C(OC)=CC=C4C=C3C2=C1)OC)O |
| Hazard Information | Back Directory | [Chemical Properties]
Yellow crystals, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from Phellodendron chinense. | [Uses]
Demethyleneberberine is a naturally occurring alkaloid in plants that displays anti-adipogenic effects and is also shown to alleviate IBS. | [Biological Activity]
Demethyleneberberine, a berberine metabolite, is a mitochondria-targeted antioxidant isolated from Cortex Phellodendri chinensis th at exhibits multiple pharmacological activities including anti-microbial, anti-inflammatory, anti-diarrhea and anti-cancer. Demethyleneberberine alleviates ethanol-dependent oxidative stress by suppression of cytochrome CYP2E1 (P450 2E1), hypoxia inducible factor α (HIF-1α) and inducible nitric oxide synthase (iNOS). It appears th at demethyleneberberine attenuates non-alcoholic fatty liver disease (NAFLD) through activation of AMPK. | [target]
P450 (e.g. CYP17) | HIF | NOS |
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