Identification | Back Directory | [Name]
14-DEOXY-11,12-DIDEHYDROANDROGRAPHOLIDE | [CAS]
42895-58-9 | [Synonyms]
AP 10 14-dehydro Andrographolide Andrographolide Impurity 1 14-Deoxy-11,12-didehydroandrographol 14-DEOXY-11,12-DIDEHYDROANDROGRAPHOLIDE 11,12-Didehydro-14-deoxyandrographolide 14-Deoxy-11,14-didehydroandrographolide Deoxy-11,12-Didehydroandrographolide, 14- 14-Deoxy-11,12-didehydroandrographolide?, >98% 3,19-Dihydroxylabda-8(17),11,13-trien-16,15-olide 14-DEOXY-11,12-DIDEHYDROANDROGRAPHOLIDE USP/EP/BP 14-Deoxy-11,12-didehydroandrographolide16,15-olide ent-(3β,11E)-3,19-Dihydroxy-8(17),11,13-labdatrien-16,15-olide 3-[(E)-2-[(1R,4aβ)-2-Methylene-5α-(hydroxymethyl)-5,8aα-dimethyl-6α-hydroxydecalin-1α-yl]ethenyl]-2,5-dihydrofuran-2-one 3-[(E)-2-[(1R,4aβ)-Decahydro-6α-hydroxy-5α-(hydroxymethyl)-5,8aα-dimethyl-2-methylenenaphthalen-1-yl]vinyl]furan-2(5H)-one 3-((E)-2-((1R,4aS,5R,6R,8aR)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylenedecahydronaphthalen-1-yl)vinyl)furan-2(5H)-one 3-[(E)-2-[(1R,4aβ)-2-Methylene-5α-(hydroxymethyl)-6α-hydroxy-5,8aα-dimethyldecahydronaphthalene-1α-yl]ethenyl]-2,5-dihydrofuran-2-one 3-[(1E)-2-[(1R,4aS,5R,6R,8aR)-Decahydro-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylene-1-naphthalenyl]ethenyl]- 2(5H)-furanone 2(5H)-Furanone, 3-[(1E)-2-[(1R,4aS,5R,6R,8aR)-decahydro-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylene-1-naphthalenyl]ethenyl]- | [EINECS(EC#)]
226-852-5 | [Molecular Formula]
C20H28O4 | [MDL Number]
MFCD07778081 | [MOL File]
42895-58-9.mol | [Molecular Weight]
332.43 |
Chemical Properties | Back Directory | [Melting point ]
204-205℃ | [Boiling point ]
519.6±50.0 °C(Predicted) | [density ]
1.17 | [storage temp. ]
Store at -20°C | [solubility ]
DMF: 10 mg/ml; DMF:PBS(pH 7.2)(1:1): 0.5 mg/ml; DMSO: 2 mg/ml | [form ]
neat | [pka]
14.80±0.70(Predicted) | [color ]
White to off-white |
Hazard Information | Back Directory | [Description]
14-deoxy-11,12-didehydro Andrographolide is an analog of the natural diterpenoid andrographolide (Item No. 11679) that can be isolated from A. paniculata.1 It retains the anti-inflammatory, antiallergenic, immuno-stimulatory, antiviral, antioxidant, hepatoprotective, and cardiovascular activities of andrographolide without producing cytotoxicity in KB cells (ED50 >20 μg/ml) that can occur with andrographolide 6.5 μg/ml.1,2 | [Uses]
14-Deoxy-11,12-didehydroandrographolide is the derivative of Andrographolide(A637475) is a labdane diterpenoid (2). Andrographolide is the main bioactive component isolated from the medicinal plant Andrographis paniculata (2). Andrographolide showed significant antihepatotoxic action in P. berghei K173-induced hepatic damage in M. natalensis(1). Andrographolide inhibits tumor necrosis factor-α (TNF-α)-induced intercellular adhesion mol.-1 (ICAM-1) expression and adhesion of HL-60 cells onto human umbilical vein endothelial cells (HUVEC), which are associated with inflammatory diseases (2). These findings suggest that Andrographolide may have potential as a cardiovascular-protective agent. | [Definition]
ChEBI: 14-Deoxy-11,12-didehydroandrographolide is a diterpene lactone. It has a role as a metabolite. |
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