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ChemicalBook--->CAS DataBase List--->42895-58-9

42895-58-9

42895-58-9 Structure

42895-58-9 Structure
IdentificationBack 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 PropertiesBack 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
Safety DataBack Directory
[WGK Germany ]

3
Hazard InformationBack 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. 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.
[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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