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Costunolide (553-21-9)

Identification
Name:Costunolide
Synonyms:(1S,4E,8E,10S)-4,8-dimethyl-13-methylidene-11-oxabicyclo[8.3.0]trideca-4,8-dien-12-one;Cyclodeca[b]furan-2(3H)-one,3a,4,5,8,9,11ahexahydro- 6,10-dimethyl-3-methylene-,(3aS,6E,10E,11aR)-;Costunolid;(1S,10S)-4,8-dimethyl-13-methylidene-11-oxabicyclo[8.3.0]trideca-4,8-dien-12-one;Costus lactone;(E,E)-6-alpha-Hydroxygermacra-1(10),4,11(13)-trien-12-oic acid gamma-lactone;
CAS:553-21-9
Molecular Formula: C15H20O2
Molecular Weight: 232.32
InChI: InChI=1/C15H20O2/c1-10-5-4-6-11(2)9-14-13(8-7-10)12(3)15(16)17-14/h5,9,13-14H,3-4,6-8H2,1-2H3/b10-5+,11-9+/t13-,14+/m0/s1
Molecular Structure: (C15H20O2) (1S,4E,8E,10S)-4,8-dimethyl-13-methylidene-11-oxabicyclo[8.3.0]trideca-4,8-dien-12-one;Cyclodeca[b]f...
Properties
Density:1.03 g/cm3
Refractive index:1.519
Specification:

 Costunolide with cas registry number of 553-21-9 is also known as (3AS,6E,10E,11AR)-3A,4,5,8,9,11A-hexahydro-6,10-dimethyl-3-methylene-cyclodeca[B]furan-2(3H)-one ; Costunolide ; (E,E)-6-alpha-hydroxygermacra-1(10),4,11(13)-trien-12-oicacidgamma-lactone ; Costunolid ; Germacra-1(10),4,11(13)-trien-12-oicacid,6-alpha-hydroxy-,gamma-lactone,(e, ; Cyclodeca[b]furan-2(3H)-one,3a,4,5,8,9,11a-hexahydro-6,10-dimethyl-3- methylene-,[3aS-(3aR*,6E,10E,11aS*)]- ; Custunolide ; (3AS,6E,10E,11aR)-6,10-Dimethyl-3-methylidene-3a,4,5,8,9,11a-hexahydrocyclodeca[d]furan-2-one . Costunolide is an active sesquiterpene lactone of medicinal herbs with anti-inflammatory and potential anti-cancer activity. It affects nuclear organization and reorganized microtubule architecture. Costunolide demonstrates polymerizing ability, by inducing the formation of well organized microtubule polymers. It also used as chemoprophylactic agent in schistosomiasis.

Biological Activity: Inhibitor of human telomerase activity (IC 50 = 65 μ M in MCF-7 breast cancer cells). Suppresses proliferation and induces apoptosis in a variety of human tumor cell lines. Selectively blocks endothelial cell proliferation induced by VEGF. Inhibits expression of iNOS and IL-1 β and disrupts NF- κ B activation. Displays anti-inflammatory, antifungal and antiviral properties.
Safety Data
 

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