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Arglabin

CAT: 0013-GTR19154905-07Size: 50 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19154905-07Size:50 mg
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Description
Arglabin is a natural product isolated from Artemisia glabella, is a NLRP3 inflammasome inhibitor, has anti-atherogenic and anticancer effects. (In Vitro) :The antitumor activity of arglabin proceeds through its inhibition of farnesyl transferase which leads to the activation of RAS proto-oncogene, a process that is believed to play a pivotal role in 20-30% of all human tumors. It actually inhibits the incorporation of farnesyl pyrophosphate into human H-ras proteins by the enzyme farnesyl transferase (FTase) . (In Vivo) :Arglabin reduces inflammation and plasma lipids, increases autophagy, and orients tissue macrophages into an anti-inflammatory phenotype in ApoE2.Ki mice fed a high-fat diet.
CAS Number
84692-91-1
Product Name Alternative
(+) -Arglabin
Purity
>98% (HPLC)
Solubility
DMSO:95 mg/mL (385.7 mM)
Smiles
C[C@]1 (CC[C@] (C2=C) ([H]) [C@@] (OC2=O) ([H]) [C@@]3 ([H]) C (C) =CC4) [C@]34O1
Molecular Formula
C15H18O3
Molecular Weight
246.3
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.

Chemical Information

Arglabin

Arglabin is an organic heterotetracyclic compound and guaianolide sesquiterpene lactone that is acrylic acid which is substituted at position 2 by a 4-hydroxy-3,8-dimethyl-1,3a,4,5,6,7-hexahydroazulen-5-yl group in which the double bond in the 7-membered ring has been epoxidised and in which the hydroxy group and the carboxy group have undergone formal condensation to give the corresponding gamma-lactone. It is found in Artemisia glabella. Arglabin-DMA HCl, the hydrochloride salt of the adduct resulting from the conjugate addition of dimethylamine to the ene-lactone moiety, has been successfully used in Khazakhstan for the treatment of breast, colon, ovarian and lung cancers. It has a role as a metabolite and an antineoplastic agent. It is an epoxide, a gamma-lactone, a sesquiterpene lactone and an organic heterotetracyclic compound.

CAS Number84692-91-1
PubChem CID5574924
IUPAC Name(1R,3S,6S,10S,11R)-3,12-dimethyl-7-methylidene-2,9-dioxatetracyclo[9.3.0.01,3.06,10]tetradec-12-en-8-one
Molecular FormulaC15H18O3
Molecular Weight246.30
XLogP1.7
Topological Polar Surface Area38.8
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count3
Rotatable Bond Count0
Heavy Atom Count18
Formal Charge0
Complexity506
SMILES
CC1=CC[C@@]23[C@H]1[C@@H]4[C@@H](CC[C@@]2(O3)C)C(=C)C(=O)O4
InChI
InChI=1S/C15H18O3/c1-8-4-7-15-11(8)12-10(9(2)13(16)17-12)5-6-14(15,3)18-15/h4,10-12H,2,5-7H2,1,3H3/t10-,11+,12-,14-,15+/m0/s1
InChIKey
UVJYAKBJSGRTHA-CUZKYEQNSA-N
Chemical Structure
2D Structure
2D structure of Arglabin
CAS: 84692-91-1
CID: 5574924
Formula: C15H18O3
MW: 246.30
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight246.30
XLogP31.7
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count3
Rotatable Bond Count0
Exact Mass246.125594432
Monoisotopic Mass246.125594432
Topological Polar Surface Area38.8 Ų
Heavy Atom Count18
Formal Charge0
Complexity506
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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A20969-25Arglabin 25mg
A20969-1Arglabin 1mg
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A20969-10Arglabin 10mg

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