Arglabin

Chemical Information
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 Number | 84692-91-1 |
| PubChem CID | 5574924 |
| 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 Formula | C15H18O3 |
| Molecular Weight | 246.30 |
| XLogP | 1.7 |
| Topological Polar Surface Area | 38.8 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 0 |
| Heavy Atom Count | 18 |
| Formal Charge | 0 |
| Complexity | 506 |
| Property | Value |
|---|---|
| Molecular Weight | 246.30 |
| XLogP3 | 1.7 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 0 |
| Exact Mass | 246.125594432 |
| Monoisotopic Mass | 246.125594432 |
| Topological Polar Surface Area | 38.8 Ų |
| Heavy Atom Count | 18 |
| Formal Charge | 0 |
| Complexity | 506 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 5 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
Related Products
| Catalog | Name |
|---|---|
| GTR19036297-01 | Argadin |
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