Cookie Policy: This site uses cookies to improve your experience. You can find out more about our use of cookies in our Privacy Policy. By continuing to browse this site you agree to our use of cookies.
AdipoGen Life Sciences
Agelasine D
240
CHF
CHF 240.00
In stock
AG-CN2-0492-M0011 mgCHF 240.00
| Product Details | |
|---|---|
| Synonyms | (+)-Agelasine D |
| Product Type | Chemical |
| Properties | |
| Formula |
C26H40N5 |
| MW | 422.6 |
| CAS | 92664-80-7 |
| Source/Host Chemicals | Isolated from sponge Agelas sp. |
| Purity Chemicals | ≥97% (HPLC) |
| Appearance | Off-white to colorless crystals. |
| Solubility | Soluble in DMSO, ethanol or methanol. |
| Identity | Determined by 1H-NMR and MS. |
| InChi Key | SHVHRNDHUVXXIF-XGBZQHFCSA-O |
| Smiles | C/C(CC[C@H]1C(CC[C@]2([H])[C@]1(C)CCCC2(C)C)=C)=C\C[NH]3CN(C)C4=C3C(N)=NC=N4 |
| Shipping and Handling | |
| Shipping | AMBIENT |
| Short Term Storage | +4°C |
| Long Term Storage | -20°C |
| Handling Advice |
Keep cool and dry. Protect from light. |
| Use/Stability | Stable for at least 2 years after receipt when stored at -20°C. |
| Documents | |
| MSDS |
 Download PDF |
| Product Specification Sheet | |
| Datasheet |
Download PDF |
Description
- Antifouling compound.
- Antimycobacterial and antibacterial agent. Exerts its antibacterial effect by inhibiting enzyme BCG 3185c, a suspected dioxygenase thereby disrupting bacterial homeostasis.
- Associated with contractive responses of smooth muscles and inhibition of Na+/K+ ATPase.
- Cytotoxic/Antineoplastic agent. Found to exhibit inhibitory activity against several cancer cell lines, including the drug resistant renal cancer cell line (ACHN).
- Suppressor of RANKL-induced osteoclastogenesis via down-regulation of c-Fos, NFATc1, NF-κB and ERK.
- Antiprotozoal compound.
Product References
- Agelasine-A -B, -C and -D, novel bicyclic diterpenoids with a 9-methyladeninium unit possessing inhibitory effects on Na,K-ATPase isolated from the Okinawian sea sponge Agelas sp: H. Nakamura, et al.; Tetrahedron Lett. 25, 2989 (1984)
- (+)-agelasine D: improved synthesis and evaluation of antibacterial and cytotoxic activities: A. Vik, et al.; J. Nat. Prod. 69, 381 (2006)
- Synthesis, antimicrobial and antineoplastic activities for agelasine and agelasimine analogs with a beta-cyclocitral derived substituent: A. Proszenyak, et al.; Arch. Pharm. 340, 625 (2007)
- Antifouling activity of the sponge metabolite agelasine D and synthesised analogs on Balanus improvisus: M. Sjoegren, et al.; Biofouling 24, 251 (2008)
- Screening of Agelasine D and Analogs for Inhibitory Activity against Pathogenic Protozoa; Identification of Hits for Visceral Leishmaniasis and Chagas Disease: A. Vik, et al.; Molecules 14, 279 (2009)
- From anti-fouling to biofilm inhibition: New cytotoxic secondary metabolites from two Indonesian Agelas sponges: T. Hertiani, et al.; Bioorg. Med. Chem. 18, 1297 (2010)
- Synthesis and biological activities of marine terpene-adenine hybrids and synthetic analogs: L.-L. Gundersen; Phytochem. Rev. 12, 467 (2013) (Review)
- Identification of the target protein of agelasine D, a marine sponge diterpene alkaloid, as an anti-dormant mycobacterial substance: M. Arai, et al.; Chembiochem. 15, 117 (2014)
- Agelasine D suppresses RANKL-induced osteoclastogenesis via down-regulation of c-Fos, NFATc1 and NF-κB: M.R. Kang, et al.; Mar. Drugs 12, 5643 (2014)
Related Products
