StevensineA dibrominated alkaloid deterrant of predatory fishes

Stevensine (CAS 99102-22-4)

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Synonym: 4-(2-amino-1H-imidazol-5-yl)-2,3-dibromo-6,7-dihydro-1H-pyrrolo[2,3-c]azepin-8-one
Application: A dibrominated alkaloid deterrant of predatory fishes
CAS Number: 99102-22-4
Molecular Weight: 387.03
Molecular Formula: C11H9Br2N5O
* Refer to Certificate of Analysis for lot specific data (including water content).
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Stevensine is a dibrominated alkaloid. Deters feeding of predatory fishes. Exhibits antitumor and weak antimicrobial activity.


References

Synthesis of C(11)N(5) Marine Sponge Alkaloids: (+/-)-Hymenin, Stevensine, Hymenialdisine, and Debromohymenialdisine: Y.Z. Xu, et al.; J. Org. Chem. 62, 456 (1997) Chemical defense of the caribbean reef sponge Axinella corrugata against predatory fishes: D.M. Wilson, et al.; J. Chem. Ecology 25, 2811 (1999) Antimicrobial activity of Caribbean sponge extracts: R.W. Newbold, et al.; Aqu. Microb. Ecol. 19, 279 (1999) In vitro culture of the tropical sponge Axinella corrugata (Demospongiae): effect of food cell concentration on growth, clearance rate, and biosynthesis of stevensine: A.R. Duckworth, et al.; Mar. Biotechnol. (NY) 5, 519 (2003) Cyclic heptapeptides from the Jamaican sponge Stylissa caribica: R. Mohammed, et al.; J. Nat. Prod. 69, 1739 (2006) Disturbance of voltage-induced cellular calcium entry by marine dimeric and tetrameric pyrrole--imidazole alkaloids: U. Bickmeyer, et al.; Toxicon 50, 490 (2007)

Physical State :
Solid
Derived From :
Pseudaxynissa cantharella.
Solubility :
Soluble in DMSO or 100% ethanol.
Storage :
Store at -20° C
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
PubChem CID :
11003581
SMILES :
C1C=C(C2=C(C(=O)N1)NC(=C2Br)Br)C3=CN=C(N3)N

Download SDS (MSDS)

Certificate of Analysis

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