Oroidin information

Oroidin
Names
	Preferred IUPAC name N-[(2E)-3-(2-Amino-1H-imidazol-5-yl)prop-2-en-1-yl]-4,5-dibromo-1H-pyrrole-2-carboxamide
Identifiers
CAS Number	34649-22-4 ;
3D model (JSmol)	Interactive image;
ChemSpider	4880362;
PubChem CID	6312649;
UNII	PF75E92XKM ;
	InChI InChI=1S/C11H11Br2N5O/c12-7-4-8(18-9(7)13)10(19)15-3-1-2-6-5-16-11(14)17-6/h1-2,4-5,18H,3H2,(H,15,19)(H3,14,16,17)/b2-1+ Key: QKJAXHBFQSBDAR-OWOJBTEDSA-N; InChI=1/C11H11Br2N5O/c12-7-4-8(18-9(7)13)10(19)15-3-1-2-6-5-16-11(14)17-6/h1-2,4-5,18H,3H2,(H,15,19)(H3,14,16,17)/b2-1+ Key: QKJAXHBFQSBDAR-OWOJBTEDBG;
	SMILES C1=C(NC(=C1Br)Br)C(=O)NC/C=C/C2=CNC(=N2)N;
Properties
Chemical formula	C11H11Br2N5O
Molar mass	389.051 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Oroidin is a bromopyrrole alkaloid, originally isolated from marine sponges in the genus Agelas.^[1]^[2]^[3] It appears to have a wide range of biological activities, which makes Oroidin a potential drug candidate for various diseases.^[4] It also serves as chemical defense in marine sponges.^[5]

^ Forenza, S.; Minale, L.; Riccio, R.; Fattorusso, E. (1971). "New bromo-pyrrole derivatives from the sponge Agelas oroides". Journal of the Chemical Society D: Chemical Communications (18): 1129. doi:10.1039/c29710001129. ISSN 0577-6171.
^ Young, Ian S.; Thornton, Paul D.; Thompson, Alison (2010). "Synthesis of natural products containing the pyrrolic ring". Natural Product Reports. 27 (12): 1801–1839. doi:10.1039/c0np00014k. ISSN 0265-0568. PMID 20936222.
^ Blunt, John W.; Carroll, Anthony R.; Copp, Brent R.; Davis, Rohan A.; Keyzers, Robert A.; Prinsep, Michèle R. (2018-01-25). "Marine natural products". Natural Product Reports. 35 (1): 8–53. doi:10.1039/C7NP00052A. hdl:10072/381349. ISSN 1460-4752. PMID 29335692.
^ Forte, Barbara; Malgesini, Beatrice; Piutti, Claudia; Quartieri, Francesca; Scolaro, Alessandra; Papeo, Gianluca (2009-11-27). "A Submarine Journey: The Pyrrole-Imidazole Alkaloids". Marine Drugs. 7 (4): 705–753. doi:10.3390/md7040705. ISSN 1660-3397. PMC 2810223. PMID 20098608.
^ Chanas, Brian; Pawlik, Joseph R.; Lindel, Thomas; Fenical, William (1997-01-03). "Chemical defense of the Caribbean sponge Agelas clathrodes (Schmidt)". Journal of Experimental Marine Biology and Ecology. 208 (1): 185–196. doi:10.1016/S0022-0981(96)02653-6. ISSN 0022-0981.

[:0-1] Forenza, S.; Minale, L.; Riccio, R.; Fattorusso, E. (1971). "New bromo-pyrrole derivatives from the sponge Agelas oroides". Journal of the Chemical Society D: Chemical Communications (18): 1129. doi:10.1039/c29710001129. ISSN 0577-6171.

[:11-2] Young, Ian S.; Thornton, Paul D.; Thompson, Alison (2010). "Synthesis of natural products containing the pyrrolic ring". Natural Product Reports. 27 (12): 1801–1839. doi:10.1039/c0np00014k. ISSN 0265-0568. PMID 20936222.

[:12-3] Blunt, John W.; Carroll, Anthony R.; Copp, Brent R.; Davis, Rohan A.; Keyzers, Robert A.; Prinsep, Michèle R. (2018-01-25). "Marine natural products". Natural Product Reports. 35 (1): 8–53. doi:10.1039/C7NP00052A. hdl:10072/381349. ISSN 1460-4752. PMID 29335692.

[:1-4] Forte, Barbara; Malgesini, Beatrice; Piutti, Claudia; Quartieri, Francesca; Scolaro, Alessandra; Papeo, Gianluca (2009-11-27). "A Submarine Journey: The Pyrrole-Imidazole Alkaloids". Marine Drugs. 7 (4): 705–753. doi:10.3390/md7040705. ISSN 1660-3397. PMC 2810223. PMID 20098608.

[:4-5] Chanas, Brian; Pawlik, Joseph R.; Lindel, Thomas; Fenical, William (1997-01-03). "Chemical defense of the Caribbean sponge Agelas clathrodes (Schmidt)". Journal of Experimental Marine Biology and Ecology. 208 (1): 185–196. doi:10.1016/S0022-0981(96)02653-6. ISSN 0022-0981.

Oroidin information

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Oroidin

Agelas conifera