Prymnesin-2

Prymnesin-2
Names
	IUPAC name (11S)-1-[(2R,3R,4R,5S,6R)-6-[(2R,3S,4R,4aR,6R,8aR)-6-[(2R,3S,4aR,6S,8R,8aS)-6-[(2R,3R,4aR,6S,8R, 8aR)-6-[(2S,3S,4aS,6R,8aR)-2-[(1S,3R,5S,7S,10S,12R,14S,16S,21R,22R)-7-[(1Z,3Z,6R,8Z,10Z,18Z)-6-amino-19-chlorononadeca-1,3,8,10,18-pentaen-12,16-diynyl]-22-hydroxy-2,6,11,15,20-pentaoxapentacyclo[12.9.0.03,12.05,10.016,21]tricosan-19-yl]-3-methyl-2,3,4,4a,6,7,8,8a-octahydropyrano[3,2-b]pyran-2-yl]-8-chloro-3-hydroxy-2,3,4,4a,6,7,8,8a-octahydropyrano[3,2-b]pyran-2-yl]-11-chloro-3-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxyhexadeca-13,15-diyne-2,4,6,7,8,9,10-heptol
	Other names PRM2
Identifiers
CAS Number	168010-52-4;
3D model (JSmol)	Interactive image;
PubChem CID	102510995;
CompTox Dashboard (EPA)	DTXSID10880113 ;
	InChI InChI=1S/C96H136Cl3NO35/c1-3-4-15-23-47(98)75(109)79(113)80(114)76(110)49(102)35-50(103)88(135-96-85(119)78(112)74(43-101)132-96)51(104)38-70-77(111)81(115)82(116)94(131-70)95-84(118)83(117)93-62(130-95)31-30-61(129-93)90-54(107)39-72-87(133-90)48(99)34-71(126-72)91-55(108)40-73-92(134-91)53(106)36-64(125-73)57-26-27-58-63(121-57)33-44(2)86(127-58)59-28-29-60-89(128-59)52(105)37-65-67(123-60)42-68-69(124-65)41-66-56(122-68)25-24-46(120-66)22-18-14-17-21-45(100)20-16-12-10-8-6-5-7-9-11-13-19-32-97/h1,8,10,12,14,16-19,22,32,44-96,101-119H,7,9,20-21,23-31,33-43,100H2,2H3/b10-8+,16-12+,17-14+,22-18+,32-19+/t44-,45+,46+,47-,48+,49?,50?,51?,52+,53+,54-,55+,56-,57+,58+,59?,60-,61?,62+,63-,64?,65-,66-,67-,68+,69+,70+,71?,72+,73+,74+,75?,76?,77-,78+,79?,80?,81+,82-,83+,84-,85+,86-,87+,88?,89+,90+,91+,92+,93-,94?,95+,96+/m0/s1 Key: WCHCDYFGLWOFCV-GUPVPWLLSA-N;
	SMILES C[C@H]1C[C@]2([H])O[C@@H](C3C[C@H]([C@@]4([H])O[C@@H](C5C[C@H]([C@@]6([H])O[C@@H](C7CC[C@@]8([H])O[C@@H](C9O[C@@H]([C@@H]([C@H]([C@@H]9O)O)O)CC(C(C(CC(C(C(C(C([C@H](CC#CC#C)Cl)O)O)O)O)O)O)O[C@H]%10O[C@@H]([C@H]([C@H]%10O)O)CO)O)[C@H]([C@H]([C@@]8([H])O7)O)O)[C@H](C[C@@]6([H])O5)O)Cl)[C@@H](C[C@@]4([H])O3)O)O)CC[C@@]2([H])O[C@@H]1C%11CC[C@]%12([H])O[C@@]%13([H])C[C@@]%14([H])O[C@@]%15([H])CC[C@@H](/C=C/C=C/C[C@@H](C/C=C/C=C/C#CCCC#C/C=C/Cl)N)O[C@@]%15([H])C[C@@]%14([H])O[C@@]%13([H])C[C@H]([C@@]%12([H])O%11)O;
Properties
Chemical formula	C96H136Cl3NO35
Molar mass	1970.47 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

Prymnesin-2 is an organic compound that is secreted by the haptophyte Prymnesium parvum. It belongs to the prymnesin family and has potent hemolytic and ichthyotoxic properties. In a purified form it appears as a pale yellow solid. P. parvum is responsible for red harmful algal blooms worldwide, causing massive fish killings. When these algal blooms occur, this compound poses a threat to the local fishing industry. This is especially true for brackish water, as the compound can reach critical concentrations more easily.