Nodularin

Nodularin

Names
Other names Cyclo[(2S,3S,4E,6E,8S,9S)-3-amino-9-methoxy-2,6,8-trimethyl-10-phenyl-4,6-decadienoyl-D-γ-glutamyl-(2Z)-2-(methylamino)-2-butenoyl-(3S)-3-methyl-D-β-aspartyl-L-arginyl]
Identifiers
CAS Number	118399-22-7 Y
3D model (Jmol)	Interactive image
ChEBI	CHEBI:80043 N
ChEMBL	ChEMBL108308 N
ChemSpider	10471625 N
ECHA InfoCard	100.150.290
KEGG	C15713 Y
InChI InChI=1S/C41H60N8O10/c1-8-31-38(54)48-34(40(57)58)26(5)36(52)46-29(15-12-20-44-41(42)43)37(53)45-28(25(4)35(51)47-30(39(55)56)18-19-33(50)49(31)6)17-16-23(2)21-24(3)32(59-7)22-27-13-10-9-11-14-27/h8-11,13-14,16-17,21,24-26,28-30,32,34H,12,15,18-20,22H2,1-7H3,(H,45,53)(H,46,52)(H,47,51)(H,48,54)(H,55,56)(H,57,58)(H4,42,43,44)/b17-16+,23-21+,31-8-/t24-,25-,26-,28-,29-,30+,32-,34+/m0/s1 N Key: IXBQSRWSVIBXNC-HSKGSTCASA-N N
SMILES C/C=C\1/C(=O)N[C@H]([C@@H](C(=O)N[C@H](C(=O)N[C@H]([C@@H](C(=O)N[C@H](CCC(=O)N1C)C(=O)O)C)/C=C/C(=C/[C@H](C)[C@H](CC2=CC=CC=C2)OC)/C)CCCNC(=N)N)C)C(=O)O
Properties
Chemical formula	C41H60N8O10
Molar mass	824.98 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

Nodularin-R is a cyclic nonribosomal peptide produced by the cyanobacterium Nodularia spumigena.^[1] This cyanobacterium forms blooms in brackish water bodies throughout the world. The late summer blooms of Nodularia spumigena are among the largest cyanobacterial mass occurrences in the world. Nodularin-R is a cyclic pentapeptide and contains several unusual non-proteinogenic amino acids such as N-methyl-didehydroaminobutyric acid and the β-amino acid ADDA. Nodularin-R is a potent hepatotoxin and may cause serious damage to the liver of humans and other animals.

References

See also

• Microcystins
• Nonribosomal peptides
• Cyclic peptides