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Theonellamide F

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Theonellamide F
Names
IUPAC name (1S,5R,7S,14S,17S,20S,23R,26S,30S,33S,36S,39S)-17--20-(2-amino-2-oxoethyl)-33-benzyl-30--14--5-hydroxy-39--26,36-bis(hydroxymethyl)-3,9,13,16,19,22,25,28,32,35,38,41-dodecaoxo-2,8,12,15,18,21,24,27,31,34,37,40,44,46-tetradecazatricyclooctatetraconta-43(48),44-diene-7-carboxylic acid
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C69H86Br2N16O22/c1-33(8-9-35-10-14-38(70)15-11-35)20-51(92)42-27-55(96)78-49(30-88)65(104)83-48-29-87-28-40(75-32-87)23-45(62(101)85-56(34(2)90)67(106)84-50(31-89)66(105)80-44(61(100)79-42)21-36-6-4-3-5-7-36)76-54(95)25-41(91)24-47(69(108)109)77-53(94)18-19-74-60(99)43(22-37-12-16-39(71)17-13-37)82-68(107)57(58(97)59(73)98)86-63(102)46(26-52(72)93)81-64(48)103/h3-17,20,28,32,34,41-51,56-58,88-92,97H,18-19,21-27,29-31H2,1-2H3,(H2,72,93)(H2,73,98)(H,74,99)(H,76,95)(H,77,94)(H,78,96)(H,79,100)(H,80,105)(H,81,103)(H,82,107)(H,83,104)(H,84,106)(H,85,101)(H,86,102)(H,108,109)/b9-8+,33-20+/t34-,41+,42-,43-,44-,45-,46-,47-,48+,49-,50-,51-,56-,57-,58+/m0/s1Key: DAIPMSNAEZFUGV-BIWASUEOSA-N
SMILES
  • C(1C(=O)N(C(=O)N(C(=O)N(CC(=O)N(C(=O)N2CN3C=C(C(C(=O)N1)NC(=O)C(C(NC(=O)CCNC(=O)(NC(=O)(NC(=O)(NC2=O)CC(=O)N)(C(=O)N)O)CC4=CC=C(C=C4)Br)C(=O)O)O)N=C3)CO)(/C=C(\C)/C=C/C5=CC=C(C=C5)Br)O)CC6=CC=CC=C6)CO)O
Properties
Chemical formula C69H86Br2N16O22
Molar mass 1651.345 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Theonellamide F is an antifungal isolate of a sea sponge.

References

  1. Otero-Gonzáiez, Anselmo Jesus; Magalhães, Beatriz Simas; Garcia-Villarino, Monica; López-Abarrategui, Carlos; Sousa, Daniel Amaro; Dias, Simoni Campos; Franco, Octávio Luiz (May 2010). "Antimicrobial peptides from marine invertebrates as a new frontier for microbial infection control". FASEB J. 24 (5): 1320–34. doi:10.1096/fj.09-143388. PMID 20065108. S2CID 23976702.


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