Fungisporin

Fungisporin
Names
	IUPAC name (3S,6R,9S,12R)-3,6-Dibenzyl-9,12-di(propan-2-yl)-1,4,7,10-tetrazacyclododecane-2,5,8,11-tetrone
Identifiers
CAS Number	24181-12-2 ;
3D model (JSmol)	Interactive image;
ChemSpider	62972065;
PubChem CID	102067229;
	InChI InChI=OWKLJRMFTXDULF-NAVOZUGXSA-N Key: 1S/C28H36N4O4/c1-17(2)23-27(35)30-21(15-19-11-7-5-8-12-19)25(33)29-22(16-20-13-9-6-10-14-20)26(34)31-24(18(3)4)28(36)32-23/h5-14,17-18,21-24H,15-16H2,1-4H3,(H,29,33)(H,30,35)(H,31,34)(H,32,36)/t21-,22+,23+,24-/m1/s1;
	SMILES CC(C)[C@@H]1C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N1)CC2=CC=CC=C2)CC3=CC=CC=C3)C(C)C;
Properties
Chemical formula	C28H36N4O4
Molar mass	492.620 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

Fungisporin is a antibiotic with the molecular formula C₂₈H₃₆N₄O₄ which is produced by Aspergillus and Penicillium species.^[1]^[2] The cyclic peptide is a tetramer, consists of one each of the two enantiomeric forms of phenylalanine and of valine.

References[edit]

^ "Fungisporin". Pubchem.ncbi.NLM.nih.gov.
^ Buckingham, John (1987). Dictionary of Organic Compounds. Taylor & Francis. p. 342. ISBN 978-0-412-17050-8.

Ali, Hazrat; Ries, Marco I.; Lankhorst, Peter P.; van der Hoeven, Rob A. M.; Schouten, Olaf L.; Noga, Marek; Hankemeier, Thomas; van Peij, Noël N. M. E.; Bovenberg, Roel A. L.; Vreeken, Rob J.; Driessen, Arnold J. M. (2 June 2014). "A Non-Canonical NRPS Is Involved in the Synthesis of Fungisporin and Related Hydrophobic Cyclic Tetrapeptides in Penicillium chrysogenum". PLOS ONE. 9 (6): e98212. Bibcode:2014PLoSO...998212A. doi:10.1371/journal.pone.0098212. PMC 4041764. PMID 24887561.
Miyao, Kohei (January 1960). "The Structure of Fungisporin: (Studies on Fungisporin III)". Bulletin of the Agricultural Chemical Society of Japan. 24 (1): 23–30. doi:10.1080/03758397.1960.10857626.

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Names

IUPAC name (3S,6R,9S,12R)-3,6-Dibenzyl-9,12-di(propan-2-yl)-1,4,7,10-tetrazacyclododecane-2,5,8,11-tetrone
Identifiers
CAS Number	24181-12-2^N
3D model (JSmol)	Interactive image
ChemSpider	62972065
PubChem CID	102067229
InChI InChI=OWKLJRMFTXDULF-NAVOZUGXSA-N Key: 1S/C28H36N4O4/c1-17(2)23-27(35)30-21(15-19-11-7-5-8-12-19)25(33)29-22(16-20-13-9-6-10-14-20)26(34)31-24(18(3)4)28(36)32-23/h5-14,17-18,21-24H,15-16H2,1-4H3,(H,29,33)(H,30,35)(H,31,34)(H,32,36)/t21-,22+,23+,24-/m1/s1
SMILES CC(C)[C@@H]1C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N1)CC2=CC=CC=C2)CC3=CC=CC=C3)C(C)C
Properties
Chemical formula	C₂₈H₃₆N₄O₄
Molar mass	492.620 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