Molecule

Omphalotin

AlkaPlorer ID: AK007806

Synonym: None

IUPAC Name: (3S,6S,9S,12S,15S,21S,24S,30S,33S)-9,21,30-tris[(2S)-butan-2-yl]-15-(1H-indol-3-ylmethyl)-1,4,7,13,19,22,28,31,34-nonamethyl-3,6,12,24,33-penta(propan-2-yl)-1,4,7,10,13,16,19,22,25,28,31,34-dodecazacyclohexatriacontane-2,5,8,11,14,17,20,23,26,29,32,35-dodecone

Structure

SMILES: CC[C@H](C)[C@@H]1N=C(O)[C@H](C(C)C)N(C)C(=O)[C@H](CC2=CNC3=CC=CC=C23)N=C(O)CN(C)C(=O)[C@H]([C@@H](C)CC)N(C)C(=O)[C@H](C(C)C)N=C(O)CN(C)C(=O)[C@H]([C@@H](C)CC)N(C)C(=O)[C@H](C(C)C)N(C)C(=O)CN(C)C(=O)[C@H](C(C)C)N(C)C(=O)[C@H](C(C)C)N(C)C1=O

InChI: InChI=1S/C69H115N13O12/c1-26-43(14)54-64(89)79(22)58(42(12)13)69(94)80(23)56(40(8)9)65(90)76(19)37-52(85)77(20)57(41(10)11)68(93)82(25)60(45(16)28-3)67(92)75(18)36-51(84)72-53(38(4)5)63(88)81(24)59(44(15)27-2)66(91)74(17)35-50(83)71-49(33-46-34-70-48-32-30-29-31-47(46)48)62(87)78(21)55(39(6)7)61(86)73-54/h29-32,34,38-45,49,53-60,70H,26-28,33,35-37H2,1-25H3,(H,71,83)(H,72,84)(H,73,86)/t43-,44-,45-,49-,53-,54-,55-,56-,57-,58-,59-,60-/m0/s1

InChIKey: RPRXGEAIZUOLRT-SNXGSGAFSA-N

Reference

Omphalotin, A New Cyclic Peptide with Potent Nematicidal Activity from<i>Omphalotus Olearius</i>I. Fermentation and Biological Activity

PubChem CID: 10820275

LOTUS: LTS0255596

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NPAtlas: NPA024608

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Omphalotus olearius	Omphalotus	Omphalotaceae	Agaricales	Agaricomycetes	Basidiomycota	Fungi	Eukaryota

Properties Information

Molecule Weight: 1318.757999999999

TPSA？: 296.35

MolLogP？: 6.454800000000019

Number of H-Donors: 4

Number of H-Acceptors: 12

RingCount: 3

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Meloidogyne incognita	Meloidogyne incognita	LD90	2.0	ug ml-1	10.1021/acs.jnatprod.7b00390