Summary

IMPPAT Phytochemical identifier: IMPPAT3_PHYID005591

Phytochemical name: cyclo[DL-OVal-DL-N(Me)Phe-DL-OVal-DL-N(Me)Phe-DL-OVal-DL-N(Me)Phe]

Synonymous chemical names:
beauvericin

External chemical identifiers:
CID:CID_105014, ChEMBL:CHEMBL1977672, SureChEMBL:SCHEMBL6452789

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Chemical structure information

SMILES:
CC(C1OC(=O)C(Cc2ccccc2)N(C)C(=O)C(OC(=O)C(N(C(=O)C(OC(=O)C(N(C1=O)C)Cc1ccccc1)C(C)C)C)Cc1ccccc1)C(C)C)C

InChI:
InChI=1S/C45H57N3O9/c1-28(2)37-40(49)46(7)35(26-32-21-15-11-16-22-32)44(53)56-39(30(5)6)42(51)48(9)36(27-33-23-17-12-18-24-33)45(54)57-38(29(3)4)41(50)47(8)34(43(52)55-37)25-31-19-13-10-14-20-31/h10-24,28-30,34-39H,25-27H2,1-9H3

InChIKey:
GYSCAQFHASJXRS-UHFFFAOYSA-N

DeepSMILES:
CCCOC=O)CCcccccc6)))))))NC)C=O)COC=O)CNC=O)COC=O)CNC%18=O))C))Ccccccc6))))))))))CC)C))))C))Ccccccc6))))))))))CC)C)))))))))C

Functional groups:
CC(=O)N(C)C, COC(=O)C

Link to spectral information:
MSBNK-HBM4EU-HB004058, MSBNK-HBM4EU-HB003038, MSBNK-HBM4EU-HB004057, MSBNK-HBM4EU-HB004056, MSBNK-HBM4EU-HB003563, MSBNK-HBM4EU-HB003562, MSBNK-HBM4EU-HB003561, MSBNK-HBM4EU-HB003037, MSBNK-HBM4EU-HB003034, MSBNK-HBM4EU-HB003035, MSBNK-Fiocruz-FIO00697, MSBNK-Fiocruz-FIO00696, MSBNK-Fiocruz-FIO00695, MSBNK-Fiocruz-FIO00694, MSBNK-Fiocruz-FIO00693, MSBNK-HBM4EU-HB003036

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1COC(=O)C(Cc2ccccc2)NC(=O)COC(=O)C(Cc2ccccc2)NC(=O)COC(=O)C(Cc2ccccc2)N1

Scaffold Graph/Node level:
OC1COC(O)C(CC2CCCCC2)NC(O)COC(O)C(CC2CCCCC2)NC(O)COC(O)C(CC2CCCCC2)N1

Scaffold Graph level:
CC1CCC(C)C(CC2CCCCC2)CC(C)CCC(C)C(CC2CCCCC2)CC(C)CCC(C)C(CC2CCCCC2)C1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Organic acids and derivatives

ClassyFire Class: Peptidomimetics

ClassyFire Subclass: Depsipeptides

NP Classifier Biosynthetic pathway: Amino acids and Peptides, Polyketides

NP Classifier Superclass: Oligopeptides

NP Classifier Class: Cyclic peptides, Depsipeptides

NP-Likeness score: 0.413

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Chemical structure download