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COCONUT Compound

Enniatin B

CNP0381924.1 · C33H57N3O9 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

NameEnniatin B
IUPAC Name(3~{S},6~{R},9~{S},12~{R},15~{S},18~{R})-3,6,9,12,15,18-hexaisopropyl-4,10,16-trimethyl-1,7,13-trioxa-4,10,16-triazacyclooctadecane-2,5,8,11,14,17-hexone
COCONUT IDCNP0381924.1
CAS917-13-5
InChIKeyMIZMDSVSLSIMSC-VYLWARHZSA-N
InChIInChI=1S/C33H57N3O9/c1-16(2)22-31(40)43-26(20(9)10)29(38)35(14)24(18(5)6)33(42)45-27(21(11)12)30(39)36(15)23(17(3)4)32(41)44-25(19(7)8)28(37)34(22)13/h16-27H,1-15H3/t22-,23-,24-,25+,26+,27+/m0/s1
SMILESCC(C)[C@H]1C(=O)O[C@H](C(C)C)C(=O)N(C)[C@@H](C(C)C)C(=O)O[C@H](C(C)C)C(=O)N(C)[C@@H](C(C)C)C(=O)O[C@H](C(C)C)C(=O)N1C

Properties

Molecular FormulaC33H57N3O9
Molecular Weight639.83
Exact Mass639.40948
Log P (ALogP)3.15
TPSA139.83
H-Bond Donors / Acceptors0 / 9
Rotatable Bonds6
Lipinski's Rule of 5 Violations1
QED Drug-likeness0.32
NP-likeness0.57

Classification

NP PathwayAmino acids and Peptides
NP SuperclassOligopeptides
NP ClassCyclic peptides
Chemical SuperclassOrganic acids and derivatives
Chemical ClassPeptidomimetics
Chemical SubclassDepsipeptides

Reported in GR-MAPs Plants

Ocimum sanctum as “Ocimum tenuiflorum” in COCONUT
Ocimum tenuiflorum as “Ocimum tenuiflorum” in COCONUT

References (14)

  1. 10.1016/0006-291X(78)91258-5
  2. 10.1016/S0040-4020(02)01631-9
  3. 10.1021/JF00018A034
  4. 10.1021/NP0340448
  5. 10.1021/NP400589H
  6. 10.1021/np0340448
  7. 10.1021/np400589h
  8. 10.1039/c8ra09067j
  9. 10.1071/CH01164
  10. 10.1071/CH9781397
  11. 10.1071/ch9781397
  12. 10.1080/02827580310019293
  13. 10.1139/V93-176
  14. 10.7164/ANTIBIOTICS.45.1207

Data from COCONUT (COlleCtion of Open Natural prodUcTs), released under CC0. Chandrasekhar V. et al. COCONUT 2.0: a comprehensive overhaul and curation of the collection of open natural products database. Nucleic Acids Research (2024), doi:10.1093/nar/gkae1063. COCONUT release 2026-10.