Np mrd loader

Record Information
Version2.0
Created at2024-12-06 20:59:19 UTC
Updated at2025-10-21 03:41:06 UTC
NP-MRD IDNP0342304
Natural Product DOIhttps://doi.org/10.57994/4240
Secondary Accession NumbersNone
Natural Product Identification
Common NameTrichogin A IV
DescriptionTrichogin A IV belongs to the class of organic compounds known as polypeptides. These are peptides containing ten or more amino acid residues. Trichogin A IV was first documented in 1994 (PMID: 7773780). Based on a literature review a small amount of articles have been published on Trichogin A IV (PMID: 8924625) (PMID: 7696554) (PMID: 8011270).
Structure
Thumb
SynonymsNot Available
Chemical FormulaC52H95N11O12
Average Mass1066.3970 Da
Monoisotopic Mass1065.71617 Da
IUPAC NameN-{1-[({[(1S)-1-{[1-({[({[(1S)-1-({1-[({[(1S,2S)-1-{[(2S)-1-hydroxy-4-methylpentan-2-yl]carbamoyl}-2-methylbutyl]carbamoyl}methyl)carbamoyl]-1-methylethyl}carbamoyl)-3-methylbutyl]carbamoyl}methyl)carbamoyl]methyl}carbamoyl)-1-methylethyl]carbamoyl}-3-methylbutyl]carbamoyl}methyl)carbamoyl]-1-methylethyl}octanamide
Traditional NameN-{1-[({[(1S)-1-{[1-({[({[(1S)-1-({1-[({[(1S,2S)-1-{[(2S)-1-hydroxy-4-methylpentan-2-yl]carbamoyl}-2-methylbutyl]carbamoyl}methyl)carbamoyl]-1-methylethyl}carbamoyl)-3-methylbutyl]carbamoyl}methyl)carbamoyl]methyl}carbamoyl)-1-methylethyl]carbamoyl}-3-methylbutyl]carbamoyl}methyl)carbamoyl]-1-methylethyl}octanamide
CAS Registry NumberNot Available
SMILES
CCCCCCCC(=O)NC(C)(C)C(=O)NCC(=O)N[C@@H](CC(C)C)C(=O)NC(C)(C)C(=O)NCC(=O)NCC(=O)N[C@@H](CC(C)C)C(=O)NC(C)(C)C(=O)NCC(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@H](CO)CC(C)C
InChI Identifier
InChI=1S/C52H95N11O12/c1-16-18-19-20-21-22-38(65)61-50(10,11)47(73)55-28-41(68)59-37(25-33(7)8)45(71)62-51(12,13)48(74)54-26-39(66)53-27-40(67)58-36(24-32(5)6)44(70)63-52(14,15)49(75)56-29-42(69)60-43(34(9)17-2)46(72)57-35(30-64)23-31(3)4/h31-37,43,64H,16-30H2,1-15H3,(H,53,66)(H,54,74)(H,55,73)(H,56,75)(H,57,72)(H,58,67)(H,59,68)(H,60,69)(H,61,65)(H,62,71)(H,63,70)/t34-,35-,36-,37-,43-/m0/s1
InChI KeyLZAAXJCEERCDPT-CKFFZNTQSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 151 MHz, C2D6OS, experimental)Not AvailableNot AvailableMarcelo2025-06-30View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, C2D6OS, experimental)Not AvailableNot AvailableMarcelo2025-06-30View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, C2D6OS, experimental)Not AvailableNot AvailableMarcelo2025-06-30View Spectrum
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Trichoderma sp. L2-2
      Not Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as polypeptides. These are peptides containing ten or more amino acid residues.
KingdomOrganic compounds
Super ClassOrganic Polymers
ClassPolypeptides
Sub ClassNot Available
Direct ParentPolypeptides
Alternative Parents
Substituents
  • Polypeptide
  • Alpha peptide
  • Leucine or derivatives
  • Isoleucine or derivatives
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid amide
  • N-substituted-alpha-amino acid
  • Alpha-amino acid or derivatives
  • Fatty acyl
  • Fatty amide
  • N-acyl-amine
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Carboxylic acid derivative
  • Alcohol
  • Organonitrogen compound
  • Organooxygen compound
  • Primary alcohol
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxide
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP0.6ChemAxon
pKa (Strongest Acidic)11.56ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count12ChemAxon
Hydrogen Donor Count12ChemAxon
Polar Surface Area340.33 ŲChemAxon
Rotatable Bond Count36ChemAxon
Refractivity281.46 m³·mol⁻¹ChemAxon
Polarizability118.22 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound15886478
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Monaco V, Formaggio F, Crisma M, Toniolo C, Shui X, Eggleston DS: Crystallographic structure of a multiple beta-turn containing, glycine-rich heptapeptide: a synthetic precursor of the lipopeptaibol antibiotic trichodecenin I. Biopolymers. 1996 Jul;39(1):31-42. doi: 10.1002/(SICI)1097-0282(199607)39:1%3C31::AID-BIP4%3E3.0.CO;2-W. [PubMed:8924625 ]
  2. Gurunath R, Balaram P: A nonhelical, multiple beta-turn conformation in a glycine-rich heptapeptide fragment of trichogin A IV containing a single central alpha-aminoisobutyric acid residue. Biopolymers. 1995 Jan;35(1):21-9. doi: 10.1002/bip.360350104. [PubMed:7696554 ]
  3. Toniolo C, Peggion C, Crisma M, Formaggio F, Shui X, Eggleston DS: Structure determination of racemic trichogin A IV using centrosymmetric crystals. Nat Struct Biol. 1994 Dec;1(12):908-14. doi: 10.1038/nsb1294-908. [PubMed:7773780 ]
  4. Crisma M, Valle G, Monaco V, Formaggio F, Toniolo C: N alpha-benzyloxycarbonyl-alpha-aminoisobutyryl-glycyl-L-isoleucyl- L-leucine methyl ester monohydrate. Acta Crystallogr C. 1994 Apr 15;50 ( Pt 4):563-5. doi: 10.1107/s0108270193010595. [PubMed:8011270 ]
  5. DOI: 10.1021/acsomega.5c05271