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Record Information
Version2.0
Created at2024-03-11 22:38:57 UTC
Updated at2024-09-03 04:19:46 UTC
NP-MRD IDNP0332612
Natural Product DOIhttps://doi.org/10.57994/1872
Secondary Accession NumbersNone
Natural Product Identification
Common NameNoducyclamide B1
DescriptionNoducyclamide B1 belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. Noducyclamide B1 was first documented in 2024 (PMID: 38587271). Based on a literature review very few articles have been published on Noducyclamide B1.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC64H112N14O19
Average Mass1381.6790 Da
Monoisotopic Mass1380.82282 Da
IUPAC Name3-[(3R,6S,9R,13S,16R,19S,22R,25S,28S,31R,34S,38R,39aS)-28-[(2S)-butan-2-yl]-31-(carbamoylmethyl)-9-heptyl-38-hydroxy-16,22-bis[(1S)-1-hydroxy-2-methylpropyl]-6,34-bis[(1R)-1-hydroxyethyl]-19,27-dimethyl-1,4,7,11,14,17,20,23,26,29,32,35-dodecaoxo-3,13-bis(propan-2-yl)-octatriacontahydro-1H-pyrrolo[2,1-i]1,4,7,10,13,16,19,22,25,28,31,34-dodecaazacycloheptatriacontan-25-yl]propanamide
Traditional Name3-[(3R,6S,9R,13S,16R,19S,22R,25S,28S,31R,34S,38R,39aS)-28-[(2S)-butan-2-yl]-31-(carbamoylmethyl)-9-heptyl-38-hydroxy-16,22-bis[(1S)-1-hydroxy-2-methylpropyl]-6,34-bis[(1R)-1-hydroxyethyl]-3,13-diisopropyl-19,27-dimethyl-1,4,7,11,14,17,20,23,26,29,32,35-dodecaoxo-hexacosahydropyrrolo[2,1-i]1,4,7,10,13,16,19,22,25,28,31,34-dodecaazacycloheptatriacontan-25-yl]propanamide
CAS Registry NumberNot Available
SMILES
CCCCCCC[C@@H]1CC(=O)N[C@@H](C(C)C)C(=O)N[C@H]([C@@H](O)C(C)C)C(=O)N[C@@H](C)C(=O)N[C@H]([C@@H](O)C(C)C)C(=O)N[C@@H](CCC(N)=O)C(=O)N(C)[C@@H]([C@@H](C)CC)C(=O)N[C@H](CC(N)=O)C(=O)N[C@@H]([C@@H](C)O)C(=O)N2C[C@H](O)C[C@H]2C(=O)N[C@H](C(C)C)C(=O)N[C@@H]([C@@H](C)O)C(=O)N1
InChI Identifier
InChI=1S/C64H112N14O19/c1-16-18-19-20-21-22-37-25-44(84)71-45(29(3)4)57(90)76-49(52(85)31(7)8)60(93)67-34(12)54(87)75-50(53(86)32(9)10)61(94)69-39(23-24-42(65)82)63(96)77(15)51(33(11)17-2)62(95)70-40(27-43(66)83)55(88)74-48(36(14)80)64(97)78-28-38(81)26-41(78)56(89)72-46(30(5)6)58(91)73-47(35(13)79)59(92)68-37/h29-41,45-53,79-81,85-86H,16-28H2,1-15H3,(H2,65,82)(H2,66,83)(H,67,93)(H,68,92)(H,69,94)(H,70,95)(H,71,84)(H,72,89)(H,73,91)(H,74,88)(H,75,87)(H,76,90)/t33-,34-,35+,36+,37+,38+,39-,40+,41-,45-,46+,47-,48-,49+,50+,51-,52-,53-/m0/s1
InChI KeyAKDZKWRYVSGFBB-JOJSOTNPSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
HMBC NMR[1H, 13C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)chinsoon@osi.lvLatvian Institute of Organic synthesisChin-Soon Phan2024-08-26View Spectrum
HSQC NMR[1H, 13C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)chinsoon@osi.lvLatvian Institute of Organic synthesisChin-Soon Phan2024-08-26View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, C2D6OS, experimental)chinsoon@osi.lvLatvian Institute of Organic synthesisChin-Soon Phan2024-08-26View Spectrum
COSY NMR[1H, 1H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)chinsoon@osi.lvLatvian Institute of Organic synthesisChin-Soon Phan2024-08-26View Spectrum
TOCSY NMR[1H, 1H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)chinsoon@osi.lvLatvian Institute of Organic synthesisChin-Soon Phan2024-08-26View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, C2D6OS, experimental)chinsoon@osi.lvLatvian Institute of Organic synthesisChin-Soon Phan2024-08-26View Spectrum
ROESY NMR[1H, 1H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)chinsoon@osi.lvLatvian Institute of Organic synthesisChin-Soon Phan2024-08-26View Spectrum
HMBC NMR[1H, 13C] NMR Spectrum (2D, 151 MHz, C2D6OS, experimental)chinsoon@osi.lvLatvian Institute of Organic synthesisChin-Soon Phan2024-03-11View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
sp. NIES-3585
      Not Available
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentOligopeptides
Alternative Parents
Substituents
  • Alpha-oligopeptide
  • Glutamine or derivatives
  • Leucine or derivatives
  • Isoleucine or derivatives
  • Asparagine or derivatives
  • Valine or derivatives
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid amide
  • Alanine or derivatives
  • Alpha-amino acid or derivatives
  • N-substituted-alpha-amino acid
  • Pyrrolidine-2-carboxamide
  • Pyrrolidine carboxylic acid or derivatives
  • N-acylpyrrolidine
  • Fatty acyl
  • N-acyl-amine
  • Fatty amide
  • Tertiary carboxylic acid amide
  • Pyrrolidine
  • Secondary alcohol
  • Lactam
  • Carboxamide group
  • Azacycle
  • Organoheterocyclic compound
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Alcohol
  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic 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
logP-4.5ChemAxon
pKa (Strongest Acidic)11.15ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count19ChemAxon
Hydrogen Donor Count17ChemAxon
Polar Surface Area518.95 ŲChemAxon
Rotatable Bond Count21ChemAxon
Refractivity347.52 m³·mol⁻¹ChemAxon
Polarizability146.14 ųChemAxon
Number of Rings2ChemAxon
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 CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Mehjabin JJ, Phan CS, Okino T: Noducyclamides A1-A4, B1, and B2 from the Cyanobacterium Nodularia sp. NIES-3585. J Nat Prod. 2024 Apr 26;87(4):984-993. doi: 10.1021/acs.jnatprod.3c01272. Epub 2024 Apr 8. [PubMed:38587271 ]