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Record Information
Version2.0
Created at2023-05-05 12:00:57 UTC
Updated at2024-09-03 04:16:17 UTC
NP-MRD IDNP0331616
Natural Product DOIhttps://doi.org/10.57994/0604
Secondary Accession NumbersNone
Natural Product Identification
Common NameTaichunamide B
DescriptionTaichunamide B belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. Taichunamide B was first documented in 2023 (PMID: 37097072). Based on a literature review very few articles have been published on Taichunamide B.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC26H27N3O4
Average Mass445.5190 Da
Monoisotopic Mass445.20016 Da
IUPAC Name(1S,17S,19R)-3-hydroxy-9,9,16,16-tetramethyl-8-oxa-14,23,25-triazaheptacyclo[17.5.2.0^{1,17}.0^{2,15}.0^{4,13}.0^{7,12}.0^{19,23}]hexacosa-2,4(13),5,7(12),10,14-hexaene-24,26-dione
Traditional Name(1S,17S,19R)-3-hydroxy-9,9,16,16-tetramethyl-8-oxa-14,23,25-triazaheptacyclo[17.5.2.0^{1,17}.0^{2,15}.0^{4,13}.0^{7,12}.0^{19,23}]hexacosa-2,4(13),5,7(12),10,14-hexaene-24,26-dione
CAS Registry NumberNot Available
SMILES
[H][C@@]12C[C@@]34CCCN3C(=O)[C@@]1(NC4=O)C1=C(O)C3=C(N=C1C2(C)C)C1=C(OC(C)(C)C=C1)C=C3
InChI Identifier
InChI=1S/C26H27N3O4/c1-23(2)10-8-13-15(33-23)7-6-14-18(13)27-20-17(19(14)30)26-16(24(20,3)4)12-25(21(31)28-26)9-5-11-29(25)22(26)32/h6-8,10,16H,5,9,11-12H2,1-4H3,(H,27,30)(H,28,31)/t16-,25+,26-/m0/s1
InChI KeyXOCPYXYLNOINHV-HKFLSJHISA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
Predicted Spectra
Not Available
Chemical Shift Submissions
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 400, C3D6O, simulated)zhangcuixian@gzucm.edu.cnguangzhou university of Chinese medicinezhangcuixian2024-05-11View Spectrum
Species
Species of Origin
Species NameSourceReference
versicolor CGF 9-1-2
      Not Available
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassDiterpenoids
Direct ParentDiterpenoids
Alternative Parents
Substituents
  • Diterpenoid
  • Chromenopyridine
  • N-acyl-alpha amino acid or derivatives
  • 2,2-dimethyl-1-benzopyran
  • Pyridinylpiperazine
  • Alpha-amino acid amide
  • 1-benzopyran
  • Quinoline
  • Benzopyran
  • Azaspirodecane
  • Alpha-amino acid or derivatives
  • Piperidinecarboxamide
  • 2-piperidinecarboxamide
  • Indolizidine
  • Polyhalopyridine
  • 2,5-dioxopiperazine
  • Pyrrolidine-2-carboxamide
  • Pyrrolidine carboxylic acid or derivatives
  • N-acylpyrrolidine
  • Dioxopiperazine
  • 2-halopyridine
  • Methylpyridine
  • Hydroxypyridine
  • N-alkylpiperazine
  • Piperidinone
  • Delta-lactam
  • Alkyl aryl ether
  • Fatty acyl
  • Benzenoid
  • Pyridine
  • Pyran
  • Piperidine
  • Piperazine
  • N-acyl-amine
  • Fatty amide
  • 1,4-diazinane
  • Heteroaromatic compound
  • Tertiary carboxylic acid amide
  • Secondary ketimine
  • Pyrrolidine
  • Lactam
  • Ketimine
  • Carboxamide group
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Ether
  • Carboxylic acid derivative
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Imine
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic 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
logP2.82ChemAxon
pKa (Strongest Acidic)9.69ChemAxon
pKa (Strongest Basic)1.89ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area91.76 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity121.68 m³·mol⁻¹ChemAxon
Polarizability48.66 ųChemAxon
Number of Rings7ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
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. Hu JS, He YP, Zhou FG, Wu PP, Chen LY, Ni C, Zhang ZK, Xiao XJ, An LK, He XX, Zhang CX: New Indole Diketopiperazine Alkaloids from Soft Coral-Associated Epiphytic Fungus Aspergillus versicolor CGF 9-1-2. Chem Biodivers. 2023 Jun;20(6):e202300301. doi: 10.1002/cbdv.202300301. Epub 2023 May 17. [PubMed:37097072 ]