Np mrd loader

Record Information
Version2.0
Created at2024-05-04 02:24:11 UTC
Updated at2024-11-01 01:38:49 UTC
NP-MRD IDNP0333042
Natural Product DOIhttps://doi.org/10.57994/2336
Secondary Accession NumbersNone
Natural Product Identification
Common NameMicrothecaline B
DescriptionMicrothecaline B belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. Microthecaline B was first documented in 2024 (PMID: 38416027). Based on a literature review very few articles have been published on Microthecaline B.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC20H25NO2
Average Mass311.4250 Da
Monoisotopic Mass311.18853 Da
IUPAC Name(6R,8R)-8,12-dimethyl-4-(4-methylpent-3-en-1-yl)-2-azatricyclo[7.3.1.0^{5,13}]trideca-1(12),2,4,9(13),10-pentaene-6,10-diol
Traditional Name(6R,8R)-8,12-dimethyl-4-(4-methylpent-3-en-1-yl)-2-azatricyclo[7.3.1.0^{5,13}]trideca-1(12),2,4,9(13),10-pentaene-6,10-diol
CAS Registry NumberNot Available
SMILES
C[C@@H]1C[C@@H](O)C2=C(CCC=C(C)C)C=NC3=C(C)C=C(O)C1=C23
InChI Identifier
InChI=1S/C20H25NO2/c1-11(2)6-5-7-14-10-21-20-13(4)9-15(22)17-12(3)8-16(23)18(14)19(17)20/h6,9-10,12,16,22-23H,5,7-8H2,1-4H3/t12-,16-/m1/s1
InChI KeyPZIZECGJFPHPHO-MLGOLLRUSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
ROESY NMR[1H, 1H] NMR Spectrum (2D, 800 MHz, CD3OD, experimental)chen.zhang7@griffithuni.edu.auGriffith Institute for Drug DiscoveryChen Zhang2024-05-04View Spectrum
HSQC NMR[1H, 13C] NMR Spectrum (2D, 800 MHz, CD3OD, experimental)chen.zhang7@griffithuni.edu.auGriffith Institute for Drug DiscoveryChen Zhang2024-05-04View Spectrum
HMBC NMR[1H, 13C] NMR Spectrum (2D, 800 MHz, CD3OD, experimental)chen.zhang7@griffithuni.edu.auGriffith Institute for Drug DiscoveryChen Zhang2024-05-04View Spectrum
COSY NMR[1H, 1H] NMR Spectrum (2D, 800 MHz, CD3OD, experimental)chen.zhang7@griffithuni.edu.auGriffith Institute for Drug DiscoveryChen Zhang2024-05-04View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, CD3OD, experimental)chen.zhang7@griffithuni.edu.auGriffith Institute for Drug DiscoveryChen Zhang2024-05-04View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, CD3OD, experimental)chen.zhang7@griffithuni.edu.auGriffith Institute for Drug DiscoveryChen Zhang2024-05-04View Spectrum
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
Chemical Shift Submissions
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 800.23494142, CD3OD, simulated)chen.zhang7@griffithuni.edu.auGriffith Institute for Drug DiscoveryChen Zhang2024-05-04View Spectrum
Species
Species of Origin
Species NameSourceReference
microtheca
      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
  • 4-quinolinemethanol
  • Hydroxyquinoline
  • Quinoline
  • Polyhalopyridine
  • 1-hydroxy-2-unsubstituted benzenoid
  • Methylpyridine
  • Hydroxypyridine
  • Benzenoid
  • Pyridine
  • Heteroaromatic compound
  • Secondary alcohol
  • Azacycle
  • Organoheterocyclic compound
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Aldimine
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Imine
  • Alcohol
  • 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
logP4.58ChemAxon
pKa (Strongest Acidic)10.03ChemAxon
pKa (Strongest Basic)5.34ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area53.35 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity94.79 m³·mol⁻¹ChemAxon
Polarizability36.46 ųChemAxon
Number of Rings3ChemAxon
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. Zhang C, Lum KY, White JM, Duffy S, Lock AM, Avery VM, Davis RA: Chemical and Antiplasmodial Investigations on Eremophila-Derived Alkaloids and Semisynthetic Ether Analogues. J Nat Prod. 2024 Apr 26;87(4):849-854. doi: 10.1021/acs.jnatprod.3c01072. Epub 2024 Feb 28. [PubMed:38416027 ]