Np mrd loader

Record Information
Version2.0
Created at2024-05-08 21:45:06 UTC
Updated at2024-09-03 04:21:08 UTC
NP-MRD IDNP0333082
Natural Product DOIhttps://doi.org/10.57994/2381
Secondary Accession NumbersNone
Natural Product Identification
Common Nameajucampylanoid Q
DescriptionAjucampylanoid Q belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety. ajucampylanoid Q was first documented in 2023 (PMID: 37566645). Based on a literature review very few articles have been published on ajucampylanoid Q.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC23H34O7
Average Mass422.5180 Da
Monoisotopic Mass422.23045 Da
IUPAC Name[(1R,4aR,5S,6R,8S,8aR)-8-hydroxy-5-[2-(5-methoxy-2-oxo-2,5-dihydrofuran-3-yl)ethyl]-5,6-dimethyl-octahydro-2H-spiro[naphthalene-1,2'-oxiran]-8a-yl]methyl acetate
Traditional Name(1R,4aR,5S,6R,8S,8aR)-8-hydroxy-5-[2-(5-methoxy-2-oxo-5H-furan-3-yl)ethyl]-5,6-dimethyl-hexahydro-2H-spiro[naphthalene-1,2'-oxiran]-8a-ylmethyl acetate
CAS Registry NumberNot Available
SMILES
[H][C@]12CCC[C@]3(CO3)[C@]1(COC(C)=O)[C@@H](O)C[C@@H](C)[C@]2(C)CCC1=CC(OC)OC1=O
InChI Identifier
InChI=1S/C23H34O7/c1-14-10-18(25)23(13-28-15(2)24)17(6-5-8-22(23)12-29-22)21(14,3)9-7-16-11-19(27-4)30-20(16)26/h11,14,17-19,25H,5-10,12-13H2,1-4H3/t14-,17-,18+,19?,21+,22+,23+/m1/s1
InChI KeyQWYIPUHTKBEREI-LDSWVEIGSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
ROESY NMR[1H, 1H] NMR Spectrum (2D, 400 MHz, CDCl3, experimental)pengsh56@mail2.sysu.edu.cnNot AvailableNot Available2024-05-08View Spectrum
HSQC NMR[1H, 13C] NMR Spectrum (2D, 400 MHz, CDCl3, experimental)pengsh56@mail2.sysu.edu.cnNot AvailableNot Available2024-05-08View Spectrum
HMBC NMR[1H, 13C] NMR Spectrum (2D, 400 MHz, CDCl3, experimental)pengsh56@mail2.sysu.edu.cnNot AvailableNot Available2024-05-08View Spectrum
COSY NMR[1H, 1H] NMR Spectrum (2D, 400 MHz, CDCl3, experimental)pengsh56@mail2.sysu.edu.cnNot AvailableNot Available2024-05-08View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, CDCl3, experimental)pengsh56@mail2.sysu.edu.cnNot AvailableNot Available2024-05-08View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, CDCl3, experimental)pengsh56@mail2.sysu.edu.cnNot AvailableNot Available2024-05-08View Spectrum
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
campylantha
      Not Available
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassTerpene lactones
Direct ParentDiterpene lactones
Alternative Parents
Substituents
  • Diterpenoid
  • Diterpene lactone
  • Fatty alcohol ester
  • Fatty acid ester
  • Fatty acyl
  • Dicarboxylic acid or derivatives
  • 2-furanone
  • Alpha,beta-unsaturated carboxylic ester
  • Enoate ester
  • Dihydrofuran
  • Cyclic alcohol
  • Secondary alcohol
  • Lactone
  • Carboxylic acid ester
  • Oxacycle
  • Organoheterocyclic compound
  • Ether
  • Oxirane
  • Dialkyl ether
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen 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
logP2.68ChemAxon
pKa (Strongest Acidic)8.82ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area94.59 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity108.36 m³·mol⁻¹ChemAxon
Polarizability46.2 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
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. Peng X, Tan Q, Zhang Z, Wu D, Xu J, Zhou H, Gu Q: Discovery of neo-Clerodane Diterpenoids from Ajuga campylantha as Neuroprotective Agents against Ferroptosis and Neuroinflammation. J Nat Prod. 2023 Aug 25;86(8):2006-2021. doi: 10.1021/acs.jnatprod.3c00447. Epub 2023 Aug 11. [PubMed:37566645 ]