Np mrd loader

You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on NP-MRD.
Record Information
Version1.0
Created at2022-09-12 15:07:34 UTC
Updated at2022-09-12 15:07:34 UTC
NP-MRD IDNP0330095
Secondary Accession NumbersNone
Natural Product Identification
Common Name(1s,2r,3s,4r,7s,8z,10r,12r,13r,14s)-2,12,14-tris(acetyloxy)-3-hydroxy-4,9,13,17-tetramethyl-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadeca-8,16-dien-10-yl (3s)-3-(acetyloxy)butanoate
Description(1S,2R,3S,4R,7S,8Z,10R,12R,13R,14S)-2,12,14-tris(acetyloxy)-3-hydroxy-4,9,13,17-tetramethyl-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]Heptadeca-8,16-dien-10-yl (3S)-3-(acetyloxy)butanoate belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety. (1s,2r,3s,4r,7s,8z,10r,12r,13r,14s)-2,12,14-tris(acetyloxy)-3-hydroxy-4,9,13,17-tetramethyl-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadeca-8,16-dien-10-yl (3s)-3-(acetyloxy)butanoate is found in Erythropodium caribaeorum. Based on a literature review very few articles have been published on (1S,2R,3S,4R,7S,8Z,10R,12R,13R,14S)-2,12,14-tris(acetyloxy)-3-hydroxy-4,9,13,17-tetramethyl-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]Heptadeca-8,16-dien-10-yl (3S)-3-(acetyloxy)butanoate.
Structure
Thumb
Synonyms
ValueSource
(1S,2R,3S,4R,7S,8Z,10R,12R,13R,14S)-2,12,14-Tris(acetyloxy)-3-hydroxy-4,9,13,17-tetramethyl-5-oxo-6-oxatricyclo[11.4.0.0,]heptadeca-8,16-dien-10-yl (3S)-3-(acetyloxy)butanoic acidGenerator
Chemical FormulaC32H44O13
Average Mass636.6910 Da
Monoisotopic Mass636.27819 Da
IUPAC Name(1S,2R,3S,4R,7S,8Z,10R,12R,13R,14S)-2,12,14-tris(acetyloxy)-3-hydroxy-4,9,13,17-tetramethyl-5-oxo-6-oxatricyclo[11.4.0.0^{3,7}]heptadeca-8,16-dien-10-yl (3S)-3-(acetyloxy)butanoate
Traditional Name(1S,2R,3S,4R,7S,8Z,10R,12R,13R,14S)-2,12,14-tris(acetyloxy)-3-hydroxy-4,9,13,17-tetramethyl-5-oxo-6-oxatricyclo[11.4.0.0^{3,7}]heptadeca-8,16-dien-10-yl (3S)-3-(acetyloxy)butanoate
CAS Registry NumberNot Available
SMILES
C[C@@H](CC(=O)O[C@@H]1C[C@@H](OC(C)=O)[C@@]2(C)[C@H](CC=C(C)[C@@H]2[C@@H](OC(C)=O)[C@]2(O)[C@@H](C)C(=O)O[C@H]2\C=C1\C)OC(C)=O)OC(C)=O
InChI Identifier
InChI=1S/C32H44O13/c1-15-10-11-24(41-20(6)34)31(9)25(42-21(7)35)14-23(44-27(37)13-17(3)40-19(5)33)16(2)12-26-32(39,18(4)30(38)45-26)29(28(15)31)43-22(8)36/h10,12,17-18,23-26,28-29,39H,11,13-14H2,1-9H3/b16-12-/t17-,18-,23+,24-,25+,26-,28+,29+,31+,32-/m0/s1
InChI KeyNBKAWRPDAYLKJU-QMTXRNJQSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Erythropodium caribaeorumLOTUS Database
Chemical Taxonomy
Description 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
  • Briarane diterpenoid
  • Hexacarboxylic acid or derivatives
  • Diterpenoid
  • Diterpene lactone
  • Fatty acid ester
  • Fatty acyl
  • Gamma butyrolactone
  • Tetrahydrofuran
  • Tertiary alcohol
  • Lactone
  • Carboxylic acid ester
  • Oxacycle
  • Organoheterocyclic compound
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • 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
logP1.33ChemAxon
pKa (Strongest Acidic)12.35ChemAxon
pKa (Strongest Basic)-4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area178.03 ŲChemAxon
Rotatable Bond Count12ChemAxon
Refractivity154.78 m³·mol⁻¹ChemAxon
Polarizability63.86 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
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 Compound162906908
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]