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Record Information
Version2.0
Created at2022-09-04 05:17:57 UTC
Updated at2022-09-04 05:17:57 UTC
NP-MRD IDNP0188893
Secondary Accession NumbersNone
Natural Product Identification
Common Name12-(acetyloxy)-6-isopropyl-9-methyl-3,13-dimethylidene-15-oxatricyclo[6.6.1.0²,⁷]pentadecan-9-yl acetate
Description14-(Acetyloxy)-14-methyl-6,10-dimethylidene-3-(propan-2-yl)-15-oxatricyclo[6.6.1.0²,⁷]Pentadecan-11-yl acetate belongs to the class of organic compounds known as eunicellane and asbestinane diterpenoids. These are diterpenoids with a structure based on either the eunicellane (5,14-cyclocembrane) or the asbestinane skeleton. 12-(acetyloxy)-6-isopropyl-9-methyl-3,13-dimethylidene-15-oxatricyclo[6.6.1.0²,⁷]pentadecan-9-yl acetate is found in Cladiella pachyclados. 14-(Acetyloxy)-14-methyl-6,10-dimethylidene-3-(propan-2-yl)-15-oxatricyclo[6.6.1.0²,⁷]Pentadecan-11-yl acetate is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Thumb
Synonyms
ValueSource
14-(Acetyloxy)-14-methyl-6,10-dimethylidene-3-(propan-2-yl)-15-oxatricyclo[6.6.1.0,]pentadecan-11-yl acetic acidGenerator
14-(Acetyloxy)-14-methyl-6,10-dimethylidene-3-(propan-2-yl)-15-oxatricyclo[6.6.1.0²,⁷]pentadecan-11-yl acetic acidGenerator
Chemical FormulaC24H36O5
Average Mass404.5470 Da
Monoisotopic Mass404.25627 Da
IUPAC Name14-(acetyloxy)-14-methyl-6,10-dimethylidene-3-(propan-2-yl)-15-oxatricyclo[6.6.1.0²,⁷]pentadecan-11-yl acetate
Traditional Name14-(acetyloxy)-3-isopropyl-14-methyl-6,10-dimethylidene-15-oxatricyclo[6.6.1.0²,⁷]pentadecan-11-yl acetate
CAS Registry NumberNot Available
SMILES
CC(C)C1CCC(=C)C2C3CC(=C)C(CCC(C)(OC(C)=O)C(O3)C12)OC(C)=O
InChI Identifier
InChI=1S/C24H36O5/c1-13(2)18-9-8-14(3)21-20-12-15(4)19(27-16(5)25)10-11-24(7,29-17(6)26)23(28-20)22(18)21/h13,18-23H,3-4,8-12H2,1-2,5-7H3
InChI KeyVELCYHJGXHSUIL-UHFFFAOYSA-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
Cladiella pachycladosLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as eunicellane and asbestinane diterpenoids. These are diterpenoids with a structure based on either the eunicellane (5,14-cyclocembrane) or the asbestinane skeleton.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassDiterpenoids
Direct ParentEunicellane and asbestinane diterpenoids
Alternative Parents
Substituents
  • Cladiellane diterpenoid
  • Eunicellane-type diterpenoid
  • Dicarboxylic acid or derivatives
  • Tetrahydrofuran
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Dialkyl ether
  • Oxacycle
  • Organoheterocyclic compound
  • Ether
  • Carbonyl group
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • 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
logP4.06ALOGPS
logP3.74ChemAxon
logS-5.3ALOGPS
pKa (Strongest Basic)-4.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area61.83 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity110.35 m³·mol⁻¹ChemAxon
Polarizability45.33 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 Compound75227534
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]