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Record Information
Version1.0
Created at2022-09-12 07:55:18 UTC
Updated at2022-09-12 07:55:19 UTC
NP-MRD IDNP0326403
Secondary Accession NumbersNone
Natural Product Identification
Common Name10-(acetyloxy)-6-[(acetyloxy)methyl]-9-[1-(acetyloxy)propan-2-yl]-8-hydroxy-2-methylcyclodeca-2,6-dien-1-yl 3-(acetyloxy)-2-methylbutanoate
Description10-(Acetyloxy)-6-[(acetyloxy)methyl]-9-[1-(acetyloxy)propan-2-yl]-8-hydroxy-2-methylcyclodeca-2,6-dien-1-yl 3-(acetyloxy)-2-methylbutanoate belongs to the class of organic compounds known as pentacarboxylic acids and derivatives. These are carboxylic acids containing exactly five carboxyl groups. 10-(acetyloxy)-6-[(acetyloxy)methyl]-9-[1-(acetyloxy)propan-2-yl]-8-hydroxy-2-methylcyclodeca-2,6-dien-1-yl 3-(acetyloxy)-2-methylbutanoate is found in Salvia chinensis. 10-(Acetyloxy)-6-[(acetyloxy)methyl]-9-[1-(acetyloxy)propan-2-yl]-8-hydroxy-2-methylcyclodeca-2,6-dien-1-yl 3-(acetyloxy)-2-methylbutanoate is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Thumb
Synonyms
ValueSource
10-(Acetyloxy)-6-[(acetyloxy)methyl]-9-[1-(acetyloxy)propan-2-yl]-8-hydroxy-2-methylcyclodeca-2,6-dien-1-yl 3-(acetyloxy)-2-methylbutanoic acidGenerator
Chemical FormulaC28H42O11
Average Mass554.6330 Da
Monoisotopic Mass554.27271 Da
IUPAC Name10-(acetyloxy)-6-[(acetyloxy)methyl]-9-[1-(acetyloxy)propan-2-yl]-8-hydroxy-2-methylcyclodeca-2,6-dien-1-yl 3-(acetyloxy)-2-methylbutanoate
Traditional Name10-(acetyloxy)-6-[(acetyloxy)methyl]-9-[1-(acetyloxy)propan-2-yl]-8-hydroxy-2-methylcyclodeca-2,6-dien-1-yl 3-(acetyloxy)-2-methylbutanoate
CAS Registry NumberNot Available
SMILES
CC(COC(C)=O)C1C(O)C=C(COC(C)=O)CCC=C(C)C(OC(=O)C(C)C(C)OC(C)=O)C1OC(C)=O
InChI Identifier
InChI=1S/C28H42O11/c1-15-10-9-11-23(14-36-20(6)30)12-24(33)25(16(2)13-35-19(5)29)27(38-22(8)32)26(15)39-28(34)17(3)18(4)37-21(7)31/h10,12,16-18,24-27,33H,9,11,13-14H2,1-8H3
InChI KeyAMEGJGMXMRBPRX-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
Salvia chinensisLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as pentacarboxylic acids and derivatives. These are carboxylic acids containing exactly five carboxyl groups.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassPentacarboxylic acids and derivatives
Direct ParentPentacarboxylic acids and derivatives
Alternative Parents
Substituents
  • Pentacarboxylic acid or derivatives
  • Sesquiterpenoid
  • Germacrane sesquiterpenoid
  • Fatty acid ester
  • Fatty acyl
  • Secondary alcohol
  • Carboxylic acid ester
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic 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
logP2.32ALOGPS
logP1.76ChemAxon
logS-4.4ALOGPS
pKa (Strongest Acidic)14.46ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area151.73 ŲChemAxon
Rotatable Bond Count15ChemAxon
Refractivity139.5 m³·mol⁻¹ChemAxon
Polarizability57.68 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
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 Compound74423263
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]