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
Version2.0
Created at2021-06-20 23:19:27 UTC
Updated at2021-06-30 00:15:54 UTC
NP-MRD IDNP0041406
Secondary Accession NumbersNone
Natural Product Identification
Common Nameartanomadimer A
Provided ByJEOL DatabaseJEOL Logo
Description(1'S,2'S,3R,3aR,4S,6'S,9'R,9aS,9bR,10'S,11'R)-9'-hydroxy-6,9,9',14'-tetramethyl-5'-methylidene-2,4',7-trioxo-3a,4,5,7,9a,9b-hexahydro-2H-3'-oxaspiro[azuleno[4,5-b]furan-3,12'-tetracyclo[9.2.2.0¹,¹⁰.0²,⁶]Pentadecan]-14'-en-4-yl acetate belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups. artanomadimer A is found in Artemisia anomala. artanomadimer A was first documented in 2012 (Zan, K., et al.). Based on a literature review very few articles have been published on (1'S,2'S,3R,3aR,4S,6'S,9'R,9aS,9bR,10'S,11'R)-9'-hydroxy-6,9,9',14'-tetramethyl-5'-methylidene-2,4',7-trioxo-3a,4,5,7,9a,9b-hexahydro-2H-3'-oxaspiro[azuleno[4,5-b]furan-3,12'-tetracyclo[9.2.2.0¹,¹⁰.0²,⁶]Pentadecan]-14'-en-4-yl acetate.
Structure
Thumb
Synonyms
ValueSource
(1's,2's,3R,3AR,4S,6's,9'r,9as,9BR,10's,11'r)-9'-hydroxy-6,9,9',14'-tetramethyl-5'-methylidene-2,4',7-trioxo-3a,4,5,7,9a,9b-hexahydro-2H-3'-oxaspiro[azuleno[4,5-b]furan-3,12'-tetracyclo[9.2.2.0,.0,]pentadecan]-14'-en-4-yl acetic acidGenerator
Chemical FormulaC32H36O8
Average Mass548.6320 Da
Monoisotopic Mass548.24102 Da
IUPAC Name(1'S,2'S,3R,3aR,4S,6'S,9'R,9aS,9bR,10'S,11'R)-9'-hydroxy-6,9,9',14'-tetramethyl-5'-methylidene-2,4',7-trioxo-3a,4,5,7,9a,9b-hexahydro-2H-3'-oxaspiro[azuleno[4,5-b]furan-3,12'-tetracyclo[9.2.2.0^{1,10}.0^{2,6}]pentadecan]-14'-en-4-yl acetate
Traditional Name(1'S,2'S,3R,3aR,4S,6'S,9'R,9aS,9bR,10'S,11'R)-9'-hydroxy-6,9,9',14'-tetramethyl-5'-methylidene-2,4',7-trioxo-4,5,9a,9b-tetrahydro-3aH-3'-oxaspiro[azuleno[4,5-b]furan-3,12'-tetracyclo[9.2.2.0^{1,10}.0^{2,6}]pentadecan]-14'-en-4-yl acetate
CAS Registry NumberNot Available
SMILES
[H]O[C@]1(C([H])([H])[H])C([H])([H])C([H])([H])[C@@]2([H])C(=C([H])[H])C(=O)O[C@]2([H])[C@]23C(=C([H])[C@]([H])([C@]12[H])[C@]1(C(=O)O[C@]2([H])[C@@]4([H])C(=C([H])C(=O)C4=C(C([H])([H])[H])C([H])([H])[C@]([H])(OC(=O)C([H])([H])[H])[C@@]12[H])C([H])([H])[H])C3([H])[H])C([H])([H])[H]
InChI Identifier
InChI=1S/C32H36O8/c1-13-9-20(34)22-14(2)10-21(38-17(5)33)24-25(23(13)22)39-29(36)32(24)12-31-15(3)11-19(32)26(31)30(6,37)8-7-18-16(4)28(35)40-27(18)31/h9,11,18-19,21,23-27,37H,4,7-8,10,12H2,1-3,5-6H3/t18-,19+,21-,23-,24+,25+,26+,27-,30+,31+,32+/m0/s1
InChI KeyRREIJDAMXQPCFV-KCSOSUGMSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 500 MHz, CDCl3, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, CDCl3, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 100 MHz, CDCl3, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, CDCl3, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 200 MHz, CDCl3, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, CDCl3, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 300 MHz, CDCl3, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, CDCl3, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, CDCl3, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, CDCl3, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 600 MHz, CDCl3, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, CDCl3, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 700 MHz, CDCl3, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, CDCl3, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 800 MHz, CDCl3, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, CDCl3, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 900 MHz, CDCl3, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, CDCl3, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 1000 MHz, CDCl3, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, CDCl3, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Artemisia anomalaJEOL database
    • Zan, K., et al, Tetrahedron 68, 5060 (2012)
Chemical Taxonomy
Description Belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassTricarboxylic acids and derivatives
Direct ParentTricarboxylic acids and derivatives
Alternative Parents
Substituents
  • Tricarboxylic acid or derivatives
  • Gamma butyrolactone
  • Cyclic alcohol
  • Tertiary alcohol
  • Tetrahydrofuran
  • Enoate ester
  • Alpha,beta-unsaturated carboxylic ester
  • Lactone
  • Ketone
  • Carboxylic acid ester
  • Organoheterocyclic compound
  • Oxacycle
  • Organic oxide
  • Carbonyl group
  • Organooxygen compound
  • Organic oxygen compound
  • Alcohol
  • Hydrocarbon derivative
  • 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
logP2.67ALOGPS
logP2.57ChemAxon
logS-4.3ALOGPS
pKa (Strongest Acidic)14.54ChemAxon
pKa (Strongest Basic)-2.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area116.2 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity144.43 m³·mol⁻¹ChemAxon
Polarizability58.14 ųChemAxon
Number of Rings7ChemAxon
BioavailabilityYesChemAxon
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 Compound60149238
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Zan, K., et al. (2012). Zan, K., et al, Tetrahedron 68, 5060 (2012). Tetrahedron.