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 at2022-09-05 20:37:14 UTC
Updated at2022-09-05 20:37:14 UTC
NP-MRD IDNP0219574
Secondary Accession NumbersNone
Natural Product Identification
Common Name(1r,2s,4s,6s,7s,8r,9s,11s,13r,14r,15s,17r,18r,21r)-15,17-bis(acetyloxy)-6-(furan-3-yl)-7,8-dihydroxy-7,14,18-trimethyl-3,20-dioxahexacyclo[12.6.1.0²,⁹.0⁴,⁸.0⁹,¹³.0¹⁸,²¹]henicosan-11-yl acetate
Description(1R,2S,4S,6S,7S,8R,9S,11S,13R,14R,15S,17R,18R,21R)-15,17-bis(acetyloxy)-6-(furan-3-yl)-7,8-dihydroxy-7,14,18-trimethyl-3,20-dioxahexacyclo[12.6.1.0²,⁹.0⁴,⁸.0⁹,¹³.0¹⁸,²¹]Henicosan-11-yl acetate belongs to the class of organic compounds known as naphthofurans. Naphthofurans are compounds containing a furan ring fused to a naphthalene moiety. Furan is a 5 membered- ring aromatic ring with four carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings. (1r,2s,4s,6s,7s,8r,9s,11s,13r,14r,15s,17r,18r,21r)-15,17-bis(acetyloxy)-6-(furan-3-yl)-7,8-dihydroxy-7,14,18-trimethyl-3,20-dioxahexacyclo[12.6.1.0²,⁹.0⁴,⁸.0⁹,¹³.0¹⁸,²¹]henicosan-11-yl acetate is found in Melia volkensii. Based on a literature review very few articles have been published on (1R,2S,4S,6S,7S,8R,9S,11S,13R,14R,15S,17R,18R,21R)-15,17-bis(acetyloxy)-6-(furan-3-yl)-7,8-dihydroxy-7,14,18-trimethyl-3,20-dioxahexacyclo[12.6.1.0²,⁹.0⁴,⁸.0⁹,¹³.0¹⁸,²¹]Henicosan-11-yl acetate.
Structure
Thumb
Synonyms
ValueSource
(1R,2S,4S,6S,7S,8R,9S,11S,13R,14R,15S,17R,18R,21R)-15,17-Bis(acetyloxy)-6-(furan-3-yl)-7,8-dihydroxy-7,14,18-trimethyl-3,20-dioxahexacyclo[12.6.1.0,.0,.0,.0,]henicosan-11-yl acetic acidGenerator
Chemical FormulaC32H42O11
Average Mass602.6770 Da
Monoisotopic Mass602.27271 Da
IUPAC Name(1R,2S,4S,6S,7S,8R,9S,11S,13R,14R,15S,17R,18R,21R)-15,17-bis(acetyloxy)-6-(furan-3-yl)-7,8-dihydroxy-7,14,18-trimethyl-3,20-dioxahexacyclo[12.6.1.0^{2,9}.0^{4,8}.0^{9,13}.0^{18,21}]henicosan-11-yl acetate
Traditional Name(1R,2S,4S,6S,7S,8R,9S,11S,13R,14R,15S,17R,18R,21R)-15,17-bis(acetyloxy)-6-(furan-3-yl)-7,8-dihydroxy-7,14,18-trimethyl-3,20-dioxahexacyclo[12.6.1.0^{2,9}.0^{4,8}.0^{9,13}.0^{18,21}]henicosan-11-yl acetate
CAS Registry NumberNot Available
SMILES
CC(=O)O[C@H]1C[C@H]2[C@@]3(C1)[C@H](O[C@H]1C[C@@H](C4=COC=C4)[C@](C)(O)[C@@]31O)[C@@H]1OC[C@@]3(C)[C@H]1[C@]2(C)[C@H](C[C@H]3OC(C)=O)OC(C)=O
InChI Identifier
InChI=1S/C32H42O11/c1-15(33)40-19-9-21-29(5)23(42-17(3)35)11-22(41-16(2)34)28(4)14-39-25(26(28)29)27-31(21,12-19)32(37)24(43-27)10-20(30(32,6)36)18-7-8-38-13-18/h7-8,13,19-27,36-37H,9-12,14H2,1-6H3/t19-,20-,21+,22+,23-,24-,25+,26-,27+,28+,29-,30-,31-,32+/m0/s1
InChI KeyJONMXIRCXHOXRE-RRIGIPFXSA-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
Melia volkensiiLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as naphthofurans. Naphthofurans are compounds containing a furan ring fused to a naphthalene moiety. Furan is a 5 membered- ring aromatic ring with four carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassNaphthofurans
Sub ClassNot Available
Direct ParentNaphthofurans
Alternative Parents
Substituents
  • Naphthofuran
  • Aromatic monoterpenoid
  • Monoterpenoid
  • Tricarboxylic acid or derivatives
  • Tetrahydrofuran
  • Tertiary alcohol
  • Heteroaromatic compound
  • Furan
  • Cyclic alcohol
  • 1,2-diol
  • Carboxylic acid ester
  • Oxacycle
  • Carboxylic acid derivative
  • Ether
  • Dialkyl ether
  • Organooxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxygen compound
  • Alcohol
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic 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
logP0.39ChemAxon
pKa (Strongest Acidic)12.37ChemAxon
pKa (Strongest Basic)-2.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area150.96 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity146.16 m³·mol⁻¹ChemAxon
Polarizability60.89 ųChemAxon
Number of Rings7ChemAxon
BioavailabilityYesChemAxon
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 Compound162876252
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]