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Record Information
Version2.0
Created at2021-06-20 23:05:09 UTC
Updated at2021-06-30 00:15:23 UTC
NP-MRD IDNP0041081
Secondary Accession NumbersNone
Natural Product Identification
Common Namemeliatoosenin G
Provided ByJEOL DatabaseJEOL Logo
Description meliatoosenin G is found in Melia toosendan. meliatoosenin G was first documented in 2012 (Zhang, Y., et al.). Based on a literature review very few articles have been published on (1S,2S,4R,5S,6R,9S,10S,11R,13R,14R,15S,18S,20R)-20-(acetyloxy)-6-(furan-3-yl)-11,18-dihydroxy-15-methoxy-5,10,14-trimethyl-3,8-dioxo-16-oxapentacyclo[12.3.3.0¹,¹³.0²,¹⁰.0⁵,⁹]Icosan-4-yl acetate.
Structure
Thumb
Synonyms
ValueSource
(1S,2S,4R,5S,6R,9S,10S,11R,13R,14R,15S,18S,20R)-20-(Acetyloxy)-6-(furan-3-yl)-11,18-dihydroxy-15-methoxy-5,10,14-trimethyl-3,8-dioxo-16-oxapentacyclo[12.3.3.0,.0,.0,]icosan-4-yl acetic acidGenerator
Chemical FormulaC31H40O11
Average Mass588.6500 Da
Monoisotopic Mass588.25706 Da
IUPAC Name(1S,2S,4R,5S,6R,9S,10S,11R,13R,14R,15S,18S,20R)-20-(acetyloxy)-6-(furan-3-yl)-11,18-dihydroxy-15-methoxy-5,10,14-trimethyl-3,8-dioxo-16-oxapentacyclo[12.3.3.0^{1,13}.0^{2,10}.0^{5,9}]icosan-4-yl acetate
Traditional Name(1S,2S,4R,5S,6R,9S,10S,11R,13R,14R,15S,18S,20R)-20-(acetyloxy)-6-(furan-3-yl)-11,18-dihydroxy-15-methoxy-5,10,14-trimethyl-3,8-dioxo-16-oxapentacyclo[12.3.3.0^{1,13}.0^{2,10}.0^{5,9}]icosan-4-yl acetate
CAS Registry NumberNot Available
SMILES
[H]O[C@]1([H])C([H])([H])[C@@]2([H])[C@@]3(C([H])([H])[H])[C@@]([H])(OC([H])([H])[H])OC([H])([H])[C@@]2([C@@]([H])(O[H])C([H])([H])[C@@]3([H])OC(=O)C([H])([H])[H])[C@@]2([H])C(=O)[C@]([H])(OC(=O)C([H])([H])[H])[C@@]3(C([H])([H])[H])[C@]([H])(C4=C([H])OC([H])=C4[H])C([H])([H])C(=O)[C@@]3([H])[C@]12C([H])([H])[H]
InChI Identifier
InChI=1S/C31H40O11/c1-14(32)41-22-11-21(36)31-13-40-27(38-6)29(22,4)19(31)10-20(35)30(5)24-18(34)9-17(16-7-8-39-12-16)28(24,3)26(42-15(2)33)23(37)25(30)31/h7-8,12,17,19-22,24-27,35-36H,9-11,13H2,1-6H3/t17-,19-,20+,21-,22+,24+,25-,26-,27-,28-,29+,30-,31+/m0/s1
InChI KeyBDDJYJXRSCPZJV-WDCBYTAISA-N
Experimental Spectra
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Melia azedarach var. toosendanJEOL database
    • Zhang, Y., et al, Phytochem. 73, 106 (2012)
Chemical Taxonomy
ClassificationNot classified
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
logP2ALOGPS
logP0.7ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)13.37ChemAxon
pKa (Strongest Basic)-2.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area158.8 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity143.4 m³·mol⁻¹ChemAxon
Polarizability60.24 ųChemAxon
Number of Rings6ChemAxon
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 Compound54597851
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Zhang, Y., et al. (2012). Zhang, Y., et al, Phytochem. 73, 106 (2012). Phytochem..