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Record Information
Version2.0
Created at2021-06-19 19:46:34 UTC
Updated at2021-06-29 23:53:56 UTC
NP-MRD IDNP0027689
Secondary Accession NumbersNone
Natural Product Identification
Common NameTurraflorin F
Provided ByJEOL DatabaseJEOL Logo
Description Turraflorin F is found in Turraea floribunda and Turraea heterophylla. Turraflorin F was first documented in 2004 (McFarland, L., et al.). Based on a literature review very few articles have been published on methyl 2-[(1R,2S)-2-[(1R,5R,6R,7R,7aS)-6-(acetyloxy)-7-hydroxy-7a-methyl-4-methylidene-1-(2-oxo-2,5-dihydrofuran-3-yl)-2,4,5,6,7,7a-hexahydro-1H-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate.
Structure
Thumb
Synonyms
ValueSource
Methyl 2-[(1R,2S)-2-[(1R,5R,6R,7R,7as)-6-(acetyloxy)-7-hydroxy-7a-methyl-4-methylidene-1-(2-oxo-2,5-dihydrofuran-3-yl)-2,4,5,6,7,7a-hexahydro-1H-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetic acidGenerator
Chemical FormulaC29H36O8
Average Mass512.5990 Da
Monoisotopic Mass512.24102 Da
IUPAC Namemethyl 2-[(1R,2S)-2-[(1R,5R,6R,7R,7aS)-6-(acetyloxy)-7-hydroxy-7a-methyl-4-methylidene-1-(2-oxo-2,5-dihydrofuran-3-yl)-2,4,5,6,7,7a-hexahydro-1H-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate
Traditional Namemethyl [(1R,2S)-2-[(1R,5R,6R,7R,7aS)-6-(acetyloxy)-7-hydroxy-7a-methyl-4-methylidene-1-(2-oxo-5H-furan-3-yl)-2,5,6,7-tetrahydro-1H-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate
CAS Registry NumberNot Available
SMILES
[H]O[C@@]1([H])[C@]([H])(OC(=O)C([H])([H])[H])[C@@]([H])(C(=C([H])[H])C2=C([H])C([H])([H])[C@@]([H])(C3=C([H])C([H])([H])OC3=O)[C@]12C([H])([H])[H])[C@]1(C([H])=C([H])C(=O)C(C([H])([H])[H])(C([H])([H])[H])[C@]1([H])C([H])([H])C(=O)OC([H])([H])[H])C([H])([H])[H]
InChI Identifier
InChI=1S/C29H36O8/c1-15-18-8-9-19(17-11-13-36-26(17)34)29(18,6)25(33)24(37-16(2)30)23(15)28(5)12-10-21(31)27(3,4)20(28)14-22(32)35-7/h8,10-12,19-20,23-25,33H,1,9,13-14H2,2-7H3/t19-,20-,23+,24+,25-,28-,29+/m0/s1
InChI KeySTNAPRSONZCDSL-HJUXBERBSA-N
Experimental Spectra
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Turraea floribundaJEOL database
    • McFarland, L., et al, Phytochemistry 65, 2031 (2004)
Turraea heterophyllaLOTUS Database
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
  • Cyclohexenone
  • 2-furanone
  • Cyclic alcohol
  • Dihydrofuran
  • Methyl ester
  • Enoate ester
  • Alpha,beta-unsaturated carboxylic ester
  • Cyclic ketone
  • Secondary alcohol
  • Lactone
  • Ketone
  • Carboxylic acid ester
  • Organoheterocyclic compound
  • Oxacycle
  • Organic oxygen compound
  • Organic oxide
  • Organooxygen compound
  • Alcohol
  • Carbonyl group
  • 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
logP2.55ALOGPS
logP2.8ChemAxon
logS-5ALOGPS
pKa (Strongest Acidic)13.17ChemAxon
pKa (Strongest Basic)-3.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area116.2 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity136.82 m³·mol⁻¹ChemAxon
Polarizability54.03 ųChemAxon
Number of Rings4ChemAxon
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 ID10191022
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound12150037
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. McFarland, L., et al. (2004). McFarland, L., et al, Phytochemistry 65, 2031 (2004). Phytochem..