Np mrd loader

Record Information
Version2.0
Created at2021-01-05 23:23:57 UTC
Updated at2021-07-15 17:16:31 UTC
NP-MRD IDNP0014152
Secondary Accession NumbersNone
Natural Product Identification
Common NameTerfestatin C
Provided ByNPAtlasNPAtlas Logo
Description Terfestatin C is found in Streptomyces sp. RM-5-8. Terfestatin C was first documented in 2015 (PMID: 25961722). Based on a literature review very few articles have been published on terfestatin C.
Structure
Thumb
Synonyms
ValueSource
(2R,3R,4S)-3,4-Dihydroxy-2-({4-phenyl-[1,1'-biphenyl]-3,5-diyl}oxy)-3,4-dihydro-2H-pyran-6-carboxylateGenerator
Chemical FormulaC24H20O8
Average Mass436.4160 Da
Monoisotopic Mass436.11582 Da
IUPAC Name(2R,3R,4S)-3,4-dihydroxy-2-({4-phenyl-[1,1'-biphenyl]-2,6-diyl}oxy)-3,4-dihydro-2H-pyran-6-carboxylic acid
Traditional Name(4S,5R,6R)-4,5-dihydroxy-6-({4-phenyl-[1,1'-biphenyl]-2,6-diyl}oxy)-5,6-dihydro-4H-pyran-2-carboxylic acid
CAS Registry NumberNot Available
SMILES
O[C@H]1C=C(O[C@@H](OC2=C(O)C(=C(O)C=C2C2=CC=CC=C2)C2=CC=CC=C2)[C@@H]1O)C(O)=O
InChI Identifier
InChI=1S/C24H20O8/c25-16-11-15(13-7-3-1-4-8-13)22(21(28)19(16)14-9-5-2-6-10-14)32-24-20(27)17(26)12-18(31-24)23(29)30/h1-12,17,20,24-28H,(H,29,30)/t17-,20+,24-/m0/s1
InChI KeyVRZBVQFMJSCRPH-IQOKHDRSSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Streptomyces sp. RM-5-8NPAtlas
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
logP3.39ALOGPS
logP3.15ChemAxon
logS-3.8ALOGPS
pKa (Strongest Acidic)3.36ChemAxon
pKa (Strongest Basic)-3.5ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area136.68 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity114.65 m³·mol⁻¹ChemAxon
Polarizability43.59 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
NPAtlas IDNPA004619
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID34980558
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound122364645
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Wang X, Reynolds AR, Elshahawi SI, Shaaban KA, Ponomareva LV, Saunders MA, Elgumati IS, Zhang Y, Copley GC, Hower JC, Sunkara M, Morris AJ, Kharel MK, Van Lanen SG, Prendergast MA, Thorson JS: Terfestatins B and C, New p-Terphenyl Glycosides Produced by Streptomyces sp. RM-5-8. Org Lett. 2015 Jun 5;17(11):2796-9. doi: 10.1021/acs.orglett.5b01203. Epub 2015 May 11. [PubMed:25961722 ]