Np mrd loader

Record Information
Version1.0
Created at2022-09-02 11:57:36 UTC
Updated at2022-09-02 11:57:37 UTC
NP-MRD IDNP0154974
Secondary Accession NumbersNone
Natural Product Identification
Common Nametatridin b
DescriptionTatridin B belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. tatridin b is found in Cassinia subtropica, Gonospermum canariense, Tanacetum ferulaceum, Gonospermum gomerae, Lugoa revoluta, Plagius grandis, Santolina rosmarinifolia, Schistostephium crataegifolium, Tanacetum argenteum, Tanacetum densum and Tanacetum vulgare. It was first documented in 2010 (PMID: 20112996). Based on a literature review a significant number of articles have been published on tatridin B (PMID: 30031141) (PMID: 29864627) (PMID: 34865751) (PMID: 34977389).
Structure
Thumb
Synonyms
ValueSource
1beta-Hydroxy-1-desoxotamirinChEBI
Tatridin-bChEBI
1b-Hydroxy-1-desoxotamirinGenerator
1Β-hydroxy-1-desoxotamirinGenerator
Chemical FormulaC15H20O4
Average Mass264.3210 Da
Monoisotopic Mass264.13616 Da
IUPAC Name(3aS,4R,9R,11aS)-4,9-dihydroxy-6-methyl-3,10-dimethylidene-2H,3H,3aH,4H,7H,8H,9H,10H,11H,11aH-cyclodeca[b]furan-2-one
Traditional Name(3aS,4R,9R,11aS)-4,9-dihydroxy-6-methyl-3,10-dimethylidene-3aH,4H,7H,8H,9H,11H,11aH-cyclodeca[b]furan-2-one
CAS Registry NumberNot Available
SMILES
C\C1=C/[C@@H](O)[C@H]2[C@H](CC(=C)[C@H](O)CC1)OC(=O)C2=C
InChI Identifier
InChI=1S/C15H20O4/c1-8-4-5-11(16)9(2)7-13-14(12(17)6-8)10(3)15(18)19-13/h6,11-14,16-17H,2-5,7H2,1H3/b8-6+/t11-,12-,13+,14+/m1/s1
InChI KeyKNEQPJSDSYNUHP-RFPYWGSLSA-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
Cassinia subtropicaLOTUS Database
Gonospermum canarienseLOTUS Database
Gonospermum ferulaceumLOTUS Database
Gonospermum gomeraeLOTUS Database
Lugoa revolutaLOTUS Database
Plagius grandisLOTUS Database
Santolina rosmarinifoliaLOTUS Database
Schistostephium crataegifoliumLOTUS Database
Tanacetum argenteumLOTUS Database
Tanacetum densumLOTUS Database
Tanacetum vulgareLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassTerpene lactones
Direct ParentTerpene lactones
Alternative Parents
Substituents
  • Terpene lactone
  • Germacrane sesquiterpenoid
  • Sesquiterpenoid
  • Gamma butyrolactone
  • Tetrahydrofuran
  • Enoate ester
  • Alpha,beta-unsaturated carboxylic ester
  • Secondary alcohol
  • Lactone
  • Carboxylic acid ester
  • Oxacycle
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organoheterocyclic compound
  • Alcohol
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organic oxide
  • Organic oxygen compound
  • Carbonyl group
  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External Descriptors
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
logP0.78ALOGPS
logP1.3ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)14.2ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.76 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity71.96 m³·mol⁻¹ChemAxon
Polarizability27.48 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00011802
Chemspider ID23256856
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound14191260
PDB IDNot Available
ChEBI ID73239
Good Scents IDrw1858231
References
General References
  1. Guragac Dereli FT, Ilhan M, Kupeli Akkol E: Discovery of new antidepressant agents: In vivo study on Anthemis wiedemanniana Fisch. & Mey. J Ethnopharmacol. 2018 Nov 15;226:11-16. doi: 10.1016/j.jep.2018.07.019. Epub 2018 Jul 18. [PubMed:30031141 ]
  2. Fraga BM, Terrero D, Cabrera I, Reina M: Studies on the sesquiterpene lactones from Laurus novocanariensis lead to the clarification of the structures of 1-epi-tatridin B and its epimer tatridin B. Phytochemistry. 2018 Sep;153:48-52. doi: 10.1016/j.phytochem.2018.05.014. Epub 2018 Jun 1. [PubMed:29864627 ]
  3. Rivera-Perez A, Romero-Gonzalez R, Garrido Frenich A: Application of an innovative metabolomics approach to discriminate geographical origin and processing of black pepper by untargeted UHPLC-Q-Orbitrap-HRMS analysis and mid-level data fusion. Food Res Int. 2021 Dec;150(Pt A):110722. doi: 10.1016/j.foodres.2021.110722. Epub 2021 Sep 27. [PubMed:34865751 ]
  4. Gao J, Cheng B, Sun Y, Zhao Y, Zhao G: Effects of dietary inclusion with rapeseed cake containing high glucosinolates on nitrogen metabolism and urine nitrous oxide emissions in steers. Anim Nutr. 2022 Mar;8(1):204-215. doi: 10.1016/j.aninu.2021.05.006. Epub 2021 Sep 22. [PubMed:34977389 ]
  5. Saroglou V, Karioti A, Rancic A, Dimas K, Koukoulitsa C, Zervou M, Skaltsa H: Sesquiterpene lactones from Anthemis melanolepis and their antibacterial and cytotoxic activities. Prediction of their pharmacokinetic profile. J Nat Prod. 2010 Feb 26;73(2):242-6. doi: 10.1021/np9004129. [PubMed:20112996 ]
  6. LOTUS database [Link]