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Record Information
Version1.0
Created at2021-06-22 17:44:49 UTC
Updated at2021-06-22 17:44:49 UTC
NP-MRD IDNP0044001
Secondary Accession NumbersNone
Natural Product Identification
Common NameValdiviamide D
Description Valdiviamide D is found in Antipathozoanthus hickmani. It was first documented in 2019 (PMID: 31017788). Based on a literature review very few articles have been published on (2R)-2-{[(1S)-2-(3-bromo-4-hydroxy-5-iodophenyl)-1-carboxylatoethyl]-C-hydroxycarbonimidoyl}-1,1-dimethylpyrrolidin-1-ium; trifluoroacetic acid.
Structure
Thumb
Synonyms
ValueSource
(2R)-2-{[(1S)-2-(3-bromo-4-hydroxy-5-iodophenyl)-1-carboxylatoethyl]-C-hydroxycarbonimidoyl}-1,1-dimethylpyrrolidin-1-ium; trifluoroacetateGenerator
Chemical FormulaC18H21BrF3IN2O6
Average Mass625.1780 Da
Monoisotopic Mass623.95798 Da
IUPAC Name(2R)-2-{[(1S)-2-(3-bromo-4-hydroxy-5-iodophenyl)-1-carboxyethyl]carbamoyl}-1,1-dimethylpyrrolidin-1-ium trifluoroacetate
Traditional Name(2R)-2-{[(1S)-2-(3-bromo-4-hydroxy-5-iodophenyl)-1-carboxyethyl]carbamoyl}-1,1-dimethylpyrrolidin-1-ium trifluoroacetate
CAS Registry NumberNot Available
SMILES
[O-]C(=O)C(F)(F)F.C[N+]1(C)CCC[C@@H]1C(=O)N[C@@H](CC1=CC(I)=C(O)C(Br)=C1)C(O)=O
InChI Identifier
InChI=1S/C16H20BrIN2O4.C2HF3O2/c1-20(2)5-3-4-13(20)15(22)19-12(16(23)24)8-9-6-10(17)14(21)11(18)7-9;3-2(4,5)1(6)7/h6-7,12-13H,3-5,8H2,1-2H3,(H2-,19,21,22,23,24);(H,6,7)/t12-,13+;/m0./s1
InChI KeyCQFNDGVDDUESMV-JHEYCYPBSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 500 MHz, Methanol-d4, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, Methanol-d4, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, Methanol-d4, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 150 MHz, Methanol-d4, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 250 MHz, Methanol-d4, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 175 MHz, Methanol-d4, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, Methanol-d4, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 100 MHz, Methanol-d4, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 225 MHz, Methanol-d4, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 200 MHz, Methanol-d4, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 125 MHz, Methanol-d4, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 25 MHz, Methanol-d4, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, Methanol-d4, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, Methanol-d4, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, Methanol-d4, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, Methanol-d4, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, Methanol-d4, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, Methanol-d4, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, Methanol-d4, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, Methanol-d4, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, Methanol-d4, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Antipathozoanthus hickmaniLinigton's dataset
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
logP1.85ALOGPS
logP-1.4ChemAxon
logS-5.6ALOGPS
pKa (Strongest Acidic)2.47ChemAxon
pKa (Strongest Basic)-4.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area86.63 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity114.16 m³·mol⁻¹ChemAxon
Polarizability40.83 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
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 Compound155552291
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Guillen PO, Jaramillo KB, Jennings L, Genta-Jouve G, de la Cruz M, Cautain B, Reyes F, Rodriguez J, Thomas OP: Halogenated Tyrosine Derivatives from the Tropical Eastern Pacific Zoantharians Antipathozoanthus hickmani and Parazoanthus darwini. J Nat Prod. 2019 May 24;82(5):1354-1360. doi: 10.1021/acs.jnatprod.9b00173. Epub 2019 Apr 24. [PubMed:31017788 ]