Np mrd loader

You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on NP-MRD.
Record Information
Version1.0
Created at2024-02-24 08:15:56 UTC
Updated at2024-04-19 10:11:30 UTC
NP-MRD IDNP0332570
Secondary Accession NumbersNone
Natural Product Identification
Common Name1S,5S,7R,8R,3-exo,7-endo-(+)-9-deoxygoniopypyrone
DescriptionParvistone D belongs to the class of organic compounds known as c-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a C-glycosidic bond. It was first documented in 2016 (PMID: 27518479). Based on a literature review very few articles have been published on Parvistone D (PMID: 32045683).
Structure
Thumb
Synonyms
ValueSource
Parvistone eMeSH
Chemical FormulaC13H14O4
Average Mass234.2510 Da
Monoisotopic Mass234.08921 Da
IUPAC Name(1S,5S,7R,8R)-8-hydroxy-7-phenyl-2,6-dioxabicyclo[3.3.1]nonan-3-one
Traditional Name(1S,5S,7R,8R)-8-hydroxy-7-phenyl-2,6-dioxabicyclo[3.3.1]nonan-3-one
CAS Registry NumberNot Available
SMILES
[H]C1([H])C(=O)O[C@@]2([H])C([H])([H])[C@]1([H])O[C@]([H])(C1=CC=CC=C1)[C@]2([H])O
InChI Identifier
InChI=1S/C13H14O4/c14-11-7-9-6-10(17-11)12(15)13(16-9)8-4-2-1-3-5-8/h1-5,9-10,12-13,15H,6-7H2/t9-,10-,12+,13+/m0/s1
InChI KeyZPVLUTBGTWEMGV-YRRQLQLVSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR[1H, ] NMR Spectrum (2D, 500 MHz, CDCl3, experimental)Not AvailableAtta-ur-Rahman Institute for Natural Products Universiti Teknologi Mara (UiTM)Nor Nadirah Binti Abdullah2024-02-24View Spectrum
NOESY NMR[1H, 1H] NMR Spectrum (2D, 500 MHz, CDCl3, experimental)Not AvailableAtta-ur-Rahman Institute for Natural Products Universiti Teknologi Mara (UiTM)Nor Nadirah Binti Abdullah2024-02-24View Spectrum
COSY NMR[1H, 1H] NMR Spectrum (2D, 500 MHz, CDCl3, experimental)Not AvailableAtta-ur-Rahman Institute for Natural Products Universiti Teknologi Mara (UiTM)Nor Nadirah Binti Abdullah2024-02-24View Spectrum
HSQC NMR[1H, 13C] NMR Spectrum (2D, 500 MHz, CDCl3, experimental)Not AvailableAtta-ur-Rahman Institute for Natural Products Universiti Teknologi Mara (UiTM)Nor Nadirah Binti Abdullah2024-02-24View Spectrum
HMBC NMR[1H, 13C] NMR Spectrum (2D, 500 MHz, CDCl3, experimental)Not AvailableAtta-ur-Rahman Institute for Natural Products Universiti Teknologi Mara (UiTM)Nor Nadirah Binti Abdullah2024-02-24View Spectrum
1D NMR[13C, ] NMR Spectrum (2D, 126 MHz, CDCl3, experimental)Not AvailableAtta-ur-Rahman Institute for Natural Products Universiti Teknologi Mara (UiTM)Nor Nadirah Binti Abdullah2024-02-24View Spectrum
1D NMR[1H, ] NMR Spectrum (2D, 500 MHz, CDCl3, experimental)Not AvailableAtta-ur-Rahman Institute for Natural Products Universiti Teknologi Mara (UiTM)Nor Nadirah Binti Abdullah2024-02-24View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as c-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a C-glycosidic bond.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentC-glycosyl compounds
Alternative Parents
Substituents
  • C-glycosyl compound
  • Delta valerolactone
  • Delta_valerolactone
  • Monocyclic benzene moiety
  • Benzenoid
  • Monosaccharide
  • Oxane
  • Carboxylic acid ester
  • Lactone
  • Secondary alcohol
  • Organoheterocyclic compound
  • Ether
  • Dialkyl ether
  • Oxacycle
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Alcohol
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic 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
logP0.98ChemAxon
pKa (Strongest Acidic)13.08ChemAxon
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area55.76 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity59.08 m³·mol⁻¹ChemAxon
Polarizability23.53 ųChemAxon
Number of Rings3ChemAxon
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 IDNot Available
Chemspider ID28284065
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound51013994
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Ramesh P, Rao TP: Biosynthesis-Inspired Total Synthesis of Bioactive Styryllactones (+)-Goniodiol, (6S,7S,8S)-Goniodiol, (-)-Parvistone D, and (+)-Parvistone E. J Nat Prod. 2016 Aug 26;79(8):2060-5. doi: 10.1021/acs.jnatprod.6b00386. Epub 2016 Aug 12. [PubMed:27518479 ]
  2. Kaharudin FA, Zohdi RM, Mukhtar SM, Sidek HM, Bihud NV, Rasol NE, Ahmad FB, Ismail NH: In vitro antiplasmodial and cytotoxicity activities of crude extracts and major compounds from Goniothalamus lanceolatus. J Ethnopharmacol. 2020 May 23;254:112657. doi: 10.1016/j.jep.2020.112657. Epub 2020 Feb 8. [PubMed:32045683 ]