Np mrd loader

Record Information
Version2.0
Created at2024-05-12 22:44:45 UTC
Updated at2024-09-03 04:21:40 UTC
NP-MRD IDNP0333231
Natural Product DOIhttps://doi.org/10.57994/2567
Secondary Accession NumbersNone
Natural Product Identification
Common Name(+)-Neobulgarone H
Description (+)-Neobulgarone H was first documented in 2021 (PMID: 33534571). Based on a literature review very few articles have been published on (9R,9'R)-1,1'-dichloro-2,2',4,4'-tetrahydroxy-3,5,5'-trimethoxy-7,7'-dimethyl-9H,9'H,10H-[9,9'-bianthracene]-10,10'-dione.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC33H26Cl2O9
Average Mass637.4600 Da
Monoisotopic Mass636.09539 Da
IUPAC Name(9R,9'R)-1,1'-dichloro-2,2',4,4'-tetrahydroxy-3,5,5'-trimethoxy-7,7'-dimethyl-9H,9'H,10H,10'H-[9,9'-bianthracene]-10,10'-dione
Traditional Name(9R,9'R)-1,1'-dichloro-2,2',4,4'-tetrahydroxy-3,5,5'-trimethoxy-7,7'-dimethyl-9H,9'H-[9,9'-bianthracene]-10,10'-dione
CAS Registry NumberNot Available
SMILES
[H][C@]1(C2=CC(C)=CC(OC)=C2C(=O)C2=C1C(Cl)=C(O)C(OC)=C2O)[C@]1([H])C2=C(C(OC)=CC(C)=C2)C(=O)C2=C1C(Cl)=C(O)C=C2O
InChI Identifier
InChI=1S/C33H26Cl2O9/c1-11-6-13-19(17(8-11)42-3)29(38)23-15(36)10-16(37)27(34)24(23)21(13)22-14-7-12(2)9-18(43-4)20(14)30(39)26-25(22)28(35)32(41)33(44-5)31(26)40/h6-10,21-22,36-37,40-41H,1-5H3/t21-,22-/m0/s1
InChI KeyBRVXCIMYRYFGSM-VXKWHMMOSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
COSY NMR[1H, 1H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)z.khalil@uq.edu.auNot AvailableNot Available2024-05-12View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, C2D6OS, experimental)z.khalil@uq.edu.auNot AvailableNot Available2024-05-12View Spectrum
HMBC NMR[1H, 13C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)z.khalil@uq.edu.auNot AvailableNot Available2024-05-12View Spectrum
HSQC NMR[1H, 13C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)z.khalil@uq.edu.auNot AvailableNot Available2024-05-12View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, C2D6OS, experimental)z.khalil@uq.edu.auNot AvailableNot Available2024-05-12View Spectrum
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
sp. CMB-MD22
      Not Available
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
logP8.17ChemAxon
pKa (Strongest Acidic)6.33ChemAxon
pKa (Strongest Basic)-4.6ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area142.75 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity165.72 m³·mol⁻¹ChemAxon
Polarizability61.12 ųChemAxon
Number of Rings6ChemAxon
BioavailabilityNoChemAxon
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 ID129225712
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound164627139
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Elbanna AH, Khalil ZG, Bernhardt PV, Capon RJ: Neobulgarones Revisited: Anti and Syn Bianthrones from an Australian Mud Dauber Wasp Nest-Associated Fungus, Penicillium sp. CMB-MD22. J Nat Prod. 2021 Mar 26;84(3):762-770. doi: 10.1021/acs.jnatprod.0c01035. Epub 2021 Feb 3. [PubMed:33534571 ]