Np mrd loader

Record Information
Version1.0
Created at2020-12-09 00:47:54 UTC
Updated at2021-07-15 16:46:49 UTC
NP-MRD IDNP0003589
Secondary Accession NumbersNone
Natural Product Identification
Common NameBrevione B
Provided ByNPAtlasNPAtlas Logo
Description Brevione B is found in Penicillium and Penicillium brevicompactum. It was first documented in 2000 (PMID: 11149849). Based on a literature review very few articles have been published on (2R,4'aS,4'bS,8'aS,10'aS)-2',4'b,6,7,8',8',10'a-heptamethyl-3,4,4'a,4'b,5',6',7',8',8'a,9',10',10'a-dodecahydro-4'H-spiro[furo[3,2-c]pyran-2,1'-phenanthrene]-4,7'-dione.
Structure
Data?1624573853
SynonymsNot Available
Chemical FormulaC27H36O4
Average Mass424.5810 Da
Monoisotopic Mass424.26136 Da
IUPAC Name(2R,4'aS,4'bS,8'aS,10'aS)-2',4'b,6,7,8',8',10'a-heptamethyl-3,4,4'a,4'b,5',6',7',8',8'a,9',10',10'a-dodecahydro-4'H-spiro[furo[3,2-c]pyran-2,1'-phenanthrene]-4,7'-dione
Traditional Name(2R,4'aS,4'bS,8'aS,10'aS)-2',4'b,6,7,8',8',10'a-heptamethyl-4'a,5',6',8'a,9',10'-hexahydro-3H,4'H-spiro[furo[3,2-c]pyran-2,1'-phenanthrene]-4,7'-dione
CAS Registry NumberNot Available
SMILES
CC1=C(C)C2=C(C[C@@]3(O2)C(C)=CC[C@H]2[C@]4(C)CCC(=O)C(C)(C)[C@H]4CC[C@]32C)C(=O)O1
InChI Identifier
InChI=1S/C27H36O4/c1-15-8-9-20-25(6)12-11-21(28)24(4,5)19(25)10-13-26(20,7)27(15)14-18-22(31-27)16(2)17(3)30-23(18)29/h8,19-20H,9-14H2,1-7H3/t19-,20+,25-,26+,27-/m1/s1
InChI KeyBYXZSSYEJYOJRF-PCWYVQTFSA-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
PenicilliumNPAtlas
Penicillium brevicompactumLOTUS Database
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
logP5.77ALOGPS
logP5.26ChemAxon
logS-5.2ALOGPS
pKa (Strongest Acidic)19.96ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area52.6 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity123.12 m³·mol⁻¹ChemAxon
Polarizability48.69 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
NPAtlas IDNPA001372
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID78436138
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound101334419
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Macias FA, Varela RM, Simonet AM, Cutler HG, Cutler SJ, Dugan FM, Hill RA: Novel bioactive breviane spiroditerpenoids from Penicillium brevicompactum Dierckx. J Org Chem. 2000 Dec 29;65(26):9039-46. doi: 10.1021/jo0011078. [PubMed:11149849 ]