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Showing NP-Card for (3s)-5,7-dimethoxy-3-methyl-3h-2-benzofuran-1-one (NP0170632)

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Record Information
Version2.0
Created at2022-09-03 06:50:53 UTC
Updated at2022-09-03 06:50:53 UTC
NP-MRD IDNP0170632
Secondary Accession NumbersNone
Natural Product Identification
Common Name(3s)-5,7-dimethoxy-3-methyl-3h-2-benzofuran-1-one
Description(3S)-5,7-dimethoxy-3-methyl-1,3-dihydro-2-benzofuran-1-one belongs to the class of organic compounds known as benzofuranones. These are organic compounds containing a benzene ring fused to a furanone. (3s)-5,7-dimethoxy-3-methyl-3h-2-benzofuran-1-one is found in Picea glauca. Based on a literature review very few articles have been published on (3S)-5,7-dimethoxy-3-methyl-1,3-dihydro-2-benzofuran-1-one.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0170632 ((3s)-5,7-dimethoxy-3-methyl-3h-2-benzofuran-1-one)


  Mrv1652309032208502D          

 15 16  0  0  1  0            999 V2000
    4.0668    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8838    2.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  3 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
  8 14  1  0  0  0  0
 14 15  2  0  0  0  0
M  END
Download

3D MOL for NP0170632 ((3s)-5,7-dimethoxy-3-methyl-3h-2-benzofuran-1-one)

     RDKit          3D

 27 28  0  0  0  0  0  0  0  0999 V2000
   -1.9065   -3.2461   -0.1154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2340   -1.8982    0.1080 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2717   -0.8833   -0.0270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6114    0.4306    0.1959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6826    1.4307    0.0677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9997    2.7544    0.2861 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2552    3.2321    0.6512 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6089    1.1068   -0.2903 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9927   -0.1983   -0.5235 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0210   -1.1828   -0.3828 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4163   -0.2224   -0.8833 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2336   -1.0771    0.0734 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8098    1.1227   -0.8409 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7752    1.9503   -0.4946 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7805    3.2212   -0.3626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6663   -3.9173    0.2901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7457   -3.4189   -1.2006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9427   -3.4344    0.4318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6103    0.6688    0.4716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0526    2.6393    0.1790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3465    4.2750    0.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4224    3.2630    1.7449 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3389   -2.2044   -0.5698 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5509   -0.5997   -1.9308 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2776   -0.7480   -0.0163 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1386   -2.1231   -0.2860 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8034   -0.9407    1.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  5  8  2  0
  8 14  1  0
 14 15  2  0
 14 13  1  0
 13 11  1  0
 11 12  1  0
 11  9  1  0
  9 10  2  0
 10  3  1  0
  9  8  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  4 19  1  0
  7 20  1  0
  7 21  1  0
  7 22  1  0
 11 24  1  6
 12 25  1  0
 12 26  1  0
 12 27  1  0
 10 23  1  0
M  END
Download

3D SDF for NP0170632 ((3s)-5,7-dimethoxy-3-methyl-3h-2-benzofuran-1-one)


  Mrv1652309032208502D          

 15 16  0  0  1  0            999 V2000
    4.0668    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8838    2.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  3 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
  8 14  1  0  0  0  0
 14 15  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0170632

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(OC)=C2C(=O)O[C@@H](C)C2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C11H12O4/c1-6-8-4-7(13-2)5-9(14-3)10(8)11(12)15-6/h4-6H,1-3H3/t6-/m0/s1

> <INCHI_KEY>
KZXFFWHBUZGTRE-LURJTMIESA-N

> <FORMULA>
C11H12O4

> <MOLECULAR_WEIGHT>
208.213

> <EXACT_MASS>
208.073558866

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
20.993890412648405

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S)-5,7-dimethoxy-3-methyl-1,3-dihydro-2-benzofuran-1-one

> <ALOGPS_LOGP>
1.93

> <JCHEM_LOGP>
1.6291825746666664

> <ALOGPS_LOGS>
-2.40

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.542256201155233

> <JCHEM_PKA_STRONGEST_BASIC>
-4.579744408135977

> <JCHEM_POLAR_SURFACE_AREA>
44.760000000000005

> <JCHEM_REFRACTIVITY>
53.98310000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.35e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S)-5,7-dimethoxy-3-methyl-3H-2-benzofuran-1-one

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0170632 ((3s)-5,7-dimethoxy-3-methyl-3h-2-benzofuran-1-one)

Download
PDB for NP0170632 ((3s)-5,7-dimethoxy-3-methyl-3h-2-benzofuran-1-one)
HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0       7.591   5.923   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       7.591   4.383   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       4.924  -0.237   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       3.590  -1.007   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.126   4.089   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.650   5.553   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.220   2.843   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       2.126   1.597   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.650   0.132   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6                                                            
CONECT    8    5    9   14                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9    3                                                       
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13    8   15                                                  
CONECT   15   14                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

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3D PDB for NP0170632 ((3s)-5,7-dimethoxy-3-methyl-3h-2-benzofuran-1-one)
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SMILES for NP0170632 ((3s)-5,7-dimethoxy-3-methyl-3h-2-benzofuran-1-one)
COC1=CC(OC)=C2C(=O)O[C@@H](C)C2=C1
Download
INCHI for NP0170632 ((3s)-5,7-dimethoxy-3-methyl-3h-2-benzofuran-1-one)
InChI=1S/C11H12O4/c1-6-8-4-7(13-2)5-9(14-3)10(8)11(12)15-6/h4-6H,1-3H3/t6-/m0/s1
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View in JSmol
SynonymsNot Available
Chemical FormulaC11H12O4
Average Mass208.2130 Da
Monoisotopic Mass208.07356 Da
IUPAC Name(3S)-5,7-dimethoxy-3-methyl-1,3-dihydro-2-benzofuran-1-one
Traditional Name(3S)-5,7-dimethoxy-3-methyl-3H-2-benzofuran-1-one
CAS Registry NumberNot Available
SMILES
COC1=CC(OC)=C2C(=O)O[C@@H](C)C2=C1
InChI Identifier
InChI=1S/C11H12O4/c1-6-8-4-7(13-2)5-9(14-3)10(8)11(12)15-6/h4-6H,1-3H3/t6-/m0/s1
InChI KeyKZXFFWHBUZGTRE-LURJTMIESA-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
Picea glaucaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzofuranones. These are organic compounds containing a benzene ring fused to a furanone.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassBenzofurans  
Sub ClassBenzofuranones  
Direct ParentBenzofuranones  
Alternative Parents
Substituents
  • Isobenzofuranone
    • 

  • Benzofuranone
    • 

  • Phthalide
    • 

  • Isocoumaran
    • 

  • Anisole
    • 

  • Alkyl aryl ether
    • 

  • Benzenoid
    • 

  • Lactone
    • 

  • Carboxylic acid ester
    • 

  • Oxacycle
    • 

  • Carboxylic acid derivative
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Ether
    • 

  • Organic oxygen compound
    • 

  • Organooxygen compound
    • 

  • 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
logP1.93ALOGPS
logP1.63ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)13.54ChemAxon
pKa (Strongest Basic)-4.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area44.76 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity53.98 m³·mol⁻¹ChemAxon
Polarizability20.99 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 IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound163189303  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]