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Showing NP-Card for Isoochracinic acid (NP0080669)

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Record Information
Version2.0
Created at2022-04-29 01:40:16 UTC
Updated at2022-04-29 01:40:16 UTC
NP-MRD IDNP0080669
Secondary Accession NumbersNone
Natural Product Identification
Common NameIsoochracinic acid
Description2-[(1R)-4-hydroxy-3-oxo-1,3-dihydro-2-benzofuran-1-yl]acetic acid belongs to the class of organic compounds known as benzofuranones. These are organic compounds containing a benzene ring fused to a furanone. Isoochracinic acid is found in Cladosporium sp. Based on a literature review very few articles have been published on 2-[(1R)-4-hydroxy-3-oxo-1,3-dihydro-2-benzofuran-1-yl]acetic acid.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0080669 (Isoochracinic acid)


  Mrv1652304292203402D          

 15 16  0  0  1  0            999 V2000
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249    1.8646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5249   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7179   -1.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4630   -1.9957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1659   -0.5980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
  1 15  1  0  0  0  0
M  END
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3D MOL for NP0080669 (Isoochracinic acid)

     RDKit          3D

 23 24  0  0  0  0  0  0  0  0999 V2000
    3.6758    1.0464   -0.8597 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3536   -0.0284   -0.3218 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2440   -0.7057    0.4729 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0017   -0.5730   -0.5445 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0489    0.2082    0.3308 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0243    1.5630    0.0568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2601    1.9719   -0.1777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6718    3.1515   -0.4608 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1315    0.8084   -0.0511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5222    0.6832   -0.1931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2876    1.7769   -0.5016 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0702   -0.5589   -0.0128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2552   -1.6424    0.2995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9163   -1.5140    0.4346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3290   -0.2588    0.2565 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0524   -1.0433    1.4054 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7617   -0.4378   -1.6122 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9385   -1.6411   -0.2884 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3633    0.1122    1.4125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9371    2.6992   -0.6423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1280   -0.6867   -0.1144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7249   -2.6093    0.4345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2303   -2.3213    0.6767 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  2  1  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 15  2  0
 15 14  1  0
 14 13  2  0
 13 12  1  0
 12 10  2  0
 10 11  1  0
 15  5  1  0
 10  9  1  0
  3 16  1  0
  4 17  1  0
  4 18  1  0
  5 19  1  1
 14 23  1  0
 13 22  1  0
 12 21  1  0
 11 20  1  0
M  END
Download

3D SDF for NP0080669 (Isoochracinic acid)


  Mrv1652304292203402D          

 15 16  0  0  1  0            999 V2000
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249    1.8646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5249   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7179   -1.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4630   -1.9957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1659   -0.5980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
  1 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0080669

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)C[C@H]1OC(=O)C2=C1C=CC=C2O

> <INCHI_IDENTIFIER>
InChI=1S/C10H8O5/c11-6-3-1-2-5-7(4-8(12)13)15-10(14)9(5)6/h1-3,7,11H,4H2,(H,12,13)/t7-/m1/s1

> <INCHI_KEY>
JUVHLXCMFDJFQF-SSDOTTSWSA-N

> <FORMULA>
C10H8O5

> <MOLECULAR_WEIGHT>
208.169

> <EXACT_MASS>
208.037173358

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
23

> <JCHEM_AVERAGE_POLARIZABILITY>
18.995310710645867

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(1R)-4-hydroxy-3-oxo-1,3-dihydro-2-benzofuran-1-yl]acetic acid

> <ALOGPS_LOGP>
1.33

> <JCHEM_LOGP>
1.649147874333333

> <ALOGPS_LOGS>
-1.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.571000674534186

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.3135772935646965

> <JCHEM_PKA_STRONGEST_BASIC>
-4.30186254229674

> <JCHEM_POLAR_SURFACE_AREA>
83.83000000000001

> <JCHEM_REFRACTIVITY>
49.07300000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.37e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(1R)-4-hydroxy-3-oxo-1H-2-benzofuran-1-yl]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0080669 (Isoochracinic acid)

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PDB for NP0080669 (Isoochracinic acid)
HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.322   2.016   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.846   3.481   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       2.417   0.770   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       3.322  -0.476   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.846  -1.941   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.340  -2.261   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       0.864  -3.725   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       0.310  -1.116   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       6.121   3.850   0.000  0.00  0.00           O+0
CONECT    1    2    6   15                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9    5   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15    1                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

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3D PDB for NP0080669 (Isoochracinic acid)
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SMILES for NP0080669 (Isoochracinic acid)
OC(=O)C[C@H]1OC(=O)C2=C1C=CC=C2O
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INCHI for NP0080669 (Isoochracinic acid)
InChI=1S/C10H8O5/c11-6-3-1-2-5-7(4-8(12)13)15-10(14)9(5)6/h1-3,7,11H,4H2,(H,12,13)/t7-/m1/s1
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View in JSmol
Synonyms
ValueSource
2-[(1R)-4-Hydroxy-3-oxo-1,3-dihydro-2-benzofuran-1-yl]acetateGenerator
Chemical FormulaC10H8O5
Average Mass208.1690 Da
Monoisotopic Mass208.03717 Da
IUPAC Name2-[(1R)-4-hydroxy-3-oxo-1,3-dihydro-2-benzofuran-1-yl]acetic acid
Traditional Name[(1R)-4-hydroxy-3-oxo-1H-2-benzofuran-1-yl]acetic acid
CAS Registry NumberNot Available
SMILES
OC(=O)C[C@H]1OC(=O)C2=C1C=CC=C2O
InChI Identifier
InChI=1S/C10H8O5/c11-6-3-1-2-5-7(4-8(12)13)15-10(14)9(5)6/h1-3,7,11H,4H2,(H,12,13)/t7-/m1/s1
InChI KeyJUVHLXCMFDJFQF-SSDOTTSWSA-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
Cladosporium sp.Fungi
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
    • 

  • Phthalide
    • 

  • Benzofuranone
    • 

  • Isocoumaran
    • 

  • 1-hydroxy-4-unsubstituted benzenoid
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Benzenoid
    • 

  • Dicarboxylic acid or derivatives
    • 

  • Vinylogous acid
    • 

  • Lactone
    • 

  • Carboxylic acid ester
    • 

  • Oxacycle
    • 

  • Carboxylic acid
    • 

  • Carboxylic acid derivative
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • 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
logP1.33ALOGPS
logP1.65ChemAxon
logS-1.7ALOGPS
pKa (Strongest Acidic)3.31ChemAxon
pKa (Strongest Basic)-4.3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area83.83 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity49.07 m³·mol⁻¹ChemAxon
Polarizability19 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 Compound163045706  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available