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Showing NP-Card for Penicisochroman E (NP0084331)

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Record Information
Version2.0
Created at2022-04-29 05:05:40 UTC
Updated at2022-04-29 05:05:40 UTC
NP-MRD IDNP0084331
Secondary Accession NumbersNone
Natural Product Identification
Common NamePenicisochroman E
Description(3S,4S)-3-methyl-3,4-dihydro-1H-2-benzopyran-4,8-diol belongs to the class of organic compounds known as 2-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 2-position. Penicisochroman E is found in Penicillium sp. PSU-F40. Based on a literature review very few articles have been published on (3S,4S)-3-methyl-3,4-dihydro-1H-2-benzopyran-4,8-diol.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0084331 (Penicisochroman E)


  Mrv1652304292207052D          

 13 14  0  0  1  0            999 V2000
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  1  0  0  0
 10 12  1  0  0  0  0
  6 12  1  0  0  0  0
 12 13  1  1  0  0  0
M  END
Download

3D MOL for NP0084331 (Penicisochroman E)

     RDKit          3D

 25 26  0  0  0  0  0  0  0  0999 V2000
   -3.2511    0.0582   -0.6884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8748    0.5677   -0.3179 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0679    0.7452   -1.4400 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0655    1.4541   -1.0346 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8939    0.5134   -0.2384 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2803    0.5140   -0.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9186    1.4279   -1.0929 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0294   -0.3716    0.4718 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3504   -1.2678    1.2721 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9709   -1.2588    1.3035 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2131   -0.3854    0.5641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2715   -0.4307    0.6457 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7417   -1.6992    0.2428 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0222    0.6496   -0.1784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3311    0.1579   -1.7979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3949   -1.0098   -0.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9625    1.5478    0.1947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2896    2.2497   -0.3321 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6389    1.8527   -1.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9167    1.4610   -1.1504 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1108   -0.3302    0.4049 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9550   -1.9568    1.8551 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4542   -1.9697    1.9378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6255   -0.1942    1.6693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9648   -2.3248    0.3320 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5 11  2  0
 11 10  1  0
 10  9  2  0
  9  8  1  0
  8  6  2  0
  6  7  1  0
 11 12  1  0
 12 13  1  0
 12  2  1  0
  6  5  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  1
  4 18  1  0
  4 19  1  0
 10 23  1  0
  9 22  1  0
  8 21  1  0
  7 20  1  0
 12 24  1  1
 13 25  1  0
M  END
Download

3D SDF for NP0084331 (Penicisochroman E)


  Mrv1652304292207052D          

 13 14  0  0  1  0            999 V2000
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  1  0  0  0
 10 12  1  0  0  0  0
  6 12  1  0  0  0  0
 12 13  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0084331

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1OCC2=C(C=CC=C2O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C10H12O3/c1-6-10(12)7-3-2-4-9(11)8(7)5-13-6/h2-4,6,10-12H,5H2,1H3/t6-,10+/m0/s1

> <INCHI_KEY>
BFAPKXQOLRZYTB-QUBYGPBYSA-N

> <FORMULA>
C10H12O3

> <MOLECULAR_WEIGHT>
180.203

> <EXACT_MASS>
180.078644246

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
18.634771440222508

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4S)-3-methyl-3,4-dihydro-1H-2-benzopyran-4,8-diol

> <ALOGPS_LOGP>
0.39

> <JCHEM_LOGP>
1.0829246146666667

> <ALOGPS_LOGS>
-0.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.535748259283718

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.938356083306367

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5113343768154683

> <JCHEM_POLAR_SURFACE_AREA>
49.69

> <JCHEM_REFRACTIVITY>
48.541900000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.73e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4S)-3-methyl-3,4-dihydro-1H-2-benzopyran-4,8-diol

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0084331 (Penicisochroman E)

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PDB for NP0084331 (Penicisochroman E)
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  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   12                                                  
CONECT    7    6    2    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10    6   13                                                  
CONECT   13   12                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   28    0
END

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3D PDB for NP0084331 (Penicisochroman E)
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SMILES for NP0084331 (Penicisochroman E)
C[C@@H]1OCC2=C(C=CC=C2O)[C@@H]1O
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INCHI for NP0084331 (Penicisochroman E)
InChI=1S/C10H12O3/c1-6-10(12)7-3-2-4-9(11)8(7)5-13-6/h2-4,6,10-12H,5H2,1H3/t6-,10+/m0/s1
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View in JSmol
SynonymsNot Available
Chemical FormulaC10H12O3
Average Mass180.2030 Da
Monoisotopic Mass180.07864 Da
IUPAC Name(4S)-3-methyl-3,4-dihydro-1H-2-benzopyran-4,8-diol
Traditional Name(4S)-3-methyl-3,4-dihydro-1H-2-benzopyran-4,8-diol
CAS Registry NumberNot Available
SMILES
C[C@@H]1OCC2=C(C=CC=C2O)[C@@H]1O
InChI Identifier
InChI=1S/C10H12O3/c1-6-10(12)7-3-2-4-9(11)8(7)5-13-6/h2-4,6,10-12H,5H2,1H3/t6-,10+/m0/s1
InChI KeyBFAPKXQOLRZYTB-QUBYGPBYSA-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
Penicillium sp. PSU-F40Fungi
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 2-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 2-position.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassBenzopyrans  
Sub Class2-benzopyrans  
Direct Parent2-benzopyrans  
Alternative Parents
Substituents
  • 2-benzopyran
    • 

  • 1-hydroxy-4-unsubstituted benzenoid
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Benzenoid
    • 

  • Secondary alcohol
    • 

  • Oxacycle
    • 

  • Ether
    • 

  • Dialkyl ether
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Alcohol
    • 

  • 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
logP0.39ALOGPS
logP1.08ChemAxon
logS-0.58ALOGPS
pKa (Strongest Acidic)8.94ChemAxon
pKa (Strongest Basic)-3.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area49.69 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity48.54 m³·mol⁻¹ChemAxon
Polarizability18.63 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 IDC00053651  
Chemspider ID27024868  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound162904087  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References