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Showing NP-Card for Chrycolide (NP0085455)

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Record Information
Version1.0
Created at2022-04-29 05:58:41 UTC
Updated at2022-04-29 05:58:41 UTC
NP-MRD IDNP0085455
Secondary Accession NumbersNone
Natural Product Identification
Common NameChrycolide
DescriptionChrycolide belongs to the class of organic compounds known as benzofuranones. These are organic compounds containing a benzene ring fused to a furanone. Chrycolide is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Chrycolide has been detected, but not quantified in, herbs and spices. Chrycolide is found in Chrysanthemum coronarium . This could make chrycolide a potential biomarker for the consumption of these foods.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0085455 (Chrycolide)


  Mrv0541 05061308152D          

 16 18  0  0  0  0            999 V2000
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7403    2.9445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    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
    0.7403    2.1195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249    3.1994    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
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249    1.8646    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
    1.7798    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249   -1.0396    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
    2.0098    2.5320    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  1  1  0  0  0  0
  5  2  1  0  0  0  0
  6  2  2  0  0  0  0
  7  3  1  0  0  0  0
  8  4  2  0  0  0  0
  9  5  2  0  0  0  0
 10  7  2  0  0  0  0
 10  8  1  0  0  0  0
 11  7  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13  8  1  0  0  0  0
 14 12  2  0  0  0  0
 15 11  1  0  0  0  0
 15 12  1  0  0  0  0
 16  6  1  0  0  0  0
 16  9  1  0  0  0  0
M  END
Download

3D MOL for NP0085455 (Chrycolide)

     RDKit          3D

 24 26  0  0  0  0  0  0  0  0999 V2000
   -1.8309    3.0113   -0.9199 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1681    1.9486   -0.9237 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0663    1.6717   -1.4653 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4420    0.3255   -1.2339 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7052    0.2725   -0.4101 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8069   -0.5112   -0.6060 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8186   -0.3849    0.2627 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6633    0.5222    1.2776 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1125    1.1668    0.9849 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6751   -0.2772   -0.4759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8049   -1.5647   -0.0055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9535   -1.8956    0.6833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9246   -0.9189    0.8711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7662    0.3693    0.3860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7840    1.2802    0.6182 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6223    0.7035   -0.3015 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6314   -0.1462   -2.2054 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8312   -1.2141   -1.4599 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7681   -0.9589    0.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3581    0.7837    2.0906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0480   -2.3334   -0.1496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0538   -2.8959    1.0484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8224   -1.1896    1.4133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7500    2.2352    0.3011 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 14  1  0
 14 13  2  0
 13 12  1  0
 12 11  2  0
 11 10  1  0
 10 16  2  0
 16  2  1  0
  2  1  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
 16 14  1  0
  9  5  1  0
  4 10  1  0
 15 24  1  0
 13 23  1  0
 12 22  1  0
 11 21  1  0
  4 17  1  6
  6 18  1  0
  7 19  1  0
  8 20  1  0
M  END
Download

3D SDF for NP0085455 (Chrycolide)


  Mrv0541 05061308152D          

 16 18  0  0  0  0            999 V2000
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7403    2.9445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    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
    0.7403    2.1195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249    3.1994    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
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249    1.8646    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
    1.7798    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249   -1.0396    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
    2.0098    2.5320    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  1  1  0  0  0  0
  5  2  1  0  0  0  0
  6  2  2  0  0  0  0
  7  3  1  0  0  0  0
  8  4  2  0  0  0  0
  9  5  2  0  0  0  0
 10  7  2  0  0  0  0
 10  8  1  0  0  0  0
 11  7  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13  8  1  0  0  0  0
 14 12  2  0  0  0  0
 15 11  1  0  0  0  0
 15 12  1  0  0  0  0
 16  6  1  0  0  0  0
 16  9  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0085455

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CC=CC2=C1C(=O)OC2C1=CC=CS1

> <INCHI_IDENTIFIER>
InChI=1S/C12H8O3S/c13-8-4-1-3-7-10(8)12(14)15-11(7)9-5-2-6-16-9/h1-6,11,13H

> <INCHI_KEY>
CLGIBOHWUJNNKL-UHFFFAOYSA-N

> <FORMULA>
C12H8O3S

> <MOLECULAR_WEIGHT>
232.255

> <EXACT_MASS>
232.019414812

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
22.35337090683048

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-hydroxy-3-(thiophen-2-yl)-1,3-dihydro-2-benzofuran-1-one

> <ALOGPS_LOGP>
3.25

> <JCHEM_LOGP>
3.5715063199999997

> <ALOGPS_LOGS>
-2.99

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.286239159376557

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.550317975253492

> <JCHEM_PKA_STRONGEST_BASIC>
-4.303145964268659

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
59.791500000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.38e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-hydroxy-3-(thiophen-2-yl)-3H-2-benzofuran-1-one

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0085455 (Chrycolide)

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PDB for NP0085455 (Chrycolide)
HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.382   5.496   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.382   3.956   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.846   5.972   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.846   3.481   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.322   2.016   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.322  -0.476   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       6.121  -2.310   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       2.846  -1.941   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       2.417   0.770   0.000  0.00  0.00           O+0
HETATM   16  S   UNK     0       3.752   4.726   0.000  0.00  0.00           S+0
CONECT    1    3    4                                                       
CONECT    2    5    6                                                       
CONECT    3    1    7                                                       
CONECT    4    1    8                                                       
CONECT    5    2    9                                                       
CONECT    6    2   16                                                       
CONECT    7    3   10   11                                                  
CONECT    8    4   10   13                                                  
CONECT    9    5   11   16                                                  
CONECT   10    7    8   12                                                  
CONECT   11    7    9   15                                                  
CONECT   12   10   14   15                                                  
CONECT   13    8                                                            
CONECT   14   12                                                            
CONECT   15   11   12                                                       
CONECT   16    6    9                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   36    0
END

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3D PDB for NP0085455 (Chrycolide)
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SMILES for NP0085455 (Chrycolide)
OC1=CC=CC2=C1C(=O)OC2C1=CC=CS1
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INCHI for NP0085455 (Chrycolide)
InChI=1S/C12H8O3S/c13-8-4-1-3-7-10(8)12(14)15-11(7)9-5-2-6-16-9/h1-6,11,13H
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View in JSmol
Synonyms
ValueSource
7-Hydroxy-3-(2-thienyl)-1(3H)-isobenzofuranone, 9ciHMDB
Chemical FormulaC12H8O3S
Average Mass232.2550 Da
Monoisotopic Mass232.01941 Da
IUPAC Name7-hydroxy-3-(thiophen-2-yl)-1,3-dihydro-2-benzofuran-1-one
Traditional Name7-hydroxy-3-(thiophen-2-yl)-3H-2-benzofuran-1-one
CAS Registry NumberNot Available
SMILES
OC1=CC=CC2=C1C(=O)OC2C1=CC=CS1
InChI Identifier
InChI=1S/C12H8O3S/c13-8-4-1-3-7-10(8)12(14)15-11(7)9-5-2-6-16-9/h1-6,11,13H
InChI KeyCLGIBOHWUJNNKL-UHFFFAOYSA-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
Chrysanthemum coronariumPlant
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
  • Benzofuranone
    • 

  • Phthalide
    • 

  • Isobenzofuranone
    • 

  • Isocoumaran
    • 

  • 1-hydroxy-4-unsubstituted benzenoid
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Benzenoid
    • 

  • Thiophene
    • 

  • Vinylogous acid
    • 

  • Heteroaromatic compound
    • 

  • Lactone
    • 

  • Carboxylic acid ester
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Oxacycle
    • 

  • Carboxylic acid derivative
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Organooxygen compound
    • 

  • Organic oxygen compound
    • 

  • 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
logP3.25ALOGPS
logP3.57ChemAxon
logS-3ALOGPS
pKa (Strongest Acidic)9.55ChemAxon
pKa (Strongest Basic)-4.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.53 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity59.79 m³·mol⁻¹ChemAxon
Polarizability22.35 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0035145  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB013781  
KNApSAcK IDNot Available
Chemspider ID26774554  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound13259263  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available