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Showing NP-Card for 6-hydroxyangelicin (NP0220621)

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Record Information
Version1.0
Created at2022-09-05 21:59:28 UTC
Updated at2022-09-05 21:59:29 UTC
NP-MRD IDNP0220621
Secondary Accession NumbersNone
Natural Product Identification
Common Name6-hydroxyangelicin
Description6-Hydroxy-2H-furo[2,3-h]chromen-2-one, also known as heratomol, belongs to the class of organic compounds known as angular furanocoumarins. These are furanocoumarins, with a structure characterized by a furan ring angularly fused to a coumarin. 6-Hydroxy-2H-furo[2,3-h]chromen-2-one is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0220621 (6-hydroxyangelicin)


  Mrv1533004261501082D          

 15 17  0  0  0  0            999 V2000
    2.9318    1.2530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3664    0.5517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1910    0.5775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6256   -0.1238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4502   -0.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8849   -0.7992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4949   -1.5262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9295   -2.2275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6703   -1.5520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2357   -0.8508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4111   -0.8765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8784   -1.5066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1147   -1.1947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1752   -0.3719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9765   -0.1753    0.0000 C   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  2  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
  4 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  2 15  2  0  0  0  0
 11 15  1  0  0  0  0
M  END
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3D MOL for NP0220621 (6-hydroxyangelicin)

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3D SDF for NP0220621 (6-hydroxyangelicin)

  Mrv1533004261501082D          

 15 17  0  0  0  0            999 V2000
    2.9318    1.2530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3664    0.5517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1910    0.5775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6256   -0.1238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4502   -0.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8849   -0.7992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4949   -1.5262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9295   -2.2275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6703   -1.5520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2357   -0.8508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4111   -0.8765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8784   -1.5066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1147   -1.1947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1752   -0.3719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9765   -0.1753    0.0000 C   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  2  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
  4 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  2 15  2  0  0  0  0
 11 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0220621

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=C2OC=CC2=C2OC(=O)C=CC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C11H6O4/c12-8-5-6-1-2-9(13)15-10(6)7-3-4-14-11(7)8/h1-5,12H

> <INCHI_KEY>
ZKCVFMVZXPEHMD-UHFFFAOYSA-N

> <FORMULA>
C11H6O4

> <MOLECULAR_WEIGHT>
202.165

> <EXACT_MASS>
202.026608673

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
18.92693406470777

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-hydroxy-2H-furo[2,3-h]chromen-2-one

> <ALOGPS_LOGP>
1.86

> <JCHEM_LOGP>
1.6389176943333332

> <ALOGPS_LOGS>
-2.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.359443651288758

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9365740681886705

> <JCHEM_POLAR_SURFACE_AREA>
59.67

> <JCHEM_REFRACTIVITY>
52.3706

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.38e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-hydroxyfuro[2,3-h]chromen-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0220621 (6-hydroxyangelicin)
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PDB for NP0220621 (6-hydroxyangelicin)
HEADER    PROTEIN                                 26-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-15         0                                  
HETATM    1  O   UNK     0       5.473   2.339   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       6.284   1.030   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.823   1.078   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.635  -0.231   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.174  -0.183   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.985  -1.492   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.257  -2.849   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      11.068  -4.158   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       8.718  -2.897   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       7.907  -1.588   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.367  -1.636   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.373  -2.812   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.947  -2.230   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       4.060  -0.694   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       5.556  -0.327   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   15                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9    4   11                                                  
CONECT   11   10   12   15                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14    2   11                                                  
MASTER        0    0    0    0    0    0    0    0   15    0   34    0
END

Download
3D PDB for NP0220621 (6-hydroxyangelicin)
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SMILES for NP0220621 (6-hydroxyangelicin)
OC1=C2OC=CC2=C2OC(=O)C=CC2=C1
Download
INCHI for NP0220621 (6-hydroxyangelicin)
InChI=1S/C11H6O4/c12-8-5-6-1-2-9(13)15-10(6)7-3-4-14-11(7)8/h1-5,12H
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View in JSmol
Synonyms
ValueSource
HeratomolKegg
Chemical FormulaC11H6O4
Average Mass202.1650 Da
Monoisotopic Mass202.02661 Da
IUPAC Name6-hydroxy-2H-furo[2,3-h]chromen-2-one
Traditional Name6-hydroxyfuro[2,3-h]chromen-2-one
CAS Registry NumberNot Available
SMILES
OC1=C2OC=CC2=C2OC(=O)C=CC2=C1
InChI Identifier
InChI=1S/C11H6O4/c12-8-5-6-1-2-9(13)15-10(6)7-3-4-14-11(7)8/h1-5,12H
InChI KeyZKCVFMVZXPEHMD-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as angular furanocoumarins. These are furanocoumarins, with a structure characterized by a furan ring angularly fused to a coumarin.
KingdomOrganic compounds  
Super ClassPhenylpropanoids and polyketides  
ClassCoumarins and derivatives  
Sub ClassFuranocoumarins  
Direct ParentAngular furanocoumarins  
Alternative Parents
Substituents
  • Angular furanocoumarin
    • 

  • Benzopyran
    • 

  • 1-benzopyran
    • 

  • Benzofuran
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Pyranone
    • 

  • Pyran
    • 

  • Benzenoid
    • 

  • Furan
    • 

  • Heteroaromatic compound
    • 

  • Lactone
    • 

  • Oxacycle
    • 

  • Organoheterocyclic compound
    • 

  • Organooxygen compound
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
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
logP1.86ALOGPS
logP1.64ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)7.36ChemAxon
pKa (Strongest Basic)-2.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area59.67 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity52.37 m³·mol⁻¹ChemAxon
Polarizability18.93 ųChemAxon
Number of Rings3ChemAxon
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 IDC18085  
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10465441  
PDB IDNot Available
ChEBI ID81489  
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]