NP-MRD: Showing NP-Card for 3-(2,3-dihydroxypropyl)-6,8-dihydroxyisochromen-1-one (NP0238500)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-06 21:54:28 UTC

Updated at

2022-09-06 21:54:28 UTC

NP-MRD ID

NP0238500

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-(2,3-dihydroxypropyl)-6,8-dihydroxyisochromen-1-one

Description

3-(2,3-Dihydroxypropyl)-6,8-dihydroxy-1H-isochromen-1-one belongs to the class of organic compounds known as isocoumarins and derivatives. These are polycyclic compounds containing an isochromane which bears a ketone at the carbon C1. 3-(2,3-Dihydroxypropyl)-6,8-dihydroxy-1H-isochromen-1-one is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 30 31  0  0  0  0  0  0  0  0999 V2000
   -0.3732    0.6745   -2.5598 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3177    0.2747   -1.3563 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7926   -0.1477   -0.8198 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9472   -0.5749    0.3997 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2075   -1.0554    1.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4183   -0.9763    0.1782 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4788   -1.8833   -0.8808 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7800    0.4091   -0.2200 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0101    0.9331   -1.2110 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2302   -0.5561    1.1640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4367   -0.1239    0.6646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5955   -0.1052    1.4170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8052    0.3267    0.9211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9649    0.3306    1.7204 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8354    0.7554   -0.3897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6890    0.7521   -1.1813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7168    1.1829   -2.5007 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5081    0.3128   -0.6425 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0364   -2.0880    1.4002 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3440   -0.4386    1.9281 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2784   -1.3161    0.8619 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8894   -1.6695   -1.6206 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8521    0.4614   -0.5502 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6902    1.0907    0.6814 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5294    1.5048   -1.8245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1547   -0.9009    2.1826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5215   -0.4492    2.4342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8090    0.6560    1.2997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7624    1.1029   -0.8211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5341    1.5175   -2.9685 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0
  8  6  1  0
  6  7  1  0
  6  5  1  0
  5  4  1  0
  4 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18  2  1  0
  2  1  2  0
  2  3  1  0
  3  4  1  0
 18 11  1  0
  9 25  1  0
  8 23  1  0
  8 24  1  0
  6 21  1  1
  7 22  1  0
  5 19  1  0
  5 20  1  0
 10 26  1  0
 12 27  1  0
 14 28  1  0
 15 29  1  0
 17 30  1  0
M  END


  Mrv1533004241511552D          

 18 19  0  0  0  0            999 V2000
   -2.1434   -0.4125    0.0000 O   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
   -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 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
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  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
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  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
    0.7145   -1.2375    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  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
  8 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
  6 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0238500

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCC(O)CC1=CC2=CC(O)=CC(O)=C2C(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C12H12O6/c13-5-8(15)3-9-2-6-1-7(14)4-10(16)11(6)12(17)18-9/h1-2,4,8,13-16H,3,5H2

> <INCHI_KEY>
VILYFHCPBMAWFN-UHFFFAOYSA-N

> <FORMULA>
C12H12O6

> <MOLECULAR_WEIGHT>
252.222

> <EXACT_MASS>
252.063388106

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
24.313561267055324

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(2,3-dihydroxypropyl)-6,8-dihydroxy-1H-isochromen-1-one

> <ALOGPS_LOGP>
0.43

> <JCHEM_LOGP>
0.6810472283333331

> <ALOGPS_LOGS>
-2.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.269025813639342

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.428021812073435

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9422518503668673

> <JCHEM_POLAR_SURFACE_AREA>
107.22000000000001

> <JCHEM_REFRACTIVITY>
63.63850000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.89e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(2,3-dihydroxypropyl)-6,8-dihydroxyisochromen-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  O   UNK     0      -4.001  -0.770   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -2.667   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  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7   18                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   15                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13    8   16                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16    6                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₂H₁₂O₆

Average Mass

252.2220 Da

Monoisotopic Mass

252.06339 Da

IUPAC Name

3-(2,3-dihydroxypropyl)-6,8-dihydroxy-1H-isochromen-1-one

Traditional Name

3-(2,3-dihydroxypropyl)-6,8-dihydroxyisochromen-1-one

CAS Registry Number

Not Available

SMILES

OCC(O)CC1=CC2=CC(O)=CC(O)=C2C(=O)O1

InChI Identifier

InChI=1S/C12H12O6/c13-5-8(15)3-9-2-6-1-7(14)4-10(16)11(6)12(17)18-9/h1-2,4,8,13-16H,3,5H2

InChI Key

VILYFHCPBMAWFN-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isocoumarins and derivatives. These are polycyclic compounds containing an isochromane which bears a ketone at the carbon C1.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isocoumarins and derivatives

Sub Class

Not Available

Direct Parent

Isocoumarins and derivatives

Alternative Parents

Substituents

Isocoumarin
Benzopyran
2-benzopyran
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyranone
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous acid
1,2-diol
Lactone
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Primary alcohol
Hydrocarbon derivative
Organooxygen compound
Alcohol
Organic oxide
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	0.43	ALOGPS
logP	0.68	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	8.43	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	107.22 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	63.64 m³·mol⁻¹	ChemAxon
Polarizability	24.31 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-(2,3-dihydroxypropyl)-6,8-dihydroxyisochromen-1-one (NP0238500)

MOL for NP0238500 (3-(2,3-dihydroxypropyl)-6,8-dihydroxyisochromen-1-one)

3D MOL for NP0238500 (3-(2,3-dihydroxypropyl)-6,8-dihydroxyisochromen-1-one)

3D SDF for NP0238500 (3-(2,3-dihydroxypropyl)-6,8-dihydroxyisochromen-1-one)

3D-SDF for NP0238500 (3-(2,3-dihydroxypropyl)-6,8-dihydroxyisochromen-1-one)

PDB for NP0238500 (3-(2,3-dihydroxypropyl)-6,8-dihydroxyisochromen-1-one)

3D PDB for NP0238500 (3-(2,3-dihydroxypropyl)-6,8-dihydroxyisochromen-1-one)

SMILES for NP0238500 (3-(2,3-dihydroxypropyl)-6,8-dihydroxyisochromen-1-one)

INCHI for NP0238500 (3-(2,3-dihydroxypropyl)-6,8-dihydroxyisochromen-1-one)

Structure for NP0238500 (3-(2,3-dihydroxypropyl)-6,8-dihydroxyisochromen-1-one)

3D Structure for NP0238500 (3-(2,3-dihydroxypropyl)-6,8-dihydroxyisochromen-1-one)