NP-MRD: Showing NP-Card for 3-(7-methoxy-2-oxochromen-8-yl)-2,2-dimethylpropanoic acid (NP0272500)

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Record Information

Version

2.0

Created at

2022-09-08 19:08:41 UTC

Updated at

2022-09-08 19:08:41 UTC

NP-MRD ID

NP0272500

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-(7-methoxy-2-oxochromen-8-yl)-2,2-dimethylpropanoic acid

Description

3-(7-Methoxy-2-oxo-2H-chromen-8-yl)-2,2-dimethylpropanoic acid belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one). 3-(7-methoxy-2-oxochromen-8-yl)-2,2-dimethylpropanoic acid is found in Murraya paniculata. 3-(7-Methoxy-2-oxo-2H-chromen-8-yl)-2,2-dimethylpropanoic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652308221903162D          

 20 21  0  0  0  0            999 V2000
    1.1270    2.9980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    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
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    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    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    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
    1.4289    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 O   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
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  2  0  0  0  0
  7  5  2  0  0  0  0
  9  4  1  0  0  0  0
  9  5  1  0  0  0  0
 10  8  1  0  0  0  0
 11  6  1  0  0  0  0
 11 10  2  0  0  0  0
 12  7  1  0  0  0  0
 13  9  2  0  0  0  0
 13 10  1  0  0  0  0
 15  1  1  0  0  0  0
 15  2  1  0  0  0  0
 15  8  1  0  0  0  0
 15 14  1  0  0  0  0
 16 12  2  0  0  0  0
 17 14  2  0  0  0  0
 18 14  1  0  0  0  0
 19  3  1  0  0  0  0
 19 11  1  0  0  0  0
 20 12  1  0  0  0  0
 20 13  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0272500

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(CC(C)(C)C(O)=O)C2=C(C=CC(=O)O2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H16O5/c1-15(2,14(17)18)8-10-11(19-3)6-4-9-5-7-12(16)20-13(9)10/h4-7H,8H2,1-3H3,(H,17,18)

> <INCHI_KEY>
ZQUZRUKMDMKRRB-UHFFFAOYSA-N

> <FORMULA>
C15H16O5

> <MOLECULAR_WEIGHT>
276.288

> <EXACT_MASS>
276.099773615

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
27.89227543922423

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(7-methoxy-2-oxo-2H-chromen-8-yl)-2,2-dimethylpropanoic acid

> <ALOGPS_LOGP>
3.11

> <JCHEM_LOGP>
2.807005884333333

> <ALOGPS_LOGS>
-3.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.8000411446715483

> <JCHEM_PKA_STRONGEST_BASIC>
-4.839897694190874

> <JCHEM_POLAR_SURFACE_AREA>
72.83000000000001

> <JCHEM_REFRACTIVITY>
72.9959

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.29e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(7-methoxy-2-oxochromen-8-yl)-2,2-dimethylpropanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 22-AUG-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-AUG-19         0                                  
HETATM    1  C   UNK     0       2.104   5.596   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.564   8.264   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   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       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   7.700   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.335   4.620   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       2.667   9.240   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       4.001   6.930   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -2.667   4.620   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
CONECT    1   15                                                            
CONECT    2   15                                                            
CONECT    3   19                                                            
CONECT    4    6    9                                                       
CONECT    5    7    9                                                       
CONECT    6    4   11                                                       
CONECT    7    5   12                                                       
CONECT    8   10   15                                                       
CONECT    9    4    5   13                                                  
CONECT   10    8   11   13                                                  
CONECT   11    6   10   19                                                  
CONECT   12    7   16   20                                                  
CONECT   13    9   10   20                                                  
CONECT   14   15   17   18                                                  
CONECT   15    1    2    8   14                                             
CONECT   16   12                                                            
CONECT   17   14                                                            
CONECT   18   14                                                            
CONECT   19    3   11                                                       
CONECT   20   12   13                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

View in JSmol

Synonyms

Value	Source
3-(7-Methoxy-2-oxo-2H-chromen-8-yl)-2,2-dimethylpropanoate	Generator

Chemical Formula

C₁₅H₁₆O₅

Average Mass

276.2880 Da

Monoisotopic Mass

276.09977 Da

IUPAC Name

3-(7-methoxy-2-oxo-2H-chromen-8-yl)-2,2-dimethylpropanoic acid

Traditional Name

3-(7-methoxy-2-oxochromen-8-yl)-2,2-dimethylpropanoic acid

CAS Registry Number

Not Available

SMILES

COC1=C(CC(C)(C)C(O)=O)C2=C(C=CC(=O)O2)C=C1

InChI Identifier

InChI=1S/C15H16O5/c1-15(2,14(17)18)8-10-11(19-3)6-4-9-5-7-12(16)20-13(9)10/h4-7H,8H2,1-3H3,(H,17,18)

InChI Key

ZQUZRUKMDMKRRB-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Murraya paniculata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Not Available

Direct Parent

Coumarins and derivatives

Alternative Parents

Substituents

Coumarin
Benzopyran
1-benzopyran
Anisole
Phenol ether
Alkyl aryl ether
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Lactone
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Ether
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organic oxygen compound
Organooxygen 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	3.11	ALOGPS
logP	2.81	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	3.8	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	72.83 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	73 m³·mol⁻¹	ChemAxon
Polarizability	27.89 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

HMDB0131642

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB089587

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

14285091

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-(7-methoxy-2-oxochromen-8-yl)-2,2-dimethylpropanoic acid (NP0272500)

MOL for NP0272500 (3-(7-methoxy-2-oxochromen-8-yl)-2,2-dimethylpropanoic acid)

3D MOL for NP0272500 (3-(7-methoxy-2-oxochromen-8-yl)-2,2-dimethylpropanoic acid)

3D SDF for NP0272500 (3-(7-methoxy-2-oxochromen-8-yl)-2,2-dimethylpropanoic acid)

3D-SDF for NP0272500 (3-(7-methoxy-2-oxochromen-8-yl)-2,2-dimethylpropanoic acid)

PDB for NP0272500 (3-(7-methoxy-2-oxochromen-8-yl)-2,2-dimethylpropanoic acid)

3D PDB for NP0272500 (3-(7-methoxy-2-oxochromen-8-yl)-2,2-dimethylpropanoic acid)

SMILES for NP0272500 (3-(7-methoxy-2-oxochromen-8-yl)-2,2-dimethylpropanoic acid)

INCHI for NP0272500 (3-(7-methoxy-2-oxochromen-8-yl)-2,2-dimethylpropanoic acid)

Structure for NP0272500 (3-(7-methoxy-2-oxochromen-8-yl)-2,2-dimethylpropanoic acid)

3D Structure for NP0272500 (3-(7-methoxy-2-oxochromen-8-yl)-2,2-dimethylpropanoic acid)