NP-MRD: Showing NP-Card for 3-[2-(2,5-dihydroxyphenyl)-2-oxoethyl]-5-(2-methylprop-1-en-1-yl)oxolan-2-one (NP0324220)

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Record Information

Version

2.0

Created at

2022-09-12 04:09:48 UTC

Updated at

2022-09-12 04:09:48 UTC

NP-MRD ID

NP0324220

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-[2-(2,5-dihydroxyphenyl)-2-oxoethyl]-5-(2-methylprop-1-en-1-yl)oxolan-2-one

Description

3-[2-(2,5-Dihydroxyphenyl)-2-oxoethyl]-5-(2-methylprop-1-en-1-yl)oxolan-2-one belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. Based on a literature review very few articles have been published on 3-[2-(2,5-dihydroxyphenyl)-2-oxoethyl]-5-(2-methylprop-1-en-1-yl)oxolan-2-one.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309122206092D          

 21 22  0  0  0  0            999 V2000
    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
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0964   -2.9599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -3.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3264   -4.4120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1468   -4.3257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4824   -3.5721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6318   -4.9932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4522   -4.9070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9372   -5.5744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7577   -5.4882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6016   -6.3281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7811   -6.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2962   -5.7469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4757   -5.8331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -3.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5315   -4.4120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7615   -2.9599    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
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 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
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 11 17  1  0  0  0  0
 17 18  1  0  0  0  0
  7 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
  5 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0324220

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CC1CC(CC(=O)C2=CC(O)=CC=C2O)C(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C16H18O5/c1-9(2)5-12-6-10(16(20)21-12)7-15(19)13-8-11(17)3-4-14(13)18/h3-5,8,10,12,17-18H,6-7H2,1-2H3

> <INCHI_KEY>
QRWTVFKEWNICIM-UHFFFAOYSA-N

> <FORMULA>
C16H18O5

> <MOLECULAR_WEIGHT>
290.315

> <EXACT_MASS>
290.11542368

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
29.981499185953922

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-[2-(2,5-dihydroxyphenyl)-2-oxoethyl]-5-(2-methylprop-1-en-1-yl)oxolan-2-one

> <JCHEM_LOGP>
3.034986049333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.036502449649136

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.205040784201707

> <JCHEM_PKA_STRONGEST_BASIC>
-5.124974437588045

> <JCHEM_POLAR_SURFACE_AREA>
83.83

> <JCHEM_REFRACTIVITY>
77.71629999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
3-[2-(2,5-dihydroxyphenyl)-2-oxoethyl]-5-(2-methylprop-1-en-1-yl)oxolan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.913  -5.525   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.437  -6.990   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.343  -8.236   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.874  -8.075   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       6.500  -6.668   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       6.779  -9.321   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.311  -9.160   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.216 -10.406   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      10.748 -10.245   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       8.590 -11.812   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.058 -11.973   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.153 -10.727   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       4.621 -10.888   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       1.897  -6.990   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       0.992  -8.236   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       1.421  -5.525   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   21                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   19                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   17                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   11   18                                                  
CONECT   18   17                                                            
CONECT   19    7   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19    5                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₁₈O₅

Average Mass

290.3150 Da

Monoisotopic Mass

290.11542 Da

IUPAC Name

3-[2-(2,5-dihydroxyphenyl)-2-oxoethyl]-5-(2-methylprop-1-en-1-yl)oxolan-2-one

Traditional Name

3-[2-(2,5-dihydroxyphenyl)-2-oxoethyl]-5-(2-methylprop-1-en-1-yl)oxolan-2-one

CAS Registry Number

Not Available

SMILES

CC(C)=CC1CC(CC(=O)C2=CC(O)=CC=C2O)C(=O)O1

InChI Identifier

InChI=1S/C16H18O5/c1-9(2)5-12-6-10(16(20)21-12)7-15(19)13-8-11(17)3-4-14(13)18/h3-5,8,10,12,17-18H,6-7H2,1-2H3

InChI Key

QRWTVFKEWNICIM-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alkyl-phenylketones

Alternative Parents

Substituents

Alkyl-phenylketone
Aryl alkyl ketone
Hydroquinone
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Gamma butyrolactone
Monocyclic benzene moiety
Vinylogous acid
Tetrahydrofuran
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxide
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	3.03	ChemAxon
pKa (Strongest Acidic)	9.21	ChemAxon
pKa (Strongest Basic)	-5.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.83 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	77.72 m³·mol⁻¹	ChemAxon
Polarizability	29.98 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

163064684

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-(2,5-dihydroxyphenyl)-2-oxoethyl]-5-(2-methylprop-1-en-1-yl)oxolan-2-one (NP0324220)

MOL for NP0324220 (3-[2-(2,5-dihydroxyphenyl)-2-oxoethyl]-5-(2-methylprop-1-en-1-yl)oxolan-2-one)

3D MOL for NP0324220 (3-[2-(2,5-dihydroxyphenyl)-2-oxoethyl]-5-(2-methylprop-1-en-1-yl)oxolan-2-one)

3D SDF for NP0324220 (3-[2-(2,5-dihydroxyphenyl)-2-oxoethyl]-5-(2-methylprop-1-en-1-yl)oxolan-2-one)

3D-SDF for NP0324220 (3-[2-(2,5-dihydroxyphenyl)-2-oxoethyl]-5-(2-methylprop-1-en-1-yl)oxolan-2-one)

PDB for NP0324220 (3-[2-(2,5-dihydroxyphenyl)-2-oxoethyl]-5-(2-methylprop-1-en-1-yl)oxolan-2-one)

3D PDB for NP0324220 (3-[2-(2,5-dihydroxyphenyl)-2-oxoethyl]-5-(2-methylprop-1-en-1-yl)oxolan-2-one)

SMILES for NP0324220 (3-[2-(2,5-dihydroxyphenyl)-2-oxoethyl]-5-(2-methylprop-1-en-1-yl)oxolan-2-one)

INCHI for NP0324220 (3-[2-(2,5-dihydroxyphenyl)-2-oxoethyl]-5-(2-methylprop-1-en-1-yl)oxolan-2-one)

Structure for NP0324220 (3-[2-(2,5-dihydroxyphenyl)-2-oxoethyl]-5-(2-methylprop-1-en-1-yl)oxolan-2-one)

3D Structure for NP0324220 (3-[2-(2,5-dihydroxyphenyl)-2-oxoethyl]-5-(2-methylprop-1-en-1-yl)oxolan-2-one)