NP-MRD: Showing NP-Card for (2r)-2,7-dihydroxy-2-methyl-4-[(1e)-prop-1-en-1-yl]-1-benzofuran-3-one (NP0220381)

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Record Information

Version

2.0

Created at

2022-09-05 21:40:39 UTC

Updated at

2022-09-05 21:40:39 UTC

NP-MRD ID

NP0220381

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r)-2,7-dihydroxy-2-methyl-4-[(1e)-prop-1-en-1-yl]-1-benzofuran-3-one

Description

(2R)-2,7-dihydroxy-2-methyl-4-[(1E)-prop-1-en-1-yl]-2,3-dihydro-1-benzofuran-3-one belongs to the class of organic compounds known as benzofurans. These are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. (2r)-2,7-dihydroxy-2-methyl-4-[(1e)-prop-1-en-1-yl]-1-benzofuran-3-one is found in Arthropsis truncata. Based on a literature review very few articles have been published on (2R)-2,7-dihydroxy-2-methyl-4-[(1E)-prop-1-en-1-yl]-2,3-dihydro-1-benzofuran-3-one.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309052223402D          

 16 17  0  0  1  0            999 V2000
    2.5645    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    2.0625    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    0.8250    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
    3.2789   -0.4125    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
    2.5645    0.0000    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
    1.7798    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249    1.8646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6818    0.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6818   -0.1395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  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
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  1  0  0  0
 13 16  1  0  0  0  0
  9 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0220381

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C=C\C1=CC=C(O)C2=C1C(=O)[C@](C)(O)O2

> <INCHI_IDENTIFIER>
InChI=1S/C12H12O4/c1-3-4-7-5-6-8(13)10-9(7)11(14)12(2,15)16-10/h3-6,13,15H,1-2H3/b4-3+/t12-/m1/s1

> <INCHI_KEY>
SVQLGEIJJVYXML-AAOUONPWSA-N

> <FORMULA>
C12H12O4

> <MOLECULAR_WEIGHT>
220.224

> <EXACT_MASS>
220.073558866

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
22.580625648852852

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R)-2,7-dihydroxy-2-methyl-4-[(1E)-prop-1-en-1-yl]-2,3-dihydro-1-benzofuran-3-one

> <JCHEM_LOGP>
2.0825400519999997

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.32663161252654

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.300951463310343

> <JCHEM_PKA_STRONGEST_BASIC>
-4.912477439531739

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
59.907500000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2,7-dihydroxy-2-methyl-4-[(1E)-prop-1-en-1-yl]-1-benzofuran-3-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0       4.787   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.787   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.121   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       6.121  -2.310   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.787   1.540   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  O   UNK     0       2.846   3.481   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.273   1.800   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.273  -0.260   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       3.322  -0.476   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
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   16                                                  
CONECT   10    9    4   11                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15   16                                             
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   13    9                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₂H₁₂O₄

Average Mass

220.2240 Da

Monoisotopic Mass

220.07356 Da

IUPAC Name

(2R)-2,7-dihydroxy-2-methyl-4-[(1E)-prop-1-en-1-yl]-2,3-dihydro-1-benzofuran-3-one

Traditional Name

(2R)-2,7-dihydroxy-2-methyl-4-[(1E)-prop-1-en-1-yl]-1-benzofuran-3-one

CAS Registry Number

Not Available

SMILES

C\C=C\C1=CC=C(O)C2=C1C(=O)[C@](C)(O)O2

InChI Identifier

InChI=1S/C12H12O4/c1-3-4-7-5-6-8(13)10-9(7)11(14)12(2,15)16-10/h3-6,13,15H,1-2H3/b4-3+/t12-/m1/s1

InChI Key

SVQLGEIJJVYXML-AAOUONPWSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Arthropsis truncata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzofurans. These are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzofurans

Sub Class

Not Available

Direct Parent

Benzofurans

Alternative Parents

Substituents

Benzofuran
Coumaran
Styrene
Aryl ketone
Aryl alkyl ketone
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Acyloin
Ketone
Hemiacetal
Oxacycle
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
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	2.08	ChemAxon
pKa (Strongest Acidic)	9.3	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	59.91 m³·mol⁻¹	ChemAxon
Polarizability	22.58 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

163185721

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2r)-2,7-dihydroxy-2-methyl-4-[(1e)-prop-1-en-1-yl]-1-benzofuran-3-one (NP0220381)

MOL for NP0220381 ((2r)-2,7-dihydroxy-2-methyl-4-[(1e)-prop-1-en-1-yl]-1-benzofuran-3-one)

3D MOL for NP0220381 ((2r)-2,7-dihydroxy-2-methyl-4-[(1e)-prop-1-en-1-yl]-1-benzofuran-3-one)

3D SDF for NP0220381 ((2r)-2,7-dihydroxy-2-methyl-4-[(1e)-prop-1-en-1-yl]-1-benzofuran-3-one)

3D-SDF for NP0220381 ((2r)-2,7-dihydroxy-2-methyl-4-[(1e)-prop-1-en-1-yl]-1-benzofuran-3-one)

PDB for NP0220381 ((2r)-2,7-dihydroxy-2-methyl-4-[(1e)-prop-1-en-1-yl]-1-benzofuran-3-one)

3D PDB for NP0220381 ((2r)-2,7-dihydroxy-2-methyl-4-[(1e)-prop-1-en-1-yl]-1-benzofuran-3-one)

SMILES for NP0220381 ((2r)-2,7-dihydroxy-2-methyl-4-[(1e)-prop-1-en-1-yl]-1-benzofuran-3-one)

INCHI for NP0220381 ((2r)-2,7-dihydroxy-2-methyl-4-[(1e)-prop-1-en-1-yl]-1-benzofuran-3-one)

Structure for NP0220381 ((2r)-2,7-dihydroxy-2-methyl-4-[(1e)-prop-1-en-1-yl]-1-benzofuran-3-one)

3D Structure for NP0220381 ((2r)-2,7-dihydroxy-2-methyl-4-[(1e)-prop-1-en-1-yl]-1-benzofuran-3-one)