NP-MRD: Showing NP-Card for 7-Hydroxy-6-methoxy-3-prenylcoumarin (NP0138261)

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Record Information

Version

2.0

Created at

2022-05-31 17:17:36 UTC

Updated at

2022-05-31 17:17:37 UTC

NP-MRD ID

NP0138261

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7-Hydroxy-6-methoxy-3-prenylcoumarin

Description

7-Hydroxy-6-methoxy-3-prenylcoumarin belongs to the class of organic compounds known as 7-hydroxycoumarins. These are coumarins that contain one or more hydroxyl groups attached to the C7 position the coumarin skeleton. Based on a literature review very few articles have been published on 7-Hydroxy-6-methoxy-3-prenylcoumarin.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 35 36  0  0  0  0  0  0  0  0999 V2000
    5.2274   -2.0413    0.1026 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1721   -0.6667   -0.2063 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9438   -0.0226   -0.1614 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7717   -0.6660    0.1719 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5764    0.0380    0.1979 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4215   -0.6103    0.5297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7528    0.1284    0.5445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0533   -0.4973    0.8943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9355   -0.7641   -0.2357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1645   -0.2887   -0.3393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0006   -0.6209   -1.5509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7820    0.5718    0.7139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7408    1.4659    0.2338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7623    2.2068    0.2239 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4064    2.0641   -0.0853 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5276    1.3740   -0.1028 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7323    1.9926   -0.4354 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9343    1.3211   -0.4700 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1307    1.9748   -0.8094 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2833   -2.3374    0.3544 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9369   -2.6593   -0.7763 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6348   -2.3004    1.0031 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7738   -1.7186    0.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3613   -1.6628    0.7821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9002   -1.4507    1.4426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5559    0.1854    1.6059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5617   -1.3887   -1.0380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3452   -0.6233   -2.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4903   -1.5991   -1.3867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7248    0.2106   -1.7006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8813    0.6246    0.5568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5699    0.1637    1.7216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3863    1.6008    0.6276 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7013    3.0346   -0.6710 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0718    2.9608   -1.0278 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 18  2  0
 18 19  1  0
 18 17  1  0
 17 16  2  0
 16 15  1  0
 15 13  1  0
 13 14  2  0
 13  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  3
 10 11  1  0
 10 12  1  0
  7  6  2  0
  6  5  1  0
  5  4  2  0
  4  3  1  0
  5 16  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
 19 35  1  0
 17 34  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
 11 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 12 33  1  0
  6 24  1  0
  4 23  1  0
M  END


  Mrv1652305312219172D          

 19 20  0  0  0  0            999 V2000
   -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 O   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
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    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
    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 O   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
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    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
    2.1434   -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  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
  4  6  1  0  0  0  0
  6  7  2  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  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 11 17  2  0  0  0  0
 17 18  1  0  0  0  0
  7 18  1  0  0  0  0
 18 19  2  0  0  0  0
  3 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0138261

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C=C2OC(=O)C(CC=C(C)C)=CC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H16O4/c1-9(2)4-5-10-6-11-7-14(18-3)12(16)8-13(11)19-15(10)17/h4,6-8,16H,5H2,1-3H3

> <INCHI_KEY>
LICOULHBERNBDF-UHFFFAOYSA-N

> <FORMULA>
C15H16O4

> <MOLECULAR_WEIGHT>
260.289

> <EXACT_MASS>
260.104858995

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
27.483552243043356

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-hydroxy-6-methoxy-3-(3-methylbut-2-en-1-yl)-2H-chromen-2-one

> <JCHEM_LOGP>
2.932819127333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.235578931170009

> <JCHEM_PKA_STRONGEST_BASIC>
-4.883005592699855

> <JCHEM_POLAR_SURFACE_AREA>
55.76

> <JCHEM_REFRACTIVITY>
73.5514

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
7-hydroxy-6-methoxy-3-(3-methylbut-2-en-1-yl)chromen-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 31-MAY-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   31-MAY-22         0                                  
HETATM    1  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   19                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   18                                                  
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                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   11   18                                                       
CONECT   18   17    7   19                                                  
CONECT   19   18    3                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₁₆O₄

Average Mass

260.2890 Da

Monoisotopic Mass

260.10486 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

299159-90-3

SMILES

COC1=C(O)C=C2OC(=O)C(CC=C(C)C)=CC2=C1

InChI Identifier

InChI=1S/C15H16O4/c1-9(2)4-5-10-6-11-7-14(18-3)12(16)8-13(11)19-15(10)17/h4,6-8,16H,5H2,1-3H3

InChI Key

LICOULHBERNBDF-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 7-hydroxycoumarins. These are coumarins that contain one or more hydroxyl groups attached to the C7 position the coumarin skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Hydroxycoumarins

Direct Parent

7-hydroxycoumarins

Alternative Parents

Substituents

7-hydroxycoumarin
Benzopyran
1-benzopyran
Anisole
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Phenol
Benzenoid
Pyran
Heteroaromatic compound
Lactone
Oxacycle
Ether
Organoheterocyclic compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
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

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

13089372

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15947530

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 7-Hydroxy-6-methoxy-3-prenylcoumarin (NP0138261)

MOL for NP0138261 (7-Hydroxy-6-methoxy-3-prenylcoumarin)

3D MOL for NP0138261 (7-Hydroxy-6-methoxy-3-prenylcoumarin)

3D SDF for NP0138261 (7-Hydroxy-6-methoxy-3-prenylcoumarin)

3D-SDF for NP0138261 (7-Hydroxy-6-methoxy-3-prenylcoumarin)

PDB for NP0138261 (7-Hydroxy-6-methoxy-3-prenylcoumarin)

3D PDB for NP0138261 (7-Hydroxy-6-methoxy-3-prenylcoumarin)

SMILES for NP0138261 (7-Hydroxy-6-methoxy-3-prenylcoumarin)

INCHI for NP0138261 (7-Hydroxy-6-methoxy-3-prenylcoumarin)

Structure for NP0138261 (7-Hydroxy-6-methoxy-3-prenylcoumarin)

3D Structure for NP0138261 (7-Hydroxy-6-methoxy-3-prenylcoumarin)