NP-MRD: Showing NP-Card for Coumarin VI (NP0138916)

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Record Information

Version

1.0

Created at

2022-06-29 19:23:06 UTC

Updated at

2022-06-29 19:23:06 UTC

NP-MRD ID

NP0138916

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Coumarin VI

Description

Coumarin 6 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). Coumarin VI is found in Ferula fukanensis. It was first documented in 2022 (PMID: 35847504). Based on a literature review a significant number of articles have been published on Coumarin 6 (PMID: 35791309) (PMID: 35698331) (PMID: 35568696) (PMID: 35566920).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 43 46  0  0  0  0  0  0  0  0999 V2000
   -4.5630   -1.9156    0.9954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2743   -0.6502    0.6413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3727    0.3285    0.0675 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9011    1.6188   -0.3509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8104    1.5108   -1.5516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9867    0.0768   -0.0955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5423   -0.9388   -0.8966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1958   -1.1725   -1.0466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3065   -0.3659   -0.3763 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0545   -0.6009   -0.5316 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9610    0.1982    0.1282 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3934   -0.0298   -0.0252 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4029    0.6513    0.4861 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6268    0.3005    0.2229 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7965    0.9377    0.6953 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0131    0.4633    0.3342 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2267   -0.6173   -0.4776 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0906   -1.2550   -0.9509 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8156   -0.7859   -0.5931 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1930   -1.2364   -0.9310 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4732    1.2071    0.9243 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3111    1.9316    1.5241 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1643    1.4088    1.0547 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7206    0.6635    0.4370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0801    0.8669    0.5633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4921   -1.8090    1.2136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0066   -2.4163    1.8975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6677   -2.6648    0.1668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7582   -0.2565    1.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1117   -0.8929   -0.0662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0658    2.2942   -0.6257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4377    2.1082    0.5030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6633    0.8418   -1.4306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2467    2.5433   -1.6983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2201    1.3154   -2.4760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2318   -1.5975   -1.4431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8313   -1.9912   -1.6952 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4164   -1.4034   -1.1613 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7550    1.8011    1.3461 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9154    0.9630    0.7057 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1772   -1.0090   -0.7759 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1136   -2.1054   -1.5914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4139    1.6839    1.2096 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  3  6  1  0
  6 25  2  0
 25 24  1  0
 24  9  2  0
  9  8  1  0
  8  7  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 11 21  1  0
 21 22  2  0
 21 23  1  0
  7  6  1  0
 20 12  1  0
 23 24  1  0
 19 14  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  5 35  1  0
 25 43  1  0
  8 37  1  0
  7 36  1  0
 10 38  1  0
 15 39  1  0
 16 40  1  0
 17 41  1  0
 18 42  1  0
M  END


  Mrv1652306292221232D          

 25 28  0  0  0  0            999 V2000
   -5.7623    4.1932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9373    4.1932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5248    3.4788    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9373    2.7643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5248    2.0498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6998    3.4788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2873    2.7643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4623    2.7643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0498    3.4788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4623    4.1932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2873    4.1932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2248    3.4788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8123    2.7643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2248    2.0498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8123    1.3353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0498    2.0498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0127    2.7643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4976    3.4317    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    3.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9967    3.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7112    3.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7112    2.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9967    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    2.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4976    2.0968    0.0000 S   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
  4  5  1  0  0  0  0
  3  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  2  0  0  0  0
  6 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
  8 16  1  0  0  0  0
 13 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  0  0  0  0
 17 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0138916

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCN(CC)C1=CC2=C(C=C1)C=C(C1=NC3=CC=CC=C3S1)C(=O)O2

> <INCHI_IDENTIFIER>
InChI=1S/C20H18N2O2S/c1-3-22(4-2)14-10-9-13-11-15(20(23)24-17(13)12-14)19-21-16-7-5-6-8-18(16)25-19/h5-12H,3-4H2,1-2H3

> <INCHI_KEY>
VBVAVBCYMYWNOU-UHFFFAOYSA-N

> <FORMULA>
C20H18N2O2S

> <MOLECULAR_WEIGHT>
350.44

> <EXACT_MASS>
350.108899002

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
39.200008689916984

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(1,3-benzothiazol-2-yl)-7-(diethylamino)-2H-chromen-2-one

> <ALOGPS_LOGP>
5.24

> <JCHEM_LOGP>
4.790878015333333

> <ALOGPS_LOGS>
-4.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
4.199638565452832

> <JCHEM_POLAR_SURFACE_AREA>
42.43000000000001

> <JCHEM_REFRACTIVITY>
100.47440000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.85e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
coumarin 6

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-JUN-22         0                                  
HETATM    1  C   UNK     0     -10.756   7.827   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -9.216   7.827   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      -8.446   6.494   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      -9.216   5.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -8.446   3.826   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.906   6.494   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.136   5.160   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.596   5.160   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.826   6.494   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.596   7.827   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -6.136   7.827   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.286   6.494   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.516   5.160   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.286   3.826   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -1.516   2.493   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -3.826   3.826   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       0.024   5.160   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       0.929   6.406   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       2.393   5.930   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.727   6.700   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.061   5.930   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.061   4.390   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.727   3.620   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.393   4.390   0.000  0.00  0.00           C+0
HETATM   25  S   UNK     0       0.929   3.914   0.000  0.00  0.00           S+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    6                                                  
CONECT    4    3    5                                                       
CONECT    5    4                                                            
CONECT    6    3    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   16                                                  
CONECT    9    8   10   12                                                  
CONECT   10    9   11                                                       
CONECT   11   10    6                                                       
CONECT   12    9   13                                                       
CONECT   13   12   14   17                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14    8                                                       
CONECT   17   13   18   25                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   19   25                                                  
CONECT   25   24   17                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₁₈N₂O₂S

Average Mass

350.4400 Da

Monoisotopic Mass

350.10890 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

38215-36-0

SMILES

CCN(CC)C1=CC2=C(C=C1)C=C(C1=NC3=CC=CC=C3S1)C(=O)O2

InChI Identifier

InChI=1S/C20H18N2O2S/c1-3-22(4-2)14-10-9-13-11-15(20(23)24-17(13)12-14)19-21-16-7-5-6-8-18(16)25-19/h5-12H,3-4H2,1-2H3

InChI Key

VBVAVBCYMYWNOU-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

Species Name	Source	Reference
Ferula fukanensis	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
1,3-benzothiazole
Tertiary aliphatic/aromatic amine
Dialkylarylamine
Pyranone
Pyran
Benzenoid
Azole
Heteroaromatic compound
Thiazole
Lactone
Tertiary amine
Azacycle
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Amine
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

7-aminocoumarins (CHEBI:51942 )

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

HMDB0250493

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00019844

Chemspider ID

90668

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

100334

PDB ID

Not Available

ChEBI ID

51942

Good Scents ID

Not Available

References

General References

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Meewan J, Somani S, Almowalad J, Laskar P, Mullin M, MacKenzie G, Khadke S, Perrie Y, Dufes C: Preparation of Zein-Based Nanoparticles: Nanoprecipitation versus Microfluidic-Assisted Manufacture, Effects of PEGylation on Nanoparticle Characteristics and Cellular Uptake by Melanoma Cells. Int J Nanomedicine. 2022 Jun 29;17:2809-2822. doi: 10.2147/IJN.S366138. eCollection 2022. [PubMed:35791309 ]
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Showing NP-Card for Coumarin VI (NP0138916)

MOL for NP0138916 (Coumarin VI)

3D MOL for NP0138916 (Coumarin VI)

3D SDF for NP0138916 (Coumarin VI)

3D-SDF for NP0138916 (Coumarin VI)

PDB for NP0138916 (Coumarin VI)

3D PDB for NP0138916 (Coumarin VI)

SMILES for NP0138916 (Coumarin VI)

INCHI for NP0138916 (Coumarin VI)

Structure for NP0138916 (Coumarin VI)

3D Structure for NP0138916 (Coumarin VI)