NP-MRD: Showing NP-Card for Daucoidin A (NP0140403)

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Record Information

Version

2.0

Created at

2022-06-29 21:32:34 UTC

Updated at

2022-06-29 21:32:34 UTC

NP-MRD ID

NP0140403

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Daucoidin A

Description

Daucoidin A belongs to the class of organic compounds known as angular furanocoumarins. These are furanocoumarins, with a structure characterized by a furan ring angularly fused to a coumarin. Based on a literature review very few articles have been published on Daucoidin A.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 45 47  0  0  0  0  0  0  0  0999 V2000
   -3.0197   -1.8249    0.8978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3127   -1.1574    1.1649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4678    0.0951    0.7638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7605    0.7778    1.0252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3817    0.7735    0.0818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5750    1.9810   -0.2874 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1591    0.2467   -0.2093 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1054    0.9165   -0.8755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6634    2.1450   -0.1325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6439    1.3662   -2.2182 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0188   -0.0446   -1.1473 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0607    0.6621   -1.8171 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2832    0.3555   -1.2979 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5483    0.6999   -1.7812 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6715    0.2871   -1.1019 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5405   -0.4662    0.0553 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6930   -0.8750    0.7296 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5390   -1.6233    1.8781 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2390   -1.9088    2.2694 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0756   -2.5912    3.3158 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1887   -1.4978    1.5955 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2770   -0.7863    0.5013 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1255   -0.3904   -0.1532 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6916   -0.5675    0.0657 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2271   -0.0267    1.2538 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8139   -1.9820   -0.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1679   -1.3835    1.4457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1040   -2.8723    1.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1056   -1.6955    1.6787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7173    1.1344    2.0886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9492    1.6081    0.3241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6084    0.0734    0.9750 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3764    2.4121   -0.3774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8331    2.0619    0.9733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2947    3.0195   -0.4447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1071    2.3599   -2.0629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7973    1.4003   -2.9335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4215    0.6566   -2.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3217   -0.8221   -1.8601 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6840    1.2800   -2.6710 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6853    0.5256   -1.4315 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6729   -0.5968    0.3375 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4017   -1.9617    2.4328 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4742   -1.6741    0.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8570   -0.0904    1.9887 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 23  2  0
 23 24  1  0
 24 25  1  0
 23 22  1  0
 22 16  2  0
 16 15  1  0
 15 14  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 24 11  1  0
 21 22  1  0
 14 13  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  4 30  1  0
  4 31  1  0
  4 32  1  0
  9 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  6
 24 44  1  1
 25 45  1  0
 15 41  1  0
 14 40  1  0
 17 42  1  0
 18 43  1  0
M  END


  Mrv1652306292223322D          

 25 27  0  0  0  0            999 V2000
    5.7380   -2.0856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4650   -1.6956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4908   -0.8710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2178   -0.4811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7896   -0.4364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8153    0.3882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0626   -0.8264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3613   -0.3918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7959    0.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9267   -1.0931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6601    0.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8963   -0.2691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3637    0.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7983    1.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5995    0.8656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4083    1.7892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5837    1.8150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1491    1.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5391    0.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1045   -0.3145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2799   -0.2887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1547   -0.9900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1101    0.4383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3245    1.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6996   -1.0703    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
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 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
 11 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 13 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 18 24  1  0  0  0  0
 12 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0140403

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C=C(\C)C(=O)OC(C)(C)C1OC2=C(C1O)C1=C(C=C2)C=CC(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C19H20O6/c1-5-10(2)18(22)25-19(3,4)17-15(21)14-12(23-17)8-6-11-7-9-13(20)24-16(11)14/h5-9,15,17,21H,1-4H3/b10-5-

> <INCHI_KEY>
GZAQAICYIHWIAX-YHYXMXQVSA-N

> <FORMULA>
C19H20O6

> <MOLECULAR_WEIGHT>
344.363

> <EXACT_MASS>
344.125988364

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
35.3584519879712

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-{9-hydroxy-2-oxo-2H,8H,9H-furo[2,3-h]chromen-8-yl}propan-2-yl (2Z)-2-methylbut-2-enoate

> <ALOGPS_LOGP>
3.13

> <JCHEM_LOGP>
3.026334694666667

> <ALOGPS_LOGS>
-3.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.82936641811304

> <JCHEM_PKA_STRONGEST_BASIC>
-3.748235128717355

> <JCHEM_POLAR_SURFACE_AREA>
82.06

> <JCHEM_REFRACTIVITY>
91.37819999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.49e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{9-hydroxy-2-oxo-8H,9H-furo[2,3-h]chromen-8-yl}propan-2-yl (2Z)-2-methylbut-2-enoate

> <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      10.711  -3.893   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.068  -3.165   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.116  -1.626   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.473  -0.898   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.807  -0.815   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      10.855   0.725   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       9.450  -1.543   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       8.141  -0.731   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.952   0.578   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.330  -2.040   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.832   0.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.406  -0.502   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.412   0.674   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.223   1.983   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       6.719   1.616   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       4.495   3.340   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.956   3.388   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.145   2.079   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.873   0.722   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       2.062  -0.587   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       0.522  -0.539   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -0.289  -1.848   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -0.206   0.818   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.606   2.127   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       5.039  -1.998   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   10   11                                             
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    8   12   15                                                  
CONECT   12   11   13   25                                                  
CONECT   13   12   14   19                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14   11                                                       
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   24                                                  
CONECT   19   18   13   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   18                                                       
CONECT   25   12                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₂₀O₆

Average Mass

344.3630 Da

Monoisotopic Mass

344.12599 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C\C=C(\C)C(=O)OC(C)(C)C1OC2=C(C1O)C1=C(C=C2)C=CC(=O)O1

InChI Identifier

InChI=1S/C19H20O6/c1-5-10(2)18(22)25-19(3,4)17-15(21)14-12(23-17)8-6-11-7-9-13(20)24-16(11)14/h5-9,15,17,21H,1-4H3/b10-5-

InChI Key

GZAQAICYIHWIAX-YHYXMXQVSA-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 angular furanocoumarins. These are furanocoumarins, with a structure characterized by a furan ring angularly fused to a coumarin.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Furanocoumarins

Direct Parent

Angular furanocoumarins

Alternative Parents

Substituents

Angular furanocoumarin
Benzopyran
1-benzopyran
Coumaran
Alkyl aryl ether
Fatty acid ester
Pyranone
Pyran
Fatty acyl
Benzenoid
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Heteroaromatic compound
Secondary alcohol
Carboxylic acid ester
Lactone
Organoheterocyclic compound
Carboxylic acid derivative
Ether
Oxacycle
Monocarboxylic acid or derivatives
Organic oxide
Carbonyl group
Alcohol
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
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

29814598

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

56776196

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Daucoidin A (NP0140403)

MOL for NP0140403 (Daucoidin A)

3D MOL for NP0140403 (Daucoidin A)

3D SDF for NP0140403 (Daucoidin A)

3D-SDF for NP0140403 (Daucoidin A)

PDB for NP0140403 (Daucoidin A)

3D PDB for NP0140403 (Daucoidin A)

SMILES for NP0140403 (Daucoidin A)

INCHI for NP0140403 (Daucoidin A)

Structure for NP0140403 (Daucoidin A)

3D Structure for NP0140403 (Daucoidin A)