NP-MRD: Showing NP-Card for [(9s)-2,2,4,4-tetramethyl-1,3-dioxo-9h-xanthen-9-yl]acetic acid (NP0186780)

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Record Information

Version

2.0

Created at

2022-09-04 02:44:57 UTC

Updated at

2022-09-04 02:44:58 UTC

NP-MRD ID

NP0186780

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(9s)-2,2,4,4-tetramethyl-1,3-dioxo-9h-xanthen-9-yl]acetic acid

Description

2-[(9S)-2,2,4,4-tetramethyl-1,3-dioxo-2,3,4,9-tetrahydro-1H-xanthen-9-yl]acetic acid belongs to the class of organic compounds known as xanthenes. These are polycyclic aromatic compounds containing a xanthene moiety, which consists of two benzene rings joined to each other by a pyran ring. [(9s)-2,2,4,4-tetramethyl-1,3-dioxo-9h-xanthen-9-yl]acetic acid is found in Uvaria afzelii. Based on a literature review very few articles have been published on 2-[(9S)-2,2,4,4-tetramethyl-1,3-dioxo-2,3,4,9-tetrahydro-1H-xanthen-9-yl]acetic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 44 46  0  0  0  0  0  0  0  0999 V2000
   -1.9579    2.5817   -1.1386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0601    1.4825   -0.1246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1012    1.8863    0.8815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7303    1.2587    0.4964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3615    1.9712    1.4373 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1439    0.1908    0.0001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4704   -1.0024   -0.2151 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2597   -2.1407   -0.4443 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6439   -2.1660   -0.4862 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2992   -3.3857   -0.6969 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6732   -3.3817   -0.7176 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3415   -2.1968   -0.5326 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7022   -0.9715   -0.3231 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3241   -0.9702   -0.3038 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5894    0.3022   -0.2167 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3167    1.3250    0.5646 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8638    2.7051    0.1769 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2068    2.8440   -0.8780 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1904    3.7499    0.9961 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9507   -1.0280   -0.1925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4857   -2.2164   -0.9694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3479   -1.2473    1.2562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4929    0.1876   -0.7624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2464    0.1952   -1.6889 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9524    2.7684   -1.6157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5807    3.4888   -0.6204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2438    2.3368   -1.9621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2742    2.9917    0.8976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0706    1.4594    0.5549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9015    1.5105    1.8991 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6988   -4.2548   -0.8312 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2241   -4.3129   -0.8805 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4288   -2.2081   -0.5500 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3335   -0.1009   -0.1971 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6198    0.6698   -1.3506 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1477    1.1916    1.6795 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4080    1.3541    0.4676 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1014    4.7232    0.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4833   -2.4473   -0.5358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6498   -1.8901   -2.0103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8632   -3.1105   -0.8525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7334   -0.6759    1.9661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4381   -1.1411    1.4060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1210   -2.3260    1.4718 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 19  1  0
 17 18  2  0
  7 20  1  0
 20 21  1  0
 20 22  1  0
 20 23  1  0
 23 24  2  0
 23  2  1  0
 15  6  1  0
 14  9  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
 10 31  1  0
 11 32  1  0
 12 33  1  0
 13 34  1  0
 15 35  1  6
 16 36  1  0
 16 37  1  0
 19 38  1  0
 21 39  1  0
 21 40  1  0
 21 41  1  0
 22 42  1  0
 22 43  1  0
 22 44  1  0
M  END


  Mrv1652309042204442D          

 24 26  0  0  1  0            999 V2000
    4.5690    1.6002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0993    0.6817    0.0000 C   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
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    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
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    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
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    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
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    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
    3.0421   -1.0445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1027   -1.0445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    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  1  0  0  0  0
  4  5  2  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
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
  6 15  1  0  0  0  0
 15 16  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
  7 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 20 23  1  0  0  0  0
  2 23  1  0  0  0  0
 23 24  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0186780

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)C(=O)C2=C(OC3=CC=CC=C3[C@@H]2CC(O)=O)C(C)(C)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H20O5/c1-18(2)15(22)14-11(9-13(20)21)10-7-5-6-8-12(10)24-16(14)19(3,4)17(18)23/h5-8,11H,9H2,1-4H3,(H,20,21)/t11-/m0/s1

> <INCHI_KEY>
QUDGEUXBJNJICU-NSHDSACASA-N

> <FORMULA>
C19H20O5

> <MOLECULAR_WEIGHT>
328.364

> <EXACT_MASS>
328.131073744

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
33.77459327831228

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(9S)-2,2,4,4-tetramethyl-1,3-dioxo-2,3,4,9-tetrahydro-1H-xanthen-9-yl]acetic acid

> <JCHEM_LOGP>
3.561764466666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.161247624944519

> <JCHEM_PKA_STRONGEST_BASIC>
-5.321540418993354

> <JCHEM_POLAR_SURFACE_AREA>
80.67000000000002

> <JCHEM_REFRACTIVITY>
88.14719999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
[(9S)-2,2,4,4-tetramethyl-1,3-dioxo-9H-xanthen-9-yl]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0       8.529   2.987   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.519   1.273   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.679  -1.950   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.658  -1.950   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       9.336  -0.770   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4   23                                             
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   15                                                  
CONECT    7    6    8   20                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    9   15                                                  
CONECT   15   14    6   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20    7   21   22   23                                             
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   20    2   24                                                  
CONECT   24   23                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

View in JSmol

Synonyms

Value	Source
2-[(9S)-2,2,4,4-Tetramethyl-1,3-dioxo-2,3,4,9-tetrahydro-1H-xanthen-9-yl]acetate	Generator

Chemical Formula

C₁₉H₂₀O₅

Average Mass

328.3640 Da

Monoisotopic Mass

328.13107 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC1(C)C(=O)C2=C(OC3=CC=CC=C3[C@@H]2CC(O)=O)C(C)(C)C1=O

InChI Identifier

InChI=1S/C19H20O5/c1-18(2)15(22)14-11(9-13(20)21)10-7-5-6-8-12(10)24-16(14)19(3,4)17(18)23/h5-8,11H,9H2,1-4H3,(H,20,21)/t11-/m0/s1

InChI Key

QUDGEUXBJNJICU-NSHDSACASA-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
Uvaria afzelii	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as xanthenes. These are polycyclic aromatic compounds containing a xanthene moiety, which consists of two benzene rings joined to each other by a pyran ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Xanthenes

Alternative Parents

Substituents

Xanthene
Cyclohexenone
Benzenoid
Vinylogous ester
Ketone
Cyclic ketone
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Oxacycle
Organic oxide
Carbonyl group
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

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

162879036

PDB ID

Not Available

ChEBI ID

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Good Scents ID

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References

General References

LOTUS database [Link]

Showing NP-Card for [(9s)-2,2,4,4-tetramethyl-1,3-dioxo-9h-xanthen-9-yl]acetic acid (NP0186780)

MOL for NP0186780 ([(9s)-2,2,4,4-tetramethyl-1,3-dioxo-9h-xanthen-9-yl]acetic acid)

3D MOL for NP0186780 ([(9s)-2,2,4,4-tetramethyl-1,3-dioxo-9h-xanthen-9-yl]acetic acid)

3D SDF for NP0186780 ([(9s)-2,2,4,4-tetramethyl-1,3-dioxo-9h-xanthen-9-yl]acetic acid)

3D-SDF for NP0186780 ([(9s)-2,2,4,4-tetramethyl-1,3-dioxo-9h-xanthen-9-yl]acetic acid)

PDB for NP0186780 ([(9s)-2,2,4,4-tetramethyl-1,3-dioxo-9h-xanthen-9-yl]acetic acid)

3D PDB for NP0186780 ([(9s)-2,2,4,4-tetramethyl-1,3-dioxo-9h-xanthen-9-yl]acetic acid)

SMILES for NP0186780 ([(9s)-2,2,4,4-tetramethyl-1,3-dioxo-9h-xanthen-9-yl]acetic acid)

INCHI for NP0186780 ([(9s)-2,2,4,4-tetramethyl-1,3-dioxo-9h-xanthen-9-yl]acetic acid)

Structure for NP0186780 ([(9s)-2,2,4,4-tetramethyl-1,3-dioxo-9h-xanthen-9-yl]acetic acid)

3D Structure for NP0186780 ([(9s)-2,2,4,4-tetramethyl-1,3-dioxo-9h-xanthen-9-yl]acetic acid)