NP-MRD: Showing NP-Card for calolongic acid (NP0218543)

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Record Information

Version

2.0

Created at

2022-09-05 19:14:28 UTC

Updated at

2022-09-05 19:14:28 UTC

NP-MRD ID

NP0218543

Secondary Accession Numbers

None

Natural Product Identification

Common Name

calolongic acid

Description

Calolongic acid, also known as calolongate, belongs to the class of organic compounds known as pyranochromenes. These are organic heterocyclic compounds containing a pyran ring fused to a chromene (1-benzopyran) moiety. calolongic acid was first documented in 2003 (PMID: 14750030). Based on a literature review a significant number of articles have been published on Calolongic acid (PMID: 26514875) (PMID: 23333683) (PMID: 18553925) (PMID: 35459432) (PMID: 28950715) (PMID: 25716662).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309052221142D          

 28 30  0  0  1  0            999 V2000
   -2.5559   -0.5230    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
   -1.3184   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059   -1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0809   -1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1566   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0809   -0.5230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184   -2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5559   -1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5559   -3.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -4.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184   -4.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059   -3.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0809   -3.3809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316   -4.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9636   -3.5651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9636   -4.6257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0809   -4.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059   -4.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5559   -4.8099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3809   -4.8099    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7934   -5.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7934   -4.0954    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6184   -4.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3809   -3.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7934   -2.6664    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  4  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 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
  9 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  2  0  0  0  0
 14 21  1  0  0  0  0
 13 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  1  0  0  0
 23 25  1  0  0  0  0
 25 26  1  6  0  0  0
 25 27  1  0  0  0  0
 12 27  1  0  0  0  0
 27 28  2  0  0  0  0
M  END


  Mrv1652309052221142D          

 28 30  0  0  1  0            999 V2000
   -2.5559   -0.5230    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
   -1.3184   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059   -1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0809   -1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1566   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0809   -0.5230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184   -2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5559   -1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5559   -3.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -4.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184   -4.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059   -3.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0809   -3.3809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316   -4.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9636   -3.5651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9636   -4.6257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0809   -4.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059   -4.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5559   -4.8099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3809   -4.8099    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7934   -5.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7934   -4.0954    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6184   -4.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3809   -3.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7934   -2.6664    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  4  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 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
  9 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  2  0  0  0  0
 14 21  1  0  0  0  0
 13 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  1  0  0  0
 23 25  1  0  0  0  0
 25 26  1  6  0  0  0
 25 27  1  0  0  0  0
 12 27  1  0  0  0  0
 27 28  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0218543

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCC(CC(O)=O)C1=C(O)C2=C(O[C@@H](C)[C@H](C)C2=O)C2=C1OC(C)(C)C=C2

> <INCHI_IDENTIFIER>
InChI=1S/C22H28O6/c1-6-7-13(10-15(23)24)16-19(26)17-18(25)11(2)12(3)27-20(17)14-8-9-22(4,5)28-21(14)16/h8-9,11-13,26H,6-7,10H2,1-5H3,(H,23,24)/t11-,12-,13?/m0/s1

> <INCHI_KEY>
MXFUJXIOAUPXPT-VYAYZGMFSA-N

> <FORMULA>
C22H28O6

> <MOLECULAR_WEIGHT>
388.46

> <EXACT_MASS>
388.188588622

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
41.94516434627972

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-[(4S,5S)-8-hydroxy-4,5,12,12-tetramethyl-6-oxo-3,11-dioxatricyclo[8.4.0.0^{2,7}]tetradeca-1(10),2(7),8,13-tetraen-9-yl]hexanoic acid

> <JCHEM_LOGP>
4.776656592

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.725637149933641

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.8697654246763014

> <JCHEM_PKA_STRONGEST_BASIC>
-4.643917261818343

> <JCHEM_POLAR_SURFACE_AREA>
93.06

> <JCHEM_REFRACTIVITY>
106.09110000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
3-[(4S,5S)-8-hydroxy-4,5,12,12-tetramethyl-6-oxo-3,11-dioxatricyclo[8.4.0.0^{2,7}]tetradeca-1(10),2(7),8,13-tetraen-9-yl]hexanoic acid

> <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      -4.771  -0.976   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.461  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.691  -3.644   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.151  -3.644   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.619  -2.310   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.159  -2.310   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -0.151  -0.976   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -2.461  -4.977   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.001  -4.977   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -4.771  -3.644   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -4.771  -6.311   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.001  -7.645   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.461  -7.645   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.691  -6.311   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -0.151  -6.311   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       0.619  -7.645   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.799  -6.655   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.799  -8.635   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.151  -8.978   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.691  -8.978   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -4.771  -8.978   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -6.311  -8.978   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -7.081 -10.312   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -7.081  -7.645   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -8.621  -7.645   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -6.311  -6.311   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -7.081  -4.977   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    4   10   15                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   27                                                  
CONECT   13   12   14   22                                                  
CONECT   14   13   15   21                                                  
CONECT   15   14    9   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19   20                                             
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   17   21                                                       
CONECT   21   20   14                                                       
CONECT   22   13   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   12   28                                                  
CONECT   28   27                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

View in JSmol

Synonyms

Value	Source
Calolongate	Generator

Chemical Formula

C₂₂H₂₈O₆

Average Mass

388.4600 Da

Monoisotopic Mass

388.18859 Da

IUPAC Name

3-[(4S,5S)-8-hydroxy-4,5,12,12-tetramethyl-6-oxo-3,11-dioxatricyclo[8.4.0.0^{2,7}]tetradeca-1(10),2(7),8,13-tetraen-9-yl]hexanoic acid

Traditional Name

3-[(4S,5S)-8-hydroxy-4,5,12,12-tetramethyl-6-oxo-3,11-dioxatricyclo[8.4.0.0^{2,7}]tetradeca-1(10),2(7),8,13-tetraen-9-yl]hexanoic acid

CAS Registry Number

Not Available

SMILES

CCCC(CC(O)=O)C1=C(O)C2=C(O[C@@H](C)[C@H](C)C2=O)C2=C1OC(C)(C)C=C2

InChI Identifier

InChI=1S/C22H28O6/c1-6-7-13(10-15(23)24)16-19(26)17-18(25)11(2)12(3)27-20(17)14-8-9-22(4,5)28-21(14)16/h8-9,11-13,26H,6-7,10H2,1-5H3,(H,23,24)/t11-,12-,13?/m0/s1

InChI Key

MXFUJXIOAUPXPT-VYAYZGMFSA-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 pyranochromenes. These are organic heterocyclic compounds containing a pyran ring fused to a chromene (1-benzopyran) moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Pyranochromenes

Alternative Parents

Substituents

Pyranochromene
2,2-dimethyl-1-benzopyran
Chromone
Medium-chain fatty acid
Aryl ketone
Aryl alkyl ketone
Alkyl aryl ether
Heterocyclic fatty acid
Hydroxy fatty acid
Fatty acyl
Benzenoid
Vinylogous acid
Ketone
Oxacycle
Carboxylic acid derivative
Carboxylic acid
Ether
Monocarboxylic acid or derivatives
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Aldehyde
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
logP	4.78	ChemAxon
pKa (Strongest Acidic)	3.87	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	93.06 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	106.09 m³·mol⁻¹	ChemAxon
Polarizability	41.95 Å³	ChemAxon
Number of Rings	3	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

C00042629

Chemspider ID

2281688

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3012918

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Hay AE, Guilet D, Morel C, Larcher G, Macherel D, Le Ray AM, Litaudon M, Richomme P: Antifungal chromans inhibiting the mitochondrial respiratory chain of pea seeds and new xanthones from Calophyllum caledonicum. Planta Med. 2003 Dec;69(12):1130-5. doi: 10.1055/s-2003-818004. [PubMed:14750030 ]
Cuesta-Rubio O, Oubada A, Bello A, Maes L, Cos P, Monzote L: Antimicrobial Assessment of Resins from Calophyllum Antillanum and Calophyllum Inophyllum. Phytother Res. 2015 Dec;29(12):1991-4. doi: 10.1002/ptr.5506. Epub 2015 Oct 30. [PubMed:26514875 ]
Piccinelli AL, Kabani AO, Lotti C, Alarcon AB, Cuesta-Rubio O, Rastrelli L: A fast and efficient HPLC-PDA-MS method for detection and identification of pyranochromanone acids in Calophyllum species. J Pharm Biomed Anal. 2013 Mar 25;76:157-63. doi: 10.1016/j.jpba.2012.12.028. Epub 2012 Dec 29. [PubMed:23333683 ]
Alarcon AB, Cuesta-Rubio O, Perez JC, Piccinelli AL, Rastrelli L: Constituents of the Cuban endemic species Calophyllum pinetorum. J Nat Prod. 2008 Jul;71(7):1283-6. doi: 10.1021/np800079c. Epub 2008 Jun 14. [PubMed:18553925 ]
Tjahjandarie TS, Nugroho WAS, Palgunadi H, Saputri RD, Tanjung M: Two new chromanone acids from the stem bark of Calophyllum peekelii Lauterb. Nat Prod Res. 2022 Apr 22:1-6. doi: 10.1080/14786419.2022.2062754. [PubMed:35459432 ]
Tanjung M, Rachmadiarti F, Saputri RD, Tjahjandarie TS: Mesucalophylloidin, a new isoprenylated 4-phenylcoumarin from Mesua calophylloides (Ridl.) Kosterm. Nat Prod Res. 2018 May;32(9):1062-1067. doi: 10.1080/14786419.2017.1378215. Epub 2017 Sep 26. [PubMed:28950715 ]
Lim CK, Subramaniam H, Say YH, Jong VY, Khaledi H, Chee CF: A new chromanone acid from the stem bark of Calophyllum teysmannii. Nat Prod Res. 2015;29(21):1970-7. doi: 10.1080/14786419.2015.1015020. Epub 2015 Feb 26. [PubMed:25716662 ]
LOTUS database [Link]

Showing NP-Card for calolongic acid (NP0218543)

MOL for NP0218543 (calolongic acid)

3D MOL for NP0218543 (calolongic acid)

3D SDF for NP0218543 (calolongic acid)

3D-SDF for NP0218543 (calolongic acid)

PDB for NP0218543 (calolongic acid)

3D PDB for NP0218543 (calolongic acid)

SMILES for NP0218543 (calolongic acid)

INCHI for NP0218543 (calolongic acid)

Structure for NP0218543 (calolongic acid)

3D Structure for NP0218543 (calolongic acid)