NP-MRD: Showing NP-Card for 3-[(2r,3r)-7-hydroxy-2,3-dimethyl-6,6-bis(3-methylbut-2-en-1-yl)-4,5-dioxo-2,3-dihydro-1-benzopyran-8-yl]hexanoic acid (NP0158727)

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Record Information

Version

2.0

Created at

2022-09-02 16:21:49 UTC

Updated at

2022-09-02 16:21:50 UTC

NP-MRD ID

NP0158727

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-[(2r,3r)-7-hydroxy-2,3-dimethyl-6,6-bis(3-methylbut-2-en-1-yl)-4,5-dioxo-2,3-dihydro-1-benzopyran-8-yl]hexanoic acid

Description

Caledonic acid, also known as caledonate, belongs to the class of organic compounds known as benzopyrans. These are organic compounds containing a benzene ring fused to a pyran ring. Pyran a six-membered heterocyclic, non-aromatic ring, made up of five carbon atoms and one oxygen atom and containing two double bonds. 3-[(2r,3r)-7-hydroxy-2,3-dimethyl-6,6-bis(3-methylbut-2-en-1-yl)-4,5-dioxo-2,3-dihydro-1-benzopyran-8-yl]hexanoic acid was first documented in 2003 (PMID: 14750030). Based on a literature review very few articles have been published on Caledonic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022218212D          

 33 34  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
   -0.0809   -0.5230    0.0000 O   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
   -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
   -3.1879   -2.8506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9631   -3.1328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1064   -3.9452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4744   -4.4755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8817   -4.2274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1879   -3.9112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0446   -4.7237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6766   -5.2540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4519   -4.9718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5334   -6.0664    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
   -2.5559   -4.8099    0.0000 O   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  2  0  0  0  0  0  0  0  0  0
    1.1566   -4.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0809   -4.8099    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3316   -5.5243    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
   -1.3184   -5.5243    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
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 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 12 18  1  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
 20 22  1  0  0  0  0
 12 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
  9 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  6  0  0  0
 28 30  1  0  0  0  0
 30 31  1  1  0  0  0
 30 32  1  0  0  0  0
 25 32  1  0  0  0  0
 32 33  2  0  0  0  0
M  END

     RDKit          3D

 71 72  0  0  0  0  0  0  0  0999 V2000
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   -4.0487   -2.7758   -1.0307 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.2991   -1.8692    1.4044 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5112   -1.8172    2.7097 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3750   -2.0375    3.6451 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8710   -1.5412    3.2478 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3932   -0.8519   -1.1614 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9494    0.2405   -2.0684 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6934    1.3062   -2.3092 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0223    1.4637   -1.6775 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1688    2.3455   -3.2288 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4568    0.2347    0.7852 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4610    0.4705    1.5163 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3581    1.1949    0.7324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7965    0.7937    0.2288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8947    1.6526    0.3151 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9481    2.6510    1.3482 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2087    3.4282    1.1255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7002    3.4777    1.2409 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6275    4.3580    2.4822 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4758    2.5546    1.2061 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6030    2.9402    1.5902 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1577   -4.7099   -1.5624 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.7283   -2.5011   -0.2453 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.1314   -2.8115   -1.8706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1697   -2.7949   -0.0888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0001   -0.4749   -0.0129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3678    1.0769   -1.8062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2517   -0.2121   -2.9934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7472    0.2576   -4.2460 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6731   -2.9995   -1.6060 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2610   -2.3614    1.7186 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9812   -3.0699    0.2549 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1389   -1.7068    0.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5909   -1.3003    3.4268 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0149   -3.0861    3.4686 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
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M  END


  Mrv1652309022218212D          

 33 34  0  0  1  0            999 V2000
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   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 32 33  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0158727

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCC(CC(O)=O)C1=C(O)C(CC=C(C)C)(CC=C(C)C)C(=O)C2=C1O[C@H](C)[C@@H](C)C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C27H38O6/c1-8-9-19(14-20(28)29)21-24-22(23(30)17(6)18(7)33-24)26(32)27(25(21)31,12-10-15(2)3)13-11-16(4)5/h10-11,17-19,31H,8-9,12-14H2,1-7H3,(H,28,29)/t17-,18-,19?/m1/s1

> <INCHI_KEY>
BBUJNTPSMHETTM-PWCSWUJKSA-N

> <FORMULA>
C27H38O6

> <MOLECULAR_WEIGHT>
458.595

> <EXACT_MASS>
458.266838944

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
50.12483917895412

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[(2R,3R)-7-hydroxy-2,3-dimethyl-6,6-bis(3-methylbut-2-en-1-yl)-4,5-dioxo-3,4,5,6-tetrahydro-2H-1-benzopyran-8-yl]hexanoic acid

> <ALOGPS_LOGP>
3.61

> <JCHEM_LOGP>
5.227706425333334

> <ALOGPS_LOGS>
-4.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.149528180523681

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.229605896378837

> <JCHEM_PKA_STRONGEST_BASIC>
-4.896943911828006

> <JCHEM_POLAR_SURFACE_AREA>
100.9

> <JCHEM_REFRACTIVITY>
132.13080000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.92e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[(2R,3R)-7-hydroxy-2,3-dimethyl-6,6-bis(3-methylbut-2-en-1-yl)-4,5-dioxo-2,3-dihydro-1-benzopyran-8-yl]hexanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-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      -0.151  -0.976   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       2.159  -2.310   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      -5.951  -5.321   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -7.398  -5.848   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -7.665  -7.364   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -6.486  -8.354   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -9.112  -7.891   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.951  -7.301   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.683  -8.818   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -6.863  -9.807   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -8.310  -9.281   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -6.596 -11.324   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -4.001  -7.645   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -4.771  -8.978   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -2.461  -7.645   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.691  -6.311   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -0.151  -6.311   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       0.619  -7.645   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.159  -7.645   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -0.151  -8.978   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.619 -10.312   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -1.691  -8.978   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -2.461 -10.312   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   26                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   18   23                                             
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   12   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   12   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   32                                                  
CONECT   26   25    9   27                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   25   33                                                  
CONECT   33   32                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   68    0
END

View in JSmol

Synonyms

Value	Source
Caledonate	Generator

Chemical Formula

C₂₇H₃₈O₆

Average Mass

458.5950 Da

Monoisotopic Mass

458.26684 Da

IUPAC Name

3-[(2R,3R)-7-hydroxy-2,3-dimethyl-6,6-bis(3-methylbut-2-en-1-yl)-4,5-dioxo-3,4,5,6-tetrahydro-2H-1-benzopyran-8-yl]hexanoic acid

Traditional Name

3-[(2R,3R)-7-hydroxy-2,3-dimethyl-6,6-bis(3-methylbut-2-en-1-yl)-4,5-dioxo-2,3-dihydro-1-benzopyran-8-yl]hexanoic acid

CAS Registry Number

Not Available

SMILES

CCCC(CC(O)=O)C1=C(O)C(CC=C(C)C)(CC=C(C)C)C(=O)C2=C1O[C@H](C)[C@@H](C)C2=O

InChI Identifier

InChI=1S/C27H38O6/c1-8-9-19(14-20(28)29)21-24-22(23(30)17(6)18(7)33-24)26(32)27(25(21)31,12-10-15(2)3)13-11-16(4)5/h10-11,17-19,31H,8-9,12-14H2,1-7H3,(H,28,29)/t17-,18-,19?/m1/s1

InChI Key

BBUJNTPSMHETTM-PWCSWUJKSA-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 benzopyrans. These are organic compounds containing a benzene ring fused to a pyran ring. Pyran a six-membered heterocyclic, non-aromatic ring, made up of five carbon atoms and one oxygen atom and containing two double bonds.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

Not Available

Direct Parent

Benzopyrans

Alternative Parents

Substituents

Benzopyran
Medium-chain fatty acid
Branched fatty acid
Dihydropyranone
Heterocyclic fatty acid
Hydroxy fatty acid
Fatty acyl
Vinylogous ester
Ketone
Oxacycle
Enol
Carboxylic acid
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organic oxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	3.61	ALOGPS
logP	5.23	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	4.23	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	100.9 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	132.13 m³·mol⁻¹	ChemAxon
Polarizability	50.12 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

C00050548

Chemspider ID

17236661

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16077643

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 ]
LOTUS database [Link]

Showing NP-Card for 3-[(2r,3r)-7-hydroxy-2,3-dimethyl-6,6-bis(3-methylbut-2-en-1-yl)-4,5-dioxo-2,3-dihydro-1-benzopyran-8-yl]hexanoic acid (NP0158727)

MOL for NP0158727 (3-[(2r,3r)-7-hydroxy-2,3-dimethyl-6,6-bis(3-methylbut-2-en-1-yl)-4,5-dioxo-2,3-dihydro-1-benzopyran-8-yl]hexanoic acid)

3D MOL for NP0158727 (3-[(2r,3r)-7-hydroxy-2,3-dimethyl-6,6-bis(3-methylbut-2-en-1-yl)-4,5-dioxo-2,3-dihydro-1-benzopyran-8-yl]hexanoic acid)

3D SDF for NP0158727 (3-[(2r,3r)-7-hydroxy-2,3-dimethyl-6,6-bis(3-methylbut-2-en-1-yl)-4,5-dioxo-2,3-dihydro-1-benzopyran-8-yl]hexanoic acid)

3D-SDF for NP0158727 (3-[(2r,3r)-7-hydroxy-2,3-dimethyl-6,6-bis(3-methylbut-2-en-1-yl)-4,5-dioxo-2,3-dihydro-1-benzopyran-8-yl]hexanoic acid)

PDB for NP0158727 (3-[(2r,3r)-7-hydroxy-2,3-dimethyl-6,6-bis(3-methylbut-2-en-1-yl)-4,5-dioxo-2,3-dihydro-1-benzopyran-8-yl]hexanoic acid)

3D PDB for NP0158727 (3-[(2r,3r)-7-hydroxy-2,3-dimethyl-6,6-bis(3-methylbut-2-en-1-yl)-4,5-dioxo-2,3-dihydro-1-benzopyran-8-yl]hexanoic acid)

SMILES for NP0158727 (3-[(2r,3r)-7-hydroxy-2,3-dimethyl-6,6-bis(3-methylbut-2-en-1-yl)-4,5-dioxo-2,3-dihydro-1-benzopyran-8-yl]hexanoic acid)

INCHI for NP0158727 (3-[(2r,3r)-7-hydroxy-2,3-dimethyl-6,6-bis(3-methylbut-2-en-1-yl)-4,5-dioxo-2,3-dihydro-1-benzopyran-8-yl]hexanoic acid)

Structure for NP0158727 (3-[(2r,3r)-7-hydroxy-2,3-dimethyl-6,6-bis(3-methylbut-2-en-1-yl)-4,5-dioxo-2,3-dihydro-1-benzopyran-8-yl]hexanoic acid)

3D Structure for NP0158727 (3-[(2r,3r)-7-hydroxy-2,3-dimethyl-6,6-bis(3-methylbut-2-en-1-yl)-4,5-dioxo-2,3-dihydro-1-benzopyran-8-yl]hexanoic acid)