Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 18:28:48 UTC

Update Date

2021-09-23 18:28:48 UTC

HMDB ID

HMDB0302530

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Braylin

Description

Braylin is a member of the class of compounds known as angular pyranocoumarins. Angular pyranocoumarins are organic compounds containing a pyran (or a hydrogenated derivative) angularly fused to a coumarin moiety. Braylin is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Braylin can be found in lemon, mandarin orange (clementine, tangerine), and sweet orange, which makes braylin a potential biomarker for the consumption of these food products.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0302530
     RDKit          3D
Braylin
 33 35  0  0  0  0  0  0  0  0999 V2000
   -0.4585    4.0103    0.0982 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1890    2.7758    0.0862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4298    1.5527    0.0192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7944    1.3887   -0.0458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3947    0.1487   -0.1125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7658    0.0131   -0.1769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3175   -1.2486   -0.2422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4940   -2.3544   -0.2423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9948   -3.5297   -0.3026 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2004   -2.1677   -0.1797 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6128   -1.0001   -0.1159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2427   -0.8531   -0.0512 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3354    0.4072    0.0153 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7196    0.4893    0.0785 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5915   -0.6134    0.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3369   -0.5888    1.4176 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5671   -0.4708   -1.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9076   -1.9217    0.0081 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5969   -2.0420   -0.0532 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1438    4.8274   -0.3491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6452    4.2807    1.1753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4338    4.0240   -0.4227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4130    2.2751   -0.0439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3965    0.9033   -0.1754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3875   -1.3947   -0.2938 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1240    0.2063    1.2997 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6183   -0.3306    2.2218 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7909   -1.5862    1.5787 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5683   -0.3316   -0.6497 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2771    0.3654   -1.7452 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5803   -1.3882   -1.7056 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5188   -2.8228    0.0055 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1157   -3.0232   -0.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 15 18  1  0
 18 19  2  0
 13  3  1  0
 11  5  2  0
 19 12  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  6 24  1  0
  7 25  1  0
 16 26  1  0
 16 27  1  0
 16 28  1  0
 17 29  1  0
 17 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
M  END

  Mrv0541 02241223412D          

 19 21  0  0  0  0            999 V2000
   -0.3080    1.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4056    0.8001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1205    1.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8353    0.8001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8353   -0.0247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1205   -0.4372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4056   -0.0247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3080   -0.4372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3080   -1.2620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0228   -1.6745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7377   -1.2620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7377   -0.4372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0228   -0.0247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0228    0.8001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7377    1.2125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7377    2.0374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5488   -1.1191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0195   -2.0374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5488   -0.4372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 14  2  0  0  0  0
  2  3  1  0  0  0  0
  2  7  2  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 19  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 13  2  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 17  1  0  0  0  0
 11 18  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0302530

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC2=C(OC(=O)C=C2)C2=C1OC(C)(C)C=C2

> <INCHI_IDENTIFIER>
InChI=1S/C15H14O4/c1-15(2)7-6-10-13-9(4-5-12(16)18-13)8-11(17-3)14(10)19-15/h4-8H,1-3H3

> <INCHI_KEY>
UOFNVZWWIXXTMZ-UHFFFAOYSA-N

> <FORMULA>
C15H14O4

> <MOLECULAR_WEIGHT>
258.2693

> <EXACT_MASS>
258.089208936

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
26.77387418986779

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-methoxy-8,8-dimethyl-2H,8H-pyrano[2,3-h]chromen-2-one

> <ALOGPS_LOGP>
3.03

> <JCHEM_LOGP>
2.5263117516666664

> <ALOGPS_LOGS>
-4.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.629943270916033

> <JCHEM_POLAR_SURFACE_AREA>
44.760000000000005

> <JCHEM_REFRACTIVITY>
72.4052

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.17e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-methoxy-8,8-dimethylpyrano[2,3-h]chromen-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0302530
     RDKit          3D
Braylin
 33 35  0  0  0  0  0  0  0  0999 V2000
   -0.4585    4.0103    0.0982 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1890    2.7758    0.0862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4298    1.5527    0.0192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7944    1.3887   -0.0458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3947    0.1487   -0.1125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7658    0.0131   -0.1769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3175   -1.2486   -0.2422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4940   -2.3544   -0.2423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9948   -3.5297   -0.3026 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2004   -2.1677   -0.1797 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6128   -1.0001   -0.1159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2427   -0.8531   -0.0512 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3354    0.4072    0.0153 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7196    0.4893    0.0785 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5915   -0.6134    0.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3369   -0.5888    1.4176 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5671   -0.4708   -1.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9076   -1.9217    0.0081 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5969   -2.0420   -0.0532 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1438    4.8274   -0.3491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6452    4.2807    1.1753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4338    4.0240   -0.4227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4130    2.2751   -0.0439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3965    0.9033   -0.1754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3875   -1.3947   -0.2938 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1240    0.2063    1.2997 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6183   -0.3306    2.2218 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7909   -1.5862    1.5787 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5683   -0.3316   -0.6497 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2771    0.3654   -1.7452 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5803   -1.3882   -1.7056 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5188   -2.8228    0.0055 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1157   -3.0232   -0.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 15 18  1  0
 18 19  2  0
 13  3  1  0
 11  5  2  0
 19 12  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  6 24  1  0
  7 25  1  0
 16 26  1  0
 16 27  1  0
 16 28  1  0
 17 29  1  0
 17 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -0.575   2.263   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.757   1.494   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.092   2.263   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.426   1.494   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.426  -0.046   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       2.092  -0.816   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       0.757  -0.046   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.575  -0.816   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.575  -2.356   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.909  -3.126   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.244  -2.356   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -3.244  -0.816   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -1.909  -0.046   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.909   1.494   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -3.244   2.263   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -3.244   3.803   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.758  -2.089   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.770  -3.803   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       4.758  -0.816   0.000  0.00  0.00           O+0
CONECT    1    2   14                                                       
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   19                                                  
CONECT    6    5    7                                                       
CONECT    7    2    6    8                                                  
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   17   18                                             
CONECT   12   11   13                                                       
CONECT   13    8   12   14                                                  
CONECT   14    1   13   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15                                                            
CONECT   17   11                                                            
CONECT   18   11                                                            
CONECT   19    5                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0302530
HETATM    1  C1  UNL     1      -0.458   4.010   0.098  1.00  0.00           C  
HETATM    2  O1  UNL     1       0.189   2.776   0.086  1.00  0.00           O  
HETATM    3  C2  UNL     1      -0.430   1.553   0.019  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.794   1.389  -0.046  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.395   0.149  -0.113  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.766   0.013  -0.177  1.00  0.00           C  
HETATM    7  C6  UNL     1      -4.317  -1.249  -0.242  1.00  0.00           C  
HETATM    8  C7  UNL     1      -3.494  -2.354  -0.242  1.00  0.00           C  
HETATM    9  O2  UNL     1      -3.995  -3.530  -0.303  1.00  0.00           O  
HETATM   10  O3  UNL     1      -2.200  -2.168  -0.180  1.00  0.00           O  
HETATM   11  C8  UNL     1      -1.613  -1.000  -0.116  1.00  0.00           C  
HETATM   12  C9  UNL     1      -0.243  -0.853  -0.051  1.00  0.00           C  
HETATM   13  C10 UNL     1       0.335   0.407   0.015  1.00  0.00           C  
HETATM   14  O4  UNL     1       1.720   0.489   0.078  1.00  0.00           O  
HETATM   15  C11 UNL     1       2.592  -0.613   0.081  1.00  0.00           C  
HETATM   16  C12 UNL     1       3.337  -0.589   1.418  1.00  0.00           C  
HETATM   17  C13 UNL     1       3.567  -0.471  -1.071  1.00  0.00           C  
HETATM   18  C14 UNL     1       1.908  -1.922   0.008  1.00  0.00           C  
HETATM   19  C15 UNL     1       0.597  -2.042  -0.053  1.00  0.00           C  
HETATM   20  H1  UNL     1       0.144   4.827  -0.349  1.00  0.00           H  
HETATM   21  H2  UNL     1      -0.645   4.281   1.175  1.00  0.00           H  
HETATM   22  H3  UNL     1      -1.434   4.024  -0.423  1.00  0.00           H  
HETATM   23  H4  UNL     1      -2.413   2.275  -0.044  1.00  0.00           H  
HETATM   24  H5  UNL     1      -4.396   0.903  -0.175  1.00  0.00           H  
HETATM   25  H6  UNL     1      -5.388  -1.395  -0.294  1.00  0.00           H  
HETATM   26  H7  UNL     1       4.124   0.206   1.300  1.00  0.00           H  
HETATM   27  H8  UNL     1       2.618  -0.331   2.222  1.00  0.00           H  
HETATM   28  H9  UNL     1       3.791  -1.586   1.579  1.00  0.00           H  
HETATM   29  H10 UNL     1       4.568  -0.332  -0.650  1.00  0.00           H  
HETATM   30  H11 UNL     1       3.277   0.365  -1.745  1.00  0.00           H  
HETATM   31  H12 UNL     1       3.580  -1.388  -1.706  1.00  0.00           H  
HETATM   32  H13 UNL     1       2.519  -2.823   0.006  1.00  0.00           H  
HETATM   33  H14 UNL     1       0.116  -3.023  -0.106  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3
CONECT    3    4    4   13
CONECT    4    5   23
CONECT    5    6   11   11
CONECT    6    7    7   24
CONECT    7    8   25
CONECT    8    9    9   10
CONECT   10   11
CONECT   11   12
CONECT   12   13   13   19
CONECT   13   14
CONECT   14   15
CONECT   15   16   17   18
CONECT   16   26   27   28
CONECT   17   29   30   31
CONECT   18   19   19   32
CONECT   19   33
END

HMDB0302530
     RDKit          3D
Braylin
 33 35  0  0  0  0  0  0  0  0999 V2000
   -0.4585    4.0103    0.0982 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1890    2.7758    0.0862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4298    1.5527    0.0192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7944    1.3887   -0.0458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3947    0.1487   -0.1125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7658    0.0131   -0.1769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3175   -1.2486   -0.2422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4940   -2.3544   -0.2423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9948   -3.5297   -0.3026 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2004   -2.1677   -0.1797 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6128   -1.0001   -0.1159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2427   -0.8531   -0.0512 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3354    0.4072    0.0153 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7196    0.4893    0.0785 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5915   -0.6134    0.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3369   -0.5888    1.4176 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5671   -0.4708   -1.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9076   -1.9217    0.0081 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5969   -2.0420   -0.0532 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1438    4.8274   -0.3491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6452    4.2807    1.1753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4338    4.0240   -0.4227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4130    2.2751   -0.0439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3965    0.9033   -0.1754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3875   -1.3947   -0.2938 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1240    0.2063    1.2997 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6183   -0.3306    2.2218 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7909   -1.5862    1.5787 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5683   -0.3316   -0.6497 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2771    0.3654   -1.7452 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5803   -1.3882   -1.7056 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5188   -2.8228    0.0055 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1157   -3.0232   -0.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 15 18  1  0
 18 19  2  0
 13  3  1  0
 11  5  2  0
 19 12  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  6 24  1  0
  7 25  1  0
 16 26  1  0
 16 27  1  0
 16 28  1  0
 17 29  1  0
 17 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₁₄O₄

Average Molecular Weight

258.2693

Monoisotopic Molecular Weight

258.089208936

IUPAC Name

6-methoxy-8,8-dimethyl-2H,8H-pyrano[2,3-h]chromen-2-one

Traditional Name

6-methoxy-8,8-dimethylpyrano[2,3-h]chromen-2-one

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(OC(=O)C=C2)C2=C1OC(C)(C)C=C2

InChI Identifier

InChI=1S/C15H14O4/c1-15(2)7-6-10-13-9(4-5-12(16)18-13)8-11(17-3)14(10)19-15/h4-8H,1-3H3

InChI Key

UOFNVZWWIXXTMZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as angular pyranocoumarins. These are organic compounds containing a pyran (or a hydrogenated derivative) angularly fused to a coumarin moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Pyranocoumarins

Direct Parent

Angular pyranocoumarins

Alternative Parents

Substituents

Angular pyranocoumarin
Pyranochromene
2,2-dimethyl-1-benzopyran
Benzopyran
1-benzopyran
Anisole
Alkyl aryl ether
Pyranone
Pyran
Benzenoid
Heteroaromatic compound
Lactone
Oxacycle
Ether
Organoheterocyclic compound
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.03	ALOGPS
logP	2.53	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	44.76 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	72.41 m³·mol⁻¹	ChemAxon
Polarizability	26.77 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	156.203	32859911
AllCCS	[M+H-H2O]+	152.192	32859911
AllCCS	[M+Na]+	161.006	32859911
AllCCS	[M+NH4]+	159.932	32859911
AllCCS	[M-H]-	162.442	32859911
AllCCS	[M+Na-2H]-	161.922	32859911
AllCCS	[M+HCOO]-	161.472	32859911
DeepCCS	[M+H]+	161.937	30932474
DeepCCS	[M-H]-	159.579	30932474
DeepCCS	[M-2H]-	192.465	30932474
DeepCCS	[M+Na]+	168.03	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Braylin 10V, Positive-QTOF	splash10-0a4i-0090000000-da382f22c1c6c1a72b76	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Braylin 20V, Positive-QTOF	splash10-0a4i-0090000000-e17fbed5b38cca802761	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Braylin 40V, Positive-QTOF	splash10-0uxr-4690000000-6e2cf5900594ee9ef1f9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Braylin 10V, Negative-QTOF	splash10-0a4i-0090000000-d16bff4beaf7bd47b5e5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Braylin 20V, Negative-QTOF	splash10-0a4i-0090000000-b2f7786a8325c11da139	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Braylin 40V, Negative-QTOF	splash10-01ot-0950000000-a81cf26433758f712651	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Braylin 10V, Positive-QTOF	splash10-0a4i-0090000000-5899da0eda98839d58ad	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Braylin 20V, Positive-QTOF	splash10-0a4i-0090000000-e0a0bedc95163806ffba	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Braylin 40V, Positive-QTOF	splash10-00ke-5790000000-c49f1f821bc9424cd2e2	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Braylin 10V, Negative-QTOF	splash10-0a4i-0090000000-c2a50a42dfada53572a9	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Braylin 20V, Negative-QTOF	splash10-0a4i-0090000000-c2a50a42dfada53572a9	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Braylin 40V, Negative-QTOF	splash10-029j-0590000000-b29dd3651223c6a41ffa	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB005023

KNApSAcK ID

C00044110

Chemspider ID

537413

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Braylin (HMDB0302530)

MOL for HMDB0302530 (Braylin)

3D MOL for HMDB0302530 (Braylin)

3D SDF for HMDB0302530 (Braylin)

3D-SDF for HMDB0302530 (Braylin)

PDB for HMDB0302530 (Braylin)

3D PDB for HMDB0302530 (Braylin)

SMILES for HMDB0302530 (Braylin)

INCHI for HMDB0302530 (Braylin)

Structure for HMDB0302530 (Braylin)

3D Structure for HMDB0302530 (Braylin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra