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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:34:54 UTC

Update Date

2022-03-07 02:52:26 UTC

HMDB ID

HMDB0030120

Secondary Accession Numbers

HMDB30120

Metabolite Identification

Common Name

(S)-Angelicain

Description

(S)-Angelicain belongs to the class of organic compounds known as furanochromones. These are polycyclic aromatic compounds containing a furan ring fused to a 1-benzopyran-4-one ring system. Based on a literature review very few articles have been published on (S)-Angelicain.

Structure

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

HMDB0030120
     RDKit          3D
(S)-Angelicain
 37 39  0  0  0  0  0  0  0  0999 V2000
    4.2986    0.7306   -1.5526 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8425    0.2110   -0.2215 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0841   -1.2778   -0.0683 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5408    0.8330    0.8145 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3859    0.4798    0.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8348   -0.2281    1.2201 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3785   -0.1648    0.9237 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2795   -0.1016   -0.4491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0008   -0.0354   -0.9896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1419   -0.0306   -0.2251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3508    0.0310   -0.7133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4332    0.0342    0.0446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7996    0.1065   -0.5692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6946    0.1623   -1.9540 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3493   -0.0287    1.4218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1004   -0.0946    1.9782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9623   -0.1533    3.2198 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9962   -0.0950    1.1418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7394   -0.1627    1.7308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6595   -0.2259    3.1198 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5700   -0.1198   -1.0155 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3196    1.1140   -1.4618 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6289    1.5724   -1.8257 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1886   -0.0882   -2.2883 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1328   -1.4831    1.0202 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0615   -1.5405   -0.5493 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2795   -1.8449   -0.5834 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4788    1.8187    0.7658 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1209    1.5427    0.0683 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1134   -1.3048    1.2330 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0960    0.2872    2.1619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0911    0.0143   -2.0723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3312   -0.8061   -0.2208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3069    1.0116   -0.1671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7504    0.1391   -2.1996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1978   -0.0284    2.0656 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2707   -0.2742    3.5149 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
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
  8 21  1  0
 21  5  1  0
 19  7  1  0
 18 10  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  9 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 15 36  1  0
 20 37  1  0
M  END

  Mrv0541 02241218202D          

 21 23  0  0  0  0            999 V2000
   -1.4846   -0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7421    0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0004   -0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6596    0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4846   -0.2471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9796    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4846    1.0721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6596    0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0004    1.2371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7421    0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4846    1.2371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2271    0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8871    1.2371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6296    0.8246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6296    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8046    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8046   -0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2271    0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4846   -1.2371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0004   -1.2371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8046    1.2371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  2  0  0  0  0
  2  3  1  0  0  0  0
  2 10  2  0  0  0  0
  3  4  2  0  0  0  0
  3 20  1  0  0  0  0
  4  5  1  0  0  0  0
  4  8  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 16  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 18  2  0  0  0  0
 13 14  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030120

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)(O)C1CC2=C(O)C3=C(OC(CO)=CC3=O)C=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C15H16O6/c1-15(2,19)12-4-8-10(21-12)5-11-13(14(8)18)9(17)3-7(6-16)20-11/h3,5,12,16,18-19H,4,6H2,1-2H3

> <INCHI_KEY>
FHCHSXPHLRBEBR-UHFFFAOYSA-N

> <FORMULA>
C15H16O6

> <MOLECULAR_WEIGHT>
292.2839

> <EXACT_MASS>
292.094688244

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
30.024818102338457

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-hydroxy-7-(hydroxymethyl)-2-(2-hydroxypropan-2-yl)-2H,3H,5H-furo[3,2-g]chromen-5-one

> <ALOGPS_LOGP>
1.33

> <JCHEM_LOGP>
1.1201119726666668

> <ALOGPS_LOGS>
-2.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.887851963501571

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.73913593325781

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0834446583868402

> <JCHEM_POLAR_SURFACE_AREA>
96.22

> <JCHEM_REFRACTIVITY>
75.4241

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.63e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-hydroxy-7-(hydroxymethyl)-2-(2-hydroxypropan-2-yl)-2H,3H-furo[3,2-g]chromen-5-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030120
     RDKit          3D
(S)-Angelicain
 37 39  0  0  0  0  0  0  0  0999 V2000
    4.2986    0.7306   -1.5526 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8425    0.2110   -0.2215 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0841   -1.2778   -0.0683 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5408    0.8330    0.8145 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3859    0.4798    0.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8348   -0.2281    1.2201 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3785   -0.1648    0.9237 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2795   -0.1016   -0.4491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0008   -0.0354   -0.9896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1419   -0.0306   -0.2251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3508    0.0310   -0.7133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4332    0.0342    0.0446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7996    0.1065   -0.5692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6946    0.1623   -1.9540 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3493   -0.0287    1.4218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1004   -0.0946    1.9782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9623   -0.1533    3.2198 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9962   -0.0950    1.1418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7394   -0.1627    1.7308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6595   -0.2259    3.1198 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5700   -0.1198   -1.0155 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3196    1.1140   -1.4618 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6289    1.5724   -1.8257 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1886   -0.0882   -2.2883 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1328   -1.4831    1.0202 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0615   -1.5405   -0.5493 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2795   -1.8449   -0.5834 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4788    1.8187    0.7658 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1209    1.5427    0.0683 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1134   -1.3048    1.2330 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0960    0.2872    2.1619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0911    0.0143   -2.0723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3312   -0.8061   -0.2208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3069    1.0116   -0.1671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7504    0.1391   -2.1996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1978   -0.0284    2.0656 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2707   -0.2742    3.5149 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
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
  8 21  1  0
 21  5  1  0
 19  7  1  0
 18 10  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  9 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 15 36  1  0
 20 37  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      -2.771  -0.769   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.385   0.001   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.001  -0.769   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.231   0.001   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.771  -0.461   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.695   0.769   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.771   2.001   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.231   1.539   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.001   2.309   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.385   1.539   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.771   2.309   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -4.157   1.539   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.389   2.309   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -6.775   1.539   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       6.775   0.769   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.235   0.769   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.235  -0.769   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.157   0.001   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -2.771  -2.309   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.001  -2.309   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       5.235   2.309   0.000  0.00  0.00           O+0
CONECT    1    2   18   19                                                  
CONECT    2    1    3   10                                                  
CONECT    3    2    4   20                                                  
CONECT    4    3    5    8                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   16                                                  
CONECT    7    6    8                                                       
CONECT    8    4    7    9                                                  
CONECT    9    8   10                                                       
CONECT   10    2    9   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15   16                                                            
CONECT   16    6   15   17   21                                             
CONECT   17   16                                                            
CONECT   18    1   12                                                       
CONECT   19    1                                                            
CONECT   20    3                                                            
CONECT   21   16                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0030120
HETATM    1  C1  UNL     1       4.299   0.731  -1.553  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.843   0.211  -0.221  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.084  -1.278  -0.068  1.00  0.00           C  
HETATM    4  O1  UNL     1       4.541   0.833   0.815  1.00  0.00           O  
HETATM    5  C4  UNL     1       2.386   0.480   0.003  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.835  -0.228   1.220  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.379  -0.165   0.924  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.280  -0.102  -0.449  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.001  -0.035  -0.990  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.142  -0.031  -0.225  1.00  0.00           C  
HETATM   11  O2  UNL     1      -3.351   0.031  -0.713  1.00  0.00           O  
HETATM   12  C10 UNL     1      -4.433   0.034   0.045  1.00  0.00           C  
HETATM   13  C11 UNL     1      -5.800   0.107  -0.569  1.00  0.00           C  
HETATM   14  O3  UNL     1      -5.695   0.162  -1.954  1.00  0.00           O  
HETATM   15  C12 UNL     1      -4.349  -0.029   1.422  1.00  0.00           C  
HETATM   16  C13 UNL     1      -3.100  -0.095   1.978  1.00  0.00           C  
HETATM   17  O4  UNL     1      -2.962  -0.153   3.220  1.00  0.00           O  
HETATM   18  C14 UNL     1      -1.996  -0.095   1.142  1.00  0.00           C  
HETATM   19  C15 UNL     1      -0.739  -0.163   1.731  1.00  0.00           C  
HETATM   20  O5  UNL     1      -0.660  -0.226   3.120  1.00  0.00           O  
HETATM   21  O6  UNL     1       1.570  -0.120  -1.015  1.00  0.00           O  
HETATM   22  H1  UNL     1       5.320   1.114  -1.462  1.00  0.00           H  
HETATM   23  H2  UNL     1       3.629   1.572  -1.826  1.00  0.00           H  
HETATM   24  H3  UNL     1       4.189  -0.088  -2.288  1.00  0.00           H  
HETATM   25  H4  UNL     1       4.133  -1.483   1.020  1.00  0.00           H  
HETATM   26  H5  UNL     1       5.062  -1.540  -0.549  1.00  0.00           H  
HETATM   27  H6  UNL     1       3.280  -1.845  -0.583  1.00  0.00           H  
HETATM   28  H7  UNL     1       4.479   1.819   0.766  1.00  0.00           H  
HETATM   29  H8  UNL     1       2.121   1.543   0.068  1.00  0.00           H  
HETATM   30  H9  UNL     1       2.113  -1.305   1.233  1.00  0.00           H  
HETATM   31  H10 UNL     1       2.096   0.287   2.162  1.00  0.00           H  
HETATM   32  H11 UNL     1      -1.091   0.014  -2.072  1.00  0.00           H  
HETATM   33  H12 UNL     1      -6.331  -0.806  -0.221  1.00  0.00           H  
HETATM   34  H13 UNL     1      -6.307   1.012  -0.167  1.00  0.00           H  
HETATM   35  H14 UNL     1      -4.750   0.139  -2.200  1.00  0.00           H  
HETATM   36  H15 UNL     1      -5.198  -0.028   2.066  1.00  0.00           H  
HETATM   37  H16 UNL     1       0.271  -0.274   3.515  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    4    5
CONECT    3   25   26   27
CONECT    4   28
CONECT    5    6   21   29
CONECT    6    7   30   31
CONECT    7    8    8   19
CONECT    8    9   21
CONECT    9   10   10   32
CONECT   10   11   18
CONECT   11   12
CONECT   12   13   15   15
CONECT   13   14   33   34
CONECT   14   35
CONECT   15   16   36
CONECT   16   17   17   18
CONECT   18   19   19
CONECT   19   20
CONECT   20   37
END

HMDB0030120
     RDKit          3D
(S)-Angelicain
 37 39  0  0  0  0  0  0  0  0999 V2000
    4.2986    0.7306   -1.5526 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8425    0.2110   -0.2215 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0841   -1.2778   -0.0683 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5408    0.8330    0.8145 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3859    0.4798    0.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8348   -0.2281    1.2201 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3785   -0.1648    0.9237 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2795   -0.1016   -0.4491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0008   -0.0354   -0.9896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1419   -0.0306   -0.2251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3508    0.0310   -0.7133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4332    0.0342    0.0446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7996    0.1065   -0.5692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6946    0.1623   -1.9540 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3493   -0.0287    1.4218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1004   -0.0946    1.9782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9623   -0.1533    3.2198 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9962   -0.0950    1.1418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7394   -0.1627    1.7308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6595   -0.2259    3.1198 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5700   -0.1198   -1.0155 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3196    1.1140   -1.4618 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6289    1.5724   -1.8257 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1886   -0.0882   -2.2883 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1328   -1.4831    1.0202 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0615   -1.5405   -0.5493 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2795   -1.8449   -0.5834 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4788    1.8187    0.7658 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1209    1.5427    0.0683 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1134   -1.3048    1.2330 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0960    0.2872    2.1619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0911    0.0143   -2.0723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3312   -0.8061   -0.2208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3069    1.0116   -0.1671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7504    0.1391   -2.1996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1978   -0.0284    2.0656 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2707   -0.2742    3.5149 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
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
  8 21  1  0
 21  5  1  0
 19  7  1  0
 18 10  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  9 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 15 36  1  0
 20 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₁₆O₆

Average Molecular Weight

292.2839

Monoisotopic Molecular Weight

292.094688244

IUPAC Name

4-hydroxy-7-(hydroxymethyl)-2-(2-hydroxypropan-2-yl)-2H,3H,5H-furo[3,2-g]chromen-5-one

Traditional Name

4-hydroxy-7-(hydroxymethyl)-2-(2-hydroxypropan-2-yl)-2H,3H-furo[3,2-g]chromen-5-one

CAS Registry Number

49624-66-0

SMILES

CC(C)(O)C1CC2=C(O)C3=C(OC(CO)=CC3=O)C=C2O1

InChI Identifier

InChI=1S/C15H16O6/c1-15(2,19)12-4-8-10(21-12)5-11-13(14(8)18)9(17)3-7(6-16)20-11/h3,5,12,16,18-19H,4,6H2,1-2H3

InChI Key

FHCHSXPHLRBEBR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as furanochromones. These are polycyclic aromatic compounds containing a furan ring fused to a 1-benzopyran-4-one ring system.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Furanochromones

Alternative Parents

Substituents

Furanochromone
Coumaran
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Vinylogous acid
Tertiary alcohol
Ether
Oxacycle
Alcohol
Aromatic alcohol
Primary alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0030120)
Cytoplasm (HMDB: HMDB0030120)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030120)

Source

Endogenous

Endogenous (HMDB: HMDB0030120)

Plant

Plant (HMDB: HMDB0030120)

Exogenous

Food

Food (HMDB: HMDB0030120)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Vegetable

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Exogenous (HMDB: HMDB0030120)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	208 - 209 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	504.2 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.86 g/L	ALOGPS
logP	1.33	ALOGPS
logP	1.12	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	8.74	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	96.22 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	75.42 m³·mol⁻¹	ChemAxon
Polarizability	30.02 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
DeepCCS	[M+H]+	168.626	30932474
DeepCCS	[M-H]-	166.268	30932474
DeepCCS	[M-2H]-	199.155	30932474
DeepCCS	[M+Na]+	174.72	30932474
AllCCS	[M+H]+	166.5	32859911
AllCCS	[M+H-H2O]+	162.9	32859911
AllCCS	[M+NH4]+	169.8	32859911
AllCCS	[M+Na]+	170.7	32859911
AllCCS	[M-H]-	170.6	32859911
AllCCS	[M+Na-2H]-	170.4	32859911
AllCCS	[M+HCOO]-	170.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(S)-Angelicain	CC(C)(O)C1CC2=C(O)C3=C(OC(CO)=CC3=O)C=C2O1	3549.3	Standard polar	33892256
(S)-Angelicain	CC(C)(O)C1CC2=C(O)C3=C(OC(CO)=CC3=O)C=C2O1	2669.0	Standard non polar	33892256
(S)-Angelicain	CC(C)(O)C1CC2=C(O)C3=C(OC(CO)=CC3=O)C=C2O1	2760.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(S)-Angelicain,1TMS,isomer #1	CC(C)(O[Si](C)(C)C)C1CC2=C(C=C3OC(CO)=CC(=O)C3=C2O)O1	2698.8	Semi standard non polar	33892256
(S)-Angelicain,1TMS,isomer #2	CC(C)(O)C1CC2=C(C=C3OC(CO)=CC(=O)C3=C2O[Si](C)(C)C)O1	2744.9	Semi standard non polar	33892256
(S)-Angelicain,1TMS,isomer #3	CC(C)(O)C1CC2=C(C=C3OC(CO[Si](C)(C)C)=CC(=O)C3=C2O)O1	2692.1	Semi standard non polar	33892256
(S)-Angelicain,2TMS,isomer #1	CC(C)(O[Si](C)(C)C)C1CC2=C(C=C3OC(CO[Si](C)(C)C)=CC(=O)C3=C2O)O1	2727.3	Semi standard non polar	33892256
(S)-Angelicain,2TMS,isomer #2	CC(C)(O[Si](C)(C)C)C1CC2=C(C=C3OC(CO)=CC(=O)C3=C2O[Si](C)(C)C)O1	2775.8	Semi standard non polar	33892256
(S)-Angelicain,2TMS,isomer #3	CC(C)(O)C1CC2=C(C=C3OC(CO[Si](C)(C)C)=CC(=O)C3=C2O[Si](C)(C)C)O1	2788.7	Semi standard non polar	33892256
(S)-Angelicain,3TMS,isomer #1	CC(C)(O[Si](C)(C)C)C1CC2=C(C=C3OC(CO[Si](C)(C)C)=CC(=O)C3=C2O[Si](C)(C)C)O1	2811.8	Semi standard non polar	33892256
(S)-Angelicain,1TBDMS,isomer #1	CC(C)(O[Si](C)(C)C(C)(C)C)C1CC2=C(C=C3OC(CO)=CC(=O)C3=C2O)O1	2945.3	Semi standard non polar	33892256
(S)-Angelicain,1TBDMS,isomer #2	CC(C)(O)C1CC2=C(C=C3OC(CO)=CC(=O)C3=C2O[Si](C)(C)C(C)(C)C)O1	2966.8	Semi standard non polar	33892256
(S)-Angelicain,1TBDMS,isomer #3	CC(C)(O)C1CC2=C(C=C3OC(CO[Si](C)(C)C(C)(C)C)=CC(=O)C3=C2O)O1	2921.2	Semi standard non polar	33892256
(S)-Angelicain,2TBDMS,isomer #1	CC(C)(O[Si](C)(C)C(C)(C)C)C1CC2=C(C=C3OC(CO[Si](C)(C)C(C)(C)C)=CC(=O)C3=C2O)O1	3182.7	Semi standard non polar	33892256
(S)-Angelicain,2TBDMS,isomer #2	CC(C)(O[Si](C)(C)C(C)(C)C)C1CC2=C(C=C3OC(CO)=CC(=O)C3=C2O[Si](C)(C)C(C)(C)C)O1	3219.4	Semi standard non polar	33892256
(S)-Angelicain,2TBDMS,isomer #3	CC(C)(O)C1CC2=C(C=C3OC(CO[Si](C)(C)C(C)(C)C)=CC(=O)C3=C2O[Si](C)(C)C(C)(C)C)O1	3200.6	Semi standard non polar	33892256
(S)-Angelicain,3TBDMS,isomer #1	CC(C)(O[Si](C)(C)C(C)(C)C)C1CC2=C(C=C3OC(CO[Si](C)(C)C(C)(C)C)=CC(=O)C3=C2O[Si](C)(C)C(C)(C)C)O1	3465.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-Angelicain GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4l-5190000000-593a81aca5106b0b3062	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-Angelicain GC-MS (3 TMS) - 70eV, Positive	splash10-01yo-8515900000-a7f198f25882fb1a74ee	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-Angelicain GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-Angelicain GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Angelicain 10V, Positive-QTOF	splash10-002f-0090000000-1aeed3231dc1440b9a2d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Angelicain 20V, Positive-QTOF	splash10-056u-1090000000-f1c67cb4306f545916de	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Angelicain 40V, Positive-QTOF	splash10-0gb9-1790000000-ef3c7a036906d802eb97	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Angelicain 10V, Negative-QTOF	splash10-0006-0090000000-c003ff28df99d142aa82	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Angelicain 20V, Negative-QTOF	splash10-006x-0090000000-235f422ecac22fefbf6a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Angelicain 40V, Negative-QTOF	splash10-001i-2790000000-6a67814191c52beb1e90	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Angelicain 10V, Positive-QTOF	splash10-0006-0090000000-6b47cd55915280df6198	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Angelicain 20V, Positive-QTOF	splash10-002f-0090000000-4c4d2ccd86dea1715585	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Angelicain 40V, Positive-QTOF	splash10-0f6x-1390000000-5c22dfa151ceb09df34b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Angelicain 10V, Negative-QTOF	splash10-0006-0090000000-5d491018a83bc6fb43ff	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Angelicain 20V, Negative-QTOF	splash10-0006-0090000000-d9fabf9b4c40a66c63a4	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Angelicain 40V, Negative-QTOF	splash10-0fdo-0790000000-4e2aae4f48bf68e91673	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB001921

KNApSAcK ID

Not Available

Chemspider ID

9197863

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11022681

PDB ID

Not Available

ChEBI ID

174776

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1817221

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for (S)-Angelicain (HMDB0030120)

MOL for HMDB0030120 ((S)-Angelicain)

3D MOL for HMDB0030120 ((S)-Angelicain)

3D SDF for HMDB0030120 ((S)-Angelicain)

3D-SDF for HMDB0030120 ((S)-Angelicain)

PDB for HMDB0030120 ((S)-Angelicain)

3D PDB for HMDB0030120 ((S)-Angelicain)

SMILES for HMDB0030120 ((S)-Angelicain)

INCHI for HMDB0030120 ((S)-Angelicain)

Structure for HMDB0030120 ((S)-Angelicain)

3D Structure for HMDB0030120 ((S)-Angelicain)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra