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

2021-09-24 02:26:48 UTC

Update Date

2021-09-24 02:26:48 UTC

HMDB ID

HMDB0303511

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Austricin

Description

Austricin is a member of the class of compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom. Austricin is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Austricin can be found in german camomile and sweet bay, which makes austricin a potential biomarker for the consumption of these food products.

Structure

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

HMDB0303511
     RDKit          3D
Austricin
 37 39  0  0  0  0  0  0  0  0999 V2000
   -1.0156    3.5228   -0.9091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5719    2.2008   -0.4765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7282    2.0103    0.1379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9479    0.5992    0.4135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9603    0.0851    0.9872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7752   -0.0834   -0.1022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5813   -1.3896    0.0095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6129   -2.1891    0.6923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4011   -2.1207   -0.4805 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8872   -1.5273    0.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8558   -2.5081   -0.1024 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3097   -0.2633   -0.5994 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5948    0.2061    0.1031 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6504   -0.8041    0.1964 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0076    0.6386    1.4032 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5693    0.6789    2.5259 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6674    1.0084    1.1532 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4777    0.9451   -0.2184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9120    0.9080   -0.7206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8556    4.2317   -0.9773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5069    3.4500   -1.8893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2941    3.9236   -0.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4306    2.8043    0.4059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3224   -3.2350    0.7679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5496   -2.1285    0.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7334   -1.8022    1.7385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3007   -2.1024   -1.5801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4378   -3.1644   -0.1113 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7403   -1.2953    1.1585 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6744   -2.9505   -0.9716 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4775   -0.3490   -1.6731 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9029    1.1322   -0.4200 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6038   -1.4779    1.0504 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6382   -0.2607    0.2943 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7422   -1.3244   -0.7933 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9858    1.8249   -0.6854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8475    0.8058   -1.8321 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19  2  1  0
 19  6  1  0
 18 12  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  8 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 11 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
 14 35  1  0
 18 36  1  0
 19 37  1  0
M  END


  Mrv0541 02241217252D          

 19 21  0  0  0  0            999 V2000
   -1.3201   -1.7328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7425   -1.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0822   -1.4855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7425   -1.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4023   -1.6506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6596    1.7328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9077    0.9073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7324    0.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7324   -0.1647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3929   -0.5770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9077   -0.4128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4124    0.2469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4124    0.3299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9077   -0.3299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6502   -0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3929   -0.4128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8247    0.9895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5673    0.8243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2277    1.4026    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2 11  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4 14  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7 12  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 17  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 18  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0303511

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1C2C(OC1=O)C1C(C)=CC(=O)C1=C(C)CC2O

> <INCHI_IDENTIFIER>
InChI=1S/C15H18O4/c1-6-4-10(17)13-8(3)15(18)19-14(13)12-7(2)5-9(16)11(6)12/h5,8,10,12-14,17H,4H2,1-3H3

> <INCHI_KEY>
YMUOZXZDDBRJEP-UHFFFAOYSA-N

> <FORMULA>
C15H18O4

> <MOLECULAR_WEIGHT>
262.301

> <EXACT_MASS>
262.120509064

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
27.67706470411067

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-hydroxy-3,6,9-trimethyl-2H,3H,3aH,4H,5H,7H,9aH,9bH-azuleno[4,5-b]furan-2,7-dione

> <ALOGPS_LOGP>
1.02

> <JCHEM_LOGP>
1.1213753326666667

> <ALOGPS_LOGS>
-2.20

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.626424201981763

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.578780422018742

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9001623975370725

> <JCHEM_POLAR_SURFACE_AREA>
63.6

> <JCHEM_REFRACTIVITY>
70.28699999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.67e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-hydroxy-3,6,9-trimethyl-3H,3aH,4H,5H,9aH,9bH-azuleno[4,5-b]furan-2,7-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0303511
     RDKit          3D
Austricin
 37 39  0  0  0  0  0  0  0  0999 V2000
   -1.0156    3.5228   -0.9091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5719    2.2008   -0.4765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7282    2.0103    0.1379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9479    0.5992    0.4135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9603    0.0851    0.9872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7752   -0.0834   -0.1022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5813   -1.3896    0.0095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6129   -2.1891    0.6923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4011   -2.1207   -0.4805 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8872   -1.5273    0.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8558   -2.5081   -0.1024 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3097   -0.2633   -0.5994 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5948    0.2061    0.1031 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6504   -0.8041    0.1964 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0076    0.6386    1.4032 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5693    0.6789    2.5259 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6674    1.0084    1.1532 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4777    0.9451   -0.2184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9120    0.9080   -0.7206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8556    4.2317   -0.9773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5069    3.4500   -1.8893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2941    3.9236   -0.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4306    2.8043    0.4059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3224   -3.2350    0.7679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5496   -2.1285    0.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7334   -1.8022    1.7385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3007   -2.1024   -1.5801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4378   -3.1644   -0.1113 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7403   -1.2953    1.1585 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6744   -2.9505   -0.9716 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4775   -0.3490   -1.6731 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9029    1.1322   -0.4200 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6038   -1.4779    1.0504 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6382   -0.2607    0.2943 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7422   -1.3244   -0.7933 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9858    1.8249   -0.6854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8475    0.8058   -1.8321 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19  2  1  0
 19  6  1  0
 18 12  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  8 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 11 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
 14 35  1  0
 18 36  1  0
 19 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      -2.464  -3.235   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.386  -2.157   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.153  -2.773   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.386  -2.002   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.618  -3.081   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -1.231   3.235   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.694   1.694   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.234   1.232   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.234  -0.307   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -4.467  -1.077   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.694  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.770   0.461   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.770   0.616   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.694  -0.616   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.080  -0.001   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.467  -0.770   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       1.539   1.847   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.926   1.539   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       4.158   2.618   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   14                                                  
CONECT    5    4                                                            
CONECT    6    7                                                            
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    2    9   12                                                  
CONECT   12    7   11   13                                                  
CONECT   13   12   14   17                                                  
CONECT   14    4   13   15                                                  
CONECT   15   14   16   18                                                  
CONECT   16   15                                                            
CONECT   17   13   18                                                       
CONECT   18   15   17   19                                                  
CONECT   19   18                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0303511
HETATM    1  C1  UNL     1      -1.016   3.523  -0.909  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.572   2.201  -0.477  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.728   2.010   0.138  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.948   0.599   0.414  1.00  0.00           C  
HETATM    5  O1  UNL     1      -3.960   0.085   0.987  1.00  0.00           O  
HETATM    6  C5  UNL     1      -1.775  -0.083  -0.102  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.581  -1.390   0.010  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.613  -2.189   0.692  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.401  -2.121  -0.480  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.887  -1.527   0.077  1.00  0.00           C  
HETATM   11  O2  UNL     1       1.856  -2.508  -0.102  1.00  0.00           O  
HETATM   12  C10 UNL     1       1.310  -0.263  -0.599  1.00  0.00           C  
HETATM   13  C11 UNL     1       2.595   0.206   0.103  1.00  0.00           C  
HETATM   14  C12 UNL     1       3.650  -0.804   0.196  1.00  0.00           C  
HETATM   15  C13 UNL     1       2.008   0.639   1.403  1.00  0.00           C  
HETATM   16  O3  UNL     1       2.569   0.679   2.526  1.00  0.00           O  
HETATM   17  O4  UNL     1       0.667   1.008   1.153  1.00  0.00           O  
HETATM   18  C14 UNL     1       0.478   0.945  -0.218  1.00  0.00           C  
HETATM   19  C15 UNL     1      -0.912   0.908  -0.721  1.00  0.00           C  
HETATM   20  H1  UNL     1      -1.856   4.232  -0.977  1.00  0.00           H  
HETATM   21  H2  UNL     1      -0.507   3.450  -1.889  1.00  0.00           H  
HETATM   22  H3  UNL     1      -0.294   3.924  -0.190  1.00  0.00           H  
HETATM   23  H4  UNL     1      -3.431   2.804   0.406  1.00  0.00           H  
HETATM   24  H5  UNL     1      -2.322  -3.235   0.768  1.00  0.00           H  
HETATM   25  H6  UNL     1      -3.550  -2.128   0.113  1.00  0.00           H  
HETATM   26  H7  UNL     1      -2.733  -1.802   1.738  1.00  0.00           H  
HETATM   27  H8  UNL     1      -0.301  -2.102  -1.580  1.00  0.00           H  
HETATM   28  H9  UNL     1      -0.438  -3.164  -0.111  1.00  0.00           H  
HETATM   29  H10 UNL     1       0.740  -1.295   1.159  1.00  0.00           H  
HETATM   30  H11 UNL     1       1.674  -2.951  -0.972  1.00  0.00           H  
HETATM   31  H12 UNL     1       1.477  -0.349  -1.673  1.00  0.00           H  
HETATM   32  H13 UNL     1       2.903   1.132  -0.420  1.00  0.00           H  
HETATM   33  H14 UNL     1       3.604  -1.478   1.050  1.00  0.00           H  
HETATM   34  H15 UNL     1       4.638  -0.261   0.294  1.00  0.00           H  
HETATM   35  H16 UNL     1       3.742  -1.324  -0.793  1.00  0.00           H  
HETATM   36  H17 UNL     1       0.986   1.825  -0.685  1.00  0.00           H  
HETATM   37  H18 UNL     1      -0.848   0.806  -1.832  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3    3   19
CONECT    3    4   23
CONECT    4    5    5    6
CONECT    6    7    7   19
CONECT    7    8    9
CONECT    8   24   25   26
CONECT    9   10   27   28
CONECT   10   11   12   29
CONECT   11   30
CONECT   12   13   18   31
CONECT   13   14   15   32
CONECT   14   33   34   35
CONECT   15   16   16   17
CONECT   17   18
CONECT   18   19   36
CONECT   19   37
END

HMDB0303511
     RDKit          3D
Austricin
 37 39  0  0  0  0  0  0  0  0999 V2000
   -1.0156    3.5228   -0.9091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5719    2.2008   -0.4765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7282    2.0103    0.1379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9479    0.5992    0.4135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9603    0.0851    0.9872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7752   -0.0834   -0.1022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5813   -1.3896    0.0095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6129   -2.1891    0.6923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4011   -2.1207   -0.4805 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8872   -1.5273    0.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8558   -2.5081   -0.1024 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3097   -0.2633   -0.5994 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5948    0.2061    0.1031 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6504   -0.8041    0.1964 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0076    0.6386    1.4032 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5693    0.6789    2.5259 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6674    1.0084    1.1532 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4777    0.9451   -0.2184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9120    0.9080   -0.7206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8556    4.2317   -0.9773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5069    3.4500   -1.8893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2941    3.9236   -0.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4306    2.8043    0.4059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3224   -3.2350    0.7679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5496   -2.1285    0.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7334   -1.8022    1.7385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3007   -2.1024   -1.5801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4378   -3.1644   -0.1113 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7403   -1.2953    1.1585 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6744   -2.9505   -0.9716 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4775   -0.3490   -1.6731 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9029    1.1322   -0.4200 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6038   -1.4779    1.0504 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6382   -0.2607    0.2943 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7422   -1.3244   -0.7933 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9858    1.8249   -0.6854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8475    0.8058   -1.8321 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19  2  1  0
 19  6  1  0
 18 12  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  8 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 11 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
 14 35  1  0
 18 36  1  0
 19 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Desacetylmatricarin	MeSH
Hydroxyachillin	MeSH

Chemical Formula

C₁₅H₁₈O₄

Average Molecular Weight

262.301

Monoisotopic Molecular Weight

262.120509064

IUPAC Name

4-hydroxy-3,6,9-trimethyl-2H,3H,3aH,4H,5H,7H,9aH,9bH-azuleno[4,5-b]furan-2,7-dione

Traditional Name

4-hydroxy-3,6,9-trimethyl-3H,3aH,4H,5H,9aH,9bH-azuleno[4,5-b]furan-2,7-dione

CAS Registry Number

Not Available

SMILES

CC1C2C(OC1=O)C1C(C)=CC(=O)C1=C(C)CC2O

InChI Identifier

InChI=1S/C15H18O4/c1-6-4-10(17)13-8(3)15(18)19-14(13)12-7(2)5-9(16)11(6)12/h5,8,10,12-14,17H,4H2,1-3H3

InChI Key

YMUOZXZDDBRJEP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactones

Sub Class

Gamma butyrolactones

Direct Parent

Gamma butyrolactones

Alternative Parents

Substituents

Gamma butyrolactone
Tetrahydrofuran
Secondary alcohol
Ketone
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Sweet bay (FooDB: FOOD00097)
German camomile (FooDB: FOOD00107)

Process

Not Available

Role

Biological role

allergen (HMDB: HMDB0303511)

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	1.02	ALOGPS
logP	1.12	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	14.58	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.6 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	70.29 m³·mol⁻¹	ChemAxon
Polarizability	27.68 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]+	160.453	32859911
AllCCS	[M+H-H2O]+	156.861	32859911
AllCCS	[M+Na]+	164.747	32859911
AllCCS	[M+NH4]+	163.788	32859911
AllCCS	[M-H]-	165.163	32859911
AllCCS	[M+Na-2H]-	165.016	32859911
AllCCS	[M+HCOO]-	164.97	32859911
DeepCCS	[M+H]+	165.138	30932474
DeepCCS	[M-H]-	162.743	30932474
DeepCCS	[M-2H]-	195.627	30932474
DeepCCS	[M+Na]+	171.167	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 - Austricin 10V, Positive-QTOF	splash10-01ot-0190000000-c7cd2f2176528c070606	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austricin 20V, Positive-QTOF	splash10-01xt-0970000000-609a7032e628e999cf95	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austricin 40V, Positive-QTOF	splash10-0ukc-6910000000-decee43db86a28a77291	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austricin 10V, Negative-QTOF	splash10-03di-0090000000-dbdc2cf400ea1d26b381	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austricin 20V, Negative-QTOF	splash10-03xu-0190000000-6218c771bfae86e8ddd5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austricin 40V, Negative-QTOF	splash10-0abi-3910000000-c176a9522fe03439b313	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austricin 10V, Positive-QTOF	splash10-0002-0090000000-f3ccfa182e08e0074547	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austricin 20V, Positive-QTOF	splash10-0002-0390000000-1e3e4f497f6b77db2804	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austricin 40V, Positive-QTOF	splash10-00b9-1930000000-b361feeda6996e7c0474	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austricin 10V, Negative-QTOF	splash10-03di-0090000000-a903c9789b1d749ef511	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austricin 20V, Negative-QTOF	splash10-01ox-0290000000-196a8c27a5fc41ab2d92	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austricin 40V, Negative-QTOF	splash10-0083-0930000000-f341a7e5b6ff9ff55651	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

FDB015365

KNApSAcK ID

Not Available

Chemspider ID

89537

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

99114

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 Austricin (HMDB0303511)

MOL for HMDB0303511 (Austricin)

3D MOL for HMDB0303511 (Austricin)

3D SDF for HMDB0303511 (Austricin)

3D-SDF for HMDB0303511 (Austricin)

PDB for HMDB0303511 (Austricin)

3D PDB for HMDB0303511 (Austricin)

SMILES for HMDB0303511 (Austricin)

INCHI for HMDB0303511 (Austricin)

Structure for HMDB0303511 (Austricin)

3D Structure for HMDB0303511 (Austricin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra