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Showing metabocard for Aegelinol (HMDB0033914)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:41:20 UTC
Update Date2022-03-07 02:53:54 UTC
HMDB IDHMDB0033914
Secondary Accession Numbers
  • HMDB33914
Metabolite Identification
Common NameAegelinol
DescriptionAegelinol belongs to the class of organic compounds known as linear pyranocoumarins. These are organic compounds containing a pyran (or a hydrogenated derivative) linearly fused to a coumarin moiety. Aegelinol has been detected, but not quantified in, fruits. This could make aegelinol a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Aegelinol.
Structure
Data?1563862480
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0033914 (Aegelinol)


  Mrv0541 05061307262D          

 18 20  0  0  0  0            999 V2000
   -0.8125    0.6817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2822    1.6002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    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
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  8  3  1  0  0  0  0
  8  5  2  0  0  0  0
  9  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  7  2  0  0  0  0
 10  8  1  0  0  0  0
 11  7  1  0  0  0  0
 11  9  2  0  0  0  0
 12  6  1  0  0  0  0
 13  4  1  0  0  0  0
 14  1  1  0  0  0  0
 14  2  1  0  0  0  0
 14 12  1  0  0  0  0
 15 12  1  0  0  0  0
 16 13  2  0  0  0  0
 17 10  1  0  0  0  0
 17 13  1  0  0  0  0
 18 11  1  0  0  0  0
 18 14  1  0  0  0  0
M  END
Download

3D MOL for HMDB0033914 (Aegelinol)

HMDB0250924
     RDKit          3D
Decursinol
 32 34  0  0  0  0  0  0  0  0999 V2000
   -3.2922    1.2546   -1.0641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3252    0.5553   -0.0966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0210    0.6751    1.2697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1298    1.2563    0.0159 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1353    0.7025    0.0716 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2158    1.3930    0.6132 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4791    0.7933    0.6490 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4827    1.4748    1.1691 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6713    0.9268    1.2096 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6349    1.6003    1.7171 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8919   -0.3424    0.7215 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8567   -1.0650    0.1767 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6058   -0.4763    0.1391 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5092   -1.1494   -0.3988 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2675   -0.5672   -0.4371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8607   -1.2882   -1.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2053   -0.8624   -0.5147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1390   -1.1884   -1.5013 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2788    2.3406   -0.9354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9848    0.9180   -2.0800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2904    0.8047   -0.8797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1272    0.7220    1.1452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6485    1.5726    1.8199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7254   -0.2030    1.8630 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0770    2.3920    1.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8761   -0.7797    0.7620 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9651   -2.0640   -0.2225 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6776   -2.1515   -0.7855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7890   -1.1981   -2.1265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7366   -2.3722   -0.7978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4872   -1.5055    0.3705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3050   -2.1687   -1.5334 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
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17  2  1  0
 15  5  1  0
 13  7  2  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  3 23  1  0
  3 24  1  0
  6 25  1  0
 11 26  1  0
 12 27  1  0
 14 28  1  0
 16 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
M  END
Download

3D SDF for HMDB0033914 (Aegelinol)


  Mrv0541 05061307262D          

 18 20  0  0  0  0            999 V2000
   -0.8125    0.6817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2822    1.6002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    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
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  8  3  1  0  0  0  0
  8  5  2  0  0  0  0
  9  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  7  2  0  0  0  0
 10  8  1  0  0  0  0
 11  7  1  0  0  0  0
 11  9  2  0  0  0  0
 12  6  1  0  0  0  0
 13  4  1  0  0  0  0
 14  1  1  0  0  0  0
 14  2  1  0  0  0  0
 14 12  1  0  0  0  0
 15 12  1  0  0  0  0
 16 13  2  0  0  0  0
 17 10  1  0  0  0  0
 17 13  1  0  0  0  0
 18 11  1  0  0  0  0
 18 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033914

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1(C)OC2=C(CC1O)C=C1C=CC(=O)OC1=C2

> <INCHI_IDENTIFIER>
InChI=1S/C14H14O4/c1-14(2)12(15)6-9-5-8-3-4-13(16)17-10(8)7-11(9)18-14/h3-5,7,12,15H,6H2,1-2H3

> <INCHI_KEY>
BGXFQDFSVDZUIW-UHFFFAOYSA-N

> <FORMULA>
C14H14O4

> <MOLECULAR_WEIGHT>
246.2586

> <EXACT_MASS>
246.089208936

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
25.64278159154181

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
12-hydroxy-13,13-dimethyl-4,14-dioxatricyclo[8.4.0.0³,⁸]tetradeca-1(10),2,6,8-tetraen-5-one

> <ALOGPS_LOGP>
2.11

> <JCHEM_LOGP>
1.7323936069999994

> <ALOGPS_LOGS>
-2.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.82481629989488

> <JCHEM_PKA_STRONGEST_BASIC>
-3.312825350425978

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
66.3409

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.12e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
12-hydroxy-13,13-dimethyl-4,14-dioxatricyclo[8.4.0.0³,⁸]tetradeca-1(10),2,6,8-tetraen-5-one

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0033914 (Aegelinol)

HMDB0250924
     RDKit          3D
Decursinol
 32 34  0  0  0  0  0  0  0  0999 V2000
   -3.2922    1.2546   -1.0641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3252    0.5553   -0.0966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0210    0.6751    1.2697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1298    1.2563    0.0159 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1353    0.7025    0.0716 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2158    1.3930    0.6132 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4791    0.7933    0.6490 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4827    1.4748    1.1691 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6713    0.9268    1.2096 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6349    1.6003    1.7171 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8919   -0.3424    0.7215 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8567   -1.0650    0.1767 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6058   -0.4763    0.1391 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5092   -1.1494   -0.3988 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2675   -0.5672   -0.4371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8607   -1.2882   -1.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2053   -0.8624   -0.5147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1390   -1.1884   -1.5013 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2788    2.3406   -0.9354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9848    0.9180   -2.0800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2904    0.8047   -0.8797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1272    0.7220    1.1452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6485    1.5726    1.8199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7254   -0.2030    1.8630 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0770    2.3920    1.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8761   -0.7797    0.7620 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9651   -2.0640   -0.2225 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6776   -2.1515   -0.7855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7890   -1.1981   -2.1265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7366   -2.3722   -0.7978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4872   -1.5055    0.3705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3050   -2.1687   -1.5334 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
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17  2  1  0
 15  5  1  0
 13  7  2  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  3 23  1  0
  3 24  1  0
  6 25  1  0
 11 26  1  0
 12 27  1  0
 14 28  1  0
 16 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
M  END
Download

PDB for HMDB0033914 (Aegelinol)

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -1.517   1.273   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.527   2.987   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       9.336   2.310   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       6.668   2.310   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
CONECT    1   14                                                            
CONECT    2   14                                                            
CONECT    3    4    8                                                       
CONECT    4    3   13                                                       
CONECT    5    8    9                                                       
CONECT    6    9   12                                                       
CONECT    7   10   11                                                       
CONECT    8    3    5   10                                                  
CONECT    9    5    6   11                                                  
CONECT   10    7    8   17                                                  
CONECT   11    7    9   18                                                  
CONECT   12    6   14   15                                                  
CONECT   13    4   16   17                                                  
CONECT   14    1    2   12   18                                             
CONECT   15   12                                                            
CONECT   16   13                                                            
CONECT   17   10   13                                                       
CONECT   18   11   14                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   40    0
END
Download

3D PDB for HMDB0033914 (Aegelinol)

COMPND    HMDB0033914
HETATM    1  C1  UNL     1      -3.705   1.032   0.063  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.420   0.208   0.156  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.680  -0.956   1.073  1.00  0.00           C  
HETATM    4  O1  UNL     1      -1.342   1.002   0.555  1.00  0.00           O  
HETATM    5  C4  UNL     1      -0.030   0.550   0.324  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.015   1.230   0.930  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.330   0.811   0.725  1.00  0.00           C  
HETATM    8  O2  UNL     1       3.323   1.470   1.309  1.00  0.00           O  
HETATM    9  C7  UNL     1       4.564   1.098   1.134  1.00  0.00           C  
HETATM   10  O3  UNL     1       5.488   1.750   1.707  1.00  0.00           O  
HETATM   11  C8  UNL     1       4.835   0.010   0.332  1.00  0.00           C  
HETATM   12  C9  UNL     1       3.837  -0.698  -0.290  1.00  0.00           C  
HETATM   13  C10 UNL     1       2.524  -0.284  -0.089  1.00  0.00           C  
HETATM   14  C11 UNL     1       1.481  -0.963  -0.693  1.00  0.00           C  
HETATM   15  C12 UNL     1       0.179  -0.544  -0.487  1.00  0.00           C  
HETATM   16  C13 UNL     1      -0.954  -1.270  -1.133  1.00  0.00           C  
HETATM   17  C14 UNL     1      -2.141  -0.337  -1.237  1.00  0.00           C  
HETATM   18  O4  UNL     1      -1.837   0.730  -2.101  1.00  0.00           O  
HETATM   19  H1  UNL     1      -4.591   0.364   0.063  1.00  0.00           H  
HETATM   20  H2  UNL     1      -3.704   1.595  -0.901  1.00  0.00           H  
HETATM   21  H3  UNL     1      -3.793   1.719   0.941  1.00  0.00           H  
HETATM   22  H4  UNL     1      -3.445  -0.663   1.821  1.00  0.00           H  
HETATM   23  H5  UNL     1      -1.765  -1.353   1.536  1.00  0.00           H  
HETATM   24  H6  UNL     1      -3.170  -1.754   0.452  1.00  0.00           H  
HETATM   25  H7  UNL     1       0.820   2.087   1.563  1.00  0.00           H  
HETATM   26  H8  UNL     1       5.869  -0.288   0.195  1.00  0.00           H  
HETATM   27  H9  UNL     1       3.989  -1.544  -0.918  1.00  0.00           H  
HETATM   28  H10 UNL     1       1.713  -1.825  -1.327  1.00  0.00           H  
HETATM   29  H11 UNL     1      -0.621  -1.627  -2.128  1.00  0.00           H  
HETATM   30  H12 UNL     1      -1.278  -2.138  -0.530  1.00  0.00           H  
HETATM   31  H13 UNL     1      -3.005  -0.929  -1.598  1.00  0.00           H  
HETATM   32  H14 UNL     1      -1.488   1.515  -1.584  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3    4   17
CONECT    3   22   23   24
CONECT    4    5
CONECT    5    6    6   15
CONECT    6    7   25
CONECT    7    8   13   13
CONECT    8    9
CONECT    9   10   10   11
CONECT   11   12   12   26
CONECT   12   13   27
CONECT   13   14
CONECT   14   15   15   28
CONECT   15   16
CONECT   16   17   29   30
CONECT   17   18   31
CONECT   18   32
END
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SMILES for HMDB0033914 (Aegelinol)

CC1(C)OC2=C(CC1O)C=C1C=CC(=O)OC1=C2
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INCHI for HMDB0033914 (Aegelinol)

InChI=1S/C14H14O4/c1-14(2)12(15)6-9-5-8-3-4-13(16)17-10(8)7-11(9)18-14/h3-5,7,12,15H,6H2,1-2H3
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View in JSmolView Stereo Labels
Synonyms
ValueSource
AegelinolMeSH
Chemical FormulaC14H14O4
Average Molecular Weight246.2586
Monoisotopic Molecular Weight246.089208936
IUPAC Name12-hydroxy-13,13-dimethyl-4,14-dioxatricyclo[8.4.0.0³,⁸]tetradeca-1(10),2,6,8-tetraen-5-one
Traditional Name12-hydroxy-13,13-dimethyl-4,14-dioxatricyclo[8.4.0.0³,⁸]tetradeca-1(10),2,6,8-tetraen-5-one
CAS Registry Number21860-31-1
SMILES
CC1(C)OC2=C(CC1O)C=C1C=CC(=O)OC1=C2
InChI Identifier
InChI=1S/C14H14O4/c1-14(2)12(15)6-9-5-8-3-4-13(16)17-10(8)7-11(9)18-14/h3-5,7,12,15H,6H2,1-2H3
InChI KeyBGXFQDFSVDZUIW-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as linear pyranocoumarins. These are organic compounds containing a pyran (or a hydrogenated derivative) linearly fused to a coumarin moiety.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassCoumarins and derivatives
Sub ClassPyranocoumarins
Direct ParentLinear pyranocoumarins
Alternative Parents
Substituents
  • Linear pyranocoumarin
  • Pyranochromene
  • 2,2-dimethyl-1-benzopyran
  • Chromane
  • Benzopyran
  • 1-benzopyran
  • Alkyl aryl ether
  • Pyranone
  • Benzenoid
  • Pyran
  • Heteroaromatic compound
  • Lactone
  • Secondary alcohol
  • Ether
  • Oxacycle
  • Organoheterocyclic compound
  • Alcohol
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological location
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point181.5 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.51 g/LALOGPS
logP2.11ALOGPS
logP1.73ChemAxon
logS-2.7ALOGPS
pKa (Strongest Acidic)13.82ChemAxon
pKa (Strongest Basic)-3.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area55.76 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity66.34 m³·mol⁻¹ChemAxon
Polarizability25.64 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+157.73531661259
DarkChem[M-H]-156.40231661259
DeepCCS[M+H]+153.77230932474
DeepCCS[M-H]-151.41430932474
DeepCCS[M-2H]-184.5330932474
DeepCCS[M+Na]+159.86530932474
AllCCS[M+H]+155.532859911
AllCCS[M+H-H2O]+151.532859911
AllCCS[M+NH4]+159.232859911
AllCCS[M+Na]+160.332859911
AllCCS[M-H]-160.332859911
AllCCS[M+Na-2H]-159.932859911
AllCCS[M+HCOO]-159.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
AegelinolCC1(C)OC2=C(CC1O)C=C1C=CC(=O)OC1=C23063.9Standard polar33892256
AegelinolCC1(C)OC2=C(CC1O)C=C1C=CC(=O)OC1=C22210.7Standard non polar33892256
AegelinolCC1(C)OC2=C(CC1O)C=C1C=CC(=O)OC1=C22380.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Aegelinol,1TMS,isomer #1CC1(C)OC2=CC3=C(C=CC(=O)O3)C=C2CC1O[Si](C)(C)C2350.1Semi standard non polar33892256
Aegelinol,1TBDMS,isomer #1CC1(C)OC2=CC3=C(C=CC(=O)O3)C=C2CC1O[Si](C)(C)C(C)(C)C2589.4Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Aegelinol GC-MS (Non-derivatized) - 70eV, Positivesplash10-0gdi-0490000000-e7fc83035c6f99aed97c2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Aegelinol GC-MS (1 TMS) - 70eV, Positivesplash10-00fr-9063000000-7a3fa268a498538b4ef42017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Aegelinol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Aegelinol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Aegelinol GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Aegelinol 10V, Positive-QTOFsplash10-002b-0290000000-beb30e1d80b0583558f52015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Aegelinol 20V, Positive-QTOFsplash10-004i-0940000000-6dc141905504fecbae9b2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Aegelinol 40V, Positive-QTOFsplash10-000i-4920000000-75ec84f1ae29cdad30362015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Aegelinol 10V, Negative-QTOFsplash10-0002-0190000000-df831bf377cf613c41502015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Aegelinol 20V, Negative-QTOFsplash10-00dj-7690000000-e8ac88f6e0b73a2e89f72015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Aegelinol 40V, Negative-QTOFsplash10-00fr-3910000000-f8d6d80f540df40527ea2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Aegelinol 10V, Negative-QTOFsplash10-0002-0090000000-49b187996115fce25cbb2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Aegelinol 20V, Negative-QTOFsplash10-002b-0290000000-603bdf7c7a1ccd3b11f22021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Aegelinol 40V, Negative-QTOFsplash10-0002-1980000000-7e11d70a556dc388f8322021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Aegelinol 10V, Positive-QTOFsplash10-0002-0090000000-967054133d39674d9ee82021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Aegelinol 20V, Positive-QTOFsplash10-004j-1590000000-975fe21df9e64e9961642021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Aegelinol 40V, Positive-QTOFsplash10-0ftf-3970000000-b0806b2ad89d736c33ea2021-09-22Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB012112
KNApSAcK IDC00054858
Chemspider ID522219
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .