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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:38:27 UTC

Update Date

2022-03-07 02:52:39 UTC

HMDB ID

HMDB0030690

Secondary Accession Numbers

HMDB30690

Metabolite Identification

Common Name

(E)-Suberenol

Description

(E)-Suberenol belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one) (E)-Suberenol is found, on average, in the highest concentration within sweet oranges (Citrus sinensis) (E)-Suberenol has also been detected, but not quantified in, a few different foods, such as beverages, citrus, and fruits. This could make (e)-suberenol a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (E)-Suberenol.

Structure

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

HMDB0030690
     RDKit          3D
(E)-Suberenol
 35 36  0  0  0  0  0  0  0  0999 V2000
   -1.0437    3.7247    0.9652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4306    2.4984    0.7093 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0907    1.3429    0.3221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4591    1.3179    0.1539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1147    0.1668   -0.2316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4192    0.1261   -0.3964 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0094   -0.9867   -0.7639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2719   -1.0190   -0.9215 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3315   -2.1601   -0.9980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9617   -2.1409   -0.8312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3419   -0.9565   -0.4410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9669   -0.9291   -0.2714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3036    0.2131    0.1126 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1388    0.2857    0.3022 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9325   -0.7316    0.1237 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3834   -0.5781    0.3359 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8276    0.5837   -0.5604 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1056   -1.8396   -0.0086 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6292   -0.1710    1.6576 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1274    4.3734    0.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0667    3.6140    1.3806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4170    4.2705    1.7024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0717    2.1935    0.3160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8337   -3.0815   -1.3039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3412   -3.0191   -0.9931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4324   -1.8284   -0.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5990    1.2314    0.6095 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5598   -1.6827   -0.1746 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3548    0.2126   -1.4578 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9610    1.1830   -0.9078 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5146    1.2484   -0.0139 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1601   -2.4623    0.9161 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5303   -2.4630   -0.7476 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1172   -1.6745   -0.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2212   -0.8617    2.2351 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  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
 13  3  1  0
 11  5  2  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  9 24  1  0
 10 25  1  0
 12 26  1  0
 14 27  1  0
 15 28  1  0
 17 29  1  0
 17 30  1  0
 17 31  1  0
 18 32  1  0
 18 33  1  0
 18 34  1  0
 19 35  1  0
M  END


  Mrv0541 05061305262D          

 19 20  0  0  0  0            999 V2000
    6.4302    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3033    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    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
    0.7145   -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
    5.0013   -0.4125    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
    2.8579   -1.6500    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
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    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
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1283   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  7  6  2  0  0  0  0
 10  4  1  0  0  0  0
 10  8  1  0  0  0  0
 11  6  1  0  0  0  0
 11  8  2  0  0  0  0
 12  9  2  0  0  0  0
 12 11  1  0  0  0  0
 13  9  1  0  0  0  0
 13 10  2  0  0  0  0
 14  5  1  0  0  0  0
 15  1  1  0  0  0  0
 15  2  1  0  0  0  0
 15  7  1  0  0  0  0
 16 14  2  0  0  0  0
 17 15  1  0  0  0  0
 18  3  1  0  0  0  0
 18 12  1  0  0  0  0
 19 13  1  0  0  0  0
 19 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030690

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC2=C(C=CC(=O)O2)C=C1\C=C\C(C)(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C15H16O4/c1-15(2,17)7-6-11-8-10-4-5-14(16)19-13(10)9-12(11)18-3/h4-9,17H,1-3H3/b7-6+

> <INCHI_KEY>
LNFVZUMSDAIQDQ-VOTSOKGWSA-N

> <FORMULA>
C15H16O4

> <MOLECULAR_WEIGHT>
260.2851

> <EXACT_MASS>
260.104859

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
27.84236263597093

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-[(1E)-3-hydroxy-3-methylbut-1-en-1-yl]-7-methoxy-2H-chromen-2-one

> <ALOGPS_LOGP>
2.58

> <JCHEM_LOGP>
2.1654059486666664

> <ALOGPS_LOGS>
-3.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.010771026522331

> <JCHEM_PKA_STRONGEST_BASIC>
-2.794088752999132

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
74.2033

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.05e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-[(1E)-3-hydroxy-3-methylbut-1-en-1-yl]-7-methoxychromen-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030690
     RDKit          3D
(E)-Suberenol
 35 36  0  0  0  0  0  0  0  0999 V2000
   -1.0437    3.7247    0.9652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4306    2.4984    0.7093 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0907    1.3429    0.3221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4591    1.3179    0.1539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1147    0.1668   -0.2316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4192    0.1261   -0.3964 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0094   -0.9867   -0.7639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2719   -1.0190   -0.9215 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3315   -2.1601   -0.9980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9617   -2.1409   -0.8312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3419   -0.9565   -0.4410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9669   -0.9291   -0.2714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3036    0.2131    0.1126 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1388    0.2857    0.3022 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9325   -0.7316    0.1237 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3834   -0.5781    0.3359 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8276    0.5837   -0.5604 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1056   -1.8396   -0.0086 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6292   -0.1710    1.6576 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1274    4.3734    0.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0667    3.6140    1.3806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4170    4.2705    1.7024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0717    2.1935    0.3160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8337   -3.0815   -1.3039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3412   -3.0191   -0.9931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4324   -1.8284   -0.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5990    1.2314    0.6095 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5598   -1.6827   -0.1746 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3548    0.2126   -1.4578 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9610    1.1830   -0.9078 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5146    1.2484   -0.0139 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1601   -2.4623    0.9161 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5303   -2.4630   -0.7476 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1172   -1.6745   -0.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2212   -0.8617    2.2351 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  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
 13  3  1  0
 11  5  2  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  9 24  1  0
 10 25  1  0
 12 26  1  0
 14 27  1  0
 15 28  1  0
 17 29  1  0
 17 30  1  0
 17 31  1  0
 18 32  1  0
 18 33  1  0
 18 34  1  0
 19 35  1  0
M  END

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      12.003   0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.899   1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.336  -0.770   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       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      11.439  -1.334   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
CONECT    1   15                                                            
CONECT    2   15                                                            
CONECT    3   18                                                            
CONECT    4    5   10                                                       
CONECT    5    4   14                                                       
CONECT    6    7   11                                                       
CONECT    7    6   15                                                       
CONECT    8   10   11                                                       
CONECT    9   12   13                                                       
CONECT   10    4    8   13                                                  
CONECT   11    6    8   12                                                  
CONECT   12    9   11   18                                                  
CONECT   13    9   10   19                                                  
CONECT   14    5   16   19                                                  
CONECT   15    1    2    7   17                                             
CONECT   16   14                                                            
CONECT   17   15                                                            
CONECT   18    3   12                                                       
CONECT   19   13   14                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

COMPND    HMDB0030690
HETATM    1  C1  UNL     1      -1.044   3.725   0.965  1.00  0.00           C  
HETATM    2  O1  UNL     1      -0.431   2.498   0.709  1.00  0.00           O  
HETATM    3  C2  UNL     1      -1.091   1.343   0.322  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.459   1.318   0.154  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.115   0.167  -0.232  1.00  0.00           C  
HETATM    6  O2  UNL     1      -4.419   0.126  -0.396  1.00  0.00           O  
HETATM    7  C5  UNL     1      -5.009  -0.987  -0.764  1.00  0.00           C  
HETATM    8  O3  UNL     1      -6.272  -1.019  -0.922  1.00  0.00           O  
HETATM    9  C6  UNL     1      -4.331  -2.160  -0.998  1.00  0.00           C  
HETATM   10  C7  UNL     1      -2.962  -2.141  -0.831  1.00  0.00           C  
HETATM   11  C8  UNL     1      -2.342  -0.956  -0.441  1.00  0.00           C  
HETATM   12  C9  UNL     1      -0.967  -0.929  -0.271  1.00  0.00           C  
HETATM   13  C10 UNL     1      -0.304   0.213   0.113  1.00  0.00           C  
HETATM   14  C11 UNL     1       1.139   0.286   0.302  1.00  0.00           C  
HETATM   15  C12 UNL     1       1.932  -0.732   0.124  1.00  0.00           C  
HETATM   16  C13 UNL     1       3.383  -0.578   0.336  1.00  0.00           C  
HETATM   17  C14 UNL     1       3.828   0.584  -0.560  1.00  0.00           C  
HETATM   18  C15 UNL     1       4.106  -1.840  -0.009  1.00  0.00           C  
HETATM   19  O4  UNL     1       3.629  -0.171   1.658  1.00  0.00           O  
HETATM   20  H1  UNL     1      -1.127   4.373   0.062  1.00  0.00           H  
HETATM   21  H2  UNL     1      -2.067   3.614   1.381  1.00  0.00           H  
HETATM   22  H3  UNL     1      -0.417   4.271   1.702  1.00  0.00           H  
HETATM   23  H4  UNL     1      -3.072   2.193   0.316  1.00  0.00           H  
HETATM   24  H5  UNL     1      -4.834  -3.082  -1.304  1.00  0.00           H  
HETATM   25  H6  UNL     1      -2.341  -3.019  -0.993  1.00  0.00           H  
HETATM   26  H7  UNL     1      -0.432  -1.828  -0.449  1.00  0.00           H  
HETATM   27  H8  UNL     1       1.599   1.231   0.610  1.00  0.00           H  
HETATM   28  H9  UNL     1       1.560  -1.683  -0.175  1.00  0.00           H  
HETATM   29  H10 UNL     1       4.355   0.213  -1.458  1.00  0.00           H  
HETATM   30  H11 UNL     1       2.961   1.183  -0.908  1.00  0.00           H  
HETATM   31  H12 UNL     1       4.515   1.248  -0.014  1.00  0.00           H  
HETATM   32  H13 UNL     1       4.160  -2.462   0.916  1.00  0.00           H  
HETATM   33  H14 UNL     1       3.530  -2.463  -0.748  1.00  0.00           H  
HETATM   34  H15 UNL     1       5.117  -1.674  -0.433  1.00  0.00           H  
HETATM   35  H16 UNL     1       3.221  -0.862   2.235  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
CONECT    7    8    8    9
CONECT    9   10   10   24
CONECT   10   11   25
CONECT   11   12
CONECT   12   13   13   26
CONECT   13   14
CONECT   14   15   15   27
CONECT   15   16   28
CONECT   16   17   18   19
CONECT   17   29   30   31
CONECT   18   32   33   34
CONECT   19   35
END

HMDB0030690
     RDKit          3D
(E)-Suberenol
 35 36  0  0  0  0  0  0  0  0999 V2000
   -1.0437    3.7247    0.9652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4306    2.4984    0.7093 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0907    1.3429    0.3221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4591    1.3179    0.1539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1147    0.1668   -0.2316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4192    0.1261   -0.3964 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0094   -0.9867   -0.7639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2719   -1.0190   -0.9215 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3315   -2.1601   -0.9980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9617   -2.1409   -0.8312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3419   -0.9565   -0.4410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9669   -0.9291   -0.2714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3036    0.2131    0.1126 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1388    0.2857    0.3022 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9325   -0.7316    0.1237 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3834   -0.5781    0.3359 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8276    0.5837   -0.5604 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1056   -1.8396   -0.0086 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6292   -0.1710    1.6576 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1274    4.3734    0.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0667    3.6140    1.3806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4170    4.2705    1.7024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0717    2.1935    0.3160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8337   -3.0815   -1.3039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3412   -3.0191   -0.9931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4324   -1.8284   -0.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5990    1.2314    0.6095 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5598   -1.6827   -0.1746 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3548    0.2126   -1.4578 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9610    1.1830   -0.9078 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5146    1.2484   -0.0139 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1601   -2.4623    0.9161 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5303   -2.4630   -0.7476 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1172   -1.6745   -0.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2212   -0.8617    2.2351 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  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
 13  3  1  0
 11  5  2  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  9 24  1  0
 10 25  1  0
 12 26  1  0
 14 27  1  0
 15 28  1  0
 17 29  1  0
 17 30  1  0
 17 31  1  0
 18 32  1  0
 18 33  1  0
 18 34  1  0
 19 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6-(3-Hydroxy-3-methyl-1-butenyl)-7-methoxy-(e)-coumarin	HMDB
Suberenol	HMDB

Chemical Formula

C₁₅H₁₆O₄

Average Molecular Weight

260.2851

Monoisotopic Molecular Weight

260.104859

IUPAC Name

6-[(1E)-3-hydroxy-3-methylbut-1-en-1-yl]-7-methoxy-2H-chromen-2-one

Traditional Name

6-[(1E)-3-hydroxy-3-methylbut-1-en-1-yl]-7-methoxychromen-2-one

CAS Registry Number

18529-47-0

SMILES

COC1=CC2=C(C=CC(=O)O2)C=C1\C=C\C(C)(C)O

InChI Identifier

InChI=1S/C15H16O4/c1-15(2,17)7-6-11-8-10-4-5-14(16)19-13(10)9-12(11)18-3/h4-9,17H,1-3H3/b7-6+

InChI Key

LNFVZUMSDAIQDQ-VOTSOKGWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Not Available

Direct Parent

Coumarins and derivatives

Alternative Parents

Substituents

Coumarin
Benzopyran
1-benzopyran
Anisole
Styrene
Alkyl aryl ether
Pyranone
Pyran
Benzenoid
Heteroaromatic compound
Tertiary alcohol
Lactone
Organoheterocyclic compound
Oxacycle
Ether
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

Membrane (HMDB: HMDB0030690)
Cell membrane (HMDB: HMDB0030690)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030690)

Source

Endogenous

Endogenous (HMDB: HMDB0030690)

Plant

Plant (HMDB: HMDB0030690)

Exogenous

Food

Food (HMDB: HMDB0030690)

Fruit

Citrus

Sweet orange (FooDB: FOOD00057)
Citrus (FooDB: FOOD00859)

Fruits (FooDB: FOOD00871)

Beverage

Beverages (FooDB: FOOD00870)

Exogenous (HMDB: HMDB0030690)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	173 °C	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
Water Solubility	0.04 g/L	ALOGPS
logP	2.58	ALOGPS
logP	2.17	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	15.01	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.76 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	74.2 m³·mol⁻¹	ChemAxon
Polarizability	27.84 Å³	ChemAxon
Number of Rings	2	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
DarkChem	[M+H]+	161.362	31661259
DarkChem	[M-H]-	163.741	31661259
DeepCCS	[M+H]+	164.92	30932474
DeepCCS	[M-H]-	162.562	30932474
DeepCCS	[M-2H]-	195.448	30932474
DeepCCS	[M+Na]+	171.014	30932474
AllCCS	[M+H]+	158.8	32859911
AllCCS	[M+H-H2O]+	155.0	32859911
AllCCS	[M+NH4]+	162.4	32859911
AllCCS	[M+Na]+	163.4	32859911
AllCCS	[M-H]-	163.4	32859911
AllCCS	[M+Na-2H]-	163.3	32859911
AllCCS	[M+HCOO]-	163.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	6.81 minutes	32390414
Predicted by Siyang on May 30, 2022	10.7368 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.03 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1785.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	278.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	153.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	172.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	70.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	393.5 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	356.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	126.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	879.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	301.4 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	806.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	273.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	261.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	303.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	282.2 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	7.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(E)-Suberenol	COC1=CC2=C(C=CC(=O)O2)C=C1\C=C\C(C)(C)O	3233.8	Standard polar	33892256
(E)-Suberenol	COC1=CC2=C(C=CC(=O)O2)C=C1\C=C\C(C)(C)O	2305.5	Standard non polar	33892256
(E)-Suberenol	COC1=CC2=C(C=CC(=O)O2)C=C1\C=C\C(C)(C)O	2357.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(E)-Suberenol,1TMS,isomer #1	COC1=CC2=C(C=CC(=O)O2)C=C1/C=C/C(C)(C)O[Si](C)(C)C	2507.8	Semi standard non polar	33892256
(E)-Suberenol,1TBDMS,isomer #1	COC1=CC2=C(C=CC(=O)O2)C=C1/C=C/C(C)(C)O[Si](C)(C)C(C)(C)C	2759.9	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 - (E)-Suberenol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0pbc-2090000000-f1f67906fae13514d85a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (E)-Suberenol GC-MS (1 TMS) - 70eV, Positive	splash10-00y3-9063000000-606f4dc4ae4fe8b03793	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (E)-Suberenol 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 - (E)-Suberenol 10V, Positive-QTOF	splash10-0006-0090000000-0dcfb8508f37d53b3c64	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-Suberenol 20V, Positive-QTOF	splash10-0006-1190000000-6335bc3d17b732f4a2e0	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-Suberenol 40V, Positive-QTOF	splash10-0hk9-3590000000-7b3c5905cedbf4d27092	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-Suberenol 10V, Negative-QTOF	splash10-0a4i-0090000000-7369b02948e950c741c7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-Suberenol 20V, Negative-QTOF	splash10-0a4l-0190000000-baa0bfa88d0273e0c82b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-Suberenol 40V, Negative-QTOF	splash10-0037-1960000000-4e52642469625aae183d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-Suberenol 10V, Negative-QTOF	splash10-0006-0090000000-888160bf850d1e1fc483	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-Suberenol 20V, Negative-QTOF	splash10-0a4i-1390000000-73d53533c2a36a2ba08a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-Suberenol 40V, Negative-QTOF	splash10-052r-0970000000-401a224c7a4fa7d27384	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-Suberenol 10V, Positive-QTOF	splash10-0006-0090000000-69c6490a00fe075edca3	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-Suberenol 20V, Positive-QTOF	splash10-0006-5190000000-a40931428492a152278d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-Suberenol 40V, Positive-QTOF	splash10-00mp-4960000000-767af7d59de7f66847d4	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

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

FDB002610

KNApSAcK ID

C00057990

Chemspider ID

4524717

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5375166

PDB ID

Not Available

ChEBI ID

174410

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

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

Showing metabocard for (E)-Suberenol (HMDB0030690)

MOL for HMDB0030690 ((E)-Suberenol)

3D MOL for HMDB0030690 ((E)-Suberenol)

3D SDF for HMDB0030690 ((E)-Suberenol)

3D-SDF for HMDB0030690 ((E)-Suberenol)

PDB for HMDB0030690 ((E)-Suberenol)

3D PDB for HMDB0030690 ((E)-Suberenol)

SMILES for HMDB0030690 ((E)-Suberenol)

INCHI for HMDB0030690 ((E)-Suberenol)

Structure for HMDB0030690 ((E)-Suberenol)

3D Structure for HMDB0030690 ((E)-Suberenol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra