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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:06:41 UTC

Update Date

2022-03-07 02:54:45 UTC

HMDB ID

HMDB0036043

Secondary Accession Numbers

HMDB36043

Metabolite Identification

Common Name

15-Hydroxymarasmen-3-one

Description

15-Hydroxymarasmen-3-one belongs to the class of organic compounds known as furofurans. These are organic compounds containing a two furan rings fused to each other. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. 15-Hydroxymarasmen-3-one has been detected, but not quantified in, a few different foods, such as common mushrooms (Agaricus bisporus), mushrooms, and oyster mushrooms (Pleurotus ostreatus). This could make 15-hydroxymarasmen-3-one a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 15-Hydroxymarasmen-3-one.

Structure

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

HMDB0036043
     RDKit          3D
15-Hydroxymarasmen-3-one
 39 42  0  0  0  0  0  0  0  0999 V2000
   -2.1149   -0.6784    1.3680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9655    0.0772    0.0925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9540    1.2276    0.1372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2775   -0.7466   -1.0936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2980   -0.6030   -1.7196 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3088   -1.7740   -1.5211 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0323   -1.0632   -1.7327 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4442   -0.3209   -0.4830 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9116   -1.2777    0.5185 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9527   -0.8786    1.8314 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2357   -1.6158    0.1654 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7127   -0.7131   -0.7349 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8765   -0.0780   -0.3915 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6243    1.0314    0.3841 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1445    1.1903    0.4033 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2298    1.7643    1.1387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2286    1.7197    0.8549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6022    0.6717   -0.1445 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7146    0.4293   -0.8108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2217   -0.7168    1.5955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6682   -0.1692    2.2448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7716   -1.7048    1.3603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5930    2.1091   -0.4293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9290    0.9436   -0.3199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0936    1.5749    1.1964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2427   -2.5737   -0.7744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5789   -2.1845   -2.5159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0910   -0.3951   -2.5967 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7755   -1.8713   -1.9008 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3685   -2.2688    0.4357 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8010   -1.6708    2.4092 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7642   -1.1327   -1.7797 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0391    0.8342    1.3977 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1119    1.9557   -0.0069 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5469    2.3113    2.0157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4869    2.7399    0.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8312    1.6267    1.7856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7439    1.2446   -1.1214 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7150    0.9856   -1.7318 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 15 19  1  0
 18  2  1  0
 18  8  1  0
 19  8  1  0
 19 12  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  3 24  1  0
  3 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  9 30  1  0
 10 31  1  0
 12 32  1  0
 14 33  1  0
 14 34  1  0
 16 35  1  0
 17 36  1  0
 17 37  1  0
 18 38  1  0
 19 39  1  0
M  END

  Mrv0541 05061308512D          

 19 22  0  0  0  0            999 V2000
    1.9507    1.9272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0173    1.4237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8663    1.7739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0417    1.7977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7428   -0.3091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4557   -0.2995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0597    0.8531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2581    1.0478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6087    1.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3511    0.4170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8251    0.3456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3592   -0.2832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7230   -0.4076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7841    1.1193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0004    0.3694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5265    0.4408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9313   -0.6398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1223    0.0305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3761   -0.9115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  6  5  1  0  0  0  0
  8  3  2  0  0  0  0
  8  7  1  0  0  0  0
  9  4  1  0  0  0  0
 10  5  1  0  0  0  0
 11  8  1  0  0  0  0
 12 11  1  0  0  0  0
 14  1  1  0  0  0  0
 14  2  1  0  0  0  0
 14  9  1  0  0  0  0
 14 10  1  0  0  0  0
 15  6  1  0  0  0  0
 15  9  1  0  0  0  0
 15 11  1  0  0  0  0
 15 13  1  0  0  0  0
 16 10  2  0  0  0  0
 17 13  1  0  0  0  0
 18  7  1  0  0  0  0
 18 12  1  0  0  0  0
 19 12  1  0  0  0  0
 19 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036043

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1(C)C2CC=C3COC4OC(O)C2(CCC1=O)C34

> <INCHI_IDENTIFIER>
InChI=1S/C15H20O4/c1-14(2)9-4-3-8-7-18-12-11(8)15(9,13(17)19-12)6-5-10(14)16/h3,9,11-13,17H,4-7H2,1-2H3

> <INCHI_KEY>
HFEYLLLUTJYNMH-UHFFFAOYSA-N

> <FORMULA>
C15H20O4

> <MOLECULAR_WEIGHT>
264.3169

> <EXACT_MASS>
264.136159128

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
27.48760409819167

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
14-hydroxy-5,5-dimethyl-11,13-dioxatetracyclo[7.5.1.0¹,⁶.0¹²,¹⁵]pentadec-8-en-4-one

> <ALOGPS_LOGP>
1.10

> <JCHEM_LOGP>
1.615491624666666

> <ALOGPS_LOGS>
-1.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.11596879724049

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.857725059207024

> <JCHEM_PKA_STRONGEST_BASIC>
-4.125889996775487

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
68.73810000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.55e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
14-hydroxy-5,5-dimethyl-11,13-dioxatetracyclo[7.5.1.0¹,⁶.0¹²,¹⁵]pentadec-8-en-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0036043
     RDKit          3D
15-Hydroxymarasmen-3-one
 39 42  0  0  0  0  0  0  0  0999 V2000
   -2.1149   -0.6784    1.3680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9655    0.0772    0.0925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9540    1.2276    0.1372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2775   -0.7466   -1.0936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2980   -0.6030   -1.7196 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3088   -1.7740   -1.5211 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0323   -1.0632   -1.7327 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4442   -0.3209   -0.4830 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9116   -1.2777    0.5185 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9527   -0.8786    1.8314 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2357   -1.6158    0.1654 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7127   -0.7131   -0.7349 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8765   -0.0780   -0.3915 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6243    1.0314    0.3841 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1445    1.1903    0.4033 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2298    1.7643    1.1387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2286    1.7197    0.8549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6022    0.6717   -0.1445 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7146    0.4293   -0.8108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2217   -0.7168    1.5955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6682   -0.1692    2.2448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7716   -1.7048    1.3603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5930    2.1091   -0.4293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9290    0.9436   -0.3199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0936    1.5749    1.1964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2427   -2.5737   -0.7744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5789   -2.1845   -2.5159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0910   -0.3951   -2.5967 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7755   -1.8713   -1.9008 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3685   -2.2688    0.4357 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8010   -1.6708    2.4092 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7642   -1.1327   -1.7797 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0391    0.8342    1.3977 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1119    1.9557   -0.0069 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5469    2.3113    2.0157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4869    2.7399    0.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8312    1.6267    1.7856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7439    1.2446   -1.1214 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7150    0.9856   -1.7318 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 15 19  1  0
 18  2  1  0
 18  8  1  0
 19  8  1  0
 19 12  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  3 24  1  0
  3 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  9 30  1  0
 10 31  1  0
 12 32  1  0
 14 33  1  0
 14 34  1  0
 16 35  1  0
 17 36  1  0
 17 37  1  0
 18 38  1  0
 19 39  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       3.641   3.597   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.899   2.658   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.217   3.311   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.678   3.356   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.253  -0.577   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.584  -0.559   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.445   1.592   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.948   1.956   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.870   2.045   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.522   0.778   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.140   0.645   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.137  -0.529   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.083  -0.761   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.330   2.089   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.601   0.690   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.983   0.823   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       3.605  -1.194   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       9.562   0.057   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       6.302  -1.701   0.000  0.00  0.00           O+0
CONECT    1   14                                                            
CONECT    2   14                                                            
CONECT    3    4    8                                                       
CONECT    4    3    9                                                       
CONECT    5    6   10                                                       
CONECT    6    5   15                                                       
CONECT    7    8   18                                                       
CONECT    8    3    7   11                                                  
CONECT    9    4   14   15                                                  
CONECT   10    5   14   16                                                  
CONECT   11    8   12   15                                                  
CONECT   12   11   18   19                                                  
CONECT   13   15   17   19                                                  
CONECT   14    1    2    9   10                                             
CONECT   15    6    9   11   13                                             
CONECT   16   10                                                            
CONECT   17   13                                                            
CONECT   18    7   12                                                       
CONECT   19   12   13                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   44    0
END

COMPND    HMDB0036043
HETATM    1  C1  UNL     1      -2.115  -0.678   1.368  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.965   0.077   0.092  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.954   1.228   0.137  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.277  -0.747  -1.094  1.00  0.00           C  
HETATM    5  O1  UNL     1      -3.298  -0.603  -1.720  1.00  0.00           O  
HETATM    6  C5  UNL     1      -1.309  -1.774  -1.521  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.032  -1.063  -1.733  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.444  -0.321  -0.483  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.912  -1.278   0.519  1.00  0.00           C  
HETATM   10  O2  UNL     1       0.953  -0.879   1.831  1.00  0.00           O  
HETATM   11  O3  UNL     1       2.236  -1.616   0.165  1.00  0.00           O  
HETATM   12  C9  UNL     1       2.713  -0.713  -0.735  1.00  0.00           C  
HETATM   13  O4  UNL     1       3.877  -0.078  -0.391  1.00  0.00           O  
HETATM   14  C10 UNL     1       3.624   1.031   0.384  1.00  0.00           C  
HETATM   15  C11 UNL     1       2.145   1.190   0.403  1.00  0.00           C  
HETATM   16  C12 UNL     1       1.230   1.764   1.139  1.00  0.00           C  
HETATM   17  C13 UNL     1      -0.229   1.720   0.855  1.00  0.00           C  
HETATM   18  C14 UNL     1      -0.602   0.672  -0.145  1.00  0.00           C  
HETATM   19  C15 UNL     1       1.715   0.429  -0.811  1.00  0.00           C  
HETATM   20  H1  UNL     1      -3.222  -0.717   1.595  1.00  0.00           H  
HETATM   21  H2  UNL     1      -1.668  -0.169   2.245  1.00  0.00           H  
HETATM   22  H3  UNL     1      -1.772  -1.705   1.360  1.00  0.00           H  
HETATM   23  H4  UNL     1      -2.593   2.109  -0.429  1.00  0.00           H  
HETATM   24  H5  UNL     1      -3.929   0.944  -0.320  1.00  0.00           H  
HETATM   25  H6  UNL     1      -3.094   1.575   1.196  1.00  0.00           H  
HETATM   26  H7  UNL     1      -1.243  -2.574  -0.774  1.00  0.00           H  
HETATM   27  H8  UNL     1      -1.579  -2.185  -2.516  1.00  0.00           H  
HETATM   28  H9  UNL     1      -0.091  -0.395  -2.597  1.00  0.00           H  
HETATM   29  H10 UNL     1       0.776  -1.871  -1.901  1.00  0.00           H  
HETATM   30  H11 UNL     1       0.369  -2.269   0.436  1.00  0.00           H  
HETATM   31  H12 UNL     1       0.801  -1.671   2.409  1.00  0.00           H  
HETATM   32  H13 UNL     1       2.764  -1.133  -1.780  1.00  0.00           H  
HETATM   33  H14 UNL     1       4.039   0.834   1.398  1.00  0.00           H  
HETATM   34  H15 UNL     1       4.112   1.956  -0.007  1.00  0.00           H  
HETATM   35  H16 UNL     1       1.547   2.311   2.016  1.00  0.00           H  
HETATM   36  H17 UNL     1      -0.487   2.740   0.474  1.00  0.00           H  
HETATM   37  H18 UNL     1      -0.831   1.627   1.786  1.00  0.00           H  
HETATM   38  H19 UNL     1      -0.744   1.245  -1.121  1.00  0.00           H  
HETATM   39  H20 UNL     1       1.715   0.986  -1.732  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3    4   18
CONECT    3   23   24   25
CONECT    4    5    5    6
CONECT    6    7   26   27
CONECT    7    8   28   29
CONECT    8    9   18   19
CONECT    9   10   11   30
CONECT   10   31
CONECT   11   12
CONECT   12   13   19   32
CONECT   13   14
CONECT   14   15   33   34
CONECT   15   16   16   19
CONECT   16   17   35
CONECT   17   18   36   37
CONECT   18   38
CONECT   19   39
END

HMDB0036043
     RDKit          3D
15-Hydroxymarasmen-3-one
 39 42  0  0  0  0  0  0  0  0999 V2000
   -2.1149   -0.6784    1.3680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9655    0.0772    0.0925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9540    1.2276    0.1372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2775   -0.7466   -1.0936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2980   -0.6030   -1.7196 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3088   -1.7740   -1.5211 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0323   -1.0632   -1.7327 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4442   -0.3209   -0.4830 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9116   -1.2777    0.5185 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9527   -0.8786    1.8314 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2357   -1.6158    0.1654 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7127   -0.7131   -0.7349 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8765   -0.0780   -0.3915 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6243    1.0314    0.3841 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1445    1.1903    0.4033 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2298    1.7643    1.1387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2286    1.7197    0.8549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6022    0.6717   -0.1445 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7146    0.4293   -0.8108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2217   -0.7168    1.5955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6682   -0.1692    2.2448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7716   -1.7048    1.3603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5930    2.1091   -0.4293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9290    0.9436   -0.3199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0936    1.5749    1.1964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2427   -2.5737   -0.7744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5789   -2.1845   -2.5159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0910   -0.3951   -2.5967 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7755   -1.8713   -1.9008 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3685   -2.2688    0.4357 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8010   -1.6708    2.4092 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7642   -1.1327   -1.7797 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0391    0.8342    1.3977 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1119    1.9557   -0.0069 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5469    2.3113    2.0157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4869    2.7399    0.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8312    1.6267    1.7856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7439    1.2446   -1.1214 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7150    0.9856   -1.7318 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 15 19  1  0
 18  2  1  0
 18  8  1  0
 19  8  1  0
 19 12  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  3 24  1  0
  3 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  9 30  1  0
 10 31  1  0
 12 32  1  0
 14 33  1  0
 14 34  1  0
 16 35  1  0
 17 36  1  0
 17 37  1  0
 18 38  1  0
 19 39  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(Z)-Resveratrol 3-glucoside 5-sulfuric acid	HMDB
(Z)-Resveratrol 3-glucoside 5-sulphate	HMDB
(Z)-Resveratrol 3-glucoside 5-sulphuric acid	HMDB

Chemical Formula

C₁₅H₂₀O₄

Average Molecular Weight

264.3169

Monoisotopic Molecular Weight

264.136159128

IUPAC Name

14-hydroxy-5,5-dimethyl-11,13-dioxatetracyclo[7.5.1.0¹,⁶.0¹²,¹⁵]pentadec-8-en-4-one

Traditional Name

14-hydroxy-5,5-dimethyl-11,13-dioxatetracyclo[7.5.1.0¹,⁶.0¹²,¹⁵]pentadec-8-en-4-one

CAS Registry Number

124894-86-6

SMILES

CC1(C)C2CC=C3COC4OC(O)C2(CCC1=O)C34

InChI Identifier

InChI=1S/C15H20O4/c1-14(2)9-4-3-8-7-18-12-11(8)15(9,13(17)19-12)6-5-10(14)16/h3,9,11-13,17H,4-7H2,1-2H3

InChI Key

HFEYLLLUTJYNMH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as furofurans. These are organic compounds containing a two furan rings fused to each other. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Furofurans

Sub Class

Not Available

Direct Parent

Furofurans

Alternative Parents

Substituents

Furofuran
Tetrahydrofuran
Cyclic ketone
Ketone
Hemiacetal
Oxacycle
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036043)

Source

Endogenous

Endogenous (HMDB: HMDB0036043)

Plant

Plant (HMDB: HMDB0036043)

Exogenous

Food

Food (HMDB: HMDB0036043)

Vegetable

Mushroom

Exogenous (HMDB: HMDB0036043)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0036043)

Role

Biological role

Energy source (HMDB: HMDB0036043)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036043)

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
Water Solubility	3.55 g/L	ALOGPS
logP	1.1	ALOGPS
logP	1.62	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	11.86	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.76 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	68.74 m³·mol⁻¹	ChemAxon
Polarizability	27.49 Å³	ChemAxon
Number of Rings	4	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]+	160.064	31661259
DarkChem	[M-H]-	157.75	31661259
DeepCCS	[M-2H]-	197.406	30932474
DeepCCS	[M+Na]+	172.972	30932474
AllCCS	[M+H]+	160.6	32859911
AllCCS	[M+H-H2O]+	157.0	32859911
AllCCS	[M+NH4]+	163.9	32859911
AllCCS	[M+Na]+	164.8	32859911
AllCCS	[M-H]-	166.9	32859911
AllCCS	[M+Na-2H]-	166.6	32859911
AllCCS	[M+HCOO]-	166.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
15-Hydroxymarasmen-3-one	CC1(C)C2CC=C3COC4OC(O)C2(CCC1=O)C34	3123.1	Standard polar	33892256
15-Hydroxymarasmen-3-one	CC1(C)C2CC=C3COC4OC(O)C2(CCC1=O)C34	2033.7	Standard non polar	33892256
15-Hydroxymarasmen-3-one	CC1(C)C2CC=C3COC4OC(O)C2(CCC1=O)C34	2212.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
15-Hydroxymarasmen-3-one,1TMS,isomer #1	CC1(C)C(=O)CCC23C(O[Si](C)(C)C)OC4OCC(=CCC12)C43	2235.1	Semi standard non polar	33892256
15-Hydroxymarasmen-3-one,1TMS,isomer #2	CC1(C)C(O[Si](C)(C)C)=CCC23C(O)OC4OCC(=CCC12)C43	2163.4	Semi standard non polar	33892256
15-Hydroxymarasmen-3-one,2TMS,isomer #1	CC1(C)C(O[Si](C)(C)C)=CCC23C(O[Si](C)(C)C)OC4OCC(=CCC12)C43	2214.6	Semi standard non polar	33892256
15-Hydroxymarasmen-3-one,2TMS,isomer #1	CC1(C)C(O[Si](C)(C)C)=CCC23C(O[Si](C)(C)C)OC4OCC(=CCC12)C43	2160.8	Standard non polar	33892256
15-Hydroxymarasmen-3-one,1TBDMS,isomer #1	CC1(C)C(=O)CCC23C(O[Si](C)(C)C(C)(C)C)OC4OCC(=CCC12)C43	2486.2	Semi standard non polar	33892256
15-Hydroxymarasmen-3-one,1TBDMS,isomer #2	CC1(C)C(O[Si](C)(C)C(C)(C)C)=CCC23C(O)OC4OCC(=CCC12)C43	2428.1	Semi standard non polar	33892256
15-Hydroxymarasmen-3-one,2TBDMS,isomer #1	CC1(C)C(O[Si](C)(C)C(C)(C)C)=CCC23C(O[Si](C)(C)C(C)(C)C)OC4OCC(=CCC12)C43	2696.4	Semi standard non polar	33892256
15-Hydroxymarasmen-3-one,2TBDMS,isomer #1	CC1(C)C(O[Si](C)(C)C(C)(C)C)=CCC23C(O[Si](C)(C)C(C)(C)C)OC4OCC(=CCC12)C43	2562.1	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 15-Hydroxymarasmen-3-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a7j-7390000000-4686174a9a726296c513	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 15-Hydroxymarasmen-3-one GC-MS (1 TMS) - 70eV, Positive	splash10-00dr-9062000000-9bf6c4cac5f06f4a55d5	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 15-Hydroxymarasmen-3-one GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 15-Hydroxymarasmen-3-one 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 - 15-Hydroxymarasmen-3-one 10V, Positive-QTOF	splash10-014i-0090000000-ce5d6c588a1f5c2ae45e	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Hydroxymarasmen-3-one 20V, Positive-QTOF	splash10-014j-1390000000-061341d0e649c9af28e4	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Hydroxymarasmen-3-one 40V, Positive-QTOF	splash10-014l-9820000000-67f59756413b7fb32421	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Hydroxymarasmen-3-one 10V, Negative-QTOF	splash10-03di-0090000000-a4ffb31a12e8ea04c1a5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Hydroxymarasmen-3-one 20V, Negative-QTOF	splash10-03di-0090000000-00d374111f37294494f0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Hydroxymarasmen-3-one 40V, Negative-QTOF	splash10-000i-1930000000-2d44c3fb2774b67d7808	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Hydroxymarasmen-3-one 10V, Negative-QTOF	splash10-03di-0090000000-16d43704d08f3756e03a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Hydroxymarasmen-3-one 20V, Negative-QTOF	splash10-03di-0090000000-16d43704d08f3756e03a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Hydroxymarasmen-3-one 40V, Negative-QTOF	splash10-01q9-0090000000-7db38b66a3721ba5df5c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Hydroxymarasmen-3-one 10V, Positive-QTOF	splash10-014i-0090000000-460391fe535beb6947fb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Hydroxymarasmen-3-one 20V, Positive-QTOF	splash10-014i-0090000000-c1e1d0a9e845b9585882	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Hydroxymarasmen-3-one 40V, Positive-QTOF	splash10-015a-0190000000-ec87ed1458c49b4d7941	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
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

FDB014864

KNApSAcK ID

C00056722

Chemspider ID

35014077

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14433056

PDB ID

Not Available

ChEBI ID

174476

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 15-Hydroxymarasmen-3-one (HMDB0036043)

MOL for HMDB0036043 (15-Hydroxymarasmen-3-one)

3D MOL for HMDB0036043 (15-Hydroxymarasmen-3-one)

3D SDF for HMDB0036043 (15-Hydroxymarasmen-3-one)

3D-SDF for HMDB0036043 (15-Hydroxymarasmen-3-one)

PDB for HMDB0036043 (15-Hydroxymarasmen-3-one)

3D PDB for HMDB0036043 (15-Hydroxymarasmen-3-one)

SMILES for HMDB0036043 (15-Hydroxymarasmen-3-one)

INCHI for HMDB0036043 (15-Hydroxymarasmen-3-one)

Structure for HMDB0036043 (15-Hydroxymarasmen-3-one)

3D Structure for HMDB0036043 (15-Hydroxymarasmen-3-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra