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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:30:54 UTC

Update Date

2022-03-07 02:52:11 UTC

HMDB ID

HMDB0029516

Secondary Accession Numbers

HMDB29516

Metabolite Identification

Common Name

Limocitrin

Description

Limocitrin belongs to the class of organic compounds known as flavonols. Flavonols are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position. Thus, limocitrin is considered to be a flavonoid. Limocitrin has been detected, but not quantified in, citrus and lemons (Citrus limon). This could make limocitrin a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Limocitrin.

Structure

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

HMDB0029516
     RDKit          3D
Limocitrin
 39 41  0  0  0  0  0  0  0  0999 V2000
    4.6348   -2.8489    0.9322 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9306   -1.6643    0.2395 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9305   -0.7882   -0.1745 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5939   -1.1170    0.1188 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6117   -0.2848   -0.2719 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1697   -0.4638   -0.0547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6865    0.4397   -0.4959 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9803    0.3800   -0.3579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8201    1.3726   -0.8507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1899    2.4468   -1.5080 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8127    3.5542   -0.7231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1761    1.3388   -0.7224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9703    2.3800   -1.2464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7869    0.2809   -0.0759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9803   -0.7264    0.4279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5340   -1.8297    1.0954 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5993   -0.6749    0.2875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7713   -1.6504    0.7716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2496   -2.6477    1.3732 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3756   -1.5373    0.5953 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4200   -2.5515    1.1039 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9757    0.8824   -0.9601 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2679    1.2014   -1.2443 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2678    0.3508   -0.8446 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6021    0.6297   -1.1096 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1282   -2.6333    1.8891 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6024   -3.3954    1.0785 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9332   -3.4439    0.3034 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3667   -2.0117    0.6422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2853    3.5669    0.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1297    4.5197   -1.2102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7197    3.6059   -0.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5102    3.1484   -1.7173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8540    0.1989    0.0563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5431   -1.8715    1.2003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0049   -3.3285    1.5768 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1950    1.5693   -1.2850 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5023    2.1261   -1.7852 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8471    1.4768   -1.6076 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  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
  5 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 24  3  1  0
 20  6  2  0
 17  8  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
 11 30  1  0
 11 31  1  0
 11 32  1  0
 13 33  1  0
 14 34  1  0
 16 35  1  0
 21 36  1  0
 22 37  1  0
 23 38  1  0
 25 39  1  0
M  END


  Mrv0541 02241219092D          

 25 27  0  0  0  0            999 V2000
   -2.0852   -1.7641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3635   -1.3631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7212   -1.8444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7212   -2.6465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3635   -3.0477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3635    1.8445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6410    2.2456    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0003    1.8445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0003    0.9621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7212    0.5609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4438    1.0424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4438    1.8445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7212    2.2456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7212    3.0477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0852   -1.7641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4438   -1.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4438   -0.6414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0852   -0.2409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3634   -3.0477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7212   -0.2409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0003   -0.6414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0003   -1.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7212   -1.8444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7212   -2.6465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0003   -3.0477    0.0000 C   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
  3  4  2  0  0  0  0
  3 22  1  0  0  0  0
  4  5  1  0  0  0  0
  4 25  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 13  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 20  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 23  1  0  0  0  0
 17 18  1  0  0  0  0
 17 20  2  0  0  0  0
 19 24  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029516

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(=CC=C1O)C1=C(O)C(=O)C2=C(O1)C(OC)=C(O)C=C2O

> <INCHI_IDENTIFIER>
InChI=1S/C17H14O8/c1-23-11-5-7(3-4-8(11)18)15-14(22)13(21)12-9(19)6-10(20)16(24-2)17(12)25-15/h3-6,18-20,22H,1-2H3

> <INCHI_KEY>
IBXCKSUZOFKGSB-UHFFFAOYSA-N

> <FORMULA>
C17H14O8

> <MOLECULAR_WEIGHT>
346.2883

> <EXACT_MASS>
346.068867424

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
33.26039674196105

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-8-methoxy-4H-chromen-4-one

> <ALOGPS_LOGP>
1.97

> <JCHEM_LOGP>
2.1445222543333333

> <ALOGPS_LOGS>
-3.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.909457567236872

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.959815841971961

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9946367370673697

> <JCHEM_POLAR_SURFACE_AREA>
125.68000000000002

> <JCHEM_REFRACTIVITY>
87.8077

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.40e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
limocitrin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029516
     RDKit          3D
Limocitrin
 39 41  0  0  0  0  0  0  0  0999 V2000
    4.6348   -2.8489    0.9322 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9306   -1.6643    0.2395 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9305   -0.7882   -0.1745 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5939   -1.1170    0.1188 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6117   -0.2848   -0.2719 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1697   -0.4638   -0.0547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6865    0.4397   -0.4959 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9803    0.3800   -0.3579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8201    1.3726   -0.8507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1899    2.4468   -1.5080 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8127    3.5542   -0.7231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1761    1.3388   -0.7224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9703    2.3800   -1.2464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7869    0.2809   -0.0759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9803   -0.7264    0.4279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5340   -1.8297    1.0954 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5993   -0.6749    0.2875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7713   -1.6504    0.7716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2496   -2.6477    1.3732 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3756   -1.5373    0.5953 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4200   -2.5515    1.1039 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9757    0.8824   -0.9601 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2679    1.2014   -1.2443 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2678    0.3508   -0.8446 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6021    0.6297   -1.1096 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1282   -2.6333    1.8891 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6024   -3.3954    1.0785 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9332   -3.4439    0.3034 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3667   -2.0117    0.6422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2853    3.5669    0.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1297    4.5197   -1.2102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7197    3.6059   -0.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5102    3.1484   -1.7173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8540    0.1989    0.0563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5431   -1.8715    1.2003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0049   -3.3285    1.5768 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1950    1.5693   -1.2850 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5023    2.1261   -1.7852 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8471    1.4768   -1.6076 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  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
  5 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 24  3  1  0
 20  6  2  0
 17  8  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
 11 30  1  0
 11 31  1  0
 11 32  1  0
 13 33  1  0
 14 34  1  0
 16 35  1  0
 21 36  1  0
 22 37  1  0
 23 38  1  0
 25 39  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      -3.892  -3.293   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -2.545  -2.544   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.346  -3.443   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.346  -4.940   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -2.545  -5.689   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -2.545   3.443   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.197   4.192   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.001   3.443   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.001   1.796   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.346   1.047   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.695   1.946   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.695   3.443   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.346   4.192   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.346   5.689   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       3.892  -3.293   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       2.695  -2.694   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.695  -1.197   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       3.892  -0.450   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       2.545  -5.689   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.346  -0.450   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.001  -1.197   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       0.001  -2.694   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.346  -3.443   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.346  -4.940   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.001  -5.689   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   22                                                  
CONECT    4    3    5   25                                                  
CONECT    5    4                                                            
CONECT    6    7                                                            
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   20                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13    8   12   14                                                  
CONECT   14   13                                                            
CONECT   15   16                                                            
CONECT   16   15   17   23                                                  
CONECT   17   16   18   20                                                  
CONECT   18   17                                                            
CONECT   19   24                                                            
CONECT   20   10   17   21                                                  
CONECT   21   20   22                                                       
CONECT   22    3   21   23                                                  
CONECT   23   16   22   24                                                  
CONECT   24   19   23   25                                                  
CONECT   25    4   24                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

COMPND    HMDB0029516
HETATM    1  C1  UNL     1       4.635  -2.849   0.932  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.931  -1.664   0.240  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.931  -0.788  -0.174  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.594  -1.117   0.119  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.612  -0.285  -0.272  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.170  -0.464  -0.055  1.00  0.00           C  
HETATM    7  O2  UNL     1      -0.686   0.440  -0.496  1.00  0.00           O  
HETATM    8  C6  UNL     1      -1.980   0.380  -0.358  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.820   1.373  -0.851  1.00  0.00           C  
HETATM   10  O3  UNL     1      -2.190   2.447  -1.508  1.00  0.00           O  
HETATM   11  C8  UNL     1      -1.813   3.554  -0.723  1.00  0.00           C  
HETATM   12  C9  UNL     1      -4.176   1.339  -0.722  1.00  0.00           C  
HETATM   13  O4  UNL     1      -4.970   2.380  -1.246  1.00  0.00           O  
HETATM   14  C10 UNL     1      -4.787   0.281  -0.076  1.00  0.00           C  
HETATM   15  C11 UNL     1      -3.980  -0.726   0.428  1.00  0.00           C  
HETATM   16  O5  UNL     1      -4.534  -1.830   1.095  1.00  0.00           O  
HETATM   17  C12 UNL     1      -2.599  -0.675   0.288  1.00  0.00           C  
HETATM   18  C13 UNL     1      -1.771  -1.650   0.772  1.00  0.00           C  
HETATM   19  O6  UNL     1      -2.250  -2.648   1.373  1.00  0.00           O  
HETATM   20  C14 UNL     1      -0.376  -1.537   0.595  1.00  0.00           C  
HETATM   21  O7  UNL     1       0.420  -2.552   1.104  1.00  0.00           O  
HETATM   22  C15 UNL     1       1.976   0.882  -0.960  1.00  0.00           C  
HETATM   23  C16 UNL     1       3.268   1.201  -1.244  1.00  0.00           C  
HETATM   24  C17 UNL     1       4.268   0.351  -0.845  1.00  0.00           C  
HETATM   25  O8  UNL     1       5.602   0.630  -1.110  1.00  0.00           O  
HETATM   26  H1  UNL     1       4.128  -2.633   1.889  1.00  0.00           H  
HETATM   27  H2  UNL     1       5.602  -3.395   1.079  1.00  0.00           H  
HETATM   28  H3  UNL     1       3.933  -3.444   0.303  1.00  0.00           H  
HETATM   29  H4  UNL     1       2.367  -2.012   0.642  1.00  0.00           H  
HETATM   30  H5  UNL     1      -2.285   3.567   0.276  1.00  0.00           H  
HETATM   31  H6  UNL     1      -2.130   4.520  -1.210  1.00  0.00           H  
HETATM   32  H7  UNL     1      -0.720   3.606  -0.570  1.00  0.00           H  
HETATM   33  H8  UNL     1      -4.510   3.148  -1.717  1.00  0.00           H  
HETATM   34  H9  UNL     1      -5.854   0.199   0.056  1.00  0.00           H  
HETATM   35  H10 UNL     1      -5.543  -1.872   1.200  1.00  0.00           H  
HETATM   36  H11 UNL     1      -0.005  -3.328   1.577  1.00  0.00           H  
HETATM   37  H12 UNL     1       1.195   1.569  -1.285  1.00  0.00           H  
HETATM   38  H13 UNL     1       3.502   2.126  -1.785  1.00  0.00           H  
HETATM   39  H14 UNL     1       5.847   1.477  -1.608  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3
CONECT    3    4    4   24
CONECT    4    5   29
CONECT    5    6   22   22
CONECT    6    7   20   20
CONECT    7    8
CONECT    8    9    9   17
CONECT    9   10   12
CONECT   10   11
CONECT   11   30   31   32
CONECT   12   13   14   14
CONECT   13   33
CONECT   14   15   34
CONECT   15   16   17   17
CONECT   16   35
CONECT   17   18
CONECT   18   19   19   20
CONECT   20   21
CONECT   21   36
CONECT   22   23   37
CONECT   23   24   24   38
CONECT   24   25
CONECT   25   39
END

HMDB0029516
     RDKit          3D
Limocitrin
 39 41  0  0  0  0  0  0  0  0999 V2000
    4.6348   -2.8489    0.9322 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9306   -1.6643    0.2395 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9305   -0.7882   -0.1745 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5939   -1.1170    0.1188 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6117   -0.2848   -0.2719 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1697   -0.4638   -0.0547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6865    0.4397   -0.4959 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9803    0.3800   -0.3579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8201    1.3726   -0.8507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1899    2.4468   -1.5080 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8127    3.5542   -0.7231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1761    1.3388   -0.7224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9703    2.3800   -1.2464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7869    0.2809   -0.0759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9803   -0.7264    0.4279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5340   -1.8297    1.0954 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5993   -0.6749    0.2875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7713   -1.6504    0.7716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2496   -2.6477    1.3732 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3756   -1.5373    0.5953 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4200   -2.5515    1.1039 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9757    0.8824   -0.9601 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2679    1.2014   -1.2443 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2678    0.3508   -0.8446 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6021    0.6297   -1.1096 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1282   -2.6333    1.8891 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6024   -3.3954    1.0785 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9332   -3.4439    0.3034 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3667   -2.0117    0.6422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2853    3.5669    0.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1297    4.5197   -1.2102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7197    3.6059   -0.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5102    3.1484   -1.7173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8540    0.1989    0.0563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5431   -1.8715    1.2003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0049   -3.3285    1.5768 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1950    1.5693   -1.2850 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5023    2.1261   -1.7852 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8471    1.4768   -1.6076 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  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
  5 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 24  3  1  0
 20  6  2  0
 17  8  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
 11 30  1  0
 11 31  1  0
 11 32  1  0
 13 33  1  0
 14 34  1  0
 16 35  1  0
 21 36  1  0
 22 37  1  0
 23 38  1  0
 25 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3,5,7-Trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-8-methoxy-4H-1-benzopyran-4-one, 9ci	HMDB
4',5,7-Trihydroxy-3',8-dimethoxyflavonol	HMDB
Gossypetin 3',8-dimethyl ether	HMDB
Sedoflorigenin	HMDB

Chemical Formula

C₁₇H₁₄O₈

Average Molecular Weight

346.2883

Monoisotopic Molecular Weight

346.068867424

IUPAC Name

3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-8-methoxy-4H-chromen-4-one

Traditional Name

limocitrin

CAS Registry Number

489-33-8

SMILES

COC1=CC(=CC=C1O)C1=C(O)C(=O)C2=C(O1)C(OC)=C(O)C=C2O

InChI Identifier

InChI=1S/C17H14O8/c1-23-11-5-7(3-4-8(11)18)15-14(22)13(21)12-9(19)6-10(20)16(24-2)17(12)25-15/h3-6,18-20,22H,1-2H3

InChI Key

IBXCKSUZOFKGSB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonols. Flavonols are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavones

Direct Parent

Flavonols

Alternative Parents

Substituents

3-hydroxyflavone
3p-methoxyflavonoid-skeleton
8-methoxyflavonoid-skeleton
3-hydroxyflavonoid
4'-hydroxyflavonoid
Hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Chromone
Benzopyran
Methoxyphenol
1-benzopyran
Methoxybenzene
Phenol ether
Anisole
Phenoxy compound
Pyranone
Phenol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Pyran
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Vinylogous acid
Oxacycle
Organoheterocyclic compound
Polyol
Ether
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12113241 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0029516)
Cytoplasm (HMDB: HMDB0029516)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029516)

Source

Endogenous

Endogenous (HMDB: HMDB0029516)

Plant

Plant (HMDB: HMDB0029516)

Exogenous

Food

Food (HMDB: HMDB0029516)

Fruit

Citrus

Lemon (FooDB: FOOD00054)
Citrus (FooDB: FOOD00859)

Exogenous (HMDB: HMDB0029516)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	274 - 275 °C	Not Available
Boiling Point	621.20 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	275.7 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	1.020 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.14 g/L	ALOGPS
logP	1.97	ALOGPS
logP	2.14	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	6.96	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	125.68 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	87.81 m³·mol⁻¹	ChemAxon
Polarizability	33.26 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
DarkChem	[M+H]+	179.29	31661259
DarkChem	[M-H]-	180.828	31661259
DeepCCS	[M+H]+	179.654	30932474
DeepCCS	[M-H]-	177.296	30932474
DeepCCS	[M-2H]-	211.407	30932474
DeepCCS	[M+Na]+	186.634	30932474
AllCCS	[M+H]+	178.5	32859911
AllCCS	[M+H-H2O]+	175.1	32859911
AllCCS	[M+NH4]+	181.6	32859911
AllCCS	[M+Na]+	182.5	32859911
AllCCS	[M-H]-	178.6	32859911
AllCCS	[M+Na-2H]-	178.1	32859911
AllCCS	[M+HCOO]-	177.6	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.	5.88 minutes	32390414
Predicted by Siyang on May 30, 2022	12.011 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.18 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	25.4 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2443.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	232.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	128.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	153.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	269.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	633.8 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	564.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	142.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	893.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	433.3 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	1468.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	292.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	478.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	465.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	278.9 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	167.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Limocitrin	COC1=CC(=CC=C1O)C1=C(O)C(=O)C2=C(O1)C(OC)=C(O)C=C2O	5321.7	Standard polar	33892256
Limocitrin	COC1=CC(=CC=C1O)C1=C(O)C(=O)C2=C(O1)C(OC)=C(O)C=C2O	3325.9	Standard non polar	33892256
Limocitrin	COC1=CC(=CC=C1O)C1=C(O)C(=O)C2=C(O1)C(OC)=C(O)C=C2O	3249.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Limocitrin,1TMS,isomer #1	COC1=CC(C2=C(O)C(=O)C3=C(O)C=C(O)C(OC)=C3O2)=CC=C1O[Si](C)(C)C	3307.6	Semi standard non polar	33892256
Limocitrin,1TMS,isomer #2	COC1=CC(C2=C(O[Si](C)(C)C)C(=O)C3=C(O)C=C(O)C(OC)=C3O2)=CC=C1O	3303.5	Semi standard non polar	33892256
Limocitrin,1TMS,isomer #3	COC1=CC(C2=C(O)C(=O)C3=C(O)C=C(O[Si](C)(C)C)C(OC)=C3O2)=CC=C1O	3315.4	Semi standard non polar	33892256
Limocitrin,1TMS,isomer #4	COC1=CC(C2=C(O)C(=O)C3=C(O[Si](C)(C)C)C=C(O)C(OC)=C3O2)=CC=C1O	3366.1	Semi standard non polar	33892256
Limocitrin,2TMS,isomer #1	COC1=CC(C2=C(O)C(=O)C3=C(O)C=C(O[Si](C)(C)C)C(OC)=C3O2)=CC=C1O[Si](C)(C)C	3194.2	Semi standard non polar	33892256
Limocitrin,2TMS,isomer #2	COC1=CC(C2=C(O)C(=O)C3=C(O[Si](C)(C)C)C=C(O)C(OC)=C3O2)=CC=C1O[Si](C)(C)C	3275.1	Semi standard non polar	33892256
Limocitrin,2TMS,isomer #3	COC1=CC(C2=C(O[Si](C)(C)C)C(=O)C3=C(O)C=C(O)C(OC)=C3O2)=CC=C1O[Si](C)(C)C	3167.1	Semi standard non polar	33892256
Limocitrin,2TMS,isomer #4	COC1=CC(C2=C(O[Si](C)(C)C)C(=O)C3=C(O)C=C(O[Si](C)(C)C)C(OC)=C3O2)=CC=C1O	3163.4	Semi standard non polar	33892256
Limocitrin,2TMS,isomer #5	COC1=CC(C2=C(O[Si](C)(C)C)C(=O)C3=C(O[Si](C)(C)C)C=C(O)C(OC)=C3O2)=CC=C1O	3268.8	Semi standard non polar	33892256
Limocitrin,2TMS,isomer #6	COC1=CC(C2=C(O)C(=O)C3=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C(OC)=C3O2)=CC=C1O	3286.0	Semi standard non polar	33892256
Limocitrin,3TMS,isomer #1	COC1=CC(C2=C(O)C(=O)C3=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C(OC)=C3O2)=CC=C1O[Si](C)(C)C	3180.0	Semi standard non polar	33892256
Limocitrin,3TMS,isomer #2	COC1=CC(C2=C(O[Si](C)(C)C)C(=O)C3=C(O)C=C(O[Si](C)(C)C)C(OC)=C3O2)=CC=C1O[Si](C)(C)C	3102.1	Semi standard non polar	33892256
Limocitrin,3TMS,isomer #3	COC1=CC(C2=C(O[Si](C)(C)C)C(=O)C3=C(O[Si](C)(C)C)C=C(O)C(OC)=C3O2)=CC=C1O[Si](C)(C)C	3188.7	Semi standard non polar	33892256
Limocitrin,3TMS,isomer #4	COC1=CC(C2=C(O[Si](C)(C)C)C(=O)C3=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C(OC)=C3O2)=CC=C1O	3188.2	Semi standard non polar	33892256
Limocitrin,4TMS,isomer #1	COC1=CC(C2=C(O[Si](C)(C)C)C(=O)C3=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C(OC)=C3O2)=CC=C1O[Si](C)(C)C	3158.2	Semi standard non polar	33892256
Limocitrin,1TBDMS,isomer #1	COC1=CC(C2=C(O)C(=O)C3=C(O)C=C(O)C(OC)=C3O2)=CC=C1O[Si](C)(C)C(C)(C)C	3577.2	Semi standard non polar	33892256
Limocitrin,1TBDMS,isomer #2	COC1=CC(C2=C(O[Si](C)(C)C(C)(C)C)C(=O)C3=C(O)C=C(O)C(OC)=C3O2)=CC=C1O	3569.6	Semi standard non polar	33892256
Limocitrin,1TBDMS,isomer #3	COC1=CC(C2=C(O)C(=O)C3=C(O)C=C(O[Si](C)(C)C(C)(C)C)C(OC)=C3O2)=CC=C1O	3572.8	Semi standard non polar	33892256
Limocitrin,1TBDMS,isomer #4	COC1=CC(C2=C(O)C(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O)C(OC)=C3O2)=CC=C1O	3627.8	Semi standard non polar	33892256
Limocitrin,2TBDMS,isomer #1	COC1=CC(C2=C(O)C(=O)C3=C(O)C=C(O[Si](C)(C)C(C)(C)C)C(OC)=C3O2)=CC=C1O[Si](C)(C)C(C)(C)C	3723.8	Semi standard non polar	33892256
Limocitrin,2TBDMS,isomer #2	COC1=CC(C2=C(O)C(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O)C(OC)=C3O2)=CC=C1O[Si](C)(C)C(C)(C)C	3791.7	Semi standard non polar	33892256
Limocitrin,2TBDMS,isomer #3	COC1=CC(C2=C(O[Si](C)(C)C(C)(C)C)C(=O)C3=C(O)C=C(O)C(OC)=C3O2)=CC=C1O[Si](C)(C)C(C)(C)C	3704.7	Semi standard non polar	33892256
Limocitrin,2TBDMS,isomer #4	COC1=CC(C2=C(O[Si](C)(C)C(C)(C)C)C(=O)C3=C(O)C=C(O[Si](C)(C)C(C)(C)C)C(OC)=C3O2)=CC=C1O	3688.1	Semi standard non polar	33892256
Limocitrin,2TBDMS,isomer #5	COC1=CC(C2=C(O[Si](C)(C)C(C)(C)C)C(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O)C(OC)=C3O2)=CC=C1O	3777.1	Semi standard non polar	33892256
Limocitrin,2TBDMS,isomer #6	COC1=CC(C2=C(O)C(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C(OC)=C3O2)=CC=C1O	3789.6	Semi standard non polar	33892256
Limocitrin,3TBDMS,isomer #1	COC1=CC(C2=C(O)C(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C(OC)=C3O2)=CC=C1O[Si](C)(C)C(C)(C)C	3930.6	Semi standard non polar	33892256
Limocitrin,3TBDMS,isomer #2	COC1=CC(C2=C(O[Si](C)(C)C(C)(C)C)C(=O)C3=C(O)C=C(O[Si](C)(C)C(C)(C)C)C(OC)=C3O2)=CC=C1O[Si](C)(C)C(C)(C)C	3801.0	Semi standard non polar	33892256
Limocitrin,3TBDMS,isomer #3	COC1=CC(C2=C(O[Si](C)(C)C(C)(C)C)C(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O)C(OC)=C3O2)=CC=C1O[Si](C)(C)C(C)(C)C	3902.4	Semi standard non polar	33892256
Limocitrin,3TBDMS,isomer #4	COC1=CC(C2=C(O[Si](C)(C)C(C)(C)C)C(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C(OC)=C3O2)=CC=C1O	3893.3	Semi standard non polar	33892256
Limocitrin,4TBDMS,isomer #1	COC1=CC(C2=C(O[Si](C)(C)C(C)(C)C)C(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C(OC)=C3O2)=CC=C1O[Si](C)(C)C(C)(C)C	4010.1	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 - Limocitrin GC-MS (Non-derivatized) - 70eV, Positive	splash10-014i-0319000000-916e78a0249246554fa6	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Limocitrin GC-MS (4 TMS) - 70eV, Positive	splash10-01b9-2312089000-167f74930f837df18f1f	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Limocitrin 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Limocitrin LC-ESI-QTOF , negative-QTOF	splash10-0002-0009000000-68df39c49592dae61826	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Limocitrin LC-ESI-QTOF , negative-QTOF	splash10-001i-0009000000-92129baf970b23db0539	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Limocitrin LC-ESI-QTOF , negative-QTOF	splash10-03y3-0950000000-b6df732dc8a613daa6f4	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Limocitrin LC-ESI-QTOF , positive-QTOF	splash10-0002-0009000000-095643a6e479babccf52	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Limocitrin LC-ESI-QTOF , positive-QTOF	splash10-000t-0009000000-f1352a438263d2a9a892	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Limocitrin 10V, Negative-QTOF	splash10-0002-0009000000-080474eeeaacd09b4a87	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Limocitrin 20V, Negative-QTOF	splash10-001i-0009000000-84db9ce8c659ba58f203	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Limocitrin 20V, Positive-QTOF	splash10-000t-0009000000-f1352a438263d2a9a892	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Limocitrin 10V, Positive-QTOF	splash10-0002-0009000000-095643a6e479babccf52	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Limocitrin 40V, Negative-QTOF	splash10-03y3-0950000000-b6df732dc8a613daa6f4	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Limocitrin 10V, Positive-QTOF	splash10-0002-0009000000-f4088022d7a1ce5904d4	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Limocitrin 20V, Positive-QTOF	splash10-0002-0009000000-072cbfd0f75bab2c8282	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Limocitrin 40V, Positive-QTOF	splash10-0ue9-1952000000-c8c1fc3ae74487ec1567	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Limocitrin 10V, Negative-QTOF	splash10-0002-0009000000-e4f48dc3b9efce5f0790	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Limocitrin 20V, Negative-QTOF	splash10-0002-0029000000-4b7f4346f71d27eecb9b	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Limocitrin 40V, Negative-QTOF	splash10-01bc-2982000000-a396d10514a1787c57c5	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Limocitrin 10V, Positive-QTOF	splash10-0002-0009000000-24b80c82c41a998b9ea5	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Limocitrin 20V, Positive-QTOF	splash10-0002-0009000000-b4bb1ffb9bc021542b41	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Limocitrin 40V, Positive-QTOF	splash10-00ls-1903000000-cefe5a930f54d156cf12	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Limocitrin 10V, Negative-QTOF	splash10-0002-0009000000-4173ab4cf400ed4c2037	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Limocitrin 20V, Negative-QTOF	splash10-0002-0439000000-90b8a03523c50fc7a178	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Limocitrin 40V, Negative-QTOF	splash10-00yi-1921000000-ecebb4a8ac8569f176c3	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB000652

KNApSAcK ID

C00004731

Chemspider ID

4590163

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5489485

PDB ID

Not Available

ChEBI ID

542813

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1486341

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 Limocitrin (HMDB0029516)

MOL for HMDB0029516 (Limocitrin)

3D MOL for HMDB0029516 (Limocitrin)

3D SDF for HMDB0029516 (Limocitrin)

3D-SDF for HMDB0029516 (Limocitrin)

PDB for HMDB0029516 (Limocitrin)

3D PDB for HMDB0029516 (Limocitrin)

SMILES for HMDB0029516 (Limocitrin)

INCHI for HMDB0029516 (Limocitrin)

Structure for HMDB0029516 (Limocitrin)

3D Structure for HMDB0029516 (Limocitrin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra