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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

enzymes (2) Show 2 proteins

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-05-22 15:12:45 UTC

Update Date

2020-07-07 18:02:59 UTC

HMDB ID

HMDB0003263

Secondary Accession Numbers

HMDB0125089
HMDB03263

Metabolite Identification

Common Name

Pelargonidin

Description

Pelargonidin, also known as pelargonidin chloride (CAS: 134-04-3) is an anthocyanin. Anthocyanins are water-soluble glycosides and acylglycosides of anthocyanidins, which are polyhydroxy and polymethoxyl derivatives of a 2-phenylbenzopyrylium (flavylium) cation. They are widely distributed in foods of plant origin, especially in fruits and vegetables with dark red and blue colours. Numerous epidemiologic and clinical trials show that fruits and vegetables, many of which are rich in anthocyanins, may be related to the decreased incidence of many chronic and degenerative diseases, including heart disease, cancer, and aging. Antioxidant mechanisms were suggested as potential means of disease prevention. Anthocyanins are strong antioxidants in vitro. In most cases, fruits and vegetables with high anthocyanin content were shown to have higher antioxidant capacity than other fruits and vegetables. Whether anthocyanins are effective antioxidants in vivo remains an open question primarily because of the relatively low apparent absorption of anthocyanins compared with other phenolic compounds (PMID: 15465754 ). BioTransformer predicts that pelargonidin is a product of 5-[(6-{[(2-carboxyacetyl)oxy]methyl}-3,4,5-trihydroxyoxan-2-yl)oxy]-3,7-dihydroxy-2-(4-hydroxyphenyl)-1λ⁴-chromen-1-ylium metabolism via a glycoside-hydrolysis reaction occurring in human gut microbiota and catalyzed by an EC.3.2.1.X enzyme (PMID: 30612223 ).

Structure

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

HMDB0003263
     RDKit          3D
Pelargonidin
 31 33  0  0  0  0  0  0  0  0999 V2000
    5.8848    1.5016   -0.5509 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5450    1.0651   -0.4936 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1565   -0.1183   -1.0578 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8272   -0.5315   -0.9900 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8559    0.1881   -0.3789 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4645   -0.2169   -0.2924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3871    0.6020    0.3490 O   0  0  0  0  0  3  0  0  0  0  0  0
   -1.6490    0.3780    0.5066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4284    1.3045    1.1910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7663    1.0497    1.3484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5884    1.9428    2.0238 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3492   -0.0921    0.8486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5650   -1.0257    0.1593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1432   -2.1464   -0.3299 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2386   -0.7646    0.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4380   -1.6666   -0.6680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0777   -1.3389   -0.7905 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7155   -2.2512   -1.4709 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2805    1.3924    0.1887 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5827    1.8295    0.1400 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4449    1.1750    0.2518 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8955   -0.7319   -1.5593 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6420   -1.4758   -1.4681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9564    2.1968    1.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7010    1.8293    3.0190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4097   -0.3197    0.9592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6979   -2.8775   -0.8302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7776   -2.5793   -1.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4189   -3.1058   -1.8739 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5579    2.0134    0.6901 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9018    2.7739    0.5884 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
  5 19  1  0
 19 20  2  0
 20  2  1  0
 17  6  1  0
 15  8  1  0
  1 21  1  0
  3 22  1  0
  4 23  1  0
  9 24  1  0
 11 25  1  0
 12 26  1  0
 14 27  1  0
 16 28  1  0
 18 29  1  0
 19 30  1  0
 20 31  1  0
M  CHG  1   7   1
M  END


  Mrv1652307072020022D          

 20 22  0  0  0  0            999 V2000
   -1.0360   -0.8044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0360    0.0206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7505   -1.2169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7505    0.4331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4649   -0.8044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4649    0.0206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3930   -0.8044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3930    0.0206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3215   -1.2169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3215    0.4331    0.0000 O   0  3  0  0  0  0  0  0  0  0  0  0
    1.1074    0.4331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1074    1.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8219    0.0206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8219    1.6706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5364    0.4331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5364    1.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7505   -2.0419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1793    0.4331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1074   -1.2169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2508    1.6706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  2  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  6  5  2  0  0  0  0
  8  7  1  0  0  0  0
  9  7  2  0  0  0  0
 10  8  2  0  0  0  0
  1  9  1  0  0  0  0
  2 10  1  0  0  0  0
  2  1  1  0  0  0  0
 12 11  2  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  2  0  0  0  0
 16 14  2  0  0  0  0
 16 15  1  0  0  0  0
  8 11  1  0  0  0  0
 17  3  1  0  0  0  0
 18  6  1  0  0  0  0
 19  7  1  0  0  0  0
 20 16  1  0  0  0  0
M  CHG  1  10   1
M  END
> <DATABASE_ID>
HMDB0003263

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC=C(C=C1)C1=[O+]C2=CC(O)=CC(O)=C2C=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C15H10O5/c16-9-3-1-8(2-4-9)15-13(19)7-11-12(18)5-10(17)6-14(11)20-15/h1-7H,(H3-,16,17,18,19)/p+1

> <INCHI_KEY>
XVFMGWDSJLBXDZ-UHFFFAOYSA-O

> <FORMULA>
C15H11O5

> <MOLECULAR_WEIGHT>
271.2448

> <EXACT_MASS>
271.060648462

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
27.163354859573197

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,5,7-trihydroxy-2-(4-hydroxyphenyl)-2H-chromen-2-ylium

> <ALOGPS_LOGP>
2.94

> <JCHEM_LOGP>
-0.4951020789999998

> <ALOGPS_LOGS>
-4.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.191662251989518

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.506619464846987

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9066899649625246

> <JCHEM_POLAR_SURFACE_AREA>
94.06

> <JCHEM_REFRACTIVITY>
72.1794

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.10e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,5,7-trihydroxy-2-(4-hydroxyphenyl)-2H-chromen-2-ylium

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0003263
     RDKit          3D
Pelargonidin
 31 33  0  0  0  0  0  0  0  0999 V2000
    5.8848    1.5016   -0.5509 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5450    1.0651   -0.4936 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1565   -0.1183   -1.0578 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8272   -0.5315   -0.9900 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8559    0.1881   -0.3789 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4645   -0.2169   -0.2924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3871    0.6020    0.3490 O   0  0  0  0  0  3  0  0  0  0  0  0
   -1.6490    0.3780    0.5066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4284    1.3045    1.1910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7663    1.0497    1.3484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5884    1.9428    2.0238 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3492   -0.0921    0.8486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5650   -1.0257    0.1593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1432   -2.1464   -0.3299 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2386   -0.7646    0.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4380   -1.6666   -0.6680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0777   -1.3389   -0.7905 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7155   -2.2512   -1.4709 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2805    1.3924    0.1887 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5827    1.8295    0.1400 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4449    1.1750    0.2518 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8955   -0.7319   -1.5593 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6420   -1.4758   -1.4681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9564    2.1968    1.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7010    1.8293    3.0190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4097   -0.3197    0.9592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6979   -2.8775   -0.8302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7776   -2.5793   -1.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4189   -3.1058   -1.8739 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5579    2.0134    0.6901 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9018    2.7739    0.5884 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
  5 19  1  0
 19 20  2  0
 20  2  1  0
 17  6  1  0
 15  8  1  0
  1 21  1  0
  3 22  1  0
  4 23  1  0
  9 24  1  0
 11 25  1  0
 12 26  1  0
 14 27  1  0
 16 28  1  0
 18 29  1  0
 19 30  1  0
 20 31  1  0
M  CHG  1   7   1
M  END

HEADER    PROTEIN                                 07-JUL-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-JUL-20         0                                  
HETATM    1  C   UNK     0      -1.934  -1.502   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.934   0.038   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.268  -2.272   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.268   0.808   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.601  -1.502   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.601   0.038   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.734  -1.502   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.734   0.038   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.600  -2.272   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.600   0.808   0.000  0.00  0.00           O+1
HETATM   11  C   UNK     0       2.067   0.808   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.067   2.348   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.401   0.038   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.401   3.118   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.735   0.808   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.735   2.348   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -3.268  -3.812   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -5.935   0.808   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       2.067  -2.272   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       6.068   3.118   0.000  0.00  0.00           O+0
CONECT    1    3    9    2                                                  
CONECT    2    4   10    1                                                  
CONECT    3    1    5   17                                                  
CONECT    4    2    6                                                       
CONECT    5    3    6                                                       
CONECT    6    4    5   18                                                  
CONECT    7    8    9   19                                                  
CONECT    8    7   10   11                                                  
CONECT    9    7    1                                                       
CONECT   10    8    2                                                       
CONECT   11   12   13    8                                                  
CONECT   12   11   14                                                       
CONECT   13   11   15                                                       
CONECT   14   12   16                                                       
CONECT   15   13   16                                                       
CONECT   16   14   15   20                                                  
CONECT   17    3                                                            
CONECT   18    6                                                            
CONECT   19    7                                                            
CONECT   20   16                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0003263
HETATM    1  O1  UNL     1       5.885   1.502  -0.551  1.00  0.00           O  
HETATM    2  C1  UNL     1       4.545   1.065  -0.494  1.00  0.00           C  
HETATM    3  C2  UNL     1       4.156  -0.118  -1.058  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.827  -0.531  -0.990  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.856   0.188  -0.379  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.464  -0.217  -0.292  1.00  0.00           C  
HETATM    7  O2  UNL     1      -0.387   0.602   0.349  1.00  0.00           O1+
HETATM    8  C6  UNL     1      -1.649   0.378   0.507  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.428   1.304   1.191  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.766   1.050   1.348  1.00  0.00           C  
HETATM   11  O3  UNL     1      -4.588   1.943   2.024  1.00  0.00           O  
HETATM   12  C9  UNL     1      -4.349  -0.092   0.849  1.00  0.00           C  
HETATM   13  C10 UNL     1      -3.565  -1.026   0.159  1.00  0.00           C  
HETATM   14  O4  UNL     1      -4.143  -2.146  -0.330  1.00  0.00           O  
HETATM   15  C11 UNL     1      -2.239  -0.765   0.008  1.00  0.00           C  
HETATM   16  C12 UNL     1      -1.438  -1.667  -0.668  1.00  0.00           C  
HETATM   17  C13 UNL     1      -0.078  -1.339  -0.790  1.00  0.00           C  
HETATM   18  O5  UNL     1       0.716  -2.251  -1.471  1.00  0.00           O  
HETATM   19  C14 UNL     1       2.280   1.392   0.189  1.00  0.00           C  
HETATM   20  C15 UNL     1       3.583   1.829   0.140  1.00  0.00           C  
HETATM   21  H1  UNL     1       6.445   1.175   0.252  1.00  0.00           H  
HETATM   22  H2  UNL     1       4.896  -0.732  -1.559  1.00  0.00           H  
HETATM   23  H3  UNL     1       2.642  -1.476  -1.468  1.00  0.00           H  
HETATM   24  H4  UNL     1      -1.956   2.197   1.578  1.00  0.00           H  
HETATM   25  H5  UNL     1      -4.701   1.829   3.019  1.00  0.00           H  
HETATM   26  H6  UNL     1      -5.410  -0.320   0.959  1.00  0.00           H  
HETATM   27  H7  UNL     1      -3.698  -2.877  -0.830  1.00  0.00           H  
HETATM   28  H8  UNL     1      -1.778  -2.579  -1.095  1.00  0.00           H  
HETATM   29  H9  UNL     1       0.419  -3.106  -1.874  1.00  0.00           H  
HETATM   30  H10 UNL     1       1.558   2.013   0.690  1.00  0.00           H  
HETATM   31  H11 UNL     1       3.902   2.774   0.588  1.00  0.00           H  
CONECT    1    2   21
CONECT    2    3    3   20
CONECT    3    4   22
CONECT    4    5    5   23
CONECT    5    6   19
CONECT    6    7    7   17
CONECT    7    8
CONECT    8    9    9   15
CONECT    9   10   24
CONECT   10   11   12   12
CONECT   11   25
CONECT   12   13   26
CONECT   13   14   15   15
CONECT   14   27
CONECT   15   16
CONECT   16   17   17   28
CONECT   17   18
CONECT   18   29
CONECT   19   20   20   30
CONECT   20   31
END

HMDB0003263
     RDKit          3D
Pelargonidin
 31 33  0  0  0  0  0  0  0  0999 V2000
    5.8848    1.5016   -0.5509 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5450    1.0651   -0.4936 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1565   -0.1183   -1.0578 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8272   -0.5315   -0.9900 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8559    0.1881   -0.3789 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4645   -0.2169   -0.2924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3871    0.6020    0.3490 O   0  0  0  0  0  3  0  0  0  0  0  0
   -1.6490    0.3780    0.5066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4284    1.3045    1.1910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7663    1.0497    1.3484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5884    1.9428    2.0238 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3492   -0.0921    0.8486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5650   -1.0257    0.1593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1432   -2.1464   -0.3299 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2386   -0.7646    0.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4380   -1.6666   -0.6680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0777   -1.3389   -0.7905 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7155   -2.2512   -1.4709 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2805    1.3924    0.1887 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5827    1.8295    0.1400 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4449    1.1750    0.2518 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8955   -0.7319   -1.5593 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6420   -1.4758   -1.4681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9564    2.1968    1.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7010    1.8293    3.0190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4097   -0.3197    0.9592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6979   -2.8775   -0.8302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7776   -2.5793   -1.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4189   -3.1058   -1.8739 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5579    2.0134    0.6901 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9018    2.7739    0.5884 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
  5 19  1  0
 19 20  2  0
 20  2  1  0
 17  6  1  0
 15  8  1  0
  1 21  1  0
  3 22  1  0
  4 23  1  0
  9 24  1  0
 11 25  1  0
 12 26  1  0
 14 27  1  0
 16 28  1  0
 18 29  1  0
 19 30  1  0
 20 31  1  0
M  CHG  1   7   1
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-1-benzopyrylium	ChEBI
3,5,7-Trihydroxy-2-(4-hydroxyphenyl)benzopyrylium chloride	Kegg
3,4',5,7-Tetrahydroxyflavylium chloride	Kegg
Pelargonidin chloride	Kegg
Pelargonidol chloride	Kegg
Pelargonidine	MeSH
3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-1-benzopyrylium chloride	MeSH
Pelargonidin	HMDB
Pelarogonidin	HMDB

Chemical Formula

C₁₅H₁₁O₅

Average Molecular Weight

271.2448

Monoisotopic Molecular Weight

271.060648462

IUPAC Name

3,5,7-trihydroxy-2-(4-hydroxyphenyl)-2H-chromen-2-ylium

Traditional Name

3,5,7-trihydroxy-2-(4-hydroxyphenyl)-2H-chromen-2-ylium

CAS Registry Number

7690-51-9

SMILES

OC1=CC=C(C=C1)C1=[O+]C2=CC(O)=CC(O)=C2C=C1O

InChI Identifier

InChI=1S/C15H10O5/c16-9-3-1-8(2-4-9)15-13(19)7-11-12(18)5-10(17)6-14(11)20-15/h1-7H,(H3-,16,17,18,19)/p+1

InChI Key

XVFMGWDSJLBXDZ-UHFFFAOYSA-O

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 7-hydroxyflavonoids. These are flavonoids that bear one hydroxyl group at the C-7 position of the flavonoid skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Hydroxyflavonoids

Direct Parent

7-hydroxyflavonoids

Alternative Parents

Substituents

3-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Anthocyanidin
1-benzopyran
Benzopyran
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Monocyclic benzene moiety
Heteroaromatic compound
Oxacycle
Organoheterocyclic compound
Polyol
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Organic cation
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

anthocyanidin cation (CHEBI:25863 )
Anthocyanidins (C05904 )
Anthocyanidins and anthocyanins (C05904 )
Anthocyanidins (LMPK12010003 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0003263)

Biofluid or Excreta

Non-excretory biofluid

Blood (HMDB: HMDB0003263)

Excreta

Urine (PMID: 18211024)

Source

Endogenous

Endogenous (HMDB: HMDB0003263)

Plant

Plant (HMDB: HMDB0003263)

Lettuce (FooDB: FOOD00095)
Swiss chard (FooDB: FOOD00237)
Garden cress (FooDB: FOOD00099)
Endive (FooDB: FOOD00048)
Spinach (FooDB: FOOD00178)
Common beet (FooDB: FOOD00025)
Garland chrysanthemum (FooDB: FOOD00333)
Jute (FooDB: FOOD00389)
Lambsquarters (FooDB: FOOD00394)
New Zealand spinach (FooDB: FOOD00415)
Swamp cabbage (FooDB: FOOD00091)
Rocket salad (ssp.) (FooDB: FOOD00077)
Yautia (FooDB: FOOD00510)
Romaine lettuce (FooDB: FOOD00888)
Rocket salad (FooDB: FOOD00244)
Chicory leaves (FooDB: FOOD00250)
Corn salad (FooDB: FOOD00340)
Malabar spinach (FooDB: FOOD00404)
Ostrich fern (FooDB: FOOD00556)
Green vegetables (FooDB: FOOD00872)
Iceberg lettuce (FooDB: FOOD00973)
Pea shoots (FooDB: FOOD00975)
Yau choy (FooDB: FOOD00976)
Water spinach (FooDB: FOOD00977)

Fruit vegetable

Groundcherry (FooDB: FOOD00371)
Olive (FooDB: FOOD00121)
Pepper (FooDB: FOOD00040)
Garden tomato (FooDB: FOOD00171)
Mexican groundcherry (FooDB: FOOD00491)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Garden tomato (var.) (FooDB: FOOD00173)
Cherry tomato (FooDB: FOOD00172)
Pepper (C. baccatum) (FooDB: FOOD00231)
Pepper (C. chinense) (FooDB: FOOD00232)
Pepper (Capsicum) (FooDB: FOOD00233)
Pepper (C. frutescens) (FooDB: FOOD00428)
Pepper (C. pubescens) (FooDB: FOOD00849)
Orange bell pepper (FooDB: FOOD00879)
Avocado (FooDB: FOOD00130)
Eggplant (FooDB: FOOD00174)
Jalapeno pepper (FooDB: FOOD00955)
Cubanelle pepper (FooDB: FOOD00971)

Mushroom

Tuber

Onion-family vegetable

Leek (FooDB: FOOD00007)
Allium (FooDB: FOOD00005)
Wild leek (FooDB: FOOD00396)
Shallot (FooDB: FOOD00243)
Garden onion (FooDB: FOOD00006)
Garden onion (var.) (FooDB: FOOD00226)
Onion-family vegetables (FooDB: FOOD00855)
Red onion (FooDB: FOOD00962)
Green onion (FooDB: FOOD00963)

Other vegetable

Okra (FooDB: FOOD00420)
Horseradish tree (FooDB: FOOD00379)
Sacred lotus (FooDB: FOOD00402)
Tree fern (FooDB: FOOD00797)
Chinese water chestnut (FooDB: FOOD00332)
Nopal (FooDB: FOOD00416)
Carob (FooDB: FOOD00321)
Agave (FooDB: FOOD00563)
Narrowleaf cattail (FooDB: FOOD00564)
Giant butterbur (FooDB: FOOD00314)
Sesbania flower (FooDB: FOOD00469)
Heart of palm (FooDB: FOOD00718)

Stalk vegetable

Shoot vegetable

Brassica

Brassicas (FooDB: FOOD00857)

Gentiana lutea (FooDB: FOOD00894)
Castanospermum australe (FooDB: FOOD00893)
Albizia gummifera (FooDB: FOOD00896)
Juniperus communis (FooDB: FOOD00895)

Cereal and cereal product

Cereal

Cereal product

Dough

Sourdough (FooDB: FOOD00275)

Cereals and cereal products (FooDB: FOOD00858)

Leavened bread

Flat bread

Other bread

Potato bread (FooDB: FOOD00811)
Other bread (FooDB: FOOD00269)

Sweet bread

Raisin bread (FooDB: FOOD00817)

Fruit

Berry

Bilberry (FooDB: FOOD00193)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Gooseberry (FooDB: FOOD00157)
Grape (FooDB: FOOD00369)
Elderberry (FooDB: FOOD00358)
Lingonberry (FooDB: FOOD00194)
Loganberry (FooDB: FOOD00400)
Strawberry (FooDB: FOOD00083)
Boysenberry (FooDB: FOOD00542)
American cranberry (FooDB: FOOD00192)
Common grape (FooDB: FOOD00204)
Strawberry guava (FooDB: FOOD00482)
Black mulberry (FooDB: FOOD00117)
Red raspberry (FooDB: FOOD00162)
Muscadine grape (FooDB: FOOD00203)
Salmonberry (FooDB: FOOD00456)
Alaska blueberry (FooDB: FOOD00380)
Sea-buckthornberry (FooDB: FOOD00087)
Black elderberry (FooDB: FOOD00166)
Black crowberry (FooDB: FOOD00075)
Black huckleberry (FooDB: FOOD00084)
Mulberry (FooDB: FOOD00116)
Black chokeberry (FooDB: FOOD00136)
Cloudberry (FooDB: FOOD00161)
Black raspberry (FooDB: FOOD00163)
Rowanberry (FooDB: FOOD00176)
Lowbush blueberry (FooDB: FOOD00189)
Sparkleberry (FooDB: FOOD00190)
Highbush blueberry (FooDB: FOOD00191)
Bayberry (FooDB: FOOD00209)
Arctic blackberry (FooDB: FOOD00207)
Canada blueberry (FooDB: FOOD00211)
Elliott's blueberry (FooDB: FOOD00210)
Bog bilberry (FooDB: FOOD00212)
Buffalo currant (FooDB: FOOD00213)
Cascade huckleberry (FooDB: FOOD00220)
European cranberry (FooDB: FOOD00217)
Deerberry (FooDB: FOOD00218)
Oval-leaf huckleberry (FooDB: FOOD00221)
Evergreen huckleberry (FooDB: FOOD00222)
Red huckleberry (FooDB: FOOD00223)
Summer grape (FooDB: FOOD00227)
Fox grape (FooDB: FOOD00228)
Half-highbush blueberry (FooDB: FOOD00248)
Jostaberry (FooDB: FOOD00257)
Sweet rowanberry (FooDB: FOOD00265)
Skunk currant (FooDB: FOOD00267)
Squashberry (FooDB: FOOD00344)
Ohelo berry (FooDB: FOOD00419)
Chinese bayberry (FooDB: FOOD00852)
Saskatoon berry (FooDB: FOOD00884)
Nanking cherry (FooDB: FOOD00885)
Rabbiteye blueberry (FooDB: FOOD00898)
Blackberry (FooDB: FOOD00906)
Partridge berry (FooDB: FOOD00931)
Green grape (FooDB: FOOD00964)
Red grape (FooDB: FOOD00965)
Black plum (FooDB: FOOD00966)
Black raisin (FooDB: FOOD00968)
Chinese plum (FooDB: FOOD00978)
Green plum (FooDB: FOOD00979)
Wampee (FooDB: FOOD00980)
Goji (FooDB: FOOD00982)
Monk fruit (FooDB: FOOD00983)
Hawthorn (FooDB: FOOD00985)
Lantern fruit (FooDB: FOOD00986)
Cape gooseberry (FooDB: FOOD00988)

Tropical fruit

Drupe

Prunus (Cherry, Plum) (FooDB: FOOD00143)
Nectarine (FooDB: FOOD00229)
Peach (FooDB: FOOD00149)
European plum (FooDB: FOOD00147)
Sour cherry (FooDB: FOOD00146)
Sweet cherry (FooDB: FOOD00145)
Common chokecherry (FooDB: FOOD00562)
Peach (var.) (FooDB: FOOD00230)
Apricot (FooDB: FOOD00144)

Pome

Citrus

Grapefruit (FooDB: FOOD00256)
Lemon (FooDB: FOOD00054)
Lime (FooDB: FOOD00053)
Sweet orange (FooDB: FOOD00057)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Persian lime (FooDB: FOOD00543)
Pummelo (FooDB: FOOD00055)
Grapefruit/Pummelo hybrid (FooDB: FOOD00255)
Citrus (FooDB: FOOD00859)
Sour orange (FooDB: FOOD00918)
Clementine (FooDB: FOOD00959)
Mikan (FooDB: FOOD00932)

Other fruit

Date (FooDB: FOOD00135)
Fig (FooDB: FOOD00081)
Jujube (FooDB: FOOD00388)

Fruits (FooDB: FOOD00871)

Nut

Brazil nut (FooDB: FOOD00024)
Cashew nut (FooDB: FOOD00011)
Chestnut (FooDB: FOOD00045)
Peanut (FooDB: FOOD00016)
Hazelnut (FooDB: FOOD00376)
Pecan nut (FooDB: FOOD00044)
Pine nut (FooDB: FOOD00138)
Pistachio (FooDB: FOOD00140)
Walnut (FooDB: FOOD00608)
Hickory nut (FooDB: FOOD00377)
Acorn (FooDB: FOOD00282)
Butternut (FooDB: FOOD00316)
Beech nut (FooDB: FOOD00299)
Chinese chestnut (FooDB: FOOD00331)
European chestnut (FooDB: FOOD00363)
Macadamia nut (FooDB: FOOD00525)
Colorado pinyon (FooDB: FOOD00433)
Pili nut (FooDB: FOOD00432)
Mixed nuts (FooDB: FOOD00771)
Black walnut (FooDB: FOOD00093)
Japanese chestnut (FooDB: FOOD00385)
Common walnut (FooDB: FOOD00094)
Common hazelnut (FooDB: FOOD00062)
Macadamia nut (M. tetraphylla) (FooDB: FOOD00225)
Japanese walnut (FooDB: FOOD00240)
Nuts (FooDB: FOOD00869)
Almond (FooDB: FOOD00148)

Abalone (FooDB: FOOD00279)
Conch (FooDB: FOOD00611)

Herbs and Spices (FooDB: FOOD00866)

Herb and spice mixture

Curry powder (FooDB: FOOD00678)

Gourd

Chayote (FooDB: FOOD00325)
Cucumber (FooDB: FOOD00065)
Muskmelon (FooDB: FOOD00064)
Cucurbita (FooDB: FOOD00066)
Watermelon (FooDB: FOOD00052)
Bitter gourd (FooDB: FOOD00115)
Towel gourd (FooDB: FOOD00492)
Calabash (FooDB: FOOD00318)
Winter squash (FooDB: FOOD00283)
Butternut squash (FooDB: FOOD00317)
Wax gourd (FooDB: FOOD00499)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Japanese pumpkin (FooDB: FOOD00886)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)
Tinda (FooDB: FOOD00559)
Horned melon (FooDB: FOOD00761)
Acorn squash (FooDB: FOOD00972)
Cantaloupe melon (FooDB: FOOD00984)

Pulse

Lentil

Lentils (FooDB: FOOD00098)

Pea

Bean

Other pulse

White lupine (FooDB: FOOD00403)
Lupine (FooDB: FOOD00104)

Pulses (FooDB: FOOD00867)
Green lentil (FooDB: FOOD00970)

Tea

Herbal tea

Greenthread tea (FooDB: FOOD00820)
Hibiscus tea (FooDB: FOOD00723)

Soy

Soy product

Soy bean (FooDB: FOOD00085)

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Coffee and coffee product

Coffee

Arabica coffee (FooDB: FOOD00059)
Robusta coffee (FooDB: FOOD00060)

Dish

Other dish

Taco shell (FooDB: FOOD00991)
Tostada shell (FooDB: FOOD00992)

Baking good

Wrapper

Wonton wrapper (FooDB: FOOD00818)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Flavonoid Biosynthesis (PathBank: SMP0012021)

Role

Biological role

Indirect biological role

antioxidant (HMDB: HMDB0003263)

Industrial application

Manufacturing industry

Material processing agent

Coloring agent

Fluorescent agent

antiviral agent (HMDB: HMDB0003263)

Agriculture

Pesticide

Insecticide

pesticide (HMDB: HMDB0003263)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	> 350 °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	0.031 g/L	ALOGPS
logP	2.94	ALOGPS
logP	-0.5	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	6.51	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	94.06 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	72.18 m³·mol⁻¹	ChemAxon
Polarizability	27.16 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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]+	163.458	31661259
DarkChem	[M-H]-	164.178	31661259
DeepCCS	[M+H]+	158.37	30932474
DeepCCS	[M-H]-	156.012	30932474
DeepCCS	[M-2H]-	189.668	30932474
DeepCCS	[M+Na]+	164.938	30932474
AllCCS	[M+H]+	161.6	32859911
AllCCS	[M+H-H2O]+	157.7	32859911
AllCCS	[M+NH4]+	165.2	32859911
AllCCS	[M+Na]+	166.3	32859911
AllCCS	[M-H]-	162.3	32859911
AllCCS	[M+Na-2H]-	161.6	32859911
AllCCS	[M+HCOO]-	161.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Pelargonidin	OC1=CC=C(C=C1)C1=[O+]C2=CC(O)=CC(O)=C2C=C1O	5214.3	Standard polar	33892256
Pelargonidin	OC1=CC=C(C=C1)C1=[O+]C2=CC(O)=CC(O)=C2C=C1O	2986.2	Standard non polar	33892256
Pelargonidin	OC1=CC=C(C=C1)C1=[O+]C2=CC(O)=CC(O)=C2C=C1O	3007.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Pelargonidin,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O)C=C1	3014.6	Semi standard non polar	33892256
Pelargonidin,1TMS,isomer #2	C[Si](C)(C)OC1=CC(O)=C2C=C(O)C(C3=CC=C(O)C=C3)=[O+]C2=C1	3004.6	Semi standard non polar	33892256
Pelargonidin,1TMS,isomer #3	C[Si](C)(C)OC1=CC(O)=CC2=[O+]C(C3=CC=C(O)C=C3)=C(O)C=C12	2983.7	Semi standard non polar	33892256
Pelargonidin,1TMS,isomer #4	C[Si](C)(C)OC1=CC2=C(O)C=C(O)C=C2[O+]=C1C1=CC=C(O)C=C1	2992.5	Semi standard non polar	33892256
Pelargonidin,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C2=[O+]C3=CC(O[Si](C)(C)C)=CC(O)=C3C=C2O)C=C1	2940.0	Semi standard non polar	33892256
Pelargonidin,2TMS,isomer #2	C[Si](C)(C)OC1=CC=C(C2=[O+]C3=CC(O)=CC(O[Si](C)(C)C)=C3C=C2O)C=C1	2945.3	Semi standard non polar	33892256
Pelargonidin,2TMS,isomer #3	C[Si](C)(C)OC1=CC=C(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[Si](C)(C)C)C=C1	3028.8	Semi standard non polar	33892256
Pelargonidin,2TMS,isomer #4	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C=C(O)C(C3=CC=C(O)C=C3)=[O+]C2=C1	2974.8	Semi standard non polar	33892256
Pelargonidin,2TMS,isomer #5	C[Si](C)(C)OC1=CC(O)=C2C=C(O[Si](C)(C)C)C(C3=CC=C(O)C=C3)=[O+]C2=C1	3011.2	Semi standard non polar	33892256
Pelargonidin,2TMS,isomer #6	C[Si](C)(C)OC1=CC2=C(O[Si](C)(C)C)C=C(O)C=C2[O+]=C1C1=CC=C(O)C=C1	2997.3	Semi standard non polar	33892256
Pelargonidin,3TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C2=[O+]C3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C=C2O)C=C1	2864.3	Semi standard non polar	33892256
Pelargonidin,3TMS,isomer #2	C[Si](C)(C)OC1=CC=C(C2=[O+]C3=CC(O[Si](C)(C)C)=CC(O)=C3C=C2O[Si](C)(C)C)C=C1	2891.3	Semi standard non polar	33892256
Pelargonidin,3TMS,isomer #3	C[Si](C)(C)OC1=CC=C(C2=[O+]C3=CC(O)=CC(O[Si](C)(C)C)=C3C=C2O[Si](C)(C)C)C=C1	2890.5	Semi standard non polar	33892256
Pelargonidin,3TMS,isomer #4	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C=C(O[Si](C)(C)C)C(C3=CC=C(O)C=C3)=[O+]C2=C1	2928.6	Semi standard non polar	33892256
Pelargonidin,4TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C2=[O+]C3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C=C2O[Si](C)(C)C)C=C1	2925.7	Semi standard non polar	33892256
Pelargonidin,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O)C=C1	3293.3	Semi standard non polar	33892256
Pelargonidin,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C=C(O)C(C3=CC=C(O)C=C3)=[O+]C2=C1	3279.6	Semi standard non polar	33892256
Pelargonidin,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=[O+]C(C3=CC=C(O)C=C3)=C(O)C=C12	3254.7	Semi standard non polar	33892256
Pelargonidin,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC2=C(O)C=C(O)C=C2[O+]=C1C1=CC=C(O)C=C1	3289.3	Semi standard non polar	33892256
Pelargonidin,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=[O+]C3=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C3C=C2O)C=C1	3531.5	Semi standard non polar	33892256
Pelargonidin,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=[O+]C3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C=C2O)C=C1	3539.9	Semi standard non polar	33892256
Pelargonidin,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[Si](C)(C)C(C)(C)C)C=C1	3596.6	Semi standard non polar	33892256
Pelargonidin,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC(O[Si](C)(C)C(C)(C)C)=C2C=C(O)C(C3=CC=C(O)C=C3)=[O+]C2=C1	3548.1	Semi standard non polar	33892256
Pelargonidin,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C=C(O[Si](C)(C)C(C)(C)C)C(C3=CC=C(O)C=C3)=[O+]C2=C1	3593.7	Semi standard non polar	33892256
Pelargonidin,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC2=C(O[Si](C)(C)C(C)(C)C)C=C(O)C=C2[O+]=C1C1=CC=C(O)C=C1	3587.1	Semi standard non polar	33892256
Pelargonidin,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=[O+]C3=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C=C2O)C=C1	3681.4	Semi standard non polar	33892256
Pelargonidin,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=[O+]C3=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C3C=C2O[Si](C)(C)C(C)(C)C)C=C1	3716.8	Semi standard non polar	33892256
Pelargonidin,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=[O+]C3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C=C2O[Si](C)(C)C(C)(C)C)C=C1	3709.5	Semi standard non polar	33892256
Pelargonidin,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC(O[Si](C)(C)C(C)(C)C)=C2C=C(O[Si](C)(C)C(C)(C)C)C(C3=CC=C(O)C=C3)=[O+]C2=C1	3709.1	Semi standard non polar	33892256
Pelargonidin,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=[O+]C3=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C=C2O[Si](C)(C)C(C)(C)C)C=C1	3843.6	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 - Pelargonidin GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dl-0590000000-433152a67ceebfb4760d	2017-07-27	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pelargonidin GC-MS ( TMS) - 70eV, Positive	splash10-0076-3311940000-27f659d1235c6ca0641a	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pelargonidin 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 - Pelargonidin QTOF 6V, negative-QTOF	splash10-014i-0090000000-ea3de9aeb3c6302fbfd6	2020-07-21	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pelargonidin QTOF 8V, negative-QTOF	splash10-014i-0190000000-e528f22236457f7bb1f9	2020-07-21	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pelargonidin QTOF 10V, negative-QTOF	splash10-014i-0290000000-32ea61b58eda57ea7d49	2020-07-21	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pelargonidin QTOF 12V, negative-QTOF	splash10-014i-0490000000-a6727c20673446687f98	2020-07-21	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pelargonidin QTOF 15V, negative-QTOF	splash10-014j-0790000000-56b7795234182d226541	2020-07-21	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pelargonidin QTOF 2V, negative-QTOF	splash10-014i-0090000000-9e3ce437f443fde49fd9	2020-07-21	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pelargonidin n/a 18V, negative-QTOF	splash10-002f-0490000000-04d40c2efd76af71ca38	2020-07-21	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pelargonidin n/a 27V, positive-QTOF	splash10-00xr-0190000000-c645c45f57c1bcfb43a4	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pelargonidin QTOF 15V, positive-QTOF	splash10-00di-0090000000-68cd52d520111f5f4bd4	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pelargonidin QTOF 6V, positive-QTOF	splash10-00di-0940000000-f04426014dc542ea58b4	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pelargonidin QTOF 8V, positive-QTOF	splash10-00di-0930000000-3bdc8c841ce0c6332685	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pelargonidin QTOF 10V, positive-QTOF	splash10-00di-0910000000-a635fef1540d29a4b786	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pelargonidin QTOF 12V, positive-QTOF	splash10-00di-0910000000-06fcbbe5e27cc9a2bf8a	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pelargonidin QTOF 15V, positive-QTOF	splash10-00di-0900000000-ae6ce276f7d55aa3e29d	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pelargonidin QTOF 18V, positive-QTOF	splash10-00di-0090000000-db8d9742becb27ed1c15	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pelargonidin QTOF 20V, positive-QTOF	splash10-00di-0090000000-cf39a7e66f947a39bc78	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pelargonidin QTOF 22V, positive-QTOF	splash10-00di-0090000000-e18063391fa2bcaffcd1	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pelargonidin QTOF 25V, positive-QTOF	splash10-00di-0190000000-8f1ff0a9e88a790097c3	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pelargonidin QTOF 27V, positive-QTOF	splash10-00di-0290000000-a33b9fec7b5573ee50c5	2020-07-22	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pelargonidin 10V, Positive-QTOF	splash10-00di-0090000000-05c26eb7b1cc94c37edf	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pelargonidin 20V, Positive-QTOF	splash10-00di-0090000000-524aa4c208e3983d03d5	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pelargonidin 40V, Positive-QTOF	splash10-0j6r-1950000000-41c9c82ef0314d300395	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pelargonidin 10V, Negative-QTOF	splash10-00di-0090000000-1d1e62d6b2ab0749d0a3	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pelargonidin 20V, Negative-QTOF	splash10-00di-0090000000-e4330de55139f36af845	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pelargonidin 40V, Negative-QTOF	splash10-005c-5950000000-ff425361fabac33a2ed4	2017-06-28	Wishart Lab	View Spectrum

NMR Spectra

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

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 18	18645999	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 18	12730413	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 18	18211024	details
Urine	Detected and Quantified	0.002 +/- 0.003 umol/mmol creatinine	Adult (>18 years old)	Not Specified	Normal	18211024	details
Urine	Detected and Quantified	0.0005 +/- 0.0009 umol/mmol creatinine	Adult (>18 years old)	Not Specified	Normal	18211024	details

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

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Pelargonidin

METLIN ID

Not Available

PubChem Compound

440832

PDB ID

Not Available

ChEBI ID

25863

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Willstatter, R.; Zechmeister, L. Syntheses of pelargonidin. Sitzb. kgl. preuss. Akad. (1914), 886-93. CAN 9:5222 AN 1915:5222

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Felgines C, Talavera S, Gonthier MP, Texier O, Scalbert A, Lamaison JL, Remesy C: Strawberry anthocyanins are recovered in urine as glucuro- and sulfoconjugates in humans. J Nutr. 2003 May;133(5):1296-301. [PubMed:12730413 ]
Wu X, Pittman HE 3rd, Prior RL: Pelargonidin is absorbed and metabolized differently than cyanidin after marionberry consumption in pigs. J Nutr. 2004 Oct;134(10):2603-10. [PubMed:15465754 ]
Djoumbou-Feunang Y, Fiamoncini J, Gil-de-la-Fuente A, Greiner R, Manach C, Wishart DS: BioTransformer: a comprehensive computational tool for small molecule metabolism prediction and metabolite identification. J Cheminform. 2019 Jan 5;11(1):2. doi: 10.1186/s13321-018-0324-5. [PubMed:30612223 ]
Djoumbou Feunang, Yannick (2017). Cheminformatics Tools for Enabling Metabolomics, 2017 (PhD thesis). University of Alberta.

Enzymes

Enzyme Details

1. UDP-glucuronosyltransferase 1-1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:: UGT1A1
Uniprot ID:: P22309
Molecular weight:: 59590.91

Reactions

Pelargonidin → (6-carboxy-3,4,5-trihydroxyoxan-2-yl)[4-(3,5,7-trihydroxy-2H-chromen-2-ylidene)cyclohexa-2,5-dien-1-ylidene]oxidanium	details
Pelargonidin → 3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-5,7-dihydroxy-2-(4-hydroxyphenyl)-1λ⁴-chromen-1-ylium	details
Pelargonidin → 7-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-3,5-dihydroxy-2-(4-hydroxyphenyl)-1λ⁴-chromen-1-ylium	details
Pelargonidin → 5-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-3,7-dihydroxy-2-(4-hydroxyphenyl)-1λ⁴-chromen-1-ylium	details

Enzyme Details

2. Sulfotransferase 1A3

General function:: sulfotransferase activity
Specific function:: Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of phenolic monoamines (neurotransmitters such as dopamine, norepinephrine and serotonin) and phenolic and catechol drugs.
Gene Name:: SULT1A3
Uniprot ID:: P0DMM9
Molecular weight:: 34195.96

Reactions

Pelargonidin → [dihydroxy(oxo)-λ⁶-sulfanylidene][4-(3,7-dihydroxy-5-oxo-5H-chromen-2-yl)phenyl]oxidanium	details

Showing metabocard for Pelargonidin (HMDB0003263)

MOL for HMDB0003263 (Pelargonidin)

3D MOL for HMDB0003263 (Pelargonidin)

3D SDF for HMDB0003263 (Pelargonidin)

3D-SDF for HMDB0003263 (Pelargonidin)

PDB for HMDB0003263 (Pelargonidin)

3D PDB for HMDB0003263 (Pelargonidin)

SMILES for HMDB0003263 (Pelargonidin)

INCHI for HMDB0003263 (Pelargonidin)

Structure for HMDB0003263 (Pelargonidin)

3D Structure for HMDB0003263 (Pelargonidin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

Reactions

Reactions