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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 07:16:47 UTC

Update Date

2021-09-26 23:01:38 UTC

HMDB ID

HMDB0250276

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Cirsimaritin

Description

This compound has been identified in human blood as reported by (PMID: 31557052 ). Cirsimaritin is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Cirsimaritin is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0250276
     RDKit          3D
Cirsimaritin
 37 39  0  0  0  0  0  0  0  0999 V2000
   -4.0141    2.2120   -1.5701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0464    0.8695   -1.1912 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9464    0.1408   -0.7941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6734    0.6411   -0.7195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5917   -0.1536   -0.3067 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6053    0.3810   -0.2548 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6940   -0.2506    0.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9952    0.4210    0.1429 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1564   -0.2031    0.5204 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3659    0.5047    0.5247 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4388    1.8305    0.1576 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6421    2.5319    0.1627 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2672    2.4530   -0.2212 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0752    1.7581   -0.2263 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5196   -1.5668    0.4595 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2823   -2.2125    0.4326 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1898   -3.4168    0.7617 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8116   -1.4803    0.0356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0864   -2.0221   -0.0275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3336   -3.2978    0.2956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1260   -1.1689   -0.4498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3871   -1.7417   -0.5017 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1646   -1.6496    0.6979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0511    2.5716   -1.9416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3465    2.8531   -0.7069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8342    2.3495   -2.3348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4902    1.6732   -0.9837 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1531   -1.2402    0.8168 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2806    0.0100    0.8230 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2007    2.5250   -0.6966 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3390    3.4961   -0.5076 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1588    2.2533   -0.5250 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3724   -2.1539    0.7737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7869   -4.0194    0.5958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2010   -0.5757    0.9896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6803   -2.2882    1.4383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1649   -2.0342    0.4460 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  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
  7 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  1  0
 21  3  1  0
 18  5  2  0
 14  8  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  9 28  1  0
 10 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 20 34  1  0
 23 35  1  0
 23 36  1  0
 23 37  1  0
M  END


  Mrv0541 02241221342D          

 23 25  0  0  0  0            999 V2000
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  6  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  2  0  0  0  0
  3 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
  2 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 17 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0250276

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(OC)C(O)=C2C(=O)C=C(OC2=C1)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H14O6/c1-21-14-8-13-15(16(20)17(14)22-2)11(19)7-12(23-13)9-3-5-10(18)6-4-9/h3-8,18,20H,1-2H3

> <INCHI_KEY>
ZIIAJIWLQUVGHB-UHFFFAOYSA-N

> <FORMULA>
C17H14O6

> <MOLECULAR_WEIGHT>
314.2895

> <EXACT_MASS>
314.07903818

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
31.90593230193149

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-hydroxy-2-(4-hydroxyphenyl)-6,7-dimethoxy-4H-chromen-4-one

> <ALOGPS_LOGP>
3.21

> <JCHEM_LOGP>
2.6949119239999995

> <ALOGPS_LOGS>
-3.88

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.279708769909144

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.582236285625799

> <JCHEM_PKA_STRONGEST_BASIC>
-4.368719547142114

> <JCHEM_POLAR_SURFACE_AREA>
85.22000000000001

> <JCHEM_REFRACTIVITY>
83.85940000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.18e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cirsimaritin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0250276
     RDKit          3D
Cirsimaritin
 37 39  0  0  0  0  0  0  0  0999 V2000
   -4.0141    2.2120   -1.5701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0464    0.8695   -1.1912 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9464    0.1408   -0.7941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6734    0.6411   -0.7195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5917   -0.1536   -0.3067 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6053    0.3810   -0.2548 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6940   -0.2506    0.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9952    0.4210    0.1429 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1564   -0.2031    0.5204 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3659    0.5047    0.5247 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4388    1.8305    0.1576 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6421    2.5319    0.1627 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2672    2.4530   -0.2212 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0752    1.7581   -0.2263 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5196   -1.5668    0.4595 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2823   -2.2125    0.4326 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1898   -3.4168    0.7617 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8116   -1.4803    0.0356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0864   -2.0221   -0.0275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3336   -3.2978    0.2956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1260   -1.1689   -0.4498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3871   -1.7417   -0.5017 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1646   -1.6496    0.6979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0511    2.5716   -1.9416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3465    2.8531   -0.7069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8342    2.3495   -2.3348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4902    1.6732   -0.9837 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1531   -1.2402    0.8168 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2806    0.0100    0.8230 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2007    2.5250   -0.6966 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3390    3.4961   -0.5076 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1588    2.2533   -0.5250 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3724   -2.1539    0.7737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7869   -4.0194    0.5958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2010   -0.5757    0.9896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6803   -2.2882    1.4383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1649   -2.0342    0.4460 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  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
  7 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  1  0
 21  3  1  0
 18  5  2  0
 14  8  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  9 28  1  0
 10 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 20 34  1  0
 23 35  1  0
 23 36  1  0
 23 37  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  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       8.002   0.000   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   16                                                  
CONECT    3    2    4   13                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9    6   10   12                                                  
CONECT   10    9   11                                                       
CONECT   11   10                                                            
CONECT   12    9   13                                                       
CONECT   13   12    3   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15    2                                                       
CONECT   17   15   18   23                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   17                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0250276
HETATM    1  C1  UNL     1      -4.014   2.212  -1.570  1.00  0.00           C  
HETATM    2  O1  UNL     1      -4.046   0.869  -1.191  1.00  0.00           O  
HETATM    3  C2  UNL     1      -2.946   0.141  -0.794  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.673   0.641  -0.719  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.592  -0.154  -0.307  1.00  0.00           C  
HETATM    6  O2  UNL     1       0.605   0.381  -0.255  1.00  0.00           O  
HETATM    7  C5  UNL     1       1.694  -0.251   0.112  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.995   0.421   0.143  1.00  0.00           C  
HETATM    9  C7  UNL     1       4.156  -0.203   0.520  1.00  0.00           C  
HETATM   10  C8  UNL     1       5.366   0.505   0.525  1.00  0.00           C  
HETATM   11  C9  UNL     1       5.439   1.831   0.158  1.00  0.00           C  
HETATM   12  O3  UNL     1       6.642   2.532   0.163  1.00  0.00           O  
HETATM   13  C10 UNL     1       4.267   2.453  -0.221  1.00  0.00           C  
HETATM   14  C11 UNL     1       3.075   1.758  -0.226  1.00  0.00           C  
HETATM   15  C12 UNL     1       1.520  -1.567   0.460  1.00  0.00           C  
HETATM   16  C13 UNL     1       0.282  -2.213   0.433  1.00  0.00           C  
HETATM   17  O4  UNL     1       0.190  -3.417   0.762  1.00  0.00           O  
HETATM   18  C14 UNL     1      -0.812  -1.480   0.036  1.00  0.00           C  
HETATM   19  C15 UNL     1      -2.086  -2.022  -0.027  1.00  0.00           C  
HETATM   20  O5  UNL     1      -2.334  -3.298   0.296  1.00  0.00           O  
HETATM   21  C16 UNL     1      -3.126  -1.169  -0.450  1.00  0.00           C  
HETATM   22  O6  UNL     1      -4.387  -1.742  -0.502  1.00  0.00           O  
HETATM   23  C17 UNL     1      -5.165  -1.650   0.698  1.00  0.00           C  
HETATM   24  H1  UNL     1      -3.051   2.572  -1.942  1.00  0.00           H  
HETATM   25  H2  UNL     1      -4.346   2.853  -0.707  1.00  0.00           H  
HETATM   26  H3  UNL     1      -4.834   2.349  -2.335  1.00  0.00           H  
HETATM   27  H4  UNL     1      -1.490   1.673  -0.984  1.00  0.00           H  
HETATM   28  H5  UNL     1       4.153  -1.240   0.817  1.00  0.00           H  
HETATM   29  H6  UNL     1       6.281   0.010   0.823  1.00  0.00           H  
HETATM   30  H7  UNL     1       7.201   2.525  -0.697  1.00  0.00           H  
HETATM   31  H8  UNL     1       4.339   3.496  -0.508  1.00  0.00           H  
HETATM   32  H9  UNL     1       2.159   2.253  -0.525  1.00  0.00           H  
HETATM   33  H10 UNL     1       2.372  -2.154   0.774  1.00  0.00           H  
HETATM   34  H11 UNL     1      -1.787  -4.019   0.596  1.00  0.00           H  
HETATM   35  H12 UNL     1      -5.201  -0.576   0.990  1.00  0.00           H  
HETATM   36  H13 UNL     1      -4.680  -2.288   1.438  1.00  0.00           H  
HETATM   37  H14 UNL     1      -6.165  -2.034   0.446  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3
CONECT    3    4    4   21
CONECT    4    5   27
CONECT    5    6   18   18
CONECT    6    7
CONECT    7    8   15   15
CONECT    8    9    9   14
CONECT    9   10   28
CONECT   10   11   11   29
CONECT   11   12   13
CONECT   12   30
CONECT   13   14   14   31
CONECT   14   32
CONECT   15   16   33
CONECT   16   17   17   18
CONECT   18   19
CONECT   19   20   21   21
CONECT   20   34
CONECT   21   22
CONECT   22   23
CONECT   23   35   36   37
END

HMDB0250276
     RDKit          3D
Cirsimaritin
 37 39  0  0  0  0  0  0  0  0999 V2000
   -4.0141    2.2120   -1.5701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0464    0.8695   -1.1912 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9464    0.1408   -0.7941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6734    0.6411   -0.7195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5917   -0.1536   -0.3067 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6053    0.3810   -0.2548 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6940   -0.2506    0.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9952    0.4210    0.1429 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1564   -0.2031    0.5204 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3659    0.5047    0.5247 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4388    1.8305    0.1576 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6421    2.5319    0.1627 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2672    2.4530   -0.2212 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0752    1.7581   -0.2263 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5196   -1.5668    0.4595 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2823   -2.2125    0.4326 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1898   -3.4168    0.7617 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8116   -1.4803    0.0356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0864   -2.0221   -0.0275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3336   -3.2978    0.2956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1260   -1.1689   -0.4498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3871   -1.7417   -0.5017 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1646   -1.6496    0.6979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0511    2.5716   -1.9416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3465    2.8531   -0.7069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8342    2.3495   -2.3348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4902    1.6732   -0.9837 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1531   -1.2402    0.8168 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2806    0.0100    0.8230 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2007    2.5250   -0.6966 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3390    3.4961   -0.5076 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1588    2.2533   -0.5250 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3724   -2.1539    0.7737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7869   -4.0194    0.5958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2010   -0.5757    0.9896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6803   -2.2882    1.4383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1649   -2.0342    0.4460 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  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
  7 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  1  0
 21  3  1  0
 18  5  2  0
 14  8  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  9 28  1  0
 10 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 20 34  1  0
 23 35  1  0
 23 36  1  0
 23 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4',5-Dihydroxy-6,7-dimethoxyflavone	ChEBI
7-Methylcapillarisin	ChEBI
Scrophulein	ChEBI
Cirsimaritin	KEGG
4',5-Dihydroxy-6,7-dimethoxy-flavone	MeSH
Skrofulein	MeSH

Chemical Formula

C₁₇H₁₄O₆

Average Molecular Weight

314.2895

Monoisotopic Molecular Weight

314.07903818

IUPAC Name

5-hydroxy-2-(4-hydroxyphenyl)-6,7-dimethoxy-4H-chromen-4-one

Traditional Name

cirsimaritin

CAS Registry Number

Not Available

SMILES

COC1=C(OC)C(O)=C2C(=O)C=C(OC2=C1)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C17H14O6/c1-21-14-8-13-15(16(20)17(14)22-2)11(19)7-12(23-13)9-3-5-10(18)6-4-9/h3-8,18,20H,1-2H3

InChI Key

ZIIAJIWLQUVGHB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 7-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

7-O-methylated flavonoids

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

dihydroxyflavone (CHEBI:81337 )
dimethoxyflavone (CHEBI:81337 )
Flavones and Flavonols (C17785 )
Flavones and Flavonols (LMPK12111163 )

Ontology

Not Available

Rosemary (FooDB: FOOD00159)
Common sage (FooDB: FOOD00165)

Process

Not Available

Role

Not Available

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
logP	3.21	ALOGPS
logP	2.69	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	8.58	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	85.22 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	83.86 m³·mol⁻¹	ChemAxon
Polarizability	31.91 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
DeepCCS	[M+H]+	174.722	30932474
DeepCCS	[M-H]-	172.364	30932474
DeepCCS	[M-2H]-	206.514	30932474
DeepCCS	[M+Na]+	181.954	30932474
AllCCS	[M+H]+	172.6	32859911
AllCCS	[M+H-H2O]+	169.0	32859911
AllCCS	[M+NH4]+	175.9	32859911
AllCCS	[M+Na]+	176.9	32859911
AllCCS	[M-H]-	174.0	32859911
AllCCS	[M+Na-2H]-	173.4	32859911
AllCCS	[M+HCOO]-	172.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cirsimaritin	COC1=C(OC)C(O)=C2C(=O)C=C(OC2=C1)C1=CC=C(O)C=C1	4639.9	Standard polar	33892256
Cirsimaritin	COC1=C(OC)C(O)=C2C(=O)C=C(OC2=C1)C1=CC=C(O)C=C1	3118.0	Standard non polar	33892256
Cirsimaritin	COC1=C(OC)C(O)=C2C(=O)C=C(OC2=C1)C1=CC=C(O)C=C1	3307.0	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 - Cirsimaritin GC-MS (Non-derivatized) - 70eV, Positive	splash10-001s-0591000000-e92c09c167cfa2ef2cfe	2017-07-27	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cirsimaritin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cirsimaritin GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cirsimaritin GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cirsimaritin GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cirsimaritin GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cirsimaritin GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cirsimaritin GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cirsimaritin 10V, Negative-QTOF	splash10-03di-0059000000-f1dde0031b2a78c83a79	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cirsimaritin 20V, Negative-QTOF	splash10-001j-0090000000-5b5f88dc83d372ecb683	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cirsimaritin 40V, Negative-QTOF	splash10-02u0-1930000000-4cd8ace4861a5338df6c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cirsimaritin 40V, Positive-QTOF	splash10-0zg0-0950000000-6064777e5cd3c59710e2	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cirsimaritin 20V, Positive-QTOF	splash10-014i-0049000000-21e1793224fd178452b8	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cirsimaritin 10V, Positive-QTOF	splash10-014i-0009000000-2ba966f5b116ee95a95c	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cirsimaritin 10V, Negative-QTOF	splash10-03di-0009000000-fd9e5ad3f22beb3e5477	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cirsimaritin 20V, Negative-QTOF	splash10-03di-0039000000-c22b90cc5de6c65d43a6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cirsimaritin 40V, Negative-QTOF	splash10-014i-2790000000-487278bfed0ce6d9c2b2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cirsimaritin 10V, Negative-QTOF	splash10-03di-0009000000-37aa871ad4ede2969f52	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cirsimaritin 20V, Negative-QTOF	splash10-03ka-0097000000-14d65b8127a3c15885fb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cirsimaritin 10V, Positive-QTOF	splash10-014i-0009000000-ed71c0123432b938c36b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cirsimaritin 20V, Positive-QTOF	splash10-014i-0029000000-362731b3dfab4a4f7f42	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cirsimaritin 40V, Positive-QTOF	splash10-0671-2690000000-dfb042072e2f781e183d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cirsimaritin 10V, Positive-QTOF	splash10-014i-0009000000-2ba875095a8aafa31ef7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cirsimaritin 20V, Positive-QTOF	splash10-014i-0009000000-edb8a308e20d187ae6dd	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cirsimaritin 40V, Positive-QTOF	splash10-00di-0291000000-ffacf3167c41ac9cf092	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	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

Not Available

FooDB ID

FDB001537

KNApSAcK ID

C00003837

Chemspider ID

Not Available

KEGG Compound ID

C17785

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

188323

PDB ID

Not Available

ChEBI ID

81337

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Cirsimaritin (HMDB0250276)

MOL for HMDB0250276 (Cirsimaritin)

3D MOL for HMDB0250276 (Cirsimaritin)

3D SDF for HMDB0250276 (Cirsimaritin)

3D-SDF for HMDB0250276 (Cirsimaritin)

PDB for HMDB0250276 (Cirsimaritin)

3D PDB for HMDB0250276 (Cirsimaritin)

SMILES for HMDB0250276 (Cirsimaritin)

INCHI for HMDB0250276 (Cirsimaritin)

Structure for HMDB0250276 (Cirsimaritin)

3D Structure for HMDB0250276 (Cirsimaritin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra