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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1) Show 1 protein XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:16:25 UTC

Update Date

2022-03-07 02:53:45 UTC

HMDB ID

HMDB0033536

Secondary Accession Numbers

HMDB33536

Metabolite Identification

Common Name

Honyucitrin

Description

Honyucitrin belongs to the class of organic compounds known as 3'-prenylated flavones. These are flavones that features a C5-isoprenoid substituent at the 3'-position. Thus, honyucitrin is considered to be a flavonoid. Honyucitrin has been detected, but not quantified in, citrus and pummelos (Citrus maxima). This could make honyucitrin a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Honyucitrin.

Structure

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


  Mrv0541 05061307102D          

 30 32  0  0  0  0            999 V2000
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    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
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    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
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
 14  1  1  0  0  0  0
 14  2  1  0  0  0  0
 14  5  2  0  0  0  0
 15  3  1  0  0  0  0
 15  4  1  0  0  0  0
 15  6  2  0  0  0  0
 16  7  1  0  0  0  0
 16  9  1  0  0  0  0
 17  8  1  0  0  0  0
 17 10  2  0  0  0  0
 18  9  2  0  0  0  0
 18 10  1  0  0  0  0
 19 11  2  0  0  0  0
 19 12  1  0  0  0  0
 20 11  1  0  0  0  0
 21 13  1  0  0  0  0
 22 13  2  0  0  0  0
 22 18  1  0  0  0  0
 23 12  2  0  0  0  0
 24 20  2  0  0  0  0
 24 21  1  0  0  0  0
 24 23  1  0  0  0  0
 25 16  2  0  0  0  0
 25 17  1  0  0  0  0
 26 19  1  0  0  0  0
 27 20  1  0  0  0  0
 28 21  2  0  0  0  0
 29 25  1  0  0  0  0
 30 22  1  0  0  0  0
 30 23  1  0  0  0  0
M  END

HMDB0033536
     RDKit          3D
Honyucitrin
 56 58  0  0  0  0  0  0  0  0999 V2000
    1.6329    4.2348    0.7862 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6108    3.4400    0.0137 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3411    4.0610   -1.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8341    2.1914    0.3239 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0969    1.5812    1.4584 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2788    0.4303    1.0511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0761    0.5821    0.9361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8530   -0.5142    0.5468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3100   -0.3282    0.4291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0702   -1.4006    0.0470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4497   -1.2325   -0.0665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2053   -2.1798   -0.4136 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9561    0.0094    0.2156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2959    0.2160    0.1173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1045   -0.8656   -0.2730 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8352    1.4508    0.3934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0334    2.5084    0.7763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6071    3.7459    1.0496 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6808    2.2855    0.8716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1192    1.0413    0.5954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8327    0.8496    0.6917 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2239   -1.7000    0.2952 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1717   -1.8415    0.4175 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8051   -3.1514    0.1202 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4613   -3.2154   -1.1977 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6728   -3.6270   -1.4521 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5876   -4.1084   -0.4065 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1834   -3.6223   -2.8503 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9362   -0.7741    0.7980 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3193   -0.8060    0.9504 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9803    4.2879    1.8377 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6212    3.7518    0.8056 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5683    5.2874    0.4352 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3159    4.4938   -0.8118 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6042    3.2970   -1.9059 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7227    4.8096   -1.6177 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5566    1.6157   -0.2527 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4772    2.3227    1.9629 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9002    1.1687    2.1367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5362    1.5410    1.1447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6729   -2.3985   -0.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1004   -0.6998   -0.3426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9009    1.6021    0.3114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7171    4.4177    0.3170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0170    3.0998    1.1715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7490   -2.5915   -0.0090 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5471   -3.3180    0.9256 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0576   -3.9858    0.2425 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8691   -2.8791   -2.0761 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2269   -4.9597   -0.7899 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2788   -3.2853   -0.1205 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1120   -4.4746    0.5084 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9995   -4.3282   -3.0094 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2933   -3.8094   -3.5065 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4786   -2.5623   -3.0653 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8052   -1.6634    0.7819 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
  8 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  3
 26 27  1  0
 26 28  1  0
 23 29  2  0
 29 30  1  0
 29  6  1  0
 21  9  1  0
 20 13  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  7 40  1  0
 10 41  1  0
 15 42  1  0
 16 43  1  0
 18 44  1  0
 19 45  1  0
 22 46  1  0
 24 47  1  0
 24 48  1  0
 25 49  1  0
 27 50  1  0
 27 51  1  0
 27 52  1  0
 28 53  1  0
 28 54  1  0
 28 55  1  0
 30 56  1  0
M  END


  Mrv0541 05061307102D          

 30 32  0  0  0  0            999 V2000
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    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
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    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
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
 14  1  1  0  0  0  0
 14  2  1  0  0  0  0
 14  5  2  0  0  0  0
 15  3  1  0  0  0  0
 15  4  1  0  0  0  0
 15  6  2  0  0  0  0
 16  7  1  0  0  0  0
 16  9  1  0  0  0  0
 17  8  1  0  0  0  0
 17 10  2  0  0  0  0
 18  9  2  0  0  0  0
 18 10  1  0  0  0  0
 19 11  2  0  0  0  0
 19 12  1  0  0  0  0
 20 11  1  0  0  0  0
 21 13  1  0  0  0  0
 22 13  2  0  0  0  0
 22 18  1  0  0  0  0
 23 12  2  0  0  0  0
 24 20  2  0  0  0  0
 24 21  1  0  0  0  0
 24 23  1  0  0  0  0
 25 16  2  0  0  0  0
 25 17  1  0  0  0  0
 26 19  1  0  0  0  0
 27 20  1  0  0  0  0
 28 21  2  0  0  0  0
 29 25  1  0  0  0  0
 30 22  1  0  0  0  0
 30 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033536

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCC1=CC(=CC(CC=C(C)C)=C1O)C1=CC(=O)C2=C(O)C=C(O)C=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C25H26O5/c1-14(2)5-7-16-9-18(10-17(25(16)29)8-6-15(3)4)22-13-21(28)24-20(27)11-19(26)12-23(24)30-22/h5-6,9-13,26-27,29H,7-8H2,1-4H3

> <INCHI_KEY>
DOFKPAVSYGZVQD-UHFFFAOYSA-N

> <FORMULA>
C25H26O5

> <MOLECULAR_WEIGHT>
406.4709

> <EXACT_MASS>
406.178023942

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
45.991580294832104

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5,7-dihydroxy-2-[4-hydroxy-3,5-bis(3-methylbut-2-en-1-yl)phenyl]-4H-chromen-4-one

> <ALOGPS_LOGP>
5.15

> <JCHEM_LOGP>
6.163823132333334

> <ALOGPS_LOGS>
-5.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.297097477117953

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.629138034900379

> <JCHEM_PKA_STRONGEST_BASIC>
-5.174527193655405

> <JCHEM_POLAR_SURFACE_AREA>
86.99000000000001

> <JCHEM_REFRACTIVITY>
121.39949999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.47e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
honyucitrin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033536
     RDKit          3D
Honyucitrin
 56 58  0  0  0  0  0  0  0  0999 V2000
    1.6329    4.2348    0.7862 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6108    3.4400    0.0137 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3411    4.0610   -1.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8341    2.1914    0.3239 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0969    1.5812    1.4584 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2788    0.4303    1.0511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0761    0.5821    0.9361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8530   -0.5142    0.5468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3100   -0.3282    0.4291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0702   -1.4006    0.0470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4497   -1.2325   -0.0665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2053   -2.1798   -0.4136 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9561    0.0094    0.2156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2959    0.2160    0.1173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1045   -0.8656   -0.2730 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8352    1.4508    0.3934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0334    2.5084    0.7763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6071    3.7459    1.0496 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6808    2.2855    0.8716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1192    1.0413    0.5954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8327    0.8496    0.6917 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2239   -1.7000    0.2952 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1717   -1.8415    0.4175 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8051   -3.1514    0.1202 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4613   -3.2154   -1.1977 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6728   -3.6270   -1.4521 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5876   -4.1084   -0.4065 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1834   -3.6223   -2.8503 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9362   -0.7741    0.7980 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3193   -0.8060    0.9504 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9803    4.2879    1.8377 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6212    3.7518    0.8056 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5683    5.2874    0.4352 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3159    4.4938   -0.8118 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6042    3.2970   -1.9059 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7227    4.8096   -1.6177 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5566    1.6157   -0.2527 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4772    2.3227    1.9629 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9002    1.1687    2.1367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5362    1.5410    1.1447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6729   -2.3985   -0.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1004   -0.6998   -0.3426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9009    1.6021    0.3114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7171    4.4177    0.3170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0170    3.0998    1.1715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7490   -2.5915   -0.0090 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5471   -3.3180    0.9256 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0576   -3.9858    0.2425 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8691   -2.8791   -2.0761 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2269   -4.9597   -0.7899 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2788   -3.2853   -0.1205 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1120   -4.4746    0.5084 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9995   -4.3282   -3.0094 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2933   -3.8094   -3.5065 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4786   -2.5623   -3.0653 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8052   -1.6634    0.7819 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
  8 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  3
 26 27  1  0
 26 28  1  0
 23 29  2  0
 29 30  1  0
 29  6  1  0
 21  9  1  0
 20 13  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  7 40  1  0
 10 41  1  0
 15 42  1  0
 16 43  1  0
 18 44  1  0
 19 45  1  0
 22 46  1  0
 24 47  1  0
 24 48  1  0
 25 49  1  0
 27 50  1  0
 27 51  1  0
 27 52  1  0
 28 53  1  0
 28 54  1  0
 28 55  1  0
 30 56  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      13.337  -7.700   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      17.338  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      16.004   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.003  -5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.671  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.337   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.003  -6.930   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      16.004   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      13.337  -3.080   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
CONECT    1   14                                                            
CONECT    2   14                                                            
CONECT    3   15                                                            
CONECT    4   15                                                            
CONECT    5    7   14                                                       
CONECT    6    8   15                                                       
CONECT    7    5   16                                                       
CONECT    8    6   17                                                       
CONECT    9   16   18                                                       
CONECT   10   17   18                                                       
CONECT   11   19   20                                                       
CONECT   12   19   23                                                       
CONECT   13   21   22                                                       
CONECT   14    1    2    5                                                  
CONECT   15    3    4    6                                                  
CONECT   16    7    9   25                                                  
CONECT   17    8   10   25                                                  
CONECT   18    9   10   22                                                  
CONECT   19   11   12   26                                                  
CONECT   20   11   24   27                                                  
CONECT   21   13   24   28                                                  
CONECT   22   13   18   30                                                  
CONECT   23   12   24   30                                                  
CONECT   24   20   21   23                                                  
CONECT   25   16   17   29                                                  
CONECT   26   19                                                            
CONECT   27   20                                                            
CONECT   28   21                                                            
CONECT   29   25                                                            
CONECT   30   22   23                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

COMPND    HMDB0033536
HETATM    1  C1  UNL     1       1.633   4.235   0.786  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.611   3.440   0.014  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.341   4.061  -1.118  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.834   2.191   0.324  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.097   1.581   1.458  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.279   0.430   1.051  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.076   0.582   0.936  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.853  -0.514   0.547  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.310  -0.328   0.429  1.00  0.00           C  
HETATM   10  C10 UNL     1      -3.070  -1.401   0.047  1.00  0.00           C  
HETATM   11  C11 UNL     1      -4.450  -1.233  -0.066  1.00  0.00           C  
HETATM   12  O1  UNL     1      -5.205  -2.180  -0.414  1.00  0.00           O  
HETATM   13  C12 UNL     1      -4.956   0.009   0.216  1.00  0.00           C  
HETATM   14  C13 UNL     1      -6.296   0.216   0.117  1.00  0.00           C  
HETATM   15  O2  UNL     1      -7.105  -0.866  -0.273  1.00  0.00           O  
HETATM   16  C14 UNL     1      -6.835   1.451   0.393  1.00  0.00           C  
HETATM   17  C15 UNL     1      -6.033   2.508   0.776  1.00  0.00           C  
HETATM   18  O3  UNL     1      -6.607   3.746   1.050  1.00  0.00           O  
HETATM   19  C16 UNL     1      -4.681   2.286   0.872  1.00  0.00           C  
HETATM   20  C17 UNL     1      -4.119   1.041   0.595  1.00  0.00           C  
HETATM   21  O4  UNL     1      -2.833   0.850   0.692  1.00  0.00           O  
HETATM   22  C18 UNL     1      -0.224  -1.700   0.295  1.00  0.00           C  
HETATM   23  C19 UNL     1       1.172  -1.842   0.418  1.00  0.00           C  
HETATM   24  C20 UNL     1       1.805  -3.151   0.120  1.00  0.00           C  
HETATM   25  C21 UNL     1       2.461  -3.215  -1.198  1.00  0.00           C  
HETATM   26  C22 UNL     1       3.673  -3.627  -1.452  1.00  0.00           C  
HETATM   27  C23 UNL     1       4.588  -4.108  -0.406  1.00  0.00           C  
HETATM   28  C24 UNL     1       4.183  -3.622  -2.850  1.00  0.00           C  
HETATM   29  C25 UNL     1       1.936  -0.774   0.798  1.00  0.00           C  
HETATM   30  O5  UNL     1       3.319  -0.806   0.950  1.00  0.00           O  
HETATM   31  H1  UNL     1       1.980   4.288   1.838  1.00  0.00           H  
HETATM   32  H2  UNL     1       0.621   3.752   0.806  1.00  0.00           H  
HETATM   33  H3  UNL     1       1.568   5.287   0.435  1.00  0.00           H  
HETATM   34  H4  UNL     1       4.316   4.494  -0.812  1.00  0.00           H  
HETATM   35  H5  UNL     1       3.604   3.297  -1.906  1.00  0.00           H  
HETATM   36  H6  UNL     1       2.723   4.810  -1.618  1.00  0.00           H  
HETATM   37  H7  UNL     1       3.557   1.616  -0.253  1.00  0.00           H  
HETATM   38  H8  UNL     1       1.477   2.323   1.963  1.00  0.00           H  
HETATM   39  H9  UNL     1       2.900   1.169   2.137  1.00  0.00           H  
HETATM   40  H10 UNL     1      -0.536   1.541   1.145  1.00  0.00           H  
HETATM   41  H11 UNL     1      -2.673  -2.399  -0.181  1.00  0.00           H  
HETATM   42  H12 UNL     1      -8.100  -0.700  -0.343  1.00  0.00           H  
HETATM   43  H13 UNL     1      -7.901   1.602   0.311  1.00  0.00           H  
HETATM   44  H14 UNL     1      -6.717   4.418   0.317  1.00  0.00           H  
HETATM   45  H15 UNL     1      -4.017   3.100   1.172  1.00  0.00           H  
HETATM   46  H16 UNL     1      -0.749  -2.591  -0.009  1.00  0.00           H  
HETATM   47  H17 UNL     1       2.547  -3.318   0.926  1.00  0.00           H  
HETATM   48  H18 UNL     1       1.058  -3.986   0.243  1.00  0.00           H  
HETATM   49  H19 UNL     1       1.869  -2.879  -2.076  1.00  0.00           H  
HETATM   50  H20 UNL     1       5.227  -4.960  -0.790  1.00  0.00           H  
HETATM   51  H21 UNL     1       5.279  -3.285  -0.120  1.00  0.00           H  
HETATM   52  H22 UNL     1       4.112  -4.475   0.508  1.00  0.00           H  
HETATM   53  H23 UNL     1       5.000  -4.328  -3.009  1.00  0.00           H  
HETATM   54  H24 UNL     1       3.293  -3.809  -3.506  1.00  0.00           H  
HETATM   55  H25 UNL     1       4.479  -2.562  -3.065  1.00  0.00           H  
HETATM   56  H26 UNL     1       3.805  -1.663   0.782  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3    4    4
CONECT    3   34   35   36
CONECT    4    5   37
CONECT    5    6   38   39
CONECT    6    7    7   29
CONECT    7    8   40
CONECT    8    9   22   22
CONECT    9   10   10   21
CONECT   10   11   41
CONECT   11   12   12   13
CONECT   13   14   14   20
CONECT   14   15   16
CONECT   15   42
CONECT   16   17   17   43
CONECT   17   18   19
CONECT   18   44
CONECT   19   20   20   45
CONECT   20   21
CONECT   22   23   46
CONECT   23   24   29   29
CONECT   24   25   47   48
CONECT   25   26   26   49
CONECT   26   27   28
CONECT   27   50   51   52
CONECT   28   53   54   55
CONECT   29   30
CONECT   30   56
END

HMDB0033536
     RDKit          3D
Honyucitrin
 56 58  0  0  0  0  0  0  0  0999 V2000
    1.6329    4.2348    0.7862 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6108    3.4400    0.0137 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3411    4.0610   -1.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8341    2.1914    0.3239 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0969    1.5812    1.4584 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2788    0.4303    1.0511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0761    0.5821    0.9361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8530   -0.5142    0.5468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3100   -0.3282    0.4291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0702   -1.4006    0.0470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4497   -1.2325   -0.0665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2053   -2.1798   -0.4136 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9561    0.0094    0.2156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2959    0.2160    0.1173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1045   -0.8656   -0.2730 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8352    1.4508    0.3934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0334    2.5084    0.7763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6071    3.7459    1.0496 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6808    2.2855    0.8716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1192    1.0413    0.5954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8327    0.8496    0.6917 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2239   -1.7000    0.2952 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1717   -1.8415    0.4175 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8051   -3.1514    0.1202 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4613   -3.2154   -1.1977 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6728   -3.6270   -1.4521 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5876   -4.1084   -0.4065 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1834   -3.6223   -2.8503 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9362   -0.7741    0.7980 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3193   -0.8060    0.9504 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9803    4.2879    1.8377 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6212    3.7518    0.8056 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5683    5.2874    0.4352 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3159    4.4938   -0.8118 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6042    3.2970   -1.9059 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7227    4.8096   -1.6177 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5566    1.6157   -0.2527 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4772    2.3227    1.9629 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9002    1.1687    2.1367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5362    1.5410    1.1447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6729   -2.3985   -0.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1004   -0.6998   -0.3426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9009    1.6021    0.3114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7171    4.4177    0.3170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0170    3.0998    1.1715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7490   -2.5915   -0.0090 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5471   -3.3180    0.9256 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0576   -3.9858    0.2425 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8691   -2.8791   -2.0761 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2269   -4.9597   -0.7899 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2788   -3.2853   -0.1205 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1120   -4.4746    0.5084 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9995   -4.3282   -3.0094 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2933   -3.8094   -3.5065 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4786   -2.5623   -3.0653 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8052   -1.6634    0.7819 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
  8 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  3
 26 27  1  0
 26 28  1  0
 23 29  2  0
 29 30  1  0
 29  6  1  0
 21  9  1  0
 20 13  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  7 40  1  0
 10 41  1  0
 15 42  1  0
 16 43  1  0
 18 44  1  0
 19 45  1  0
 22 46  1  0
 24 47  1  0
 24 48  1  0
 25 49  1  0
 27 50  1  0
 27 51  1  0
 27 52  1  0
 28 53  1  0
 28 54  1  0
 28 55  1  0
 30 56  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5,7-Dihydroxy-2-[4-hydroxy-3,5-bis(3-methyl-2-butenyl)phenyl]-4H-1-benzopyran-4-one, 9ci	HMDB

Chemical Formula

C₂₅H₂₆O₅

Average Molecular Weight

406.4709

Monoisotopic Molecular Weight

406.178023942

IUPAC Name

5,7-dihydroxy-2-[4-hydroxy-3,5-bis(3-methylbut-2-en-1-yl)phenyl]-4H-chromen-4-one

Traditional Name

honyucitrin

CAS Registry Number

114542-44-8

SMILES

CC(C)=CCC1=CC(=CC(CC=C(C)C)=C1O)C1=CC(=O)C2=C(O)C=C(O)C=C2O1

InChI Identifier

InChI=1S/C25H26O5/c1-14(2)5-7-16-9-18(10-17(25(16)29)8-6-15(3)4)22-13-21(28)24-20(27)11-19(26)12-23(24)30-22/h5-6,9-13,26-27,29H,7-8H2,1-4H3

InChI Key

DOFKPAVSYGZVQD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3'-prenylated flavones. These are flavones that features a C5-isoprenoid substituent at the 3'-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavones

Direct Parent

3'-prenylated flavones

Alternative Parents

Substituents

3'-prenylated flavone
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Hydroxyflavonoid
Chromone
Benzopyran
1-benzopyran
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Phenol
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Pyran
Monocyclic benzene moiety
Vinylogous acid
Heteroaromatic compound
Organoheterocyclic compound
Oxacycle
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12110410 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0033536)
Cell membrane (HMDB: HMDB0033536)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033536)

Source

Exogenous

Exogenous (HMDB: HMDB0033536)

Food

Food (HMDB: HMDB0033536)

Fruit

Citrus

Pummelo (FooDB: FOOD00055)
Citrus (FooDB: FOOD00859)

Endogenous

Plant

Plant (HMDB: HMDB0033536)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0033536)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	199.5 - 201 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0038 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0025 g/L	ALOGPS
logP	5.15	ALOGPS
logP	6.16	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	6.63	ChemAxon
pKa (Strongest Basic)	-5.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	121.4 m³·mol⁻¹	ChemAxon
Polarizability	45.99 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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
DeepCCS	[M+H]+	196.872	30932474
DeepCCS	[M-H]-	194.514	30932474
DeepCCS	[M-2H]-	228.429	30932474
DeepCCS	[M+Na]+	203.918	30932474
AllCCS	[M+H]+	199.5	32859911
AllCCS	[M+H-H2O]+	196.7	32859911
AllCCS	[M+NH4]+	202.0	32859911
AllCCS	[M+Na]+	202.7	32859911
AllCCS	[M-H]-	195.8	32859911
AllCCS	[M+Na-2H]-	195.4	32859911
AllCCS	[M+HCOO]-	195.1	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.	9.89 minutes	32390414
Predicted by Siyang on May 30, 2022	16.7922 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.94 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3477.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	355.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	218.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	177.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	247.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	738.2 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	742.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	74.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1461.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	790.9 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	1595.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	543.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	494.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	189.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	221.4 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	8.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Honyucitrin	CC(C)=CCC1=CC(=CC(CC=C(C)C)=C1O)C1=CC(=O)C2=C(O)C=C(O)C=C2O1	5532.2	Standard polar	33892256
Honyucitrin	CC(C)=CCC1=CC(=CC(CC=C(C)C)=C1O)C1=CC(=O)C2=C(O)C=C(O)C=C2O1	3582.4	Standard non polar	33892256
Honyucitrin	CC(C)=CCC1=CC(=CC(CC=C(C)C)=C1O)C1=CC(=O)C2=C(O)C=C(O)C=C2O1	3842.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Honyucitrin,1TMS,isomer #1	CC(C)=CCC1=CC(C2=CC(=O)C3=C(O)C=C(O)C=C3O2)=CC(CC=C(C)C)=C1O[Si](C)(C)C	3846.9	Semi standard non polar	33892256
Honyucitrin,1TMS,isomer #2	CC(C)=CCC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C)C=C(O)C=C3O2)=CC(CC=C(C)C)=C1O	3891.6	Semi standard non polar	33892256
Honyucitrin,1TMS,isomer #3	CC(C)=CCC1=CC(C2=CC(=O)C3=C(O)C=C(O[Si](C)(C)C)C=C3O2)=CC(CC=C(C)C)=C1O	3958.7	Semi standard non polar	33892256
Honyucitrin,2TMS,isomer #1	CC(C)=CCC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C)C=C(O)C=C3O2)=CC(CC=C(C)C)=C1O[Si](C)(C)C	3725.2	Semi standard non polar	33892256
Honyucitrin,2TMS,isomer #2	CC(C)=CCC1=CC(C2=CC(=O)C3=C(O)C=C(O[Si](C)(C)C)C=C3O2)=CC(CC=C(C)C)=C1O[Si](C)(C)C	3783.0	Semi standard non polar	33892256
Honyucitrin,2TMS,isomer #3	CC(C)=CCC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C=C3O2)=CC(CC=C(C)C)=C1O	3844.4	Semi standard non polar	33892256
Honyucitrin,3TMS,isomer #1	CC(C)=CCC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C=C3O2)=CC(CC=C(C)C)=C1O[Si](C)(C)C	3738.8	Semi standard non polar	33892256
Honyucitrin,1TBDMS,isomer #1	CC(C)=CCC1=CC(C2=CC(=O)C3=C(O)C=C(O)C=C3O2)=CC(CC=C(C)C)=C1O[Si](C)(C)C(C)(C)C	4087.2	Semi standard non polar	33892256
Honyucitrin,1TBDMS,isomer #2	CC(C)=CCC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O)C=C3O2)=CC(CC=C(C)C)=C1O	4136.3	Semi standard non polar	33892256
Honyucitrin,1TBDMS,isomer #3	CC(C)=CCC1=CC(C2=CC(=O)C3=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C3O2)=CC(CC=C(C)C)=C1O	4198.8	Semi standard non polar	33892256
Honyucitrin,2TBDMS,isomer #1	CC(C)=CCC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O)C=C3O2)=CC(CC=C(C)C)=C1O[Si](C)(C)C(C)(C)C	4218.4	Semi standard non polar	33892256
Honyucitrin,2TBDMS,isomer #2	CC(C)=CCC1=CC(C2=CC(=O)C3=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C3O2)=CC(CC=C(C)C)=C1O[Si](C)(C)C(C)(C)C	4275.0	Semi standard non polar	33892256
Honyucitrin,2TBDMS,isomer #3	CC(C)=CCC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C=C3O2)=CC(CC=C(C)C)=C1O	4326.6	Semi standard non polar	33892256
Honyucitrin,3TBDMS,isomer #1	CC(C)=CCC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C=C3O2)=CC(CC=C(C)C)=C1O[Si](C)(C)C(C)(C)C	4421.5	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 - Honyucitrin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-3209000000-a4fe2da6bb38f9469123	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Honyucitrin GC-MS (3 TMS) - 70eV, Positive	splash10-0a4i-2000059000-67de2f4d5434dceec3c0	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Honyucitrin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Honyucitrin 10V, Positive-QTOF	splash10-0a4i-1005900000-72fc2aa5b682b9b3e7b2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Honyucitrin 20V, Positive-QTOF	splash10-0pvr-4009300000-1d798f6fc28d29dc2446	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Honyucitrin 40V, Positive-QTOF	splash10-01b9-9414000000-2050e741db2e76f67854	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Honyucitrin 10V, Negative-QTOF	splash10-0a4i-0000900000-fecff04ef980ba654da2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Honyucitrin 20V, Negative-QTOF	splash10-0a4i-0003900000-9dce50cb863122c741df	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Honyucitrin 40V, Negative-QTOF	splash10-08gr-3329000000-998ed87e106da57b589a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Honyucitrin 10V, Negative-QTOF	splash10-0a4i-0000900000-4beb10611eb4ba114287	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Honyucitrin 20V, Negative-QTOF	splash10-0a4i-0000900000-881a9d71e0d8ed60c7e0	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Honyucitrin 40V, Negative-QTOF	splash10-0k92-0794300000-d9ce3f8475e4ec79ed9e	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Honyucitrin 10V, Positive-QTOF	splash10-0a4i-0000900000-18eb98d75246f8994f01	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Honyucitrin 20V, Positive-QTOF	splash10-0a4i-0000900000-18eb98d75246f8994f01	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Honyucitrin 40V, Positive-QTOF	splash10-0pb9-0941600000-4efb2ef881063c8df61f	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB011596

KNApSAcK ID

C00004019

Chemspider ID

24843463

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44257865

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1836501

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.. .

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

Honyucitrin → 3,4,5-trihydroxy-6-({5-hydroxy-2-[4-hydroxy-3,5-bis(3-methylbut-2-en-1-yl)phenyl]-4-oxo-4H-chromen-7-yl}oxy)oxane-2-carboxylic acid	details
Honyucitrin → 3,4,5-trihydroxy-6-({7-hydroxy-2-[4-hydroxy-3,5-bis(3-methylbut-2-en-1-yl)phenyl]-4-oxo-4H-chromen-5-yl}oxy)oxane-2-carboxylic acid	details
Honyucitrin → 6-[4-(5,7-dihydroxy-4-oxo-4H-chromen-2-yl)-2,6-bis(3-methylbut-2-en-1-yl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid	details

Showing metabocard for Honyucitrin (HMDB0033536)

MOL for HMDB0033536 (Honyucitrin)

3D MOL for HMDB0033536 (Honyucitrin)

3D SDF for HMDB0033536 (Honyucitrin)

3D-SDF for HMDB0033536 (Honyucitrin)

PDB for HMDB0033536 (Honyucitrin)

3D PDB for HMDB0033536 (Honyucitrin)

SMILES for HMDB0033536 (Honyucitrin)

INCHI for HMDB0033536 (Honyucitrin)

Structure for HMDB0033536 (Honyucitrin)

3D Structure for HMDB0033536 (Honyucitrin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions