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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:25:10 UTC

Update Date

2022-03-07 02:56:03 UTC

HMDB ID

HMDB0039066

Secondary Accession Numbers

HMDB39066

Metabolite Identification

Common Name

6',7'-Dihydroxybergamottin

Description

6',7'-Dihydroxybergamottin belongs to the class of organic compounds known as psoralens. These are organic compounds containing a psoralen moiety, which consists of a furan fused to a chromenone to for 7H-furo[3,2-g]chromen-7-one. 6',7'-Dihydroxybergamottin has been detected, but not quantified in, citrus. This could make 6',7'-dihydroxybergamottin a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 6',7'-Dihydroxybergamottin.

Structure

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

6&apos;,7&apos;-Dihydroxybergamottin
  Mrv1572001071617272D          

 27 29  0  0  0  0            999 V2000
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5888    6.9020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    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
    4.2868    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9280    2.3174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4130    1.6500    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
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    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
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    5.7750    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
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4138    5.4730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9280    0.9826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
 10  8  1  0  0  0  0
 11  9  2  0  0  0  0
 13  1  1  0  0  0  0
 13  4  1  0  0  0  0
 13  8  2  0  0  0  0
 14  5  1  0  0  0  0
 15  9  1  0  0  0  0
 16 12  2  0  0  0  0
 16 15  1  0  0  0  0
 17 12  1  0  0  0  0
 17 14  2  0  0  0  0
 18  6  1  0  0  0  0
 19  7  1  0  0  0  0
 20 14  1  0  0  0  0
 20 15  2  0  0  0  0
 21  2  1  0  0  0  0
 21  3  1  0  0  0  0
 21 18  1  0  0  0  0
 22 18  1  0  0  0  0
 23 19  2  0  0  0  0
 24 21  1  0  0  0  0
 25 11  1  0  0  0  0
 25 16  1  0  0  0  0
 26 10  1  0  0  0  0
 26 20  1  0  0  0  0
 27 17  1  0  0  0  0
 27 19  1  0  0  0  0
M  END

HMDB0039066
     RDKit          3D
6',7'-Dihydroxybergamottin
 51 53  0  0  0  0  0  0  0  0999 V2000
   -0.3369    2.3828   -1.0789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3523    1.1015   -0.2861 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7376    0.3610   -0.3185 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9898   -0.9157    0.3513 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0958   -0.8749    1.2642 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3363   -0.5426    0.7718 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7441    0.7621    0.7725 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1097    1.9009    1.2056 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9804    2.9335    0.9682 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0645    2.4325    0.4274 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9777    1.1417    0.2880 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8179    0.1564   -0.2117 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4306   -1.1725   -0.2244 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2336   -2.1006   -0.6999 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9089   -3.3711   -0.7318 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6992   -4.2425   -1.1941 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6826   -3.8145   -0.2591 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8327   -2.8489    0.2419 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1819   -1.5007    0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5132    0.6864    0.4925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7597    0.4954   -0.3520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8638    0.0748    0.5591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0493    1.0911    1.5121 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1618   -0.2022   -0.1502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1552   -0.7385    0.8656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7616    0.9979   -0.7919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9638   -1.2071   -1.0877 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0009    3.1492   -0.5894 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6765    2.8317   -1.0986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6301    2.2051   -2.1303 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5712    0.7578   -0.9407 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2908   -1.6525   -0.4647 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1823   -1.3947    0.8787 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1409    1.9580    1.6368 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7556    3.9750    1.2092 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8015    0.4142   -0.6044 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4085   -4.8689   -0.2836 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8667   -3.1416    0.6220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7818    1.4103    1.3068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3369   -0.2647    0.9979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5886   -0.1779   -1.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0294    1.5185   -0.7424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5418   -0.8450    1.0863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7775    1.9497    1.0871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7359   -1.6586    1.3382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2712    0.0364    1.6435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1188   -1.0231    0.4046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7550    1.8956   -0.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3311    1.2593   -1.7762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8471    0.7679   -0.9999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8534   -2.0878   -0.6507 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  1  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
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
  2 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
 19  6  1  0
 11  7  1  0
 19 13  2  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  8 34  1  0
  9 35  1  0
 12 36  1  0
 17 37  1  0
 18 38  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  0
 21 42  1  0
 22 43  1  0
 23 44  1  0
 25 45  1  0
 25 46  1  0
 25 47  1  0
 26 48  1  0
 26 49  1  0
 26 50  1  0
 27 51  1  0
M  END

6&apos;,7&apos;-Dihydroxybergamottin
  Mrv1572001071617272D          

 27 29  0  0  0  0            999 V2000
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5888    6.9020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    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
    4.2868    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9280    2.3174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4130    1.6500    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
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    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
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    5.7750    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
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4138    5.4730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9280    0.9826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
 10  8  1  0  0  0  0
 11  9  2  0  0  0  0
 13  1  1  0  0  0  0
 13  4  1  0  0  0  0
 13  8  2  0  0  0  0
 14  5  1  0  0  0  0
 15  9  1  0  0  0  0
 16 12  2  0  0  0  0
 16 15  1  0  0  0  0
 17 12  1  0  0  0  0
 17 14  2  0  0  0  0
 18  6  1  0  0  0  0
 19  7  1  0  0  0  0
 20 14  1  0  0  0  0
 20 15  2  0  0  0  0
 21  2  1  0  0  0  0
 21  3  1  0  0  0  0
 21 18  1  0  0  0  0
 22 18  1  0  0  0  0
 23 19  2  0  0  0  0
 24 21  1  0  0  0  0
 25 11  1  0  0  0  0
 25 16  1  0  0  0  0
 26 10  1  0  0  0  0
 26 20  1  0  0  0  0
 27 17  1  0  0  0  0
 27 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039066

> <DATABASE_NAME>
hmdb

> <SMILES>
C\C(CCC(O)C(C)(C)O)=C\COC1=C2C=COC2=CC2=C1C=CC(=O)O2

> <INCHI_IDENTIFIER>
InChI=1S/C21H24O6/c1-13(4-6-18(22)21(2,3)24)8-10-26-20-14-5-7-19(23)27-17(14)12-16-15(20)9-11-25-16/h5,7-9,11-12,18,22,24H,4,6,10H2,1-3H3/b13-8-

> <INCHI_KEY>
IXZUPBUEKFXTSD-JYRVWZFOSA-N

> <FORMULA>
C21H24O6

> <MOLECULAR_WEIGHT>
372.417

> <EXACT_MASS>
372.157288493

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
39.648095898523124

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-{[(2Z)-6,7-dihydroxy-3,7-dimethyloct-2-en-1-yl]oxy}-7H-furo[3,2-g]chromen-7-one

> <ALOGPS_LOGP>
3.40

> <JCHEM_LOGP>
2.665333304333333

> <ALOGPS_LOGS>
-3.93

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.321397485048589

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.842452032303402

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8325240439758224

> <JCHEM_POLAR_SURFACE_AREA>
89.13000000000001

> <JCHEM_REFRACTIVITY>
102.12129999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.41e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-{[(2Z)-6,7-dihydroxy-3,7-dimethyloct-2-en-1-yl]oxy}furo[3,2-g]chromen-7-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0039066
     RDKit          3D
6',7'-Dihydroxybergamottin
 51 53  0  0  0  0  0  0  0  0999 V2000
   -0.3369    2.3828   -1.0789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3523    1.1015   -0.2861 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7376    0.3610   -0.3185 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9898   -0.9157    0.3513 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0958   -0.8749    1.2642 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3363   -0.5426    0.7718 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7441    0.7621    0.7725 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1097    1.9009    1.2056 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9804    2.9335    0.9682 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0645    2.4325    0.4274 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9777    1.1417    0.2880 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8179    0.1564   -0.2117 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4306   -1.1725   -0.2244 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2336   -2.1006   -0.6999 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9089   -3.3711   -0.7318 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6992   -4.2425   -1.1941 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6826   -3.8145   -0.2591 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8327   -2.8489    0.2419 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1819   -1.5007    0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5132    0.6864    0.4925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7597    0.4954   -0.3520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8638    0.0748    0.5591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0493    1.0911    1.5121 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1618   -0.2022   -0.1502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1552   -0.7385    0.8656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7616    0.9979   -0.7919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9638   -1.2071   -1.0877 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0009    3.1492   -0.5894 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6765    2.8317   -1.0986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6301    2.2051   -2.1303 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5712    0.7578   -0.9407 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2908   -1.6525   -0.4647 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1823   -1.3947    0.8787 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1409    1.9580    1.6368 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7556    3.9750    1.2092 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8015    0.4142   -0.6044 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4085   -4.8689   -0.2836 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8667   -3.1416    0.6220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7818    1.4103    1.3068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3369   -0.2647    0.9979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5886   -0.1779   -1.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0294    1.5185   -0.7424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5418   -0.8450    1.0863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7775    1.9497    1.0871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7359   -1.6586    1.3382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2712    0.0364    1.6435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1188   -1.0231    0.4046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7550    1.8956   -0.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3311    1.2593   -1.7762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8471    0.7679   -0.9999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8534   -2.0878   -0.6507 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  1  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
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
  2 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
 19  6  1  0
 11  7  1  0
 19 13  2  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  8 34  1  0
  9 35  1  0
 12 36  1  0
 17 37  1  0
 18 38  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  0
 21 42  1  0
 22 43  1  0
 23 44  1  0
 25 45  1  0
 25 46  1  0
 25 47  1  0
 26 48  1  0
 26 49  1  0
 26 50  1  0
 27 51  1  0
M  END

HEADER    PROTEIN                                 07-JAN-16   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 6&apos;,7&apos;-Dihydroxybergamottin              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-JAN-16         0                                  
HETATM    1  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.669  12.320   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.566  12.884   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.668   8.470   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002   9.240   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.466   4.326   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.371   3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.002  10.780   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.334   2.310   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  C   UNK     0       9.336  11.550   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       6.668  11.550   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      10.106  10.216   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       5.466   1.834   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2   21                                                            
CONECT    3   21                                                            
CONECT    4    6   13                                                       
CONECT    5    7   14                                                       
CONECT    6    4   18                                                       
CONECT    7    5   19                                                       
CONECT    8   10   13                                                       
CONECT    9   11   15                                                       
CONECT   10    8   26                                                       
CONECT   11    9   25                                                       
CONECT   12   16   17                                                       
CONECT   13    1    4    8                                                  
CONECT   14    5   17   20                                                  
CONECT   15    9   16   20                                                  
CONECT   16   12   15   25                                                  
CONECT   17   12   14   27                                                  
CONECT   18    6   21   22                                                  
CONECT   19    7   23   27                                                  
CONECT   20   14   15   26                                                  
CONECT   21    2    3   18   24                                             
CONECT   22   18                                                            
CONECT   23   19                                                            
CONECT   24   21                                                            
CONECT   25   11   16                                                       
CONECT   26   10   20                                                       
CONECT   27   17   19                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

COMPND    HMDB0039066
HETATM    1  C1  UNL     1      -0.337   2.383  -1.079  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.352   1.102  -0.286  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.738   0.361  -0.319  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.990  -0.916   0.351  1.00  0.00           C  
HETATM    5  O1  UNL     1       2.096  -0.875   1.264  1.00  0.00           O  
HETATM    6  C5  UNL     1       3.336  -0.543   0.772  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.744   0.762   0.773  1.00  0.00           C  
HETATM    8  C7  UNL     1       3.110   1.901   1.206  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.980   2.933   0.968  1.00  0.00           C  
HETATM   10  O2  UNL     1       5.065   2.433   0.427  1.00  0.00           O  
HETATM   11  C9  UNL     1       4.978   1.142   0.288  1.00  0.00           C  
HETATM   12  C10 UNL     1       5.818   0.156  -0.212  1.00  0.00           C  
HETATM   13  C11 UNL     1       5.431  -1.172  -0.224  1.00  0.00           C  
HETATM   14  O3  UNL     1       6.234  -2.101  -0.700  1.00  0.00           O  
HETATM   15  C12 UNL     1       5.909  -3.371  -0.732  1.00  0.00           C  
HETATM   16  O4  UNL     1       6.699  -4.243  -1.194  1.00  0.00           O  
HETATM   17  C13 UNL     1       4.683  -3.815  -0.259  1.00  0.00           C  
HETATM   18  C14 UNL     1       3.833  -2.849   0.242  1.00  0.00           C  
HETATM   19  C15 UNL     1       4.182  -1.501   0.274  1.00  0.00           C  
HETATM   20  C16 UNL     1      -1.513   0.686   0.492  1.00  0.00           C  
HETATM   21  C17 UNL     1      -2.760   0.495  -0.352  1.00  0.00           C  
HETATM   22  C18 UNL     1      -3.864   0.075   0.559  1.00  0.00           C  
HETATM   23  O5  UNL     1      -4.049   1.091   1.512  1.00  0.00           O  
HETATM   24  C19 UNL     1      -5.162  -0.202  -0.150  1.00  0.00           C  
HETATM   25  C20 UNL     1      -6.155  -0.738   0.866  1.00  0.00           C  
HETATM   26  C21 UNL     1      -5.762   0.998  -0.792  1.00  0.00           C  
HETATM   27  O6  UNL     1      -4.964  -1.207  -1.088  1.00  0.00           O  
HETATM   28  H1  UNL     1      -1.001   3.149  -0.589  1.00  0.00           H  
HETATM   29  H2  UNL     1       0.677   2.832  -1.099  1.00  0.00           H  
HETATM   30  H3  UNL     1      -0.630   2.205  -2.130  1.00  0.00           H  
HETATM   31  H4  UNL     1       1.571   0.758  -0.941  1.00  0.00           H  
HETATM   32  H5  UNL     1       1.291  -1.652  -0.465  1.00  0.00           H  
HETATM   33  H6  UNL     1       0.182  -1.395   0.879  1.00  0.00           H  
HETATM   34  H7  UNL     1       2.141   1.958   1.637  1.00  0.00           H  
HETATM   35  H8  UNL     1       3.756   3.975   1.209  1.00  0.00           H  
HETATM   36  H9  UNL     1       6.802   0.414  -0.604  1.00  0.00           H  
HETATM   37  H10 UNL     1       4.409  -4.869  -0.284  1.00  0.00           H  
HETATM   38  H11 UNL     1       2.867  -3.142   0.622  1.00  0.00           H  
HETATM   39  H12 UNL     1      -1.782   1.410   1.307  1.00  0.00           H  
HETATM   40  H13 UNL     1      -1.337  -0.265   0.998  1.00  0.00           H  
HETATM   41  H14 UNL     1      -2.589  -0.178  -1.198  1.00  0.00           H  
HETATM   42  H15 UNL     1      -3.029   1.519  -0.742  1.00  0.00           H  
HETATM   43  H16 UNL     1      -3.542  -0.845   1.086  1.00  0.00           H  
HETATM   44  H17 UNL     1      -3.777   1.950   1.087  1.00  0.00           H  
HETATM   45  H18 UNL     1      -5.736  -1.659   1.338  1.00  0.00           H  
HETATM   46  H19 UNL     1      -6.271   0.036   1.643  1.00  0.00           H  
HETATM   47  H20 UNL     1      -7.119  -1.023   0.405  1.00  0.00           H  
HETATM   48  H21 UNL     1      -5.755   1.896  -0.173  1.00  0.00           H  
HETATM   49  H22 UNL     1      -5.331   1.259  -1.776  1.00  0.00           H  
HETATM   50  H23 UNL     1      -6.847   0.768  -1.000  1.00  0.00           H  
HETATM   51  H24 UNL     1      -4.853  -2.088  -0.651  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3    3   20
CONECT    3    4   31
CONECT    4    5   32   33
CONECT    5    6
CONECT    6    7    7   19
CONECT    7    8   11
CONECT    8    9    9   34
CONECT    9   10   35
CONECT   10   11
CONECT   11   12   12
CONECT   12   13   36
CONECT   13   14   19   19
CONECT   14   15
CONECT   15   16   16   17
CONECT   17   18   18   37
CONECT   18   19   38
CONECT   20   21   39   40
CONECT   21   22   41   42
CONECT   22   23   24   43
CONECT   23   44
CONECT   24   25   26   27
CONECT   25   45   46   47
CONECT   26   48   49   50
CONECT   27   51
END

HMDB0039066
     RDKit          3D
6',7'-Dihydroxybergamottin
 51 53  0  0  0  0  0  0  0  0999 V2000
   -0.3369    2.3828   -1.0789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3523    1.1015   -0.2861 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7376    0.3610   -0.3185 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9898   -0.9157    0.3513 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0958   -0.8749    1.2642 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3363   -0.5426    0.7718 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7441    0.7621    0.7725 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1097    1.9009    1.2056 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9804    2.9335    0.9682 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0645    2.4325    0.4274 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9777    1.1417    0.2880 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8179    0.1564   -0.2117 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4306   -1.1725   -0.2244 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2336   -2.1006   -0.6999 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9089   -3.3711   -0.7318 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6992   -4.2425   -1.1941 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6826   -3.8145   -0.2591 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8327   -2.8489    0.2419 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1819   -1.5007    0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5132    0.6864    0.4925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7597    0.4954   -0.3520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8638    0.0748    0.5591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0493    1.0911    1.5121 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1618   -0.2022   -0.1502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1552   -0.7385    0.8656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7616    0.9979   -0.7919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9638   -1.2071   -1.0877 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0009    3.1492   -0.5894 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6765    2.8317   -1.0986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6301    2.2051   -2.1303 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5712    0.7578   -0.9407 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2908   -1.6525   -0.4647 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1823   -1.3947    0.8787 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1409    1.9580    1.6368 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7556    3.9750    1.2092 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8015    0.4142   -0.6044 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4085   -4.8689   -0.2836 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8667   -3.1416    0.6220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7818    1.4103    1.3068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3369   -0.2647    0.9979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5886   -0.1779   -1.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0294    1.5185   -0.7424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5418   -0.8450    1.0863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7775    1.9497    1.0871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7359   -1.6586    1.3382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2712    0.0364    1.6435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1188   -1.0231    0.4046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7550    1.8956   -0.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3311    1.2593   -1.7762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8471    0.7679   -0.9999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8534   -2.0878   -0.6507 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  1  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
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
  2 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
 19  6  1  0
 11  7  1  0
 19 13  2  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  8 34  1  0
  9 35  1  0
 12 36  1  0
 17 37  1  0
 18 38  1  0
 20 39  1  0
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M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-[(6,7-Dihydroxy-3,7-dimethyl-2-octenyl)oxy]-7H-furo[3,2-g][1]benzopyran-7-one	HMDB
Lepiochlorin	HMDB
6,7-DHB	MeSH
6',7'-Dihydroxybergamottin	MeSH

Chemical Formula

C₂₁H₂₄O₆

Average Molecular Weight

372.417

Monoisotopic Molecular Weight

372.157288493

IUPAC Name

4-{[(2Z)-6,7-dihydroxy-3,7-dimethyloct-2-en-1-yl]oxy}-7H-furo[3,2-g]chromen-7-one

Traditional Name

4-{[(2Z)-6,7-dihydroxy-3,7-dimethyloct-2-en-1-yl]oxy}furo[3,2-g]chromen-7-one

CAS Registry Number

71339-34-9

SMILES

C\C(CCC(O)C(C)(C)O)=C\COC1=C2C=COC2=CC2=C1C=CC(=O)O2

InChI Identifier

InChI=1S/C21H24O6/c1-13(4-6-18(22)21(2,3)24)8-10-26-20-14-5-7-19(23)27-17(14)12-16-15(20)9-11-25-16/h5,7-9,11-12,18,22,24H,4,6,10H2,1-3H3/b13-8-

InChI Key

IXZUPBUEKFXTSD-JYRVWZFOSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as psoralens. These are organic compounds containing a psoralen moiety, which consists of a furan fused to a chromenone to for 7H-furo[3,2-g]chromen-7-one.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Furanocoumarins

Direct Parent

Psoralens

Alternative Parents

Substituents

Psoralen
Benzopyran
1-benzopyran
Benzofuran
Fatty alcohol
Alkyl aryl ether
Pyranone
Fatty acyl
Benzenoid
Pyran
Heteroaromatic compound
Tertiary alcohol
Furan
1,2-diol
Secondary alcohol
Lactone
Oxacycle
Ether
Organoheterocyclic compound
Organic oxygen compound
Hydrocarbon derivative
Alcohol
Organic oxide
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0039066)
Cell membrane (HMDB: HMDB0039066)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039066)

Source

Exogenous

Exogenous (HMDB: HMDB0039066)

Food

Food (HMDB: HMDB0039066)

Fruit

Citrus

Citrus (FooDB: FOOD00859)

Endogenous

Plant

Plant (HMDB: HMDB0039066)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0039066)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	104 - 106 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	3.18 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	0.044 g/L	ALOGPS
logP	3.4	ALOGPS
logP	2.67	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	13.84	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	89.13 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	102.12 m³·mol⁻¹	ChemAxon
Polarizability	39.65 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	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	187.631	31661259
DarkChem	[M-H]-	185.378	31661259
DeepCCS	[M+H]+	190.838	30932474
DeepCCS	[M-H]-	188.283	30932474
DeepCCS	[M-2H]-	222.771	30932474
DeepCCS	[M+Na]+	198.234	30932474
AllCCS	[M+H]+	189.0	32859911
AllCCS	[M+H-H2O]+	186.3	32859911
AllCCS	[M+NH4]+	191.4	32859911
AllCCS	[M+Na]+	192.1	32859911
AllCCS	[M-H]-	191.8	32859911
AllCCS	[M+Na-2H]-	192.0	32859911
AllCCS	[M+HCOO]-	192.3	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.	7.59 minutes	32390414
Predicted by Siyang on May 30, 2022	13.6358 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.21 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	34.7 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2363.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	279.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	192.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	180.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	122.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	544.3 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	562.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	73.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1104.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	470.3 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1248.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	400.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	348.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	255.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	318.1 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	8.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
6',7'-Dihydroxybergamottin	C\C(CCC(O)C(C)(C)O)=C\COC1=C2C=COC2=CC2=C1C=CC(=O)O2	4059.5	Standard polar	33892256
6',7'-Dihydroxybergamottin	C\C(CCC(O)C(C)(C)O)=C\COC1=C2C=COC2=CC2=C1C=CC(=O)O2	3015.5	Standard non polar	33892256
6',7'-Dihydroxybergamottin	C\C(CCC(O)C(C)(C)O)=C\COC1=C2C=COC2=CC2=C1C=CC(=O)O2	3232.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
6',7'-Dihydroxybergamottin,1TMS,isomer #1	C/C(=C/COC1=C2C=COC2=CC2=C1C=CC(=O)O2)CCC(O[Si](C)(C)C)C(C)(C)O	3171.4	Semi standard non polar	33892256
6',7'-Dihydroxybergamottin,1TMS,isomer #2	C/C(=C/COC1=C2C=COC2=CC2=C1C=CC(=O)O2)CCC(O)C(C)(C)O[Si](C)(C)C	3212.3	Semi standard non polar	33892256
6',7'-Dihydroxybergamottin,2TMS,isomer #1	C/C(=C/COC1=C2C=COC2=CC2=C1C=CC(=O)O2)CCC(O[Si](C)(C)C)C(C)(C)O[Si](C)(C)C	3179.4	Semi standard non polar	33892256
6',7'-Dihydroxybergamottin,1TBDMS,isomer #1	C/C(=C/COC1=C2C=COC2=CC2=C1C=CC(=O)O2)CCC(O[Si](C)(C)C(C)(C)C)C(C)(C)O	3410.6	Semi standard non polar	33892256
6',7'-Dihydroxybergamottin,1TBDMS,isomer #2	C/C(=C/COC1=C2C=COC2=CC2=C1C=CC(=O)O2)CCC(O)C(C)(C)O[Si](C)(C)C(C)(C)C	3449.3	Semi standard non polar	33892256
6',7'-Dihydroxybergamottin,2TBDMS,isomer #1	C/C(=C/COC1=C2C=COC2=CC2=C1C=CC(=O)O2)CCC(O[Si](C)(C)C(C)(C)C)C(C)(C)O[Si](C)(C)C(C)(C)C	3625.4	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 - 6',7'-Dihydroxybergamottin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9044000000-941ed62632b71a13305d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6',7'-Dihydroxybergamottin GC-MS (2 TMS) - 70eV, Positive	splash10-0kji-8894750000-911d6c503b24adefc3d3	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6',7'-Dihydroxybergamottin 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 - 6',7'-Dihydroxybergamottin 10V, Positive-QTOF	splash10-05fr-0219000000-60828bda7a2eb1b2b838	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6',7'-Dihydroxybergamottin 20V, Positive-QTOF	splash10-0zni-6898000000-9b3d898ebda6aef35d94	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6',7'-Dihydroxybergamottin 40V, Positive-QTOF	splash10-0ktr-9230000000-58a1d646ec73e9fb6806	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6',7'-Dihydroxybergamottin 10V, Negative-QTOF	splash10-0fk9-0029000000-739b06d1a0a3b5242e1b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6',7'-Dihydroxybergamottin 20V, Negative-QTOF	splash10-0udi-0395000000-0b1e14b4c9f49fd15767	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6',7'-Dihydroxybergamottin 40V, Negative-QTOF	splash10-0a4i-2920000000-580ae694ecab81deb640	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6',7'-Dihydroxybergamottin 10V, Positive-QTOF	splash10-0f79-0029000000-53d804be2c67f474ea3b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6',7'-Dihydroxybergamottin 20V, Positive-QTOF	splash10-0f79-1159000000-3f605d41a0289f2dbcba	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6',7'-Dihydroxybergamottin 40V, Positive-QTOF	splash10-0kdr-7892000000-2bf483e2025be4fe392a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6',7'-Dihydroxybergamottin 10V, Negative-QTOF	splash10-00di-0019000000-492869cd0ced7b279ef4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6',7'-Dihydroxybergamottin 20V, Negative-QTOF	splash10-0pb9-9188000000-c36742fd1abb17e61818	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6',7'-Dihydroxybergamottin 40V, Negative-QTOF	splash10-0zfr-2980000000-541760eb3e74dd26805c	2021-09-22	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

FDB018565

KNApSAcK ID

C00047681

Chemspider ID

35014735

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

6',7'-Dihydroxybergamottin

METLIN ID

Not Available

PubChem Compound

131752532

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1873951

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 6',7'-Dihydroxybergamottin (HMDB0039066)

MOL for HMDB0039066 (6',7'-Dihydroxybergamottin)

3D MOL for HMDB0039066 (6',7'-Dihydroxybergamottin)

3D SDF for HMDB0039066 (6',7'-Dihydroxybergamottin)

3D-SDF for HMDB0039066 (6',7'-Dihydroxybergamottin)

PDB for HMDB0039066 (6',7'-Dihydroxybergamottin)

3D PDB for HMDB0039066 (6',7'-Dihydroxybergamottin)

SMILES for HMDB0039066 (6',7'-Dihydroxybergamottin)

INCHI for HMDB0039066 (6',7'-Dihydroxybergamottin)

Structure for HMDB0039066 (6',7'-Dihydroxybergamottin)

3D Structure for HMDB0039066 (6',7'-Dihydroxybergamottin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra