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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-03-21 06:18:13 UTC

Update Date

2022-03-07 03:17:54 UTC

HMDB ID

HMDB0062427

Secondary Accession Numbers

HMDB62427

Metabolite Identification

Common Name

6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione

Description

aflatoxin B1 triol, also known as AFBDOH, belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one). An organic heterotricyclic compound obtained by oxidative cleavage of the furofuran ring system of aflatoxin B1. aflatoxin B1 triol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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


  Mrv1652303211707182D          

 25 27  0  0  0  0            999 V2000
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    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
    1.4289    1.6500    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9719    3.6945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5239    4.3076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1514    3.7807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8158    3.0270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 O   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
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    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
    3.5724    1.2375    0.0000 O   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
    5.0013    0.4125    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
    1.4289   -0.8250    0.0000 O   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
  1  2  1  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
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
  4 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 15 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
  3 25  1  0  0  0  0
M  END

HMDB0062427
     RDKit          3D
6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyc...
 43 45  0  0  0  0  0  0  0  0999 V2000
    3.2659    3.0935   -0.5004 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8681    1.7965   -0.1877 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5593    1.3164   -0.1793 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4690    2.0960   -0.4844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8169    1.5711   -0.4637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8747    2.4062   -0.7931 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0354    0.2568   -0.1349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3562   -0.3279    0.0849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5519   -1.7222   -0.4910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3814   -1.7702   -1.8636 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5431    0.3325    0.5766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5556   -0.7354    0.5871 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2844    1.4482    0.0159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4999    1.4994    0.8506 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1352   -0.5149    0.1747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0563   -1.7728    0.4961 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9332   -2.5576    0.8071 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7575   -3.7845    1.1214 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2452   -2.1382    0.8242 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5074   -0.8059    0.4847 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3975   -0.0178    0.1591 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9453   -0.5488    0.5781 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5825   -1.9473    0.4845 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5294   -2.7748    1.1177 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6883   -3.8249    1.7845 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5035    3.6370    0.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2256    3.0025   -1.0717 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5245    3.6046   -1.1152 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5856    3.1441   -0.7457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7190    3.3591   -1.0383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0537   -0.8102    1.2201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6170   -2.0358   -0.2653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9325   -2.4568   -0.0166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5466   -2.1472   -2.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4473    0.5489    1.6922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4888   -1.1798    1.4543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8728    2.4552    0.3976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6582    1.4583   -0.9701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3314    1.0638    1.7002 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2274   -0.1302    1.5849 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3931    0.0461   -0.2209 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7493   -2.2247   -0.5927 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5304   -1.9081    1.0440 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
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
  7 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 21  3  1  0
 21 15  2  0
 24 19  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  6 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 22 40  1  0
 22 41  1  0
 23 42  1  0
 23 43  1  0
M  END


  Mrv1652303211707182D          

 25 27  0  0  0  0            999 V2000
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    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
    1.4289    1.6500    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9719    3.6945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5239    4.3076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1514    3.7807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8158    3.0270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 O   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
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    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
    3.5724    1.2375    0.0000 O   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
    5.0013    0.4125    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
    1.4289   -0.8250    0.0000 O   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
  1  2  1  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
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
  4 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 15 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
  3 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0062427

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C2C3=C(C(=O)CC3)C(=O)OC2=C(C(CO)C(O)CO)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H18O8/c1-24-12-4-10(21)13(8(5-18)11(22)6-19)16-15(12)7-2-3-9(20)14(7)17(23)25-16/h4,8,11,18-19,21-22H,2-3,5-6H2,1H3

> <INCHI_KEY>
OKGOPKLFGPTQFQ-UHFFFAOYSA-N

> <FORMULA>
C17H18O8

> <MOLECULAR_WEIGHT>
350.323

> <EXACT_MASS>
350.10016754

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
33.84325754065443

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
7-hydroxy-9-methoxy-6-(1,3,4-trihydroxybutan-2-yl)-1H,2H,3H,4H-cyclopenta[c]chromene-3,4-dione

> <ALOGPS_LOGP>
0.11

> <JCHEM_LOGP>
-0.8085450443333332

> <ALOGPS_LOGS>
-2.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.882114528402315

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.600204973185682

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7312718577826622

> <JCHEM_POLAR_SURFACE_AREA>
133.52

> <JCHEM_REFRACTIVITY>
85.9587

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.45e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-hydroxy-9-methoxy-6-(1,3,4-trihydroxybutan-2-yl)-1H,2H-cyclopenta[c]chromene-3,4-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0062427
     RDKit          3D
6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyc...
 43 45  0  0  0  0  0  0  0  0999 V2000
    3.2659    3.0935   -0.5004 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8681    1.7965   -0.1877 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5593    1.3164   -0.1793 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4690    2.0960   -0.4844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8169    1.5711   -0.4637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8747    2.4062   -0.7931 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0354    0.2568   -0.1349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3562   -0.3279    0.0849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5519   -1.7222   -0.4910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3814   -1.7702   -1.8636 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5431    0.3325    0.5766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5556   -0.7354    0.5871 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2844    1.4482    0.0159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4999    1.4994    0.8506 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1352   -0.5149    0.1747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0563   -1.7728    0.4961 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9332   -2.5576    0.8071 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7575   -3.7845    1.1214 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2452   -2.1382    0.8242 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5074   -0.8059    0.4847 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3975   -0.0178    0.1591 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9453   -0.5488    0.5781 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5825   -1.9473    0.4845 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5294   -2.7748    1.1177 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6883   -3.8249    1.7845 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5035    3.6370    0.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2256    3.0025   -1.0717 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5245    3.6046   -1.1152 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5856    3.1441   -0.7457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7190    3.3591   -1.0383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0537   -0.8102    1.2201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6170   -2.0358   -0.2653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9325   -2.4568   -0.0166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5466   -2.1472   -2.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4473    0.5489    1.6922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4888   -1.1798    1.4543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8728    2.4552    0.3976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6582    1.4583   -0.9701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3314    1.0638    1.7002 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2274   -0.1302    1.5849 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3931    0.0461   -0.2209 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7493   -2.2247   -0.5927 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5304   -1.9081    1.0440 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
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
  7 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 21  3  1  0
 21 15  2  0
 24 19  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  6 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 22 40  1  0
 22 41  1  0
 23 42  1  0
 23 43  1  0
M  END

HEADER    PROTEIN                                 21-MAR-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-MAR-17         0                                  
HETATM    1  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -0.000   3.080   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001   5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.681   6.896   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       4.711   8.041   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       2.149   7.057   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.523   5.650   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       6.668   5.390   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       5.335   3.080   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001   0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335  -1.540   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       6.668   0.770   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       6.668   2.310   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       9.336   0.770   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.667  -1.540   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   25                                                  
CONECT    4    3    5   14                                                  
CONECT    5    4    6   10                                                  
CONECT    6    5    7   11                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9    5                                                       
CONECT   11    6   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13    4   15                                                  
CONECT   15   14   16   23                                                  
CONECT   16   15   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19   16   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21                                                            
CONECT   23   15   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23    3                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

COMPND    HMDB0062427
HETATM    1  C1  UNL     1       3.266   3.093  -0.500  1.00  0.00           C  
HETATM    2  O1  UNL     1       2.868   1.797  -0.188  1.00  0.00           O  
HETATM    3  C2  UNL     1       1.559   1.316  -0.179  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.469   2.096  -0.484  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.817   1.571  -0.464  1.00  0.00           C  
HETATM    6  O2  UNL     1      -1.875   2.406  -0.793  1.00  0.00           O  
HETATM    7  C5  UNL     1      -1.035   0.257  -0.135  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.356  -0.328   0.085  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.552  -1.722  -0.491  1.00  0.00           C  
HETATM   10  O3  UNL     1      -2.381  -1.770  -1.864  1.00  0.00           O  
HETATM   11  C8  UNL     1      -3.543   0.332   0.577  1.00  0.00           C  
HETATM   12  O4  UNL     1      -4.556  -0.735   0.587  1.00  0.00           O  
HETATM   13  C9  UNL     1      -4.284   1.448   0.016  1.00  0.00           C  
HETATM   14  O5  UNL     1      -5.500   1.499   0.851  1.00  0.00           O  
HETATM   15  C10 UNL     1       0.135  -0.515   0.175  1.00  0.00           C  
HETATM   16  O6  UNL     1      -0.056  -1.773   0.496  1.00  0.00           O  
HETATM   17  C11 UNL     1       0.933  -2.558   0.807  1.00  0.00           C  
HETATM   18  O7  UNL     1       0.757  -3.784   1.121  1.00  0.00           O  
HETATM   19  C12 UNL     1       2.245  -2.138   0.824  1.00  0.00           C  
HETATM   20  C13 UNL     1       2.507  -0.806   0.485  1.00  0.00           C  
HETATM   21  C14 UNL     1       1.398  -0.018   0.159  1.00  0.00           C  
HETATM   22  C15 UNL     1       3.945  -0.549   0.578  1.00  0.00           C  
HETATM   23  C16 UNL     1       4.583  -1.947   0.484  1.00  0.00           C  
HETATM   24  C17 UNL     1       3.529  -2.775   1.118  1.00  0.00           C  
HETATM   25  O8  UNL     1       3.688  -3.825   1.785  1.00  0.00           O  
HETATM   26  H1  UNL     1       3.503   3.637   0.434  1.00  0.00           H  
HETATM   27  H2  UNL     1       4.226   3.002  -1.072  1.00  0.00           H  
HETATM   28  H3  UNL     1       2.524   3.605  -1.115  1.00  0.00           H  
HETATM   29  H4  UNL     1       0.586   3.144  -0.746  1.00  0.00           H  
HETATM   30  H5  UNL     1      -1.719   3.359  -1.038  1.00  0.00           H  
HETATM   31  H6  UNL     1      -2.054  -0.810   1.220  1.00  0.00           H  
HETATM   32  H7  UNL     1      -3.617  -2.036  -0.265  1.00  0.00           H  
HETATM   33  H8  UNL     1      -1.933  -2.457  -0.017  1.00  0.00           H  
HETATM   34  H9  UNL     1      -1.547  -2.147  -2.175  1.00  0.00           H  
HETATM   35  H10 UNL     1      -3.447   0.549   1.692  1.00  0.00           H  
HETATM   36  H11 UNL     1      -4.489  -1.180   1.454  1.00  0.00           H  
HETATM   37  H12 UNL     1      -3.873   2.455   0.398  1.00  0.00           H  
HETATM   38  H13 UNL     1      -4.658   1.458  -0.970  1.00  0.00           H  
HETATM   39  H14 UNL     1      -5.331   1.064   1.700  1.00  0.00           H  
HETATM   40  H15 UNL     1       4.227  -0.130   1.585  1.00  0.00           H  
HETATM   41  H16 UNL     1       4.393   0.046  -0.221  1.00  0.00           H  
HETATM   42  H17 UNL     1       4.749  -2.225  -0.593  1.00  0.00           H  
HETATM   43  H18 UNL     1       5.530  -1.908   1.044  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3
CONECT    3    4    4   21
CONECT    4    5   29
CONECT    5    6    7    7
CONECT    6   30
CONECT    7    8   15
CONECT    8    9   11   31
CONECT    9   10   32   33
CONECT   10   34
CONECT   11   12   13   35
CONECT   12   36
CONECT   13   14   37   38
CONECT   14   39
CONECT   15   16   21   21
CONECT   16   17
CONECT   17   18   18   19
CONECT   19   20   20   24
CONECT   20   21   22
CONECT   22   23   40   41
CONECT   23   24   42   43
CONECT   24   25   25
END

HMDB0062427
     RDKit          3D
6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyc...
 43 45  0  0  0  0  0  0  0  0999 V2000
    3.2659    3.0935   -0.5004 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8681    1.7965   -0.1877 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5593    1.3164   -0.1793 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4690    2.0960   -0.4844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8169    1.5711   -0.4637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8747    2.4062   -0.7931 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0354    0.2568   -0.1349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3562   -0.3279    0.0849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5519   -1.7222   -0.4910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3814   -1.7702   -1.8636 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5431    0.3325    0.5766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5556   -0.7354    0.5871 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2844    1.4482    0.0159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4999    1.4994    0.8506 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1352   -0.5149    0.1747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0563   -1.7728    0.4961 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9332   -2.5576    0.8071 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7575   -3.7845    1.1214 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2452   -2.1382    0.8242 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5074   -0.8059    0.4847 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3975   -0.0178    0.1591 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9453   -0.5488    0.5781 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5825   -1.9473    0.4845 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5294   -2.7748    1.1177 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6883   -3.8249    1.7845 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5035    3.6370    0.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2256    3.0025   -1.0717 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5245    3.6046   -1.1152 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5856    3.1441   -0.7457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7190    3.3591   -1.0383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0537   -0.8102    1.2201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6170   -2.0358   -0.2653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9325   -2.4568   -0.0166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5466   -2.1472   -2.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4473    0.5489    1.6922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4888   -1.1798    1.4543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8728    2.4552    0.3976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6582    1.4583   -0.9701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3314    1.0638    1.7002 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2274   -0.1302    1.5849 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3931    0.0461   -0.2209 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7493   -2.2247   -0.5927 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5304   -1.9081    1.0440 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
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
  7 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 21  3  1  0
 21 15  2  0
 24 19  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  6 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 22 40  1  0
 22 41  1  0
 23 42  1  0
 23 43  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
AFBDOH	ChEBI
Aflatoxin b1 trialcohol	ChEBI

Chemical Formula

C₁₇H₁₈O₈

Average Molecular Weight

350.323

Monoisotopic Molecular Weight

350.10016754

IUPAC Name

7-hydroxy-9-methoxy-6-(1,3,4-trihydroxybutan-2-yl)-1H,2H,3H,4H-cyclopenta[c]chromene-3,4-dione

Traditional Name

7-hydroxy-9-methoxy-6-(1,3,4-trihydroxybutan-2-yl)-1H,2H-cyclopenta[c]chromene-3,4-dione

CAS Registry Number

Not Available

SMILES

COC1=C2C3=C(C(=O)CC3)C(=O)OC2=C(C(CO)C(O)CO)C(O)=C1

InChI Identifier

InChI=1S/C17H18O8/c1-24-12-4-10(21)13(8(5-18)11(22)6-19)16-15(12)7-2-3-9(20)14(7)17(23)25-16/h4,8,11,18-19,21-22H,2-3,5-6H2,1H3

InChI Key

OKGOPKLFGPTQFQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Not Available

Direct Parent

Coumarins and derivatives

Alternative Parents

Substituents

Coumarin
Benzopyran
1-benzopyran
Anisole
Aryl alkyl ketone
Aryl ketone
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Ketone
Secondary alcohol
Lactone
Oxacycle
Ether
Organoheterocyclic compound
Polyol
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Organic oxide
Primary alcohol
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

aromatic ether (CHEBI:53108 )
organic heterotricyclic compound (CHEBI:53108 )
phenols (CHEBI:53108 )
aromatic ketone (CHEBI:53108 )
triol (CHEBI:53108 )

Ontology

Not Available

Exogenous (HMDB: HMDB0062427)

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	1.45 g/l	ALOGPS
LogP	0.11	ALOGPS

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	0.11	ALOGPS
logP	-0.81	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	7.6	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	133.52 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	85.96 m³·mol⁻¹	ChemAxon
Polarizability	33.84 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	179.755	31661259
DarkChem	[M-H]-	175.901	31661259
DeepCCS	[M+H]+	184.388	30932474
DeepCCS	[M-H]-	182.03	30932474
DeepCCS	[M-2H]-	216.163	30932474
DeepCCS	[M+Na]+	191.391	30932474
AllCCS	[M+H]+	178.7	32859911
AllCCS	[M+H-H2O]+	175.7	32859911
AllCCS	[M+NH4]+	181.5	32859911
AllCCS	[M+Na]+	182.2	32859911
AllCCS	[M-H]-	180.8	32859911
AllCCS	[M+Na-2H]-	180.7	32859911
AllCCS	[M+HCOO]-	180.7	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 √ó 2.1 mm; 1.7 Œºmparticle diameter). Predicted by Afia on May 17, 2022.	4.47 minutes	32390414
Predicted by Siyang on May 30, 2022	10.1068 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.27 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1304.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	206.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	100.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	161.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	63.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	288.1 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	336.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	490.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	647.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	252.8 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	1138.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	206.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	231.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	429.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	318.0 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	276.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione	COC1=C2C3=C(C(=O)CC3)C(=O)OC2=C(C(CO)C(O)CO)C(O)=C1	3837.6	Standard polar	33892256
6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione	COC1=C2C3=C(C(=O)CC3)C(=O)OC2=C(C(CO)C(O)CO)C(O)=C1	3112.7	Standard non polar	33892256
6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione	COC1=C2C3=C(C(=O)CC3)C(=O)OC2=C(C(CO)C(O)CO)C(O)=C1	3546.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione,1TMS,isomer #1	COC1=CC(O)=C(C(CO[Si](C)(C)C)C(O)CO)C2=C1C1=C(C(=O)CC1)C(=O)O2	3144.1	Semi standard non polar	33892256
6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione,1TMS,isomer #2	COC1=CC(O)=C(C(CO)C(CO)O[Si](C)(C)C)C2=C1C1=C(C(=O)CC1)C(=O)O2	3084.0	Semi standard non polar	33892256
6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione,1TMS,isomer #3	COC1=CC(O)=C(C(CO)C(O)CO[Si](C)(C)C)C2=C1C1=C(C(=O)CC1)C(=O)O2	3128.6	Semi standard non polar	33892256
6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione,1TMS,isomer #4	COC1=CC(O[Si](C)(C)C)=C(C(CO)C(O)CO)C2=C1C1=C(C(=O)CC1)C(=O)O2	3099.8	Semi standard non polar	33892256
6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione,2TMS,isomer #1	COC1=CC(O[Si](C)(C)C)=C(C(CO[Si](C)(C)C)C(O)CO)C2=C1C1=C(C(=O)CC1)C(=O)O2	3110.6	Semi standard non polar	33892256
6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione,2TMS,isomer #2	COC1=CC(O)=C(C(CO[Si](C)(C)C)C(CO)O[Si](C)(C)C)C2=C1C1=C(C(=O)CC1)C(=O)O2	3070.5	Semi standard non polar	33892256
6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione,2TMS,isomer #3	COC1=CC(O)=C(C(CO[Si](C)(C)C)C(O)CO[Si](C)(C)C)C2=C1C1=C(C(=O)CC1)C(=O)O2	3083.9	Semi standard non polar	33892256
6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione,2TMS,isomer #4	COC1=CC(O[Si](C)(C)C)=C(C(CO)C(CO)O[Si](C)(C)C)C2=C1C1=C(C(=O)CC1)C(=O)O2	3075.2	Semi standard non polar	33892256
6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione,2TMS,isomer #5	COC1=CC(O)=C(C(CO)C(CO[Si](C)(C)C)O[Si](C)(C)C)C2=C1C1=C(C(=O)CC1)C(=O)O2	3063.3	Semi standard non polar	33892256
6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione,2TMS,isomer #6	COC1=CC(O[Si](C)(C)C)=C(C(CO)C(O)CO[Si](C)(C)C)C2=C1C1=C(C(=O)CC1)C(=O)O2	3079.0	Semi standard non polar	33892256
6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione,3TMS,isomer #1	COC1=CC(O[Si](C)(C)C)=C(C(CO[Si](C)(C)C)C(CO)O[Si](C)(C)C)C2=C1C1=C(C(=O)CC1)C(=O)O2	3092.2	Semi standard non polar	33892256
6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione,3TMS,isomer #2	COC1=CC(O[Si](C)(C)C)=C(C(CO[Si](C)(C)C)C(O)CO[Si](C)(C)C)C2=C1C1=C(C(=O)CC1)C(=O)O2	3073.9	Semi standard non polar	33892256
6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione,3TMS,isomer #3	COC1=CC(O)=C(C(CO[Si](C)(C)C)C(CO[Si](C)(C)C)O[Si](C)(C)C)C2=C1C1=C(C(=O)CC1)C(=O)O2	3042.5	Semi standard non polar	33892256
6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione,3TMS,isomer #4	COC1=CC(O[Si](C)(C)C)=C(C(CO)C(CO[Si](C)(C)C)O[Si](C)(C)C)C2=C1C1=C(C(=O)CC1)C(=O)O2	3043.9	Semi standard non polar	33892256
6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione,4TMS,isomer #1	COC1=CC(O[Si](C)(C)C)=C(C(CO[Si](C)(C)C)C(CO[Si](C)(C)C)O[Si](C)(C)C)C2=C1C1=C(C(=O)CC1)C(=O)O2	3060.7	Semi standard non polar	33892256
6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione,1TBDMS,isomer #1	COC1=CC(O)=C(C(CO[Si](C)(C)C(C)(C)C)C(O)CO)C2=C1C1=C(C(=O)CC1)C(=O)O2	3372.0	Semi standard non polar	33892256
6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione,1TBDMS,isomer #2	COC1=CC(O)=C(C(CO)C(CO)O[Si](C)(C)C(C)(C)C)C2=C1C1=C(C(=O)CC1)C(=O)O2	3340.6	Semi standard non polar	33892256
6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione,1TBDMS,isomer #3	COC1=CC(O)=C(C(CO)C(O)CO[Si](C)(C)C(C)(C)C)C2=C1C1=C(C(=O)CC1)C(=O)O2	3350.9	Semi standard non polar	33892256
6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione,1TBDMS,isomer #4	COC1=CC(O[Si](C)(C)C(C)(C)C)=C(C(CO)C(O)CO)C2=C1C1=C(C(=O)CC1)C(=O)O2	3320.3	Semi standard non polar	33892256
6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione,2TBDMS,isomer #1	COC1=CC(O[Si](C)(C)C(C)(C)C)=C(C(CO[Si](C)(C)C(C)(C)C)C(O)CO)C2=C1C1=C(C(=O)CC1)C(=O)O2	3544.6	Semi standard non polar	33892256
6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione,2TBDMS,isomer #2	COC1=CC(O)=C(C(CO[Si](C)(C)C(C)(C)C)C(CO)O[Si](C)(C)C(C)(C)C)C2=C1C1=C(C(=O)CC1)C(=O)O2	3539.6	Semi standard non polar	33892256
6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione,2TBDMS,isomer #3	COC1=CC(O)=C(C(CO[Si](C)(C)C(C)(C)C)C(O)CO[Si](C)(C)C(C)(C)C)C2=C1C1=C(C(=O)CC1)C(=O)O2	3537.9	Semi standard non polar	33892256
6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione,2TBDMS,isomer #4	COC1=CC(O[Si](C)(C)C(C)(C)C)=C(C(CO)C(CO)O[Si](C)(C)C(C)(C)C)C2=C1C1=C(C(=O)CC1)C(=O)O2	3535.2	Semi standard non polar	33892256
6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione,2TBDMS,isomer #5	COC1=CC(O)=C(C(CO)C(CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C2=C1C1=C(C(=O)CC1)C(=O)O2	3529.0	Semi standard non polar	33892256
6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione,2TBDMS,isomer #6	COC1=CC(O[Si](C)(C)C(C)(C)C)=C(C(CO)C(O)CO[Si](C)(C)C(C)(C)C)C2=C1C1=C(C(=O)CC1)C(=O)O2	3526.4	Semi standard non polar	33892256
6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione,3TBDMS,isomer #1	COC1=CC(O[Si](C)(C)C(C)(C)C)=C(C(CO[Si](C)(C)C(C)(C)C)C(CO)O[Si](C)(C)C(C)(C)C)C2=C1C1=C(C(=O)CC1)C(=O)O2	3790.8	Semi standard non polar	33892256
6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione,3TBDMS,isomer #2	COC1=CC(O[Si](C)(C)C(C)(C)C)=C(C(CO[Si](C)(C)C(C)(C)C)C(O)CO[Si](C)(C)C(C)(C)C)C2=C1C1=C(C(=O)CC1)C(=O)O2	3763.5	Semi standard non polar	33892256
6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione,3TBDMS,isomer #3	COC1=CC(O)=C(C(CO[Si](C)(C)C(C)(C)C)C(CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C2=C1C1=C(C(=O)CC1)C(=O)O2	3739.6	Semi standard non polar	33892256
6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione,3TBDMS,isomer #4	COC1=CC(O[Si](C)(C)C(C)(C)C)=C(C(CO)C(CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C2=C1C1=C(C(=O)CC1)C(=O)O2	3731.9	Semi standard non polar	33892256
6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione,4TBDMS,isomer #1	COC1=CC(O[Si](C)(C)C(C)(C)C)=C(C(CO[Si](C)(C)C(C)(C)C)C(CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C2=C1C1=C(C(=O)CC1)C(=O)O2	3980.8	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-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione GC-MS (Non-derivatized) - 70eV, Positive	splash10-00s9-3079000000-fae8807d6536c5acdc3a	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione GC-MS (4 TMS) - 70eV, Positive	splash10-00di-3010269000-e7c1d3255d2072d44dd1	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione 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-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione 10V, Positive-QTOF	splash10-0f89-0019000000-c578dbb8fa05e743c832	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione 20V, Positive-QTOF	splash10-0159-4019000000-5c2ad222c58153fd8ca1	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione 40V, Positive-QTOF	splash10-0gi9-6289000000-47f3195596bf99f15047	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione 10V, Negative-QTOF	splash10-0002-0009000000-0fd3888a54d4f0aafe05	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione 20V, Negative-QTOF	splash10-0kub-2079000000-34d2fb8366c597d79b4c	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione 40V, Negative-QTOF	splash10-004v-8092000000-24d2a63ee70da8148a27	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione 10V, Positive-QTOF	splash10-0uyi-0019000000-903c8cd4645bc7f02697	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione 20V, Positive-QTOF	splash10-00di-0094000000-72999d54b2c3b4972085	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione 40V, Positive-QTOF	splash10-0aba-2194000000-0eb99d5209a6b9419ff7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione 10V, Negative-QTOF	splash10-0002-0098000000-18aa3891b45d43fcddc3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione 20V, Negative-QTOF	splash10-05g0-0092000000-b5aede16195e71c7b723	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione 40V, Negative-QTOF	splash10-056v-3093000000-6cdb32f0b19a6bcb3db8	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C19590

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53297445

PDB ID

Not Available

ChEBI ID

53108

Food Biomarker Ontology

Not Available

VMH ID

M01156

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for 6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione (HMDB0062427)

MOL for HMDB0062427 (6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione)

3D MOL for HMDB0062427 (6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione)

3D SDF for HMDB0062427 (6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione)

3D-SDF for HMDB0062427 (6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione)

PDB for HMDB0062427 (6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione)

3D PDB for HMDB0062427 (6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione)

SMILES for HMDB0062427 (6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione)

INCHI for HMDB0062427 (6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione)

Structure for HMDB0062427 (6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione)

3D Structure for HMDB0062427 (6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra