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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:30:59 UTC

Update Date

2022-03-07 02:52:11 UTC

HMDB ID

HMDB0029532

Secondary Accession Numbers

HMDB29532

Metabolite Identification

Common Name

3-Hydroxyglabrol

Description

3-Hydroxyglabrol belongs to the class of organic compounds known as 8-prenylated flavanones. These are flavanones that features a C5-isoprenoid substituent at the 8-position. Based on a literature review very few articles have been published on 3-Hydroxyglabrol.

Structure

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


  Mrv0541 05061304482D          

 30 32  0  0  0  0            999 V2000
    2.8579    4.9500    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
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    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
   -1.4289    2.4750    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
    2.8579    0.8250    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
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    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
    3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    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
    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
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    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
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 O   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
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  1  0  0  0  0
  9  6  1  0  0  0  0
 11  8  1  0  0  0  0
 12 10  2  0  0  0  0
 14  1  1  0  0  0  0
 14  2  1  0  0  0  0
 14  5  2  0  0  0  0
 15  3  1  0  0  0  0
 15  4  1  0  0  0  0
 15  6  2  0  0  0  0
 16  7  1  0  0  0  0
 16 13  2  0  0  0  0
 17  8  2  0  0  0  0
 17 13  1  0  0  0  0
 18  9  1  0  0  0  0
 19 10  1  0  0  0  0
 20 11  2  0  0  0  0
 20 16  1  0  0  0  0
 21 12  1  0  0  0  0
 21 18  2  0  0  0  0
 22 19  1  0  0  0  0
 23 22  1  0  0  0  0
 24 17  1  0  0  0  0
 24 23  1  0  0  0  0
 25 18  1  0  0  0  0
 25 19  2  0  0  0  0
 26 20  1  0  0  0  0
 27 21  1  0  0  0  0
 28 22  2  0  0  0  0
 29 23  1  0  0  0  0
 30 24  1  0  0  0  0
 30 25  1  0  0  0  0
M  END

HMDB0029532
     RDKit          3D
3-Hydroxyglabrol
 58 60  0  0  0  0  0  0  0  0999 V2000
    6.0497    2.3118   -1.1063 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8272    1.4392    0.0453 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9939    0.6380    0.5767 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6675    1.3032    0.6501 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4212    2.0062    0.2587 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3304    1.0315   -0.0611 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3094    0.7765    0.8422 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2863   -0.1339    0.5793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7760   -0.3769    1.5627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0662   -0.4688    1.0485 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7119   -1.6063    0.6548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1129   -2.8385    0.9533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7427   -4.0010    0.5654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9457   -3.9562   -0.1071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5078   -2.7274   -0.3842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7374   -2.7062   -1.0721 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9074   -1.5415   -0.0118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5373   -0.2382   -0.3060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9660    0.5261   -1.4008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5690    1.7683   -1.2441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9804    2.5540   -2.3686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7198    2.4337    0.0661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8422   -2.8332    1.6633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1001   -3.8336    1.5993 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5053   -1.6103    2.4341 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8136   -1.6044    2.8774 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3410   -0.7757   -0.6389 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3668   -0.5243   -1.5558 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3679    0.3803   -1.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3903    0.6498   -2.1551 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8873    1.7170   -2.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4739    3.2511   -1.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1339    2.6551   -1.0986 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8439    0.7075   -0.1027 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2865    0.9462    1.5848 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6133   -0.4143    0.5964 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5715    0.6275    1.5156 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1245    2.6775    1.0964 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6445    2.6348   -0.6211 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2943    1.2991    1.7906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7821    0.4791    2.2991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2422   -4.9468    0.8169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3838   -4.9012   -0.3820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1739   -3.5744   -1.3451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4739    0.3876    0.6253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6272   -0.4644   -0.5214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8600    0.0632   -2.3851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9691    2.2288   -2.6519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8873    3.6354   -2.0968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6904    2.5476   -3.2284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7660    2.3720    0.4374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9834    2.0595    0.8005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4581    3.5330   -0.0331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2323   -1.5353    3.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7654   -1.6932    3.8797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4074   -1.4882   -0.9178 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3908   -1.0499   -2.5234 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4701    0.2036   -3.0607 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  3
 20 21  1  0
 20 22  1  0
 12 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
  8 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 29  6  1  0
 25  9  1  0
 17 11  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  7 40  1  0
  9 41  1  0
 13 42  1  0
 14 43  1  0
 16 44  1  0
 18 45  1  0
 18 46  1  0
 19 47  1  0
 21 48  1  0
 21 49  1  0
 21 50  1  0
 22 51  1  0
 22 52  1  0
 22 53  1  0
 25 54  1  0
 26 55  1  0
 27 56  1  0
 28 57  1  0
 30 58  1  0
M  END


  Mrv0541 05061304482D          

 30 32  0  0  0  0            999 V2000
    2.8579    4.9500    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
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    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
   -1.4289    2.4750    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
    2.8579    0.8250    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
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    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
    3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    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
    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
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    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
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 O   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
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  1  0  0  0  0
  9  6  1  0  0  0  0
 11  8  1  0  0  0  0
 12 10  2  0  0  0  0
 14  1  1  0  0  0  0
 14  2  1  0  0  0  0
 14  5  2  0  0  0  0
 15  3  1  0  0  0  0
 15  4  1  0  0  0  0
 15  6  2  0  0  0  0
 16  7  1  0  0  0  0
 16 13  2  0  0  0  0
 17  8  2  0  0  0  0
 17 13  1  0  0  0  0
 18  9  1  0  0  0  0
 19 10  1  0  0  0  0
 20 11  2  0  0  0  0
 20 16  1  0  0  0  0
 21 12  1  0  0  0  0
 21 18  2  0  0  0  0
 22 19  1  0  0  0  0
 23 22  1  0  0  0  0
 24 17  1  0  0  0  0
 24 23  1  0  0  0  0
 25 18  1  0  0  0  0
 25 19  2  0  0  0  0
 26 20  1  0  0  0  0
 27 21  1  0  0  0  0
 28 22  2  0  0  0  0
 29 23  1  0  0  0  0
 30 24  1  0  0  0  0
 30 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029532

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCC1=CC(=CC=C1O)C1OC2=C(C=CC(O)=C2CC=C(C)C)C(=O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C25H28O5/c1-14(2)5-7-16-13-17(8-11-20(16)26)24-23(29)22(28)19-10-12-21(27)18(25(19)30-24)9-6-15(3)4/h5-6,8,10-13,23-24,26-27,29H,7,9H2,1-4H3

> <INCHI_KEY>
LAQLCZKPJGMFRM-UHFFFAOYSA-N

> <FORMULA>
C25H28O5

> <MOLECULAR_WEIGHT>
408.4868

> <EXACT_MASS>
408.193674006

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
45.33324089040684

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,7-dihydroxy-2-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-8-(3-methylbut-2-en-1-yl)-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
4.16

> <JCHEM_LOGP>
5.23064891

> <ALOGPS_LOGS>
-4.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.27360375840201

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.4995128887187725

> <JCHEM_PKA_STRONGEST_BASIC>
-4.018295663772174

> <JCHEM_POLAR_SURFACE_AREA>
86.99000000000001

> <JCHEM_REFRACTIVITY>
119.13269999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.65e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,7-dihydroxy-2-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029532
     RDKit          3D
3-Hydroxyglabrol
 58 60  0  0  0  0  0  0  0  0999 V2000
    6.0497    2.3118   -1.1063 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8272    1.4392    0.0453 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9939    0.6380    0.5767 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6675    1.3032    0.6501 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4212    2.0062    0.2587 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3304    1.0315   -0.0611 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3094    0.7765    0.8422 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2863   -0.1339    0.5793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7760   -0.3769    1.5627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0662   -0.4688    1.0485 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7119   -1.6063    0.6548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1129   -2.8385    0.9533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7427   -4.0010    0.5654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9457   -3.9562   -0.1071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5078   -2.7274   -0.3842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7374   -2.7062   -1.0721 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9074   -1.5415   -0.0118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5373   -0.2382   -0.3060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9660    0.5261   -1.4008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5690    1.7683   -1.2441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9804    2.5540   -2.3686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7198    2.4337    0.0661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8422   -2.8332    1.6633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1001   -3.8336    1.5993 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5053   -1.6103    2.4341 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8136   -1.6044    2.8774 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3410   -0.7757   -0.6389 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3668   -0.5243   -1.5558 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3679    0.3803   -1.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3903    0.6498   -2.1551 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8873    1.7170   -2.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4739    3.2511   -1.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1339    2.6551   -1.0986 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8439    0.7075   -0.1027 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2865    0.9462    1.5848 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6133   -0.4143    0.5964 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5715    0.6275    1.5156 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1245    2.6775    1.0964 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6445    2.6348   -0.6211 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2943    1.2991    1.7906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7821    0.4791    2.2991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2422   -4.9468    0.8169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3838   -4.9012   -0.3820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1739   -3.5744   -1.3451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4739    0.3876    0.6253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6272   -0.4644   -0.5214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8600    0.0632   -2.3851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9691    2.2288   -2.6519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8873    3.6354   -2.0968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6904    2.5476   -3.2284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7660    2.3720    0.4374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9834    2.0595    0.8005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4581    3.5330   -0.0331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2323   -1.5353    3.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7654   -1.6932    3.8797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4074   -1.4882   -0.9178 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3908   -1.0499   -2.5234 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4701    0.2036   -3.0607 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  3
 20 21  1  0
 20 22  1  0
 12 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
  8 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 29  6  1  0
 25  9  1  0
 17 11  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  7 40  1  0
  9 41  1  0
 13 42  1  0
 14 43  1  0
 16 44  1  0
 18 45  1  0
 18 46  1  0
 19 47  1  0
 21 48  1  0
 21 49  1  0
 21 50  1  0
 22 51  1  0
 22 52  1  0
 22 53  1  0
 25 54  1  0
 26 55  1  0
 27 56  1  0
 28 57  1  0
 30 58  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.002   9.240   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668   8.470   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       8.002   4.620   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -4.001   2.310   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
CONECT    1   14                                                            
CONECT    2   14                                                            
CONECT    3   15                                                            
CONECT    4   15                                                            
CONECT    5    7   14                                                       
CONECT    6    9   15                                                       
CONECT    7    5   16                                                       
CONECT    8   11   17                                                       
CONECT    9    6   18                                                       
CONECT   10   12   19                                                       
CONECT   11    8   20                                                       
CONECT   12   10   21                                                       
CONECT   13   16   17                                                       
CONECT   14    1    2    5                                                  
CONECT   15    3    4    6                                                  
CONECT   16    7   13   20                                                  
CONECT   17    8   13   24                                                  
CONECT   18    9   21   25                                                  
CONECT   19   10   22   25                                                  
CONECT   20   11   16   26                                                  
CONECT   21   12   18   27                                                  
CONECT   22   19   23   28                                                  
CONECT   23   22   24   29                                                  
CONECT   24   17   23   30                                                  
CONECT   25   18   19   30                                                  
CONECT   26   20                                                            
CONECT   27   21                                                            
CONECT   28   22                                                            
CONECT   29   23                                                            
CONECT   30   24   25                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

COMPND    HMDB0029532
HETATM    1  C1  UNL     1       6.050   2.312  -1.106  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.827   1.439   0.045  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.994   0.638   0.577  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.668   1.303   0.650  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.421   2.006   0.259  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.330   1.032  -0.061  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.309   0.777   0.842  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.286  -0.134   0.579  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.776  -0.377   1.563  1.00  0.00           C  
HETATM   10  O1  UNL     1      -2.066  -0.469   1.049  1.00  0.00           O  
HETATM   11  C10 UNL     1      -2.712  -1.606   0.655  1.00  0.00           C  
HETATM   12  C11 UNL     1      -2.113  -2.839   0.953  1.00  0.00           C  
HETATM   13  C12 UNL     1      -2.743  -4.001   0.565  1.00  0.00           C  
HETATM   14  C13 UNL     1      -3.946  -3.956  -0.107  1.00  0.00           C  
HETATM   15  C14 UNL     1      -4.508  -2.727  -0.384  1.00  0.00           C  
HETATM   16  O2  UNL     1      -5.737  -2.706  -1.072  1.00  0.00           O  
HETATM   17  C15 UNL     1      -3.907  -1.541  -0.012  1.00  0.00           C  
HETATM   18  C16 UNL     1      -4.537  -0.238  -0.306  1.00  0.00           C  
HETATM   19  C17 UNL     1      -3.966   0.526  -1.401  1.00  0.00           C  
HETATM   20  C18 UNL     1      -3.569   1.768  -1.244  1.00  0.00           C  
HETATM   21  C19 UNL     1      -2.980   2.554  -2.369  1.00  0.00           C  
HETATM   22  C20 UNL     1      -3.720   2.434   0.066  1.00  0.00           C  
HETATM   23  C21 UNL     1      -0.842  -2.833   1.663  1.00  0.00           C  
HETATM   24  O3  UNL     1      -0.100  -3.834   1.599  1.00  0.00           O  
HETATM   25  C22 UNL     1      -0.505  -1.610   2.434  1.00  0.00           C  
HETATM   26  O4  UNL     1       0.814  -1.604   2.877  1.00  0.00           O  
HETATM   27  C23 UNL     1       0.341  -0.776  -0.639  1.00  0.00           C  
HETATM   28  C24 UNL     1       1.367  -0.524  -1.556  1.00  0.00           C  
HETATM   29  C25 UNL     1       2.368   0.380  -1.274  1.00  0.00           C  
HETATM   30  O5  UNL     1       3.390   0.650  -2.155  1.00  0.00           O  
HETATM   31  H1  UNL     1       5.887   1.717  -2.049  1.00  0.00           H  
HETATM   32  H2  UNL     1       5.474   3.251  -1.111  1.00  0.00           H  
HETATM   33  H3  UNL     1       7.134   2.655  -1.099  1.00  0.00           H  
HETATM   34  H4  UNL     1       7.844   0.707  -0.103  1.00  0.00           H  
HETATM   35  H5  UNL     1       7.286   0.946   1.585  1.00  0.00           H  
HETATM   36  H6  UNL     1       6.613  -0.414   0.596  1.00  0.00           H  
HETATM   37  H7  UNL     1       4.572   0.627   1.516  1.00  0.00           H  
HETATM   38  H8  UNL     1       3.124   2.678   1.096  1.00  0.00           H  
HETATM   39  H9  UNL     1       3.644   2.635  -0.621  1.00  0.00           H  
HETATM   40  H10 UNL     1       1.294   1.299   1.791  1.00  0.00           H  
HETATM   41  H11 UNL     1      -0.782   0.479   2.299  1.00  0.00           H  
HETATM   42  H12 UNL     1      -2.242  -4.947   0.817  1.00  0.00           H  
HETATM   43  H13 UNL     1      -4.384  -4.901  -0.382  1.00  0.00           H  
HETATM   44  H14 UNL     1      -6.174  -3.574  -1.345  1.00  0.00           H  
HETATM   45  H15 UNL     1      -4.474   0.388   0.625  1.00  0.00           H  
HETATM   46  H16 UNL     1      -5.627  -0.464  -0.521  1.00  0.00           H  
HETATM   47  H17 UNL     1      -3.860   0.063  -2.385  1.00  0.00           H  
HETATM   48  H18 UNL     1      -1.969   2.229  -2.652  1.00  0.00           H  
HETATM   49  H19 UNL     1      -2.887   3.635  -2.097  1.00  0.00           H  
HETATM   50  H20 UNL     1      -3.690   2.548  -3.228  1.00  0.00           H  
HETATM   51  H21 UNL     1      -4.766   2.372   0.437  1.00  0.00           H  
HETATM   52  H22 UNL     1      -2.983   2.059   0.801  1.00  0.00           H  
HETATM   53  H23 UNL     1      -3.458   3.533  -0.033  1.00  0.00           H  
HETATM   54  H24 UNL     1      -1.232  -1.535   3.276  1.00  0.00           H  
HETATM   55  H25 UNL     1       0.765  -1.693   3.880  1.00  0.00           H  
HETATM   56  H26 UNL     1      -0.407  -1.488  -0.918  1.00  0.00           H  
HETATM   57  H27 UNL     1       1.391  -1.050  -2.523  1.00  0.00           H  
HETATM   58  H28 UNL     1       3.470   0.204  -3.061  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3    4    4
CONECT    3   34   35   36
CONECT    4    5   37
CONECT    5    6   38   39
CONECT    6    7    7   29
CONECT    7    8   40
CONECT    8    9   27   27
CONECT    9   10   25   41
CONECT   10   11
CONECT   11   12   12   17
CONECT   12   13   23
CONECT   13   14   14   42
CONECT   14   15   43
CONECT   15   16   17   17
CONECT   16   44
CONECT   17   18
CONECT   18   19   45   46
CONECT   19   20   20   47
CONECT   20   21   22
CONECT   21   48   49   50
CONECT   22   51   52   53
CONECT   23   24   24   25
CONECT   25   26   54
CONECT   26   55
CONECT   27   28   56
CONECT   28   29   29   57
CONECT   29   30
CONECT   30   58
END

HMDB0029532
     RDKit          3D
3-Hydroxyglabrol
 58 60  0  0  0  0  0  0  0  0999 V2000
    6.0497    2.3118   -1.1063 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8272    1.4392    0.0453 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9939    0.6380    0.5767 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6675    1.3032    0.6501 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4212    2.0062    0.2587 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3304    1.0315   -0.0611 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3094    0.7765    0.8422 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2863   -0.1339    0.5793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7760   -0.3769    1.5627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0662   -0.4688    1.0485 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7119   -1.6063    0.6548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1129   -2.8385    0.9533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7427   -4.0010    0.5654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9457   -3.9562   -0.1071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5078   -2.7274   -0.3842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7374   -2.7062   -1.0721 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9074   -1.5415   -0.0118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5373   -0.2382   -0.3060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9660    0.5261   -1.4008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5690    1.7683   -1.2441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9804    2.5540   -2.3686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7198    2.4337    0.0661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8422   -2.8332    1.6633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1001   -3.8336    1.5993 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5053   -1.6103    2.4341 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8136   -1.6044    2.8774 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3410   -0.7757   -0.6389 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3668   -0.5243   -1.5558 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3679    0.3803   -1.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3903    0.6498   -2.1551 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8873    1.7170   -2.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4739    3.2511   -1.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1339    2.6551   -1.0986 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8439    0.7075   -0.1027 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2865    0.9462    1.5848 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6133   -0.4143    0.5964 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5715    0.6275    1.5156 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1245    2.6775    1.0964 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6445    2.6348   -0.6211 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2943    1.2991    1.7906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7821    0.4791    2.2991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2422   -4.9468    0.8169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3838   -4.9012   -0.3820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1739   -3.5744   -1.3451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4739    0.3876    0.6253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6272   -0.4644   -0.5214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8600    0.0632   -2.3851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9691    2.2288   -2.6519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8873    3.6354   -2.0968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6904    2.5476   -3.2284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7660    2.3720    0.4374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9834    2.0595    0.8005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4581    3.5330   -0.0331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2323   -1.5353    3.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7654   -1.6932    3.8797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4074   -1.4882   -0.9178 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3908   -1.0499   -2.5234 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4701    0.2036   -3.0607 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  3
 20 21  1  0
 20 22  1  0
 12 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
  8 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 29  6  1  0
 25  9  1  0
 17 11  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  7 40  1  0
  9 41  1  0
 13 42  1  0
 14 43  1  0
 16 44  1  0
 18 45  1  0
 18 46  1  0
 19 47  1  0
 21 48  1  0
 21 49  1  0
 21 50  1  0
 22 51  1  0
 22 52  1  0
 22 53  1  0
 25 54  1  0
 26 55  1  0
 27 56  1  0
 28 57  1  0
 30 58  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₅H₂₈O₅

Average Molecular Weight

408.4868

Monoisotopic Molecular Weight

408.193674006

IUPAC Name

3,7-dihydroxy-2-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-8-(3-methylbut-2-en-1-yl)-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

3,7-dihydroxy-2-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

CAS Registry Number

74148-41-7

SMILES

CC(C)=CCC1=CC(=CC=C1O)C1OC2=C(C=CC(O)=C2CC=C(C)C)C(=O)C1O

InChI Identifier

InChI=1S/C25H28O5/c1-14(2)5-7-16-13-17(8-11-20(16)26)24-23(29)22(28)19-10-12-21(27)18(25(19)30-24)9-6-15(3)4/h5-6,8,10-13,23-24,26-27,29H,7,9H2,1-4H3

InChI Key

LAQLCZKPJGMFRM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 8-prenylated flavanones. These are flavanones that features a C5-isoprenoid substituent at the 8-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

8-prenylated flavanones

Alternative Parents

Substituents

3'-prenylated flavanone
8-prenylated flavanone
3'-prenylated flavan
Hydroxyflavonoid
3-hydroxyflavonoid
4'-hydroxyflavonoid
7-hydroxyflavonoid
Flavanonol
Flavanone
Chromone
Chromane
1-benzopyran
Benzopyran
Aryl alkyl ketone
Aryl ketone
Phenol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Secondary alcohol
Ketone
Ether
Organoheterocyclic compound
Oxacycle
Organic oxide
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0029532)

Cellular substructure

Membrane (HMDB: HMDB0029532)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029532)

Source

Endogenous

Endogenous (HMDB: HMDB0029532)

Plant

Plant (HMDB: HMDB0029532)

Exogenous

Food

Food (HMDB: HMDB0029532)

Tea

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Process

Not Available

Role

Industrial application

Pharmaceutical industry

Antimicrobial agent

Antimicrobial agent (HMDB: HMDB0029532)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	117 - 119 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.69 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	0.0046 g/L	ALOGPS
logP	4.16	ALOGPS
logP	5.23	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	7.5	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	119.13 m³·mol⁻¹	ChemAxon
Polarizability	45.33 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	198.657	31661259
DarkChem	[M-H]-	198.532	31661259
DeepCCS	[M+H]+	195.013	30932474
DeepCCS	[M-H]-	192.655	30932474
DeepCCS	[M-2H]-	226.508	30932474
DeepCCS	[M+Na]+	201.736	30932474
AllCCS	[M+H]+	204.9	32859911
AllCCS	[M+H-H2O]+	202.1	32859911
AllCCS	[M+NH4]+	207.4	32859911
AllCCS	[M+Na]+	208.1	32859911
AllCCS	[M-H]-	200.6	32859911
AllCCS	[M+Na-2H]-	200.9	32859911
AllCCS	[M+HCOO]-	201.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Hydroxyglabrol	CC(C)=CCC1=CC(=CC=C1O)C1OC2=C(C=CC(O)=C2CC=C(C)C)C(=O)C1O	4835.1	Standard polar	33892256
3-Hydroxyglabrol	CC(C)=CCC1=CC(=CC=C1O)C1OC2=C(C=CC(O)=C2CC=C(C)C)C(=O)C1O	3362.7	Standard non polar	33892256
3-Hydroxyglabrol	CC(C)=CCC1=CC(=CC=C1O)C1OC2=C(C=CC(O)=C2CC=C(C)C)C(=O)C1O	3460.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-Hydroxyglabrol,1TMS,isomer #1	CC(C)=CCC1=CC(C2OC3=C(C=CC(O)=C3CC=C(C)C)C(=O)C2O)=CC=C1O[Si](C)(C)C	3493.5	Semi standard non polar	33892256
3-Hydroxyglabrol,1TMS,isomer #2	CC(C)=CCC1=CC(C2OC3=C(C=CC(O[Si](C)(C)C)=C3CC=C(C)C)C(=O)C2O)=CC=C1O	3503.0	Semi standard non polar	33892256
3-Hydroxyglabrol,1TMS,isomer #3	CC(C)=CCC1=CC(C2OC3=C(C=CC(O)=C3CC=C(C)C)C(=O)C2O[Si](C)(C)C)=CC=C1O	3431.2	Semi standard non polar	33892256
3-Hydroxyglabrol,2TMS,isomer #1	CC(C)=CCC1=CC(C2OC3=C(C=CC(O[Si](C)(C)C)=C3CC=C(C)C)C(=O)C2O)=CC=C1O[Si](C)(C)C	3396.0	Semi standard non polar	33892256
3-Hydroxyglabrol,2TMS,isomer #2	CC(C)=CCC1=CC(C2OC3=C(C=CC(O)=C3CC=C(C)C)C(=O)C2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	3336.9	Semi standard non polar	33892256
3-Hydroxyglabrol,2TMS,isomer #3	CC(C)=CCC1=CC(C2OC3=C(C=CC(O[Si](C)(C)C)=C3CC=C(C)C)C(=O)C2O[Si](C)(C)C)=CC=C1O	3337.7	Semi standard non polar	33892256
3-Hydroxyglabrol,3TMS,isomer #1	CC(C)=CCC1=CC(C2OC3=C(C=CC(O[Si](C)(C)C)=C3CC=C(C)C)C(=O)C2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	3308.8	Semi standard non polar	33892256
3-Hydroxyglabrol,1TBDMS,isomer #1	CC(C)=CCC1=CC(C2OC3=C(C=CC(O)=C3CC=C(C)C)C(=O)C2O)=CC=C1O[Si](C)(C)C(C)(C)C	3741.9	Semi standard non polar	33892256
3-Hydroxyglabrol,1TBDMS,isomer #2	CC(C)=CCC1=CC(C2OC3=C(C=CC(O[Si](C)(C)C(C)(C)C)=C3CC=C(C)C)C(=O)C2O)=CC=C1O	3742.1	Semi standard non polar	33892256
3-Hydroxyglabrol,1TBDMS,isomer #3	CC(C)=CCC1=CC(C2OC3=C(C=CC(O)=C3CC=C(C)C)C(=O)C2O[Si](C)(C)C(C)(C)C)=CC=C1O	3693.4	Semi standard non polar	33892256
3-Hydroxyglabrol,2TBDMS,isomer #1	CC(C)=CCC1=CC(C2OC3=C(C=CC(O[Si](C)(C)C(C)(C)C)=C3CC=C(C)C)C(=O)C2O)=CC=C1O[Si](C)(C)C(C)(C)C	3848.0	Semi standard non polar	33892256
3-Hydroxyglabrol,2TBDMS,isomer #2	CC(C)=CCC1=CC(C2OC3=C(C=CC(O)=C3CC=C(C)C)C(=O)C2O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	3799.5	Semi standard non polar	33892256
3-Hydroxyglabrol,2TBDMS,isomer #3	CC(C)=CCC1=CC(C2OC3=C(C=CC(O[Si](C)(C)C(C)(C)C)=C3CC=C(C)C)C(=O)C2O[Si](C)(C)C(C)(C)C)=CC=C1O	3773.9	Semi standard non polar	33892256
3-Hydroxyglabrol,3TBDMS,isomer #1	CC(C)=CCC1=CC(C2OC3=C(C=CC(O[Si](C)(C)C(C)(C)C)=C3CC=C(C)C)C(=O)C2O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	3881.3	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 - 3-Hydroxyglabrol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0096-1409000000-505595bd5f311ae94d66	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxyglabrol GC-MS (3 TMS) - 70eV, Positive	splash10-0bt9-2010049000-6f630f895a612cd97b88	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxyglabrol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxyglabrol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Hydroxyglabrol 6V, Positive-QTOF	splash10-0a4i-0624900000-a160bd9ebe251d44780c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Hydroxyglabrol 6V, Negative-QTOF	splash10-0udi-0190300000-9be493921e67185544e7	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Hydroxyglabrol 6V, Positive-QTOF	splash10-0a4i-0598600000-023909da281288fc1a51	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Hydroxyglabrol 6V, Positive-QTOF	splash10-0a4i-0624900000-f05c66c71ec99a58eee0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Hydroxyglabrol 6V, Positive-QTOF	splash10-0a4i-0598600000-91e4403c8a1aaa5ba5ec	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxyglabrol 10V, Positive-QTOF	splash10-0a4i-0319800000-de1c0edb9af5062658b9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxyglabrol 20V, Positive-QTOF	splash10-0pvr-2639100000-6e1d5f046fa6dc250d0a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxyglabrol 40V, Positive-QTOF	splash10-014i-4901000000-20c06160349ace5e69c0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxyglabrol 10V, Negative-QTOF	splash10-0a4i-0021900000-00ce6d4193d1d48dcc0c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxyglabrol 20V, Negative-QTOF	splash10-0pb9-0497700000-d971fcef3fcea22abe64	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxyglabrol 40V, Negative-QTOF	splash10-08i3-2911000000-fbd9477d15daf421bec6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxyglabrol 10V, Negative-QTOF	splash10-0a4i-0000900000-87c4cbcf84f61a9dd133	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxyglabrol 20V, Negative-QTOF	splash10-0pb9-0070900000-7eb150be979a10e7356f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxyglabrol 40V, Negative-QTOF	splash10-0udi-0090000000-5e1a51243eda2297aaed	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxyglabrol 10V, Positive-QTOF	splash10-0a4i-0000900000-dc5770577eafb47c9403	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxyglabrol 20V, Positive-QTOF	splash10-0a4i-0490600000-3c6168ff328cca6a093d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxyglabrol 40V, Positive-QTOF	splash10-0a4i-0090000000-0dd14b81902bca444e83	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

FDB000673

KNApSAcK ID

C00008611

Chemspider ID

35013067

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

78190875

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1810251

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Mitscher LA, Park YH, Clark D, Beal JL: Antimicrobial agents from higher plants. Antimicrobial isoflavanoids and related substances from Glycyrrhiza glabra L. var. typica. J Nat Prod. 1980 Mar-Apr;43(2):259-69. [PubMed:7381508 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 3-Hydroxyglabrol (HMDB0029532)

MOL for HMDB0029532 (3-Hydroxyglabrol)

3D MOL for HMDB0029532 (3-Hydroxyglabrol)

3D SDF for HMDB0029532 (3-Hydroxyglabrol)

3D-SDF for HMDB0029532 (3-Hydroxyglabrol)

PDB for HMDB0029532 (3-Hydroxyglabrol)

3D PDB for HMDB0029532 (3-Hydroxyglabrol)

SMILES for HMDB0029532 (3-Hydroxyglabrol)

INCHI for HMDB0029532 (3-Hydroxyglabrol)

Structure for HMDB0029532 (3-Hydroxyglabrol)

3D Structure for HMDB0029532 (3-Hydroxyglabrol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra