Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

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

HMDB0029531

Secondary Accession Numbers

HMDB29531

Metabolite Identification

Common Name

(S)-4',7-Dihydroxy-3',8-diprenylflavanone

Description

(S)-4',7-Dihydroxy-3',8-diprenylflavanone, also known as glabrol, 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. Thus, (S)-4',7-dihydroxy-3',8-diprenylflavanone is considered to be a flavonoid. Based on a literature review very few articles have been published on (S)-4',7-Dihydroxy-3',8-diprenylflavanone.

Structure

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


  Mrv0541 05061304482D          

 29 31  0  0  0  0            999 V2000
    8.5737    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    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
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    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
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.0000    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
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  1  0  0  0  0
  9  6  1  0  0  0  0
 11  8  1  0  0  0  0
 12 10  2  0  0  0  0
 15  1  1  0  0  0  0
 15  2  1  0  0  0  0
 15  5  2  0  0  0  0
 16  3  1  0  0  0  0
 16  4  1  0  0  0  0
 16  6  2  0  0  0  0
 17  7  1  0  0  0  0
 17 13  2  0  0  0  0
 18  8  2  0  0  0  0
 18 13  1  0  0  0  0
 19  9  1  0  0  0  0
 20 10  1  0  0  0  0
 21 11  2  0  0  0  0
 21 17  1  0  0  0  0
 22 12  1  0  0  0  0
 22 19  2  0  0  0  0
 23 14  1  0  0  0  0
 23 20  1  0  0  0  0
 24 14  1  0  0  0  0
 24 18  1  0  0  0  0
 25 19  1  0  0  0  0
 25 20  2  0  0  0  0
 26 21  1  0  0  0  0
 27 22  1  0  0  0  0
 28 23  2  0  0  0  0
 29 24  1  0  0  0  0
 29 25  1  0  0  0  0
M  END

HMDB0029531
     RDKit          3D
(S)-4',7-Dihydroxy-3',8-diprenylflavanone
 57 59  0  0  0  0  0  0  0  0999 V2000
    7.2764   -1.9600   -0.6638 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6133   -0.6588   -0.3286 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3106    0.3380    0.5114 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4141   -0.4278   -0.8025 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6036    0.7946   -0.5783 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2985    0.3584    0.0437 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1422    0.2923   -0.7225 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9373   -0.1012   -0.2119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2729   -0.1460   -1.0542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3610    1.0702   -1.9106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0432    2.2180   -1.2624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6892    3.3855   -1.4735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1599    1.9689   -0.3530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0241    2.9901    0.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0629    2.6786    0.8859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2554    1.4108    1.3775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3089    1.0919    2.2576 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3650    0.4245    0.9766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4898   -0.9323    1.4750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5368   -1.7819    0.9100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4237   -1.5448   -0.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3889   -2.6803   -0.3668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6519   -0.3085   -0.7850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3035    0.6820    0.1068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4448   -0.3239   -0.2659 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8899   -0.4442    1.1266 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0274   -0.3835    1.8967 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2460    0.0181    1.3672 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3874    0.0716    2.1722 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1515   -2.0893   -0.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5582   -2.7896   -0.4789 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5366   -1.9653   -1.7382 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0595    1.3461    0.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4107    0.1612    0.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0433    0.1691    1.5734 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9164   -1.1900   -1.4379 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3358    1.2786   -1.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0680    1.5182    0.0963 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2841    0.5712   -1.7660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2015   -1.0669   -1.6875 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6129    1.4378   -2.2618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9036    0.7700   -2.8593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8752    3.9725   -0.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7601    3.4671    1.1963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9156    1.8623    2.5039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5137   -1.4947    1.4209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7204   -0.8480    2.5757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5806   -2.8244    1.3485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5376   -2.6710   -1.4667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3382   -2.4409    0.1093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9470   -3.6351   -0.0537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2496   -0.5708   -1.7113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7626    0.1912   -1.1623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3572    0.3389   -0.2112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0288   -0.7681    1.6141 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0297   -0.6468    2.9567 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3203   -0.1837    3.1405 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
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  3
 21 22  1  0
 21 23  1  0
 18 24  2  0
 24 25  1  0
  8 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 28  6  1  0
 25  9  1  0
 24 13  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  7 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 14 43  1  0
 15 44  1  0
 17 45  1  0
 19 46  1  0
 19 47  1  0
 20 48  1  0
 22 49  1  0
 22 50  1  0
 22 51  1  0
 23 52  1  0
 23 53  1  0
 23 54  1  0
 26 55  1  0
 27 56  1  0
 29 57  1  0
M  END


  Mrv0541 05061304482D          

 29 31  0  0  0  0            999 V2000
    8.5737    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    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
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    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
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.0000    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
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  1  0  0  0  0
  9  6  1  0  0  0  0
 11  8  1  0  0  0  0
 12 10  2  0  0  0  0
 15  1  1  0  0  0  0
 15  2  1  0  0  0  0
 15  5  2  0  0  0  0
 16  3  1  0  0  0  0
 16  4  1  0  0  0  0
 16  6  2  0  0  0  0
 17  7  1  0  0  0  0
 17 13  2  0  0  0  0
 18  8  2  0  0  0  0
 18 13  1  0  0  0  0
 19  9  1  0  0  0  0
 20 10  1  0  0  0  0
 21 11  2  0  0  0  0
 21 17  1  0  0  0  0
 22 12  1  0  0  0  0
 22 19  2  0  0  0  0
 23 14  1  0  0  0  0
 23 20  1  0  0  0  0
 24 14  1  0  0  0  0
 24 18  1  0  0  0  0
 25 19  1  0  0  0  0
 25 20  2  0  0  0  0
 26 21  1  0  0  0  0
 27 22  1  0  0  0  0
 28 23  2  0  0  0  0
 29 24  1  0  0  0  0
 29 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029531

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCC1=CC(=CC=C1O)C1CC(=O)C2=C(O1)C(CC=C(C)C)=C(O)C=C2

> <INCHI_IDENTIFIER>
InChI=1S/C25H28O4/c1-15(2)5-7-17-13-18(8-11-21(17)26)24-14-23(28)20-10-12-22(27)19(25(20)29-24)9-6-16(3)4/h5-6,8,10-13,24,26-27H,7,9,14H2,1-4H3

> <INCHI_KEY>
CUFAXDWQDQQKFF-UHFFFAOYSA-N

> <FORMULA>
C25H28O4

> <MOLECULAR_WEIGHT>
392.4874

> <EXACT_MASS>
392.198759384

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
44.633150732475066

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
7-hydroxy-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>
4.79

> <JCHEM_LOGP>
5.945807370666667

> <ALOGPS_LOGS>
-5.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.278176205528727

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.599383536426062

> <JCHEM_PKA_STRONGEST_BASIC>
-4.9504247089566125

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
117.79449999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.79e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
glabrol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029531
     RDKit          3D
(S)-4',7-Dihydroxy-3',8-diprenylflavanone
 57 59  0  0  0  0  0  0  0  0999 V2000
    7.2764   -1.9600   -0.6638 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6133   -0.6588   -0.3286 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3106    0.3380    0.5114 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4141   -0.4278   -0.8025 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6036    0.7946   -0.5783 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2985    0.3584    0.0437 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1422    0.2923   -0.7225 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9373   -0.1012   -0.2119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2729   -0.1460   -1.0542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3610    1.0702   -1.9106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0432    2.2180   -1.2624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6892    3.3855   -1.4735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1599    1.9689   -0.3530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0241    2.9901    0.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0629    2.6786    0.8859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2554    1.4108    1.3775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3089    1.0919    2.2576 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3650    0.4245    0.9766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4898   -0.9323    1.4750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5368   -1.7819    0.9100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4237   -1.5448   -0.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3889   -2.6803   -0.3668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6519   -0.3085   -0.7850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3035    0.6820    0.1068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4448   -0.3239   -0.2659 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8899   -0.4442    1.1266 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0274   -0.3835    1.8967 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2460    0.0181    1.3672 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3874    0.0716    2.1722 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1515   -2.0893   -0.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5582   -2.7896   -0.4789 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5366   -1.9653   -1.7382 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0595    1.3461    0.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4107    0.1612    0.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0433    0.1691    1.5734 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9164   -1.1900   -1.4379 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3358    1.2786   -1.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0680    1.5182    0.0963 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2841    0.5712   -1.7660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2015   -1.0669   -1.6875 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6129    1.4378   -2.2618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9036    0.7700   -2.8593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8752    3.9725   -0.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7601    3.4671    1.1963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9156    1.8623    2.5039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5137   -1.4947    1.4209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7204   -0.8480    2.5757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5806   -2.8244    1.3485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5376   -2.6710   -1.4667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3382   -2.4409    0.1093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9470   -3.6351   -0.0537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2496   -0.5708   -1.7113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7626    0.1912   -1.1623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3572    0.3389   -0.2112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0288   -0.7681    1.6141 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0297   -0.6468    2.9567 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3203   -0.1837    3.1405 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
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  3
 21 22  1  0
 21 23  1  0
 18 24  2  0
 24 25  1  0
  8 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 28  6  1  0
 25  9  1  0
 24 13  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  7 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 14 43  1  0
 15 44  1  0
 17 45  1  0
 19 46  1  0
 19 47  1  0
 20 48  1  0
 22 49  1  0
 22 50  1  0
 22 51  1  0
 23 52  1  0
 23 53  1  0
 23 54  1  0
 26 55  1  0
 27 56  1  0
 29 57  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      16.004   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      17.338  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.671  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.337   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      16.004   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      13.337  -3.080   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
CONECT    1   15                                                            
CONECT    2   15                                                            
CONECT    3   16                                                            
CONECT    4   16                                                            
CONECT    5    7   15                                                       
CONECT    6    9   16                                                       
CONECT    7    5   17                                                       
CONECT    8   11   18                                                       
CONECT    9    6   19                                                       
CONECT   10   12   20                                                       
CONECT   11    8   21                                                       
CONECT   12   10   22                                                       
CONECT   13   17   18                                                       
CONECT   14   23   24                                                       
CONECT   15    1    2    5                                                  
CONECT   16    3    4    6                                                  
CONECT   17    7   13   21                                                  
CONECT   18    8   13   24                                                  
CONECT   19    9   22   25                                                  
CONECT   20   10   23   25                                                  
CONECT   21   11   17   26                                                  
CONECT   22   12   19   27                                                  
CONECT   23   14   20   28                                                  
CONECT   24   14   18   29                                                  
CONECT   25   19   20   29                                                  
CONECT   26   21                                                            
CONECT   27   22                                                            
CONECT   28   23                                                            
CONECT   29   24   25                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

COMPND    HMDB0029531
HETATM    1  C1  UNL     1       7.276  -1.960  -0.664  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.613  -0.659  -0.329  1.00  0.00           C  
HETATM    3  C3  UNL     1       7.311   0.338   0.511  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.414  -0.428  -0.803  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.604   0.795  -0.578  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.298   0.358   0.044  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.142   0.292  -0.723  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.937  -0.101  -0.212  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.273  -0.146  -1.054  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.361   1.070  -1.911  1.00  0.00           C  
HETATM   11  C11 UNL     1      -1.043   2.218  -1.262  1.00  0.00           C  
HETATM   12  O1  UNL     1      -0.689   3.386  -1.473  1.00  0.00           O  
HETATM   13  C12 UNL     1      -2.160   1.969  -0.353  1.00  0.00           C  
HETATM   14  C13 UNL     1      -3.024   2.990   0.019  1.00  0.00           C  
HETATM   15  C14 UNL     1      -4.063   2.679   0.886  1.00  0.00           C  
HETATM   16  C15 UNL     1      -4.255   1.411   1.377  1.00  0.00           C  
HETATM   17  O2  UNL     1      -5.309   1.092   2.258  1.00  0.00           O  
HETATM   18  C16 UNL     1      -3.365   0.425   0.977  1.00  0.00           C  
HETATM   19  C17 UNL     1      -3.490  -0.932   1.475  1.00  0.00           C  
HETATM   20  C18 UNL     1      -4.537  -1.782   0.910  1.00  0.00           C  
HETATM   21  C19 UNL     1      -5.424  -1.545  -0.009  1.00  0.00           C  
HETATM   22  C20 UNL     1      -6.389  -2.680  -0.367  1.00  0.00           C  
HETATM   23  C21 UNL     1      -5.652  -0.309  -0.785  1.00  0.00           C  
HETATM   24  C22 UNL     1      -2.304   0.682   0.107  1.00  0.00           C  
HETATM   25  O3  UNL     1      -1.445  -0.324  -0.266  1.00  0.00           O  
HETATM   26  C23 UNL     1       0.890  -0.444   1.127  1.00  0.00           C  
HETATM   27  C24 UNL     1       2.027  -0.384   1.897  1.00  0.00           C  
HETATM   28  C25 UNL     1       3.246   0.018   1.367  1.00  0.00           C  
HETATM   29  O4  UNL     1       4.387   0.072   2.172  1.00  0.00           O  
HETATM   30  H1  UNL     1       8.152  -2.089  -0.008  1.00  0.00           H  
HETATM   31  H2  UNL     1       6.558  -2.790  -0.479  1.00  0.00           H  
HETATM   32  H3  UNL     1       7.537  -1.965  -1.738  1.00  0.00           H  
HETATM   33  H4  UNL     1       7.059   1.346   0.134  1.00  0.00           H  
HETATM   34  H5  UNL     1       8.411   0.161   0.348  1.00  0.00           H  
HETATM   35  H6  UNL     1       7.043   0.169   1.573  1.00  0.00           H  
HETATM   36  H7  UNL     1       4.916  -1.190  -1.438  1.00  0.00           H  
HETATM   37  H8  UNL     1       4.336   1.279  -1.547  1.00  0.00           H  
HETATM   38  H9  UNL     1       5.068   1.518   0.096  1.00  0.00           H  
HETATM   39  H10 UNL     1       2.284   0.571  -1.766  1.00  0.00           H  
HETATM   40  H11 UNL     1      -0.202  -1.067  -1.688  1.00  0.00           H  
HETATM   41  H12 UNL     1       0.613   1.438  -2.262  1.00  0.00           H  
HETATM   42  H13 UNL     1      -0.904   0.770  -2.859  1.00  0.00           H  
HETATM   43  H14 UNL     1      -2.875   3.973  -0.362  1.00  0.00           H  
HETATM   44  H15 UNL     1      -4.760   3.467   1.196  1.00  0.00           H  
HETATM   45  H16 UNL     1      -5.916   1.862   2.504  1.00  0.00           H  
HETATM   46  H17 UNL     1      -2.514  -1.495   1.421  1.00  0.00           H  
HETATM   47  H18 UNL     1      -3.720  -0.848   2.576  1.00  0.00           H  
HETATM   48  H19 UNL     1      -4.581  -2.824   1.348  1.00  0.00           H  
HETATM   49  H20 UNL     1      -6.538  -2.671  -1.467  1.00  0.00           H  
HETATM   50  H21 UNL     1      -7.338  -2.441   0.109  1.00  0.00           H  
HETATM   51  H22 UNL     1      -5.947  -3.635  -0.054  1.00  0.00           H  
HETATM   52  H23 UNL     1      -6.250  -0.571  -1.711  1.00  0.00           H  
HETATM   53  H24 UNL     1      -4.763   0.191  -1.162  1.00  0.00           H  
HETATM   54  H25 UNL     1      -6.357   0.339  -0.211  1.00  0.00           H  
HETATM   55  H26 UNL     1      -0.029  -0.768   1.614  1.00  0.00           H  
HETATM   56  H27 UNL     1       2.030  -0.647   2.957  1.00  0.00           H  
HETATM   57  H28 UNL     1       4.320  -0.184   3.141  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3    4    4
CONECT    3   33   34   35
CONECT    4    5   36
CONECT    5    6   37   38
CONECT    6    7    7   28
CONECT    7    8   39
CONECT    8    9   26   26
CONECT    9   10   25   40
CONECT   10   11   41   42
CONECT   11   12   12   13
CONECT   13   14   14   24
CONECT   14   15   43
CONECT   15   16   16   44
CONECT   16   17   18
CONECT   17   45
CONECT   18   19   24   24
CONECT   19   20   46   47
CONECT   20   21   21   48
CONECT   21   22   23
CONECT   22   49   50   51
CONECT   23   52   53   54
CONECT   24   25
CONECT   26   27   55
CONECT   27   28   28   56
CONECT   28   29
CONECT   29   57
END

HMDB0029531
     RDKit          3D
(S)-4',7-Dihydroxy-3',8-diprenylflavanone
 57 59  0  0  0  0  0  0  0  0999 V2000
    7.2764   -1.9600   -0.6638 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6133   -0.6588   -0.3286 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3106    0.3380    0.5114 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4141   -0.4278   -0.8025 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6036    0.7946   -0.5783 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2985    0.3584    0.0437 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1422    0.2923   -0.7225 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9373   -0.1012   -0.2119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2729   -0.1460   -1.0542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3610    1.0702   -1.9106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0432    2.2180   -1.2624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6892    3.3855   -1.4735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1599    1.9689   -0.3530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0241    2.9901    0.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0629    2.6786    0.8859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2554    1.4108    1.3775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3089    1.0919    2.2576 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3650    0.4245    0.9766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4898   -0.9323    1.4750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5368   -1.7819    0.9100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4237   -1.5448   -0.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3889   -2.6803   -0.3668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6519   -0.3085   -0.7850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3035    0.6820    0.1068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4448   -0.3239   -0.2659 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8899   -0.4442    1.1266 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0274   -0.3835    1.8967 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2460    0.0181    1.3672 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3874    0.0716    2.1722 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1515   -2.0893   -0.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5582   -2.7896   -0.4789 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5366   -1.9653   -1.7382 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0595    1.3461    0.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4107    0.1612    0.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0433    0.1691    1.5734 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9164   -1.1900   -1.4379 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3358    1.2786   -1.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0680    1.5182    0.0963 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2841    0.5712   -1.7660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2015   -1.0669   -1.6875 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6129    1.4378   -2.2618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9036    0.7700   -2.8593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8752    3.9725   -0.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7601    3.4671    1.1963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9156    1.8623    2.5039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5137   -1.4947    1.4209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7204   -0.8480    2.5757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5806   -2.8244    1.3485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5376   -2.6710   -1.4667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3382   -2.4409    0.1093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9470   -3.6351   -0.0537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2496   -0.5708   -1.7113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7626    0.1912   -1.1623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3572    0.3389   -0.2112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0288   -0.7681    1.6141 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0297   -0.6468    2.9567 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3203   -0.1837    3.1405 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
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  3
 21 22  1  0
 21 23  1  0
 18 24  2  0
 24 25  1  0
  8 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 28  6  1  0
 25  9  1  0
 24 13  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  7 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 14 43  1  0
 15 44  1  0
 17 45  1  0
 19 46  1  0
 19 47  1  0
 20 48  1  0
 22 49  1  0
 22 50  1  0
 22 51  1  0
 23 52  1  0
 23 53  1  0
 23 54  1  0
 26 55  1  0
 27 56  1  0
 29 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Glabrol	HMDB

Chemical Formula

C₂₅H₂₈O₄

Average Molecular Weight

392.4874

Monoisotopic Molecular Weight

392.198759384

IUPAC Name

7-hydroxy-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

glabrol

CAS Registry Number

59870-65-4

SMILES

CC(C)=CCC1=CC(=CC=C1O)C1CC(=O)C2=C(O1)C(CC=C(C)C)=C(O)C=C2

InChI Identifier

InChI=1S/C25H28O4/c1-15(2)5-7-17-13-18(8-11-21(17)26)24-14-23(28)20-10-12-22(27)19(25(20)29-24)9-6-16(3)4/h5-6,8,10-13,24,26-27H,7,9,14H2,1-4H3

InChI Key

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavanones (LMPK12140041 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0029531)

Cellular substructure

Membrane (HMDB: HMDB0029531)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029531)

Source

Endogenous

Endogenous (HMDB: HMDB0029531)

Plant

Plant (HMDB: HMDB0029531)

Exogenous

Food

Food (HMDB: HMDB0029531)

Tea

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	90 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0018 g/L	ALOGPS
logP	4.79	ALOGPS
logP	5.95	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	7.6	ChemAxon
pKa (Strongest Basic)	-5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	117.79 m³·mol⁻¹	ChemAxon
Polarizability	44.63 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	196.589	31661259
DarkChem	[M-H]-	194.44	31661259
DeepCCS	[M+H]+	196.746	30932474
DeepCCS	[M-H]-	194.388	30932474
DeepCCS	[M-2H]-	228.34	30932474
DeepCCS	[M+Na]+	203.569	30932474
AllCCS	[M+H]+	201.3	32859911
AllCCS	[M+H-H2O]+	198.5	32859911
AllCCS	[M+NH4]+	203.9	32859911
AllCCS	[M+Na]+	204.7	32859911
AllCCS	[M-H]-	195.1	32859911
AllCCS	[M+Na-2H]-	195.1	32859911
AllCCS	[M+HCOO]-	195.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(S)-4',7-Dihydroxy-3',8-diprenylflavanone	CC(C)=CCC1=CC(=CC=C1O)C1CC(=O)C2=C(O1)C(CC=C(C)C)=C(O)C=C2	4579.7	Standard polar	33892256
(S)-4',7-Dihydroxy-3',8-diprenylflavanone	CC(C)=CCC1=CC(=CC=C1O)C1CC(=O)C2=C(O1)C(CC=C(C)C)=C(O)C=C2	3372.7	Standard non polar	33892256
(S)-4',7-Dihydroxy-3',8-diprenylflavanone	CC(C)=CCC1=CC(=CC=C1O)C1CC(=O)C2=C(O1)C(CC=C(C)C)=C(O)C=C2	3429.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(S)-4',7-Dihydroxy-3',8-diprenylflavanone,1TMS,isomer #1	CC(C)=CCC1=CC(C2CC(=O)C3=CC=C(O)C(CC=C(C)C)=C3O2)=CC=C1O[Si](C)(C)C	3393.1	Semi standard non polar	33892256
(S)-4',7-Dihydroxy-3',8-diprenylflavanone,1TMS,isomer #2	CC(C)=CCC1=CC(C2CC(=O)C3=CC=C(O[Si](C)(C)C)C(CC=C(C)C)=C3O2)=CC=C1O	3383.9	Semi standard non polar	33892256
(S)-4',7-Dihydroxy-3',8-diprenylflavanone,2TMS,isomer #1	CC(C)=CCC1=CC(C2CC(=O)C3=CC=C(O[Si](C)(C)C)C(CC=C(C)C)=C3O2)=CC=C1O[Si](C)(C)C	3310.0	Semi standard non polar	33892256
(S)-4',7-Dihydroxy-3',8-diprenylflavanone,1TBDMS,isomer #1	CC(C)=CCC1=CC(C2CC(=O)C3=CC=C(O)C(CC=C(C)C)=C3O2)=CC=C1O[Si](C)(C)C(C)(C)C	3627.6	Semi standard non polar	33892256
(S)-4',7-Dihydroxy-3',8-diprenylflavanone,1TBDMS,isomer #2	CC(C)=CCC1=CC(C2CC(=O)C3=CC=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C3O2)=CC=C1O	3605.8	Semi standard non polar	33892256
(S)-4',7-Dihydroxy-3',8-diprenylflavanone,2TBDMS,isomer #1	CC(C)=CCC1=CC(C2CC(=O)C3=CC=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C3O2)=CC=C1O[Si](C)(C)C(C)(C)C	3696.6	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 - (S)-4',7-Dihydroxy-3',8-diprenylflavanone GC-MS (Non-derivatized) - 70eV, Positive	splash10-004u-2209000000-a1cfa36a9456be757361	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-4',7-Dihydroxy-3',8-diprenylflavanone GC-MS (2 TMS) - 70eV, Positive	splash10-00di-2010590000-21d3e00a7792a47594b3	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-4',7-Dihydroxy-3',8-diprenylflavanone 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 - (S)-4',7-Dihydroxy-3',8-diprenylflavanone 6V, Positive-QTOF	splash10-000f-0739000000-6d9c84b8cfb29b9146f9	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (S)-4',7-Dihydroxy-3',8-diprenylflavanone 6V, Negative-QTOF	splash10-000f-0739000000-7c26752e08c5578b3bf3	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-4',7-Dihydroxy-3',8-diprenylflavanone 10V, Positive-QTOF	splash10-0006-0219000000-1a450b93cdab835ce016	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-4',7-Dihydroxy-3',8-diprenylflavanone 20V, Positive-QTOF	splash10-000i-2739000000-2f9893d6fb4bc2ae2fcd	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-4',7-Dihydroxy-3',8-diprenylflavanone 40V, Positive-QTOF	splash10-014i-5910000000-eddd1957e1e0c9aaa290	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-4',7-Dihydroxy-3',8-diprenylflavanone 10V, Negative-QTOF	splash10-0006-0009000000-d110834225487bd44c93	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-4',7-Dihydroxy-3',8-diprenylflavanone 20V, Negative-QTOF	splash10-0006-0129000000-8f81c386e354c7ce082c	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-4',7-Dihydroxy-3',8-diprenylflavanone 40V, Negative-QTOF	splash10-01ri-0912000000-1f8938bea8663af5448b	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-4',7-Dihydroxy-3',8-diprenylflavanone 10V, Positive-QTOF	splash10-0006-0009000000-aafba7ce7fb7e4a34ccc	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-4',7-Dihydroxy-3',8-diprenylflavanone 20V, Positive-QTOF	splash10-0a4m-0496000000-44fb133aec0f1502978e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-4',7-Dihydroxy-3',8-diprenylflavanone 40V, Positive-QTOF	splash10-0a4i-0390000000-0e32b414140d76805346	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-4',7-Dihydroxy-3',8-diprenylflavanone 10V, Negative-QTOF	splash10-0006-0009000000-a64f64466282be014e43	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-4',7-Dihydroxy-3',8-diprenylflavanone 20V, Negative-QTOF	splash10-0f6x-0079000000-b12efc0aa3392f976163	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-4',7-Dihydroxy-3',8-diprenylflavanone 40V, Negative-QTOF	splash10-000i-0930000000-62093a9a302ea28ddb12	2021-09-24	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

FDB000672

KNApSAcK ID

C00008459

Chemspider ID

421852

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

480768

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1810241

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for (S)-4',7-Dihydroxy-3',8-diprenylflavanone (HMDB0029531)

MOL for HMDB0029531 ((S)-4',7-Dihydroxy-3',8-diprenylflavanone)

3D MOL for HMDB0029531 ((S)-4',7-Dihydroxy-3',8-diprenylflavanone)

3D SDF for HMDB0029531 ((S)-4',7-Dihydroxy-3',8-diprenylflavanone)

3D-SDF for HMDB0029531 ((S)-4',7-Dihydroxy-3',8-diprenylflavanone)

PDB for HMDB0029531 ((S)-4',7-Dihydroxy-3',8-diprenylflavanone)

3D PDB for HMDB0029531 ((S)-4',7-Dihydroxy-3',8-diprenylflavanone)

SMILES for HMDB0029531 ((S)-4',7-Dihydroxy-3',8-diprenylflavanone)

INCHI for HMDB0029531 ((S)-4',7-Dihydroxy-3',8-diprenylflavanone)

Structure for HMDB0029531 ((S)-4',7-Dihydroxy-3',8-diprenylflavanone)

3D Structure for HMDB0029531 ((S)-4',7-Dihydroxy-3',8-diprenylflavanone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra