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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:12:59 UTC

Update Date

2022-03-07 02:55:58 UTC

HMDB ID

HMDB0038868

Secondary Accession Numbers

HMDB38868

Metabolite Identification

Common Name

(S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone

Description

(S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone 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)-3',4',5,7-tetrahydroxy-5',8-diprenylflavanone is considered to be a flavonoid (S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone has been detected, but not quantified in, herbs and spices. This could make (S)-3',4',5,7-tetrahydroxy-5',8-diprenylflavanone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone.

Structure

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


  Mrv0541 05061310422D          

 31 33  0  0  0  0            999 V2000
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
    6.4302   -2.8875    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
    5.7158   -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
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    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
    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
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    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    0.8250    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
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
 13  1  1  0  0  0  0
 13  2  1  0  0  0  0
 13  5  2  0  0  0  0
 14  3  1  0  0  0  0
 14  4  1  0  0  0  0
 14  6  2  0  0  0  0
 15  7  1  0  0  0  0
 15  9  2  0  0  0  0
 16  9  1  0  0  0  0
 16 10  2  0  0  0  0
 17  8  1  0  0  0  0
 18 11  2  0  0  0  0
 18 17  1  0  0  0  0
 19 11  1  0  0  0  0
 20 12  1  0  0  0  0
 21 10  1  0  0  0  0
 22 12  1  0  0  0  0
 22 16  1  0  0  0  0
 23 19  2  0  0  0  0
 23 20  1  0  0  0  0
 24 15  1  0  0  0  0
 24 21  2  0  0  0  0
 25 17  2  0  0  0  0
 25 23  1  0  0  0  0
 26 18  1  0  0  0  0
 27 19  1  0  0  0  0
 28 20  2  0  0  0  0
 29 21  1  0  0  0  0
 30 24  1  0  0  0  0
 31 22  1  0  0  0  0
 31 25  1  0  0  0  0
M  END

HMDB0038868
     RDKit          3D
(S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone
 59 61  0  0  0  0  0  0  0  0999 V2000
    6.0697   -0.5774   -2.0422 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2903   -0.2570   -0.5977 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3298    0.6869   -0.1634 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5170   -0.8528    0.2963 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4455   -1.8228   -0.1003 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1403   -1.2679    0.4006 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2643   -0.6452   -0.4786 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0616   -0.1083   -0.0957 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1144    0.5620   -1.0260 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3255    2.0483   -0.9683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9047    2.8030   -0.7148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0188    3.9643   -1.1442 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0025    2.2102    0.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8584    2.9738    0.7710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7601    4.3247    0.8659 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8776    2.2832    1.4484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0051    0.9359    1.3777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0642    0.3494    2.0973 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1393    0.1696    0.6356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3121   -1.2839    0.6110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3787   -1.8508   -0.1846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2924   -1.3100   -0.9544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4886    0.1329   -1.2348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3043   -2.2038   -1.6698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1299    0.8190   -0.0398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2147    0.1502   -0.8077 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7066   -0.1971    1.2524 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5442   -0.8053    2.1566 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1893   -0.8949    3.5088 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7631   -1.3402    1.7221 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5716   -1.9398    2.6501 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1686   -1.6923   -2.1542 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0697   -0.2351   -2.3505 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8554   -0.0529   -2.6268 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8907    1.0537   -1.0370 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0378    0.2129    0.5656 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8553    1.5849    0.3001 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6586   -0.6368    1.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6306   -2.7573    0.4648 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4180   -2.0055   -1.1743 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5527   -0.5835   -1.5134 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3861    0.2066   -2.0499 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7603    2.4241   -1.9255 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0643    2.3139   -0.1855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1154    4.9473    0.4766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5605    2.9101    2.0372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7019    0.8829    2.6411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3404   -1.7635    0.2439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4041   -1.7013    1.6640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4418   -2.9754   -0.1359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1633    0.5913   -0.4633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5741    0.6855   -1.4334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1012    0.2594   -2.1876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7901   -3.1760   -1.8254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2259   -2.2827   -1.0813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5295   -1.7919   -2.6685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2460    0.2229    1.5810 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8104   -1.3413    4.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4543   -2.3562    2.4513 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
 14 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  3
 22 23  1  0
 22 24  1  0
 19 25  2  0
 25 26  1  0
  8 27  2  0
 27 28  1  0
 28 29  1  0
 28 30  2  0
 30 31  1  0
 30  6  1  0
 26  9  1  0
 25 13  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  7 41  1  0
  9 42  1  0
 10 43  1  0
 10 44  1  0
 15 45  1  0
 16 46  1  0
 18 47  1  0
 20 48  1  0
 20 49  1  0
 21 50  1  0
 23 51  1  0
 23 52  1  0
 23 53  1  0
 24 54  1  0
 24 55  1  0
 24 56  1  0
 27 57  1  0
 29 58  1  0
 31 59  1  0
M  END


  Mrv0541 05061310422D          

 31 33  0  0  0  0            999 V2000
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
    6.4302   -2.8875    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
    5.7158   -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
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    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
    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
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    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    0.8250    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
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
 13  1  1  0  0  0  0
 13  2  1  0  0  0  0
 13  5  2  0  0  0  0
 14  3  1  0  0  0  0
 14  4  1  0  0  0  0
 14  6  2  0  0  0  0
 15  7  1  0  0  0  0
 15  9  2  0  0  0  0
 16  9  1  0  0  0  0
 16 10  2  0  0  0  0
 17  8  1  0  0  0  0
 18 11  2  0  0  0  0
 18 17  1  0  0  0  0
 19 11  1  0  0  0  0
 20 12  1  0  0  0  0
 21 10  1  0  0  0  0
 22 12  1  0  0  0  0
 22 16  1  0  0  0  0
 23 19  2  0  0  0  0
 23 20  1  0  0  0  0
 24 15  1  0  0  0  0
 24 21  2  0  0  0  0
 25 17  2  0  0  0  0
 25 23  1  0  0  0  0
 26 18  1  0  0  0  0
 27 19  1  0  0  0  0
 28 20  2  0  0  0  0
 29 21  1  0  0  0  0
 30 24  1  0  0  0  0
 31 22  1  0  0  0  0
 31 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038868

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCC1=CC(=CC(O)=C1O)C1CC(=O)C2=C(O)C=C(O)C(CC=C(C)C)=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C25H28O6/c1-13(2)5-7-15-9-16(10-21(29)24(15)30)22-12-20(28)23-19(27)11-18(26)17(25(23)31-22)8-6-14(3)4/h5-6,9-11,22,26-27,29-30H,7-8,12H2,1-4H3

> <INCHI_KEY>
HCBKENVWCDLQOA-UHFFFAOYSA-N

> <FORMULA>
C25H28O6

> <MOLECULAR_WEIGHT>
424.4862

> <EXACT_MASS>
424.188588628

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
46.56844756576158

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[3,4-dihydroxy-5-(3-methylbut-2-en-1-yl)phenyl]-5,7-dihydroxy-8-(3-methylbut-2-en-1-yl)-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
4.26

> <JCHEM_LOGP>
5.988676727333333

> <ALOGPS_LOGS>
-4.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.090583117671239

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.7180472838843075

> <JCHEM_PKA_STRONGEST_BASIC>
-3.8630915605240217

> <JCHEM_POLAR_SURFACE_AREA>
107.22000000000001

> <JCHEM_REFRACTIVITY>
121.75629999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.02e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
gancaonin E

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038868
     RDKit          3D
(S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone
 59 61  0  0  0  0  0  0  0  0999 V2000
    6.0697   -0.5774   -2.0422 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2903   -0.2570   -0.5977 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3298    0.6869   -0.1634 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5170   -0.8528    0.2963 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4455   -1.8228   -0.1003 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1403   -1.2679    0.4006 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2643   -0.6452   -0.4786 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0616   -0.1083   -0.0957 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1144    0.5620   -1.0260 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3255    2.0483   -0.9683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9047    2.8030   -0.7148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0188    3.9643   -1.1442 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0025    2.2102    0.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8584    2.9738    0.7710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7601    4.3247    0.8659 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8776    2.2832    1.4484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0051    0.9359    1.3777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0642    0.3494    2.0973 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1393    0.1696    0.6356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3121   -1.2839    0.6110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3787   -1.8508   -0.1846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2924   -1.3100   -0.9544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4886    0.1329   -1.2348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3043   -2.2038   -1.6698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1299    0.8190   -0.0398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2147    0.1502   -0.8077 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7066   -0.1971    1.2524 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5442   -0.8053    2.1566 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1893   -0.8949    3.5088 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7631   -1.3402    1.7221 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5716   -1.9398    2.6501 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1686   -1.6923   -2.1542 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0697   -0.2351   -2.3505 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8554   -0.0529   -2.6268 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8907    1.0537   -1.0370 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0378    0.2129    0.5656 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8553    1.5849    0.3001 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6586   -0.6368    1.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6306   -2.7573    0.4648 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4180   -2.0055   -1.1743 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5527   -0.5835   -1.5134 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3861    0.2066   -2.0499 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7603    2.4241   -1.9255 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0643    2.3139   -0.1855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1154    4.9473    0.4766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5605    2.9101    2.0372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7019    0.8829    2.6411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3404   -1.7635    0.2439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4041   -1.7013    1.6640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4418   -2.9754   -0.1359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1633    0.5913   -0.4633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5741    0.6855   -1.4334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1012    0.2594   -2.1876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7901   -3.1760   -1.8254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2259   -2.2827   -1.0813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5295   -1.7919   -2.6685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2460    0.2229    1.5810 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8104   -1.3413    4.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4543   -2.3562    2.4513 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
 14 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  3
 22 23  1  0
 22 24  1  0
 19 25  2  0
 25 26  1  0
  8 27  2  0
 27 28  1  0
 28 29  1  0
 28 30  2  0
 30 31  1  0
 30  6  1  0
 26  9  1  0
 25 13  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  7 41  1  0
  9 42  1  0
 10 43  1  0
 10 44  1  0
 15 45  1  0
 16 46  1  0
 18 47  1  0
 20 48  1  0
 20 49  1  0
 21 50  1  0
 23 51  1  0
 23 52  1  0
 23 53  1  0
 24 54  1  0
 24 55  1  0
 24 56  1  0
 27 57  1  0
 29 58  1  0
 31 59  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      13.337  -7.700   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       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      12.003  -5.390   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      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.003  -6.930   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.003  -2.310   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       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      13.337   0.000   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      13.337  -3.080   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2   13                                                            
CONECT    3   14                                                            
CONECT    4   14                                                            
CONECT    5    7   13                                                       
CONECT    6    8   14                                                       
CONECT    7    5   15                                                       
CONECT    8    6   17                                                       
CONECT    9   15   16                                                       
CONECT   10   16   21                                                       
CONECT   11   18   19                                                       
CONECT   12   20   22                                                       
CONECT   13    1    2    5                                                  
CONECT   14    3    4    6                                                  
CONECT   15    7    9   24                                                  
CONECT   16    9   10   22                                                  
CONECT   17    8   18   25                                                  
CONECT   18   11   17   26                                                  
CONECT   19   11   23   27                                                  
CONECT   20   12   23   28                                                  
CONECT   21   10   24   29                                                  
CONECT   22   12   16   31                                                  
CONECT   23   19   20   25                                                  
CONECT   24   15   21   30                                                  
CONECT   25   17   23   31                                                  
CONECT   26   18                                                            
CONECT   27   19                                                            
CONECT   28   20                                                            
CONECT   29   21                                                            
CONECT   30   24                                                            
CONECT   31   22   25                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

COMPND    HMDB0038868
HETATM    1  C1  UNL     1       6.070  -0.577  -2.042  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.290  -0.257  -0.598  1.00  0.00           C  
HETATM    3  C3  UNL     1       7.330   0.687  -0.163  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.517  -0.853   0.296  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.446  -1.823  -0.100  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.140  -1.268   0.401  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.264  -0.645  -0.479  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.062  -0.108  -0.096  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.114   0.562  -1.026  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.325   2.048  -0.968  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.905   2.803  -0.715  1.00  0.00           C  
HETATM   12  O1  UNL     1      -1.019   3.964  -1.144  1.00  0.00           O  
HETATM   13  C12 UNL     1      -2.003   2.210   0.036  1.00  0.00           C  
HETATM   14  C13 UNL     1      -2.858   2.974   0.771  1.00  0.00           C  
HETATM   15  O2  UNL     1      -2.760   4.325   0.866  1.00  0.00           O  
HETATM   16  C14 UNL     1      -3.878   2.283   1.448  1.00  0.00           C  
HETATM   17  C15 UNL     1      -4.005   0.936   1.378  1.00  0.00           C  
HETATM   18  O3  UNL     1      -5.064   0.349   2.097  1.00  0.00           O  
HETATM   19  C16 UNL     1      -3.139   0.170   0.636  1.00  0.00           C  
HETATM   20  C17 UNL     1      -3.312  -1.284   0.611  1.00  0.00           C  
HETATM   21  C18 UNL     1      -4.379  -1.851  -0.185  1.00  0.00           C  
HETATM   22  C19 UNL     1      -5.292  -1.310  -0.954  1.00  0.00           C  
HETATM   23  C20 UNL     1      -5.489   0.133  -1.235  1.00  0.00           C  
HETATM   24  C21 UNL     1      -6.304  -2.204  -1.670  1.00  0.00           C  
HETATM   25  C22 UNL     1      -2.130   0.819  -0.040  1.00  0.00           C  
HETATM   26  O4  UNL     1      -1.215   0.150  -0.808  1.00  0.00           O  
HETATM   27  C23 UNL     1       0.707  -0.197   1.252  1.00  0.00           C  
HETATM   28  C24 UNL     1       1.544  -0.805   2.157  1.00  0.00           C  
HETATM   29  O5  UNL     1       1.189  -0.895   3.509  1.00  0.00           O  
HETATM   30  C25 UNL     1       2.763  -1.340   1.722  1.00  0.00           C  
HETATM   31  O6  UNL     1       3.572  -1.940   2.650  1.00  0.00           O  
HETATM   32  H1  UNL     1       6.169  -1.692  -2.154  1.00  0.00           H  
HETATM   33  H2  UNL     1       5.070  -0.235  -2.350  1.00  0.00           H  
HETATM   34  H3  UNL     1       6.855  -0.053  -2.627  1.00  0.00           H  
HETATM   35  H4  UNL     1       7.891   1.054  -1.037  1.00  0.00           H  
HETATM   36  H5  UNL     1       8.038   0.213   0.566  1.00  0.00           H  
HETATM   37  H6  UNL     1       6.855   1.585   0.300  1.00  0.00           H  
HETATM   38  H7  UNL     1       5.659  -0.637   1.335  1.00  0.00           H  
HETATM   39  H8  UNL     1       4.631  -2.757   0.465  1.00  0.00           H  
HETATM   40  H9  UNL     1       4.418  -2.005  -1.174  1.00  0.00           H  
HETATM   41  H10 UNL     1       2.553  -0.583  -1.513  1.00  0.00           H  
HETATM   42  H11 UNL     1       0.386   0.207  -2.050  1.00  0.00           H  
HETATM   43  H12 UNL     1       0.760   2.424  -1.925  1.00  0.00           H  
HETATM   44  H13 UNL     1       1.064   2.314  -0.186  1.00  0.00           H  
HETATM   45  H14 UNL     1      -2.115   4.947   0.477  1.00  0.00           H  
HETATM   46  H15 UNL     1      -4.560   2.910   2.037  1.00  0.00           H  
HETATM   47  H16 UNL     1      -5.702   0.883   2.641  1.00  0.00           H  
HETATM   48  H17 UNL     1      -2.340  -1.764   0.244  1.00  0.00           H  
HETATM   49  H18 UNL     1      -3.404  -1.701   1.664  1.00  0.00           H  
HETATM   50  H19 UNL     1      -4.442  -2.975  -0.136  1.00  0.00           H  
HETATM   51  H20 UNL     1      -6.163   0.591  -0.463  1.00  0.00           H  
HETATM   52  H21 UNL     1      -4.574   0.686  -1.433  1.00  0.00           H  
HETATM   53  H22 UNL     1      -6.101   0.259  -2.188  1.00  0.00           H  
HETATM   54  H23 UNL     1      -5.790  -3.176  -1.825  1.00  0.00           H  
HETATM   55  H24 UNL     1      -7.226  -2.283  -1.081  1.00  0.00           H  
HETATM   56  H25 UNL     1      -6.530  -1.792  -2.668  1.00  0.00           H  
HETATM   57  H26 UNL     1      -0.246   0.223   1.581  1.00  0.00           H  
HETATM   58  H27 UNL     1       1.810  -1.341   4.151  1.00  0.00           H  
HETATM   59  H28 UNL     1       4.454  -2.356   2.451  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3    4    4
CONECT    3   35   36   37
CONECT    4    5   38
CONECT    5    6   39   40
CONECT    6    7    7   30
CONECT    7    8   41
CONECT    8    9   27   27
CONECT    9   10   26   42
CONECT   10   11   43   44
CONECT   11   12   12   13
CONECT   13   14   14   25
CONECT   14   15   16
CONECT   15   45
CONECT   16   17   17   46
CONECT   17   18   19
CONECT   18   47
CONECT   19   20   25   25
CONECT   20   21   48   49
CONECT   21   22   22   50
CONECT   22   23   24
CONECT   23   51   52   53
CONECT   24   54   55   56
CONECT   25   26
CONECT   27   28   57
CONECT   28   29   30   30
CONECT   29   58
CONECT   30   31
CONECT   31   59
END

HMDB0038868
     RDKit          3D
(S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone
 59 61  0  0  0  0  0  0  0  0999 V2000
    6.0697   -0.5774   -2.0422 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2903   -0.2570   -0.5977 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3298    0.6869   -0.1634 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5170   -0.8528    0.2963 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4455   -1.8228   -0.1003 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1403   -1.2679    0.4006 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2643   -0.6452   -0.4786 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0616   -0.1083   -0.0957 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1144    0.5620   -1.0260 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3255    2.0483   -0.9683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9047    2.8030   -0.7148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0188    3.9643   -1.1442 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0025    2.2102    0.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8584    2.9738    0.7710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7601    4.3247    0.8659 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8776    2.2832    1.4484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0051    0.9359    1.3777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0642    0.3494    2.0973 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1393    0.1696    0.6356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3121   -1.2839    0.6110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3787   -1.8508   -0.1846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2924   -1.3100   -0.9544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4886    0.1329   -1.2348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3043   -2.2038   -1.6698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1299    0.8190   -0.0398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2147    0.1502   -0.8077 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7066   -0.1971    1.2524 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5442   -0.8053    2.1566 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1893   -0.8949    3.5088 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7631   -1.3402    1.7221 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5716   -1.9398    2.6501 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1686   -1.6923   -2.1542 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0697   -0.2351   -2.3505 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8554   -0.0529   -2.6268 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8907    1.0537   -1.0370 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0378    0.2129    0.5656 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8553    1.5849    0.3001 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6586   -0.6368    1.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6306   -2.7573    0.4648 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4180   -2.0055   -1.1743 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5527   -0.5835   -1.5134 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3861    0.2066   -2.0499 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7603    2.4241   -1.9255 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0643    2.3139   -0.1855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1154    4.9473    0.4766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5605    2.9101    2.0372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7019    0.8829    2.6411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3404   -1.7635    0.2439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4041   -1.7013    1.6640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4418   -2.9754   -0.1359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1633    0.5913   -0.4633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5741    0.6855   -1.4334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1012    0.2594   -2.1876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7901   -3.1760   -1.8254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2259   -2.2827   -1.0813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5295   -1.7919   -2.6685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2460    0.2229    1.5810 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8104   -1.3413    4.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4543   -2.3562    2.4513 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
 14 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  3
 22 23  1  0
 22 24  1  0
 19 25  2  0
 25 26  1  0
  8 27  2  0
 27 28  1  0
 28 29  1  0
 28 30  2  0
 30 31  1  0
 30  6  1  0
 26  9  1  0
 25 13  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  7 41  1  0
  9 42  1  0
 10 43  1  0
 10 44  1  0
 15 45  1  0
 16 46  1  0
 18 47  1  0
 20 48  1  0
 20 49  1  0
 21 50  1  0
 23 51  1  0
 23 52  1  0
 23 53  1  0
 24 54  1  0
 24 55  1  0
 24 56  1  0
 27 57  1  0
 29 58  1  0
 31 59  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Gancaonin e	HMDB

Chemical Formula

C₂₅H₂₈O₆

Average Molecular Weight

424.4862

Monoisotopic Molecular Weight

424.188588628

IUPAC Name

2-[3,4-dihydroxy-5-(3-methylbut-2-en-1-yl)phenyl]-5,7-dihydroxy-8-(3-methylbut-2-en-1-yl)-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

gancaonin E

CAS Registry Number

124596-89-0

SMILES

CC(C)=CCC1=CC(=CC(O)=C1O)C1CC(=O)C2=C(O)C=C(O)C(CC=C(C)C)=C2O1

InChI Identifier

InChI=1S/C25H28O6/c1-13(2)5-7-15-9-16(10-21(29)24(15)30)22-12-20(28)23-19(27)11-18(26)17(25(23)31-22)8-6-14(3)4/h5-6,9-11,22,26-27,29-30H,7-8,12H2,1-4H3

InChI Key

HCBKENVWCDLQOA-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

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavanones (LMPK12140402 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0038868)

Cellular substructure

Membrane (HMDB: HMDB0038868)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038868)

Source

Exogenous

Food

Food (HMDB: HMDB0038868)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0038868)

Not Available

Nutrient (HMDB: HMDB0038868)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	203 - 207 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.012 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	0.006 g/L	ALOGPS
logP	4.26	ALOGPS
logP	5.99	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	7.72	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	107.22 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	121.76 m³·mol⁻¹	ChemAxon
Polarizability	46.57 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]+	204.946	31661259
DarkChem	[M-H]-	199.844	31661259
DeepCCS	[M+H]+	198.585	30932474
DeepCCS	[M-H]-	196.227	30932474
DeepCCS	[M-2H]-	229.972	30932474
DeepCCS	[M+Na]+	205.069	30932474
AllCCS	[M+H]+	207.4	32859911
AllCCS	[M+H-H2O]+	204.8	32859911
AllCCS	[M+NH4]+	209.8	32859911
AllCCS	[M+Na]+	210.5	32859911
AllCCS	[M-H]-	202.2	32859911
AllCCS	[M+Na-2H]-	202.6	32859911
AllCCS	[M+HCOO]-	203.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone	CC(C)=CCC1=CC(=CC(O)=C1O)C1CC(=O)C2=C(O)C=C(O)C(CC=C(C)C)=C2O1	4948.0	Standard polar	33892256
(S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone	CC(C)=CCC1=CC(=CC(O)=C1O)C1CC(=O)C2=C(O)C=C(O)C(CC=C(C)C)=C2O1	3684.4	Standard non polar	33892256
(S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone	CC(C)=CCC1=CC(=CC(O)=C1O)C1CC(=O)C2=C(O)C=C(O)C(CC=C(C)C)=C2O1	3634.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone,1TMS,isomer #1	CC(C)=CCC1=CC(C2CC(=O)C3=C(O)C=C(O)C(CC=C(C)C)=C3O2)=CC(O[Si](C)(C)C)=C1O	3619.7	Semi standard non polar	33892256
(S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone,1TMS,isomer #2	CC(C)=CCC1=CC(C2CC(=O)C3=C(O)C=C(O)C(CC=C(C)C)=C3O2)=CC(O)=C1O[Si](C)(C)C	3619.2	Semi standard non polar	33892256
(S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone,1TMS,isomer #3	CC(C)=CCC1=CC(C2CC(=O)C3=C(O[Si](C)(C)C)C=C(O)C(CC=C(C)C)=C3O2)=CC(O)=C1O	3673.6	Semi standard non polar	33892256
(S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone,1TMS,isomer #4	CC(C)=CCC1=CC(C2CC(=O)C3=C(O)C=C(O[Si](C)(C)C)C(CC=C(C)C)=C3O2)=CC(O)=C1O	3628.9	Semi standard non polar	33892256
(S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone,2TMS,isomer #1	CC(C)=CCC1=CC(C2CC(=O)C3=C(O[Si](C)(C)C)C=C(O)C(CC=C(C)C)=C3O2)=CC(O[Si](C)(C)C)=C1O	3545.7	Semi standard non polar	33892256
(S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone,2TMS,isomer #2	CC(C)=CCC1=CC(C2CC(=O)C3=C(O)C=C(O[Si](C)(C)C)C(CC=C(C)C)=C3O2)=CC(O[Si](C)(C)C)=C1O	3536.3	Semi standard non polar	33892256
(S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone,2TMS,isomer #3	CC(C)=CCC1=CC(C2CC(=O)C3=C(O)C=C(O)C(CC=C(C)C)=C3O2)=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C	3534.3	Semi standard non polar	33892256
(S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone,2TMS,isomer #4	CC(C)=CCC1=CC(C2CC(=O)C3=C(O[Si](C)(C)C)C=C(O)C(CC=C(C)C)=C3O2)=CC(O)=C1O[Si](C)(C)C	3547.6	Semi standard non polar	33892256
(S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone,2TMS,isomer #5	CC(C)=CCC1=CC(C2CC(=O)C3=C(O)C=C(O[Si](C)(C)C)C(CC=C(C)C)=C3O2)=CC(O)=C1O[Si](C)(C)C	3528.8	Semi standard non polar	33892256
(S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone,2TMS,isomer #6	CC(C)=CCC1=CC(C2CC(=O)C3=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C(CC=C(C)C)=C3O2)=CC(O)=C1O	3522.6	Semi standard non polar	33892256
(S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone,3TMS,isomer #1	CC(C)=CCC1=CC(C2CC(=O)C3=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C(CC=C(C)C)=C3O2)=CC(O[Si](C)(C)C)=C1O	3479.9	Semi standard non polar	33892256
(S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone,3TMS,isomer #2	CC(C)=CCC1=CC(C2CC(=O)C3=C(O[Si](C)(C)C)C=C(O)C(CC=C(C)C)=C3O2)=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C	3490.4	Semi standard non polar	33892256
(S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone,3TMS,isomer #3	CC(C)=CCC1=CC(C2CC(=O)C3=C(O)C=C(O[Si](C)(C)C)C(CC=C(C)C)=C3O2)=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C	3495.9	Semi standard non polar	33892256
(S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone,3TMS,isomer #4	CC(C)=CCC1=CC(C2CC(=O)C3=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C(CC=C(C)C)=C3O2)=CC(O)=C1O[Si](C)(C)C	3466.1	Semi standard non polar	33892256
(S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone,4TMS,isomer #1	CC(C)=CCC1=CC(C2CC(=O)C3=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C(CC=C(C)C)=C3O2)=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C	3453.2	Semi standard non polar	33892256
(S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone,1TBDMS,isomer #1	CC(C)=CCC1=CC(C2CC(=O)C3=C(O)C=C(O)C(CC=C(C)C)=C3O2)=CC(O[Si](C)(C)C(C)(C)C)=C1O	3877.6	Semi standard non polar	33892256
(S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone,1TBDMS,isomer #2	CC(C)=CCC1=CC(C2CC(=O)C3=C(O)C=C(O)C(CC=C(C)C)=C3O2)=CC(O)=C1O[Si](C)(C)C(C)(C)C	3860.3	Semi standard non polar	33892256
(S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone,1TBDMS,isomer #3	CC(C)=CCC1=CC(C2CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O)C(CC=C(C)C)=C3O2)=CC(O)=C1O	3943.9	Semi standard non polar	33892256
(S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone,1TBDMS,isomer #4	CC(C)=CCC1=CC(C2CC(=O)C3=C(O)C=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C3O2)=CC(O)=C1O	3886.4	Semi standard non polar	33892256
(S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone,2TBDMS,isomer #1	CC(C)=CCC1=CC(C2CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O)C(CC=C(C)C)=C3O2)=CC(O[Si](C)(C)C(C)(C)C)=C1O	4026.5	Semi standard non polar	33892256
(S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone,2TBDMS,isomer #2	CC(C)=CCC1=CC(C2CC(=O)C3=C(O)C=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C3O2)=CC(O[Si](C)(C)C(C)(C)C)=C1O	3991.7	Semi standard non polar	33892256
(S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone,2TBDMS,isomer #3	CC(C)=CCC1=CC(C2CC(=O)C3=C(O)C=C(O)C(CC=C(C)C)=C3O2)=CC(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	3994.9	Semi standard non polar	33892256
(S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone,2TBDMS,isomer #4	CC(C)=CCC1=CC(C2CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O)C(CC=C(C)C)=C3O2)=CC(O)=C1O[Si](C)(C)C(C)(C)C	4015.8	Semi standard non polar	33892256
(S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone,2TBDMS,isomer #5	CC(C)=CCC1=CC(C2CC(=O)C3=C(O)C=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C3O2)=CC(O)=C1O[Si](C)(C)C(C)(C)C	3984.5	Semi standard non polar	33892256
(S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone,2TBDMS,isomer #6	CC(C)=CCC1=CC(C2CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C3O2)=CC(O)=C1O	4018.2	Semi standard non polar	33892256
(S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone,3TBDMS,isomer #1	CC(C)=CCC1=CC(C2CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C3O2)=CC(O[Si](C)(C)C(C)(C)C)=C1O	4109.6	Semi standard non polar	33892256
(S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone,3TBDMS,isomer #2	CC(C)=CCC1=CC(C2CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O)C(CC=C(C)C)=C3O2)=CC(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	4129.8	Semi standard non polar	33892256
(S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone,3TBDMS,isomer #3	CC(C)=CCC1=CC(C2CC(=O)C3=C(O)C=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C3O2)=CC(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	4100.6	Semi standard non polar	33892256
(S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone,3TBDMS,isomer #4	CC(C)=CCC1=CC(C2CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C3O2)=CC(O)=C1O[Si](C)(C)C(C)(C)C	4097.2	Semi standard non polar	33892256
(S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone,4TBDMS,isomer #1	CC(C)=CCC1=CC(C2CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C3O2)=CC(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	4226.1	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)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0apl-3219500000-6c682fb56ceeffbd739a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone GC-MS (3 TMS) - 70eV, Positive	splash10-004i-2100049000-520103214ea22e3b917c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-3',4',5,7-Tetrahydroxy-5',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)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone 6V, Positive-QTOF	splash10-016r-0924500000-2d954a93c144eefff73c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone 6V, Negative-QTOF	splash10-00xr-0290700000-cde3020d12b76517f3b3	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone 6V, Positive-QTOF	splash10-016r-0924500000-01a1c31df0cfb4a048de	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone 10V, Positive-QTOF	splash10-004i-0145900000-6e2b1b21c514ad34c2b9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone 20V, Positive-QTOF	splash10-066r-2389200000-92b8d14500abdc916801	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone 40V, Positive-QTOF	splash10-0ldl-3950000000-43c4945d76849d8d45bc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone 10V, Negative-QTOF	splash10-00di-0100900000-030ed3326789b1c66bbb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone 20V, Negative-QTOF	splash10-00di-0644900000-0444c288048615895b40	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone 40V, Negative-QTOF	splash10-004i-0911000000-0cd225364227bc360dd9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone 10V, Positive-QTOF	splash10-004i-0000900000-673ac1c3ba2aab9c5749	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone 20V, Positive-QTOF	splash10-00fs-0490600000-6fecce8dc43586e2fd2a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone 40V, Positive-QTOF	splash10-00di-0090000000-1c54de7b16597ff3e8e3	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone 10V, Negative-QTOF	splash10-00di-0000900000-7a0b62ed66c10ec9c2c4	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone 20V, Negative-QTOF	splash10-00xr-0170900000-9262fa5b4aa8bc318bc0	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone 40V, Negative-QTOF	splash10-0udi-0290000000-ff38e316bff82f906b1f	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

FDB018309

KNApSAcK ID

C00008468

Chemspider ID

421854

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

480770

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1872191

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)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone (HMDB0038868)

MOL for HMDB0038868 ((S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone)

3D MOL for HMDB0038868 ((S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone)

3D SDF for HMDB0038868 ((S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone)

3D-SDF for HMDB0038868 ((S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone)

PDB for HMDB0038868 ((S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone)

3D PDB for HMDB0038868 ((S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone)

SMILES for HMDB0038868 ((S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone)

INCHI for HMDB0038868 ((S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone)

Structure for HMDB0038868 ((S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone)

3D Structure for HMDB0038868 ((S)-3',4',5,7-Tetrahydroxy-5',8-diprenylflavanone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra