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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 03:03:51 UTC

Update Date

2022-03-07 02:56:59 UTC

HMDB ID

HMDB0041382

Secondary Accession Numbers

HMDB41382

Metabolite Identification

Common Name

(S)-8-Prenylphaseollinisoflavan

Description

(S)-8-Prenylphaseollinisoflavan belongs to the class of organic compounds known as pyranoisoflavonoids. These are isoflavonoids that contain a pyran ring fused to either of the A, B, or C ring of the isoflavonoid skeleton (S)-8-Prenylphaseollinisoflavan has been detected, but not quantified in, several different foods, such as red tea, black tea, herbs and spices, herbal tea, and teas (Camellia sinensis). This could make (S)-8-prenylphaseollinisoflavan a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (S)-8-Prenylphaseollinisoflavan.

Structure

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


  Mrv0541 05061312382D          

 29 32  0  0  0  0            999 V2000
   -2.8579    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
    3.6704    5.6317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1401    6.5502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.9500    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
    0.0000    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  1  0  0  0  0
  9  6  2  0  0  0  0
 10  8  2  0  0  0  0
 12 11  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  6  1  0  0  0  0
 16 13  1  0  0  0  0
 17 13  1  0  0  0  0
 17 14  1  0  0  0  0
 18  8  1  0  0  0  0
 18 17  1  0  0  0  0
 19  7  1  0  0  0  0
 20 11  1  0  0  0  0
 21  9  1  0  0  0  0
 21 19  2  0  0  0  0
 22 10  1  0  0  0  0
 22 20  2  0  0  0  0
 23 18  2  0  0  0  0
 23 20  1  0  0  0  0
 24 16  2  0  0  0  0
 24 19  1  0  0  0  0
 25  3  1  0  0  0  0
 25  4  1  0  0  0  0
 25 12  1  0  0  0  0
 26 21  1  0  0  0  0
 27 23  1  0  0  0  0
 28 14  1  0  0  0  0
 28 24  1  0  0  0  0
 29 22  1  0  0  0  0
 29 25  1  0  0  0  0
M  END

HMDB0041382
     RDKit          3D
(S)-8-Prenylphaseollinisoflavan
 57 60  0  0  0  0  0  0  0  0999 V2000
   -6.9397    0.4240    0.7642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5911    0.4267    1.4313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4389    1.2714    2.6482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5856   -0.3027    0.9551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7442   -1.1131   -0.2204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7735   -1.0686   -1.2877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0866   -1.8175   -2.4359 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3021   -2.4537   -2.5161 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1891   -1.9257   -3.4689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9627   -1.2921   -3.3735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6260   -0.5439   -2.2525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5624   -0.4582   -1.2451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2592    0.3078   -0.1407 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9439    0.7037    0.2097 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0602   -0.1593   -0.5469 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4513    0.3138   -0.4227 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0407    1.0502   -1.4072 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4021    1.3205   -1.3312 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1897    0.8528   -0.2701 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6051    0.1103    0.7293 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2558   -0.1421    0.6302 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6283   -0.8762    1.6021 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4146   -0.3486    1.8379 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6947   -0.0714    1.8843 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3888    0.7007    0.8227 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3090    1.7476    1.3346 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2811   -0.3898    0.1359 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5385    1.1193   -0.2067 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3176    0.0981   -2.0464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7009    0.8422    1.4594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2572   -0.6300    0.6187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9436    0.9080   -0.2163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9406    2.2429    2.4195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8451    0.6895    3.3950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3874    1.4835    3.1287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6629   -0.2668    1.5082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8837   -2.1904    0.1434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7582   -0.8954   -0.6852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0394   -2.4675   -1.8675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4347   -2.5026   -4.3784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2301   -1.3647   -4.1980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8380    0.2843    1.2884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6996    1.7539    0.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0231   -1.2046   -0.3519 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5009    1.4501   -2.2776 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8548    1.8945   -2.1175 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0171   -1.2818    2.4212 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9451   -0.9216    2.6458 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3043   -0.3973    2.7144 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0024    1.2810    2.0595 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8818    2.1395    0.4388 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7969    2.5858    1.8065 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6696   -1.2945   -0.0007 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5646    0.0076   -0.8335 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1558   -0.5629    0.7674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4296    1.2002   -2.1520 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4436   -0.2668   -2.7185 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
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 20 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
 15 29  1  0
 12  6  1  0
 21 16  1  0
 29 11  1  0
 28 19  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
  8 39  1  0
  9 40  1  0
 10 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  0
 17 45  1  0
 18 46  1  0
 22 47  1  0
 23 48  1  0
 24 49  1  0
 26 50  1  0
 26 51  1  0
 26 52  1  0
 27 53  1  0
 27 54  1  0
 27 55  1  0
 29 56  1  0
 29 57  1  0
M  END


  Mrv0541 05061312382D          

 29 32  0  0  0  0            999 V2000
   -2.8579    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
    3.6704    5.6317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1401    6.5502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.9500    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
    0.0000    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  1  0  0  0  0
  9  6  2  0  0  0  0
 10  8  2  0  0  0  0
 12 11  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  6  1  0  0  0  0
 16 13  1  0  0  0  0
 17 13  1  0  0  0  0
 17 14  1  0  0  0  0
 18  8  1  0  0  0  0
 18 17  1  0  0  0  0
 19  7  1  0  0  0  0
 20 11  1  0  0  0  0
 21  9  1  0  0  0  0
 21 19  2  0  0  0  0
 22 10  1  0  0  0  0
 22 20  2  0  0  0  0
 23 18  2  0  0  0  0
 23 20  1  0  0  0  0
 24 16  2  0  0  0  0
 24 19  1  0  0  0  0
 25  3  1  0  0  0  0
 25  4  1  0  0  0  0
 25 12  1  0  0  0  0
 26 21  1  0  0  0  0
 27 23  1  0  0  0  0
 28 14  1  0  0  0  0
 28 24  1  0  0  0  0
 29 22  1  0  0  0  0
 29 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041382

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCC1=C(O)C=CC2=C1OCC(C2)C1=C(O)C2=C(OC(C)(C)C=C2)C=C1

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

> <INCHI_KEY>
PPYSNAHBRHGTLI-UHFFFAOYSA-N

> <FORMULA>
C25H28O4

> <MOLECULAR_WEIGHT>
392.4874

> <EXACT_MASS>
392.198759384

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
45.35592993657841

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-[7-hydroxy-8-(3-methylbut-2-en-1-yl)-3,4-dihydro-2H-1-benzopyran-3-yl]-2,2-dimethyl-2H-chromen-5-ol

> <ALOGPS_LOGP>
5.19

> <JCHEM_LOGP>
5.820868278666666

> <ALOGPS_LOGS>
-5.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.95458873583718

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.339626475706016

> <JCHEM_PKA_STRONGEST_BASIC>
-4.58511488272242

> <JCHEM_POLAR_SURFACE_AREA>
58.92

> <JCHEM_REFRACTIVITY>
117.59639999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.07e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-[7-hydroxy-8-(3-methylbut-2-en-1-yl)-3,4-dihydro-2H-1-benzopyran-3-yl]-2,2-dimethylchromen-5-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041382
     RDKit          3D
(S)-8-Prenylphaseollinisoflavan
 57 60  0  0  0  0  0  0  0  0999 V2000
   -6.9397    0.4240    0.7642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5911    0.4267    1.4313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4389    1.2714    2.6482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5856   -0.3027    0.9551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7442   -1.1131   -0.2204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7735   -1.0686   -1.2877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0866   -1.8175   -2.4359 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3021   -2.4537   -2.5161 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1891   -1.9257   -3.4689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9627   -1.2921   -3.3735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6260   -0.5439   -2.2525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5624   -0.4582   -1.2451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2592    0.3078   -0.1407 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9439    0.7037    0.2097 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0602   -0.1593   -0.5469 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4513    0.3138   -0.4227 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0407    1.0502   -1.4072 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4021    1.3205   -1.3312 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1897    0.8528   -0.2701 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6051    0.1103    0.7293 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2558   -0.1421    0.6302 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6283   -0.8762    1.6021 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4146   -0.3486    1.8379 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6947   -0.0714    1.8843 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3888    0.7007    0.8227 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3090    1.7476    1.3346 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2811   -0.3898    0.1359 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5385    1.1193   -0.2067 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3176    0.0981   -2.0464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7009    0.8422    1.4594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2572   -0.6300    0.6187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9436    0.9080   -0.2163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9406    2.2429    2.4195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8451    0.6895    3.3950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3874    1.4835    3.1287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6629   -0.2668    1.5082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8837   -2.1904    0.1434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7582   -0.8954   -0.6852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0394   -2.4675   -1.8675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4347   -2.5026   -4.3784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2301   -1.3647   -4.1980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8380    0.2843    1.2884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6996    1.7539    0.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0231   -1.2046   -0.3519 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5009    1.4501   -2.2776 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8548    1.8945   -2.1175 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0171   -1.2818    2.4212 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9451   -0.9216    2.6458 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3043   -0.3973    2.7144 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0024    1.2810    2.0595 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8818    2.1395    0.4388 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7969    2.5858    1.8065 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6696   -1.2945   -0.0007 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5646    0.0076   -0.8335 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1558   -0.5629    0.7674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4296    1.2002   -2.1520 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4436   -0.2668   -2.7185 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
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 20 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
 15 29  1  0
 12  6  1  0
 21 16  1  0
 29 11  1  0
 28 19  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
  8 39  1  0
  9 40  1  0
 10 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  0
 17 45  1  0
 18 46  1  0
 22 47  1  0
 23 48  1  0
 24 49  1  0
 26 50  1  0
 26 51  1  0
 26 52  1  0
 27 53  1  0
 27 54  1  0
 27 55  1  0
 29 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      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.002   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.851  10.513   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.862  12.227   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.668   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.335   9.240   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000  10.780   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -6.668   8.470   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  11.550   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.001   8.470   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000   9.240   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.335   6.160   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -6.668   6.930   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.667  10.780   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.335  10.780   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -8.002   6.160   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -2.667   6.160   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       4.001  11.550   0.000  0.00  0.00           O+0
CONECT    1   15                                                            
CONECT    2   15                                                            
CONECT    3   25                                                            
CONECT    4   25                                                            
CONECT    5    7   15                                                       
CONECT    6    9   16                                                       
CONECT    7    5   19                                                       
CONECT    8   10   18                                                       
CONECT    9    6   21                                                       
CONECT   10    8   22                                                       
CONECT   11   12   20                                                       
CONECT   12   11   25                                                       
CONECT   13   16   17                                                       
CONECT   14   17   28                                                       
CONECT   15    1    2    5                                                  
CONECT   16    6   13   24                                                  
CONECT   17   13   14   18                                                  
CONECT   18    8   17   23                                                  
CONECT   19    7   21   24                                                  
CONECT   20   11   22   23                                                  
CONECT   21    9   19   26                                                  
CONECT   22   10   20   29                                                  
CONECT   23   18   20   27                                                  
CONECT   24   16   19   28                                                  
CONECT   25    3    4   12   29                                             
CONECT   26   21                                                            
CONECT   27   23                                                            
CONECT   28   14   24                                                       
CONECT   29   22   25                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

COMPND    HMDB0041382
HETATM    1  C1  UNL     1      -6.940   0.424   0.764  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.591   0.427   1.431  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.439   1.271   2.648  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.586  -0.303   0.955  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.744  -1.113  -0.220  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.774  -1.069  -1.288  1.00  0.00           C  
HETATM    7  C7  UNL     1      -4.087  -1.818  -2.436  1.00  0.00           C  
HETATM    8  O1  UNL     1      -5.302  -2.454  -2.516  1.00  0.00           O  
HETATM    9  C8  UNL     1      -3.189  -1.926  -3.469  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.963  -1.292  -3.373  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.626  -0.544  -2.253  1.00  0.00           C  
HETATM   12  C11 UNL     1      -2.562  -0.458  -1.245  1.00  0.00           C  
HETATM   13  O2  UNL     1      -2.259   0.308  -0.141  1.00  0.00           O  
HETATM   14  C12 UNL     1      -0.944   0.704   0.210  1.00  0.00           C  
HETATM   15  C13 UNL     1       0.060  -0.159  -0.547  1.00  0.00           C  
HETATM   16  C14 UNL     1       1.451   0.314  -0.423  1.00  0.00           C  
HETATM   17  C15 UNL     1       2.041   1.050  -1.407  1.00  0.00           C  
HETATM   18  C16 UNL     1       3.402   1.320  -1.331  1.00  0.00           C  
HETATM   19  C17 UNL     1       4.190   0.853  -0.270  1.00  0.00           C  
HETATM   20  C18 UNL     1       3.605   0.110   0.729  1.00  0.00           C  
HETATM   21  C19 UNL     1       2.256  -0.142   0.630  1.00  0.00           C  
HETATM   22  O3  UNL     1       1.628  -0.876   1.602  1.00  0.00           O  
HETATM   23  C20 UNL     1       4.415  -0.349   1.838  1.00  0.00           C  
HETATM   24  C21 UNL     1       5.695  -0.071   1.884  1.00  0.00           C  
HETATM   25  C22 UNL     1       6.389   0.701   0.823  1.00  0.00           C  
HETATM   26  C23 UNL     1       7.309   1.748   1.335  1.00  0.00           C  
HETATM   27  C24 UNL     1       7.281  -0.390   0.136  1.00  0.00           C  
HETATM   28  O4  UNL     1       5.538   1.119  -0.207  1.00  0.00           O  
HETATM   29  C25 UNL     1      -0.318   0.098  -2.046  1.00  0.00           C  
HETATM   30  H1  UNL     1      -7.701   0.842   1.459  1.00  0.00           H  
HETATM   31  H2  UNL     1      -7.257  -0.630   0.619  1.00  0.00           H  
HETATM   32  H3  UNL     1      -6.944   0.908  -0.216  1.00  0.00           H  
HETATM   33  H4  UNL     1      -4.941   2.243   2.420  1.00  0.00           H  
HETATM   34  H5  UNL     1      -4.845   0.689   3.395  1.00  0.00           H  
HETATM   35  H6  UNL     1      -6.387   1.484   3.129  1.00  0.00           H  
HETATM   36  H7  UNL     1      -3.663  -0.267   1.508  1.00  0.00           H  
HETATM   37  H8  UNL     1      -4.884  -2.190   0.143  1.00  0.00           H  
HETATM   38  H9  UNL     1      -5.758  -0.895  -0.685  1.00  0.00           H  
HETATM   39  H10 UNL     1      -6.039  -2.468  -1.868  1.00  0.00           H  
HETATM   40  H11 UNL     1      -3.435  -2.503  -4.378  1.00  0.00           H  
HETATM   41  H12 UNL     1      -1.230  -1.365  -4.198  1.00  0.00           H  
HETATM   42  H13 UNL     1      -0.838   0.284   1.288  1.00  0.00           H  
HETATM   43  H14 UNL     1      -0.700   1.754   0.175  1.00  0.00           H  
HETATM   44  H15 UNL     1      -0.023  -1.205  -0.352  1.00  0.00           H  
HETATM   45  H16 UNL     1       1.501   1.450  -2.278  1.00  0.00           H  
HETATM   46  H17 UNL     1       3.855   1.895  -2.118  1.00  0.00           H  
HETATM   47  H18 UNL     1       2.017  -1.282   2.421  1.00  0.00           H  
HETATM   48  H19 UNL     1       3.945  -0.922   2.646  1.00  0.00           H  
HETATM   49  H20 UNL     1       6.304  -0.397   2.714  1.00  0.00           H  
HETATM   50  H21 UNL     1       8.002   1.281   2.060  1.00  0.00           H  
HETATM   51  H22 UNL     1       7.882   2.140   0.439  1.00  0.00           H  
HETATM   52  H23 UNL     1       6.797   2.586   1.807  1.00  0.00           H  
HETATM   53  H24 UNL     1       6.670  -1.294  -0.001  1.00  0.00           H  
HETATM   54  H25 UNL     1       7.565   0.008  -0.833  1.00  0.00           H  
HETATM   55  H26 UNL     1       8.156  -0.563   0.767  1.00  0.00           H  
HETATM   56  H27 UNL     1      -0.430   1.200  -2.152  1.00  0.00           H  
HETATM   57  H28 UNL     1       0.444  -0.267  -2.718  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   12
CONECT    7    8    9
CONECT    8   39
CONECT    9   10   10   40
CONECT   10   11   41
CONECT   11   12   12   29
CONECT   12   13
CONECT   13   14
CONECT   14   15   42   43
CONECT   15   16   29   44
CONECT   16   17   17   21
CONECT   17   18   45
CONECT   18   19   19   46
CONECT   19   20   28
CONECT   20   21   21   23
CONECT   21   22
CONECT   22   47
CONECT   23   24   24   48
CONECT   24   25   49
CONECT   25   26   27   28
CONECT   26   50   51   52
CONECT   27   53   54   55
CONECT   29   56   57
END

HMDB0041382
     RDKit          3D
(S)-8-Prenylphaseollinisoflavan
 57 60  0  0  0  0  0  0  0  0999 V2000
   -6.9397    0.4240    0.7642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5911    0.4267    1.4313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4389    1.2714    2.6482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5856   -0.3027    0.9551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7442   -1.1131   -0.2204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7735   -1.0686   -1.2877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0866   -1.8175   -2.4359 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3021   -2.4537   -2.5161 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1891   -1.9257   -3.4689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9627   -1.2921   -3.3735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6260   -0.5439   -2.2525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5624   -0.4582   -1.2451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2592    0.3078   -0.1407 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9439    0.7037    0.2097 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0602   -0.1593   -0.5469 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4513    0.3138   -0.4227 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0407    1.0502   -1.4072 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4021    1.3205   -1.3312 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1897    0.8528   -0.2701 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6051    0.1103    0.7293 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2558   -0.1421    0.6302 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6283   -0.8762    1.6021 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4146   -0.3486    1.8379 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6947   -0.0714    1.8843 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3888    0.7007    0.8227 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3090    1.7476    1.3346 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2811   -0.3898    0.1359 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5385    1.1193   -0.2067 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3176    0.0981   -2.0464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7009    0.8422    1.4594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2572   -0.6300    0.6187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9436    0.9080   -0.2163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9406    2.2429    2.4195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8451    0.6895    3.3950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3874    1.4835    3.1287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6629   -0.2668    1.5082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8837   -2.1904    0.1434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7582   -0.8954   -0.6852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0394   -2.4675   -1.8675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4347   -2.5026   -4.3784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2301   -1.3647   -4.1980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8380    0.2843    1.2884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6996    1.7539    0.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0231   -1.2046   -0.3519 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5009    1.4501   -2.2776 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8548    1.8945   -2.1175 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0171   -1.2818    2.4212 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9451   -0.9216    2.6458 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3043   -0.3973    2.7144 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0024    1.2810    2.0595 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8818    2.1395    0.4388 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7969    2.5858    1.8065 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6696   -1.2945   -0.0007 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5646    0.0076   -0.8335 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1558   -0.5629    0.7674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4296    1.2002   -2.1520 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4436   -0.2668   -2.7185 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
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 20 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
 15 29  1  0
 12  6  1  0
 21 16  1  0
 29 11  1  0
 28 19  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
  8 39  1  0
  9 40  1  0
 10 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  0
 17 45  1  0
 18 46  1  0
 22 47  1  0
 23 48  1  0
 24 49  1  0
 26 50  1  0
 26 51  1  0
 26 52  1  0
 27 53  1  0
 27 54  1  0
 27 55  1  0
 29 56  1  0
 29 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₅H₂₈O₄

Average Molecular Weight

392.4874

Monoisotopic Molecular Weight

392.198759384

IUPAC Name

6-[7-hydroxy-8-(3-methylbut-2-en-1-yl)-3,4-dihydro-2H-1-benzopyran-3-yl]-2,2-dimethyl-2H-chromen-5-ol

Traditional Name

6-[7-hydroxy-8-(3-methylbut-2-en-1-yl)-3,4-dihydro-2H-1-benzopyran-3-yl]-2,2-dimethylchromen-5-ol

CAS Registry Number

Not Available

SMILES

CC(C)=CCC1=C(O)C=CC2=C1OCC(C2)C1=C(O)C2=C(OC(C)(C)C=C2)C=C1

InChI Identifier

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

InChI Key

PPYSNAHBRHGTLI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyranoisoflavonoids. These are isoflavonoids that contain a pyran ring fused to either of the A, B, or C ring of the isoflavonoid skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Pyranoisoflavonoids

Direct Parent

Pyranoisoflavonoids

Alternative Parents

Substituents

Pyranoisoflavonoid
Hydroxyisoflavonoid
Isoflavanol
Isoflavan
2,2-dimethyl-1-benzopyran
Chromane
Benzopyran
1-benzopyran
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Oxacycle
Ether
Organoheterocyclic compound
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0041382)
Cell membrane (HMDB: HMDB0041382)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041382)

Source

Exogenous

Exogenous (HMDB: HMDB0041382)

Food

Food (HMDB: HMDB0041382)

Tea

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0041382)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0041382)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	151 - 152 °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	0.0011 g/L	ALOGPS
logP	5.19	ALOGPS
logP	5.82	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	9.34	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	58.92 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	117.6 m³·mol⁻¹	ChemAxon
Polarizability	45.36 Å³	ChemAxon
Number of Rings	4	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]+	198.014	31661259
DarkChem	[M-H]-	190.412	31661259
DeepCCS	[M+H]+	197.438	30932474
DeepCCS	[M-H]-	195.08	30932474
DeepCCS	[M-2H]-	228.751	30932474
DeepCCS	[M+Na]+	203.966	30932474
AllCCS	[M+H]+	200.5	32859911
AllCCS	[M+H-H2O]+	197.7	32859911
AllCCS	[M+NH4]+	203.2	32859911
AllCCS	[M+Na]+	203.9	32859911
AllCCS	[M-H]-	199.1	32859911
AllCCS	[M+Na-2H]-	199.2	32859911
AllCCS	[M+HCOO]-	199.5	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	8.61 minutes	32390414
Predicted by Siyang on May 30, 2022	17.0557 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.27 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	28.5 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3009.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	332.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	230.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	174.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	169.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	866.5 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	755.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	87.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1625.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	679.2 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1339.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	577.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	468.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	280.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	333.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(S)-8-Prenylphaseollinisoflavan	CC(C)=CCC1=C(O)C=CC2=C1OCC(C2)C1=C(O)C2=C(OC(C)(C)C=C2)C=C1	4115.7	Standard polar	33892256
(S)-8-Prenylphaseollinisoflavan	CC(C)=CCC1=C(O)C=CC2=C1OCC(C2)C1=C(O)C2=C(OC(C)(C)C=C2)C=C1	3243.3	Standard non polar	33892256
(S)-8-Prenylphaseollinisoflavan	CC(C)=CCC1=C(O)C=CC2=C1OCC(C2)C1=C(O)C2=C(OC(C)(C)C=C2)C=C1	3429.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(S)-8-Prenylphaseollinisoflavan,1TMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C)C=CC2=C1OCC(C1=CC=C3OC(C)(C)C=CC3=C1O)C2	3186.3	Semi standard non polar	33892256
(S)-8-Prenylphaseollinisoflavan,1TMS,isomer #2	CC(C)=CCC1=C(O)C=CC2=C1OCC(C1=CC=C3OC(C)(C)C=CC3=C1O[Si](C)(C)C)C2	3176.7	Semi standard non polar	33892256
(S)-8-Prenylphaseollinisoflavan,2TMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C)C=CC2=C1OCC(C1=CC=C3OC(C)(C)C=CC3=C1O[Si](C)(C)C)C2	3097.5	Semi standard non polar	33892256
(S)-8-Prenylphaseollinisoflavan,1TBDMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=CC2=C1OCC(C1=CC=C3OC(C)(C)C=CC3=C1O)C2	3435.4	Semi standard non polar	33892256
(S)-8-Prenylphaseollinisoflavan,1TBDMS,isomer #2	CC(C)=CCC1=C(O)C=CC2=C1OCC(C1=CC=C3OC(C)(C)C=CC3=C1O[Si](C)(C)C(C)(C)C)C2	3406.2	Semi standard non polar	33892256
(S)-8-Prenylphaseollinisoflavan,2TBDMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=CC2=C1OCC(C1=CC=C3OC(C)(C)C=CC3=C1O[Si](C)(C)C(C)(C)C)C2	3525.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-8-Prenylphaseollinisoflavan GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-2109000000-77d997a4bcc07749484a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-8-Prenylphaseollinisoflavan GC-MS (2 TMS) - 70eV, Positive	splash10-00di-2010390000-f4c15f65362acb23c569	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-8-Prenylphaseollinisoflavan GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-8-Prenylphaseollinisoflavan 10V, Positive-QTOF	splash10-0006-1905000000-be0754afc07e31fcfb87	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-8-Prenylphaseollinisoflavan 20V, Positive-QTOF	splash10-05rc-5945000000-e3e31744fd81a788210d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-8-Prenylphaseollinisoflavan 40V, Positive-QTOF	splash10-066r-7902000000-d055d45b0f8b1924ffe7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-8-Prenylphaseollinisoflavan 10V, Negative-QTOF	splash10-0006-0209000000-fa2b63d22f8485949e37	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-8-Prenylphaseollinisoflavan 20V, Negative-QTOF	splash10-004u-0639000000-72920a0b8e21170c3a6d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-8-Prenylphaseollinisoflavan 40V, Negative-QTOF	splash10-0570-0923000000-c9d7d941485c7d41b391	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-8-Prenylphaseollinisoflavan 10V, Positive-QTOF	splash10-000f-0419000000-dc70cadd9435339cfd46	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-8-Prenylphaseollinisoflavan 20V, Positive-QTOF	splash10-0a70-0429000000-c4ae52dd367489292a25	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-8-Prenylphaseollinisoflavan 40V, Positive-QTOF	splash10-02ds-1944000000-4c4dcf16ad63b05a9697	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-8-Prenylphaseollinisoflavan 10V, Negative-QTOF	splash10-0006-0009000000-fc8307e58aa68e585da3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-8-Prenylphaseollinisoflavan 20V, Negative-QTOF	splash10-0006-0009000000-a8fb6456e1ae07144e35	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-8-Prenylphaseollinisoflavan 40V, Negative-QTOF	splash10-053s-0619000000-af13764918be99493bce	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB021313

KNApSAcK ID

Not Available

Chemspider ID

35015169

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15228660

PDB ID

Not Available

ChEBI ID

175140

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

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)-8-Prenylphaseollinisoflavan (HMDB0041382)

MOL for HMDB0041382 ((S)-8-Prenylphaseollinisoflavan)

3D MOL for HMDB0041382 ((S)-8-Prenylphaseollinisoflavan)

3D SDF for HMDB0041382 ((S)-8-Prenylphaseollinisoflavan)

3D-SDF for HMDB0041382 ((S)-8-Prenylphaseollinisoflavan)

PDB for HMDB0041382 ((S)-8-Prenylphaseollinisoflavan)

3D PDB for HMDB0041382 ((S)-8-Prenylphaseollinisoflavan)

SMILES for HMDB0041382 ((S)-8-Prenylphaseollinisoflavan)

INCHI for HMDB0041382 ((S)-8-Prenylphaseollinisoflavan)

Structure for HMDB0041382 ((S)-8-Prenylphaseollinisoflavan)

3D Structure for HMDB0041382 ((S)-8-Prenylphaseollinisoflavan)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra