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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:00:35 UTC

Update Date

2022-03-07 02:54:21 UTC

HMDB ID

HMDB0035066

Secondary Accession Numbers

HMDB35066

Metabolite Identification

Common Name

2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone

Description

2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone belongs to the class of organic compounds known as 3-prenylated chalcones. These are chalcones featuring a C5-isoprenoid unit at the 3-position. Thus, 2',4,4'-trihydroxy-6'-methoxy-3',5'-diprenylchalcone is considered to be a flavonoid. 2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone has been detected, but not quantified in, alcoholic beverages. This could make 2',4,4'-trihydroxy-6'-methoxy-3',5'-diprenylchalcone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone.

Structure

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


  Mrv0541 05061308132D          

 31 32  0  0  0  0            999 V2000
   -7.1447    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -2.8875    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
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    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
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    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
   -5.0013    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
   -2.1434    2.0625    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
   -4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    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
   -3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    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
   -3.5724    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
   -1.4289    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 11  8  1  0  0  0  0
 12  9  2  0  0  0  0
 13  6  1  0  0  0  0
 14  7  1  0  0  0  0
 15 10  2  0  0  0  0
 16  1  1  0  0  0  0
 16  2  1  0  0  0  0
 16  6  2  0  0  0  0
 17  3  1  0  0  0  0
 17  4  1  0  0  0  0
 17  7  2  0  0  0  0
 18  8  2  0  0  0  0
 18  9  1  0  0  0  0
 18 10  1  0  0  0  0
 19 11  2  0  0  0  0
 19 12  1  0  0  0  0
 20 13  1  0  0  0  0
 21 14  1  0  0  0  0
 22 15  1  0  0  0  0
 23 22  1  0  0  0  0
 24 20  2  0  0  0  0
 24 21  1  0  0  0  0
 25 20  1  0  0  0  0
 25 23  2  0  0  0  0
 26 21  2  0  0  0  0
 26 23  1  0  0  0  0
 27 19  1  0  0  0  0
 28 22  2  0  0  0  0
 29 24  1  0  0  0  0
 30 25  1  0  0  0  0
 31  5  1  0  0  0  0
 31 26  1  0  0  0  0
M  END

HMDB0035066
     RDKit          3D
2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone
 61 62  0  0  0  0  0  0  0  0999 V2000
   -0.2955   -4.1102    1.2731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6884   -3.2023    0.2892 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0622   -1.8831    0.4765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3808   -1.5725    0.7039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4171   -2.6029    0.7816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9335   -3.2387   -0.3877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7006   -3.1026   -1.6374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4527   -3.9716   -2.6585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7532   -2.1638   -2.2469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7442   -0.2389    0.8926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0729    0.0188    1.1153 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8226    0.7971    0.8600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3611    2.1361    1.0657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4723    3.2543    1.2468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4475    4.2522    0.3711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3414    4.2321   -0.8190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5365    5.4320    0.5131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4934    0.4570    0.6270 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4514    1.3998    0.5777 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0941   -0.8700    0.4337 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2862   -1.2023    0.1928 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5218   -2.4646    0.0195 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4343   -0.3488    0.1166 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6442   -0.8432   -0.1244 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8526   -0.0312   -0.2130 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9087    1.3221   -0.0527 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0678    2.0763   -0.1312 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2497    1.3876   -0.3932 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4566    2.1016   -0.4836 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2369    0.0234   -0.5618 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0470   -0.6896   -0.4733 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5202   -4.7997    0.9529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0092   -3.6499    2.2395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1379   -4.8192    1.5321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2531   -2.1504    1.4234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9913   -3.3657    1.5373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7212   -4.0388   -0.1540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2408   -4.5519   -2.1709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8105   -3.3328   -3.4784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7273   -4.6861   -3.1167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7072   -1.1890   -1.7428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7233   -2.6249   -2.1683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9872   -2.0147   -3.3447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5287    0.8809    1.2734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0753    2.3171    0.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0631    2.0840    1.9588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8145    3.3327    2.0970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4143    4.2236   -0.4891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1590    3.2756   -1.3437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1533    5.1076   -1.4655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0826    6.3054    0.9274 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3743    5.2109    1.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2229    5.7666   -0.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6507    2.3170    0.6325 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3898    0.7059    0.2456 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7131   -1.9136   -0.2624 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9891    1.8588    0.1514 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0580    3.1448    0.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8089    2.4867   -1.3495 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1906   -0.4875   -0.7670 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0412   -1.7475   -0.6031 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  7  9  1  0
  4 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  3
 15 16  1  0
 15 17  1  0
 12 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 28 30  1  0
 30 31  2  0
 20  3  1  0
 31 25  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  0
  8 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  0
  9 42  1  0
  9 43  1  0
 11 44  1  0
 13 45  1  0
 13 46  1  0
 14 47  1  0
 16 48  1  0
 16 49  1  0
 16 50  1  0
 17 51  1  0
 17 52  1  0
 17 53  1  0
 19 54  1  0
 23 55  1  0
 24 56  1  0
 26 57  1  0
 27 58  1  0
 29 59  1  0
 30 60  1  0
 31 61  1  0
M  END


  Mrv0541 05061308132D          

 31 32  0  0  0  0            999 V2000
   -7.1447    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -2.8875    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
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    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
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    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
   -5.0013    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
   -2.1434    2.0625    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
   -4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    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
   -3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    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
   -3.5724    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
   -1.4289    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 11  8  1  0  0  0  0
 12  9  2  0  0  0  0
 13  6  1  0  0  0  0
 14  7  1  0  0  0  0
 15 10  2  0  0  0  0
 16  1  1  0  0  0  0
 16  2  1  0  0  0  0
 16  6  2  0  0  0  0
 17  3  1  0  0  0  0
 17  4  1  0  0  0  0
 17  7  2  0  0  0  0
 18  8  2  0  0  0  0
 18  9  1  0  0  0  0
 18 10  1  0  0  0  0
 19 11  2  0  0  0  0
 19 12  1  0  0  0  0
 20 13  1  0  0  0  0
 21 14  1  0  0  0  0
 22 15  1  0  0  0  0
 23 22  1  0  0  0  0
 24 20  2  0  0  0  0
 24 21  1  0  0  0  0
 25 20  1  0  0  0  0
 25 23  2  0  0  0  0
 26 21  2  0  0  0  0
 26 23  1  0  0  0  0
 27 19  1  0  0  0  0
 28 22  2  0  0  0  0
 29 24  1  0  0  0  0
 30 25  1  0  0  0  0
 31  5  1  0  0  0  0
 31 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035066

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(CC=C(C)C)C(O)=C(CC=C(C)C)C(O)=C1C(=O)\C=C\C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C26H30O5/c1-16(2)6-13-20-24(29)21(14-7-17(3)4)26(31-5)23(25(20)30)22(28)15-10-18-8-11-19(27)12-9-18/h6-12,15,27,29-30H,13-14H2,1-5H3/b15-10+

> <INCHI_KEY>
HOTYOZVURUOVTK-XNTDXEJSSA-N

> <FORMULA>
C26H30O5

> <MOLECULAR_WEIGHT>
422.5134

> <EXACT_MASS>
422.20932407

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
48.568455865362985

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E)-1-[2,4-dihydroxy-6-methoxy-3,5-bis(3-methylbut-2-en-1-yl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one

> <ALOGPS_LOGP>
4.90

> <JCHEM_LOGP>
6.929092077000001

> <ALOGPS_LOGS>
-5.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.6687481695962

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.520047208464921

> <JCHEM_PKA_STRONGEST_BASIC>
-4.906696233683875

> <JCHEM_POLAR_SURFACE_AREA>
86.99000000000001

> <JCHEM_REFRACTIVITY>
127.76849999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.58e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5'-prenylxanthohumol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0035066
     RDKit          3D
2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone
 61 62  0  0  0  0  0  0  0  0999 V2000
   -0.2955   -4.1102    1.2731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6884   -3.2023    0.2892 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0622   -1.8831    0.4765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3808   -1.5725    0.7039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4171   -2.6029    0.7816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9335   -3.2387   -0.3877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7006   -3.1026   -1.6374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4527   -3.9716   -2.6585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7532   -2.1638   -2.2469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7442   -0.2389    0.8926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0729    0.0188    1.1153 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8226    0.7971    0.8600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3611    2.1361    1.0657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4723    3.2543    1.2468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4475    4.2522    0.3711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3414    4.2321   -0.8190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5365    5.4320    0.5131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4934    0.4570    0.6270 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4514    1.3998    0.5777 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0941   -0.8700    0.4337 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2862   -1.2023    0.1928 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5218   -2.4646    0.0195 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4343   -0.3488    0.1166 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6442   -0.8432   -0.1244 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8526   -0.0312   -0.2130 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9087    1.3221   -0.0527 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0678    2.0763   -0.1312 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2497    1.3876   -0.3932 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4566    2.1016   -0.4836 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2369    0.0234   -0.5618 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0470   -0.6896   -0.4733 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5202   -4.7997    0.9529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0092   -3.6499    2.2395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1379   -4.8192    1.5321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2531   -2.1504    1.4234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9913   -3.3657    1.5373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7212   -4.0388   -0.1540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2408   -4.5519   -2.1709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8105   -3.3328   -3.4784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7273   -4.6861   -3.1167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7072   -1.1890   -1.7428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7233   -2.6249   -2.1683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9872   -2.0147   -3.3447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5287    0.8809    1.2734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0753    2.3171    0.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0631    2.0840    1.9588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8145    3.3327    2.0970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4143    4.2236   -0.4891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1590    3.2756   -1.3437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1533    5.1076   -1.4655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0826    6.3054    0.9274 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3743    5.2109    1.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2229    5.7666   -0.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6507    2.3170    0.6325 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3898    0.7059    0.2456 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7131   -1.9136   -0.2624 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9891    1.8588    0.1514 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0580    3.1448    0.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8089    2.4867   -1.3495 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1906   -0.4875   -0.7670 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0412   -1.7475   -0.6031 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  7  9  1  0
  4 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  3
 15 16  1  0
 15 17  1  0
 12 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 28 30  1  0
 30 31  2  0
 20  3  1  0
 31 25  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  0
  8 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  0
  9 42  1  0
  9 43  1  0
 11 44  1  0
 13 45  1  0
 13 46  1  0
 14 47  1  0
 16 48  1  0
 16 49  1  0
 16 50  1  0
 17 51  1  0
 17 52  1  0
 17 53  1  0
 19 54  1  0
 23 55  1  0
 24 56  1  0
 26 57  1  0
 27 58  1  0
 29 59  1  0
 30 60  1  0
 31 61  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   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -12.003   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.336  -5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -10.669   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -8.002  -3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.001   8.470   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -9.336   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -12.003   2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -8.002   1.540   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -4.001   2.310   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      -8.002   0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -2.667  10.780   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -9.336  -0.770   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -6.668   3.850   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -4.001  -0.770   0.000  0.00  0.00           O+0
CONECT    1   16                                                            
CONECT    2   16                                                            
CONECT    3   17                                                            
CONECT    4   17                                                            
CONECT    5   31                                                            
CONECT    6   13   16                                                       
CONECT    7   14   17                                                       
CONECT    8   11   18                                                       
CONECT    9   12   18                                                       
CONECT   10   15   18                                                       
CONECT   11    8   19                                                       
CONECT   12    9   19                                                       
CONECT   13    6   20                                                       
CONECT   14    7   21                                                       
CONECT   15   10   22                                                       
CONECT   16    1    2    6                                                  
CONECT   17    3    4    7                                                  
CONECT   18    8    9   10                                                  
CONECT   19   11   12   27                                                  
CONECT   20   13   24   25                                                  
CONECT   21   14   24   26                                                  
CONECT   22   15   23   28                                                  
CONECT   23   22   25   26                                                  
CONECT   24   20   21   29                                                  
CONECT   25   20   23   30                                                  
CONECT   26   21   23   31                                                  
CONECT   27   19                                                            
CONECT   28   22                                                            
CONECT   29   24                                                            
CONECT   30   25                                                            
CONECT   31    5   26                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   64    0
END

COMPND    HMDB0035066
HETATM    1  C1  UNL     1      -0.296  -4.110   1.273  1.00  0.00           C  
HETATM    2  O1  UNL     1      -0.688  -3.202   0.289  1.00  0.00           O  
HETATM    3  C2  UNL     1      -1.062  -1.883   0.476  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.381  -1.572   0.704  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.417  -2.603   0.782  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.934  -3.239  -0.388  1.00  0.00           C  
HETATM    7  C6  UNL     1      -3.701  -3.103  -1.637  1.00  0.00           C  
HETATM    8  C7  UNL     1      -4.453  -3.972  -2.659  1.00  0.00           C  
HETATM    9  C8  UNL     1      -2.753  -2.164  -2.247  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.744  -0.239   0.893  1.00  0.00           C  
HETATM   11  O2  UNL     1      -4.073   0.019   1.115  1.00  0.00           O  
HETATM   12  C10 UNL     1      -1.823   0.797   0.860  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.361   2.136   1.066  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.472   3.254   1.247  1.00  0.00           C  
HETATM   15  C13 UNL     1      -1.447   4.252   0.371  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.341   4.232  -0.819  1.00  0.00           C  
HETATM   17  C15 UNL     1      -0.536   5.432   0.513  1.00  0.00           C  
HETATM   18  C16 UNL     1      -0.493   0.457   0.627  1.00  0.00           C  
HETATM   19  O3  UNL     1       0.451   1.400   0.578  1.00  0.00           O  
HETATM   20  C17 UNL     1      -0.094  -0.870   0.434  1.00  0.00           C  
HETATM   21  C18 UNL     1       1.286  -1.202   0.193  1.00  0.00           C  
HETATM   22  O4  UNL     1       1.522  -2.465   0.019  1.00  0.00           O  
HETATM   23  C19 UNL     1       2.434  -0.349   0.117  1.00  0.00           C  
HETATM   24  C20 UNL     1       3.644  -0.843  -0.124  1.00  0.00           C  
HETATM   25  C21 UNL     1       4.853  -0.031  -0.213  1.00  0.00           C  
HETATM   26  C22 UNL     1       4.909   1.322  -0.053  1.00  0.00           C  
HETATM   27  C23 UNL     1       6.068   2.076  -0.131  1.00  0.00           C  
HETATM   28  C24 UNL     1       7.250   1.388  -0.393  1.00  0.00           C  
HETATM   29  O5  UNL     1       8.457   2.102  -0.484  1.00  0.00           O  
HETATM   30  C25 UNL     1       7.237   0.023  -0.562  1.00  0.00           C  
HETATM   31  C26 UNL     1       6.047  -0.690  -0.473  1.00  0.00           C  
HETATM   32  H1  UNL     1       0.520  -4.800   0.953  1.00  0.00           H  
HETATM   33  H2  UNL     1      -0.009  -3.650   2.239  1.00  0.00           H  
HETATM   34  H3  UNL     1      -1.138  -4.819   1.532  1.00  0.00           H  
HETATM   35  H4  UNL     1      -4.253  -2.150   1.423  1.00  0.00           H  
HETATM   36  H5  UNL     1      -2.991  -3.366   1.537  1.00  0.00           H  
HETATM   37  H6  UNL     1      -4.721  -4.039  -0.154  1.00  0.00           H  
HETATM   38  H7  UNL     1      -5.241  -4.552  -2.171  1.00  0.00           H  
HETATM   39  H8  UNL     1      -4.810  -3.333  -3.478  1.00  0.00           H  
HETATM   40  H9  UNL     1      -3.727  -4.686  -3.117  1.00  0.00           H  
HETATM   41  H10 UNL     1      -2.707  -1.189  -1.743  1.00  0.00           H  
HETATM   42  H11 UNL     1      -1.723  -2.625  -2.168  1.00  0.00           H  
HETATM   43  H12 UNL     1      -2.987  -2.015  -3.345  1.00  0.00           H  
HETATM   44  H13 UNL     1      -4.529   0.881   1.273  1.00  0.00           H  
HETATM   45  H14 UNL     1      -3.075   2.317   0.198  1.00  0.00           H  
HETATM   46  H15 UNL     1      -3.063   2.084   1.959  1.00  0.00           H  
HETATM   47  H16 UNL     1      -0.815   3.333   2.097  1.00  0.00           H  
HETATM   48  H17 UNL     1      -3.414   4.224  -0.489  1.00  0.00           H  
HETATM   49  H18 UNL     1      -2.159   3.276  -1.344  1.00  0.00           H  
HETATM   50  H19 UNL     1      -2.153   5.108  -1.465  1.00  0.00           H  
HETATM   51  H20 UNL     1      -1.083   6.305   0.927  1.00  0.00           H  
HETATM   52  H21 UNL     1       0.374   5.211   1.064  1.00  0.00           H  
HETATM   53  H22 UNL     1      -0.223   5.767  -0.522  1.00  0.00           H  
HETATM   54  H23 UNL     1       0.651   2.317   0.632  1.00  0.00           H  
HETATM   55  H24 UNL     1       2.390   0.706   0.246  1.00  0.00           H  
HETATM   56  H25 UNL     1       3.713  -1.914  -0.262  1.00  0.00           H  
HETATM   57  H26 UNL     1       3.989   1.859   0.151  1.00  0.00           H  
HETATM   58  H27 UNL     1       6.058   3.145   0.006  1.00  0.00           H  
HETATM   59  H28 UNL     1       8.809   2.487  -1.349  1.00  0.00           H  
HETATM   60  H29 UNL     1       8.191  -0.487  -0.767  1.00  0.00           H  
HETATM   61  H30 UNL     1       6.041  -1.747  -0.603  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3
CONECT    3    4    4   20
CONECT    4    5   10
CONECT    5    6   35   36
CONECT    6    7    7   37
CONECT    7    8    9
CONECT    8   38   39   40
CONECT    9   41   42   43
CONECT   10   11   12   12
CONECT   11   44
CONECT   12   13   18
CONECT   13   14   45   46
CONECT   14   15   15   47
CONECT   15   16   17
CONECT   16   48   49   50
CONECT   17   51   52   53
CONECT   18   19   20   20
CONECT   19   54
CONECT   20   21
CONECT   21   22   22   23
CONECT   23   24   24   55
CONECT   24   25   56
CONECT   25   26   26   31
CONECT   26   27   57
CONECT   27   28   28   58
CONECT   28   29   30
CONECT   29   59
CONECT   30   31   31   60
CONECT   31   61
END

HMDB0035066
     RDKit          3D
2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone
 61 62  0  0  0  0  0  0  0  0999 V2000
   -0.2955   -4.1102    1.2731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6884   -3.2023    0.2892 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0622   -1.8831    0.4765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3808   -1.5725    0.7039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4171   -2.6029    0.7816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9335   -3.2387   -0.3877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7006   -3.1026   -1.6374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4527   -3.9716   -2.6585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7532   -2.1638   -2.2469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7442   -0.2389    0.8926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0729    0.0188    1.1153 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8226    0.7971    0.8600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3611    2.1361    1.0657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4723    3.2543    1.2468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4475    4.2522    0.3711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3414    4.2321   -0.8190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5365    5.4320    0.5131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4934    0.4570    0.6270 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4514    1.3998    0.5777 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0941   -0.8700    0.4337 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2862   -1.2023    0.1928 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5218   -2.4646    0.0195 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4343   -0.3488    0.1166 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6442   -0.8432   -0.1244 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8526   -0.0312   -0.2130 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9087    1.3221   -0.0527 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0678    2.0763   -0.1312 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2497    1.3876   -0.3932 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4566    2.1016   -0.4836 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2369    0.0234   -0.5618 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0470   -0.6896   -0.4733 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5202   -4.7997    0.9529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0092   -3.6499    2.2395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1379   -4.8192    1.5321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2531   -2.1504    1.4234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9913   -3.3657    1.5373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7212   -4.0388   -0.1540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2408   -4.5519   -2.1709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8105   -3.3328   -3.4784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7273   -4.6861   -3.1167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7072   -1.1890   -1.7428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7233   -2.6249   -2.1683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9872   -2.0147   -3.3447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5287    0.8809    1.2734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0753    2.3171    0.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0631    2.0840    1.9588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8145    3.3327    2.0970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4143    4.2236   -0.4891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1590    3.2756   -1.3437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1533    5.1076   -1.4655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0826    6.3054    0.9274 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3743    5.2109    1.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2229    5.7666   -0.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6507    2.3170    0.6325 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3898    0.7059    0.2456 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7131   -1.9136   -0.2624 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9891    1.8588    0.1514 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0580    3.1448    0.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8089    2.4867   -1.3495 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1906   -0.4875   -0.7670 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0412   -1.7475   -0.6031 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  7  9  1  0
  4 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  3
 15 16  1  0
 15 17  1  0
 12 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 28 30  1  0
 30 31  2  0
 20  3  1  0
 31 25  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  0
  8 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  0
  9 42  1  0
  9 43  1  0
 11 44  1  0
 13 45  1  0
 13 46  1  0
 14 47  1  0
 16 48  1  0
 16 49  1  0
 16 50  1  0
 17 51  1  0
 17 52  1  0
 17 53  1  0
 19 54  1  0
 23 55  1  0
 24 56  1  0
 26 57  1  0
 27 58  1  0
 29 59  1  0
 30 60  1  0
 31 61  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5'-Prenylxanthohumol	ChEMBL, HMDB
1-(2-Allyl-4-pentenoyl)-3-cyclohexyl-urea	HMDB
1-(2-Allyl-4-pentenoyl)-3-cyclohexylurea	HMDB
3',5'-Diprenyl-4,2',4'-trihydroxy-6-methoxychalcone	HMDB
Cyclohexylureide OF diallylacetic acid	HMDB

Chemical Formula

C₂₆H₃₀O₅

Average Molecular Weight

422.5134

Monoisotopic Molecular Weight

422.20932407

IUPAC Name

(2E)-1-[2,4-dihydroxy-6-methoxy-3,5-bis(3-methylbut-2-en-1-yl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one

Traditional Name

5'-prenylxanthohumol

CAS Registry Number

189299-04-5

SMILES

COC1=C(CC=C(C)C)C(O)=C(CC=C(C)C)C(O)=C1C(=O)\C=C\C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C26H30O5/c1-16(2)6-13-20-24(29)21(14-7-17(3)4)26(31-5)23(25(20)30)22(28)15-10-18-8-11-19(27)12-9-18/h6-12,15,27,29-30H,13-14H2,1-5H3/b15-10+

InChI Key

HOTYOZVURUOVTK-XNTDXEJSSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-prenylated chalcones. These are chalcones featuring a C5-isoprenoid unit at the 3-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Linear 1,3-diarylpropanoids

Sub Class

Chalcones and dihydrochalcones

Direct Parent

3-prenylated chalcones

Alternative Parents

Substituents

3-prenylated chalcone
2'-hydroxychalcone
Cinnamylphenol
Hydroxycinnamic acid or derivatives
Methoxyphenol
Phenoxy compound
Phenol ether
Resorcinol
Styrene
Anisole
Methoxybenzene
Benzoyl
Aryl ketone
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Benzenoid
Monocyclic benzene moiety
Acryloyl-group
Vinylogous acid
Enone
Alpha,beta-unsaturated ketone
Ketone
Ether
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Chalcones and dihydrochalcones (LMPK12120296 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0035066)

Cellular substructure

Membrane (HMDB: HMDB0035066)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035066)

Source

Exogenous

Food

Food (HMDB: HMDB0035066)

Beverage

Alcoholic beverage

Alcoholic beverages (FooDB: FOOD00854)

Endogenous

Plant

Plant (HMDB: HMDB0035066)

Not Available

Nutrient (HMDB: HMDB0035066)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0026 g/L	ALOGPS
logP	4.9	ALOGPS
logP	6.93	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	7.52	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	127.77 m³·mol⁻¹	ChemAxon
Polarizability	48.57 Å³	ChemAxon
Number of Rings	2	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
DeepCCS	[M+H]+	209.151	30932474
DeepCCS	[M-H]-	206.794	30932474
DeepCCS	[M-2H]-	239.679	30932474
DeepCCS	[M+Na]+	215.491	30932474
AllCCS	[M+H]+	205.5	32859911
AllCCS	[M+H-H2O]+	202.9	32859911
AllCCS	[M+NH4]+	208.0	32859911
AllCCS	[M+Na]+	208.6	32859911
AllCCS	[M-H]-	201.7	32859911
AllCCS	[M+Na-2H]-	201.8	32859911
AllCCS	[M+HCOO]-	202.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone	COC1=C(CC=C(C)C)C(O)=C(CC=C(C)C)C(O)=C1C(=O)\C=C\C1=CC=C(O)C=C1	5404.0	Standard polar	33892256
2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone	COC1=C(CC=C(C)C)C(O)=C(CC=C(C)C)C(O)=C1C(=O)\C=C\C1=CC=C(O)C=C1	3332.5	Standard non polar	33892256
2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone	COC1=C(CC=C(C)C)C(O)=C(CC=C(C)C)C(O)=C1C(=O)\C=C\C1=CC=C(O)C=C1	3602.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone,1TMS,isomer #1	COC1=C(CC=C(C)C)C(O[Si](C)(C)C)=C(CC=C(C)C)C(O)=C1C(=O)/C=C/C1=CC=C(O)C=C1	3456.0	Semi standard non polar	33892256
2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone,1TMS,isomer #2	COC1=C(CC=C(C)C)C(O)=C(CC=C(C)C)C(O[Si](C)(C)C)=C1C(=O)/C=C/C1=CC=C(O)C=C1	3502.0	Semi standard non polar	33892256
2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone,1TMS,isomer #3	COC1=C(CC=C(C)C)C(O)=C(CC=C(C)C)C(O)=C1C(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C=C1	3466.3	Semi standard non polar	33892256
2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone,2TMS,isomer #1	COC1=C(CC=C(C)C)C(O[Si](C)(C)C)=C(CC=C(C)C)C(O[Si](C)(C)C)=C1C(=O)/C=C/C1=CC=C(O)C=C1	3442.7	Semi standard non polar	33892256
2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone,2TMS,isomer #2	COC1=C(CC=C(C)C)C(O[Si](C)(C)C)=C(CC=C(C)C)C(O)=C1C(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C=C1	3465.0	Semi standard non polar	33892256
2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone,2TMS,isomer #3	COC1=C(CC=C(C)C)C(O)=C(CC=C(C)C)C(O[Si](C)(C)C)=C1C(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C=C1	3464.2	Semi standard non polar	33892256
2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone,3TMS,isomer #1	COC1=C(CC=C(C)C)C(O[Si](C)(C)C)=C(CC=C(C)C)C(O[Si](C)(C)C)=C1C(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C=C1	3496.6	Semi standard non polar	33892256
2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone,1TBDMS,isomer #1	COC1=C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=C(CC=C(C)C)C(O)=C1C(=O)/C=C/C1=CC=C(O)C=C1	3680.1	Semi standard non polar	33892256
2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone,1TBDMS,isomer #2	COC1=C(CC=C(C)C)C(O)=C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=C1C(=O)/C=C/C1=CC=C(O)C=C1	3723.0	Semi standard non polar	33892256
2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone,1TBDMS,isomer #3	COC1=C(CC=C(C)C)C(O)=C(CC=C(C)C)C(O)=C1C(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1	3692.4	Semi standard non polar	33892256
2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone,2TBDMS,isomer #1	COC1=C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=C1C(=O)/C=C/C1=CC=C(O)C=C1	3900.5	Semi standard non polar	33892256
2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone,2TBDMS,isomer #2	COC1=C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=C(CC=C(C)C)C(O)=C1C(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1	3913.4	Semi standard non polar	33892256
2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone,2TBDMS,isomer #3	COC1=C(CC=C(C)C)C(O)=C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=C1C(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1	3930.5	Semi standard non polar	33892256
2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone,3TBDMS,isomer #1	COC1=C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=C1C(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1	4093.0	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 - 2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-2209500000-f20b7e3fee6f4c45f6fe	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone GC-MS (3 TMS) - 70eV, Positive	splash10-00di-1000149000-bc674c833e12b376e8f5	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone 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 - 2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone 10V, Negative-QTOF	splash10-00di-0111900000-428ca0419ec0b196add9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone 20V, Negative-QTOF	splash10-05dj-0594500000-137b30792da0a61e1685	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone 40V, Negative-QTOF	splash10-0ab9-1943000000-0ae263245b18cbdd7260	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone 10V, Negative-QTOF	splash10-00di-0010900000-6b487ccdc37bafb1c66c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone 20V, Negative-QTOF	splash10-00di-0118900000-9b9e64079ea916e565ef	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone 40V, Negative-QTOF	splash10-014r-0679100000-759479e32c5093ceb005	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone 10V, Positive-QTOF	splash10-00di-0117900000-a335ebb379930e5fd4fb	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone 20V, Positive-QTOF	splash10-014j-2329200000-b79ee9ad5ffe140953d6	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone 40V, Positive-QTOF	splash10-014i-3491100000-2332d88a95bb72f33f1b	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone 10V, Positive-QTOF	splash10-00xr-0108900000-47305229004f40c27c76	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone 20V, Positive-QTOF	splash10-00kb-0069000000-cafa2774bf7d4825f877	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone 40V, Positive-QTOF	splash10-0002-0195000000-3096c962fda8b95e0e86	2021-09-25	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

FDB013690

KNApSAcK ID

C00014473

Chemspider ID

10361526

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

23250008

PDB ID

Not Available

ChEBI ID

Not Available

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 2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone (HMDB0035066)

MOL for HMDB0035066 (2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone)

3D MOL for HMDB0035066 (2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone)

3D SDF for HMDB0035066 (2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone)

3D-SDF for HMDB0035066 (2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone)

PDB for HMDB0035066 (2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone)

3D PDB for HMDB0035066 (2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone)

SMILES for HMDB0035066 (2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone)

INCHI for HMDB0035066 (2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone)

Structure for HMDB0035066 (2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone)

3D Structure for HMDB0035066 (2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra