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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:12:28 UTC

Update Date

2022-03-07 02:54:26 UTC

HMDB ID

HMDB0035255

Secondary Accession Numbers

HMDB35255

Metabolite Identification

Common Name

3'-Geranyl-2',3,4,4'-tetrahydroxychalcone

Description

3'-Geranyl-2',3,4,4'-tetrahydroxychalcone, also known as g-THC CPD, 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, 3'-geranyl-2',3,4,4'-tetrahydroxychalcone is considered to be a flavonoid. 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone has been detected, but not quantified in, fruits. This could make 3'-geranyl-2',3,4,4'-tetrahydroxychalcone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone.

Structure

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

  Mrv0541 05061308202D          

 30 31  0  0  0  0            999 V2000
  -10.0026   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -5.3625    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
   -5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -2.8875    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
   -9.2881   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -6.1875    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
   -5.7158   -4.1250    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
   -4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    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
   -5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -4.1250    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
   -5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  6  4  1  0  0  0  0
 10  7  1  0  0  0  0
 12  8  2  0  0  0  0
 13  9  2  0  0  0  0
 14 11  2  0  0  0  0
 16  1  1  0  0  0  0
 16  2  1  0  0  0  0
 16  5  2  0  0  0  0
 17  3  1  0  0  0  0
 17  6  1  0  0  0  0
 17  7  2  0  0  0  0
 18  8  1  0  0  0  0
 18  9  1  0  0  0  0
 18 15  2  0  0  0  0
 19 10  1  0  0  0  0
 20 11  1  0  0  0  0
 21 12  1  0  0  0  0
 21 20  1  0  0  0  0
 22 14  1  0  0  0  0
 22 19  2  0  0  0  0
 23 13  1  0  0  0  0
 24 15  1  0  0  0  0
 24 23  2  0  0  0  0
 25 19  1  0  0  0  0
 25 20  2  0  0  0  0
 26 21  2  0  0  0  0
 27 22  1  0  0  0  0
 28 23  1  0  0  0  0
 29 24  1  0  0  0  0
 30 25  1  0  0  0  0
M  END

HMDB0035255
     RDKit          3D
3'-Geranyl-2',3,4,4'-tetrahydroxychalcone
 58 59  0  0  0  0  0  0  0  0999 V2000
   -7.1129   -0.9734    0.8919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4712    0.2328    0.1205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9807    0.5558    0.1916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7394    1.0311   -0.5780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3110    1.0048   -0.8392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5877   -0.1838   -0.3359 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1204    0.0092   -0.6819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7318    0.1515   -2.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2542    0.0405    0.3064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8240    0.2239    0.0322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0057   -0.9213    0.4862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5421   -2.0897    0.9498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9140   -2.2369    1.0013 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2818   -3.1073    1.3598 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6311   -2.9216    1.2916 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2687   -1.7415    0.8232 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7042   -1.7118    0.8078 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2287   -2.8726    1.2850 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6960   -0.8017    0.4302 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8112    0.3815   -0.0631 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1181    1.0330   -0.3317 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0993    2.3249   -0.8754 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2647    3.0048   -1.1565 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5023    2.4472   -0.9164 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6754    3.1420   -1.2038 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5212    1.1825   -0.3841 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7563    0.6091   -0.1374 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3357    0.4809   -0.0940 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3957   -0.7656    0.4301 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8876    0.4254   -0.0423 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6015   -1.7509    0.3326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6312   -0.7080    1.8793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0631   -1.5057    1.2579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1749    1.5315   -0.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2117    0.5187    1.2681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5034   -0.2601   -0.3227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3211    1.8922   -1.0634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0781    1.1562   -1.9421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8443    1.9229   -0.3627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9002   -1.0686   -0.9594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6620   -0.4134    0.7221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5362    1.2252   -2.3642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8689   -0.4852   -2.3828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5758   -0.1808   -2.7474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5754   -0.0617    1.3524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4194    1.1223    0.5816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6350    0.4433   -1.0413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3833   -3.0692    1.3306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1203   -4.0576    1.7374 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2854   -3.7325    1.6182 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7622   -1.2441    0.6167 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9330    0.9299   -0.2975 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1459    2.7797   -1.0709 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2655    4.0061   -1.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5566    2.6844   -1.0075 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7702   -0.3222    0.2549 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4254   -0.5089    0.3235 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3788    1.2030   -0.3556 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  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  2  0
 16 29  2  0
 29 30  1  0
 29 11  1  0
 28 21  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  8 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
 10 46  1  0
 10 47  1  0
 13 48  1  0
 14 49  1  0
 15 50  1  0
 19 51  1  0
 20 52  1  0
 22 53  1  0
 23 54  1  0
 25 55  1  0
 27 56  1  0
 28 57  1  0
 30 58  1  0
M  END

  Mrv0541 05061308202D          

 30 31  0  0  0  0            999 V2000
  -10.0026   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -5.3625    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
   -5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -2.8875    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
   -9.2881   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -6.1875    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
   -5.7158   -4.1250    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
   -4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    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
   -5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -4.1250    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
   -5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  6  4  1  0  0  0  0
 10  7  1  0  0  0  0
 12  8  2  0  0  0  0
 13  9  2  0  0  0  0
 14 11  2  0  0  0  0
 16  1  1  0  0  0  0
 16  2  1  0  0  0  0
 16  5  2  0  0  0  0
 17  3  1  0  0  0  0
 17  6  1  0  0  0  0
 17  7  2  0  0  0  0
 18  8  1  0  0  0  0
 18  9  1  0  0  0  0
 18 15  2  0  0  0  0
 19 10  1  0  0  0  0
 20 11  1  0  0  0  0
 21 12  1  0  0  0  0
 21 20  1  0  0  0  0
 22 14  1  0  0  0  0
 22 19  2  0  0  0  0
 23 13  1  0  0  0  0
 24 15  1  0  0  0  0
 24 23  2  0  0  0  0
 25 19  1  0  0  0  0
 25 20  2  0  0  0  0
 26 21  2  0  0  0  0
 27 22  1  0  0  0  0
 28 23  1  0  0  0  0
 29 24  1  0  0  0  0
 30 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035255

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCC\C(C)=C\CC1=C(O)C=CC(C(=O)\C=C\C2=CC(O)=C(O)C=C2)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C25H28O5/c1-16(2)5-4-6-17(3)7-10-19-22(27)14-11-20(25(19)30)21(26)12-8-18-9-13-23(28)24(29)15-18/h5,7-9,11-15,27-30H,4,6,10H2,1-3H3/b12-8+,17-7+

> <INCHI_KEY>
WWJVSOYKRSDSDN-PIRRJUBYSA-N

> <FORMULA>
C25H28O5

> <MOLECULAR_WEIGHT>
408.4868

> <EXACT_MASS>
408.193674006

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
46.15107629248081

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E)-3-(3,4-dihydroxyphenyl)-1-{3-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-2,4-dihydroxyphenyl}prop-2-en-1-one

> <ALOGPS_LOGP>
5.07

> <JCHEM_LOGP>
6.714345296666667

> <ALOGPS_LOGS>
-4.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.665963047214237

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.5717016166393725

> <JCHEM_PKA_STRONGEST_BASIC>
-5.970307112511439

> <JCHEM_POLAR_SURFACE_AREA>
97.99000000000001

> <JCHEM_REFRACTIVITY>
122.84599999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.46e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-3-(3,4-dihydroxyphenyl)-1-{3-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-2,4-dihydroxyphenyl}prop-2-en-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0035255
     RDKit          3D
3'-Geranyl-2',3,4,4'-tetrahydroxychalcone
 58 59  0  0  0  0  0  0  0  0999 V2000
   -7.1129   -0.9734    0.8919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4712    0.2328    0.1205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9807    0.5558    0.1916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7394    1.0311   -0.5780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3110    1.0048   -0.8392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5877   -0.1838   -0.3359 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1204    0.0092   -0.6819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7318    0.1515   -2.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2542    0.0405    0.3064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8240    0.2239    0.0322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0057   -0.9213    0.4862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5421   -2.0897    0.9498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9140   -2.2369    1.0013 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2818   -3.1073    1.3598 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6311   -2.9216    1.2916 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2687   -1.7415    0.8232 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7042   -1.7118    0.8078 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2287   -2.8726    1.2850 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6960   -0.8017    0.4302 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8112    0.3815   -0.0631 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1181    1.0330   -0.3317 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0993    2.3249   -0.8754 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2647    3.0048   -1.1565 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5023    2.4472   -0.9164 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6754    3.1420   -1.2038 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5212    1.1825   -0.3841 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7563    0.6091   -0.1374 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3357    0.4809   -0.0940 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3957   -0.7656    0.4301 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8876    0.4254   -0.0423 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6015   -1.7509    0.3326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6312   -0.7080    1.8793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0631   -1.5057    1.2579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1749    1.5315   -0.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2117    0.5187    1.2681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5034   -0.2601   -0.3227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3211    1.8922   -1.0634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0781    1.1562   -1.9421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8443    1.9229   -0.3627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9002   -1.0686   -0.9594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6620   -0.4134    0.7221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5362    1.2252   -2.3642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8689   -0.4852   -2.3828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5758   -0.1808   -2.7474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5754   -0.0617    1.3524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4194    1.1223    0.5816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6350    0.4433   -1.0413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3833   -3.0692    1.3306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1203   -4.0576    1.7374 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2854   -3.7325    1.6182 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7622   -1.2441    0.6167 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9330    0.9299   -0.2975 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1459    2.7797   -1.0709 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2655    4.0061   -1.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5566    2.6844   -1.0075 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7702   -0.3222    0.2549 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4254   -0.5089    0.3235 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3788    1.2030   -0.3556 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  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  2  0
 16 29  2  0
 29 30  1  0
 29 11  1  0
 28 21  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  8 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
 10 46  1  0
 10 47  1  0
 13 48  1  0
 14 49  1  0
 15 50  1  0
 19 51  1  0
 20 52  1  0
 22 53  1  0
 23 54  1  0
 25 55  1  0
 27 56  1  0
 28 57  1  0
 30 58  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0     -18.672 -12.320   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -17.338 -10.010   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -10.669 -12.320   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -14.671 -11.550   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -16.004 -12.320   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -13.337 -12.320   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -12.003 -10.010   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -12.003  -5.390   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -8.002   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -17.338 -11.550   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -12.003 -11.550   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -12.003  -6.930   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -8.002   1.540   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -6.668  -5.390   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0     -13.337  -7.700   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -6.668   3.850   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -9.336   2.310   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -8.002  -7.700   0.000  0.00  0.00           O+0
CONECT    1   16                                                            
CONECT    2   16                                                            
CONECT    3   17                                                            
CONECT    4    5    6                                                       
CONECT    5    4   16                                                       
CONECT    6    4   17                                                       
CONECT    7   10   17                                                       
CONECT    8   12   18                                                       
CONECT    9   13   18                                                       
CONECT   10    7   19                                                       
CONECT   11   14   20                                                       
CONECT   12    8   21                                                       
CONECT   13    9   23                                                       
CONECT   14   11   22                                                       
CONECT   15   18   24                                                       
CONECT   16    1    2    5                                                  
CONECT   17    3    6    7                                                  
CONECT   18    8    9   15                                                  
CONECT   19   10   22   25                                                  
CONECT   20   11   21   25                                                  
CONECT   21   12   20   26                                                  
CONECT   22   14   19   27                                                  
CONECT   23   13   24   28                                                  
CONECT   24   15   23   29                                                  
CONECT   25   19   20   30                                                  
CONECT   26   21                                                            
CONECT   27   22                                                            
CONECT   28   23                                                            
CONECT   29   24                                                            
CONECT   30   25                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   62    0
END

COMPND    HMDB0035255
HETATM    1  C1  UNL     1      -7.113  -0.973   0.892  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.471   0.233   0.121  1.00  0.00           C  
HETATM    3  C3  UNL     1      -8.981   0.556   0.192  1.00  0.00           C  
HETATM    4  C4  UNL     1      -6.739   1.031  -0.578  1.00  0.00           C  
HETATM    5  C5  UNL     1      -5.311   1.005  -0.839  1.00  0.00           C  
HETATM    6  C6  UNL     1      -4.588  -0.184  -0.336  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.120   0.009  -0.682  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.732   0.151  -2.087  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.254   0.040   0.306  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.824   0.224   0.032  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.006  -0.921   0.486  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.542  -2.090   0.950  1.00  0.00           C  
HETATM   13  O1  UNL     1      -1.914  -2.237   1.001  1.00  0.00           O  
HETATM   14  C13 UNL     1       0.282  -3.107   1.360  1.00  0.00           C  
HETATM   15  C14 UNL     1       1.631  -2.922   1.292  1.00  0.00           C  
HETATM   16  C15 UNL     1       2.269  -1.742   0.823  1.00  0.00           C  
HETATM   17  C16 UNL     1       3.704  -1.712   0.808  1.00  0.00           C  
HETATM   18  O2  UNL     1       4.229  -2.873   1.285  1.00  0.00           O  
HETATM   19  C17 UNL     1       4.696  -0.802   0.430  1.00  0.00           C  
HETATM   20  C18 UNL     1       4.811   0.381  -0.063  1.00  0.00           C  
HETATM   21  C19 UNL     1       6.118   1.033  -0.332  1.00  0.00           C  
HETATM   22  C20 UNL     1       6.099   2.325  -0.875  1.00  0.00           C  
HETATM   23  C21 UNL     1       7.265   3.005  -1.156  1.00  0.00           C  
HETATM   24  C22 UNL     1       8.502   2.447  -0.916  1.00  0.00           C  
HETATM   25  O3  UNL     1       9.675   3.142  -1.204  1.00  0.00           O  
HETATM   26  C23 UNL     1       8.521   1.182  -0.384  1.00  0.00           C  
HETATM   27  O4  UNL     1       9.756   0.609  -0.137  1.00  0.00           O  
HETATM   28  C24 UNL     1       7.336   0.481  -0.094  1.00  0.00           C  
HETATM   29  C25 UNL     1       1.396  -0.766   0.430  1.00  0.00           C  
HETATM   30  O5  UNL     1       1.888   0.425  -0.042  1.00  0.00           O  
HETATM   31  H1  UNL     1      -6.601  -1.751   0.333  1.00  0.00           H  
HETATM   32  H2  UNL     1      -6.631  -0.708   1.879  1.00  0.00           H  
HETATM   33  H3  UNL     1      -8.063  -1.506   1.258  1.00  0.00           H  
HETATM   34  H4  UNL     1      -9.175   1.531  -0.261  1.00  0.00           H  
HETATM   35  H5  UNL     1      -9.212   0.519   1.268  1.00  0.00           H  
HETATM   36  H6  UNL     1      -9.503  -0.260  -0.323  1.00  0.00           H  
HETATM   37  H7  UNL     1      -7.321   1.892  -1.063  1.00  0.00           H  
HETATM   38  H8  UNL     1      -5.078   1.156  -1.942  1.00  0.00           H  
HETATM   39  H9  UNL     1      -4.844   1.923  -0.363  1.00  0.00           H  
HETATM   40  H10 UNL     1      -4.900  -1.069  -0.959  1.00  0.00           H  
HETATM   41  H11 UNL     1      -4.662  -0.413   0.722  1.00  0.00           H  
HETATM   42  H12 UNL     1      -2.536   1.225  -2.364  1.00  0.00           H  
HETATM   43  H13 UNL     1      -1.869  -0.485  -2.383  1.00  0.00           H  
HETATM   44  H14 UNL     1      -3.576  -0.181  -2.747  1.00  0.00           H  
HETATM   45  H15 UNL     1      -2.575  -0.062   1.352  1.00  0.00           H  
HETATM   46  H16 UNL     1      -0.419   1.122   0.582  1.00  0.00           H  
HETATM   47  H17 UNL     1      -0.635   0.443  -1.041  1.00  0.00           H  
HETATM   48  H18 UNL     1      -2.383  -3.069   1.331  1.00  0.00           H  
HETATM   49  H19 UNL     1      -0.120  -4.058   1.737  1.00  0.00           H  
HETATM   50  H20 UNL     1       2.285  -3.733   1.618  1.00  0.00           H  
HETATM   51  H21 UNL     1       5.762  -1.244   0.617  1.00  0.00           H  
HETATM   52  H22 UNL     1       3.933   0.930  -0.297  1.00  0.00           H  
HETATM   53  H23 UNL     1       5.146   2.780  -1.071  1.00  0.00           H  
HETATM   54  H24 UNL     1       7.265   4.006  -1.578  1.00  0.00           H  
HETATM   55  H25 UNL     1      10.557   2.684  -1.007  1.00  0.00           H  
HETATM   56  H26 UNL     1       9.770  -0.322   0.255  1.00  0.00           H  
HETATM   57  H27 UNL     1       7.425  -0.509   0.324  1.00  0.00           H  
HETATM   58  H28 UNL     1       1.379   1.203  -0.356  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3    4    4
CONECT    3   34   35   36
CONECT    4    5   37
CONECT    5    6   38   39
CONECT    6    7   40   41
CONECT    7    8    9    9
CONECT    8   42   43   44
CONECT    9   10   45
CONECT   10   11   46   47
CONECT   11   12   12   29
CONECT   12   13   14
CONECT   13   48
CONECT   14   15   15   49
CONECT   15   16   50
CONECT   16   17   29   29
CONECT   17   18   18   19
CONECT   19   20   20   51
CONECT   20   21   52
CONECT   21   22   22   28
CONECT   22   23   53
CONECT   23   24   24   54
CONECT   24   25   26
CONECT   25   55
CONECT   26   27   28   28
CONECT   27   56
CONECT   28   57
CONECT   29   30
CONECT   30   58
END

HMDB0035255
     RDKit          3D
3'-Geranyl-2',3,4,4'-tetrahydroxychalcone
 58 59  0  0  0  0  0  0  0  0999 V2000
   -7.1129   -0.9734    0.8919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4712    0.2328    0.1205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9807    0.5558    0.1916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7394    1.0311   -0.5780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3110    1.0048   -0.8392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5877   -0.1838   -0.3359 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1204    0.0092   -0.6819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7318    0.1515   -2.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2542    0.0405    0.3064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8240    0.2239    0.0322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0057   -0.9213    0.4862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5421   -2.0897    0.9498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9140   -2.2369    1.0013 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2818   -3.1073    1.3598 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6311   -2.9216    1.2916 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2687   -1.7415    0.8232 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7042   -1.7118    0.8078 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2287   -2.8726    1.2850 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6960   -0.8017    0.4302 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8112    0.3815   -0.0631 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1181    1.0330   -0.3317 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0993    2.3249   -0.8754 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2647    3.0048   -1.1565 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5023    2.4472   -0.9164 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6754    3.1420   -1.2038 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5212    1.1825   -0.3841 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7563    0.6091   -0.1374 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3357    0.4809   -0.0940 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3957   -0.7656    0.4301 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8876    0.4254   -0.0423 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6015   -1.7509    0.3326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6312   -0.7080    1.8793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0631   -1.5057    1.2579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1749    1.5315   -0.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2117    0.5187    1.2681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5034   -0.2601   -0.3227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3211    1.8922   -1.0634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0781    1.1562   -1.9421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8443    1.9229   -0.3627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9002   -1.0686   -0.9594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6620   -0.4134    0.7221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5362    1.2252   -2.3642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8689   -0.4852   -2.3828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5758   -0.1808   -2.7474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5754   -0.0617    1.3524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4194    1.1223    0.5816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6350    0.4433   -1.0413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3833   -3.0692    1.3306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1203   -4.0576    1.7374 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2854   -3.7325    1.6182 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7622   -1.2441    0.6167 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9330    0.9299   -0.2975 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1459    2.7797   -1.0709 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2655    4.0061   -1.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5566    2.6844   -1.0075 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7702   -0.3222    0.2549 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4254   -0.5089    0.3235 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3788    1.2030   -0.3556 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  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  2  0
 16 29  2  0
 29 30  1  0
 29 11  1  0
 28 21  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  8 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
 10 46  1  0
 10 47  1  0
 13 48  1  0
 14 49  1  0
 15 50  1  0
 19 51  1  0
 20 52  1  0
 22 53  1  0
 23 54  1  0
 25 55  1  0
 27 56  1  0
 28 57  1  0
 30 58  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
g-THC CPD	HMDB
3'-Geranyl-2',3,4,4'-tetrahydroxychalcone	MeSH

Chemical Formula

C₂₅H₂₈O₅

Average Molecular Weight

408.4868

Monoisotopic Molecular Weight

408.193674006

IUPAC Name

(2E)-3-(3,4-dihydroxyphenyl)-1-{3-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-2,4-dihydroxyphenyl}prop-2-en-1-one

Traditional Name

(2E)-3-(3,4-dihydroxyphenyl)-1-{3-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-2,4-dihydroxyphenyl}prop-2-en-1-one

CAS Registry Number

Not Available

SMILES

CC(C)=CCC\C(C)=C\CC1=C(O)C=CC(C(=O)\C=C\C2=CC(O)=C(O)C=C2)=C1O

InChI Identifier

InChI=1S/C25H28O5/c1-16(2)5-4-6-17(3)7-10-19-22(27)14-11-20(25(19)30)21(26)12-8-18-9-13-23(28)24(29)15-18/h5,7-9,11-15,27-30H,4,6,10H2,1-3H3/b12-8+,17-7+

InChI Key

WWJVSOYKRSDSDN-PIRRJUBYSA-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
Aromatic monoterpenoid
Monocyclic monoterpenoid
Monoterpenoid
Benzoyl
Catechol
Resorcinol
Styrene
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
Phenol
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Enone
Vinylogous acid
Alpha,beta-unsaturated ketone
Acryloyl-group
Ketone
Organooxygen compound
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Chalcones and dihydrochalcones (LMPK12120106 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0035255)
Cell membrane (HMDB: HMDB0035255)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035255)

Source

Exogenous

Exogenous (HMDB: HMDB0035255)

Food

Food (HMDB: HMDB0035255)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0035255)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0035255)

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	0.0045 g/L	ALOGPS
logP	5.07	ALOGPS
logP	6.71	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	7.57	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	97.99 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	122.85 m³·mol⁻¹	ChemAxon
Polarizability	46.15 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]+	198.07	30932474
DeepCCS	[M-H]-	195.712	30932474
DeepCCS	[M-2H]-	229.312	30932474
DeepCCS	[M+Na]+	204.594	30932474
AllCCS	[M+H]+	206.7	32859911
AllCCS	[M+H-H2O]+	203.9	32859911
AllCCS	[M+NH4]+	209.2	32859911
AllCCS	[M+Na]+	209.9	32859911
AllCCS	[M-H]-	195.7	32859911
AllCCS	[M+Na-2H]-	196.3	32859911
AllCCS	[M+HCOO]-	197.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3'-Geranyl-2',3,4,4'-tetrahydroxychalcone	CC(C)=CCC\C(C)=C\CC1=C(O)C=CC(C(=O)\C=C\C2=CC(O)=C(O)C=C2)=C1O	5780.8	Standard polar	33892256
3'-Geranyl-2',3,4,4'-tetrahydroxychalcone	CC(C)=CCC\C(C)=C\CC1=C(O)C=CC(C(=O)\C=C\C2=CC(O)=C(O)C=C2)=C1O	3522.4	Standard non polar	33892256
3'-Geranyl-2',3,4,4'-tetrahydroxychalcone	CC(C)=CCC\C(C)=C\CC1=C(O)C=CC(C(=O)\C=C\C2=CC(O)=C(O)C=C2)=C1O	3769.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,1TMS,isomer #1	CC(C)=CCC/C(C)=C/CC1=C(O[Si](C)(C)C)C=CC(C(=O)/C=C/C2=CC=C(O)C(O)=C2)=C1O	3633.0	Semi standard non polar	33892256
3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,1TMS,isomer #2	CC(C)=CCC/C(C)=C/CC1=C(O)C=CC(C(=O)/C=C/C2=CC=C(O)C(O[Si](C)(C)C)=C2)=C1O	3682.7	Semi standard non polar	33892256
3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,1TMS,isomer #3	CC(C)=CCC/C(C)=C/CC1=C(O)C=CC(C(=O)/C=C/C2=CC=C(O[Si](C)(C)C)C(O)=C2)=C1O	3681.9	Semi standard non polar	33892256
3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,1TMS,isomer #4	CC(C)=CCC/C(C)=C/CC1=C(O)C=CC(C(=O)/C=C/C2=CC=C(O)C(O)=C2)=C1O[Si](C)(C)C	3658.4	Semi standard non polar	33892256
3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,2TMS,isomer #1	CC(C)=CCC/C(C)=C/CC1=C(O[Si](C)(C)C)C=CC(C(=O)/C=C/C2=CC=C(O[Si](C)(C)C)C(O)=C2)=C1O	3573.0	Semi standard non polar	33892256
3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,2TMS,isomer #2	CC(C)=CCC/C(C)=C/CC1=C(O[Si](C)(C)C)C=CC(C(=O)/C=C/C2=CC=C(O)C(O[Si](C)(C)C)=C2)=C1O	3582.5	Semi standard non polar	33892256
3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,2TMS,isomer #3	CC(C)=CCC/C(C)=C/CC1=C(O[Si](C)(C)C)C=CC(C(=O)/C=C/C2=CC=C(O)C(O)=C2)=C1O[Si](C)(C)C	3535.2	Semi standard non polar	33892256
3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,2TMS,isomer #4	CC(C)=CCC/C(C)=C/CC1=C(O)C=CC(C(=O)/C=C/C2=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)=C1O	3612.7	Semi standard non polar	33892256
3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,2TMS,isomer #5	CC(C)=CCC/C(C)=C/CC1=C(O)C=CC(C(=O)/C=C/C2=CC=C(O)C(O[Si](C)(C)C)=C2)=C1O[Si](C)(C)C	3555.6	Semi standard non polar	33892256
3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,2TMS,isomer #6	CC(C)=CCC/C(C)=C/CC1=C(O)C=CC(C(=O)/C=C/C2=CC=C(O[Si](C)(C)C)C(O)=C2)=C1O[Si](C)(C)C	3546.4	Semi standard non polar	33892256
3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,3TMS,isomer #1	CC(C)=CCC/C(C)=C/CC1=C(O[Si](C)(C)C)C=CC(C(=O)/C=C/C2=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)=C1O	3582.4	Semi standard non polar	33892256
3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,3TMS,isomer #2	CC(C)=CCC/C(C)=C/CC1=C(O[Si](C)(C)C)C=CC(C(=O)/C=C/C2=CC=C(O[Si](C)(C)C)C(O)=C2)=C1O[Si](C)(C)C	3549.0	Semi standard non polar	33892256
3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,3TMS,isomer #3	CC(C)=CCC/C(C)=C/CC1=C(O[Si](C)(C)C)C=CC(C(=O)/C=C/C2=CC=C(O)C(O[Si](C)(C)C)=C2)=C1O[Si](C)(C)C	3567.8	Semi standard non polar	33892256
3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,3TMS,isomer #4	CC(C)=CCC/C(C)=C/CC1=C(O)C=CC(C(=O)/C=C/C2=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)=C1O[Si](C)(C)C	3542.7	Semi standard non polar	33892256
3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,4TMS,isomer #1	CC(C)=CCC/C(C)=C/CC1=C(O[Si](C)(C)C)C=CC(C(=O)/C=C/C2=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)=C1O[Si](C)(C)C	3591.3	Semi standard non polar	33892256
3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,1TBDMS,isomer #1	CC(C)=CCC/C(C)=C/CC1=C(O[Si](C)(C)C(C)(C)C)C=CC(C(=O)/C=C/C2=CC=C(O)C(O)=C2)=C1O	3942.4	Semi standard non polar	33892256
3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,1TBDMS,isomer #2	CC(C)=CCC/C(C)=C/CC1=C(O)C=CC(C(=O)/C=C/C2=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)=C1O	3984.4	Semi standard non polar	33892256
3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,1TBDMS,isomer #3	CC(C)=CCC/C(C)=C/CC1=C(O)C=CC(C(=O)/C=C/C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C2)=C1O	3977.8	Semi standard non polar	33892256
3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,1TBDMS,isomer #4	CC(C)=CCC/C(C)=C/CC1=C(O)C=CC(C(=O)/C=C/C2=CC=C(O)C(O)=C2)=C1O[Si](C)(C)C(C)(C)C	3957.4	Semi standard non polar	33892256
3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,2TBDMS,isomer #1	CC(C)=CCC/C(C)=C/CC1=C(O[Si](C)(C)C(C)(C)C)C=CC(C(=O)/C=C/C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C2)=C1O	4106.9	Semi standard non polar	33892256
3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,2TBDMS,isomer #2	CC(C)=CCC/C(C)=C/CC1=C(O[Si](C)(C)C(C)(C)C)C=CC(C(=O)/C=C/C2=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)=C1O	4113.0	Semi standard non polar	33892256
3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,2TBDMS,isomer #3	CC(C)=CCC/C(C)=C/CC1=C(O[Si](C)(C)C(C)(C)C)C=CC(C(=O)/C=C/C2=CC=C(O)C(O)=C2)=C1O[Si](C)(C)C(C)(C)C	4075.8	Semi standard non polar	33892256
3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,2TBDMS,isomer #4	CC(C)=CCC/C(C)=C/CC1=C(O)C=CC(C(=O)/C=C/C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)=C1O	4142.0	Semi standard non polar	33892256
3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,2TBDMS,isomer #5	CC(C)=CCC/C(C)=C/CC1=C(O)C=CC(C(=O)/C=C/C2=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)=C1O[Si](C)(C)C(C)(C)C	4110.0	Semi standard non polar	33892256
3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,2TBDMS,isomer #6	CC(C)=CCC/C(C)=C/CC1=C(O)C=CC(C(=O)/C=C/C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C2)=C1O[Si](C)(C)C(C)(C)C	4097.4	Semi standard non polar	33892256
3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,3TBDMS,isomer #1	CC(C)=CCC/C(C)=C/CC1=C(O[Si](C)(C)C(C)(C)C)C=CC(C(=O)/C=C/C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)=C1O	4285.7	Semi standard non polar	33892256
3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,3TBDMS,isomer #2	CC(C)=CCC/C(C)=C/CC1=C(O[Si](C)(C)C(C)(C)C)C=CC(C(=O)/C=C/C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C2)=C1O[Si](C)(C)C(C)(C)C	4246.1	Semi standard non polar	33892256
3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,3TBDMS,isomer #3	CC(C)=CCC/C(C)=C/CC1=C(O[Si](C)(C)C(C)(C)C)C=CC(C(=O)/C=C/C2=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)=C1O[Si](C)(C)C(C)(C)C	4259.6	Semi standard non polar	33892256
3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,3TBDMS,isomer #4	CC(C)=CCC/C(C)=C/CC1=C(O)C=CC(C(=O)/C=C/C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)=C1O[Si](C)(C)C(C)(C)C	4267.3	Semi standard non polar	33892256
3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,4TBDMS,isomer #1	CC(C)=CCC/C(C)=C/CC1=C(O[Si](C)(C)C(C)(C)C)C=CC(C(=O)/C=C/C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)=C1O[Si](C)(C)C(C)(C)C	4433.0	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 - 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone GC-MS (Non-derivatized) - 70eV, Positive	splash10-084u-7549000000-e5a16d8f2a021b143822	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone GC-MS (4 TMS) - 70eV, Positive	splash10-001i-2000009000-5131b91a7ec906eb034a	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone 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 - 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone 10V, Positive-QTOF	splash10-0a4i-0655900000-18990f62e6170a6d0576	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone 20V, Positive-QTOF	splash10-022i-2952000000-1f3f872c24f3fdc4659b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone 40V, Positive-QTOF	splash10-0gi0-4901000000-4a2b0bf2e06a740edc79	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone 10V, Negative-QTOF	splash10-0a4i-0110900000-65517e065fb03982a673	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone 20V, Negative-QTOF	splash10-0a4i-0764900000-8c2a04f1649a17508385	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone 40V, Negative-QTOF	splash10-000i-1983000000-f8537aa17b46660f3173	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone 10V, Negative-QTOF	splash10-0a4i-0000900000-4232e56e7795651b99e4	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone 20V, Negative-QTOF	splash10-000i-0549200000-c7ece0353308ecbbc8ef	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone 40V, Negative-QTOF	splash10-000i-0954000000-b53a6981599ccd7ee371	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone 10V, Positive-QTOF	splash10-0a4i-2101900000-1bc7f61d16fd5841bb01	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone 20V, Positive-QTOF	splash10-02ai-9415100000-26218205b1ef37856d7e	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone 40V, Positive-QTOF	splash10-01p2-4910000000-a45900886ac75b27af6a	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

FDB013915

KNApSAcK ID

C00014484

Chemspider ID

9916894

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11742190

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 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone (HMDB0035255)

MOL for HMDB0035255 (3'-Geranyl-2',3,4,4'-tetrahydroxychalcone)

3D MOL for HMDB0035255 (3'-Geranyl-2',3,4,4'-tetrahydroxychalcone)

3D SDF for HMDB0035255 (3'-Geranyl-2',3,4,4'-tetrahydroxychalcone)

3D-SDF for HMDB0035255 (3'-Geranyl-2',3,4,4'-tetrahydroxychalcone)

PDB for HMDB0035255 (3'-Geranyl-2',3,4,4'-tetrahydroxychalcone)

3D PDB for HMDB0035255 (3'-Geranyl-2',3,4,4'-tetrahydroxychalcone)

SMILES for HMDB0035255 (3'-Geranyl-2',3,4,4'-tetrahydroxychalcone)

INCHI for HMDB0035255 (3'-Geranyl-2',3,4,4'-tetrahydroxychalcone)

Structure for HMDB0035255 (3'-Geranyl-2',3,4,4'-tetrahydroxychalcone)

3D Structure for HMDB0035255 (3'-Geranyl-2',3,4,4'-tetrahydroxychalcone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra