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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:25:40 UTC

Update Date

2022-03-07 02:54:30 UTC

HMDB ID

HMDB0035440

Secondary Accession Numbers

HMDB35440

Metabolite Identification

Common Name

alpha,beta-Dihydroxanthohumol

Description

alpha,beta-Dihydroxanthohumol, also known as α,β-dihydroxanthohumol, belongs to the class of organic compounds known as 2'-hydroxy-dihydrochalcones. These are organic compounds containing dihydrochalcone skeleton that carries a hydroxyl group at the 2'-position. Thus, alpha,beta-dihydroxanthohumol is considered to be a flavonoid. alpha,beta-Dihydroxanthohumol has been detected, but not quantified in, alcoholic beverages. This could make alpha,beta-dihydroxanthohumol a potential biomarker for the consumption of these foods. alpha,beta-Dihydroxanthohumol is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review very few articles have been published on alpha,beta-Dihydroxanthohumol.

Structure

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

  Mrv0541 05061308272D          

 26 27  0  0  0  0            999 V2000
   -3.5724   -2.8875    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
   -2.8579    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
   -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
   -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
   -4.2868    0.8250    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
   -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
   -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    0.8250    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
   -2.1434   -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
  8  5  1  0  0  0  0
  9  6  2  0  0  0  0
 10  4  1  0  0  0  0
 11  7  1  0  0  0  0
 13  1  1  0  0  0  0
 13  2  1  0  0  0  0
 13  4  2  0  0  0  0
 14  5  2  0  0  0  0
 14  6  1  0  0  0  0
 14  7  1  0  0  0  0
 15  8  2  0  0  0  0
 15  9  1  0  0  0  0
 16 10  1  0  0  0  0
 17 11  1  0  0  0  0
 18 12  2  0  0  0  0
 18 16  1  0  0  0  0
 19 12  1  0  0  0  0
 20 17  1  0  0  0  0
 20 19  2  0  0  0  0
 21 16  2  0  0  0  0
 21 20  1  0  0  0  0
 22 15  1  0  0  0  0
 23 17  2  0  0  0  0
 24 18  1  0  0  0  0
 25 21  1  0  0  0  0
 26  3  1  0  0  0  0
 26 19  1  0  0  0  0
M  END

HMDB0035440
     RDKit          3D
alpha,beta-Dihydroxanthohumol
 50 51  0  0  0  0  0  0  0  0999 V2000
    0.5731    2.2941    3.4173 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7710    1.6794    2.1777 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1851    1.0094    1.4570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4727    0.8982    1.9451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3965    0.2284    1.2062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7004    0.1145    1.6988 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1236   -0.3472   -0.0035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1801   -1.0615   -0.7637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1131   -0.1391   -1.4285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4085   -0.1414   -1.2151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1059   -1.0517   -0.2972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2535    0.8578   -1.9522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8088   -0.2407   -0.5145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6051   -0.8352   -1.7208 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1402    0.4461    0.2421 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5166    0.5637   -0.2934 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8318    0.0705   -1.3880 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5613    1.2727    0.4564 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9038    1.3628   -0.1799 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4931    0.0395   -0.4217 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5081   -0.5520   -1.6640 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0453   -1.8161   -1.8419 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5779   -2.5223   -0.8067 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1174   -3.8049   -1.0135 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5746   -1.9533    0.4357 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0450   -0.7069    0.6139 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5707    2.6692    3.7582 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2551    1.5510    4.1823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0934    3.1732    3.3762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6701    1.3607    2.9050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9590    0.5202    2.5874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6653   -1.7352   -1.4998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6802   -1.7617   -0.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6985    0.5793   -2.1321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1426   -0.5896    0.7111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1509   -1.1899   -0.6635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6529   -2.0671   -0.3094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1568    0.7800   -3.0391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2898    0.8681   -1.6095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8220    1.8594   -1.6592 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1881   -0.8910   -2.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2457    2.3484    0.6282 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6604    0.7665    1.4564 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6212    1.9702    0.4075 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7890    1.9440   -1.1458 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1274   -0.0479   -2.5699 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0601   -2.2956   -2.8303 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1137   -3.8174   -1.2470 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0053   -2.5292    1.2560 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0390   -0.2480    1.5995 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
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  3
 10 11  1  0
 10 12  1  0
  7 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 15  3  1  0
 26 20  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  6 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
 11 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 12 40  1  0
 14 41  1  0
 18 42  1  0
 18 43  1  0
 19 44  1  0
 19 45  1  0
 21 46  1  0
 22 47  1  0
 24 48  1  0
 25 49  1  0
 26 50  1  0
M  END

  Mrv0541 05061308272D          

 26 27  0  0  0  0            999 V2000
   -3.5724   -2.8875    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
   -2.8579    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
   -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
   -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
   -4.2868    0.8250    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
   -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
   -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    0.8250    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
   -2.1434   -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
  8  5  1  0  0  0  0
  9  6  2  0  0  0  0
 10  4  1  0  0  0  0
 11  7  1  0  0  0  0
 13  1  1  0  0  0  0
 13  2  1  0  0  0  0
 13  4  2  0  0  0  0
 14  5  2  0  0  0  0
 14  6  1  0  0  0  0
 14  7  1  0  0  0  0
 15  8  2  0  0  0  0
 15  9  1  0  0  0  0
 16 10  1  0  0  0  0
 17 11  1  0  0  0  0
 18 12  2  0  0  0  0
 18 16  1  0  0  0  0
 19 12  1  0  0  0  0
 20 17  1  0  0  0  0
 20 19  2  0  0  0  0
 21 16  2  0  0  0  0
 21 20  1  0  0  0  0
 22 15  1  0  0  0  0
 23 17  2  0  0  0  0
 24 18  1  0  0  0  0
 25 21  1  0  0  0  0
 26  3  1  0  0  0  0
 26 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035440

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(C(=O)CCC2=CC=C(O)C=C2)C(O)=C(CC=C(C)C)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H24O5/c1-13(2)4-10-16-18(24)12-19(26-3)20(21(16)25)17(23)11-7-14-5-8-15(22)9-6-14/h4-6,8-9,12,22,24-25H,7,10-11H2,1-3H3

> <INCHI_KEY>
SVTCZHIDEDUTBH-UHFFFAOYSA-N

> <FORMULA>
C21H24O5

> <MOLECULAR_WEIGHT>
356.4123

> <EXACT_MASS>
356.162373878

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
39.19381073783283

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.63

> <JCHEM_LOGP>
5.120001588

> <ALOGPS_LOGS>
-4.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.485996333711617

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.753790806705429

> <JCHEM_PKA_STRONGEST_BASIC>
-3.711882010884504

> <JCHEM_POLAR_SURFACE_AREA>
86.99000000000001

> <JCHEM_REFRACTIVITY>
102.43239999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.70e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
α,β-dihydroxanthohumol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0035440
     RDKit          3D
alpha,beta-Dihydroxanthohumol
 50 51  0  0  0  0  0  0  0  0999 V2000
    0.5731    2.2941    3.4173 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7710    1.6794    2.1777 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1851    1.0094    1.4570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4727    0.8982    1.9451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3965    0.2284    1.2062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7004    0.1145    1.6988 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1236   -0.3472   -0.0035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1801   -1.0615   -0.7637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1131   -0.1391   -1.4285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4085   -0.1414   -1.2151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1059   -1.0517   -0.2972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2535    0.8578   -1.9522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8088   -0.2407   -0.5145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6051   -0.8352   -1.7208 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1402    0.4461    0.2421 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5166    0.5637   -0.2934 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8318    0.0705   -1.3880 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5613    1.2727    0.4564 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9038    1.3628   -0.1799 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4931    0.0395   -0.4217 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5081   -0.5520   -1.6640 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0453   -1.8161   -1.8419 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5779   -2.5223   -0.8067 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1174   -3.8049   -1.0135 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5746   -1.9533    0.4357 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0450   -0.7069    0.6139 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5707    2.6692    3.7582 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2551    1.5510    4.1823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0934    3.1732    3.3762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6701    1.3607    2.9050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9590    0.5202    2.5874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6653   -1.7352   -1.4998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6802   -1.7617   -0.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6985    0.5793   -2.1321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1426   -0.5896    0.7111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1509   -1.1899   -0.6635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6529   -2.0671   -0.3094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1568    0.7800   -3.0391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2898    0.8681   -1.6095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8220    1.8594   -1.6592 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1881   -0.8910   -2.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2457    2.3484    0.6282 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6604    0.7665    1.4564 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6212    1.9702    0.4075 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7890    1.9440   -1.1458 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1274   -0.0479   -2.5699 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0601   -2.2956   -2.8303 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1137   -3.8174   -1.2470 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0053   -2.5292    1.2560 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0390   -0.2480    1.5995 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
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  3
 10 11  1  0
 10 12  1  0
  7 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 15  3  1  0
 26 20  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  6 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
 11 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 12 40  1  0
 14 41  1  0
 18 42  1  0
 18 43  1  0
 19 44  1  0
 19 45  1  0
 21 46  1  0
 22 47  1  0
 24 48  1  0
 25 49  1  0
 26 50  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      -6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -9.336  -5.390   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -8.002  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.001   8.470   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -8.002   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -8.002   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -2.667  10.780   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -9.336  -0.770   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -6.668   3.850   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2   13                                                            
CONECT    3   26                                                            
CONECT    4   10   13                                                       
CONECT    5    8   14                                                       
CONECT    6    9   14                                                       
CONECT    7   11   14                                                       
CONECT    8    5   15                                                       
CONECT    9    6   15                                                       
CONECT   10    4   16                                                       
CONECT   11    7   17                                                       
CONECT   12   18   19                                                       
CONECT   13    1    2    4                                                  
CONECT   14    5    6    7                                                  
CONECT   15    8    9   22                                                  
CONECT   16   10   18   21                                                  
CONECT   17   11   20   23                                                  
CONECT   18   12   16   24                                                  
CONECT   19   12   20   26                                                  
CONECT   20   17   19   21                                                  
CONECT   21   16   20   25                                                  
CONECT   22   15                                                            
CONECT   23   17                                                            
CONECT   24   18                                                            
CONECT   25   21                                                            
CONECT   26    3   19                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   54    0
END

COMPND    HMDB0035440
HETATM    1  C1  UNL     1       0.573   2.294   3.417  1.00  0.00           C  
HETATM    2  O1  UNL     1       0.771   1.679   2.178  1.00  0.00           O  
HETATM    3  C2  UNL     1      -0.185   1.009   1.457  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.473   0.898   1.945  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.396   0.228   1.206  1.00  0.00           C  
HETATM    6  O2  UNL     1      -3.700   0.114   1.699  1.00  0.00           O  
HETATM    7  C5  UNL     1      -2.124  -0.347  -0.004  1.00  0.00           C  
HETATM    8  C6  UNL     1      -3.180  -1.062  -0.764  1.00  0.00           C  
HETATM    9  C7  UNL     1      -4.113  -0.139  -1.428  1.00  0.00           C  
HETATM   10  C8  UNL     1      -5.409  -0.141  -1.215  1.00  0.00           C  
HETATM   11  C9  UNL     1      -6.106  -1.052  -0.297  1.00  0.00           C  
HETATM   12  C10 UNL     1      -6.253   0.858  -1.952  1.00  0.00           C  
HETATM   13  C11 UNL     1      -0.809  -0.241  -0.514  1.00  0.00           C  
HETATM   14  O3  UNL     1      -0.605  -0.835  -1.721  1.00  0.00           O  
HETATM   15  C12 UNL     1       0.140   0.446   0.242  1.00  0.00           C  
HETATM   16  C13 UNL     1       1.517   0.564  -0.293  1.00  0.00           C  
HETATM   17  O4  UNL     1       1.832   0.071  -1.388  1.00  0.00           O  
HETATM   18  C14 UNL     1       2.561   1.273   0.456  1.00  0.00           C  
HETATM   19  C15 UNL     1       3.904   1.363  -0.180  1.00  0.00           C  
HETATM   20  C16 UNL     1       4.493   0.040  -0.422  1.00  0.00           C  
HETATM   21  C17 UNL     1       4.508  -0.552  -1.664  1.00  0.00           C  
HETATM   22  C18 UNL     1       5.045  -1.816  -1.842  1.00  0.00           C  
HETATM   23  C19 UNL     1       5.578  -2.522  -0.807  1.00  0.00           C  
HETATM   24  O5  UNL     1       6.117  -3.805  -1.014  1.00  0.00           O  
HETATM   25  C20 UNL     1       5.575  -1.953   0.436  1.00  0.00           C  
HETATM   26  C21 UNL     1       5.045  -0.707   0.614  1.00  0.00           C  
HETATM   27  H1  UNL     1       1.571   2.669   3.758  1.00  0.00           H  
HETATM   28  H2  UNL     1       0.255   1.551   4.182  1.00  0.00           H  
HETATM   29  H3  UNL     1      -0.093   3.173   3.376  1.00  0.00           H  
HETATM   30  H4  UNL     1      -1.670   1.361   2.905  1.00  0.00           H  
HETATM   31  H5  UNL     1      -3.959   0.520   2.587  1.00  0.00           H  
HETATM   32  H6  UNL     1      -2.665  -1.735  -1.500  1.00  0.00           H  
HETATM   33  H7  UNL     1      -3.680  -1.762  -0.058  1.00  0.00           H  
HETATM   34  H8  UNL     1      -3.698   0.579  -2.132  1.00  0.00           H  
HETATM   35  H9  UNL     1      -6.143  -0.590   0.711  1.00  0.00           H  
HETATM   36  H10 UNL     1      -7.151  -1.190  -0.663  1.00  0.00           H  
HETATM   37  H11 UNL     1      -5.653  -2.067  -0.309  1.00  0.00           H  
HETATM   38  H12 UNL     1      -6.157   0.780  -3.039  1.00  0.00           H  
HETATM   39  H13 UNL     1      -7.290   0.868  -1.609  1.00  0.00           H  
HETATM   40  H14 UNL     1      -5.822   1.859  -1.659  1.00  0.00           H  
HETATM   41  H15 UNL     1       0.188  -0.891  -2.249  1.00  0.00           H  
HETATM   42  H16 UNL     1       2.246   2.348   0.628  1.00  0.00           H  
HETATM   43  H17 UNL     1       2.660   0.767   1.456  1.00  0.00           H  
HETATM   44  H18 UNL     1       4.621   1.970   0.407  1.00  0.00           H  
HETATM   45  H19 UNL     1       3.789   1.944  -1.146  1.00  0.00           H  
HETATM   46  H20 UNL     1       4.127  -0.048  -2.570  1.00  0.00           H  
HETATM   47  H21 UNL     1       5.060  -2.296  -2.830  1.00  0.00           H  
HETATM   48  H22 UNL     1       7.114  -3.817  -1.247  1.00  0.00           H  
HETATM   49  H23 UNL     1       6.005  -2.529   1.256  1.00  0.00           H  
HETATM   50  H24 UNL     1       5.039  -0.248   1.600  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3
CONECT    3    4    4   15
CONECT    4    5   30
CONECT    5    6    7    7
CONECT    6   31
CONECT    7    8   13
CONECT    8    9   32   33
CONECT    9   10   10   34
CONECT   10   11   12
CONECT   11   35   36   37
CONECT   12   38   39   40
CONECT   13   14   15   15
CONECT   14   41
CONECT   15   16
CONECT   16   17   17   18
CONECT   18   19   42   43
CONECT   19   20   44   45
CONECT   20   21   21   26
CONECT   21   22   46
CONECT   22   23   23   47
CONECT   23   24   25
CONECT   24   48
CONECT   25   26   26   49
CONECT   26   50
END

HMDB0035440
     RDKit          3D
alpha,beta-Dihydroxanthohumol
 50 51  0  0  0  0  0  0  0  0999 V2000
    0.5731    2.2941    3.4173 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7710    1.6794    2.1777 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1851    1.0094    1.4570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4727    0.8982    1.9451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3965    0.2284    1.2062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7004    0.1145    1.6988 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1236   -0.3472   -0.0035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1801   -1.0615   -0.7637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1131   -0.1391   -1.4285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4085   -0.1414   -1.2151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1059   -1.0517   -0.2972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2535    0.8578   -1.9522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8088   -0.2407   -0.5145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6051   -0.8352   -1.7208 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1402    0.4461    0.2421 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5166    0.5637   -0.2934 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8318    0.0705   -1.3880 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5613    1.2727    0.4564 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9038    1.3628   -0.1799 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4931    0.0395   -0.4217 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5081   -0.5520   -1.6640 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0453   -1.8161   -1.8419 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5779   -2.5223   -0.8067 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1174   -3.8049   -1.0135 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5746   -1.9533    0.4357 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0450   -0.7069    0.6139 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5707    2.6692    3.7582 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2551    1.5510    4.1823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0934    3.1732    3.3762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6701    1.3607    2.9050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9590    0.5202    2.5874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6653   -1.7352   -1.4998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6802   -1.7617   -0.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6985    0.5793   -2.1321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1426   -0.5896    0.7111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1509   -1.1899   -0.6635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6529   -2.0671   -0.3094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1568    0.7800   -3.0391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2898    0.8681   -1.6095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8220    1.8594   -1.6592 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1881   -0.8910   -2.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2457    2.3484    0.6282 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6604    0.7665    1.4564 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6212    1.9702    0.4075 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7890    1.9440   -1.1458 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1274   -0.0479   -2.5699 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0601   -2.2956   -2.8303 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1137   -3.8174   -1.2470 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0053   -2.5292    1.2560 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0390   -0.2480    1.5995 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
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  3
 10 11  1  0
 10 12  1  0
  7 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 15  3  1  0
 26 20  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  6 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
 11 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 12 40  1  0
 14 41  1  0
 18 42  1  0
 18 43  1  0
 19 44  1  0
 19 45  1  0
 21 46  1  0
 22 47  1  0
 24 48  1  0
 25 49  1  0
 26 50  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4,2',4'-Trihydroxy-6'-methoxy-3'-prenyldihydrochalcone	ChEBI
a,b-Dihydroxanthohumol	Generator
Α,β-dihydroxanthohumol	Generator
2',4,4'-Trihydroxy-6'-methoxy-3'-prenyldihydrochalcone	HMDB

Chemical Formula

C₂₁H₂₄O₅

Average Molecular Weight

356.4123

Monoisotopic Molecular Weight

356.162373878

IUPAC Name

1-[2,4-dihydroxy-6-methoxy-3-(3-methylbut-2-en-1-yl)phenyl]-3-(4-hydroxyphenyl)propan-1-one

Traditional Name

α,β-dihydroxanthohumol

CAS Registry Number

102448-00-0

SMILES

COC1=C(C(=O)CCC2=CC=C(O)C=C2)C(O)=C(CC=C(C)C)C(O)=C1

InChI Identifier

InChI=1S/C21H24O5/c1-13(2)4-10-16-18(24)12-19(26-3)20(21(16)25)17(23)11-7-14-5-8-15(22)9-6-14/h4-6,8-9,12,22,24-25H,7,10-11H2,1-3H3

InChI Key

SVTCZHIDEDUTBH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2'-hydroxy-dihydrochalcones. These are organic compounds containing dihydrochalcone skeleton that carries a hydroxyl group at the 2'-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Linear 1,3-diarylpropanoids

Sub Class

Chalcones and dihydrochalcones

Direct Parent

2'-Hydroxy-dihydrochalcones

Alternative Parents

Substituents

2'-hydroxy-dihydrochalcone
Cinnamylphenol
Alkyl-phenylketone
Butyrophenone
Methoxyphenol
Phenylketone
Anisole
Benzoyl
Phenoxy compound
Phenol ether
Resorcinol
Aryl ketone
Aryl alkyl ketone
Methoxybenzene
1-hydroxy-2-unsubstituted benzenoid
Phenol
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Vinylogous acid
Ketone
Ether
Organic oxide
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

aromatic ether (CHEBI:66332 )
polyphenol (CHEBI:66332 )
dihydrochalcones (CHEBI:66332 )
Chalcones and dihydrochalcones (LMPK12120536 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0035440)
Cell membrane (HMDB: HMDB0035440)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035440)

Source

Exogenous

Exogenous (HMDB: HMDB0035440)

Food

Food (HMDB: HMDB0035440)

Beverage

Alcoholic beverage

Alcoholic beverages (FooDB: FOOD00854)

Endogenous

Plant

Plant (HMDB: HMDB0035440)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0035440)

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	0.33 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0077 g/L	ALOGPS
logP	3.63	ALOGPS
logP	5.12	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	7.75	ChemAxon
pKa (Strongest Basic)	-3.7	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	7	ChemAxon
Refractivity	102.43 m³·mol⁻¹	ChemAxon
Polarizability	39.19 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	186.211	31661259
DarkChem	[M-H]-	184.622	31661259
DeepCCS	[M+H]+	196.429	30932474
DeepCCS	[M-H]-	194.071	30932474
DeepCCS	[M-2H]-	227.898	30932474
DeepCCS	[M+Na]+	203.126	30932474
AllCCS	[M+H]+	188.7	32859911
AllCCS	[M+H-H2O]+	185.6	32859911
AllCCS	[M+NH4]+	191.6	32859911
AllCCS	[M+Na]+	192.4	32859911
AllCCS	[M-H]-	187.9	32859911
AllCCS	[M+Na-2H]-	188.0	32859911
AllCCS	[M+HCOO]-	188.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
alpha,beta-Dihydroxanthohumol	COC1=C(C(=O)CCC2=CC=C(O)C=C2)C(O)=C(CC=C(C)C)C(O)=C1	4453.1	Standard polar	33892256
alpha,beta-Dihydroxanthohumol	COC1=C(C(=O)CCC2=CC=C(O)C=C2)C(O)=C(CC=C(C)C)C(O)=C1	2833.8	Standard non polar	33892256
alpha,beta-Dihydroxanthohumol	COC1=C(C(=O)CCC2=CC=C(O)C=C2)C(O)=C(CC=C(C)C)C(O)=C1	3174.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
alpha,beta-Dihydroxanthohumol,1TMS,isomer #1	COC1=CC(O)=C(CC=C(C)C)C(O)=C1C(=O)CCC1=CC=C(O[Si](C)(C)C)C=C1	3004.1	Semi standard non polar	33892256
alpha,beta-Dihydroxanthohumol,1TMS,isomer #2	COC1=CC(O)=C(CC=C(C)C)C(O[Si](C)(C)C)=C1C(=O)CCC1=CC=C(O)C=C1	3068.1	Semi standard non polar	33892256
alpha,beta-Dihydroxanthohumol,1TMS,isomer #3	COC1=CC(O[Si](C)(C)C)=C(CC=C(C)C)C(O)=C1C(=O)CCC1=CC=C(O)C=C1	3039.6	Semi standard non polar	33892256
alpha,beta-Dihydroxanthohumol,2TMS,isomer #1	COC1=CC(O[Si](C)(C)C)=C(CC=C(C)C)C(O)=C1C(=O)CCC1=CC=C(O[Si](C)(C)C)C=C1	2988.3	Semi standard non polar	33892256
alpha,beta-Dihydroxanthohumol,2TMS,isomer #2	COC1=CC(O)=C(CC=C(C)C)C(O[Si](C)(C)C)=C1C(=O)CCC1=CC=C(O[Si](C)(C)C)C=C1	2989.1	Semi standard non polar	33892256
alpha,beta-Dihydroxanthohumol,2TMS,isomer #3	COC1=CC(O[Si](C)(C)C)=C(CC=C(C)C)C(O[Si](C)(C)C)=C1C(=O)CCC1=CC=C(O)C=C1	2995.3	Semi standard non polar	33892256
alpha,beta-Dihydroxanthohumol,3TMS,isomer #1	COC1=CC(O[Si](C)(C)C)=C(CC=C(C)C)C(O[Si](C)(C)C)=C1C(=O)CCC1=CC=C(O[Si](C)(C)C)C=C1	3022.8	Semi standard non polar	33892256
alpha,beta-Dihydroxanthohumol,1TBDMS,isomer #1	COC1=CC(O)=C(CC=C(C)C)C(O)=C1C(=O)CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1	3232.5	Semi standard non polar	33892256
alpha,beta-Dihydroxanthohumol,1TBDMS,isomer #2	COC1=CC(O)=C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=C1C(=O)CCC1=CC=C(O)C=C1	3323.6	Semi standard non polar	33892256
alpha,beta-Dihydroxanthohumol,1TBDMS,isomer #3	COC1=CC(O[Si](C)(C)C(C)(C)C)=C(CC=C(C)C)C(O)=C1C(=O)CCC1=CC=C(O)C=C1	3260.2	Semi standard non polar	33892256
alpha,beta-Dihydroxanthohumol,2TBDMS,isomer #1	COC1=CC(O[Si](C)(C)C(C)(C)C)=C(CC=C(C)C)C(O)=C1C(=O)CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1	3452.2	Semi standard non polar	33892256
alpha,beta-Dihydroxanthohumol,2TBDMS,isomer #2	COC1=CC(O)=C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=C1C(=O)CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1	3449.4	Semi standard non polar	33892256
alpha,beta-Dihydroxanthohumol,2TBDMS,isomer #3	COC1=CC(O[Si](C)(C)C(C)(C)C)=C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=C1C(=O)CCC1=CC=C(O)C=C1	3447.9	Semi standard non polar	33892256
alpha,beta-Dihydroxanthohumol,3TBDMS,isomer #1	COC1=CC(O[Si](C)(C)C(C)(C)C)=C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=C1C(=O)CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1	3648.7	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 - alpha,beta-Dihydroxanthohumol GC-MS (Non-derivatized) - 70eV, Positive	splash10-052f-5798000000-29899075e511fdf09336	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - alpha,beta-Dihydroxanthohumol GC-MS (3 TMS) - 70eV, Positive	splash10-0a4i-1201090000-53e081f80886b653633a	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - alpha,beta-Dihydroxanthohumol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - alpha,beta-Dihydroxanthohumol LC-ESI-qTof , Positive-QTOF	splash10-0a4i-0951000000-3ab5f7594a0fa327a9a7	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - alpha,beta-Dihydroxanthohumol , positive-QTOF	splash10-056s-0920000000-157f05274c947f8c4311	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha,beta-Dihydroxanthohumol 10V, Positive-QTOF	splash10-0a4i-0029000000-3229850c1b2ca419b8b9	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha,beta-Dihydroxanthohumol 20V, Positive-QTOF	splash10-05n0-3795000000-17c6aeae77ce291a2dec	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha,beta-Dihydroxanthohumol 40V, Positive-QTOF	splash10-014i-3920000000-838847d5d73aa7b629b2	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha,beta-Dihydroxanthohumol 10V, Negative-QTOF	splash10-0a4i-0029000000-04b06d2e68a26bf8f4d3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha,beta-Dihydroxanthohumol 20V, Negative-QTOF	splash10-0a4i-0985000000-325f3687d5a2ae413f1f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha,beta-Dihydroxanthohumol 40V, Negative-QTOF	splash10-06xx-2961000000-ac16af7dff5f1f8ab442	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha,beta-Dihydroxanthohumol 10V, Negative-QTOF	splash10-0a4i-0019000000-7a4ee2373c0758ed8e32	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha,beta-Dihydroxanthohumol 20V, Negative-QTOF	splash10-052b-1397000000-c282136a8d608afbb422	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha,beta-Dihydroxanthohumol 40V, Negative-QTOF	splash10-0fr6-2953000000-dbb30f8a5ade8c917823	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha,beta-Dihydroxanthohumol 10V, Positive-QTOF	splash10-0a4i-0109000000-88be1da7cbce8681a137	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha,beta-Dihydroxanthohumol 20V, Positive-QTOF	splash10-0560-0901000000-54ab58f71adb8035a74d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha,beta-Dihydroxanthohumol 40V, Positive-QTOF	splash10-00ai-2910000000-1cdc056cbd337b3cc392	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB014123

KNApSAcK ID

C00014615

Chemspider ID

8626337

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10450920

PDB ID

Not Available

ChEBI ID

66332

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1849861

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 alpha,beta-Dihydroxanthohumol (HMDB0035440)

MOL for HMDB0035440 (alpha,beta-Dihydroxanthohumol)

3D MOL for HMDB0035440 (alpha,beta-Dihydroxanthohumol)

3D SDF for HMDB0035440 (alpha,beta-Dihydroxanthohumol)

3D-SDF for HMDB0035440 (alpha,beta-Dihydroxanthohumol)

PDB for HMDB0035440 (alpha,beta-Dihydroxanthohumol)

3D PDB for HMDB0035440 (alpha,beta-Dihydroxanthohumol)

SMILES for HMDB0035440 (alpha,beta-Dihydroxanthohumol)

INCHI for HMDB0035440 (alpha,beta-Dihydroxanthohumol)

Structure for HMDB0035440 (alpha,beta-Dihydroxanthohumol)

3D Structure for HMDB0035440 (alpha,beta-Dihydroxanthohumol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra