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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:44:01 UTC

Update Date

2022-03-07 02:53:01 UTC

HMDB ID

HMDB0031552

Secondary Accession Numbers

HMDB31552

Metabolite Identification

Common Name

Dihydrocurcumin

Description

Dihydrocurcumin belongs to the class of organic compounds known as curcuminoids. These are aromatic compounds containing a curcumin moiety, which is composed of two aryl buten-2-one (feruloyl) chromophores joined by a methylene group. Dihydrocurcumin exists in all living organisms, ranging from bacteria to humans. Dihydrocurcumin is found, on average, in the highest concentration within turmerics (Curcuma longa). Dihydrocurcumin has also been detected, but not quantified in, herbs and spices. This could make dihydrocurcumin a potential biomarker for the consumption of these foods. Dihydrocurcumin is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a small amount of articles have been published on Dihydrocurcumin.

Structure

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


  Mrv0541 05061305592D          

 27 28  0  0  0  0            999 V2000
   -2.6539    2.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9390    2.7261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2243    2.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5095    2.7261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2053    2.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9199    2.7261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6348    2.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3495    2.7261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0642    2.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3700    2.7261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0847    2.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0847    1.4881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3700    1.0749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6539    1.4881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0642    1.4881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7832    1.0749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4966    1.4881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4966    2.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7832    2.7261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7995    2.7261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2113    2.7261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5095    3.5524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9199    3.5524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7995    1.0749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9274    2.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2113    1.0749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5143    2.3115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 10  2  0  0  0  0
  1 14  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4 22  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 23  2  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 15  2  0  0  0  0
  9 19  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 20  1  0  0  0  0
 12 13  1  0  0  0  0
 12 24  1  0  0  0  0
 13 14  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 26  1  0  0  0  0
 18 19  2  0  0  0  0
 18 21  1  0  0  0  0
 20 27  1  0  0  0  0
 21 25  1  0  0  0  0
M  END

HMDB0031552
     RDKit          3D
Dihydrocurcumin
 49 50  0  0  0  0  0  0  0  0999 V2000
    7.7093    2.2768    0.5851 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9668    0.9494    0.9962 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8820    0.0660    1.0181 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6201    0.4459    0.6624 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5782   -0.4274    0.6902 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1946   -0.0690    0.3160 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8220    1.1230   -0.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4204    1.4159   -0.4417 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1255    2.5784   -0.8157 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3669    0.3986   -0.3770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9404    0.9661   -0.7924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9880    2.1349   -1.1187 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1898    0.1678   -0.8260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3263    1.0171   -1.2834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6080    0.3100   -1.3482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0756   -0.3560   -2.4533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2940   -0.9961   -2.4301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0848   -0.9915   -1.3019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3318   -1.6466   -1.2782 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6373   -0.3279   -0.1751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4466   -0.3330    0.9532 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1054    0.3016    2.1535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4167    0.3026   -0.2269 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8422   -1.7407    1.0987 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1026   -2.1519    1.4625 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1244   -1.2249    1.4162 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4086   -1.6479    1.7880 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3498    2.3160   -0.4751 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6351    2.8816    0.7162 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8722    2.6583    1.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4392    1.4703    0.3488 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4052   -0.8214    0.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5564    1.9082   -0.1472 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6057   -0.4283   -1.0793 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3329    0.0247    0.6863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4251   -0.2777    0.1646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0005   -0.6919   -1.5049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4268    1.8633   -0.5550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1277    1.4711   -2.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4481   -0.3544   -3.3344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6610   -1.5255   -3.3148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6124   -2.1150   -2.1234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2813    1.3938    2.0723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0254    0.1870    2.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6664   -0.1419    2.9999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0671    0.8288    0.6742 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9936   -2.4333    1.1163 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2647   -3.1887    1.7758 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5685   -2.5905    2.0753 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  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  2  0
  5 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26  3  1  0
 23 15  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  6 32  1  0
  7 33  1  0
 10 34  1  0
 10 35  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  0
 17 41  1  0
 19 42  1  0
 22 43  1  0
 22 44  1  0
 22 45  1  0
 23 46  1  0
 24 47  1  0
 25 48  1  0
 27 49  1  0
M  END


  Mrv0541 05061305592D          

 27 28  0  0  0  0            999 V2000
   -2.6539    2.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9390    2.7261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2243    2.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5095    2.7261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2053    2.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9199    2.7261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6348    2.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3495    2.7261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0642    2.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3700    2.7261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0847    2.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0847    1.4881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3700    1.0749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6539    1.4881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0642    1.4881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7832    1.0749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4966    1.4881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4966    2.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7832    2.7261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7995    2.7261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2113    2.7261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5095    3.5524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9199    3.5524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7995    1.0749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9274    2.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2113    1.0749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5143    2.3115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 10  2  0  0  0  0
  1 14  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4 22  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 23  2  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 15  2  0  0  0  0
  9 19  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 20  1  0  0  0  0
 12 13  1  0  0  0  0
 12 24  1  0  0  0  0
 13 14  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 26  1  0  0  0  0
 18 19  2  0  0  0  0
 18 21  1  0  0  0  0
 20 27  1  0  0  0  0
 21 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031552

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(\C=C\C(=O)CC(=O)CCC2=CC(OC)=C(O)C=C2)=CC=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C21H22O6/c1-26-20-11-14(5-9-18(20)24)3-7-16(22)13-17(23)8-4-15-6-10-19(25)21(12-15)27-2/h3,5-7,9-12,24-25H,4,8,13H2,1-2H3/b7-3+

> <INCHI_KEY>
MUYJSOCNDLUHPJ-XVNBXDOJSA-N

> <FORMULA>
C21H22O6

> <MOLECULAR_WEIGHT>
370.3958

> <EXACT_MASS>
370.141638436

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
38.9465153497713

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1E)-1,7-bis(4-hydroxy-3-methoxyphenyl)hept-1-ene-3,5-dione

> <ALOGPS_LOGP>
3.50

> <JCHEM_LOGP>
4.044001061333332

> <ALOGPS_LOGS>
-4.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.725956005688117

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.166734246895443

> <JCHEM_PKA_STRONGEST_BASIC>
-4.454842321707617

> <JCHEM_POLAR_SURFACE_AREA>
93.06

> <JCHEM_REFRACTIVITY>
102.7173

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.28e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1E)-1,7-bis(4-hydroxy-3-methoxyphenyl)hept-1-ene-3,5-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0031552
     RDKit          3D
Dihydrocurcumin
 49 50  0  0  0  0  0  0  0  0999 V2000
    7.7093    2.2768    0.5851 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9668    0.9494    0.9962 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8820    0.0660    1.0181 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6201    0.4459    0.6624 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5782   -0.4274    0.6902 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1946   -0.0690    0.3160 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8220    1.1230   -0.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4204    1.4159   -0.4417 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1255    2.5784   -0.8157 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3669    0.3986   -0.3770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9404    0.9661   -0.7924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9880    2.1349   -1.1187 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1898    0.1678   -0.8260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3263    1.0171   -1.2834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6080    0.3100   -1.3482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0756   -0.3560   -2.4533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2940   -0.9961   -2.4301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0848   -0.9915   -1.3019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3318   -1.6466   -1.2782 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6373   -0.3279   -0.1751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4466   -0.3330    0.9532 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1054    0.3016    2.1535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4167    0.3026   -0.2269 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8422   -1.7407    1.0987 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1026   -2.1519    1.4625 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1244   -1.2249    1.4162 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4086   -1.6479    1.7880 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3498    2.3160   -0.4751 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6351    2.8816    0.7162 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8722    2.6583    1.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4392    1.4703    0.3488 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4052   -0.8214    0.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5564    1.9082   -0.1472 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6057   -0.4283   -1.0793 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3329    0.0247    0.6863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4251   -0.2777    0.1646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0005   -0.6919   -1.5049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4268    1.8633   -0.5550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1277    1.4711   -2.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4481   -0.3544   -3.3344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6610   -1.5255   -3.3148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6124   -2.1150   -2.1234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2813    1.3938    2.0723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0254    0.1870    2.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6664   -0.1419    2.9999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0671    0.8288    0.6742 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9936   -2.4333    1.1163 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2647   -3.1887    1.7758 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5685   -2.5905    2.0753 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  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  2  0
  5 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26  3  1  0
 23 15  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  6 32  1  0
  7 33  1  0
 10 34  1  0
 10 35  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  0
 17 41  1  0
 19 42  1  0
 22 43  1  0
 22 44  1  0
 22 45  1  0
 23 46  1  0
 24 47  1  0
 25 48  1  0
 27 49  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      -4.954   4.320   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.619   5.089   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.285   4.320   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.951   5.089   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.383   4.320   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.717   5.089   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.052   4.320   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.386   5.089   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.720   4.320   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -6.291   5.089   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -7.625   4.320   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -7.625   2.778   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.291   2.006   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.954   2.778   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.720   2.778   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.062   2.006   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.394   2.778   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.394   4.320   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.062   5.089   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -8.959   5.089   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       9.728   5.089   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -0.951   6.631   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       1.717   6.631   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -8.959   2.006   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      11.064   4.320   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       9.728   2.006   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0     -10.293   4.315   0.000  0.00  0.00           C+0
CONECT    1    2   10   14                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   22                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   23                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   15   19                                                  
CONECT   10    1   11                                                       
CONECT   11   10   12   20                                                  
CONECT   12   11   13   24                                                  
CONECT   13   12   14                                                       
CONECT   14    1   13                                                       
CONECT   15    9   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   26                                                  
CONECT   18   17   19   21                                                  
CONECT   19    9   18                                                       
CONECT   20   11   27                                                       
CONECT   21   18   25                                                       
CONECT   22    4                                                            
CONECT   23    6                                                            
CONECT   24   12                                                            
CONECT   25   21                                                            
CONECT   26   17                                                            
CONECT   27   20                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   56    0
END

COMPND    HMDB0031552
HETATM    1  C1  UNL     1       7.709   2.277   0.585  1.00  0.00           C  
HETATM    2  O1  UNL     1       7.967   0.949   0.996  1.00  0.00           O  
HETATM    3  C2  UNL     1       6.882   0.066   1.018  1.00  0.00           C  
HETATM    4  C3  UNL     1       5.620   0.446   0.662  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.578  -0.427   0.690  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.195  -0.069   0.316  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.822   1.123  -0.082  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.420   1.416  -0.442  1.00  0.00           C  
HETATM    9  O2  UNL     1       1.125   2.578  -0.816  1.00  0.00           O  
HETATM   10  C8  UNL     1       0.367   0.399  -0.377  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.940   0.966  -0.792  1.00  0.00           C  
HETATM   12  O3  UNL     1      -0.988   2.135  -1.119  1.00  0.00           O  
HETATM   13  C10 UNL     1      -2.190   0.168  -0.826  1.00  0.00           C  
HETATM   14  C11 UNL     1      -3.326   1.017  -1.283  1.00  0.00           C  
HETATM   15  C12 UNL     1      -4.608   0.310  -1.348  1.00  0.00           C  
HETATM   16  C13 UNL     1      -5.076  -0.356  -2.453  1.00  0.00           C  
HETATM   17  C14 UNL     1      -6.294  -0.996  -2.430  1.00  0.00           C  
HETATM   18  C15 UNL     1      -7.085  -0.991  -1.302  1.00  0.00           C  
HETATM   19  O4  UNL     1      -8.332  -1.647  -1.278  1.00  0.00           O  
HETATM   20  C16 UNL     1      -6.637  -0.328  -0.175  1.00  0.00           C  
HETATM   21  O5  UNL     1      -7.447  -0.333   0.953  1.00  0.00           O  
HETATM   22  C17 UNL     1      -7.105   0.302   2.153  1.00  0.00           C  
HETATM   23  C18 UNL     1      -5.417   0.303  -0.227  1.00  0.00           C  
HETATM   24  C19 UNL     1       4.842  -1.741   1.099  1.00  0.00           C  
HETATM   25  C20 UNL     1       6.103  -2.152   1.463  1.00  0.00           C  
HETATM   26  C21 UNL     1       7.124  -1.225   1.416  1.00  0.00           C  
HETATM   27  O6  UNL     1       8.409  -1.648   1.788  1.00  0.00           O  
HETATM   28  H1  UNL     1       7.350   2.316  -0.475  1.00  0.00           H  
HETATM   29  H2  UNL     1       8.635   2.882   0.716  1.00  0.00           H  
HETATM   30  H3  UNL     1       6.872   2.658   1.206  1.00  0.00           H  
HETATM   31  H4  UNL     1       5.439   1.470   0.349  1.00  0.00           H  
HETATM   32  H5  UNL     1       2.405  -0.821   0.362  1.00  0.00           H  
HETATM   33  H6  UNL     1       3.556   1.908  -0.147  1.00  0.00           H  
HETATM   34  H7  UNL     1       0.606  -0.428  -1.079  1.00  0.00           H  
HETATM   35  H8  UNL     1       0.333   0.025   0.686  1.00  0.00           H  
HETATM   36  H9  UNL     1      -2.425  -0.278   0.165  1.00  0.00           H  
HETATM   37  H10 UNL     1      -2.001  -0.692  -1.505  1.00  0.00           H  
HETATM   38  H11 UNL     1      -3.427   1.863  -0.555  1.00  0.00           H  
HETATM   39  H12 UNL     1      -3.128   1.471  -2.268  1.00  0.00           H  
HETATM   40  H13 UNL     1      -4.448  -0.354  -3.334  1.00  0.00           H  
HETATM   41  H14 UNL     1      -6.661  -1.526  -3.315  1.00  0.00           H  
HETATM   42  H15 UNL     1      -8.612  -2.115  -2.123  1.00  0.00           H  
HETATM   43  H16 UNL     1      -7.281   1.394   2.072  1.00  0.00           H  
HETATM   44  H17 UNL     1      -6.025   0.187   2.414  1.00  0.00           H  
HETATM   45  H18 UNL     1      -7.666  -0.142   3.000  1.00  0.00           H  
HETATM   46  H19 UNL     1      -5.067   0.829   0.674  1.00  0.00           H  
HETATM   47  H20 UNL     1       3.994  -2.433   1.116  1.00  0.00           H  
HETATM   48  H21 UNL     1       6.265  -3.189   1.776  1.00  0.00           H  
HETATM   49  H22 UNL     1       8.569  -2.590   2.075  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3
CONECT    3    4    4   26
CONECT    4    5   31
CONECT    5    6   24   24
CONECT    6    7    7   32
CONECT    7    8   33
CONECT    8    9    9   10
CONECT   10   11   34   35
CONECT   11   12   12   13
CONECT   13   14   36   37
CONECT   14   15   38   39
CONECT   15   16   16   23
CONECT   16   17   40
CONECT   17   18   18   41
CONECT   18   19   20
CONECT   19   42
CONECT   20   21   23   23
CONECT   21   22
CONECT   22   43   44   45
CONECT   23   46
CONECT   24   25   47
CONECT   25   26   26   48
CONECT   26   27
CONECT   27   49
END

HMDB0031552
     RDKit          3D
Dihydrocurcumin
 49 50  0  0  0  0  0  0  0  0999 V2000
    7.7093    2.2768    0.5851 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9668    0.9494    0.9962 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8820    0.0660    1.0181 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6201    0.4459    0.6624 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5782   -0.4274    0.6902 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1946   -0.0690    0.3160 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8220    1.1230   -0.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4204    1.4159   -0.4417 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1255    2.5784   -0.8157 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3669    0.3986   -0.3770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9404    0.9661   -0.7924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9880    2.1349   -1.1187 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1898    0.1678   -0.8260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3263    1.0171   -1.2834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6080    0.3100   -1.3482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0756   -0.3560   -2.4533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2940   -0.9961   -2.4301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0848   -0.9915   -1.3019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3318   -1.6466   -1.2782 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6373   -0.3279   -0.1751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4466   -0.3330    0.9532 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1054    0.3016    2.1535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4167    0.3026   -0.2269 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8422   -1.7407    1.0987 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1026   -2.1519    1.4625 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1244   -1.2249    1.4162 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4086   -1.6479    1.7880 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3498    2.3160   -0.4751 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6351    2.8816    0.7162 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8722    2.6583    1.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4392    1.4703    0.3488 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4052   -0.8214    0.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5564    1.9082   -0.1472 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6057   -0.4283   -1.0793 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3329    0.0247    0.6863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4251   -0.2777    0.1646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0005   -0.6919   -1.5049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4268    1.8633   -0.5550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1277    1.4711   -2.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4481   -0.3544   -3.3344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6610   -1.5255   -3.3148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6124   -2.1150   -2.1234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2813    1.3938    2.0723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0254    0.1870    2.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6664   -0.1419    2.9999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0671    0.8288    0.6742 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9936   -2.4333    1.1163 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2647   -3.1887    1.7758 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5685   -2.5905    2.0753 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  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  2  0
  5 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26  3  1  0
 23 15  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  6 32  1  0
  7 33  1  0
 10 34  1  0
 10 35  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  0
 17 41  1  0
 19 42  1  0
 22 43  1  0
 22 44  1  0
 22 45  1  0
 23 46  1  0
 24 47  1  0
 25 48  1  0
 27 49  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-Hydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl)-4,6-heptadien-3-one, 9ci	HMDB
Letestuianin b	HMDB, MeSH
(4Z,6E)-5-Hydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl)hepta-4,6-dien-3-one	MeSH

Chemical Formula

C₂₁H₂₂O₆

Average Molecular Weight

370.3958

Monoisotopic Molecular Weight

370.141638436

IUPAC Name

(1E)-1,7-bis(4-hydroxy-3-methoxyphenyl)hept-1-ene-3,5-dione

Traditional Name

(1E)-1,7-bis(4-hydroxy-3-methoxyphenyl)hept-1-ene-3,5-dione

CAS Registry Number

76474-56-1

SMILES

COC1=CC(\C=C\C(=O)CC(=O)CCC2=CC(OC)=C(O)C=C2)=CC=C1O

InChI Identifier

InChI=1S/C21H22O6/c1-26-20-11-14(5-9-18(20)24)3-7-16(22)13-17(23)8-4-15-6-10-19(25)21(12-15)27-2/h3,5-7,9-12,24-25H,4,8,13H2,1-2H3/b7-3+

InChI Key

MUYJSOCNDLUHPJ-XVNBXDOJSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as curcuminoids. These are aromatic compounds containing a curcumin moiety, which is composed of two aryl buten-2-one (feruloyl) chromophores joined by a methylene group.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Diarylheptanoids

Sub Class

Linear diarylheptanoids

Direct Parent

Curcuminoids

Alternative Parents

Substituents

Curcumin
Gingerdione
Hydroxycinnamic acid or derivatives
Methoxyphenol
Phenoxy compound
Anisole
Methoxybenzene
Styrene
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
1,3-diketone
Phenol
Monocyclic benzene moiety
Benzenoid
1,3-dicarbonyl compound
Acryloyl-group
Alpha,beta-unsaturated ketone
Enone
Ketone
Ether
Organic oxide
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

enone (CHEBI:67262 )
polyphenol (CHEBI:67262 )
beta-diketone (CHEBI:67262 )
diarylheptanoid (CHEBI:67262 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0031552)
Cell membrane (HMDB: HMDB0031552)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031552)

Source

Endogenous

Endogenous (HMDB: HMDB0031552)

Plant

Plant (HMDB: HMDB0031552)

Exogenous

Food

Food (HMDB: HMDB0031552)

Herb and spice

Spice

Turmeric (FooDB: FOOD00068)

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0031552)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Curcumin Degradation (PathBank: SMP0001910)

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	179 - 180 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0053 g/L	ALOGPS
logP	3.5	ALOGPS
logP	4.04	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	9.17	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	93.06 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	102.72 m³·mol⁻¹	ChemAxon
Polarizability	38.95 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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
DeepCCS	[M+H]+	184.472	30932474
DeepCCS	[M-H]-	182.071	30932474
DeepCCS	[M-2H]-	216.405	30932474
DeepCCS	[M+Na]+	191.956	30932474
AllCCS	[M+H]+	192.4	32859911
AllCCS	[M+H-H2O]+	189.2	32859911
AllCCS	[M+NH4]+	195.3	32859911
AllCCS	[M+Na]+	196.1	32859911
AllCCS	[M-H]-	190.2	32859911
AllCCS	[M+Na-2H]-	190.7	32859911
AllCCS	[M+HCOO]-	191.4	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	7.97 minutes	32390414
Predicted by Siyang on May 30, 2022	11.8613 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.3 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2313.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	208.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	179.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	161.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	142.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	612.2 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	415.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	105.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1238.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	475.0 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1201.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	324.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	400.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	274.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	215.8 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dihydrocurcumin	COC1=CC(\C=C\C(=O)CC(=O)CCC2=CC(OC)=C(O)C=C2)=CC=C1O	5695.9	Standard polar	33892256
Dihydrocurcumin	COC1=CC(\C=C\C(=O)CC(=O)CCC2=CC(OC)=C(O)C=C2)=CC=C1O	3325.3	Standard non polar	33892256
Dihydrocurcumin	COC1=CC(\C=C\C(=O)CC(=O)CCC2=CC(OC)=C(O)C=C2)=CC=C1O	3492.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Dihydrocurcumin,1TMS,isomer #1	COC1=CC(/C=C/C(=O)CC(=O)CCC2=CC=C(O[Si](C)(C)C)C(OC)=C2)=CC=C1O	3412.7	Semi standard non polar	33892256
Dihydrocurcumin,1TMS,isomer #2	COC1=CC(CCC(=O)CC(=O)/C=C/C2=CC=C(O[Si](C)(C)C)C(OC)=C2)=CC=C1O	3414.2	Semi standard non polar	33892256
Dihydrocurcumin,1TMS,isomer #3	COC1=CC(/C=C/C(=CC(=O)CCC2=CC=C(O)C(OC)=C2)O[Si](C)(C)C)=CC=C1O	3582.7	Semi standard non polar	33892256
Dihydrocurcumin,1TMS,isomer #4	COC1=CC(/C=C/C(=O)CC(=CCC2=CC=C(O)C(OC)=C2)O[Si](C)(C)C)=CC=C1O	3513.6	Semi standard non polar	33892256
Dihydrocurcumin,1TMS,isomer #5	COC1=CC(/C=C/C(=O)C=C(CCC2=CC=C(O)C(OC)=C2)O[Si](C)(C)C)=CC=C1O	3577.9	Semi standard non polar	33892256
Dihydrocurcumin,2TMS,isomer #1	COC1=CC(/C=C/C(=O)CC(=O)CCC2=CC=C(O[Si](C)(C)C)C(OC)=C2)=CC=C1O[Si](C)(C)C	3454.7	Semi standard non polar	33892256
Dihydrocurcumin,2TMS,isomer #2	COC1=CC(/C=C/C(=CC(=O)CCC2=CC=C(O[Si](C)(C)C)C(OC)=C2)O[Si](C)(C)C)=CC=C1O	3558.8	Semi standard non polar	33892256
Dihydrocurcumin,2TMS,isomer #3	COC1=CC(/C=C/C(=O)CC(=CCC2=CC=C(O[Si](C)(C)C)C(OC)=C2)O[Si](C)(C)C)=CC=C1O	3486.4	Semi standard non polar	33892256
Dihydrocurcumin,2TMS,isomer #4	COC1=CC(/C=C/C(=O)C=C(CCC2=CC=C(O[Si](C)(C)C)C(OC)=C2)O[Si](C)(C)C)=CC=C1O	3553.5	Semi standard non polar	33892256
Dihydrocurcumin,2TMS,isomer #5	COC1=CC(CCC(=CC(=O)/C=C/C2=CC=C(O[Si](C)(C)C)C(OC)=C2)O[Si](C)(C)C)=CC=C1O	3543.4	Semi standard non polar	33892256
Dihydrocurcumin,2TMS,isomer #6	COC1=CC(CC=C(CC(=O)/C=C/C2=CC=C(O[Si](C)(C)C)C(OC)=C2)O[Si](C)(C)C)=CC=C1O	3498.3	Semi standard non polar	33892256
Dihydrocurcumin,2TMS,isomer #7	COC1=CC(CCC(=O)C=C(/C=C/C2=CC=C(O[Si](C)(C)C)C(OC)=C2)O[Si](C)(C)C)=CC=C1O	3561.6	Semi standard non polar	33892256
Dihydrocurcumin,2TMS,isomer #8	COC1=CC(/C=C/C(=CC(=CCC2=CC=C(O)C(OC)=C2)O[Si](C)(C)C)O[Si](C)(C)C)=CC=C1O	3644.9	Semi standard non polar	33892256
Dihydrocurcumin,3TMS,isomer #1	COC1=CC(/C=C/C(=CC(=O)CCC2=CC=C(O[Si](C)(C)C)C(OC)=C2)O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	3579.3	Semi standard non polar	33892256
Dihydrocurcumin,3TMS,isomer #1	COC1=CC(/C=C/C(=CC(=O)CCC2=CC=C(O[Si](C)(C)C)C(OC)=C2)O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	3317.6	Standard non polar	33892256
Dihydrocurcumin,3TMS,isomer #2	COC1=CC(/C=C/C(=O)CC(=CCC2=CC=C(O[Si](C)(C)C)C(OC)=C2)O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	3520.2	Semi standard non polar	33892256
Dihydrocurcumin,3TMS,isomer #2	COC1=CC(/C=C/C(=O)CC(=CCC2=CC=C(O[Si](C)(C)C)C(OC)=C2)O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	3438.2	Standard non polar	33892256
Dihydrocurcumin,3TMS,isomer #3	COC1=CC(/C=C/C(=O)C=C(CCC2=CC=C(O[Si](C)(C)C)C(OC)=C2)O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	3565.5	Semi standard non polar	33892256
Dihydrocurcumin,3TMS,isomer #3	COC1=CC(/C=C/C(=O)C=C(CCC2=CC=C(O[Si](C)(C)C)C(OC)=C2)O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	3373.3	Standard non polar	33892256
Dihydrocurcumin,3TMS,isomer #4	COC1=CC(/C=C/C(=CC(=CCC2=CC=C(O[Si](C)(C)C)C(OC)=C2)O[Si](C)(C)C)O[Si](C)(C)C)=CC=C1O	3632.3	Semi standard non polar	33892256
Dihydrocurcumin,3TMS,isomer #4	COC1=CC(/C=C/C(=CC(=CCC2=CC=C(O[Si](C)(C)C)C(OC)=C2)O[Si](C)(C)C)O[Si](C)(C)C)=CC=C1O	3455.7	Standard non polar	33892256
Dihydrocurcumin,3TMS,isomer #5	COC1=CC(CC=C(C=C(/C=C/C2=CC=C(O[Si](C)(C)C)C(OC)=C2)O[Si](C)(C)C)O[Si](C)(C)C)=CC=C1O	3638.2	Semi standard non polar	33892256
Dihydrocurcumin,3TMS,isomer #5	COC1=CC(CC=C(C=C(/C=C/C2=CC=C(O[Si](C)(C)C)C(OC)=C2)O[Si](C)(C)C)O[Si](C)(C)C)=CC=C1O	3475.5	Standard non polar	33892256
Dihydrocurcumin,4TMS,isomer #1	COC1=CC(/C=C/C(=CC(=CCC2=CC=C(O[Si](C)(C)C)C(OC)=C2)O[Si](C)(C)C)O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	3644.7	Semi standard non polar	33892256
Dihydrocurcumin,4TMS,isomer #1	COC1=CC(/C=C/C(=CC(=CCC2=CC=C(O[Si](C)(C)C)C(OC)=C2)O[Si](C)(C)C)O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	3383.1	Standard non polar	33892256
Dihydrocurcumin,1TBDMS,isomer #1	COC1=CC(/C=C/C(=O)CC(=O)CCC2=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C2)=CC=C1O	3702.2	Semi standard non polar	33892256
Dihydrocurcumin,1TBDMS,isomer #2	COC1=CC(CCC(=O)CC(=O)/C=C/C2=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C2)=CC=C1O	3703.4	Semi standard non polar	33892256
Dihydrocurcumin,1TBDMS,isomer #3	COC1=CC(/C=C/C(=CC(=O)CCC2=CC=C(O)C(OC)=C2)O[Si](C)(C)C(C)(C)C)=CC=C1O	3879.9	Semi standard non polar	33892256
Dihydrocurcumin,1TBDMS,isomer #4	COC1=CC(/C=C/C(=O)CC(=CCC2=CC=C(O)C(OC)=C2)O[Si](C)(C)C(C)(C)C)=CC=C1O	3806.2	Semi standard non polar	33892256
Dihydrocurcumin,1TBDMS,isomer #5	COC1=CC(/C=C/C(=O)C=C(CCC2=CC=C(O)C(OC)=C2)O[Si](C)(C)C(C)(C)C)=CC=C1O	3883.3	Semi standard non polar	33892256
Dihydrocurcumin,2TBDMS,isomer #1	COC1=CC(/C=C/C(=O)CC(=O)CCC2=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C2)=CC=C1O[Si](C)(C)C(C)(C)C	3982.6	Semi standard non polar	33892256
Dihydrocurcumin,2TBDMS,isomer #2	COC1=CC(/C=C/C(=CC(=O)CCC2=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C2)O[Si](C)(C)C(C)(C)C)=CC=C1O	4108.2	Semi standard non polar	33892256
Dihydrocurcumin,2TBDMS,isomer #3	COC1=CC(/C=C/C(=O)CC(=CCC2=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C2)O[Si](C)(C)C(C)(C)C)=CC=C1O	4034.7	Semi standard non polar	33892256
Dihydrocurcumin,2TBDMS,isomer #4	COC1=CC(/C=C/C(=O)C=C(CCC2=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C2)O[Si](C)(C)C(C)(C)C)=CC=C1O	4110.9	Semi standard non polar	33892256
Dihydrocurcumin,2TBDMS,isomer #5	COC1=CC(CCC(=CC(=O)/C=C/C2=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C2)O[Si](C)(C)C(C)(C)C)=CC=C1O	4117.8	Semi standard non polar	33892256
Dihydrocurcumin,2TBDMS,isomer #6	COC1=CC(CC=C(CC(=O)/C=C/C2=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C2)O[Si](C)(C)C(C)(C)C)=CC=C1O	4044.2	Semi standard non polar	33892256
Dihydrocurcumin,2TBDMS,isomer #7	COC1=CC(CCC(=O)C=C(/C=C/C2=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C2)O[Si](C)(C)C(C)(C)C)=CC=C1O	4122.6	Semi standard non polar	33892256
Dihydrocurcumin,2TBDMS,isomer #8	COC1=CC(/C=C/C(=CC(=CCC2=CC=C(O)C(OC)=C2)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=CC=C1O	4214.4	Semi standard non polar	33892256
Dihydrocurcumin,3TBDMS,isomer #1	COC1=CC(/C=C/C(=CC(=O)CCC2=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C2)O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	4316.4	Semi standard non polar	33892256
Dihydrocurcumin,3TBDMS,isomer #1	COC1=CC(/C=C/C(=CC(=O)CCC2=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C2)O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	3915.1	Standard non polar	33892256
Dihydrocurcumin,3TBDMS,isomer #2	COC1=CC(/C=C/C(=O)CC(=CCC2=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C2)O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	4245.2	Semi standard non polar	33892256
Dihydrocurcumin,3TBDMS,isomer #2	COC1=CC(/C=C/C(=O)CC(=CCC2=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C2)O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	4052.8	Standard non polar	33892256
Dihydrocurcumin,3TBDMS,isomer #3	COC1=CC(/C=C/C(=O)C=C(CCC2=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C2)O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	4291.6	Semi standard non polar	33892256
Dihydrocurcumin,3TBDMS,isomer #3	COC1=CC(/C=C/C(=O)C=C(CCC2=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C2)O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	3975.4	Standard non polar	33892256
Dihydrocurcumin,3TBDMS,isomer #4	COC1=CC(/C=C/C(=CC(=CCC2=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C2)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=CC=C1O	4379.2	Semi standard non polar	33892256
Dihydrocurcumin,3TBDMS,isomer #4	COC1=CC(/C=C/C(=CC(=CCC2=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C2)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=CC=C1O	4054.9	Standard non polar	33892256
Dihydrocurcumin,3TBDMS,isomer #5	COC1=CC(CC=C(C=C(/C=C/C2=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C2)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=CC=C1O	4375.4	Semi standard non polar	33892256
Dihydrocurcumin,3TBDMS,isomer #5	COC1=CC(CC=C(C=C(/C=C/C2=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C2)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=CC=C1O	4082.4	Standard non polar	33892256
Dihydrocurcumin,4TBDMS,isomer #1	COC1=CC(/C=C/C(=CC(=CCC2=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C2)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	4545.3	Semi standard non polar	33892256
Dihydrocurcumin,4TBDMS,isomer #1	COC1=CC(/C=C/C(=CC(=CCC2=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C2)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	4132.8	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydrocurcumin GC-MS (Non-derivatized) - 70eV, Positive	splash10-00tb-0931000000-0aef32f9ba1b838b6b8e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydrocurcumin GC-MS (2 TMS) - 70eV, Positive	splash10-0fdk-2090310000-a0936717c59264d87b24	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydrocurcumin 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 - Dihydrocurcumin 10V, Positive-QTOF	splash10-00di-0219000000-06c7320ae4e189b56209	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrocurcumin 20V, Positive-QTOF	splash10-004i-0923000000-43bf1b1d0b95016c2bbc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrocurcumin 40V, Positive-QTOF	splash10-004s-2911000000-88a84f0715dc689ca494	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrocurcumin 10V, Negative-QTOF	splash10-014i-0109000000-9bc993d3ed96a784068a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrocurcumin 20V, Negative-QTOF	splash10-014i-0729000000-a5d214e2be9886f4d147	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrocurcumin 40V, Negative-QTOF	splash10-005m-1914000000-5497d1b9173730d18438	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrocurcumin 10V, Negative-QTOF	splash10-014i-0319000000-ef529cda99b8f857010a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrocurcumin 20V, Negative-QTOF	splash10-00m0-1934000000-288916b47b086fc61574	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrocurcumin 40V, Negative-QTOF	splash10-001r-1931000000-83daabac7f9c9e011594	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrocurcumin 10V, Positive-QTOF	splash10-00di-0209000000-3d54c7f6d8d31322eb7e	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrocurcumin 20V, Positive-QTOF	splash10-0079-0945000000-fc4c460aaf95131a8e59	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrocurcumin 40V, Positive-QTOF	splash10-004r-1933000000-d2b1f6d127a8454affdb	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

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

FDB008164

KNApSAcK ID

C00044864

Chemspider ID

8604661

KEGG Compound ID

Not Available

BioCyc ID

CPD-13314

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10429233

PDB ID

Not Available

ChEBI ID

67262

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 Dihydrocurcumin (HMDB0031552)

MOL for HMDB0031552 (Dihydrocurcumin)

3D MOL for HMDB0031552 (Dihydrocurcumin)

3D SDF for HMDB0031552 (Dihydrocurcumin)

3D-SDF for HMDB0031552 (Dihydrocurcumin)

PDB for HMDB0031552 (Dihydrocurcumin)

3D PDB for HMDB0031552 (Dihydrocurcumin)

SMILES for HMDB0031552 (Dihydrocurcumin)

INCHI for HMDB0031552 (Dihydrocurcumin)

Structure for HMDB0031552 (Dihydrocurcumin)

3D Structure for HMDB0031552 (Dihydrocurcumin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra