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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:40:42 UTC

Update Date

2022-03-07 02:56:28 UTC

HMDB ID

HMDB0040134

Secondary Accession Numbers

HMDB40134

Metabolite Identification

Common Name

Calebin A

Description

Calebin A belongs to the class of organic compounds known as coumaric acids and derivatives. These are aromatic compounds containing Aromatic compounds containing a cinnamic acid moiety (or a derivative thereof) hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring. Calebin A has been detected, but not quantified in, herbs and spices and turmerics (Curcuma longa). This could make calebin a a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Calebin A.

Structure

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

  Mrv0541 05061311392D          

 28 29  0  0  0  0            999 V2000
   -6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    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
   -5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    5.3625    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
   -2.8579    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  3  2  0  0  0  0
  8  4  2  0  0  0  0
  9  5  2  0  0  0  0
 10  6  2  0  0  0  0
 14  3  1  0  0  0  0
 14  4  1  0  0  0  0
 14 11  2  0  0  0  0
 15  5  1  0  0  0  0
 15  6  1  0  0  0  0
 15 12  2  0  0  0  0
 16  7  1  0  0  0  0
 16 13  1  0  0  0  0
 17  8  1  0  0  0  0
 18  9  1  0  0  0  0
 19 11  1  0  0  0  0
 19 17  2  0  0  0  0
 20 12  1  0  0  0  0
 20 18  2  0  0  0  0
 21 10  1  0  0  0  0
 22 16  2  0  0  0  0
 23 17  1  0  0  0  0
 24 18  1  0  0  0  0
 25 21  2  0  0  0  0
 26  1  1  0  0  0  0
 26 19  1  0  0  0  0
 27  2  1  0  0  0  0
 27 20  1  0  0  0  0
 28 13  1  0  0  0  0
 28 21  1  0  0  0  0
M  END

HMDB0040134
     RDKit          3D
Calebin A
 48 49  0  0  0  0  0  0  0  0999 V2000
   -7.4809    0.7868    1.4931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6842    2.0536    0.8958 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6299    2.7434    0.2802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3640    2.2176    0.2337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2980    2.8609   -0.3610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0037    2.2277   -0.3596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9290    2.7681   -0.9038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6719    2.0026   -0.8255 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3411    2.5299   -1.3476 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6319    0.6801   -0.1591 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7014    0.2031   -0.2470 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1014   -1.0152    0.2766 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2560   -1.7411    0.8581 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5039   -1.4437    0.1467 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9243   -2.5964    0.6316 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3028   -3.0783    0.5350 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6468   -4.3083    1.0784 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8998   -4.8319    1.0344 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8922   -4.1020    0.4144 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2148   -4.5684    0.3239 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6169   -2.8721   -0.1460 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6272   -2.1594   -0.7617 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3528   -0.8881   -1.3433 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3116   -2.3739   -0.0761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4797    4.0821   -0.9404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7731    4.6237   -0.8950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8291    3.9756   -0.3004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0774    4.5481   -0.2821 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9745    0.1443    0.7400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8210    0.9361    2.3827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4718    0.3871    1.7529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2310    1.2303    0.7055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9115    1.2384    0.1234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9683    3.7307   -1.3863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184   -0.0199   -0.6895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9863    0.7326    0.8957 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2031   -0.7956   -0.3587 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1587   -3.1934    1.1274 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8482   -4.8567    1.5574 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1506   -5.8019    1.4681 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3976   -5.4707    0.7398 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8196   -0.2971   -0.5419 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2886   -0.3230   -1.5318 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7293   -0.9593   -2.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1156   -1.4179   -0.5162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6974    4.6608   -1.4313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9027    5.6019   -1.3631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2685    5.4356   -0.6884 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  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  2  0
  5 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 27  3  1  0
 24 16  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  6 33  1  0
  7 34  1  0
 10 35  1  0
 10 36  1  0
 14 37  1  0
 15 38  1  0
 17 39  1  0
 18 40  1  0
 20 41  1  0
 23 42  1  0
 23 43  1  0
 23 44  1  0
 24 45  1  0
 25 46  1  0
 26 47  1  0
 28 48  1  0
M  END

  Mrv0541 05061311392D          

 28 29  0  0  0  0            999 V2000
   -6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    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
   -5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    5.3625    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
   -2.8579    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  3  2  0  0  0  0
  8  4  2  0  0  0  0
  9  5  2  0  0  0  0
 10  6  2  0  0  0  0
 14  3  1  0  0  0  0
 14  4  1  0  0  0  0
 14 11  2  0  0  0  0
 15  5  1  0  0  0  0
 15  6  1  0  0  0  0
 15 12  2  0  0  0  0
 16  7  1  0  0  0  0
 16 13  1  0  0  0  0
 17  8  1  0  0  0  0
 18  9  1  0  0  0  0
 19 11  1  0  0  0  0
 19 17  2  0  0  0  0
 20 12  1  0  0  0  0
 20 18  2  0  0  0  0
 21 10  1  0  0  0  0
 22 16  2  0  0  0  0
 23 17  1  0  0  0  0
 24 18  1  0  0  0  0
 25 21  2  0  0  0  0
 26  1  1  0  0  0  0
 26 19  1  0  0  0  0
 27  2  1  0  0  0  0
 27 20  1  0  0  0  0
 28 13  1  0  0  0  0
 28 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040134

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C=CC(\C=C\C(=O)COC(=O)\C=C\C2=CC(OC)=C(O)C=C2)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H20O7/c1-26-19-11-14(4-8-17(19)23)3-7-16(22)13-28-21(25)10-6-15-5-9-18(24)20(12-15)27-2/h3-12,23-24H,13H2,1-2H3/b7-3+,10-6+

> <INCHI_KEY>
UYEWRTKHKAVRDI-ASVGJQBISA-N

> <FORMULA>
C21H20O7

> <MOLECULAR_WEIGHT>
384.3793

> <EXACT_MASS>
384.120902994

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
39.90653535706651

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3E)-4-(4-hydroxy-3-methoxyphenyl)-2-oxobut-3-en-1-yl (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

> <ALOGPS_LOGP>
3.54

> <JCHEM_LOGP>
3.759881279999999

> <ALOGPS_LOGS>
-4.69

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.024626444586366

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.349464115004753

> <JCHEM_PKA_STRONGEST_BASIC>
-4.541214182936472

> <JCHEM_POLAR_SURFACE_AREA>
102.29

> <JCHEM_REFRACTIVITY>
104.76909999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.80e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3E)-4-(4-hydroxy-3-methoxyphenyl)-2-oxobut-3-en-1-yl (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0040134
     RDKit          3D
Calebin A
 48 49  0  0  0  0  0  0  0  0999 V2000
   -7.4809    0.7868    1.4931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6842    2.0536    0.8958 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6299    2.7434    0.2802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3640    2.2176    0.2337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2980    2.8609   -0.3610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0037    2.2277   -0.3596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9290    2.7681   -0.9038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6719    2.0026   -0.8255 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3411    2.5299   -1.3476 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6319    0.6801   -0.1591 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7014    0.2031   -0.2470 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1014   -1.0152    0.2766 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2560   -1.7411    0.8581 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5039   -1.4437    0.1467 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9243   -2.5964    0.6316 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3028   -3.0783    0.5350 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6468   -4.3083    1.0784 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8998   -4.8319    1.0344 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8922   -4.1020    0.4144 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2148   -4.5684    0.3239 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6169   -2.8721   -0.1460 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6272   -2.1594   -0.7617 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3528   -0.8881   -1.3433 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3116   -2.3739   -0.0761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4797    4.0821   -0.9404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7731    4.6237   -0.8950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8291    3.9756   -0.3004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0774    4.5481   -0.2821 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9745    0.1443    0.7400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8210    0.9361    2.3827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4718    0.3871    1.7529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2310    1.2303    0.7055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9115    1.2384    0.1234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9683    3.7307   -1.3863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184   -0.0199   -0.6895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9863    0.7326    0.8957 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2031   -0.7956   -0.3587 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1587   -3.1934    1.1274 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8482   -4.8567    1.5574 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1506   -5.8019    1.4681 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3976   -5.4707    0.7398 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8196   -0.2971   -0.5419 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2886   -0.3230   -1.5318 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7293   -0.9593   -2.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1156   -1.4179   -0.5162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6974    4.6608   -1.4313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9027    5.6019   -1.3631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2685    5.4356   -0.6884 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  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  2  0
  5 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 27  3  1  0
 24 16  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  6 33  1  0
  7 34  1  0
 10 35  1  0
 10 36  1  0
 14 37  1  0
 15 38  1  0
 17 39  1  0
 18 40  1  0
 20 41  1  0
 23 42  1  0
 23 43  1  0
 23 44  1  0
 24 45  1  0
 25 46  1  0
 26 47  1  0
 28 48  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     -12.003   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335  12.320   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -8.002   7.700   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -10.669   7.700   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.668   6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -12.003   6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335   7.700   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   7.700   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -9.336   5.390   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -9.336   6.930   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667   7.700   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.335   7.700   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -12.003   5.390   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -10.669   4.620   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.001  10.010   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -5.335   9.240   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0     -13.337   4.620   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       6.668  10.010   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -1.334   5.390   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0     -10.669   3.080   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       4.001  11.550   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -2.667   7.700   0.000  0.00  0.00           O+0
CONECT    1   26                                                            
CONECT    2   27                                                            
CONECT    3    7   14                                                       
CONECT    4    8   14                                                       
CONECT    5    9   15                                                       
CONECT    6   10   15                                                       
CONECT    7    3   16                                                       
CONECT    8    4   17                                                       
CONECT    9    5   18                                                       
CONECT   10    6   21                                                       
CONECT   11   14   19                                                       
CONECT   12   15   20                                                       
CONECT   13   16   28                                                       
CONECT   14    3    4   11                                                  
CONECT   15    5    6   12                                                  
CONECT   16    7   13   22                                                  
CONECT   17    8   19   23                                                  
CONECT   18    9   20   24                                                  
CONECT   19   11   17   26                                                  
CONECT   20   12   18   27                                                  
CONECT   21   10   25   28                                                  
CONECT   22   16                                                            
CONECT   23   17                                                            
CONECT   24   18                                                            
CONECT   25   21                                                            
CONECT   26    1   19                                                       
CONECT   27    2   20                                                       
CONECT   28   13   21                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   58    0
END

COMPND    HMDB0040134
HETATM    1  C1  UNL     1      -7.481   0.787   1.493  1.00  0.00           C  
HETATM    2  O1  UNL     1      -7.684   2.054   0.896  1.00  0.00           O  
HETATM    3  C2  UNL     1      -6.630   2.743   0.280  1.00  0.00           C  
HETATM    4  C3  UNL     1      -5.364   2.218   0.234  1.00  0.00           C  
HETATM    5  C4  UNL     1      -4.298   2.861  -0.361  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.004   2.228  -0.360  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.929   2.768  -0.904  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.672   2.003  -0.825  1.00  0.00           C  
HETATM    9  O2  UNL     1       0.341   2.530  -1.348  1.00  0.00           O  
HETATM   10  C8  UNL     1      -0.632   0.680  -0.159  1.00  0.00           C  
HETATM   11  O3  UNL     1       0.701   0.203  -0.247  1.00  0.00           O  
HETATM   12  C9  UNL     1       1.101  -1.015   0.277  1.00  0.00           C  
HETATM   13  O4  UNL     1       0.256  -1.741   0.858  1.00  0.00           O  
HETATM   14  C10 UNL     1       2.504  -1.444   0.147  1.00  0.00           C  
HETATM   15  C11 UNL     1       2.924  -2.596   0.632  1.00  0.00           C  
HETATM   16  C12 UNL     1       4.303  -3.078   0.535  1.00  0.00           C  
HETATM   17  C13 UNL     1       4.647  -4.308   1.078  1.00  0.00           C  
HETATM   18  C14 UNL     1       5.900  -4.832   1.034  1.00  0.00           C  
HETATM   19  C15 UNL     1       6.892  -4.102   0.414  1.00  0.00           C  
HETATM   20  O5  UNL     1       8.215  -4.568   0.324  1.00  0.00           O  
HETATM   21  C16 UNL     1       6.617  -2.872  -0.146  1.00  0.00           C  
HETATM   22  O6  UNL     1       7.627  -2.159  -0.762  1.00  0.00           O  
HETATM   23  C17 UNL     1       7.353  -0.888  -1.343  1.00  0.00           C  
HETATM   24  C18 UNL     1       5.312  -2.374  -0.076  1.00  0.00           C  
HETATM   25  C19 UNL     1      -4.480   4.082  -0.940  1.00  0.00           C  
HETATM   26  C20 UNL     1      -5.773   4.624  -0.895  1.00  0.00           C  
HETATM   27  C21 UNL     1      -6.829   3.976  -0.300  1.00  0.00           C  
HETATM   28  O7  UNL     1      -8.077   4.548  -0.282  1.00  0.00           O  
HETATM   29  H1  UNL     1      -6.974   0.144   0.740  1.00  0.00           H  
HETATM   30  H2  UNL     1      -6.821   0.936   2.383  1.00  0.00           H  
HETATM   31  H3  UNL     1      -8.472   0.387   1.753  1.00  0.00           H  
HETATM   32  H4  UNL     1      -5.231   1.230   0.706  1.00  0.00           H  
HETATM   33  H5  UNL     1      -2.911   1.238   0.123  1.00  0.00           H  
HETATM   34  H6  UNL     1      -1.968   3.731  -1.386  1.00  0.00           H  
HETATM   35  H7  UNL     1      -1.318  -0.020  -0.690  1.00  0.00           H  
HETATM   36  H8  UNL     1      -0.986   0.733   0.896  1.00  0.00           H  
HETATM   37  H9  UNL     1       3.203  -0.796  -0.359  1.00  0.00           H  
HETATM   38  H10 UNL     1       2.159  -3.193   1.127  1.00  0.00           H  
HETATM   39  H11 UNL     1       3.848  -4.857   1.557  1.00  0.00           H  
HETATM   40  H12 UNL     1       6.151  -5.802   1.468  1.00  0.00           H  
HETATM   41  H13 UNL     1       8.398  -5.471   0.740  1.00  0.00           H  
HETATM   42  H14 UNL     1       6.820  -0.297  -0.542  1.00  0.00           H  
HETATM   43  H15 UNL     1       8.289  -0.323  -1.532  1.00  0.00           H  
HETATM   44  H16 UNL     1       6.729  -0.959  -2.239  1.00  0.00           H  
HETATM   45  H17 UNL     1       5.116  -1.418  -0.516  1.00  0.00           H  
HETATM   46  H18 UNL     1      -3.697   4.661  -1.431  1.00  0.00           H  
HETATM   47  H19 UNL     1      -5.903   5.602  -1.363  1.00  0.00           H  
HETATM   48  H20 UNL     1      -8.269   5.436  -0.688  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3
CONECT    3    4    4   27
CONECT    4    5   32
CONECT    5    6   25   25
CONECT    6    7    7   33
CONECT    7    8   34
CONECT    8    9    9   10
CONECT   10   11   35   36
CONECT   11   12
CONECT   12   13   13   14
CONECT   14   15   15   37
CONECT   15   16   38
CONECT   16   17   17   24
CONECT   17   18   39
CONECT   18   19   19   40
CONECT   19   20   21
CONECT   20   41
CONECT   21   22   24   24
CONECT   22   23
CONECT   23   42   43   44
CONECT   24   45
CONECT   25   26   46
CONECT   26   27   27   47
CONECT   27   28
CONECT   28   48
END

HMDB0040134
     RDKit          3D
Calebin A
 48 49  0  0  0  0  0  0  0  0999 V2000
   -7.4809    0.7868    1.4931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6842    2.0536    0.8958 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6299    2.7434    0.2802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3640    2.2176    0.2337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2980    2.8609   -0.3610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0037    2.2277   -0.3596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9290    2.7681   -0.9038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6719    2.0026   -0.8255 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3411    2.5299   -1.3476 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6319    0.6801   -0.1591 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7014    0.2031   -0.2470 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1014   -1.0152    0.2766 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2560   -1.7411    0.8581 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5039   -1.4437    0.1467 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9243   -2.5964    0.6316 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3028   -3.0783    0.5350 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6468   -4.3083    1.0784 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8998   -4.8319    1.0344 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8922   -4.1020    0.4144 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2148   -4.5684    0.3239 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6169   -2.8721   -0.1460 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6272   -2.1594   -0.7617 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3528   -0.8881   -1.3433 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3116   -2.3739   -0.0761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4797    4.0821   -0.9404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7731    4.6237   -0.8950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8291    3.9756   -0.3004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0774    4.5481   -0.2821 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9745    0.1443    0.7400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8210    0.9361    2.3827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4718    0.3871    1.7529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2310    1.2303    0.7055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9115    1.2384    0.1234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9683    3.7307   -1.3863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184   -0.0199   -0.6895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9863    0.7326    0.8957 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2031   -0.7956   -0.3587 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1587   -3.1934    1.1274 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8482   -4.8567    1.5574 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1506   -5.8019    1.4681 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3976   -5.4707    0.7398 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8196   -0.2971   -0.5419 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2886   -0.3230   -1.5318 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7293   -0.9593   -2.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1156   -1.4179   -0.5162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6974    4.6608   -1.4313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9027    5.6019   -1.3631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2685    5.4356   -0.6884 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  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  2  0
  5 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 27  3  1  0
 24 16  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  6 33  1  0
  7 34  1  0
 10 35  1  0
 10 36  1  0
 14 37  1  0
 15 38  1  0
 17 39  1  0
 18 40  1  0
 20 41  1  0
 23 42  1  0
 23 43  1  0
 23 44  1  0
 24 45  1  0
 25 46  1  0
 26 47  1  0
 28 48  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Calebin-a	ChEMBL, HMDB
4''-(3'''-methoxy-4'''-hydroxyphenyl)-2''-oxo-3''-enebutanyl 3-(3'-methoxy-4'-hydroxyphenyl)propenoate	HMDB
(3E)-4-(4-Hydroxy-3-methoxyphenyl)-2-oxobut-3-en-1-yl (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid	Generator

Chemical Formula

C₂₁H₂₀O₇

Average Molecular Weight

384.3793

Monoisotopic Molecular Weight

384.120902994

IUPAC Name

(3E)-4-(4-hydroxy-3-methoxyphenyl)-2-oxobut-3-en-1-yl (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Traditional Name

(3E)-4-(4-hydroxy-3-methoxyphenyl)-2-oxobut-3-en-1-yl (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

CAS Registry Number

Not Available

SMILES

COC1=C(O)C=CC(\C=C\C(=O)COC(=O)\C=C\C2=CC(OC)=C(O)C=C2)=C1

InChI Identifier

InChI=1S/C21H20O7/c1-26-19-11-14(4-8-17(19)23)3-7-16(22)13-28-21(25)10-6-15-5-9-18(24)20(12-15)27-2/h3-12,23-24H,13H2,1-2H3/b7-3+,10-6+

InChI Key

UYEWRTKHKAVRDI-ASVGJQBISA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumaric acids and derivatives. These are aromatic compounds containing Aromatic compounds containing a cinnamic acid moiety (or a derivative thereof) hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Hydroxycinnamic acids and derivatives

Direct Parent

Coumaric acids and derivatives

Alternative Parents

Substituents

Coumaric acid or derivatives
Cinnamic acid ester
Methoxyphenol
Anisole
Phenoxy compound
Phenol ether
Styrene
Methoxybenzene
Phenol
Alpha-acyloxy ketone
1-hydroxy-2-unsubstituted benzenoid
Fatty acid ester
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Fatty acyl
Alpha,beta-unsaturated ketone
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Acryloyl-group
Enone
Carboxylic acid ester
Ketone
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Ether
Carbonyl group
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0040134)
Cell membrane (HMDB: HMDB0040134)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040134)

Source

Exogenous

Exogenous (HMDB: HMDB0040134)

Food

Food (HMDB: HMDB0040134)

Herb and spice

Spice

Turmeric (FooDB: FOOD00068)

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0040134)

Process

Not Available

Role

Biological role

Industrial application

Neuroprotective agent (HMDB: HMDB0040134)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	138 - 139 °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	0.0078 g/L	ALOGPS
logP	3.54	ALOGPS
logP	3.76	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	9.35	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	102.29 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	104.77 m³·mol⁻¹	ChemAxon
Polarizability	39.91 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]+	194.946	30932474
DeepCCS	[M-H]-	192.588	30932474
DeepCCS	[M-2H]-	225.844	30932474
DeepCCS	[M+Na]+	201.073	30932474
AllCCS	[M+H]+	192.5	32859911
AllCCS	[M+H-H2O]+	189.7	32859911
AllCCS	[M+NH4]+	195.2	32859911
AllCCS	[M+Na]+	196.0	32859911
AllCCS	[M-H]-	191.7	32859911
AllCCS	[M+Na-2H]-	191.8	32859911
AllCCS	[M+HCOO]-	192.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Calebin A	COC1=C(O)C=CC(\C=C\C(=O)COC(=O)\C=C\C2=CC(OC)=C(O)C=C2)=C1	6323.9	Standard polar	33892256
Calebin A	COC1=C(O)C=CC(\C=C\C(=O)COC(=O)\C=C\C2=CC(OC)=C(O)C=C2)=C1	3493.1	Standard non polar	33892256
Calebin A	COC1=C(O)C=CC(\C=C\C(=O)COC(=O)\C=C\C2=CC(OC)=C(O)C=C2)=C1	3694.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Calebin A,1TMS,isomer #1	COC1=CC(/C=C/C(=O)OCC(=O)/C=C/C2=CC=C(O[Si](C)(C)C)C(OC)=C2)=CC=C1O	3687.1	Semi standard non polar	33892256
Calebin A,1TMS,isomer #2	COC1=CC(/C=C/C(=O)COC(=O)/C=C/C2=CC=C(O[Si](C)(C)C)C(OC)=C2)=CC=C1O	3688.5	Semi standard non polar	33892256
Calebin A,1TMS,isomer #3	COC1=CC(/C=C/C(=O)OC=C(/C=C/C2=CC=C(O)C(OC)=C2)O[Si](C)(C)C)=CC=C1O	3794.0	Semi standard non polar	33892256
Calebin A,2TMS,isomer #1	COC1=CC(/C=C/C(=O)COC(=O)/C=C/C2=CC=C(O[Si](C)(C)C)C(OC)=C2)=CC=C1O[Si](C)(C)C	3705.6	Semi standard non polar	33892256
Calebin A,2TMS,isomer #2	COC1=CC(/C=C/C(=O)OC=C(/C=C/C2=CC=C(O[Si](C)(C)C)C(OC)=C2)O[Si](C)(C)C)=CC=C1O	3787.7	Semi standard non polar	33892256
Calebin A,2TMS,isomer #3	COC1=CC(/C=C/C(=COC(=O)/C=C/C2=CC=C(O[Si](C)(C)C)C(OC)=C2)O[Si](C)(C)C)=CC=C1O	3788.5	Semi standard non polar	33892256
Calebin A,3TMS,isomer #1	COC1=CC(/C=C/C(=O)OC=C(/C=C/C2=CC=C(O[Si](C)(C)C)C(OC)=C2)O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	3831.6	Semi standard non polar	33892256
Calebin A,3TMS,isomer #1	COC1=CC(/C=C/C(=O)OC=C(/C=C/C2=CC=C(O[Si](C)(C)C)C(OC)=C2)O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	3758.7	Standard non polar	33892256
Calebin A,1TBDMS,isomer #1	COC1=CC(/C=C/C(=O)OCC(=O)/C=C/C2=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C2)=CC=C1O	3967.0	Semi standard non polar	33892256
Calebin A,1TBDMS,isomer #2	COC1=CC(/C=C/C(=O)COC(=O)/C=C/C2=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C2)=CC=C1O	3968.7	Semi standard non polar	33892256
Calebin A,1TBDMS,isomer #3	COC1=CC(/C=C/C(=O)OC=C(/C=C/C2=CC=C(O)C(OC)=C2)O[Si](C)(C)C(C)(C)C)=CC=C1O	4085.9	Semi standard non polar	33892256
Calebin A,2TBDMS,isomer #1	COC1=CC(/C=C/C(=O)COC(=O)/C=C/C2=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C2)=CC=C1O[Si](C)(C)C(C)(C)C	4237.0	Semi standard non polar	33892256
Calebin A,2TBDMS,isomer #2	COC1=CC(/C=C/C(=O)OC=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	4335.7	Semi standard non polar	33892256
Calebin A,2TBDMS,isomer #3	COC1=CC(/C=C/C(=COC(=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	4336.5	Semi standard non polar	33892256
Calebin A,3TBDMS,isomer #1	COC1=CC(/C=C/C(=O)OC=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[Si](C)(C)C(C)(C)C	4545.4	Semi standard non polar	33892256
Calebin A,3TBDMS,isomer #1	COC1=CC(/C=C/C(=O)OC=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[Si](C)(C)C(C)(C)C	4374.6	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Calebin A GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-0900000000-2ad529702fd246d70512	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Calebin A GC-MS (2 TMS) - 70eV, Positive	splash10-03di-2180290000-22a6d9ea77f0e5ac9e3a	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Calebin A 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 - Calebin A 10V, Positive-QTOF	splash10-00kr-0719000000-07ead4a60a17a1b5309e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calebin A 20V, Positive-QTOF	splash10-007c-0922000000-c4d248bec26d1bab5567	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calebin A 40V, Positive-QTOF	splash10-007a-1901000000-7cf05f52d8f0260d6451	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calebin A 10V, Negative-QTOF	splash10-001l-0917000000-9db7623321a85da36e23	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calebin A 20V, Negative-QTOF	splash10-002f-0900000000-fa67d99e62ccd375ad9c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calebin A 40V, Negative-QTOF	splash10-004i-0900000000-bdb7ef945c27ad9f9322	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calebin A 10V, Positive-QTOF	splash10-000i-0209000000-795e17c72618a4b03df9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calebin A 20V, Positive-QTOF	splash10-0fg9-0926000000-108ab94e61601b9697e0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calebin A 40V, Positive-QTOF	splash10-002s-0901000000-300fea4fc07c65fe6d77	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calebin A 10V, Negative-QTOF	splash10-001i-0309000000-986d651772d992f360c5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calebin A 20V, Negative-QTOF	splash10-001j-0913000000-0a89845d9c4ce656ed09	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calebin A 40V, Negative-QTOF	splash10-000t-0900000000-3c192fce8e89b826b53e	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

FDB019830

KNApSAcK ID

C00045250

Chemspider ID

553044

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

637429

PDB ID

Not Available

ChEBI ID

175904

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

Park SY, Kim DS: Discovery of natural products from Curcuma longa that protect cells from beta-amyloid insult: a drug discovery effort against Alzheimer's disease. J Nat Prod. 2002 Sep;65(9):1227-31. [PubMed:12350137 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Calebin A (HMDB0040134)

MOL for HMDB0040134 (Calebin A)

3D MOL for HMDB0040134 (Calebin A)

3D SDF for HMDB0040134 (Calebin A)

3D-SDF for HMDB0040134 (Calebin A)

PDB for HMDB0040134 (Calebin A)

3D PDB for HMDB0040134 (Calebin A)

SMILES for HMDB0040134 (Calebin A)

INCHI for HMDB0040134 (Calebin A)

Structure for HMDB0040134 (Calebin A)

3D Structure for HMDB0040134 (Calebin A)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra