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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:08:05 UTC

Update Date

2022-03-07 02:56:38 UTC

HMDB ID

HMDB0040572

Secondary Accession Numbers

HMDB40572

Metabolite Identification

Common Name

2-O-Caffeoylhydroxycitric acid

Description

2-O-Caffeoylhydroxycitric acid belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups. 2-O-Caffeoylhydroxycitric acid has been detected, but not quantified in, several different foods, such as breakfast cereal, cereals and cereal products, corns (Zea mays), fats and oils, and fruits. This could make 2-O-caffeoylhydroxycitric acid a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 2-O-Caffeoylhydroxycitric acid.

Structure

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


  Mrv0541 05061311572D          

 26 26  0  0  0  0            999 V2000
   -3.2529   -0.4283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8831    0.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0394   -1.2251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2997    1.5354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8727   -0.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6696    0.1551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2425   -1.4387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6591   -0.8553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9299    5.6761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5133    2.3322    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
   -2.9403    3.9260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9767    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5600    4.2959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0290   -2.2356    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8623   -1.0688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5133    6.2595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1330    5.8896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3101    2.5458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5237    3.3427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1538    4.7229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1902    2.9156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1798    3.9260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9767    4.8792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9299    2.9156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  2  2  0  0  0  0
  7  1  1  0  0  0  0
  7  2  1  0  0  0  0
  7  5  2  0  0  0  0
  8  3  1  0  0  0  0
  9  5  1  0  0  0  0
  9  8  2  0  0  0  0
 10  6  1  0  0  0  0
 11  4  1  0  0  0  0
 13 12  1  0  0  0  0
 15  6  1  0  0  0  0
 15 12  1  0  0  0  0
 15 14  1  0  0  0  0
 16  8  1  0  0  0  0
 17  9  1  0  0  0  0
 18 10  2  0  0  0  0
 19 10  1  0  0  0  0
 20 11  2  0  0  0  0
 21 13  2  0  0  0  0
 22 13  1  0  0  0  0
 23 14  2  0  0  0  0
 24 14  1  0  0  0  0
 25 15  1  0  0  0  0
 26 11  1  0  0  0  0
 26 12  1  0  0  0  0
M  END

HMDB0040572
     RDKit          3D
2-O-Caffeoylhydroxycitric acid
 40 40  0  0  0  0  0  0  0  0999 V2000
   -5.1174    0.2887   -2.2170 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2217    1.1084   -1.9122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2343    2.3346   -2.5801 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1952    0.7893   -0.8878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4639   -0.6019   -0.3651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3856   -1.4834   -1.4243 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8118   -0.5801    0.2609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9771    0.1961    1.2365 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8669   -1.3444   -0.1568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4458   -0.9937    0.6994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1383   -0.9702    0.2126 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1127   -0.2225    0.7270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3276    0.5059    1.7069 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2498   -0.2502    0.1556 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2196    0.4813    0.6720 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5867    0.5224    0.1834 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0150   -0.2169   -0.8939 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3414   -0.1465   -1.3306 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2263    0.6769   -0.6677 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5584    0.7949   -1.0481 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8223    1.4276    0.4141 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6702    2.2653    1.1091 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5033    1.3329    0.8179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7794   -2.3604    1.1287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9457   -3.2761    1.0269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0276   -2.6189    1.6464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1428    3.1654   -1.9784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2064    0.8833   -1.3804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2494    1.5434   -0.0774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8849   -1.1344   -2.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4162   -1.8707    0.4969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6018   -0.3301    1.5765 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4694   -0.8721   -0.6953 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9207    1.0905    1.5386 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3488   -0.8631   -1.4253 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7122   -0.7124   -2.1722 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8738    0.2493   -1.8428 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3443    2.8034    1.8988 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1703    1.9294    1.6823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4800   -3.5409    1.5582 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  7  9  1  0
  5 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
 21 23  2  0
 10 24  1  0
 24 25  2  0
 24 26  1  0
 23 16  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  6 30  1  0
  9 31  1  0
 10 32  1  0
 14 33  1  0
 15 34  1  0
 17 35  1  0
 18 36  1  0
 20 37  1  0
 22 38  1  0
 23 39  1  0
 26 40  1  0
M  END


  Mrv0541 05061311572D          

 26 26  0  0  0  0            999 V2000
   -3.2529   -0.4283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8831    0.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0394   -1.2251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2997    1.5354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8727   -0.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6696    0.1551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2425   -1.4387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6591   -0.8553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9299    5.6761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5133    2.3322    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
   -2.9403    3.9260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9767    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5600    4.2959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0290   -2.2356    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8623   -1.0688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5133    6.2595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1330    5.8896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3101    2.5458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5237    3.3427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1538    4.7229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1902    2.9156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1798    3.9260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9767    4.8792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9299    2.9156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  2  2  0  0  0  0
  7  1  1  0  0  0  0
  7  2  1  0  0  0  0
  7  5  2  0  0  0  0
  8  3  1  0  0  0  0
  9  5  1  0  0  0  0
  9  8  2  0  0  0  0
 10  6  1  0  0  0  0
 11  4  1  0  0  0  0
 13 12  1  0  0  0  0
 15  6  1  0  0  0  0
 15 12  1  0  0  0  0
 15 14  1  0  0  0  0
 16  8  1  0  0  0  0
 17  9  1  0  0  0  0
 18 10  2  0  0  0  0
 19 10  1  0  0  0  0
 20 11  2  0  0  0  0
 21 13  2  0  0  0  0
 22 13  1  0  0  0  0
 23 14  2  0  0  0  0
 24 14  1  0  0  0  0
 25 15  1  0  0  0  0
 26 11  1  0  0  0  0
 26 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040572

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H14O11/c16-8-3-1-7(5-9(8)17)2-4-11(20)26-12(13(21)22)15(25,14(23)24)6-10(18)19/h1-5,12,16-17,25H,6H2,(H,18,19)(H,21,22)(H,23,24)/b4-2+

> <INCHI_KEY>
OUWOVSUGDPWIBY-DUXPYHPUSA-N

> <FORMULA>
C15H14O11

> <MOLECULAR_WEIGHT>
370.2651

> <EXACT_MASS>
370.05361129

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
32.647450538137505

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-2-hydroxypropane-1,2,3-tricarboxylic acid

> <ALOGPS_LOGP>
1.45

> <JCHEM_LOGP>
0.3889141619999997

> <ALOGPS_LOGS>
-2.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
4.307531128476228

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.8680808650348317

> <JCHEM_PKA_STRONGEST_BASIC>
-4.5894545120764745

> <JCHEM_POLAR_SURFACE_AREA>
198.88999999999996

> <JCHEM_REFRACTIVITY>
80.49159999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.21e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-2-hydroxypropane-1,2,3-tricarboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0040572
     RDKit          3D
2-O-Caffeoylhydroxycitric acid
 40 40  0  0  0  0  0  0  0  0999 V2000
   -5.1174    0.2887   -2.2170 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2217    1.1084   -1.9122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2343    2.3346   -2.5801 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1952    0.7893   -0.8878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4639   -0.6019   -0.3651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3856   -1.4834   -1.4243 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8118   -0.5801    0.2609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9771    0.1961    1.2365 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8669   -1.3444   -0.1568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4458   -0.9937    0.6994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1383   -0.9702    0.2126 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1127   -0.2225    0.7270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3276    0.5059    1.7069 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2498   -0.2502    0.1556 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2196    0.4813    0.6720 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5867    0.5224    0.1834 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0150   -0.2169   -0.8939 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3414   -0.1465   -1.3306 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2263    0.6769   -0.6677 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5584    0.7949   -1.0481 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8223    1.4276    0.4141 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6702    2.2653    1.1091 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5033    1.3329    0.8179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7794   -2.3604    1.1287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9457   -3.2761    1.0269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0276   -2.6189    1.6464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1428    3.1654   -1.9784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2064    0.8833   -1.3804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2494    1.5434   -0.0774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8849   -1.1344   -2.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4162   -1.8707    0.4969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6018   -0.3301    1.5765 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4694   -0.8721   -0.6953 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9207    1.0905    1.5386 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3488   -0.8631   -1.4253 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7122   -0.7124   -2.1722 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8738    0.2493   -1.8428 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3443    2.8034    1.8988 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1703    1.9294    1.6823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4800   -3.5409    1.5582 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  7  9  1  0
  5 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
 21 23  2  0
 10 24  1  0
 24 25  2  0
 24 26  1  0
 23 16  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  6 30  1  0
  9 31  1  0
 10 32  1  0
 14 33  1  0
 15 34  1  0
 17 35  1  0
 18 36  1  0
 20 37  1  0
 22 38  1  0
 23 39  1  0
 26 40  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      -6.072  -0.799   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.382   1.777   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.674  -2.287   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.293   2.866   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.496  -0.109   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.001   9.108   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.983   0.290   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.186  -2.686   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.097  -1.597   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.602  10.595   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.691   4.353   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.489   7.329   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.823   6.930   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.912   8.019   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -3.787  -4.173   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -1.610  -1.995   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -4.691  11.684   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -2.115  10.994   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -6.179   4.752   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -6.578   6.240   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -5.887   8.816   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -2.222   5.442   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -0.336   7.329   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -1.823   9.108   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -3.602   5.442   0.000  0.00  0.00           O+0
CONECT    1    3    7                                                       
CONECT    2    4    7                                                       
CONECT    3    1    8                                                       
CONECT    4    2   11                                                       
CONECT    5    7    9                                                       
CONECT    6   10   15                                                       
CONECT    7    1    2    5                                                  
CONECT    8    3    9   16                                                  
CONECT    9    5    8   17                                                  
CONECT   10    6   18   19                                                  
CONECT   11    4   20   26                                                  
CONECT   12   13   15   26                                                  
CONECT   13   12   21   22                                                  
CONECT   14   15   23   24                                                  
CONECT   15    6   12   14   25                                             
CONECT   16    8                                                            
CONECT   17    9                                                            
CONECT   18   10                                                            
CONECT   19   10                                                            
CONECT   20   11                                                            
CONECT   21   13                                                            
CONECT   22   13                                                            
CONECT   23   14                                                            
CONECT   24   14                                                            
CONECT   25   15                                                            
CONECT   26   11   12                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   52    0
END

COMPND    HMDB0040572
HETATM    1  O1  UNL     1      -5.117   0.289  -2.217  1.00  0.00           O  
HETATM    2  C1  UNL     1      -4.222   1.108  -1.912  1.00  0.00           C  
HETATM    3  O2  UNL     1      -4.234   2.335  -2.580  1.00  0.00           O  
HETATM    4  C2  UNL     1      -3.195   0.789  -0.888  1.00  0.00           C  
HETATM    5  C3  UNL     1      -3.464  -0.602  -0.365  1.00  0.00           C  
HETATM    6  O3  UNL     1      -3.386  -1.483  -1.424  1.00  0.00           O  
HETATM    7  C4  UNL     1      -4.812  -0.580   0.261  1.00  0.00           C  
HETATM    8  O4  UNL     1      -4.977   0.196   1.237  1.00  0.00           O  
HETATM    9  O5  UNL     1      -5.867  -1.344  -0.157  1.00  0.00           O  
HETATM   10  C5  UNL     1      -2.446  -0.994   0.699  1.00  0.00           C  
HETATM   11  O6  UNL     1      -1.138  -0.970   0.213  1.00  0.00           O  
HETATM   12  C6  UNL     1      -0.113  -0.222   0.727  1.00  0.00           C  
HETATM   13  O7  UNL     1      -0.328   0.506   1.707  1.00  0.00           O  
HETATM   14  C7  UNL     1       1.250  -0.250   0.156  1.00  0.00           C  
HETATM   15  C8  UNL     1       2.220   0.481   0.672  1.00  0.00           C  
HETATM   16  C9  UNL     1       3.587   0.522   0.183  1.00  0.00           C  
HETATM   17  C10 UNL     1       4.015  -0.217  -0.894  1.00  0.00           C  
HETATM   18  C11 UNL     1       5.341  -0.147  -1.331  1.00  0.00           C  
HETATM   19  C12 UNL     1       6.226   0.677  -0.668  1.00  0.00           C  
HETATM   20  O8  UNL     1       7.558   0.795  -1.048  1.00  0.00           O  
HETATM   21  C13 UNL     1       5.822   1.428   0.414  1.00  0.00           C  
HETATM   22  O9  UNL     1       6.670   2.265   1.109  1.00  0.00           O  
HETATM   23  C14 UNL     1       4.503   1.333   0.818  1.00  0.00           C  
HETATM   24  C15 UNL     1      -2.779  -2.360   1.129  1.00  0.00           C  
HETATM   25  O10 UNL     1      -1.946  -3.276   1.027  1.00  0.00           O  
HETATM   26  O11 UNL     1      -4.028  -2.619   1.646  1.00  0.00           O  
HETATM   27  H1  UNL     1      -4.143   3.165  -1.978  1.00  0.00           H  
HETATM   28  H2  UNL     1      -2.206   0.883  -1.380  1.00  0.00           H  
HETATM   29  H3  UNL     1      -3.249   1.543  -0.077  1.00  0.00           H  
HETATM   30  H4  UNL     1      -2.885  -1.134  -2.193  1.00  0.00           H  
HETATM   31  H5  UNL     1      -6.416  -1.871   0.497  1.00  0.00           H  
HETATM   32  H6  UNL     1      -2.602  -0.330   1.576  1.00  0.00           H  
HETATM   33  H7  UNL     1       1.469  -0.872  -0.695  1.00  0.00           H  
HETATM   34  H8  UNL     1       1.921   1.091   1.539  1.00  0.00           H  
HETATM   35  H9  UNL     1       3.349  -0.863  -1.425  1.00  0.00           H  
HETATM   36  H10 UNL     1       5.712  -0.712  -2.172  1.00  0.00           H  
HETATM   37  H11 UNL     1       7.874   0.249  -1.843  1.00  0.00           H  
HETATM   38  H12 UNL     1       6.344   2.803   1.899  1.00  0.00           H  
HETATM   39  H13 UNL     1       4.170   1.929   1.682  1.00  0.00           H  
HETATM   40  H14 UNL     1      -4.480  -3.541   1.558  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   27
CONECT    4    5   28   29
CONECT    5    6    7   10
CONECT    6   30
CONECT    7    8    8    9
CONECT    9   31
CONECT   10   11   24   32
CONECT   11   12
CONECT   12   13   13   14
CONECT   14   15   15   33
CONECT   15   16   34
CONECT   16   17   17   23
CONECT   17   18   35
CONECT   18   19   19   36
CONECT   19   20   21
CONECT   20   37
CONECT   21   22   23   23
CONECT   22   38
CONECT   23   39
CONECT   24   25   25   26
CONECT   26   40
END

HMDB0040572
     RDKit          3D
2-O-Caffeoylhydroxycitric acid
 40 40  0  0  0  0  0  0  0  0999 V2000
   -5.1174    0.2887   -2.2170 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2217    1.1084   -1.9122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2343    2.3346   -2.5801 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1952    0.7893   -0.8878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4639   -0.6019   -0.3651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3856   -1.4834   -1.4243 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8118   -0.5801    0.2609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9771    0.1961    1.2365 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8669   -1.3444   -0.1568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4458   -0.9937    0.6994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1383   -0.9702    0.2126 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1127   -0.2225    0.7270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3276    0.5059    1.7069 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2498   -0.2502    0.1556 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2196    0.4813    0.6720 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5867    0.5224    0.1834 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0150   -0.2169   -0.8939 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3414   -0.1465   -1.3306 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2263    0.6769   -0.6677 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5584    0.7949   -1.0481 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8223    1.4276    0.4141 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6702    2.2653    1.1091 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5033    1.3329    0.8179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7794   -2.3604    1.1287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9457   -3.2761    1.0269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0276   -2.6189    1.6464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1428    3.1654   -1.9784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2064    0.8833   -1.3804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2494    1.5434   -0.0774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8849   -1.1344   -2.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4162   -1.8707    0.4969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6018   -0.3301    1.5765 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4694   -0.8721   -0.6953 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9207    1.0905    1.5386 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3488   -0.8631   -1.4253 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7122   -0.7124   -2.1722 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8738    0.2493   -1.8428 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3443    2.8034    1.8988 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1703    1.9294    1.6823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4800   -3.5409    1.5582 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  7  9  1  0
  5 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
 21 23  2  0
 10 24  1  0
 24 25  2  0
 24 26  1  0
 23 16  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  6 30  1  0
  9 31  1  0
 10 32  1  0
 14 33  1  0
 15 34  1  0
 17 35  1  0
 18 36  1  0
 20 37  1  0
 22 38  1  0
 23 39  1  0
 26 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-O-Caffeoylhydroxycitrate	Generator
1-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-2-hydroxypropane-1,2,3-tricarboxylate	HMDB

Chemical Formula

C₁₅H₁₄O₁₁

Average Molecular Weight

370.2651

Monoisotopic Molecular Weight

370.05361129

IUPAC Name

1-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-2-hydroxypropane-1,2,3-tricarboxylic acid

Traditional Name

1-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-2-hydroxypropane-1,2,3-tricarboxylic acid

CAS Registry Number

62345-87-3

SMILES

OC(=O)CC(O)(C(OC(=O)\C=C\C1=CC(O)=C(O)C=C1)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C15H14O11/c16-8-3-1-7(5-9(8)17)2-4-11(20)26-12(13(21)22)15(25,14(23)24)6-10(18)19/h1-5,12,16-17,25H,6H2,(H,18,19)(H,21,22)(H,23,24)/b4-2+

InChI Key

OUWOVSUGDPWIBY-DUXPYHPUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Tetracarboxylic acids and derivatives

Direct Parent

Tetracarboxylic acids and derivatives

Alternative Parents

Substituents

Tetracarboxylic acid or derivatives
Hydroxycinnamic acid or derivatives
Cinnamic acid ester
Coumaric acid or derivatives
Cinnamic acid or derivatives
Styrene
Catechol
1-hydroxy-2-unsubstituted benzenoid
Fatty acid ester
1-hydroxy-4-unsubstituted benzenoid
Phenol
Monosaccharide
Monocyclic benzene moiety
Alpha-hydroxy acid
Hydroxy acid
Benzenoid
Fatty acyl
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tertiary alcohol
Carboxylic acid ester
Carboxylic acid
Alcohol
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organic oxygen compound
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0040572)
Cytoplasm (HMDB: HMDB0040572)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040572)

Source

Exogenous

Food

Food (HMDB: HMDB0040572)

Cereal and cereal product

Cereal product

Breakfast cereal (FooDB: FOOD00270)

Cereal

Corn (FooDB: FOOD00205)

Cereals and cereal products (FooDB: FOOD00858)

Fruit

Fruits (FooDB: FOOD00871)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Endogenous

Plant

Plant (HMDB: HMDB0040572)
Poaceae (HMDB: HMDB0040572)

Not Available

Nutrient (HMDB: HMDB0040572)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	158 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	92990 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	1.21 g/L	ALOGPS
logP	1.45	ALOGPS
logP	0.39	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	2.87	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	198.89 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	80.49 m³·mol⁻¹	ChemAxon
Polarizability	32.65 Å³	ChemAxon
Number of Rings	1	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
DeepCCS	[M+H]+	183.936	30932474
DeepCCS	[M-H]-	181.578	30932474
DeepCCS	[M-2H]-	215.734	30932474
DeepCCS	[M+Na]+	191.179	30932474
AllCCS	[M+H]+	178.6	32859911
AllCCS	[M+H-H2O]+	176.0	32859911
AllCCS	[M+NH4]+	181.1	32859911
AllCCS	[M+Na]+	181.8	32859911
AllCCS	[M-H]-	177.3	32859911
AllCCS	[M+Na-2H]-	177.4	32859911
AllCCS	[M+HCOO]-	177.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-O-Caffeoylhydroxycitric acid	OC(=O)CC(O)(C(OC(=O)\C=C\C1=CC(O)=C(O)C=C1)C(O)=O)C(O)=O	5618.3	Standard polar	33892256
2-O-Caffeoylhydroxycitric acid	OC(=O)CC(O)(C(OC(=O)\C=C\C1=CC(O)=C(O)C=C1)C(O)=O)C(O)=O	2721.9	Standard non polar	33892256
2-O-Caffeoylhydroxycitric acid	OC(=O)CC(O)(C(OC(=O)\C=C\C1=CC(O)=C(O)C=C1)C(O)=O)C(O)=O	3282.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-O-Caffeoylhydroxycitric acid,1TMS,isomer #1	C[Si](C)(C)OC(=O)CC(O)(C(=O)O)C(OC(=O)/C=C/C1=CC=C(O)C(O)=C1)C(=O)O	3300.7	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,1TMS,isomer #2	C[Si](C)(C)OC(CC(=O)O)(C(=O)O)C(OC(=O)/C=C/C1=CC=C(O)C(O)=C1)C(=O)O	3360.2	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,1TMS,isomer #3	C[Si](C)(C)OC1=CC(/C=C/C(=O)OC(C(=O)O)C(O)(CC(=O)O)C(=O)O)=CC=C1O	3264.3	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,1TMS,isomer #4	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)OC(C(=O)O)C(O)(CC(=O)O)C(=O)O)C=C1O	3262.5	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,1TMS,isomer #5	C[Si](C)(C)OC(=O)C(OC(=O)/C=C/C1=CC=C(O)C(O)=C1)C(O)(CC(=O)O)C(=O)O	3302.6	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,1TMS,isomer #6	C[Si](C)(C)OC(=O)C(O)(CC(=O)O)C(OC(=O)/C=C/C1=CC=C(O)C(O)=C1)C(=O)O	3270.7	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)CC(O[Si](C)(C)C)(C(=O)O)C(OC(=O)/C=C/C1=CC=C(O)C(O)=C1)C(=O)O	3246.8	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,2TMS,isomer #10	C[Si](C)(C)OC(=O)C(OC(=O)/C=C/C1=CC=C(O)C(O[Si](C)(C)C)=C1)C(O)(CC(=O)O)C(=O)O	3166.4	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,2TMS,isomer #11	C[Si](C)(C)OC(=O)C(O)(CC(=O)O)C(OC(=O)/C=C/C1=CC=C(O)C(O[Si](C)(C)C)=C1)C(=O)O	3147.5	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,2TMS,isomer #12	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)OC(C(=O)O)C(O)(CC(=O)O)C(=O)O)C=C1O[Si](C)(C)C	3236.1	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,2TMS,isomer #13	C[Si](C)(C)OC(=O)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C(O)=C1)C(O)(CC(=O)O)C(=O)O	3171.1	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,2TMS,isomer #14	C[Si](C)(C)OC(=O)C(O)(CC(=O)O)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C(O)=C1)C(=O)O	3143.4	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,2TMS,isomer #15	C[Si](C)(C)OC(=O)C(OC(=O)/C=C/C1=CC=C(O)C(O)=C1)C(O)(CC(=O)O)C(=O)O[Si](C)(C)C	3196.5	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,2TMS,isomer #2	C[Si](C)(C)OC(=O)CC(O)(C(=O)O[Si](C)(C)C)C(OC(=O)/C=C/C1=CC=C(O)C(O)=C1)C(=O)O	3180.9	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,2TMS,isomer #3	C[Si](C)(C)OC(=O)CC(O)(C(=O)O)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C(O)=C1)C(=O)O	3160.0	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,2TMS,isomer #4	C[Si](C)(C)OC(=O)CC(O)(C(=O)O)C(OC(=O)/C=C/C1=CC=C(O)C(O[Si](C)(C)C)=C1)C(=O)O	3160.9	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,2TMS,isomer #5	C[Si](C)(C)OC(=O)CC(O)(C(=O)O)C(OC(=O)/C=C/C1=CC=C(O)C(O)=C1)C(=O)O[Si](C)(C)C	3194.9	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,2TMS,isomer #6	C[Si](C)(C)OC(=O)C(CC(=O)O)(O[Si](C)(C)C)C(OC(=O)/C=C/C1=CC=C(O)C(O)=C1)C(=O)O	3244.2	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,2TMS,isomer #7	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)OC(C(=O)O)C(CC(=O)O)(O[Si](C)(C)C)C(=O)O)C=C1O	3248.6	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,2TMS,isomer #8	C[Si](C)(C)OC1=CC(/C=C/C(=O)OC(C(=O)O)C(CC(=O)O)(O[Si](C)(C)C)C(=O)O)=CC=C1O	3256.2	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,2TMS,isomer #9	C[Si](C)(C)OC(=O)C(OC(=O)/C=C/C1=CC=C(O)C(O)=C1)C(CC(=O)O)(O[Si](C)(C)C)C(=O)O	3268.4	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)CC(O[Si](C)(C)C)(C(=O)O[Si](C)(C)C)C(OC(=O)/C=C/C1=CC=C(O)C(O)=C1)C(=O)O	3179.1	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,3TMS,isomer #10	C[Si](C)(C)OC(=O)CC(O)(C(=O)O)C(OC(=O)/C=C/C1=CC=C(O)C(O[Si](C)(C)C)=C1)C(=O)O[Si](C)(C)C	3105.5	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,3TMS,isomer #11	C[Si](C)(C)OC(=O)C(CC(=O)O)(O[Si](C)(C)C)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C(O)=C1)C(=O)O	3143.1	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,3TMS,isomer #12	C[Si](C)(C)OC(=O)C(CC(=O)O)(O[Si](C)(C)C)C(OC(=O)/C=C/C1=CC=C(O)C(O[Si](C)(C)C)=C1)C(=O)O	3156.9	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,3TMS,isomer #13	C[Si](C)(C)OC(=O)C(OC(=O)/C=C/C1=CC=C(O)C(O)=C1)C(CC(=O)O)(O[Si](C)(C)C)C(=O)O[Si](C)(C)C	3197.1	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,3TMS,isomer #14	C[Si](C)(C)OC(=O)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C(O)=C1)C(CC(=O)O)(O[Si](C)(C)C)C(=O)O	3156.6	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,3TMS,isomer #15	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)OC(C(=O)O)C(CC(=O)O)(O[Si](C)(C)C)C(=O)O)C=C1O[Si](C)(C)C	3241.5	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,3TMS,isomer #16	C[Si](C)(C)OC(=O)C(OC(=O)/C=C/C1=CC=C(O)C(O[Si](C)(C)C)=C1)C(CC(=O)O)(O[Si](C)(C)C)C(=O)O	3168.6	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,3TMS,isomer #17	C[Si](C)(C)OC(=O)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)C(O)(CC(=O)O)C(=O)O	3145.6	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,3TMS,isomer #18	C[Si](C)(C)OC(=O)C(OC(=O)/C=C/C1=CC=C(O)C(O[Si](C)(C)C)=C1)C(O)(CC(=O)O)C(=O)O[Si](C)(C)C	3094.4	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,3TMS,isomer #19	C[Si](C)(C)OC(=O)C(O)(CC(=O)O)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)C(=O)O	3145.5	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,3TMS,isomer #2	C[Si](C)(C)OC(=O)CC(O[Si](C)(C)C)(C(=O)O)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C(O)=C1)C(=O)O	3143.0	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,3TMS,isomer #20	C[Si](C)(C)OC(=O)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C(O)=C1)C(O)(CC(=O)O)C(=O)O[Si](C)(C)C	3077.7	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,3TMS,isomer #3	C[Si](C)(C)OC(=O)CC(O[Si](C)(C)C)(C(=O)O)C(OC(=O)/C=C/C1=CC=C(O)C(O[Si](C)(C)C)=C1)C(=O)O	3155.4	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,3TMS,isomer #4	C[Si](C)(C)OC(=O)CC(O[Si](C)(C)C)(C(=O)O)C(OC(=O)/C=C/C1=CC=C(O)C(O)=C1)C(=O)O[Si](C)(C)C	3187.2	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,3TMS,isomer #5	C[Si](C)(C)OC(=O)CC(O)(C(=O)O[Si](C)(C)C)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C(O)=C1)C(=O)O	3083.0	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,3TMS,isomer #6	C[Si](C)(C)OC(=O)CC(O)(C(=O)O[Si](C)(C)C)C(OC(=O)/C=C/C1=CC=C(O)C(O[Si](C)(C)C)=C1)C(=O)O	3100.9	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,3TMS,isomer #7	C[Si](C)(C)OC(=O)CC(O)(C(=O)O[Si](C)(C)C)C(OC(=O)/C=C/C1=CC=C(O)C(O)=C1)C(=O)O[Si](C)(C)C	3116.2	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,3TMS,isomer #8	C[Si](C)(C)OC(=O)CC(O)(C(=O)O)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)C(=O)O	3145.5	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,3TMS,isomer #9	C[Si](C)(C)OC(=O)CC(O)(C(=O)O)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C(O)=C1)C(=O)O[Si](C)(C)C	3090.3	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,4TMS,isomer #1	C[Si](C)(C)OC(=O)CC(O[Si](C)(C)C)(C(=O)O[Si](C)(C)C)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C(O)=C1)C(=O)O	3104.1	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,4TMS,isomer #10	C[Si](C)(C)OC(=O)CC(O)(C(=O)O)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)C(=O)O[Si](C)(C)C	3130.6	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,4TMS,isomer #11	C[Si](C)(C)OC(=O)C(CC(=O)O)(O[Si](C)(C)C)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)C(=O)O	3173.9	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,4TMS,isomer #12	C[Si](C)(C)OC(=O)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C(O)=C1)C(CC(=O)O)(O[Si](C)(C)C)C(=O)O[Si](C)(C)C	3108.8	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,4TMS,isomer #13	C[Si](C)(C)OC(=O)C(OC(=O)/C=C/C1=CC=C(O)C(O[Si](C)(C)C)=C1)C(CC(=O)O)(O[Si](C)(C)C)C(=O)O[Si](C)(C)C	3126.5	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,4TMS,isomer #14	C[Si](C)(C)OC(=O)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)C(CC(=O)O)(O[Si](C)(C)C)C(=O)O	3181.8	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,4TMS,isomer #15	C[Si](C)(C)OC(=O)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)C(O)(CC(=O)O)C(=O)O[Si](C)(C)C	3117.1	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,4TMS,isomer #2	C[Si](C)(C)OC(=O)CC(O[Si](C)(C)C)(C(=O)O[Si](C)(C)C)C(OC(=O)/C=C/C1=CC=C(O)C(O[Si](C)(C)C)=C1)C(=O)O	3122.3	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,4TMS,isomer #3	C[Si](C)(C)OC(=O)CC(O[Si](C)(C)C)(C(=O)O[Si](C)(C)C)C(OC(=O)/C=C/C1=CC=C(O)C(O)=C1)C(=O)O[Si](C)(C)C	3103.1	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,4TMS,isomer #4	C[Si](C)(C)OC(=O)CC(O[Si](C)(C)C)(C(=O)O)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)C(=O)O	3181.5	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,4TMS,isomer #5	C[Si](C)(C)OC(=O)CC(O[Si](C)(C)C)(C(=O)O)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C(O)=C1)C(=O)O[Si](C)(C)C	3110.2	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,4TMS,isomer #6	C[Si](C)(C)OC(=O)CC(O[Si](C)(C)C)(C(=O)O)C(OC(=O)/C=C/C1=CC=C(O)C(O[Si](C)(C)C)=C1)C(=O)O[Si](C)(C)C	3130.2	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,4TMS,isomer #7	C[Si](C)(C)OC(=O)CC(O)(C(=O)O[Si](C)(C)C)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)C(=O)O	3124.3	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,4TMS,isomer #8	C[Si](C)(C)OC(=O)CC(O)(C(=O)O[Si](C)(C)C)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C(O)=C1)C(=O)O[Si](C)(C)C	3082.1	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,4TMS,isomer #9	C[Si](C)(C)OC(=O)CC(O)(C(=O)O[Si](C)(C)C)C(OC(=O)/C=C/C1=CC=C(O)C(O[Si](C)(C)C)=C1)C(=O)O[Si](C)(C)C	3105.8	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,5TMS,isomer #1	C[Si](C)(C)OC(=O)CC(O[Si](C)(C)C)(C(=O)O[Si](C)(C)C)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)C(=O)O	3153.6	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,5TMS,isomer #2	C[Si](C)(C)OC(=O)CC(O[Si](C)(C)C)(C(=O)O[Si](C)(C)C)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C(O)=C1)C(=O)O[Si](C)(C)C	3113.6	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,5TMS,isomer #3	C[Si](C)(C)OC(=O)CC(O[Si](C)(C)C)(C(=O)O[Si](C)(C)C)C(OC(=O)/C=C/C1=CC=C(O)C(O[Si](C)(C)C)=C1)C(=O)O[Si](C)(C)C	3133.5	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,5TMS,isomer #4	C[Si](C)(C)OC(=O)CC(O[Si](C)(C)C)(C(=O)O)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)C(=O)O[Si](C)(C)C	3168.5	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,5TMS,isomer #5	C[Si](C)(C)OC(=O)CC(O)(C(=O)O[Si](C)(C)C)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)C(=O)O[Si](C)(C)C	3142.0	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,5TMS,isomer #6	C[Si](C)(C)OC(=O)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)C(CC(=O)O)(O[Si](C)(C)C)C(=O)O[Si](C)(C)C	3157.8	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,6TMS,isomer #1	C[Si](C)(C)OC(=O)CC(O[Si](C)(C)C)(C(=O)O[Si](C)(C)C)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)C(=O)O[Si](C)(C)C	3174.3	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC(O)(C(=O)O)C(OC(=O)/C=C/C1=CC=C(O)C(O)=C1)C(=O)O	3599.4	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(CC(=O)O)(C(=O)O)C(OC(=O)/C=C/C1=CC=C(O)C(O)=C1)C(=O)O	3598.7	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC(/C=C/C(=O)OC(C(=O)O)C(O)(CC(=O)O)C(=O)O)=CC=C1O	3551.3	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)OC(C(=O)O)C(O)(CC(=O)O)C(=O)O)C=C1O	3546.3	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)C(OC(=O)/C=C/C1=CC=C(O)C(O)=C1)C(O)(CC(=O)O)C(=O)O	3586.8	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,1TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)C(O)(CC(=O)O)C(OC(=O)/C=C/C1=CC=C(O)C(O)=C1)C(=O)O	3579.5	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC(O[Si](C)(C)C(C)(C)C)(C(=O)O)C(OC(=O)/C=C/C1=CC=C(O)C(O)=C1)C(=O)O	3713.4	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC(=O)C(OC(=O)/C=C/C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)C(O)(CC(=O)O)C(=O)O	3693.9	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,2TBDMS,isomer #11	CC(C)(C)[Si](C)(C)OC(=O)C(O)(CC(=O)O)C(OC(=O)/C=C/C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)C(=O)O	3699.1	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,2TBDMS,isomer #12	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)OC(C(=O)O)C(O)(CC(=O)O)C(=O)O)C=C1O[Si](C)(C)C(C)(C)C	3705.3	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,2TBDMS,isomer #13	CC(C)(C)[Si](C)(C)OC(=O)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)C(O)(CC(=O)O)C(=O)O	3690.2	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,2TBDMS,isomer #14	CC(C)(C)[Si](C)(C)OC(=O)C(O)(CC(=O)O)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)C(=O)O	3697.0	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,2TBDMS,isomer #15	CC(C)(C)[Si](C)(C)OC(=O)C(OC(=O)/C=C/C1=CC=C(O)C(O)=C1)C(O)(CC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C	3711.8	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CC(O)(C(=O)O[Si](C)(C)C(C)(C)C)C(OC(=O)/C=C/C1=CC=C(O)C(O)=C1)C(=O)O	3698.3	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CC(O)(C(=O)O)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)C(=O)O	3711.0	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)CC(O)(C(=O)O)C(OC(=O)/C=C/C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)C(=O)O	3707.6	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)CC(O)(C(=O)O)C(OC(=O)/C=C/C1=CC=C(O)C(O)=C1)C(=O)O[Si](C)(C)C(C)(C)C	3712.6	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)C(CC(=O)O)(O[Si](C)(C)C(C)(C)C)C(OC(=O)/C=C/C1=CC=C(O)C(O)=C1)C(=O)O	3715.9	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)OC(C(=O)O)C(CC(=O)O)(O[Si](C)(C)C(C)(C)C)C(=O)O)C=C1O	3709.4	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1=CC(/C=C/C(=O)OC(C(=O)O)C(CC(=O)O)(O[Si](C)(C)C(C)(C)C)C(=O)O)=CC=C1O	3717.6	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC(=O)C(OC(=O)/C=C/C1=CC=C(O)C(O)=C1)C(CC(=O)O)(O[Si](C)(C)C(C)(C)C)C(=O)O	3723.0	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC(O[Si](C)(C)C(C)(C)C)(C(=O)O[Si](C)(C)C(C)(C)C)C(OC(=O)/C=C/C1=CC=C(O)C(O)=C1)C(=O)O	3824.2	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC(=O)CC(O)(C(=O)O)C(OC(=O)/C=C/C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)C(=O)O[Si](C)(C)C(C)(C)C	3853.0	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,3TBDMS,isomer #11	CC(C)(C)[Si](C)(C)OC(=O)C(CC(=O)O)(O[Si](C)(C)C(C)(C)C)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)C(=O)O	3861.5	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,3TBDMS,isomer #12	CC(C)(C)[Si](C)(C)OC(=O)C(CC(=O)O)(O[Si](C)(C)C(C)(C)C)C(OC(=O)/C=C/C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)C(=O)O	3864.8	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,3TBDMS,isomer #13	CC(C)(C)[Si](C)(C)OC(=O)C(OC(=O)/C=C/C1=CC=C(O)C(O)=C1)C(CC(=O)O)(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3833.4	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,3TBDMS,isomer #14	CC(C)(C)[Si](C)(C)OC(=O)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)C(CC(=O)O)(O[Si](C)(C)C(C)(C)C)C(=O)O	3863.4	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,3TBDMS,isomer #15	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)OC(C(=O)O)C(CC(=O)O)(O[Si](C)(C)C(C)(C)C)C(=O)O)C=C1O[Si](C)(C)C(C)(C)C	3896.7	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,3TBDMS,isomer #16	CC(C)(C)[Si](C)(C)OC(=O)C(OC(=O)/C=C/C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)C(CC(=O)O)(O[Si](C)(C)C(C)(C)C)C(=O)O	3865.2	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,3TBDMS,isomer #17	CC(C)(C)[Si](C)(C)OC(=O)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)C(O)(CC(=O)O)C(=O)O	3869.1	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,3TBDMS,isomer #18	CC(C)(C)[Si](C)(C)OC(=O)C(OC(=O)/C=C/C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)C(O)(CC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C	3842.3	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,3TBDMS,isomer #19	CC(C)(C)[Si](C)(C)OC(=O)C(O)(CC(=O)O)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)C(=O)O	3870.4	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CC(O[Si](C)(C)C(C)(C)C)(C(=O)O)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)C(=O)O	3875.1	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,3TBDMS,isomer #20	CC(C)(C)[Si](C)(C)OC(=O)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)C(O)(CC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C	3847.8	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CC(O[Si](C)(C)C(C)(C)C)(C(=O)O)C(OC(=O)/C=C/C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)C(=O)O	3874.1	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)CC(O[Si](C)(C)C(C)(C)C)(C(=O)O)C(OC(=O)/C=C/C1=CC=C(O)C(O)=C1)C(=O)O[Si](C)(C)C(C)(C)C	3825.6	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)CC(O)(C(=O)O[Si](C)(C)C(C)(C)C)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)C(=O)O	3870.8	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)CC(O)(C(=O)O[Si](C)(C)C(C)(C)C)C(OC(=O)/C=C/C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)C(=O)O	3854.5	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC(=O)CC(O)(C(=O)O[Si](C)(C)C(C)(C)C)C(OC(=O)/C=C/C1=CC=C(O)C(O)=C1)C(=O)O[Si](C)(C)C(C)(C)C	3790.3	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(=O)CC(O)(C(=O)O)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)C(=O)O	3880.4	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC(=O)CC(O)(C(=O)O)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)C(=O)O[Si](C)(C)C(C)(C)C	3864.8	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC(O[Si](C)(C)C(C)(C)C)(C(=O)O[Si](C)(C)C(C)(C)C)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)C(=O)O	4022.1	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,4TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC(=O)CC(O)(C(=O)O)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)C(=O)O[Si](C)(C)C(C)(C)C	4037.1	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,4TBDMS,isomer #11	CC(C)(C)[Si](C)(C)OC(=O)C(CC(=O)O)(O[Si](C)(C)C(C)(C)C)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)C(=O)O	4044.1	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,4TBDMS,isomer #12	CC(C)(C)[Si](C)(C)OC(=O)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)C(CC(=O)O)(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	4000.9	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,4TBDMS,isomer #13	CC(C)(C)[Si](C)(C)OC(=O)C(OC(=O)/C=C/C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)C(CC(=O)O)(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	4003.7	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,4TBDMS,isomer #14	CC(C)(C)[Si](C)(C)OC(=O)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)C(CC(=O)O)(O[Si](C)(C)C(C)(C)C)C(=O)O	4049.7	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,4TBDMS,isomer #15	CC(C)(C)[Si](C)(C)OC(=O)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)C(O)(CC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C	4020.8	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CC(O[Si](C)(C)C(C)(C)C)(C(=O)O[Si](C)(C)C(C)(C)C)C(OC(=O)/C=C/C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)C(=O)O	4019.1	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CC(O[Si](C)(C)C(C)(C)C)(C(=O)O[Si](C)(C)C(C)(C)C)C(OC(=O)/C=C/C1=CC=C(O)C(O)=C1)C(=O)O[Si](C)(C)C(C)(C)C	3913.2	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)CC(O[Si](C)(C)C(C)(C)C)(C(=O)O)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)C(=O)O	4060.5	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)CC(O[Si](C)(C)C(C)(C)C)(C(=O)O)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)C(=O)O[Si](C)(C)C(C)(C)C	4022.4	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,4TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)CC(O[Si](C)(C)C(C)(C)C)(C(=O)O)C(OC(=O)/C=C/C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)C(=O)O[Si](C)(C)C(C)(C)C	4015.7	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,4TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC(=O)CC(O)(C(=O)O[Si](C)(C)C(C)(C)C)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)C(=O)O	4038.8	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,4TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(=O)CC(O)(C(=O)O[Si](C)(C)C(C)(C)C)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)C(=O)O[Si](C)(C)C(C)(C)C	4012.9	Semi standard non polar	33892256
2-O-Caffeoylhydroxycitric acid,4TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC(=O)CC(O)(C(=O)O[Si](C)(C)C(C)(C)C)C(OC(=O)/C=C/C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)C(=O)O[Si](C)(C)C(C)(C)C	4008.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-O-Caffeoylhydroxycitric acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-03di-3902000000-aec6d915e889089ce3f5	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-O-Caffeoylhydroxycitric acid GC-MS (4 TMS) - 70eV, Positive	splash10-000l-4090010000-abd1e0dbe3ac0970b139	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-O-Caffeoylhydroxycitric acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-O-Caffeoylhydroxycitric acid 10V, Positive-QTOF	splash10-0w90-0419000000-33352a2338cd5789fe16	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-O-Caffeoylhydroxycitric acid 20V, Positive-QTOF	splash10-0bt9-7934000000-8d1a14dca1c33aa1dccb	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-O-Caffeoylhydroxycitric acid 40V, Positive-QTOF	splash10-06yn-2900000000-b6ba1d6cee46079acd8f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-O-Caffeoylhydroxycitric acid 10V, Negative-QTOF	splash10-003r-2839000000-3eb09ec8162d4f9903f7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-O-Caffeoylhydroxycitric acid 20V, Negative-QTOF	splash10-0560-7975000000-31c4cbb6759d79ecb45e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-O-Caffeoylhydroxycitric acid 40V, Negative-QTOF	splash10-03y0-8940000000-01e1adfba23ef4a6b4b3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-O-Caffeoylhydroxycitric acid 10V, Positive-QTOF	splash10-0ir0-0509000000-082978e8be560955b4c8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-O-Caffeoylhydroxycitric acid 20V, Positive-QTOF	splash10-02mr-0970000000-ae5a331e1bf5752cf1ad	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-O-Caffeoylhydroxycitric acid 40V, Positive-QTOF	splash10-00li-3910000000-a637d56718197362ca0a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-O-Caffeoylhydroxycitric acid 10V, Negative-QTOF	splash10-057i-1094000000-4200505a56a603c7d4a4	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-O-Caffeoylhydroxycitric acid 20V, Negative-QTOF	splash10-03di-1920000000-d0e418fbcfffa8a327c0	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-O-Caffeoylhydroxycitric acid 40V, Negative-QTOF	splash10-000i-9300000000-5c78faebc298b1bcad9f	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB020350

KNApSAcK ID

C00054230

Chemspider ID

35014965

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24797519

PDB ID

Not Available

ChEBI ID

169788

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1884511

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 2-O-Caffeoylhydroxycitric acid (HMDB0040572)

MOL for HMDB0040572 (2-O-Caffeoylhydroxycitric acid)

3D MOL for HMDB0040572 (2-O-Caffeoylhydroxycitric acid)

3D SDF for HMDB0040572 (2-O-Caffeoylhydroxycitric acid)

3D-SDF for HMDB0040572 (2-O-Caffeoylhydroxycitric acid)

PDB for HMDB0040572 (2-O-Caffeoylhydroxycitric acid)

3D PDB for HMDB0040572 (2-O-Caffeoylhydroxycitric acid)

SMILES for HMDB0040572 (2-O-Caffeoylhydroxycitric acid)

INCHI for HMDB0040572 (2-O-Caffeoylhydroxycitric acid)

Structure for HMDB0040572 (2-O-Caffeoylhydroxycitric acid)

3D Structure for HMDB0040572 (2-O-Caffeoylhydroxycitric acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra