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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:24:20 UTC

Update Date

2022-03-07 02:53:48 UTC

HMDB ID

HMDB0033654

Secondary Accession Numbers

HMDB33654

Metabolite Identification

Common Name

11-Deacetylvaltrate 11-(3-hydroxy-3-methylbutanoate)

Description

11-Deacetylvaltrate 11-(3-hydroxy-3-methylbutanoate) belongs to the class of organic compounds known as iridoids and derivatives. These are monoterpenes containing a skeleton structurally characterized by the presence of a cylopentane fused to a pyran ( forming a 4,7-dimethylcyclopenta[c]pyran), or a derivative where the pentane moiety is open. Based on a literature review a small amount of articles have been published on 11-Deacetylvaltrate 11-(3-hydroxy-3-methylbutanoate).

Structure

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


  Mrv0541 05061307162D          

 34 36  0  0  0  0            999 V2000
    4.2624    7.7656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0249    7.0511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1283   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2624    6.3366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1854    3.4395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2448    4.3619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8499    7.0511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8499    4.1932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8499    5.6221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0294    4.1070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0249    5.6221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3033   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2624    4.9077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 14  1  1  0  0  0  0
 14  2  1  0  0  0  0
 14  7  1  0  0  0  0
 15  3  1  0  0  0  0
 15  4  1  0  0  0  0
 15  8  1  0  0  0  0
 16 11  1  0  0  0  0
 16 12  2  0  0  0  0
 17  9  2  0  0  0  0
 17 16  1  0  0  0  0
 18  9  1  0  0  0  0
 19  7  1  0  0  0  0
 20  8  1  0  0  0  0
 21 10  1  0  0  0  0
 22 17  1  0  0  0  0
 23 22  1  0  0  0  0
 24  5  1  0  0  0  0
 24  6  1  0  0  0  0
 24 10  1  0  0  0  0
 25 13  1  0  0  0  0
 25 18  1  0  0  0  0
 25 22  1  0  0  0  0
 26 19  2  0  0  0  0
 27 20  2  0  0  0  0
 28 21  2  0  0  0  0
 29 24  1  0  0  0  0
 30 11  1  0  0  0  0
 30 21  1  0  0  0  0
 31 12  1  0  0  0  0
 31 23  1  0  0  0  0
 32 13  1  0  0  0  0
 32 25  1  0  0  0  0
 33 18  1  0  0  0  0
 33 19  1  0  0  0  0
 34 20  1  0  0  0  0
 34 23  1  0  0  0  0
M  END

HMDB0033654
     RDKit          3D
11-Deacetylvaltrate 11-(3-hydroxy-3-methylbutanoate)
 70 72  0  0  0  0  0  0  0  0999 V2000
   -3.2834    6.5240   -0.9528 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
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  5  6  2  0
  5  7  1  0
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 13 14  1  0
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 11 21  1  0
 21 22  2  0
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 31 32  1  0
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 31 34  1  0
 34  8  1  0
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  1 35  1  0
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 34 70  1  0
M  END


  Mrv0541 05061307162D          

 34 36  0  0  0  0            999 V2000
    4.2624    7.7656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0249    7.0511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1283   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2624    6.3366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1854    3.4395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.5724    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8499    4.1932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8499    5.6221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.0013    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.7158   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.7158    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END
> <DATABASE_ID>
HMDB0033654

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)CC(=O)OC1C=C2C(C(OC(=O)CC(C)C)OC=C2COC(=O)CC(C)(C)O)C11CO1

> <INCHI_IDENTIFIER>
InChI=1S/C25H36O9/c1-14(2)7-19(26)33-18-9-17-16(11-30-21(28)10-24(5,6)29)12-31-23(22(17)25(18)13-32-25)34-20(27)8-15(3)4/h9,12,14-15,18,22-23,29H,7-8,10-11,13H2,1-6H3

> <INCHI_KEY>
QHYRSOLVOPZTHU-UHFFFAOYSA-N

> <FORMULA>
C25H36O9

> <MOLECULAR_WEIGHT>
480.5479

> <EXACT_MASS>
480.23593275

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
50.83504205302755

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1,6-bis[(3-methylbutanoyl)oxy]-6,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-oxirane]-4-ylmethyl 3-hydroxy-3-methylbutanoate

> <ALOGPS_LOGP>
2.81

> <JCHEM_LOGP>
2.353439837666665

> <ALOGPS_LOGS>
-4.26

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.23699674563689

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.129275848505497

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7421063379382895

> <JCHEM_POLAR_SURFACE_AREA>
120.89000000000001

> <JCHEM_REFRACTIVITY>
120.71249999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.62e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,6-bis[(3-methylbutanoyl)oxy]-6,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-oxirane]-4-ylmethyl 3-hydroxy-3-methylbutanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033654
     RDKit          3D
11-Deacetylvaltrate 11-(3-hydroxy-3-methylbutanoate)
 70 72  0  0  0  0  0  0  0  0999 V2000
   -3.2834    6.5240   -0.9528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2660    5.5380   -0.4769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4081    5.1529   -1.6857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9138    4.2589   -0.0002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8365    3.3142    0.4639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3110    3.4422    1.5881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4116    2.2874   -0.3506 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4063    1.3902    0.0632 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7700    1.5496   -0.7288 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8573    0.7294   -0.4044 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7390   -0.4151    0.2250 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8927   -1.2711    0.5589 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1346   -0.8109    0.1604 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5853   -0.6380   -1.1251 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8185   -0.9281   -2.0789 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9311   -0.1262   -1.4818 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7611    0.1917   -0.2642 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1085    0.7041   -0.7860 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0721   -1.0503    0.5483 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1989    1.1782    0.5216 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3668   -0.8154    0.5903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1109   -1.7491    1.3647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5911   -1.7650    1.4200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0289   -2.8821    0.6743 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8162   -3.8884    1.2123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1289   -3.7438    2.4439 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2962   -5.0642    0.4884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7317   -4.9481    0.0249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9111   -3.7699   -0.9086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7075   -4.9027    1.1660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9793   -0.4559    0.7823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2710    0.0807    0.7454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4232    0.5778    1.7478 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7875   -0.0501    0.0002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8776    7.5428   -1.0658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1419    6.6244   -0.2279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7539    6.2402   -1.9168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6783    5.9843    0.3255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3647    4.9225   -1.3773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8105    4.2353   -2.1702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3777    5.9584   -2.4353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4464    3.7456   -0.8202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5992    4.5157    0.8440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1017    1.6672    1.0863 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8220    1.0953   -0.7037 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8921   -1.4045    1.6758 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6432   -2.2862    0.1719 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4462   -0.9512   -2.0192 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8955    0.7501   -2.1353 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6550    1.2058    0.0228 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9823    1.3141   -1.6994 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7039   -0.1895   -1.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2658   -1.8957   -0.1315 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0413   -0.8469    1.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3318   -1.2457    1.3247 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5409    2.0765    0.2208 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5398   -2.4473    1.9153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9270   -1.7675    2.4539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6896   -5.3523   -0.3746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2798   -5.9495    1.1902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9484   -5.8622   -0.5658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9113   -2.8012   -0.3710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8775   -3.9179   -1.4338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1203   -3.7786   -1.6852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7144   -5.1138    0.7402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4721   -5.7415    1.8547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7172   -3.9251    1.6879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5510    0.8496   -0.0031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1425   -0.4820    1.1204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8725   -0.4144   -1.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 17 20  1  0
 11 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 23 31  1  0
 31 32  1  0
 32 33  1  0
 31 34  1  0
 34  8  1  0
 34 21  1  0
 33 31  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  0
  3 39  1  0
  3 40  1  0
  3 41  1  0
  4 42  1  0
  4 43  1  0
  8 44  1  0
 10 45  1  0
 12 46  1  0
 12 47  1  0
 16 48  1  0
 16 49  1  0
 18 50  1  0
 18 51  1  0
 18 52  1  0
 19 53  1  0
 19 54  1  0
 19 55  1  0
 20 56  1  0
 22 57  1  0
 23 58  1  0
 27 59  1  0
 27 60  1  0
 28 61  1  0
 29 62  1  0
 29 63  1  0
 29 64  1  0
 30 65  1  0
 30 66  1  0
 30 67  1  0
 32 68  1  0
 32 69  1  0
 34 70  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       7.956  14.496   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.646  13.162   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.439  -0.206   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.956  11.828   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.813   6.420   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.002   3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.190   8.142   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.186  13.162   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.334   5.390   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668   5.390   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.186   7.827   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.186  10.495   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.334   5.390   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.336   0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.001   5.390   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.669  -1.540   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.655   7.666   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       5.646  10.495   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      10.669   1.540   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       9.899  -2.874   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       8.002   1.540   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       5.335   9.173   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       7.956   9.161   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
CONECT    1   14                                                            
CONECT    2   14                                                            
CONECT    3   15                                                            
CONECT    4   15                                                            
CONECT    5   24                                                            
CONECT    6   24                                                            
CONECT    7   14   19                                                       
CONECT    8   15   20                                                       
CONECT    9   17   18                                                       
CONECT   10   21   24                                                       
CONECT   11   16   30                                                       
CONECT   12   16   31                                                       
CONECT   13   25   32                                                       
CONECT   14    1    2    7                                                  
CONECT   15    3    4    8                                                  
CONECT   16   11   12   17                                                  
CONECT   17    9   16   22                                                  
CONECT   18    9   25   33                                                  
CONECT   19    7   26   33                                                  
CONECT   20    8   27   34                                                  
CONECT   21   10   28   30                                                  
CONECT   22   17   23   25                                                  
CONECT   23   22   31   34                                                  
CONECT   24    5    6   10   29                                             
CONECT   25   13   18   22   32                                             
CONECT   26   19                                                            
CONECT   27   20                                                            
CONECT   28   21                                                            
CONECT   29   24                                                            
CONECT   30   11   21                                                       
CONECT   31   12   23                                                       
CONECT   32   13   25                                                       
CONECT   33   18   19                                                       
CONECT   34   20   23                                                       
MASTER        0    0    0    0    0    0    0    0   34    0   72    0
END

COMPND    HMDB0033654
HETATM    1  C1  UNL     1      -3.283   6.524  -0.953  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.266   5.538  -0.477  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.408   5.153  -1.686  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.914   4.259  -0.000  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.836   3.314   0.464  1.00  0.00           C  
HETATM    6  O1  UNL     1      -1.311   3.442   1.588  1.00  0.00           O  
HETATM    7  O2  UNL     1      -1.412   2.287  -0.351  1.00  0.00           O  
HETATM    8  C6  UNL     1      -0.406   1.390   0.063  1.00  0.00           C  
HETATM    9  O3  UNL     1       0.770   1.550  -0.729  1.00  0.00           O  
HETATM   10  C7  UNL     1       1.857   0.729  -0.404  1.00  0.00           C  
HETATM   11  C8  UNL     1       1.739  -0.415   0.225  1.00  0.00           C  
HETATM   12  C9  UNL     1       2.893  -1.271   0.559  1.00  0.00           C  
HETATM   13  O4  UNL     1       4.135  -0.811   0.160  1.00  0.00           O  
HETATM   14  C10 UNL     1       4.585  -0.638  -1.125  1.00  0.00           C  
HETATM   15  O5  UNL     1       3.818  -0.928  -2.079  1.00  0.00           O  
HETATM   16  C11 UNL     1       5.931  -0.126  -1.482  1.00  0.00           C  
HETATM   17  C12 UNL     1       6.761   0.192  -0.264  1.00  0.00           C  
HETATM   18  C13 UNL     1       8.108   0.704  -0.786  1.00  0.00           C  
HETATM   19  C14 UNL     1       7.072  -1.050   0.548  1.00  0.00           C  
HETATM   20  O6  UNL     1       6.199   1.178   0.522  1.00  0.00           O  
HETATM   21  C15 UNL     1       0.367  -0.815   0.590  1.00  0.00           C  
HETATM   22  C16 UNL     1      -0.111  -1.749   1.365  1.00  0.00           C  
HETATM   23  C17 UNL     1      -1.591  -1.765   1.420  1.00  0.00           C  
HETATM   24  O7  UNL     1      -2.029  -2.882   0.674  1.00  0.00           O  
HETATM   25  C18 UNL     1      -2.816  -3.888   1.212  1.00  0.00           C  
HETATM   26  O8  UNL     1      -3.129  -3.744   2.444  1.00  0.00           O  
HETATM   27  C19 UNL     1      -3.296  -5.064   0.488  1.00  0.00           C  
HETATM   28  C20 UNL     1      -4.732  -4.948   0.025  1.00  0.00           C  
HETATM   29  C21 UNL     1      -4.911  -3.770  -0.909  1.00  0.00           C  
HETATM   30  C22 UNL     1      -5.708  -4.903   1.166  1.00  0.00           C  
HETATM   31  C23 UNL     1      -1.979  -0.456   0.782  1.00  0.00           C  
HETATM   32  C24 UNL     1      -3.271   0.081   0.745  1.00  0.00           C  
HETATM   33  O9  UNL     1      -2.423   0.578   1.748  1.00  0.00           O  
HETATM   34  C25 UNL     1      -0.788  -0.050   0.000  1.00  0.00           C  
HETATM   35  H1  UNL     1      -2.878   7.543  -1.066  1.00  0.00           H  
HETATM   36  H2  UNL     1      -4.142   6.624  -0.228  1.00  0.00           H  
HETATM   37  H3  UNL     1      -3.754   6.240  -1.917  1.00  0.00           H  
HETATM   38  H4  UNL     1      -1.678   5.984   0.326  1.00  0.00           H  
HETATM   39  H5  UNL     1      -0.365   4.923  -1.377  1.00  0.00           H  
HETATM   40  H6  UNL     1      -1.810   4.235  -2.170  1.00  0.00           H  
HETATM   41  H7  UNL     1      -1.378   5.958  -2.435  1.00  0.00           H  
HETATM   42  H8  UNL     1      -3.446   3.746  -0.820  1.00  0.00           H  
HETATM   43  H9  UNL     1      -3.599   4.516   0.844  1.00  0.00           H  
HETATM   44  H10 UNL     1      -0.102   1.667   1.086  1.00  0.00           H  
HETATM   45  H11 UNL     1       2.822   1.095  -0.704  1.00  0.00           H  
HETATM   46  H12 UNL     1       2.892  -1.405   1.676  1.00  0.00           H  
HETATM   47  H13 UNL     1       2.643  -2.286   0.172  1.00  0.00           H  
HETATM   48  H14 UNL     1       6.446  -0.951  -2.019  1.00  0.00           H  
HETATM   49  H15 UNL     1       5.896   0.750  -2.135  1.00  0.00           H  
HETATM   50  H16 UNL     1       8.655   1.206   0.023  1.00  0.00           H  
HETATM   51  H17 UNL     1       7.982   1.314  -1.699  1.00  0.00           H  
HETATM   52  H18 UNL     1       8.704  -0.189  -1.077  1.00  0.00           H  
HETATM   53  H19 UNL     1       7.266  -1.896  -0.131  1.00  0.00           H  
HETATM   54  H20 UNL     1       8.041  -0.847   1.077  1.00  0.00           H  
HETATM   55  H21 UNL     1       6.332  -1.246   1.325  1.00  0.00           H  
HETATM   56  H22 UNL     1       6.541   2.076   0.221  1.00  0.00           H  
HETATM   57  H23 UNL     1       0.540  -2.447   1.915  1.00  0.00           H  
HETATM   58  H24 UNL     1      -1.927  -1.768   2.454  1.00  0.00           H  
HETATM   59  H25 UNL     1      -2.690  -5.352  -0.375  1.00  0.00           H  
HETATM   60  H26 UNL     1      -3.280  -5.949   1.190  1.00  0.00           H  
HETATM   61  H27 UNL     1      -4.948  -5.862  -0.566  1.00  0.00           H  
HETATM   62  H28 UNL     1      -4.911  -2.801  -0.371  1.00  0.00           H  
HETATM   63  H29 UNL     1      -5.877  -3.918  -1.434  1.00  0.00           H  
HETATM   64  H30 UNL     1      -4.120  -3.779  -1.685  1.00  0.00           H  
HETATM   65  H31 UNL     1      -6.714  -5.114   0.740  1.00  0.00           H  
HETATM   66  H32 UNL     1      -5.472  -5.741   1.855  1.00  0.00           H  
HETATM   67  H33 UNL     1      -5.717  -3.925   1.688  1.00  0.00           H  
HETATM   68  H34 UNL     1      -3.551   0.850  -0.003  1.00  0.00           H  
HETATM   69  H35 UNL     1      -4.143  -0.482   1.120  1.00  0.00           H  
HETATM   70  H36 UNL     1      -0.873  -0.414  -1.044  1.00  0.00           H  
CONECT    1    2   35   36   37
CONECT    2    3    4   38
CONECT    3   39   40   41
CONECT    4    5   42   43
CONECT    5    6    6    7
CONECT    7    8
CONECT    8    9   34   44
CONECT    9   10
CONECT   10   11   11   45
CONECT   11   12   21
CONECT   12   13   46   47
CONECT   13   14
CONECT   14   15   15   16
CONECT   16   17   48   49
CONECT   17   18   19   20
CONECT   18   50   51   52
CONECT   19   53   54   55
CONECT   20   56
CONECT   21   22   22   34
CONECT   22   23   57
CONECT   23   24   31   58
CONECT   24   25
CONECT   25   26   26   27
CONECT   27   28   59   60
CONECT   28   29   30   61
CONECT   29   62   63   64
CONECT   30   65   66   67
CONECT   31   32   33   34
CONECT   32   33   68   69
CONECT   34   70
END

HMDB0033654
     RDKit          3D
11-Deacetylvaltrate 11-(3-hydroxy-3-methylbutanoate)
 70 72  0  0  0  0  0  0  0  0999 V2000
   -3.2834    6.5240   -0.9528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2660    5.5380   -0.4769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4081    5.1529   -1.6857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9138    4.2589   -0.0002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8365    3.3142    0.4639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3110    3.4422    1.5881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4116    2.2874   -0.3506 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4063    1.3902    0.0632 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7700    1.5496   -0.7288 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8573    0.7294   -0.4044 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7390   -0.4151    0.2250 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8927   -1.2711    0.5589 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1346   -0.8109    0.1604 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5853   -0.6380   -1.1251 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8185   -0.9281   -2.0789 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9311   -0.1262   -1.4818 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7611    0.1917   -0.2642 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1085    0.7041   -0.7860 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0721   -1.0503    0.5483 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1989    1.1782    0.5216 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3668   -0.8154    0.5903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1109   -1.7491    1.3647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5911   -1.7650    1.4200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0289   -2.8821    0.6743 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8162   -3.8884    1.2123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1289   -3.7438    2.4439 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2962   -5.0642    0.4884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7317   -4.9481    0.0249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9111   -3.7699   -0.9086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7075   -4.9027    1.1660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9793   -0.4559    0.7823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2710    0.0807    0.7454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4232    0.5778    1.7478 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7875   -0.0501    0.0002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8776    7.5428   -1.0658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1419    6.6244   -0.2279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7539    6.2402   -1.9168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6783    5.9843    0.3255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3647    4.9225   -1.3773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8105    4.2353   -2.1702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3777    5.9584   -2.4353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4464    3.7456   -0.8202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5992    4.5157    0.8440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1017    1.6672    1.0863 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8220    1.0953   -0.7037 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8921   -1.4045    1.6758 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6432   -2.2862    0.1719 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4462   -0.9512   -2.0192 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8955    0.7501   -2.1353 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6550    1.2058    0.0228 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9823    1.3141   -1.6994 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7039   -0.1895   -1.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2658   -1.8957   -0.1315 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0413   -0.8469    1.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3318   -1.2457    1.3247 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5409    2.0765    0.2208 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5398   -2.4473    1.9153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9270   -1.7675    2.4539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6896   -5.3523   -0.3746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2798   -5.9495    1.1902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9484   -5.8622   -0.5658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9113   -2.8012   -0.3710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8775   -3.9179   -1.4338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1203   -3.7786   -1.6852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7144   -5.1138    0.7402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4721   -5.7415    1.8547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7172   -3.9251    1.6879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5510    0.8496   -0.0031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1425   -0.4820    1.1204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8725   -0.4144   -1.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 17 20  1  0
 11 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 23 31  1  0
 31 32  1  0
 32 33  1  0
 31 34  1  0
 34  8  1  0
 34 21  1  0
 33 31  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  0
  3 39  1  0
  3 40  1  0
  3 41  1  0
  4 42  1  0
  4 43  1  0
  8 44  1  0
 10 45  1  0
 12 46  1  0
 12 47  1  0
 16 48  1  0
 16 49  1  0
 18 50  1  0
 18 51  1  0
 18 52  1  0
 19 53  1  0
 19 54  1  0
 19 55  1  0
 20 56  1  0
 22 57  1  0
 23 58  1  0
 27 59  1  0
 27 60  1  0
 28 61  1  0
 29 62  1  0
 29 63  1  0
 29 64  1  0
 30 65  1  0
 30 66  1  0
 30 67  1  0
 32 68  1  0
 32 69  1  0
 34 70  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
11-Deacetylvaltric acid 11-(3-hydroxy-3-methylbutanoic acid)	Generator
{1,6-bis[(3-methylbutanoyl)oxy]-6,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-oxirane]-4-yl}methyl 3-hydroxy-3-methylbutanoic acid	Generator

Chemical Formula

C₂₅H₃₆O₉

Average Molecular Weight

480.5479

Monoisotopic Molecular Weight

480.23593275

IUPAC Name

1,6-bis[(3-methylbutanoyl)oxy]-6,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-oxirane]-4-ylmethyl 3-hydroxy-3-methylbutanoate

Traditional Name

1,6-bis[(3-methylbutanoyl)oxy]-6,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-oxirane]-4-ylmethyl 3-hydroxy-3-methylbutanoate

CAS Registry Number

96681-66-2

SMILES

CC(C)CC(=O)OC1C=C2C(C(OC(=O)CC(C)C)OC=C2COC(=O)CC(C)(C)O)C11CO1

InChI Identifier

InChI=1S/C25H36O9/c1-14(2)7-19(26)33-18-9-17-16(11-30-21(28)10-24(5,6)29)12-31-23(22(17)25(18)13-32-25)34-20(27)8-15(3)4/h9,12,14-15,18,22-23,29H,7-8,10-11,13H2,1-6H3

InChI Key

QHYRSOLVOPZTHU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as iridoids and derivatives. These are monoterpenes containing a skeleton structurally characterized by the presence of a cylopentane fused to a pyran ( forming a 4,7-dimethylcyclopenta[c]pyran), or a derivative where the pentane moiety is open.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Iridoids and derivatives

Alternative Parents

Substituents

Iridoid-skeleton
Bicyclic monoterpenoid
Tricarboxylic acid or derivatives
Fatty acid ester
Fatty acyl
Tertiary alcohol
Carboxylic acid ester
Acetal
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Alcohol
Organooxygen compound
Organic oxide
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0033654)
Cell membrane (HMDB: HMDB0033654)

Cellular substructure

Extracellular (HMDB: HMDB0033654)
Membrane (HMDB: HMDB0033654)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033654)

Source

Endogenous

Endogenous (HMDB: HMDB0033654)

Plant

Plant (HMDB: HMDB0033654)

Animal

Animal (HMDB: HMDB0033654)

Exogenous

Food

Food (HMDB: HMDB0033654)

Tea

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0033654)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0033654)

Cellular process

Cell signaling (HMDB: HMDB0033654)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0033654)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0033654)

Nutrient

Nutrient (HMDB: HMDB0033654)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0033654)

Emulsifier (HMDB: HMDB0033654)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.026 g/L	ALOGPS
logP	2.81	ALOGPS
logP	2.35	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	15.13	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	120.89 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	120.71 m³·mol⁻¹	ChemAxon
Polarizability	50.84 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	210.845	31661259
DarkChem	[M-H]-	203.735	31661259
DeepCCS	[M-2H]-	243.959	30932474
DeepCCS	[M+Na]+	219.32	30932474
AllCCS	[M+H]+	211.7	32859911
AllCCS	[M+H-H2O]+	210.1	32859911
AllCCS	[M+NH4]+	213.1	32859911
AllCCS	[M+Na]+	213.6	32859911
AllCCS	[M-H]-	207.7	32859911
AllCCS	[M+Na-2H]-	209.3	32859911
AllCCS	[M+HCOO]-	211.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
11-Deacetylvaltrate 11-(3-hydroxy-3-methylbutanoate)	CC(C)CC(=O)OC1C=C2C(C(OC(=O)CC(C)C)OC=C2COC(=O)CC(C)(C)O)C11CO1	4342.7	Standard polar	33892256
11-Deacetylvaltrate 11-(3-hydroxy-3-methylbutanoate)	CC(C)CC(=O)OC1C=C2C(C(OC(=O)CC(C)C)OC=C2COC(=O)CC(C)(C)O)C11CO1	2777.5	Standard non polar	33892256
11-Deacetylvaltrate 11-(3-hydroxy-3-methylbutanoate)	CC(C)CC(=O)OC1C=C2C(C(OC(=O)CC(C)C)OC=C2COC(=O)CC(C)(C)O)C11CO1	2998.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
11-Deacetylvaltrate 11-(3-hydroxy-3-methylbutanoate),1TMS,isomer #1	CC(C)CC(=O)OC1OC=C(COC(=O)CC(C)(C)O[Si](C)(C)C)C2=CC(OC(=O)CC(C)C)C3(CO3)C21	3085.3	Semi standard non polar	33892256
11-Deacetylvaltrate 11-(3-hydroxy-3-methylbutanoate),1TBDMS,isomer #1	CC(C)CC(=O)OC1OC=C(COC(=O)CC(C)(C)O[Si](C)(C)C(C)(C)C)C2=CC(OC(=O)CC(C)C)C3(CO3)C21	3323.7	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 11-Deacetylvaltrate 11-(3-hydroxy-3-methylbutanoate) GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a6r-9108100000-750f65f7dbdd80fcf2d1	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11-Deacetylvaltrate 11-(3-hydroxy-3-methylbutanoate) GC-MS (1 TMS) - 70eV, Positive	splash10-0f7a-8503930000-58a04cf4fd6e716e1001	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11-Deacetylvaltrate 11-(3-hydroxy-3-methylbutanoate) 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 - 11-Deacetylvaltrate 11-(3-hydroxy-3-methylbutanoate) 10V, Positive-QTOF	splash10-03di-4108900000-25bd38a28c6acb19b3c2	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Deacetylvaltrate 11-(3-hydroxy-3-methylbutanoate) 20V, Positive-QTOF	splash10-03g3-9125200000-44bd7b39eedffb2a763e	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Deacetylvaltrate 11-(3-hydroxy-3-methylbutanoate) 40V, Positive-QTOF	splash10-06tp-9065000000-ac79ad5b4790198f5c4e	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Deacetylvaltrate 11-(3-hydroxy-3-methylbutanoate) 10V, Negative-QTOF	splash10-004j-9105600000-0e59aca8c187d5888a84	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Deacetylvaltrate 11-(3-hydroxy-3-methylbutanoate) 20V, Negative-QTOF	splash10-002b-9328200000-96484c6cfa655ea8e9ff	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Deacetylvaltrate 11-(3-hydroxy-3-methylbutanoate) 40V, Negative-QTOF	splash10-001j-9313000000-acaa46644cbb65de7d04	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Deacetylvaltrate 11-(3-hydroxy-3-methylbutanoate) 10V, Negative-QTOF	splash10-004j-8118900000-54dc5399af67f080acdc	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Deacetylvaltrate 11-(3-hydroxy-3-methylbutanoate) 20V, Negative-QTOF	splash10-0a4i-9111000000-9dc363727e1e16e2c402	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Deacetylvaltrate 11-(3-hydroxy-3-methylbutanoate) 40V, Negative-QTOF	splash10-00ke-9067100000-b85cb2ece4012f7a1fc9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Deacetylvaltrate 11-(3-hydroxy-3-methylbutanoate) 10V, Positive-QTOF	splash10-03fr-0095100000-29b1526fd7c2bc29b28f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Deacetylvaltrate 11-(3-hydroxy-3-methylbutanoate) 20V, Positive-QTOF	splash10-01sl-4094100000-a9195703555f30f7ae43	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Deacetylvaltrate 11-(3-hydroxy-3-methylbutanoate) 40V, Positive-QTOF	splash10-004j-5397400000-e80811a6684bc9834d0f	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
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

FDB011756

KNApSAcK ID

Not Available

Chemspider ID

35013651

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751475

PDB ID

Not Available

ChEBI ID

175765

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

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for 11-Deacetylvaltrate 11-(3-hydroxy-3-methylbutanoate) (HMDB0033654)

MOL for HMDB0033654 (11-Deacetylvaltrate 11-(3-hydroxy-3-methylbutanoate))

3D MOL for HMDB0033654 (11-Deacetylvaltrate 11-(3-hydroxy-3-methylbutanoate))

3D SDF for HMDB0033654 (11-Deacetylvaltrate 11-(3-hydroxy-3-methylbutanoate))

3D-SDF for HMDB0033654 (11-Deacetylvaltrate 11-(3-hydroxy-3-methylbutanoate))

PDB for HMDB0033654 (11-Deacetylvaltrate 11-(3-hydroxy-3-methylbutanoate))

3D PDB for HMDB0033654 (11-Deacetylvaltrate 11-(3-hydroxy-3-methylbutanoate))

SMILES for HMDB0033654 (11-Deacetylvaltrate 11-(3-hydroxy-3-methylbutanoate))

INCHI for HMDB0033654 (11-Deacetylvaltrate 11-(3-hydroxy-3-methylbutanoate))

Structure for HMDB0033654 (11-Deacetylvaltrate 11-(3-hydroxy-3-methylbutanoate))

3D Structure for HMDB0033654 (11-Deacetylvaltrate 11-(3-hydroxy-3-methylbutanoate))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra