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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:34:21 UTC

Update Date

2022-03-07 02:52:24 UTC

HMDB ID

HMDB0030037

Secondary Accession Numbers

HMDB30037

Metabolite Identification

Common Name

Euglobal VII

Description

Euglobal VII belongs to the class of organic compounds known as germacrane sesquiterpenoids. These are sesquiterpenoids having the germacrane skeleton, with a structure characterized by a cyclodecane ring substituted with an isopropyl and two methyl groups. Based on a literature review a small amount of articles have been published on Euglobal VII.

Structure

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

  Mrv0541 05061304582D          

 33 36  0  0  0  0            999 V2000
   -4.2813   -1.6049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8850   -2.9778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6450   -5.2659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8736   -1.7754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9628   -0.8990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0690   -3.7786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6634   -4.3506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2579   -4.9227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2487   -3.8930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6542   -3.3210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8616   -3.5498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8942   -1.9481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4745   -3.2066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3182   -0.4608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6868   -2.1769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0505   -4.6939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1200   -2.6345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5163   -1.2617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8524   -2.5201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2997   -2.5201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5071   -2.2913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2579   -1.9481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9126   -2.8633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3089   -1.4905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0782   -1.8337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4653   -2.1769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0505   -1.7193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2671   -2.9778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4745   -0.2320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4979   -3.3210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1108   -3.6642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9034   -0.9184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8708   -1.6049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  1  0  0  0  0
 10  9  1  0  0  0  0
 11  7  1  0  0  0  0
 15  1  1  0  0  0  0
 15  2  1  0  0  0  0
 15 12  1  0  0  0  0
 16  3  1  0  0  0  0
 16  8  2  0  0  0  0
 16  9  1  0  0  0  0
 17 13  1  0  0  0  0
 18 14  1  0  0  0  0
 19 10  1  0  0  0  0
 20 12  1  0  0  0  0
 21 20  1  0  0  0  0
 22 19  1  0  0  0  0
 23 17  1  0  0  0  0
 23 21  2  0  0  0  0
 24 18  2  0  0  0  0
 24 21  1  0  0  0  0
 25 17  2  0  0  0  0
 25 18  1  0  0  0  0
 26 22  1  0  0  0  0
 27  4  1  0  0  0  0
 27  5  1  0  0  0  0
 27 19  1  0  0  0  0
 27 22  1  0  0  0  0
 28  6  1  0  0  0  0
 28 11  1  0  0  0  0
 28 13  1  0  0  0  0
 28 26  1  0  0  0  0
 29 14  2  0  0  0  0
 30 20  2  0  0  0  0
 31 23  1  0  0  0  0
 32 24  1  0  0  0  0
 33 25  1  0  0  0  0
 33 26  1  0  0  0  0
M  END

HMDB0030037
     RDKit          3D
Euglobal VII
 71 74  0  0  0  0  0  0  0  0999 V2000
   -6.8461    0.5364    2.0657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6389    0.7464    1.2046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7984    1.7215    1.4748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5782    2.0103    0.6844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3072    1.7414    1.3802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2527    0.9130    0.7472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6584   -0.1118    1.7464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0291    1.8714    0.6456 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1554    1.0162    0.2818 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3436    1.0662    0.9761 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4020    1.9323    2.0108 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3685    0.2162    0.5403 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6362    0.2500    1.2450 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7803    1.0485    2.2223 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8116   -0.5741    0.9328 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7549    0.0595   -0.0721 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2821    1.3850    0.4569 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8713   -0.9234   -0.3351 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1488   -0.6287   -0.5566 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1765   -1.4247   -0.9303 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9333   -0.6495   -1.2317 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6859   -1.5207   -2.3764 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5298   -2.2921   -2.8208 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9308    0.1967   -0.7881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3198    0.2847   -1.3567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5454    0.2673   -0.5589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9925   -1.1116   -0.6043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3199   -1.6475   -0.5081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3113   -1.0940    0.4038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3378   -0.1232    0.0295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8876   -1.3904   -1.8424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1952   -0.3068   -2.7871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3210   -2.5592   -2.7008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6770    0.8611    3.1057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0233   -0.5662    2.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7432    0.9862    1.5995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0081    2.3562    2.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7273    1.6125   -0.3063 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.9258    2.7140    1.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5959    1.1835    2.3316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0993   -0.8708    1.1802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5398   -0.5842    2.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0958    0.3833    2.5439 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1093    2.2640    1.6558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2127    2.6703   -0.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0126    2.2274    2.6803 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4003   -0.7170    1.9138 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6236   -1.6094    0.6286 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2679    0.2827   -1.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3252    1.3144    1.5754 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6396    2.1955    0.1018 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3237    1.4748    0.1164 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4994   -1.6663   -1.0919 H   0  0  0  0  0  0  0  0  0  0  0  0
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    8.8014   -0.4230   -0.6630 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3581   -2.0874   -1.6014 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6892   -1.4671   -2.8478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0862    1.0168   -1.1806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1283   -1.8336   -0.4312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3143   -2.7930   -0.3159 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.7436   -0.6992    1.3024 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.3378   -0.6543   -0.1650 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.5411   -2.1884   -3.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
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 27 28  1  0
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 29 30  1  0
 28 31  1  0
 31 32  1  0
 31 33  1  0
 30  2  1  0
 26  6  1  0
 31 27  1  0
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  1 34  1  0
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  1 36  1  0
  3 37  1  0
  4 38  1  0
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  5 40  1  0
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 11 47  1  0
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 30 65  1  0
 32 66  1  0
 32 67  1  0
 32 68  1  0
 33 69  1  0
 33 70  1  0
 33 71  1  0
M  END

  Mrv0541 05061304582D          

 33 36  0  0  0  0            999 V2000
   -4.2813   -1.6049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8850   -2.9778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6450   -5.2659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8736   -1.7754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9628   -0.8990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0690   -3.7786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6634   -4.3506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2579   -4.9227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2487   -3.8930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6542   -3.3210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8616   -3.5498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8942   -1.9481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4745   -3.2066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3182   -0.4608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6868   -2.1769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0505   -4.6939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1200   -2.6345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.9034   -0.9184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  8  7  1  0  0  0  0
 10  9  1  0  0  0  0
 11  7  1  0  0  0  0
 15  1  1  0  0  0  0
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 25 17  2  0  0  0  0
 25 18  1  0  0  0  0
 26 22  1  0  0  0  0
 27  4  1  0  0  0  0
 27  5  1  0  0  0  0
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 28  6  1  0  0  0  0
 28 11  1  0  0  0  0
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 29 14  2  0  0  0  0
 30 20  2  0  0  0  0
 31 23  1  0  0  0  0
 32 24  1  0  0  0  0
 33 25  1  0  0  0  0
 33 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030037

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)CC(=O)C1=C(O)C2=C(OC3C4C(CC\C(C)=C/CCC3(C)C2)C4(C)C)C(C=O)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C28H38O5/c1-15(2)12-20(30)21-23(31)17-13-28(6)11-7-8-16(3)9-10-19-22(27(19,4)5)26(28)33-25(17)18(14-29)24(21)32/h8,14-15,19,22,26,31-32H,7,9-13H2,1-6H3/b16-8-

> <INCHI_KEY>
JIUCFHYHXVNZMU-PXNMLYILSA-N

> <FORMULA>
C28H38O5

> <MOLECULAR_WEIGHT>
454.5983

> <EXACT_MASS>
454.271924326

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
51.78790708091717

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(7Z)-14,16-dihydroxy-3,3,7,11-tetramethyl-15-(3-methylbutanoyl)-19-oxatetracyclo[9.8.0.0²,⁴.0¹³,¹⁸]nonadeca-7,13(18),14,16-tetraene-17-carbaldehyde

> <ALOGPS_LOGP>
5.26

> <JCHEM_LOGP>
7.9985662546666685

> <ALOGPS_LOGS>
-4.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.13248287059628

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.442115560401334

> <JCHEM_PKA_STRONGEST_BASIC>
-3.637545925937715

> <JCHEM_POLAR_SURFACE_AREA>
83.83000000000001

> <JCHEM_REFRACTIVITY>
131.21149999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.74e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(7Z)-14,16-dihydroxy-3,3,7,11-tetramethyl-15-(3-methylbutanoyl)-19-oxatetracyclo[9.8.0.0²,⁴.0¹³,¹⁸]nonadeca-7,13(18),14,16-tetraene-17-carbaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030037
     RDKit          3D
Euglobal VII
 71 74  0  0  0  0  0  0  0  0999 V2000
   -6.8461    0.5364    2.0657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6389    0.7464    1.2046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7984    1.7215    1.4748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5782    2.0103    0.6844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3072    1.7414    1.3802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2527    0.9130    0.7472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6584   -0.1118    1.7464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0291    1.8714    0.6456 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1554    1.0162    0.2818 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3436    1.0662    0.9761 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4020    1.9323    2.0108 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3685    0.2162    0.5403 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6362    0.2500    1.2450 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7803    1.0485    2.2223 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8116   -0.5741    0.9328 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7549    0.0595   -0.0721 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2821    1.3850    0.4569 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8713   -0.9234   -0.3351 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1488   -0.6287   -0.5566 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1765   -1.4247   -0.9303 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9333   -0.6495   -1.2317 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6859   -1.5207   -2.3764 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5298   -2.2921   -2.8208 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9308    0.1967   -0.7881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3198    0.2847   -1.3567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5454    0.2673   -0.5589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9925   -1.1116   -0.6043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3199   -1.6475   -0.5081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3113   -1.0940    0.4038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3378   -0.1232    0.0295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8876   -1.3904   -1.8424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1952   -0.3068   -2.7871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3210   -2.5592   -2.7008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6770    0.8611    3.1057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0233   -0.5662    2.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7432    0.9862    1.5995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0081    2.3562    2.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7273    1.6125   -0.3063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6587    3.1380    0.5123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9258    2.7140    1.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5959    1.1835    2.3316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0993   -0.8708    1.1802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5398   -0.5842    2.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0958    0.3833    2.5439 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1093    2.2640    1.6558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2127    2.6703   -0.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0126    2.2274    2.6803 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4003   -0.7170    1.9138 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6236   -1.6094    0.6286 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2679    0.2827   -1.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3252    1.3144    1.5754 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6396    2.1955    0.1018 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3237    1.4748    0.1164 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4994   -1.6663   -1.0919 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0354   -1.5006    0.5985 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8014   -0.4230   -0.6630 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3581   -2.0874   -1.6014 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6892   -1.4671   -2.8478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0862    1.0168   -1.1806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1283   -1.8336   -0.4312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3143   -2.7930   -0.3159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9138   -1.8838    0.9867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7436   -0.6992    1.3024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2417    0.4982   -0.8423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3378   -0.6543   -0.1650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2836   -0.1075   -3.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5649    0.6409   -2.4923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9325   -0.7371   -3.5300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9699   -3.3494   -2.0011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1926   -2.9866   -3.2485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5411   -2.1884   -3.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 12 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  2  0
 21 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 28 31  1  0
 31 32  1  0
 31 33  1  0
 30  2  1  0
 26  6  1  0
 31 27  1  0
 24  9  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  7 42  1  0
  7 43  1  0
  7 44  1  0
  8 45  1  0
  8 46  1  0
 11 47  1  0
 15 48  1  0
 15 49  1  0
 16 50  1  0
 17 51  1  0
 17 52  1  0
 17 53  1  0
 18 54  1  0
 18 55  1  0
 18 56  1  0
 20 57  1  0
 22 58  1  0
 26 59  1  0
 27 60  1  0
 28 61  1  0
 29 62  1  0
 29 63  1  0
 30 64  1  0
 30 65  1  0
 32 66  1  0
 32 67  1  0
 32 68  1  0
 33 69  1  0
 33 70  1  0
 33 71  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      -7.992  -2.996   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.252  -5.559   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.804  -9.830   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.231  -3.314   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.531  -1.678   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.995  -7.053   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.105  -8.121   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.215  -9.189   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.064  -7.267   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.955  -6.199   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.475  -6.626   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.403  -3.636   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.886  -5.986   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.594  -0.860   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -6.882  -4.064   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.694  -8.762   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.224  -4.918   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.964  -2.355   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.324  -4.704   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.293  -4.704   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.813  -4.277   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.215  -3.636   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.704  -5.345   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.443  -2.782   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.146  -3.423   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.735  -4.064   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.694  -3.209   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.365  -5.559   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       0.886  -0.433   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -4.663  -6.199   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -2.073  -6.840   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -3.553  -1.714   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       1.625  -2.996   0.000  0.00  0.00           O+0
CONECT    1   15                                                            
CONECT    2   15                                                            
CONECT    3   16                                                            
CONECT    4   27                                                            
CONECT    5   27                                                            
CONECT    6   28                                                            
CONECT    7    8   11                                                       
CONECT    8    7   16                                                       
CONECT    9   10   16                                                       
CONECT   10    9   19                                                       
CONECT   11    7   28                                                       
CONECT   12   15   20                                                       
CONECT   13   17   28                                                       
CONECT   14   18   29                                                       
CONECT   15    1    2   12                                                  
CONECT   16    3    8    9                                                  
CONECT   17   13   23   25                                                  
CONECT   18   14   24   25                                                  
CONECT   19   10   22   27                                                  
CONECT   20   12   21   30                                                  
CONECT   21   20   23   24                                                  
CONECT   22   19   26   27                                                  
CONECT   23   17   21   31                                                  
CONECT   24   18   21   32                                                  
CONECT   25   17   18   33                                                  
CONECT   26   22   28   33                                                  
CONECT   27    4    5   19   22                                             
CONECT   28    6   11   13   26                                             
CONECT   29   14                                                            
CONECT   30   20                                                            
CONECT   31   23                                                            
CONECT   32   24                                                            
CONECT   33   25   26                                                       
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

COMPND    HMDB0030037
HETATM    1  C1  UNL     1      -6.846   0.536   2.066  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.639   0.746   1.205  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.798   1.721   1.475  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.578   2.010   0.684  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.307   1.741   1.380  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.253   0.913   0.747  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.658  -0.112   1.746  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.029   1.871   0.646  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.155   1.016   0.282  1.00  0.00           C  
HETATM   10  C10 UNL     1       2.344   1.066   0.976  1.00  0.00           C  
HETATM   11  O1  UNL     1       2.402   1.932   2.011  1.00  0.00           O  
HETATM   12  C11 UNL     1       3.368   0.216   0.540  1.00  0.00           C  
HETATM   13  C12 UNL     1       4.636   0.250   1.245  1.00  0.00           C  
HETATM   14  O2  UNL     1       4.780   1.049   2.222  1.00  0.00           O  
HETATM   15  C13 UNL     1       5.812  -0.574   0.933  1.00  0.00           C  
HETATM   16  C14 UNL     1       6.755   0.059  -0.072  1.00  0.00           C  
HETATM   17  C15 UNL     1       7.282   1.385   0.457  1.00  0.00           C  
HETATM   18  C16 UNL     1       7.871  -0.923  -0.335  1.00  0.00           C  
HETATM   19  C17 UNL     1       3.149  -0.629  -0.557  1.00  0.00           C  
HETATM   20  O3  UNL     1       4.176  -1.425  -0.930  1.00  0.00           O  
HETATM   21  C18 UNL     1       1.933  -0.650  -1.232  1.00  0.00           C  
HETATM   22  C19 UNL     1       1.686  -1.521  -2.376  1.00  0.00           C  
HETATM   23  O4  UNL     1       2.530  -2.292  -2.821  1.00  0.00           O  
HETATM   24  C20 UNL     1       0.931   0.197  -0.788  1.00  0.00           C  
HETATM   25  O5  UNL     1      -0.320   0.285  -1.357  1.00  0.00           O  
HETATM   26  C21 UNL     1      -1.545   0.267  -0.559  1.00  0.00           C  
HETATM   27  C22 UNL     1      -1.992  -1.112  -0.604  1.00  0.00           C  
HETATM   28  C23 UNL     1      -3.320  -1.647  -0.508  1.00  0.00           C  
HETATM   29  C24 UNL     1      -4.311  -1.094   0.404  1.00  0.00           C  
HETATM   30  C25 UNL     1      -5.338  -0.123   0.029  1.00  0.00           C  
HETATM   31  C26 UNL     1      -2.888  -1.390  -1.842  1.00  0.00           C  
HETATM   32  C27 UNL     1      -3.195  -0.307  -2.787  1.00  0.00           C  
HETATM   33  C28 UNL     1      -2.321  -2.559  -2.701  1.00  0.00           C  
HETATM   34  H1  UNL     1      -6.677   0.861   3.106  1.00  0.00           H  
HETATM   35  H2  UNL     1      -7.023  -0.566   2.093  1.00  0.00           H  
HETATM   36  H3  UNL     1      -7.743   0.986   1.599  1.00  0.00           H  
HETATM   37  H4  UNL     1      -5.008   2.356   2.330  1.00  0.00           H  
HETATM   38  H5  UNL     1      -3.727   1.612  -0.306  1.00  0.00           H  
HETATM   39  H6  UNL     1      -3.659   3.138   0.512  1.00  0.00           H  
HETATM   40  H7  UNL     1      -1.926   2.714   1.817  1.00  0.00           H  
HETATM   41  H8  UNL     1      -2.596   1.183   2.332  1.00  0.00           H  
HETATM   42  H9  UNL     1      -0.099  -0.871   1.180  1.00  0.00           H  
HETATM   43  H10 UNL     1      -1.540  -0.584   2.226  1.00  0.00           H  
HETATM   44  H11 UNL     1      -0.096   0.383   2.544  1.00  0.00           H  
HETATM   45  H12 UNL     1       0.109   2.264   1.656  1.00  0.00           H  
HETATM   46  H13 UNL     1      -0.213   2.670  -0.069  1.00  0.00           H  
HETATM   47  H14 UNL     1       3.013   2.227   2.680  1.00  0.00           H  
HETATM   48  H15 UNL     1       6.400  -0.717   1.914  1.00  0.00           H  
HETATM   49  H16 UNL     1       5.624  -1.609   0.629  1.00  0.00           H  
HETATM   50  H17 UNL     1       6.268   0.283  -1.034  1.00  0.00           H  
HETATM   51  H18 UNL     1       7.325   1.314   1.575  1.00  0.00           H  
HETATM   52  H19 UNL     1       6.640   2.196   0.102  1.00  0.00           H  
HETATM   53  H20 UNL     1       8.324   1.475   0.116  1.00  0.00           H  
HETATM   54  H21 UNL     1       7.499  -1.666  -1.092  1.00  0.00           H  
HETATM   55  H22 UNL     1       8.035  -1.501   0.599  1.00  0.00           H  
HETATM   56  H23 UNL     1       8.801  -0.423  -0.663  1.00  0.00           H  
HETATM   57  H24 UNL     1       4.358  -2.087  -1.601  1.00  0.00           H  
HETATM   58  H25 UNL     1       0.689  -1.467  -2.848  1.00  0.00           H  
HETATM   59  H26 UNL     1      -2.086   1.017  -1.181  1.00  0.00           H  
HETATM   60  H27 UNL     1      -1.128  -1.834  -0.431  1.00  0.00           H  
HETATM   61  H28 UNL     1      -3.314  -2.793  -0.316  1.00  0.00           H  
HETATM   62  H29 UNL     1      -4.914  -1.884   0.987  1.00  0.00           H  
HETATM   63  H30 UNL     1      -3.744  -0.699   1.302  1.00  0.00           H  
HETATM   64  H31 UNL     1      -5.242   0.498  -0.842  1.00  0.00           H  
HETATM   65  H32 UNL     1      -6.338  -0.654  -0.165  1.00  0.00           H  
HETATM   66  H33 UNL     1      -2.284  -0.108  -3.430  1.00  0.00           H  
HETATM   67  H34 UNL     1      -3.565   0.641  -2.492  1.00  0.00           H  
HETATM   68  H35 UNL     1      -3.932  -0.737  -3.530  1.00  0.00           H  
HETATM   69  H36 UNL     1      -1.970  -3.349  -2.001  1.00  0.00           H  
HETATM   70  H37 UNL     1      -3.193  -2.987  -3.248  1.00  0.00           H  
HETATM   71  H38 UNL     1      -1.541  -2.188  -3.364  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3    3   30
CONECT    3    4   37
CONECT    4    5   38   39
CONECT    5    6   40   41
CONECT    6    7    8   26
CONECT    7   42   43   44
CONECT    8    9   45   46
CONECT    9   10   10   24
CONECT   10   11   12
CONECT   11   47
CONECT   12   13   19   19
CONECT   13   14   14   15
CONECT   15   16   48   49
CONECT   16   17   18   50
CONECT   17   51   52   53
CONECT   18   54   55   56
CONECT   19   20   21
CONECT   20   57
CONECT   21   22   24   24
CONECT   22   23   23   58
CONECT   24   25
CONECT   25   26
CONECT   26   27   59
CONECT   27   28   31   60
CONECT   28   29   31   61
CONECT   29   30   62   63
CONECT   30   64   65
CONECT   31   32   33
CONECT   32   66   67   68
CONECT   33   69   70   71
END

HMDB0030037
     RDKit          3D
Euglobal VII
 71 74  0  0  0  0  0  0  0  0999 V2000
   -6.8461    0.5364    2.0657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6389    0.7464    1.2046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7984    1.7215    1.4748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5782    2.0103    0.6844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3072    1.7414    1.3802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2527    0.9130    0.7472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6584   -0.1118    1.7464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0291    1.8714    0.6456 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1554    1.0162    0.2818 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3436    1.0662    0.9761 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4020    1.9323    2.0108 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3685    0.2162    0.5403 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6362    0.2500    1.2450 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7803    1.0485    2.2223 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8116   -0.5741    0.9328 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7549    0.0595   -0.0721 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2821    1.3850    0.4569 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8713   -0.9234   -0.3351 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1488   -0.6287   -0.5566 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1765   -1.4247   -0.9303 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9333   -0.6495   -1.2317 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6859   -1.5207   -2.3764 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5298   -2.2921   -2.8208 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9308    0.1967   -0.7881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3198    0.2847   -1.3567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5454    0.2673   -0.5589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9925   -1.1116   -0.6043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3199   -1.6475   -0.5081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3113   -1.0940    0.4038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3378   -0.1232    0.0295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8876   -1.3904   -1.8424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1952   -0.3068   -2.7871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3210   -2.5592   -2.7008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6770    0.8611    3.1057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0233   -0.5662    2.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7432    0.9862    1.5995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0081    2.3562    2.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7273    1.6125   -0.3063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6587    3.1380    0.5123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9258    2.7140    1.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5959    1.1835    2.3316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0993   -0.8708    1.1802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5398   -0.5842    2.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0958    0.3833    2.5439 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1093    2.2640    1.6558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2127    2.6703   -0.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0126    2.2274    2.6803 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4003   -0.7170    1.9138 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6236   -1.6094    0.6286 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2679    0.2827   -1.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3252    1.3144    1.5754 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6396    2.1955    0.1018 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3237    1.4748    0.1164 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4994   -1.6663   -1.0919 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0354   -1.5006    0.5985 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8014   -0.4230   -0.6630 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3581   -2.0874   -1.6014 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6892   -1.4671   -2.8478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0862    1.0168   -1.1806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1283   -1.8336   -0.4312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3143   -2.7930   -0.3159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9138   -1.8838    0.9867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7436   -0.6992    1.3024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2417    0.4982   -0.8423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3378   -0.6543   -0.1650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2836   -0.1075   -3.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5649    0.6409   -2.4923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9325   -0.7371   -3.5300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9699   -3.3494   -2.0011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1926   -2.9866   -3.2485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5411   -2.1884   -3.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 12 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  2  0
 21 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 28 31  1  0
 31 32  1  0
 31 33  1  0
 30  2  1  0
 26  6  1  0
 31 27  1  0
 24  9  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  7 42  1  0
  7 43  1  0
  7 44  1  0
  8 45  1  0
  8 46  1  0
 11 47  1  0
 15 48  1  0
 15 49  1  0
 16 50  1  0
 17 51  1  0
 17 52  1  0
 17 53  1  0
 18 54  1  0
 18 55  1  0
 18 56  1  0
 20 57  1  0
 22 58  1  0
 26 59  1  0
 27 60  1  0
 28 61  1  0
 29 62  1  0
 29 63  1  0
 30 64  1  0
 30 65  1  0
 32 66  1  0
 32 67  1  0
 32 68  1  0
 33 69  1  0
 33 70  1  0
 33 71  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₈H₃₈O₅

Average Molecular Weight

454.5983

Monoisotopic Molecular Weight

454.271924326

IUPAC Name

(7Z)-14,16-dihydroxy-3,3,7,11-tetramethyl-15-(3-methylbutanoyl)-19-oxatetracyclo[9.8.0.0²,⁴.0¹³,¹⁸]nonadeca-7,13(18),14,16-tetraene-17-carbaldehyde

Traditional Name

(7Z)-14,16-dihydroxy-3,3,7,11-tetramethyl-15-(3-methylbutanoyl)-19-oxatetracyclo[9.8.0.0²,⁴.0¹³,¹⁸]nonadeca-7,13(18),14,16-tetraene-17-carbaldehyde

CAS Registry Number

77794-64-0

SMILES

CC(C)CC(=O)C1=C(O)C2=C(OC3C4C(CC\C(C)=C/CCC3(C)C2)C4(C)C)C(C=O)=C1O

InChI Identifier

InChI=1S/C28H38O5/c1-15(2)12-20(30)21-23(31)17-13-28(6)11-7-8-16(3)9-10-19-22(27(19,4)5)26(28)33-25(17)18(14-29)24(21)32/h8,14-15,19,22,26,31-32H,7,9-13H2,1-6H3/b16-8-

InChI Key

JIUCFHYHXVNZMU-PXNMLYILSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as germacrane sesquiterpenoids. These are sesquiterpenoids having the germacrane skeleton, with a structure characterized by a cyclodecane ring substituted with an isopropyl and two methyl groups.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Germacrane sesquiterpenoids

Alternative Parents

Substituents

Germacrane sesquiterpenoid
Butyrophenone
Chromane
Benzopyran
1-benzopyran
Aryl ketone
Aryl alkyl ketone
Alkyl aryl ether
Aryl-aldehyde
Benzenoid
Vinylogous acid
Ketone
Organoheterocyclic compound
Oxacycle
Ether
Aldehyde
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030037)

Source

Endogenous

Endogenous (HMDB: HMDB0030037)

Animal

Animal (HMDB: HMDB0030037)

Exogenous

Food

Food (HMDB: HMDB0030037)

Exogenous (HMDB: HMDB0030037)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0030037)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0030037)

Lipid metabolism pathway (HMDB: HMDB0030037)

Cellular process

Cell signaling (HMDB: HMDB0030037)

Biochemical process

Lipid transport (HMDB: HMDB0030037)

Role

Biological role

Energy source (HMDB: HMDB0030037)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0030037)

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	0.0057 g/L	ALOGPS
logP	5.26	ALOGPS
logP	8	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	8.44	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.83 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	131.21 m³·mol⁻¹	ChemAxon
Polarizability	51.79 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	205.472	31661259
DarkChem	[M-H]-	202.098	31661259
DeepCCS	[M+H]+	219.953	30932474
DeepCCS	[M-H]-	217.557	30932474
DeepCCS	[M-2H]-	250.44	30932474
DeepCCS	[M+Na]+	225.933	30932474
AllCCS	[M+H]+	212.1	32859911
AllCCS	[M+H-H2O]+	210.1	32859911
AllCCS	[M+NH4]+	214.0	32859911
AllCCS	[M+Na]+	214.5	32859911
AllCCS	[M-H]-	218.9	32859911
AllCCS	[M+Na-2H]-	220.2	32859911
AllCCS	[M+HCOO]-	221.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Euglobal VII	CC(C)CC(=O)C1=C(O)C2=C(OC3C4C(CC\C(C)=C/CCC3(C)C2)C4(C)C)C(C=O)=C1O	3870.5	Standard polar	33892256
Euglobal VII	CC(C)CC(=O)C1=C(O)C2=C(OC3C4C(CC\C(C)=C/CCC3(C)C2)C4(C)C)C(C=O)=C1O	3317.8	Standard non polar	33892256
Euglobal VII	CC(C)CC(=O)C1=C(O)C2=C(OC3C4C(CC\C(C)=C/CCC3(C)C2)C4(C)C)C(C=O)=C1O	3389.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Euglobal VII,1TMS,isomer #1	C/C1=C/CCC2(C)CC3=C(OC2C2C(CC1)C2(C)C)C(C=O)=C(O)C(C(=O)CC(C)C)=C3O[Si](C)(C)C	3369.0	Semi standard non polar	33892256
Euglobal VII,1TMS,isomer #2	C/C1=C/CCC2(C)CC3=C(O)C(C(=O)CC(C)C)=C(O[Si](C)(C)C)C(C=O)=C3OC2C2C(CC1)C2(C)C	3378.2	Semi standard non polar	33892256
Euglobal VII,2TMS,isomer #1	C/C1=C/CCC2(C)CC3=C(OC2C2C(CC1)C2(C)C)C(C=O)=C(O[Si](C)(C)C)C(C(=O)CC(C)C)=C3O[Si](C)(C)C	3399.6	Semi standard non polar	33892256
Euglobal VII,1TBDMS,isomer #1	C/C1=C/CCC2(C)CC3=C(OC2C2C(CC1)C2(C)C)C(C=O)=C(O)C(C(=O)CC(C)C)=C3O[Si](C)(C)C(C)(C)C	3588.8	Semi standard non polar	33892256
Euglobal VII,1TBDMS,isomer #2	C/C1=C/CCC2(C)CC3=C(O)C(C(=O)CC(C)C)=C(O[Si](C)(C)C(C)(C)C)C(C=O)=C3OC2C2C(CC1)C2(C)C	3598.7	Semi standard non polar	33892256
Euglobal VII,2TBDMS,isomer #1	C/C1=C/CCC2(C)CC3=C(OC2C2C(CC1)C2(C)C)C(C=O)=C(O[Si](C)(C)C(C)(C)C)C(C(=O)CC(C)C)=C3O[Si](C)(C)C(C)(C)C	3795.8	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 - Euglobal VII GC-MS (Non-derivatized) - 70eV, Positive	splash10-01p6-5114900000-d8a245120dccdaf3b110	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Euglobal VII GC-MS (2 TMS) - 70eV, Positive	splash10-001l-4210090000-9f116ab674c360db978a	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Euglobal VII 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 - Euglobal VII 10V, Positive-QTOF	splash10-0a4r-1092800000-9fea923e332d6597d64e	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Euglobal VII 20V, Positive-QTOF	splash10-052v-7595300000-15c28a5413a2000a93a7	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Euglobal VII 40V, Positive-QTOF	splash10-0aor-9380100000-d99be8939ca40339278a	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Euglobal VII 10V, Negative-QTOF	splash10-0udi-0012900000-efcb9ee921c7eeef127c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Euglobal VII 20V, Negative-QTOF	splash10-0gb9-4039700000-1627736f3db60d0fe124	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Euglobal VII 40V, Negative-QTOF	splash10-000j-9472200000-01c1ce1ea7a4382954d9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Euglobal VII 10V, Negative-QTOF	splash10-0udi-0000900000-0db53eae8610a0e47ec3	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Euglobal VII 20V, Negative-QTOF	splash10-0udi-0004900000-aa0a0952bede4a42d16e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Euglobal VII 40V, Negative-QTOF	splash10-0006-9014300000-7977e8ee4be3498e9768	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Euglobal VII 10V, Positive-QTOF	splash10-0a4i-0000900000-76cc1ece83f9c07d0f80	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Euglobal VII 20V, Positive-QTOF	splash10-0a4i-0002900000-cb52b55a18453c38a640	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Euglobal VII 40V, Positive-QTOF	splash10-0pvm-2009000000-b373f02d1700a3c5a7ee	2021-09-25	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

FDB001339

KNApSAcK ID

Not Available

Chemspider ID

35013121

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131750947

PDB ID

Not Available

ChEBI ID

175630

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 Euglobal VII (HMDB0030037)

MOL for HMDB0030037 (Euglobal VII)

3D MOL for HMDB0030037 (Euglobal VII)

3D SDF for HMDB0030037 (Euglobal VII)

3D-SDF for HMDB0030037 (Euglobal VII)

PDB for HMDB0030037 (Euglobal VII)

3D PDB for HMDB0030037 (Euglobal VII)

SMILES for HMDB0030037 (Euglobal VII)

INCHI for HMDB0030037 (Euglobal VII)

Structure for HMDB0030037 (Euglobal VII)

3D Structure for HMDB0030037 (Euglobal VII)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra