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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:35:13 UTC

Update Date

2022-03-07 02:52:27 UTC

HMDB ID

HMDB0030166

Secondary Accession Numbers

HMDB30166

Metabolite Identification

Common Name

Euglobal III

Description

Dehydroxymethylflazine belongs to the class of organic compounds known as harmala alkaloids. Harmala alkaloids are compounds with a structure based on harmaline, harmine, harmalol, harman or a derivative of those parents. These parents are beta-carbolines, consisting of a pyrimidine fused to the pyrrole moiety of an indole to form a pyrido[3,4-b]indole. Dehydroxymethylflazine is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Dehydroxymethylflazine is found, on average, in the highest concentration within blackcurrants. Dehydroxymethylflazine has also been detected, but not quantified in, fruits. This could make dehydroxymethylflazine a potential biomarker for the consumption of these foods.

Structure

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


  Mrv0541 05061305032D          

 33 36  0  0  0  0            999 V2000
    6.6205    3.6234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5357    2.5260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9436    2.7699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9947   -0.7653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9654    0.0442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3245   -0.4410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4508    1.4286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6765    1.7131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5916    0.6157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9581    0.0873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1277    2.2822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8588    1.6725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4525    0.9815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2829   -1.2133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7613    2.8105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0844    1.9570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2685    1.4693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2269    0.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1421   -0.4004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0429    1.1848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3660    0.3312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9996    0.8596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6349    0.9409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3677   -0.1159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8605    1.2254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7757    0.1280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1404    0.0467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1837    0.3719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8189    0.4531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0573   -1.4978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7341   -0.6443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7197    2.0383    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5501   -0.1565    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
 15  1  1  0  0  0  0
 15  2  1  0  0  0  0
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 16  3  1  0  0  0  0
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 27  4  1  0  0  0  0
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 28  6  1  0  0  0  0
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 29 13  2  0  0  0  0
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 31 24  1  0  0  0  0
 32 25  1  0  0  0  0
 33 26  1  0  0  0  0
 33 28  1  0  0  0  0
M  END

HMDB0030166
     RDKit          3D
Euglobal III
 71 74  0  0  0  0  0  0  0  0999 V2000
    1.1555   -3.5459   -2.2398 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4398   -2.1787   -1.5941 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8771   -2.2620   -0.3769 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1906   -1.0844    0.3724 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3046   -0.2187    0.0633 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9239    1.2142    0.3576 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1489    1.8312   -0.7885 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6995    1.8967   -0.6428 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2924    3.3646   -0.9859 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4107    1.8037    0.7741 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9301    1.9512    1.1480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3350    2.7647    2.1756 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.7132    2.8514    2.4438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0956    3.6620    3.4725 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6364    2.1507    1.7079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0744    2.2577    1.9935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9648    1.6482    1.3561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1646    1.3330    0.6728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0314    0.6444   -0.0793 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8340    1.2173    0.3851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2210    0.2935   -0.5761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0321   -0.7395   -1.2231 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
  2  3  2  0
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  6  7  1  0
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  5 31  1  0
 31 32  1  0
 31 33  1  0
 30  2  1  0
 31  4  1  0
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 32 68  1  0
 33 69  1  0
 33 70  1  0
 33 71  1  0
M  END


  Mrv0541 05061305032D          

 33 36  0  0  0  0            999 V2000
    6.6205    3.6234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5357    2.5260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9436    2.7699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9947   -0.7653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9654    0.0442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3245   -0.4410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4508    1.4286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6765    1.7131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5916    0.6157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9581    0.0873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1277    2.2822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8588    1.6725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4525    0.9815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2829   -1.2133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7613    2.8105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.1404    0.0467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 25 23  2  0  0  0  0
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 27  4  1  0  0  0  0
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 29 13  2  0  0  0  0
 30 14  2  0  0  0  0
 31 24  1  0  0  0  0
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 33 26  1  0  0  0  0
 33 28  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030166

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)CC1C2CC\C(C)=C/C3C(CCC2(C)OC2=C(C=O)C(O)=C(C=O)C(O)=C12)C3(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C28H38O5/c1-15(2)11-17-20-8-7-16(3)12-22-21(27(22,4)5)9-10-28(20,6)33-26-19(14-30)24(31)18(13-29)25(32)23(17)26/h12-15,17,20-22,31-32H,7-11H2,1-6H3/b16-12-

> <INCHI_KEY>
AGTXIGWLMDUUMQ-VBKFSLOCSA-N

> <FORMULA>
C28H38O5

> <MOLECULAR_WEIGHT>
454.5983

> <EXACT_MASS>
454.271924326

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
51.54566197701672

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(7Z)-14,16-dihydroxy-1,5,5,8-tetramethyl-12-(2-methylpropyl)-19-oxatetracyclo[9.8.0.0⁴,⁶.0¹³,¹⁸]nonadeca-7,13,15,17-tetraene-15,17-dicarbaldehyde

> <ALOGPS_LOGP>
5.33

> <JCHEM_LOGP>
8.009095083333335

> <ALOGPS_LOGS>
-4.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.38142403477501

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.881002445776812

> <JCHEM_PKA_STRONGEST_BASIC>
-4.947314889173494

> <JCHEM_POLAR_SURFACE_AREA>
83.83000000000001

> <JCHEM_REFRACTIVITY>
132.23249999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.74e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(7Z)-14,16-dihydroxy-1,5,5,8-tetramethyl-12-(2-methylpropyl)-19-oxatetracyclo[9.8.0.0⁴,⁶.0¹³,¹⁸]nonadeca-7,13,15,17-tetraene-15,17-dicarbaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030166
     RDKit          3D
Euglobal III
 71 74  0  0  0  0  0  0  0  0999 V2000
    1.1555   -3.5459   -2.2398 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4398   -2.1787   -1.5941 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8771   -2.2620   -0.3769 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1906   -1.0844    0.3724 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3046   -0.2187    0.0633 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9239    1.2142    0.3576 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1489    1.8312   -0.7885 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6995    1.8967   -0.6428 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2924    3.3646   -0.9859 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4107    1.8037    0.7741 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9301    1.9512    1.1480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3350    2.7647    2.1756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3828    3.5193    2.9797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7255    4.2628    3.9253 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7132    2.8514    2.4438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0956    3.6620    3.4725 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6364    2.1507    1.7079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0744    2.2577    1.9935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9648    1.6482    1.3561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1646    1.3330    0.6728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0314    0.6444   -0.0793 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8340    1.2173    0.3851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2210    0.2935   -0.5761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0321   -0.7395   -1.2231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6710   -1.8011   -0.3951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5054   -2.7029   -1.3472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5978   -2.8370    0.0729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1720    0.9484   -1.4363 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4695    0.1297   -2.4660 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2276   -1.0566   -2.3818 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5474   -1.1319    1.1565 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6287   -0.5777    2.5277 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4287   -2.3222    0.8932 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1019   -3.8365   -2.7461 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3397   -3.4840   -2.9458 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8642   -4.2888   -1.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0260   -3.2428    0.1341 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4258   -0.8473    1.1716 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8871   -0.3517   -0.8459 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2991    1.3146    1.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8848    1.7402    0.5755 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5284    1.4996   -1.7712 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5663    2.8942   -0.7873 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4321    4.0173   -0.1175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7633    3.3363   -1.2743 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9567    3.7189   -1.7986 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6745    3.4134    2.7233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9830    3.8508    3.8186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3722    2.9206    2.8234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9574    0.4701   -0.1932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5429   -0.3494    0.1515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3103   -1.3307   -1.8907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7320   -0.3498   -2.0341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1766   -1.5554    0.5143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3168   -2.1445   -1.7969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8807   -3.5885   -0.8225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7961   -2.9827   -2.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2772   -3.4525   -0.7640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1035   -3.4363    0.8587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7988   -2.2795    0.5778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8525    1.7112   -1.9922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4072   -0.1306   -3.1743 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9758    0.7901   -3.2578 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1300   -1.5081   -3.4870 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3353   -0.7187   -2.5917 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0728   -1.3292    3.2307 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6643   -0.2485    2.9587 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3210    0.2867    2.5701 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2299   -3.1215    1.6594 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4830   -1.9878    1.0904 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4141   -2.6852   -0.1479 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
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 12 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 17 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 23 28  1  0
 28 29  1  0
 29 30  1  0
  5 31  1  0
 31 32  1  0
 31 33  1  0
 30  2  1  0
 31  4  1  0
 28  8  1  0
 22 11  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  0
  4 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  0
  7 43  1  0
  9 44  1  0
  9 45  1  0
  9 46  1  0
 13 47  1  0
 16 48  1  0
 18 49  1  0
 21 50  1  0
 23 51  1  0
 24 52  1  0
 24 53  1  0
 25 54  1  0
 26 55  1  0
 26 56  1  0
 26 57  1  0
 27 58  1  0
 27 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      12.358   6.764   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.067   4.715   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      16.695   5.170   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      18.657  -1.429   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      20.469   0.083   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.672  -0.823   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      15.775   2.667   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      14.329   3.198   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      16.038   1.149   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      14.855   0.163   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.438   4.260   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      18.403   3.122   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.445   1.832   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.861  -2.265   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.621   5.246   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      16.958   3.653   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.701   2.743   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.890   1.301   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.599  -0.747   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.147   2.212   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      17.483   0.618   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      18.666   1.605   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.518   1.756   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.153  -0.216   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.073   2.287   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      10.781   0.239   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      18.929   0.087   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      13.410   0.694   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       5.262   0.846   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      11.307  -2.796   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       6.970  -1.203   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       8.810   3.805   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      12.227  -0.292   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   16                                                       
CONECT    8    7   20                                                       
CONECT    9   10   21                                                       
CONECT   10    9   28                                                       
CONECT   11   15   17                                                       
CONECT   12   16   22                                                       
CONECT   13   18   29                                                       
CONECT   14   19   30                                                       
CONECT   15    1    2   11                                                  
CONECT   16    3    7   12                                                  
CONECT   17   11   20   23                                                  
CONECT   18   13   24   25                                                  
CONECT   19   14   24   26                                                  
CONECT   20    8   17   28                                                  
CONECT   21    9   22   27                                                  
CONECT   22   12   21   27                                                  
CONECT   23   17   25   26                                                  
CONECT   24   18   19   31                                                  
CONECT   25   18   23   32                                                  
CONECT   26   19   23   33                                                  
CONECT   27    4    5   21   22                                             
CONECT   28    6   10   20   33                                             
CONECT   29   13                                                            
CONECT   30   14                                                            
CONECT   31   24                                                            
CONECT   32   25                                                            
CONECT   33   26   28                                                       
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

COMPND    HMDB0030166
HETATM    1  C1  UNL     1       1.156  -3.546  -2.240  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.440  -2.179  -1.594  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.877  -2.262  -0.377  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.191  -1.084   0.372  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.305  -0.219   0.063  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.924   1.214   0.358  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.149   1.831  -0.788  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.699   1.897  -0.643  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.292   3.365  -0.986  1.00  0.00           C  
HETATM   10  O1  UNL     1       0.411   1.804   0.774  1.00  0.00           O  
HETATM   11  C10 UNL     1      -0.930   1.951   1.148  1.00  0.00           C  
HETATM   12  C11 UNL     1      -1.335   2.765   2.176  1.00  0.00           C  
HETATM   13  C12 UNL     1      -0.383   3.519   2.980  1.00  0.00           C  
HETATM   14  O2  UNL     1      -0.726   4.263   3.925  1.00  0.00           O  
HETATM   15  C13 UNL     1      -2.713   2.851   2.444  1.00  0.00           C  
HETATM   16  O3  UNL     1      -3.096   3.662   3.472  1.00  0.00           O  
HETATM   17  C14 UNL     1      -3.636   2.151   1.708  1.00  0.00           C  
HETATM   18  C15 UNL     1      -5.074   2.258   1.993  1.00  0.00           C  
HETATM   19  O4  UNL     1      -5.965   1.648   1.356  1.00  0.00           O  
HETATM   20  C16 UNL     1      -3.165   1.333   0.673  1.00  0.00           C  
HETATM   21  O5  UNL     1      -4.031   0.644  -0.079  1.00  0.00           O  
HETATM   22  C17 UNL     1      -1.834   1.217   0.385  1.00  0.00           C  
HETATM   23  C18 UNL     1      -1.221   0.294  -0.576  1.00  0.00           C  
HETATM   24  C19 UNL     1      -2.032  -0.739  -1.223  1.00  0.00           C  
HETATM   25  C20 UNL     1      -2.671  -1.801  -0.395  1.00  0.00           C  
HETATM   26  C21 UNL     1      -3.505  -2.703  -1.347  1.00  0.00           C  
HETATM   27  C22 UNL     1      -1.598  -2.837   0.073  1.00  0.00           C  
HETATM   28  C23 UNL     1      -0.172   0.948  -1.436  1.00  0.00           C  
HETATM   29  C24 UNL     1       0.470   0.130  -2.466  1.00  0.00           C  
HETATM   30  C25 UNL     1       1.228  -1.057  -2.382  1.00  0.00           C  
HETATM   31  C26 UNL     1       3.547  -1.132   1.157  1.00  0.00           C  
HETATM   32  C27 UNL     1       3.629  -0.578   2.528  1.00  0.00           C  
HETATM   33  C28 UNL     1       4.429  -2.322   0.893  1.00  0.00           C  
HETATM   34  H1  UNL     1       2.102  -3.836  -2.746  1.00  0.00           H  
HETATM   35  H2  UNL     1       0.340  -3.484  -2.946  1.00  0.00           H  
HETATM   36  H3  UNL     1       0.864  -4.289  -1.471  1.00  0.00           H  
HETATM   37  H4  UNL     1       2.026  -3.243   0.134  1.00  0.00           H  
HETATM   38  H5  UNL     1       1.426  -0.847   1.172  1.00  0.00           H  
HETATM   39  H6  UNL     1       3.887  -0.352  -0.846  1.00  0.00           H  
HETATM   40  H7  UNL     1       2.299   1.315   1.263  1.00  0.00           H  
HETATM   41  H8  UNL     1       3.885   1.740   0.576  1.00  0.00           H  
HETATM   42  H9  UNL     1       2.528   1.500  -1.771  1.00  0.00           H  
HETATM   43  H10 UNL     1       2.566   2.894  -0.787  1.00  0.00           H  
HETATM   44  H11 UNL     1       0.432   4.017  -0.118  1.00  0.00           H  
HETATM   45  H12 UNL     1      -0.763   3.336  -1.274  1.00  0.00           H  
HETATM   46  H13 UNL     1       0.957   3.719  -1.799  1.00  0.00           H  
HETATM   47  H14 UNL     1       0.674   3.413   2.723  1.00  0.00           H  
HETATM   48  H15 UNL     1      -3.983   3.851   3.819  1.00  0.00           H  
HETATM   49  H16 UNL     1      -5.372   2.921   2.823  1.00  0.00           H  
HETATM   50  H17 UNL     1      -4.957   0.470  -0.193  1.00  0.00           H  
HETATM   51  H18 UNL     1      -0.543  -0.349   0.151  1.00  0.00           H  
HETATM   52  H19 UNL     1      -1.310  -1.331  -1.891  1.00  0.00           H  
HETATM   53  H20 UNL     1      -2.732  -0.350  -2.034  1.00  0.00           H  
HETATM   54  H21 UNL     1      -3.177  -1.555   0.514  1.00  0.00           H  
HETATM   55  H22 UNL     1      -4.317  -2.145  -1.797  1.00  0.00           H  
HETATM   56  H23 UNL     1      -3.881  -3.589  -0.822  1.00  0.00           H  
HETATM   57  H24 UNL     1      -2.796  -2.983  -2.156  1.00  0.00           H  
HETATM   58  H25 UNL     1      -1.277  -3.453  -0.764  1.00  0.00           H  
HETATM   59  H26 UNL     1      -2.103  -3.436   0.859  1.00  0.00           H  
HETATM   60  H27 UNL     1      -0.799  -2.280   0.578  1.00  0.00           H  
HETATM   61  H28 UNL     1      -0.853   1.711  -1.992  1.00  0.00           H  
HETATM   62  H29 UNL     1      -0.407  -0.131  -3.174  1.00  0.00           H  
HETATM   63  H30 UNL     1       0.976   0.790  -3.258  1.00  0.00           H  
HETATM   64  H31 UNL     1       1.130  -1.508  -3.487  1.00  0.00           H  
HETATM   65  H32 UNL     1       2.335  -0.719  -2.592  1.00  0.00           H  
HETATM   66  H33 UNL     1       4.073  -1.329   3.231  1.00  0.00           H  
HETATM   67  H34 UNL     1       2.664  -0.249   2.959  1.00  0.00           H  
HETATM   68  H35 UNL     1       4.321   0.287   2.570  1.00  0.00           H  
HETATM   69  H36 UNL     1       4.230  -3.121   1.659  1.00  0.00           H  
HETATM   70  H37 UNL     1       5.483  -1.988   1.090  1.00  0.00           H  
HETATM   71  H38 UNL     1       4.414  -2.685  -0.148  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3    3   30
CONECT    3    4   37
CONECT    4    5   31   38
CONECT    5    6   31   39
CONECT    6    7   40   41
CONECT    7    8   42   43
CONECT    8    9   10   28
CONECT    9   44   45   46
CONECT   10   11
CONECT   11   12   12   22
CONECT   12   13   15
CONECT   13   14   14   47
CONECT   15   16   17   17
CONECT   16   48
CONECT   17   18   20
CONECT   18   19   19   49
CONECT   20   21   22   22
CONECT   21   50
CONECT   22   23
CONECT   23   24   28   51
CONECT   24   25   52   53
CONECT   25   26   27   54
CONECT   26   55   56   57
CONECT   27   58   59   60
CONECT   28   29   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

HMDB0030166
     RDKit          3D
Euglobal III
 71 74  0  0  0  0  0  0  0  0999 V2000
    1.1555   -3.5459   -2.2398 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4398   -2.1787   -1.5941 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8771   -2.2620   -0.3769 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1906   -1.0844    0.3724 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3046   -0.2187    0.0633 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9239    1.2142    0.3576 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1489    1.8312   -0.7885 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6995    1.8967   -0.6428 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2924    3.3646   -0.9859 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4107    1.8037    0.7741 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9301    1.9512    1.1480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3350    2.7647    2.1756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3828    3.5193    2.9797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7255    4.2628    3.9253 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7132    2.8514    2.4438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0956    3.6620    3.4725 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6364    2.1507    1.7079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0744    2.2577    1.9935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9648    1.6482    1.3561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1646    1.3330    0.6728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0314    0.6444   -0.0793 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8340    1.2173    0.3851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2210    0.2935   -0.5761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0321   -0.7395   -1.2231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6710   -1.8011   -0.3951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5054   -2.7029   -1.3472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5978   -2.8370    0.0729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1720    0.9484   -1.4363 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4695    0.1297   -2.4660 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2276   -1.0566   -2.3818 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5474   -1.1319    1.1565 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6287   -0.5777    2.5277 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4287   -2.3222    0.8932 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1019   -3.8365   -2.7461 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3397   -3.4840   -2.9458 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8642   -4.2888   -1.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0260   -3.2428    0.1341 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4258   -0.8473    1.1716 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8871   -0.3517   -0.8459 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2991    1.3146    1.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8848    1.7402    0.5755 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5284    1.4996   -1.7712 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5663    2.8942   -0.7873 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4321    4.0173   -0.1175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7633    3.3363   -1.2743 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9567    3.7189   -1.7986 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6745    3.4134    2.7233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9830    3.8508    3.8186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3722    2.9206    2.8234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9574    0.4701   -0.1932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5429   -0.3494    0.1515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3103   -1.3307   -1.8907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7320   -0.3498   -2.0341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1766   -1.5554    0.5143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3168   -2.1445   -1.7969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8807   -3.5885   -0.8225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7961   -2.9827   -2.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2772   -3.4525   -0.7640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1035   -3.4363    0.8587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7988   -2.2795    0.5778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8525    1.7112   -1.9922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4072   -0.1306   -3.1743 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9758    0.7901   -3.2578 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1300   -1.5081   -3.4870 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3353   -0.7187   -2.5917 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0728   -1.3292    3.2307 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6643   -0.2485    2.9587 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3210    0.2867    2.5701 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2299   -3.1215    1.6594 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4830   -1.9878    1.0904 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4141   -2.6852   -0.1479 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
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 12 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 17 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 23 28  1  0
 28 29  1  0
 29 30  1  0
  5 31  1  0
 31 32  1  0
 31 33  1  0
 30  2  1  0
 31  4  1  0
 28  8  1  0
 22 11  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  0
  4 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  0
  7 43  1  0
  9 44  1  0
  9 45  1  0
  9 46  1  0
 13 47  1  0
 16 48  1  0
 18 49  1  0
 21 50  1  0
 23 51  1  0
 24 52  1  0
 24 53  1  0
 25 54  1  0
 26 55  1  0
 26 56  1  0
 26 57  1  0
 27 58  1  0
 27 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

Value	Source
1-(2-Furanyl)-9H-pyrido[3,4-b]indole-3-carboxylic acid	HMDB
1-(2-Furyl)-9H-pyrido(3,4-b)indole-3-carboxylic acid	HMDB
1-(2-Furyl)pyrido(3,4-b)indole-3-carboxylic acid	HMDB

Chemical Formula

C₂₈H₃₈O₅

Average Molecular Weight

454.5983

Monoisotopic Molecular Weight

454.271924326

IUPAC Name

(7Z)-14,16-dihydroxy-1,5,5,8-tetramethyl-12-(2-methylpropyl)-19-oxatetracyclo[9.8.0.0⁴,⁶.0¹³,¹⁸]nonadeca-7,13,15,17-tetraene-15,17-dicarbaldehyde

Traditional Name

(7Z)-14,16-dihydroxy-1,5,5,8-tetramethyl-12-(2-methylpropyl)-19-oxatetracyclo[9.8.0.0⁴,⁶.0¹³,¹⁸]nonadeca-7,13,15,17-tetraene-15,17-dicarbaldehyde

CAS Registry Number

76449-26-8

SMILES

CC(C)CC1C2CC\C(C)=C/C3C(CCC2(C)OC2=C(C=O)C(O)=C(C=O)C(O)=C12)C3(C)C

InChI Identifier

InChI=1S/C28H38O5/c1-15(2)11-17-20-8-7-16(3)12-22-21(27(22,4)5)9-10-28(20,6)33-26-19(14-30)24(31)18(13-29)25(32)23(17)26/h12-15,17,20-22,31-32H,7-11H2,1-6H3/b16-12-

InChI Key

AGTXIGWLMDUUMQ-VBKFSLOCSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as harmala alkaloids. Harmala alkaloids are compounds with a structure based on harmaline, harmine, harmalol, harman or a derivative of those parents. These parents are beta-carbolines, consisting of a pyrimidine fused to the pyrrole moiety of an indole to form a pyrido[3,4-b]indole.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Harmala alkaloids

Sub Class

Not Available

Direct Parent

Harmala alkaloids

Alternative Parents

Substituents

Harman
Beta-carboline
Pyridoindole
Indole
Indole or derivatives
Pyridine carboxylic acid
Pyridine carboxylic acid or derivatives
Pyridine
Benzenoid
Furan
Heteroaromatic compound
Pyrrole
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Azacycle
Carboxylic acid
Oxacycle
Carboxylic acid derivative
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0030166)

Cellular substructure

Extracellular (HMDB: HMDB0030166)
Membrane (HMDB: HMDB0030166)

Source

Endogenous

Endogenous (HMDB: HMDB0030166)

Exogenous

Food

Food (HMDB: HMDB0030166)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0030166)

Role

Biological role

Energy source (HMDB: HMDB0030166)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0030166)

Emulsifier (HMDB: HMDB0030166)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	169 - 171 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0047 g/L	ALOGPS
logP	5.33	ALOGPS
logP	8.01	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	6.88	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.83 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	132.23 m³·mol⁻¹	ChemAxon
Polarizability	51.55 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]+	204.641	31661259
DarkChem	[M-H]-	197.818	31661259
DeepCCS	[M-2H]-	251.33	30932474
DeepCCS	[M+Na]+	227.289	30932474
AllCCS	[M+H]+	210.2	32859911
AllCCS	[M+H-H2O]+	208.2	32859911
AllCCS	[M+NH4]+	212.1	32859911
AllCCS	[M+Na]+	212.6	32859911
AllCCS	[M-H]-	217.3	32859911
AllCCS	[M+Na-2H]-	218.6	32859911
AllCCS	[M+HCOO]-	220.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Euglobal III	CC(C)CC1C2CC\C(C)=C/C3C(CCC2(C)OC2=C(C=O)C(O)=C(C=O)C(O)=C12)C3(C)C	3772.4	Standard polar	33892256
Euglobal III	CC(C)CC1C2CC\C(C)=C/C3C(CCC2(C)OC2=C(C=O)C(O)=C(C=O)C(O)=C12)C3(C)C	3238.9	Standard non polar	33892256
Euglobal III	CC(C)CC1C2CC\C(C)=C/C3C(CCC2(C)OC2=C(C=O)C(O)=C(C=O)C(O)=C12)C3(C)C	3424.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Euglobal III,1TMS,isomer #1	C/C1=C/C2C(CCC3(C)OC4=C(C=O)C(O[Si](C)(C)C)=C(C=O)C(O)=C4C(CC(C)C)C3CC1)C2(C)C	3613.1	Semi standard non polar	33892256
Euglobal III,1TMS,isomer #2	C/C1=C/C2C(CCC3(C)OC4=C(C=O)C(O)=C(C=O)C(O[Si](C)(C)C)=C4C(CC(C)C)C3CC1)C2(C)C	3577.2	Semi standard non polar	33892256
Euglobal III,2TMS,isomer #1	C/C1=C/C2C(CCC3(C)OC4=C(C=O)C(O[Si](C)(C)C)=C(C=O)C(O[Si](C)(C)C)=C4C(CC(C)C)C3CC1)C2(C)C	3588.9	Semi standard non polar	33892256
Euglobal III,1TBDMS,isomer #1	C/C1=C/C2C(CCC3(C)OC4=C(C=O)C(O[Si](C)(C)C(C)(C)C)=C(C=O)C(O)=C4C(CC(C)C)C3CC1)C2(C)C	3846.6	Semi standard non polar	33892256
Euglobal III,1TBDMS,isomer #2	C/C1=C/C2C(CCC3(C)OC4=C(C=O)C(O)=C(C=O)C(O[Si](C)(C)C(C)(C)C)=C4C(CC(C)C)C3CC1)C2(C)C	3805.4	Semi standard non polar	33892256
Euglobal III,2TBDMS,isomer #1	C/C1=C/C2C(CCC3(C)OC4=C(C=O)C(O[Si](C)(C)C(C)(C)C)=C(C=O)C(O[Si](C)(C)C(C)(C)C)=C4C(CC(C)C)C3CC1)C2(C)C	4010.7	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 - Euglobal III GC-MS (Non-derivatized) - 70eV, Positive	splash10-01p6-4004900000-710eac6bdb9ef75699f2	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Euglobal III GC-MS (2 TMS) - 70eV, Positive	splash10-001l-2300190000-b3e51877c51315996421	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Euglobal III GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Euglobal III 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 III 10V, Positive-QTOF	splash10-0a4i-0020900000-740d4bc6eb77f98da978	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Euglobal III 20V, Positive-QTOF	splash10-0a4r-3252900000-7a41d2a1ca4c9f82767a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Euglobal III 40V, Positive-QTOF	splash10-0ktr-9652300000-e6f971189a1e34a67f37	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Euglobal III 10V, Negative-QTOF	splash10-0udi-0000900000-4c95937e69632ab37c54	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Euglobal III 20V, Negative-QTOF	splash10-0udi-0000900000-c0bdb743985b48df99ac	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Euglobal III 40V, Negative-QTOF	splash10-02du-3317900000-dcfd9c36f90788fd4762	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Euglobal III 10V, Negative-QTOF	splash10-0udi-0000900000-0db53eae8610a0e47ec3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Euglobal III 20V, Negative-QTOF	splash10-0udi-0000900000-1f8e05fa0ece55daaca1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Euglobal III 40V, Negative-QTOF	splash10-114u-4098700000-3f052720719abf0aa170	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Euglobal III 10V, Positive-QTOF	splash10-0a4i-0001900000-ff91c1653b202db6aaba	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Euglobal III 20V, Positive-QTOF	splash10-0901-1026900000-0829213f2e9d84b63ce3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Euglobal III 40V, Positive-QTOF	splash10-01ox-9228600000-8c458a645354b7ff9a52	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

FDB021099

KNApSAcK ID

Not Available

Chemspider ID

4589673

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5488120

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for Euglobal III (HMDB0030166)

MOL for HMDB0030166 (Euglobal III)

3D MOL for HMDB0030166 (Euglobal III)

3D SDF for HMDB0030166 (Euglobal III)

3D-SDF for HMDB0030166 (Euglobal III)

PDB for HMDB0030166 (Euglobal III)

3D PDB for HMDB0030166 (Euglobal III)

SMILES for HMDB0030166 (Euglobal III)

INCHI for HMDB0030166 (Euglobal III)

Structure for HMDB0030166 (Euglobal III)

3D Structure for HMDB0030166 (Euglobal III)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra