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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:29:35 UTC

Update Date

2022-03-07 02:56:05 UTC

HMDB ID

HMDB0039126

Secondary Accession Numbers

HMDB39126

Metabolite Identification

Common Name

Wybutoxine

Description

Wybutoxine belongs to the class of organic compounds known as alpha amino acid esters. These are ester derivatives of alpha amino acids. Based on a literature review very few articles have been published on Wybutoxine.

Structure

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


  Mrv0541 02241218322D          

 29 31  0  0  0  0            999 V2000
    1.1542   -2.2269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4022   -1.4019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2272   -1.1545    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2272   -0.3295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8871    0.1644    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6299   -0.0822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0522    0.0830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4754    0.6598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6496    0.5777    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2371   -0.1644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4121   -0.0822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0825   -0.7420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9068   -0.7420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4022   -0.0822    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8049    1.4848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6299    1.4848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4022   -2.3098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0727   -1.5670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5674   -0.9072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3924   -1.0723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6595    1.3197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2371    0.7420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8969    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6397    0.9902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1344    1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6397    2.3098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8969    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6602    1.3197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1648    0.6598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2 13  2  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4 14  1  0  0  0  0
  5  6  1  0  0  0  0
  5 24  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 15  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 19  1  0  0  0  0
 11 12  1  0  0  0  0
 11 29  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 22  1  0  0  0  0
 15 16  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 27  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 28 29  1  0  0  0  0
M  END

HMDB0039126
     RDKit          3D
Wybutoxine
 49 51  0  0  0  0  0  0  0  0999 V2000
    4.3659   -0.0886   -4.1168 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7768    0.4658   -2.9664 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4956   -0.3682   -1.8880 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7876   -1.5937   -2.0011 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9006    0.1321   -0.6969 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6046   -0.7105    0.4219 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2619   -0.2556    1.6701 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9734    0.7796    1.6597 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1226   -0.9333    2.8636 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7738   -0.4457    4.0042 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1027   -0.9136    0.6018 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4379    0.4219    0.6929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0169    0.3623    0.8704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7560    0.0931    2.0025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1771   -0.1924    3.3289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0742    0.1344    1.7166 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1822    0.4277    0.4114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3076    0.5681   -0.3089 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6281    0.4227    0.2391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2006    0.8629   -1.6175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0933    1.0701   -2.6180 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4171    1.3359   -3.7496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0935    1.3069   -3.5098 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9578    1.0170   -2.2021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8438    0.8605   -1.4100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7026    0.9992   -1.9348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9343    0.5678   -0.1097 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9513   -1.7211    1.7158 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5050   -2.8885    1.3163 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2102   -0.7450   -3.7980 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6537   -0.7083   -4.7139 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8241    0.6740   -4.7781 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6953    1.1771   -0.6970 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9790   -1.7463    0.1622 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6272    0.6618    4.1479 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8567   -0.6045    4.0081 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3379   -0.9416    4.9178 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7854   -1.4952   -0.2897 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7615    1.0539   -0.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8756    0.9210    1.6115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7296    0.4234    4.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1183    0.1814    3.4089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2871   -1.2365    3.6577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6164    0.3457    1.3450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2031   -0.4283   -0.1832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2328    1.3457    0.0144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8585    1.5460   -4.7264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2903    1.4644   -4.1477 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0551   -3.6055    1.7201 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  6 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 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
 11 28  1  0
 28 29  1  0
 27 13  1  0
 27 17  1  0
 24 20  2  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  5 33  1  0
  6 34  1  0
 10 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 15 41  1  0
 15 42  1  0
 15 43  1  0
 19 44  1  0
 19 45  1  0
 19 46  1  0
 22 47  1  0
 23 48  1  0
 29 49  1  0
M  END


  Mrv0541 02241218322D          

 29 31  0  0  0  0            999 V2000
    1.1542   -2.2269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4022   -1.4019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2272   -1.1545    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2272   -0.3295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8871    0.1644    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6299   -0.0822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0522    0.0830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4754    0.6598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6496    0.5777    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2371   -0.1644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4121   -0.0822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0825   -0.7420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9068   -0.7420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4022   -0.0822    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8049    1.4848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6299    1.4848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4022   -2.3098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0727   -1.5670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5674   -0.9072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3924   -1.0723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6595    1.3197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2371    0.7420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8969    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6397    0.9902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1344    1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6397    2.3098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8969    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6602    1.3197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1648    0.6598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2 13  2  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4 14  1  0  0  0  0
  5  6  1  0  0  0  0
  5 24  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 15  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 19  1  0  0  0  0
 11 12  1  0  0  0  0
 11 29  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 22  1  0  0  0  0
 15 16  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 27  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 28 29  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039126

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)NC(C(CC1=C(C)N=C2N1C(=O)C1=C(N=CN1)N2C)OO)C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C16H20N6O7/c1-7-8(5-9(29-26)10(14(24)27-3)20-16(25)28-4)22-13(23)11-12(18-6-17-11)21(2)15(22)19-7/h6,9-10,26H,5H2,1-4H3,(H,17,18)(H,20,25)

> <INCHI_KEY>
FRYWGCQTDZARGT-UHFFFAOYSA-N

> <FORMULA>
C16H20N6O7

> <MOLECULAR_WEIGHT>
408.366

> <EXACT_MASS>
408.139347024

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
39.63747844947085

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 4-{4,6-dimethyl-9-oxo-1H,4H,9H-imidazo[1,2-a]purin-7-yl}-3-hydroperoxy-2-[(methoxycarbonyl)amino]butanoate

> <ALOGPS_LOGP>
0.55

> <JCHEM_LOGP>
-0.8705747046666664

> <ALOGPS_LOGS>
-2.20

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.683031010761006

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.36707905293475

> <JCHEM_PKA_STRONGEST_BASIC>
0.5140683871420204

> <JCHEM_POLAR_SURFACE_AREA>
160.89999999999998

> <JCHEM_REFRACTIVITY>
95.6845

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.60e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 4-{4,6-dimethyl-9-oxo-1H-imidazo[1,2-a]purin-7-yl}-3-hydroperoxy-2-[(methoxycarbonyl)amino]butanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0039126
     RDKit          3D
Wybutoxine
 49 51  0  0  0  0  0  0  0  0999 V2000
    4.3659   -0.0886   -4.1168 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7768    0.4658   -2.9664 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4956   -0.3682   -1.8880 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7876   -1.5937   -2.0011 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9006    0.1321   -0.6969 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6046   -0.7105    0.4219 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2619   -0.2556    1.6701 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9734    0.7796    1.6597 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1226   -0.9333    2.8636 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7738   -0.4457    4.0042 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1027   -0.9136    0.6018 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4379    0.4219    0.6929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0169    0.3623    0.8704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7560    0.0931    2.0025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1771   -0.1924    3.3289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0742    0.1344    1.7166 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1822    0.4277    0.4114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3076    0.5681   -0.3089 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6281    0.4227    0.2391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2006    0.8629   -1.6175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0933    1.0701   -2.6180 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4171    1.3359   -3.7496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0935    1.3069   -3.5098 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9578    1.0170   -2.2021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8438    0.8605   -1.4100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7026    0.9992   -1.9348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9343    0.5678   -0.1097 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9513   -1.7211    1.7158 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5050   -2.8885    1.3163 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2102   -0.7450   -3.7980 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6537   -0.7083   -4.7139 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8241    0.6740   -4.7781 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6953    1.1771   -0.6970 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9790   -1.7463    0.1622 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6272    0.6618    4.1479 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8567   -0.6045    4.0081 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3379   -0.9416    4.9178 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7854   -1.4952   -0.2897 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7615    1.0539   -0.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8756    0.9210    1.6115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7296    0.4234    4.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1183    0.1814    3.4089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2871   -1.2365    3.6577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6164    0.3457    1.3450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2031   -0.4283   -0.1832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2328    1.3457    0.0144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8585    1.5460   -4.7264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2903    1.4644   -4.1477 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0551   -3.6055    1.7201 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  6 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 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
 11 28  1  0
 28 29  1  0
 27 13  1  0
 27 17  1  0
 24 20  2  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  5 33  1  0
  6 34  1  0
 10 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 15 41  1  0
 15 42  1  0
 15 43  1  0
 19 44  1  0
 19 45  1  0
 19 46  1  0
 22 47  1  0
 23 48  1  0
 29 49  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       2.155  -4.157   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.617  -2.617   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       4.157  -2.155   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       4.157  -0.615   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       5.389   0.307   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       6.776  -0.153   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -5.697   0.155   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -4.621   1.232   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      -3.079   1.078   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      -2.309  -0.307   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.769  -0.153   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.154  -1.385   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.693  -1.385   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       2.617  -0.153   0.000  0.00  0.00           N+0
HETATM   15  O   UNK     0      -5.236   2.772   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -6.776   2.772   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.617  -4.312   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -2.002  -2.925   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -2.926  -1.693   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -4.466  -2.002   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       1.231   2.463   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       2.309   1.385   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.541   2.310   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.927   1.848   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0       5.851   3.080   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0       4.927   4.312   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0       3.541   3.850   0.000  0.00  0.00           N+0
HETATM   28  O   UNK     0      -1.232   2.463   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -0.308   1.232   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   13                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   14                                                  
CONECT    5    4    6   24                                                  
CONECT    6    5                                                            
CONECT    7    8                                                            
CONECT    8    7    9   15                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   19                                                  
CONECT   11   10   12   29                                                  
CONECT   12   11   13                                                       
CONECT   13    2   12   14                                                  
CONECT   14    4   13   22                                                  
CONECT   15    8   16                                                       
CONECT   16   15                                                            
CONECT   17   18                                                            
CONECT   18   17   19                                                       
CONECT   19   10   18   20                                                  
CONECT   20   19                                                            
CONECT   21   22                                                            
CONECT   22   14   21   23                                                  
CONECT   23   22   24   27                                                  
CONECT   24    5   23   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   23   26                                                       
CONECT   28   29                                                            
CONECT   29   11   28                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

COMPND    HMDB0039126
HETATM    1  C1  UNL     1       4.366  -0.089  -4.117  1.00  0.00           C  
HETATM    2  O1  UNL     1       3.777   0.466  -2.966  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.496  -0.368  -1.888  1.00  0.00           C  
HETATM    4  O2  UNL     1       3.788  -1.594  -2.001  1.00  0.00           O  
HETATM    5  N1  UNL     1       2.901   0.132  -0.697  1.00  0.00           N  
HETATM    6  C3  UNL     1       2.605  -0.711   0.422  1.00  0.00           C  
HETATM    7  C4  UNL     1       3.262  -0.256   1.670  1.00  0.00           C  
HETATM    8  O3  UNL     1       3.973   0.780   1.660  1.00  0.00           O  
HETATM    9  O4  UNL     1       3.123  -0.933   2.864  1.00  0.00           O  
HETATM   10  C5  UNL     1       3.774  -0.446   4.004  1.00  0.00           C  
HETATM   11  C6  UNL     1       1.103  -0.914   0.602  1.00  0.00           C  
HETATM   12  C7  UNL     1       0.438   0.422   0.693  1.00  0.00           C  
HETATM   13  C8  UNL     1      -1.017   0.362   0.870  1.00  0.00           C  
HETATM   14  C9  UNL     1      -1.756   0.093   2.002  1.00  0.00           C  
HETATM   15  C10 UNL     1      -1.177  -0.192   3.329  1.00  0.00           C  
HETATM   16  N2  UNL     1      -3.074   0.134   1.717  1.00  0.00           N  
HETATM   17  C11 UNL     1      -3.182   0.428   0.411  1.00  0.00           C  
HETATM   18  N3  UNL     1      -4.308   0.568  -0.309  1.00  0.00           N  
HETATM   19  C12 UNL     1      -5.628   0.423   0.239  1.00  0.00           C  
HETATM   20  C13 UNL     1      -4.201   0.863  -1.618  1.00  0.00           C  
HETATM   21  N4  UNL     1      -5.093   1.070  -2.618  1.00  0.00           N  
HETATM   22  C14 UNL     1      -4.417   1.336  -3.750  1.00  0.00           C  
HETATM   23  N5  UNL     1      -3.094   1.307  -3.510  1.00  0.00           N  
HETATM   24  C15 UNL     1      -2.958   1.017  -2.202  1.00  0.00           C  
HETATM   25  C16 UNL     1      -1.844   0.860  -1.410  1.00  0.00           C  
HETATM   26  O5  UNL     1      -0.703   0.999  -1.935  1.00  0.00           O  
HETATM   27  N6  UNL     1      -1.934   0.568  -0.110  1.00  0.00           N  
HETATM   28  O6  UNL     1       0.951  -1.721   1.716  1.00  0.00           O  
HETATM   29  O7  UNL     1       0.505  -2.888   1.316  1.00  0.00           O  
HETATM   30  H1  UNL     1       5.210  -0.745  -3.798  1.00  0.00           H  
HETATM   31  H2  UNL     1       3.654  -0.708  -4.714  1.00  0.00           H  
HETATM   32  H3  UNL     1       4.824   0.674  -4.778  1.00  0.00           H  
HETATM   33  H4  UNL     1       2.695   1.177  -0.697  1.00  0.00           H  
HETATM   34  H5  UNL     1       2.979  -1.746   0.162  1.00  0.00           H  
HETATM   35  H6  UNL     1       3.627   0.662   4.148  1.00  0.00           H  
HETATM   36  H7  UNL     1       4.857  -0.604   4.008  1.00  0.00           H  
HETATM   37  H8  UNL     1       3.338  -0.942   4.918  1.00  0.00           H  
HETATM   38  H9  UNL     1       0.785  -1.495  -0.290  1.00  0.00           H  
HETATM   39  H10 UNL     1       0.761   1.054  -0.139  1.00  0.00           H  
HETATM   40  H11 UNL     1       0.876   0.921   1.611  1.00  0.00           H  
HETATM   41  H12 UNL     1      -1.730   0.423   4.094  1.00  0.00           H  
HETATM   42  H13 UNL     1      -0.118   0.181   3.409  1.00  0.00           H  
HETATM   43  H14 UNL     1      -1.287  -1.237   3.658  1.00  0.00           H  
HETATM   44  H15 UNL     1      -5.616   0.346   1.345  1.00  0.00           H  
HETATM   45  H16 UNL     1      -6.203  -0.428  -0.183  1.00  0.00           H  
HETATM   46  H17 UNL     1      -6.233   1.346   0.014  1.00  0.00           H  
HETATM   47  H18 UNL     1      -4.858   1.546  -4.726  1.00  0.00           H  
HETATM   48  H19 UNL     1      -2.290   1.464  -4.148  1.00  0.00           H  
HETATM   49  H20 UNL     1       1.055  -3.605   1.720  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6   33
CONECT    6    7   11   34
CONECT    7    8    8    9
CONECT    9   10
CONECT   10   35   36   37
CONECT   11   12   28   38
CONECT   12   13   39   40
CONECT   13   14   14   27
CONECT   14   15   16
CONECT   15   41   42   43
CONECT   16   17   17
CONECT   17   18   27
CONECT   18   19   20
CONECT   19   44   45   46
CONECT   20   21   24   24
CONECT   21   22   22
CONECT   22   23   47
CONECT   23   24   48
CONECT   24   25
CONECT   25   26   26   27
CONECT   28   29
CONECT   29   49
END

HMDB0039126
     RDKit          3D
Wybutoxine
 49 51  0  0  0  0  0  0  0  0999 V2000
    4.3659   -0.0886   -4.1168 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7768    0.4658   -2.9664 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4956   -0.3682   -1.8880 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7876   -1.5937   -2.0011 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9006    0.1321   -0.6969 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6046   -0.7105    0.4219 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2619   -0.2556    1.6701 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9734    0.7796    1.6597 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1226   -0.9333    2.8636 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7738   -0.4457    4.0042 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1027   -0.9136    0.6018 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4379    0.4219    0.6929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0169    0.3623    0.8704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7560    0.0931    2.0025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1771   -0.1924    3.3289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0742    0.1344    1.7166 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1822    0.4277    0.4114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3076    0.5681   -0.3089 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6281    0.4227    0.2391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2006    0.8629   -1.6175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0933    1.0701   -2.6180 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4171    1.3359   -3.7496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0935    1.3069   -3.5098 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9578    1.0170   -2.2021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8438    0.8605   -1.4100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7026    0.9992   -1.9348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9343    0.5678   -0.1097 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9513   -1.7211    1.7158 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5050   -2.8885    1.3163 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2102   -0.7450   -3.7980 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6537   -0.7083   -4.7139 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8241    0.6740   -4.7781 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6953    1.1771   -0.6970 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9790   -1.7463    0.1622 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6272    0.6618    4.1479 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8567   -0.6045    4.0081 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3379   -0.9416    4.9178 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7854   -1.4952   -0.2897 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7615    1.0539   -0.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8756    0.9210    1.6115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7296    0.4234    4.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1183    0.1814    3.4089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2871   -1.2365    3.6577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6164    0.3457    1.3450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2031   -0.4283   -0.1832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2328    1.3457    0.0144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8585    1.5460   -4.7264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2903    1.4644   -4.1477 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0551   -3.6055    1.7201 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  6 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 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
 11 28  1  0
 28 29  1  0
 27 13  1  0
 27 17  1  0
 24 20  2  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  5 33  1  0
  6 34  1  0
 10 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 15 41  1  0
 15 42  1  0
 15 43  1  0
 19 44  1  0
 19 45  1  0
 19 46  1  0
 22 47  1  0
 23 48  1  0
 29 49  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Methyl 4,9-dihydro-b-hydroperoxy-a-[(methoxycarbonyl)amino]-4,6-dimethyl-9-oxo-1H-imidazo[1,2-a]purine-7-butanoate, 9ci	HMDB
Peroxy-y-base	HMDB
Peroxywybutine	HMDB
Methyl 4-{4,6-dimethyl-9-oxo-3H,4H,9H-imidazo[1,2-a]purin-7-yl}-3-hydroperoxy-2-{[hydroxy(methoxy)methylidene]amino}butanoic acid	Generator

Chemical Formula

C₁₆H₂₀N₆O₇

Average Molecular Weight

408.366

Monoisotopic Molecular Weight

408.139347024

IUPAC Name

methyl 4-{4,6-dimethyl-9-oxo-1H,4H,9H-imidazo[1,2-a]purin-7-yl}-3-hydroperoxy-2-[(methoxycarbonyl)amino]butanoate

Traditional Name

methyl 4-{4,6-dimethyl-9-oxo-1H-imidazo[1,2-a]purin-7-yl}-3-hydroperoxy-2-[(methoxycarbonyl)amino]butanoate

CAS Registry Number

36238-44-5

SMILES

COC(=O)NC(C(CC1=C(C)N=C2N1C(=O)C1=C(N=CN1)N2C)OO)C(=O)OC

InChI Identifier

InChI=1S/C16H20N6O7/c1-7-8(5-9(29-26)10(14(24)27-3)20-16(25)28-4)22-13(23)11-12(18-6-17-11)21(2)15(22)19-7/h6,9-10,26H,5H2,1-4H3,(H,17,18)(H,20,25)

InChI Key

FRYWGCQTDZARGT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acid esters. These are ester derivatives of alpha amino acids.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acid esters

Alternative Parents

Substituents

Alpha-amino acid ester
6-oxopurine
Hypoxanthine
Imidazopyrimidine
Purine
Imidazo[1,2-a]pyrimidine
Pyrimidone
Fatty acid ester
N-substituted imidazole
Fatty acyl
Pyrimidine
Methylcarbamate
Azole
Heteroaromatic compound
Imidazole
Vinylogous amide
Methyl ester
Carbamic acid ester
Lactam
Carbonic acid derivative
Hydroperoxide
Carboxylic acid ester
Alkyl hydroperoxide
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Azacycle
Peroxol
Organic oxide
Organonitrogen compound
Organic oxygen compound
Organooxygen compound
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0039126)
Cytoplasm (HMDB: HMDB0039126)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039126)

Source

Exogenous

Exogenous (HMDB: HMDB0039126)

Food

Food (HMDB: HMDB0039126)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0039126)

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	2.6 g/L	ALOGPS
logP	0.55	ALOGPS
logP	-0.87	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	10.37	ChemAxon
pKa (Strongest Basic)	0.51	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	160.9 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	95.68 m³·mol⁻¹	ChemAxon
Polarizability	39.64 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]+	195.771	31661259
DarkChem	[M-H]-	188.526	31661259
DeepCCS	[M+H]+	189.742	30932474
DeepCCS	[M-H]-	187.384	30932474
DeepCCS	[M-2H]-	220.892	30932474
DeepCCS	[M+Na]+	196.122	30932474
AllCCS	[M+H]+	189.9	32859911
AllCCS	[M+H-H2O]+	187.4	32859911
AllCCS	[M+NH4]+	192.1	32859911
AllCCS	[M+Na]+	192.8	32859911
AllCCS	[M-H]-	193.7	32859911
AllCCS	[M+Na-2H]-	194.0	32859911
AllCCS	[M+HCOO]-	194.4	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	3.88 minutes	32390414
Predicted by Siyang on May 30, 2022	10.3878 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.62 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	497.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	208.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	67.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	158.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	48.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	314.8 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	287.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	827.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	632.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	167.9 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	868.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	191.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	209.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	569.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	441.0 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	423.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Wybutoxine	COC(=O)NC(C(CC1=C(C)N=C2N1C(=O)C1=C(N=CN1)N2C)OO)C(=O)OC	3809.4	Standard polar	33892256
Wybutoxine	COC(=O)NC(C(CC1=C(C)N=C2N1C(=O)C1=C(N=CN1)N2C)OO)C(=O)OC	2747.9	Standard non polar	33892256
Wybutoxine	COC(=O)NC(C(CC1=C(C)N=C2N1C(=O)C1=C(N=CN1)N2C)OO)C(=O)OC	3549.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Wybutoxine,1TMS,isomer #1	COC(=O)C(C(CC1=C(C)N=C2N(C)C3=C([NH]C=N3)C(=O)N12)OO)N(C(=O)OC)[Si](C)(C)C	3336.2	Semi standard non polar	33892256
Wybutoxine,1TMS,isomer #1	COC(=O)C(C(CC1=C(C)N=C2N(C)C3=C([NH]C=N3)C(=O)N12)OO)N(C(=O)OC)[Si](C)(C)C	3157.5	Standard non polar	33892256
Wybutoxine,1TMS,isomer #2	COC(=O)NC(C(=O)OC)C(CC1=C(C)N=C2N(C)C3=C(C(=O)N12)N([Si](C)(C)C)C=N3)OO	3395.2	Semi standard non polar	33892256
Wybutoxine,1TMS,isomer #2	COC(=O)NC(C(=O)OC)C(CC1=C(C)N=C2N(C)C3=C(C(=O)N12)N([Si](C)(C)C)C=N3)OO	3139.6	Standard non polar	33892256
Wybutoxine,2TMS,isomer #1	COC(=O)C(C(CC1=C(C)N=C2N(C)C3=C(C(=O)N12)N([Si](C)(C)C)C=N3)OO)N(C(=O)OC)[Si](C)(C)C	3304.7	Semi standard non polar	33892256
Wybutoxine,2TMS,isomer #1	COC(=O)C(C(CC1=C(C)N=C2N(C)C3=C(C(=O)N12)N([Si](C)(C)C)C=N3)OO)N(C(=O)OC)[Si](C)(C)C	3147.3	Standard non polar	33892256
Wybutoxine,1TBDMS,isomer #1	COC(=O)C(C(CC1=C(C)N=C2N(C)C3=C([NH]C=N3)C(=O)N12)OO)N(C(=O)OC)[Si](C)(C)C(C)(C)C	3531.0	Semi standard non polar	33892256
Wybutoxine,1TBDMS,isomer #1	COC(=O)C(C(CC1=C(C)N=C2N(C)C3=C([NH]C=N3)C(=O)N12)OO)N(C(=O)OC)[Si](C)(C)C(C)(C)C	3332.0	Standard non polar	33892256
Wybutoxine,1TBDMS,isomer #2	COC(=O)NC(C(=O)OC)C(CC1=C(C)N=C2N(C)C3=C(C(=O)N12)N([Si](C)(C)C(C)(C)C)C=N3)OO	3591.9	Semi standard non polar	33892256
Wybutoxine,1TBDMS,isomer #2	COC(=O)NC(C(=O)OC)C(CC1=C(C)N=C2N(C)C3=C(C(=O)N12)N([Si](C)(C)C(C)(C)C)C=N3)OO	3329.5	Standard non polar	33892256
Wybutoxine,2TBDMS,isomer #1	COC(=O)C(C(CC1=C(C)N=C2N(C)C3=C(C(=O)N12)N([Si](C)(C)C(C)(C)C)C=N3)OO)N(C(=O)OC)[Si](C)(C)C(C)(C)C	3709.1	Semi standard non polar	33892256
Wybutoxine,2TBDMS,isomer #1	COC(=O)C(C(CC1=C(C)N=C2N(C)C3=C(C(=O)N12)N([Si](C)(C)C(C)(C)C)C=N3)OO)N(C(=O)OC)[Si](C)(C)C(C)(C)C	3528.9	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Wybutoxine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0092-8549000000-e95459cdd2a46f8d9827	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Wybutoxine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Wybutoxine 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 - Wybutoxine 10V, Positive-QTOF	splash10-0a6r-0109700000-42cd526479b05f760baf	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wybutoxine 20V, Positive-QTOF	splash10-004i-0009000000-6be65d5ffdb842c39ae9	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wybutoxine 40V, Positive-QTOF	splash10-01bj-9452000000-b3f885328291dff5a80f	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wybutoxine 10V, Negative-QTOF	splash10-056r-0009300000-e0e5e86cbd130b0b112e	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wybutoxine 20V, Negative-QTOF	splash10-01r5-3329100000-7b31bc961f78ffff57f5	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wybutoxine 40V, Negative-QTOF	splash10-0006-9203000000-b6c6c4b5a7a7649f3dd7	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wybutoxine 10V, Positive-QTOF	splash10-0006-0098300000-1ac127cc4a33497a1000	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wybutoxine 20V, Positive-QTOF	splash10-014i-1189000000-d4e73b46a3c7ebe78d27	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wybutoxine 40V, Positive-QTOF	splash10-014i-6896000000-d7c1cf0b191abdd8d192	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wybutoxine 10V, Negative-QTOF	splash10-0uxu-5429100000-681578a6e3cea0de9fff	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wybutoxine 20V, Negative-QTOF	splash10-00kf-2089000000-a2419c1466bc3b8f9137	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wybutoxine 40V, Negative-QTOF	splash10-0006-6195000000-1d178466438140b00525	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB018638

KNApSAcK ID

Not Available

Chemspider ID

167683

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

193232

PDB ID

Not Available

ChEBI ID

165847

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 Wybutoxine (HMDB0039126)

MOL for HMDB0039126 (Wybutoxine)

3D MOL for HMDB0039126 (Wybutoxine)

3D SDF for HMDB0039126 (Wybutoxine)

3D-SDF for HMDB0039126 (Wybutoxine)

PDB for HMDB0039126 (Wybutoxine)

3D PDB for HMDB0039126 (Wybutoxine)

SMILES for HMDB0039126 (Wybutoxine)

INCHI for HMDB0039126 (Wybutoxine)

Structure for HMDB0039126 (Wybutoxine)

3D Structure for HMDB0039126 (Wybutoxine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra