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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:36:34 UTC

Update Date

2022-03-07 02:52:32 UTC

HMDB ID

HMDB0030401

Secondary Accession Numbers

HMDB30401

Metabolite Identification

Common Name

AK toxin I

Description

AK toxin I, also known as ak-toxin I, belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. N-acyl-alpha amino acids and derivatives are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom. Based on a literature review very few articles have been published on AK toxin I.

Structure

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


  Mrv0541 02241218072D          

 30 31  0  0  0  0            999 V2000
    0.6488   -2.9197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0804   -3.3259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8111   -3.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8111   -2.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1619   -1.7843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6488   -2.1089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2981   -1.6220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2981   -0.8105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6488   -0.4050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5673    0.4058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1619    0.8111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0804    1.6227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6488    2.0281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6488    2.8397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0804    3.2451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8111    2.8397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5412    3.2451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2712    2.8397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3519    2.0281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1351   -0.3242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7035    0.2442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8920    0.4865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2974    1.2166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0281   -0.4050    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1089    0.4058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6220    0.9735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0281   -2.0273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9205    0.6488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0804   -0.7297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9205    3.3259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 27  1  0  0  0  0
  8  9  1  0  0  0  0
  8 24  1  0  0  0  0
  9 10  1  0  0  0  0
  9 29  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 22  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 30  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 28  1  0  0  0  0
M  END

HMDB0030401
     RDKit          3D
AK toxin I
 57 58  0  0  0  0  0  0  0  0999 V2000
   -3.5405   -1.6312    3.0926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7463   -0.6989    2.2911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2755    0.3317    2.8230 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4684   -0.9004    0.8983 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6865    0.0257    0.1248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4291   -0.5480   -0.3702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1035   -1.7530   -0.0939 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4822    0.1455   -1.1539 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6938   -0.4859   -1.5994 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8798    0.2947   -1.2631 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6657    0.0346   -0.1916 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8315    0.8509    0.0845 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6030    0.6158    1.1175 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3023   -0.4821    2.0202 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0966   -0.7254    3.0839 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8164   -1.8192    4.0028 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5970   -1.9855    4.9684 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7445   -2.6676    3.8583 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5495   -0.6317   -3.0942 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6718   -1.7763   -3.5971 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6014   -0.1814   -3.9694 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3938    0.5155   -3.8668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5521    0.5966   -0.9698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7859    1.5859   -1.8254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7601    1.2354   -0.4203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0059    0.8713   -0.8476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1633    1.4707   -0.3285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0411    2.4458    0.6313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7823    2.8093    1.0588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6235    2.2113    0.5411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9389   -2.2242    3.8107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3307   -1.1258    3.6847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0340   -2.3459    2.3918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8343   -1.7398    0.3987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4108    0.8613    0.8092 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7325   -1.5370   -1.2003 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2001    1.1416   -1.8572 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3295   -0.7967    0.3802 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0804    1.6774   -0.5722 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4845    1.2242    1.3363 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4792   -1.1569    1.9369 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9420   -0.0665    3.2093 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1779   -2.8339    4.7071 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7428   -1.8736   -4.6946 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9129   -2.7291   -3.0921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4066   -1.5622   -3.3791 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4796    0.4300   -3.7097 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7833   -0.7755   -4.8945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8814   -0.2032   -1.6764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4796    2.4073   -2.0755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4252    1.1382   -2.7559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9618    2.0514   -1.2272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1575    0.1092   -1.6006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1271    1.1603   -0.6881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9466    2.8879    1.0117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6973    3.5722    1.8096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6782    2.5553    0.9315 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
  9 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
  5 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 22 19  1  0
 30 25  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  5 35  1  0
  9 36  1  0
 10 37  1  0
 11 38  1  0
 12 39  1  0
 13 40  1  0
 14 41  1  0
 15 42  1  0
 18 43  1  0
 20 44  1  0
 20 45  1  0
 20 46  1  0
 21 47  1  0
 21 48  1  0
 23 49  1  0
 24 50  1  0
 24 51  1  0
 24 52  1  0
 26 53  1  0
 27 54  1  0
 28 55  1  0
 29 56  1  0
 30 57  1  0
M  END


  Mrv0541 02241218072D          

 30 31  0  0  0  0            999 V2000
    0.6488   -2.9197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0804   -3.3259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8111   -3.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8111   -2.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1619   -1.7843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6488   -2.1089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2981   -1.6220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2981   -0.8105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6488   -0.4050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5673    0.4058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1619    0.8111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0804    1.6227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6488    2.0281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6488    2.8397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0804    3.2451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8111    2.8397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5412    3.2451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2712    2.8397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3519    2.0281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1351   -0.3242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7035    0.2442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8920    0.4865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2974    1.2166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0281   -0.4050    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1089    0.4058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6220    0.9735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0281   -2.0273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9205    0.6488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0804   -0.7297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9205    3.3259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 27  1  0  0  0  0
  8  9  1  0  0  0  0
  8 24  1  0  0  0  0
  9 10  1  0  0  0  0
  9 29  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 22  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 30  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 28  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030401

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C(NC(C)=O)C(=O)OC(\C=C\C=C/C=C/C(O)=O)C1(C)CO1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C23H27NO6/c1-16(18-11-7-6-8-12-18)21(24-17(2)25)22(28)30-19(23(3)15-29-23)13-9-4-5-10-14-20(26)27/h4-14,16,19,21H,15H2,1-3H3,(H,24,25)(H,26,27)/b5-4-,13-9+,14-10+

> <INCHI_KEY>
HGSOUJPIFSDBKJ-OUYMFVGOSA-N

> <FORMULA>
C23H27NO6

> <MOLECULAR_WEIGHT>
413.4636

> <EXACT_MASS>
413.183837601

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
44.08390870570392

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E,4Z,6E)-8-[(2-acetamido-3-phenylbutanoyl)oxy]-8-(2-methyloxiran-2-yl)octa-2,4,6-trienoic acid

> <ALOGPS_LOGP>
3.49

> <JCHEM_LOGP>
2.800758441

> <ALOGPS_LOGS>
-5.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.543434523109024

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.150560712812296

> <JCHEM_PKA_STRONGEST_BASIC>
-1.1869247625578923

> <JCHEM_POLAR_SURFACE_AREA>
105.23

> <JCHEM_REFRACTIVITY>
113.96939999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.87e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E,4Z,6E)-8-[(2-acetamido-3-phenylbutanoyl)oxy]-8-(2-methyloxiran-2-yl)octa-2,4,6-trienoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030401
     RDKit          3D
AK toxin I
 57 58  0  0  0  0  0  0  0  0999 V2000
   -3.5405   -1.6312    3.0926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7463   -0.6989    2.2911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2755    0.3317    2.8230 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4684   -0.9004    0.8983 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6865    0.0257    0.1248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4291   -0.5480   -0.3702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1035   -1.7530   -0.0939 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4822    0.1455   -1.1539 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6938   -0.4859   -1.5994 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8798    0.2947   -1.2631 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6657    0.0346   -0.1916 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8315    0.8509    0.0845 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6030    0.6158    1.1175 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3023   -0.4821    2.0202 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0966   -0.7254    3.0839 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8164   -1.8192    4.0028 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5970   -1.9855    4.9684 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7445   -2.6676    3.8583 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5495   -0.6317   -3.0942 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6718   -1.7763   -3.5971 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6014   -0.1814   -3.9694 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3938    0.5155   -3.8668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5521    0.5966   -0.9698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7859    1.5859   -1.8254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7601    1.2354   -0.4203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0059    0.8713   -0.8476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1633    1.4707   -0.3285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0411    2.4458    0.6313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7823    2.8093    1.0588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6235    2.2113    0.5411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9389   -2.2242    3.8107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3307   -1.1258    3.6847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0340   -2.3459    2.3918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8343   -1.7398    0.3987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4108    0.8613    0.8092 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7325   -1.5370   -1.2003 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2001    1.1416   -1.8572 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3295   -0.7967    0.3802 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0804    1.6774   -0.5722 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4845    1.2242    1.3363 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4792   -1.1569    1.9369 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9420   -0.0665    3.2093 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1779   -2.8339    4.7071 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7428   -1.8736   -4.6946 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9129   -2.7291   -3.0921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4066   -1.5622   -3.3791 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4796    0.4300   -3.7097 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7833   -0.7755   -4.8945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8814   -0.2032   -1.6764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4796    2.4073   -2.0755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4252    1.1382   -2.7559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9618    2.0514   -1.2272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1575    0.1092   -1.6006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1271    1.1603   -0.6881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9466    2.8879    1.0117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6973    3.5722    1.8096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6782    2.5553    0.9315 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
  9 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
  5 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 22 19  1  0
 30 25  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  5 35  1  0
  9 36  1  0
 10 37  1  0
 11 38  1  0
 12 39  1  0
 13 40  1  0
 14 41  1  0
 15 42  1  0
 18 43  1  0
 20 44  1  0
 20 45  1  0
 20 46  1  0
 21 47  1  0
 21 48  1  0
 23 49  1  0
 24 50  1  0
 24 51  1  0
 24 52  1  0
 26 53  1  0
 27 54  1  0
 28 55  1  0
 29 56  1  0
 30 57  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       1.211  -5.450   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.150  -6.208   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.514  -5.602   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.514  -4.087   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.302  -3.331   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.211  -3.937   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.423  -3.028   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.423  -1.513   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.211  -0.756   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.059   0.757   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -0.302   1.514   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.150   3.029   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.211   3.786   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.211   5.301   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.150   6.058   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.514   5.301   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.877   6.058   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.240   5.301   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -4.390   3.786   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -2.119  -0.605   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -3.180   0.456   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -1.665   0.908   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.422   2.271   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0       3.786  -0.756   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0       3.937   0.757   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       3.028   1.817   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       3.786  -3.784   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.452   1.211   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -0.150  -1.362   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -5.452   6.208   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    1    5    7                                                  
CONECT    7    6    8   27                                                  
CONECT    8    7    9   24                                                  
CONECT    9    8   10   29                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   22                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   30                                                  
CONECT   19   18                                                            
CONECT   20   21   22                                                       
CONECT   21   20   22                                                       
CONECT   22   11   20   21   23                                             
CONECT   23   22                                                            
CONECT   24    8   25                                                       
CONECT   25   24   26   28                                                  
CONECT   26   25                                                            
CONECT   27    7                                                            
CONECT   28   25                                                            
CONECT   29    9                                                            
CONECT   30   18                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   62    0
END

COMPND    HMDB0030401
HETATM    1  C1  UNL     1      -3.540  -1.631   3.093  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.746  -0.699   2.291  1.00  0.00           C  
HETATM    3  O1  UNL     1      -2.275   0.332   2.823  1.00  0.00           O  
HETATM    4  N1  UNL     1      -2.468  -0.900   0.898  1.00  0.00           N  
HETATM    5  C3  UNL     1      -1.686   0.026   0.125  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.429  -0.548  -0.370  1.00  0.00           C  
HETATM    7  O2  UNL     1      -0.103  -1.753  -0.094  1.00  0.00           O  
HETATM    8  O3  UNL     1       0.482   0.146  -1.154  1.00  0.00           O  
HETATM    9  C5  UNL     1       1.694  -0.486  -1.599  1.00  0.00           C  
HETATM   10  C6  UNL     1       2.880   0.295  -1.263  1.00  0.00           C  
HETATM   11  C7  UNL     1       3.666   0.035  -0.192  1.00  0.00           C  
HETATM   12  C8  UNL     1       4.831   0.851   0.084  1.00  0.00           C  
HETATM   13  C9  UNL     1       5.603   0.616   1.118  1.00  0.00           C  
HETATM   14  C10 UNL     1       5.302  -0.482   2.020  1.00  0.00           C  
HETATM   15  C11 UNL     1       6.097  -0.725   3.084  1.00  0.00           C  
HETATM   16  C12 UNL     1       5.816  -1.819   4.003  1.00  0.00           C  
HETATM   17  O4  UNL     1       6.597  -1.985   4.968  1.00  0.00           O  
HETATM   18  O5  UNL     1       4.745  -2.668   3.858  1.00  0.00           O  
HETATM   19  C13 UNL     1       1.549  -0.632  -3.094  1.00  0.00           C  
HETATM   20  C14 UNL     1       0.672  -1.776  -3.597  1.00  0.00           C  
HETATM   21  C15 UNL     1       2.601  -0.181  -3.969  1.00  0.00           C  
HETATM   22  O6  UNL     1       1.394   0.516  -3.867  1.00  0.00           O  
HETATM   23  C16 UNL     1      -2.552   0.597  -0.970  1.00  0.00           C  
HETATM   24  C17 UNL     1      -1.786   1.586  -1.825  1.00  0.00           C  
HETATM   25  C18 UNL     1      -3.760   1.235  -0.420  1.00  0.00           C  
HETATM   26  C19 UNL     1      -5.006   0.871  -0.848  1.00  0.00           C  
HETATM   27  C20 UNL     1      -6.163   1.471  -0.329  1.00  0.00           C  
HETATM   28  C21 UNL     1      -6.041   2.446   0.631  1.00  0.00           C  
HETATM   29  C22 UNL     1      -4.782   2.809   1.059  1.00  0.00           C  
HETATM   30  C23 UNL     1      -3.624   2.211   0.541  1.00  0.00           C  
HETATM   31  H1  UNL     1      -2.939  -2.224   3.811  1.00  0.00           H  
HETATM   32  H2  UNL     1      -4.331  -1.126   3.685  1.00  0.00           H  
HETATM   33  H3  UNL     1      -4.034  -2.346   2.392  1.00  0.00           H  
HETATM   34  H4  UNL     1      -2.834  -1.740   0.399  1.00  0.00           H  
HETATM   35  H5  UNL     1      -1.411   0.861   0.809  1.00  0.00           H  
HETATM   36  H6  UNL     1       1.732  -1.537  -1.200  1.00  0.00           H  
HETATM   37  H7  UNL     1       3.200   1.142  -1.857  1.00  0.00           H  
HETATM   38  H8  UNL     1       3.330  -0.797   0.380  1.00  0.00           H  
HETATM   39  H9  UNL     1       5.080   1.677  -0.572  1.00  0.00           H  
HETATM   40  H10 UNL     1       6.485   1.224   1.336  1.00  0.00           H  
HETATM   41  H11 UNL     1       4.479  -1.157   1.937  1.00  0.00           H  
HETATM   42  H12 UNL     1       6.942  -0.066   3.209  1.00  0.00           H  
HETATM   43  H13 UNL     1       4.178  -2.834   4.707  1.00  0.00           H  
HETATM   44  H14 UNL     1       0.743  -1.874  -4.695  1.00  0.00           H  
HETATM   45  H15 UNL     1       0.913  -2.729  -3.092  1.00  0.00           H  
HETATM   46  H16 UNL     1      -0.407  -1.562  -3.379  1.00  0.00           H  
HETATM   47  H17 UNL     1       3.480   0.430  -3.710  1.00  0.00           H  
HETATM   48  H18 UNL     1       2.783  -0.775  -4.894  1.00  0.00           H  
HETATM   49  H19 UNL     1      -2.881  -0.203  -1.676  1.00  0.00           H  
HETATM   50  H20 UNL     1      -2.480   2.407  -2.075  1.00  0.00           H  
HETATM   51  H21 UNL     1      -1.425   1.138  -2.756  1.00  0.00           H  
HETATM   52  H22 UNL     1      -0.962   2.051  -1.227  1.00  0.00           H  
HETATM   53  H23 UNL     1      -5.158   0.109  -1.601  1.00  0.00           H  
HETATM   54  H24 UNL     1      -7.127   1.160  -0.688  1.00  0.00           H  
HETATM   55  H25 UNL     1      -6.947   2.888   1.012  1.00  0.00           H  
HETATM   56  H26 UNL     1      -4.697   3.572   1.810  1.00  0.00           H  
HETATM   57  H27 UNL     1      -2.678   2.555   0.932  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3    3    4
CONECT    4    5   34
CONECT    5    6   23   35
CONECT    6    7    7    8
CONECT    8    9
CONECT    9   10   19   36
CONECT   10   11   11   37
CONECT   11   12   38
CONECT   12   13   13   39
CONECT   13   14   40
CONECT   14   15   15   41
CONECT   15   16   42
CONECT   16   17   17   18
CONECT   18   43
CONECT   19   20   21   22
CONECT   20   44   45   46
CONECT   21   22   47   48
CONECT   23   24   25   49
CONECT   24   50   51   52
CONECT   25   26   26   30
CONECT   26   27   53
CONECT   27   28   28   54
CONECT   28   29   55
CONECT   29   30   30   56
CONECT   30   57
END

HMDB0030401
     RDKit          3D
AK toxin I
 57 58  0  0  0  0  0  0  0  0999 V2000
   -3.5405   -1.6312    3.0926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7463   -0.6989    2.2911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2755    0.3317    2.8230 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4684   -0.9004    0.8983 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6865    0.0257    0.1248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4291   -0.5480   -0.3702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1035   -1.7530   -0.0939 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4822    0.1455   -1.1539 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6938   -0.4859   -1.5994 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8798    0.2947   -1.2631 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6657    0.0346   -0.1916 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8315    0.8509    0.0845 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6030    0.6158    1.1175 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3023   -0.4821    2.0202 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0966   -0.7254    3.0839 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8164   -1.8192    4.0028 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5970   -1.9855    4.9684 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7445   -2.6676    3.8583 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5495   -0.6317   -3.0942 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6718   -1.7763   -3.5971 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6014   -0.1814   -3.9694 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3938    0.5155   -3.8668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5521    0.5966   -0.9698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7859    1.5859   -1.8254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7601    1.2354   -0.4203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0059    0.8713   -0.8476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1633    1.4707   -0.3285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0411    2.4458    0.6313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7823    2.8093    1.0588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6235    2.2113    0.5411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9389   -2.2242    3.8107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3307   -1.1258    3.6847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0340   -2.3459    2.3918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8343   -1.7398    0.3987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4108    0.8613    0.8092 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7325   -1.5370   -1.2003 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2001    1.1416   -1.8572 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3295   -0.7967    0.3802 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0804    1.6774   -0.5722 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4845    1.2242    1.3363 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4792   -1.1569    1.9369 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9420   -0.0665    3.2093 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1779   -2.8339    4.7071 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7428   -1.8736   -4.6946 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9129   -2.7291   -3.0921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4066   -1.5622   -3.3791 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4796    0.4300   -3.7097 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7833   -0.7755   -4.8945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8814   -0.2032   -1.6764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4796    2.4073   -2.0755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4252    1.1382   -2.7559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9618    2.0514   -1.2272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1575    0.1092   -1.6006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1271    1.1603   -0.6881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9466    2.8879    1.0117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6973    3.5722    1.8096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6782    2.5553    0.9315 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
  9 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
  5 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 22 19  1  0
 30 25  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  5 35  1  0
  9 36  1  0
 10 37  1  0
 11 38  1  0
 12 39  1  0
 13 40  1  0
 14 41  1  0
 15 42  1  0
 18 43  1  0
 20 44  1  0
 20 45  1  0
 20 46  1  0
 21 47  1  0
 21 48  1  0
 23 49  1  0
 24 50  1  0
 24 51  1  0
 24 52  1  0
 26 53  1  0
 27 54  1  0
 28 55  1  0
 29 56  1  0
 30 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
AK-toxin I	HMDB
N-Acetyl-b-methyl-L-phenylalanine 7-carboxy-1-(2-methyloxiranyl)-2,4,6-heptatrienyl ester, 9ci	HMDB

Chemical Formula

C₂₃H₂₇NO₆

Average Molecular Weight

413.4636

Monoisotopic Molecular Weight

413.183837601

IUPAC Name

(2E,4Z,6E)-8-[(2-acetamido-3-phenylbutanoyl)oxy]-8-(2-methyloxiran-2-yl)octa-2,4,6-trienoic acid

Traditional Name

(2E,4Z,6E)-8-[(2-acetamido-3-phenylbutanoyl)oxy]-8-(2-methyloxiran-2-yl)octa-2,4,6-trienoic acid

CAS Registry Number

85146-09-4

SMILES

CC(C(NC(C)=O)C(=O)OC(\C=C\C=C/C=C/C(O)=O)C1(C)CO1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C23H27NO6/c1-16(18-11-7-6-8-12-18)21(24-17(2)25)22(28)30-19(23(3)15-29-23)13-9-4-5-10-14-20(26)27/h4-14,16,19,21H,15H2,1-3H3,(H,24,25)(H,26,27)/b5-4-,13-9+,14-10+

InChI Key

HGSOUJPIFSDBKJ-OUYMFVGOSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. N-acyl-alpha amino acids and derivatives are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids and derivatives

Alternative Parents

Substituents

Alpha-amino acid ester
N-acyl-alpha amino acid or derivatives
Fatty acid ester
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Fatty acyl
Benzenoid
Acetamide
Carboxamide group
Carboxylic acid ester
Secondary carboxylic acid amide
Carboxylic acid
Dialkyl ether
Oxirane
Ether
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic nitrogen compound
Organic oxygen compound
Carbonyl group
Organopnictogen compound
Organic oxide
Organonitrogen compound
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

organic molecular entity (CHEBI:80727 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0030401)

Cellular substructure

Membrane (HMDB: HMDB0030401)

Source

Endogenous

Endogenous (HMDB: HMDB0030401)

Exogenous

Food

Food (HMDB: HMDB0030401)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	168 °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	0.0029 g/L	ALOGPS
logP	3.49	ALOGPS
logP	2.8	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	4.15	ChemAxon
pKa (Strongest Basic)	-1.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	105.23 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	113.97 m³·mol⁻¹	ChemAxon
Polarizability	44.08 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	199.259	30932474
DeepCCS	[M-H]-	196.901	30932474
DeepCCS	[M-2H]-	230.445	30932474
DeepCCS	[M+Na]+	205.623	30932474
AllCCS	[M+H]+	203.2	32859911
AllCCS	[M+H-H2O]+	200.7	32859911
AllCCS	[M+NH4]+	205.5	32859911
AllCCS	[M+Na]+	206.1	32859911
AllCCS	[M-H]-	199.4	32859911
AllCCS	[M+Na-2H]-	200.3	32859911
AllCCS	[M+HCOO]-	201.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
AK toxin I	CC(C(NC(C)=O)C(=O)OC(\C=C\C=C/C=C/C(O)=O)C1(C)CO1)C1=CC=CC=C1	4827.4	Standard polar	33892256
AK toxin I	CC(C(NC(C)=O)C(=O)OC(\C=C\C=C/C=C/C(O)=O)C1(C)CO1)C1=CC=CC=C1	3007.8	Standard non polar	33892256
AK toxin I	CC(C(NC(C)=O)C(=O)OC(\C=C\C=C/C=C/C(O)=O)C1(C)CO1)C1=CC=CC=C1	3132.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
AK toxin I,1TMS,isomer #1	CC(=O)NC(C(=O)OC(/C=C/C=C\C=C\C(=O)O[Si](C)(C)C)C1(C)CO1)C(C)C1=CC=CC=C1	3272.7	Semi standard non polar	33892256
AK toxin I,1TMS,isomer #2	CC(=O)N(C(C(=O)OC(/C=C/C=C\C=C\C(=O)O)C1(C)CO1)C(C)C1=CC=CC=C1)[Si](C)(C)C	3251.6	Semi standard non polar	33892256
AK toxin I,2TMS,isomer #1	CC(=O)N(C(C(=O)OC(/C=C/C=C\C=C\C(=O)O[Si](C)(C)C)C1(C)CO1)C(C)C1=CC=CC=C1)[Si](C)(C)C	3204.8	Semi standard non polar	33892256
AK toxin I,2TMS,isomer #1	CC(=O)N(C(C(=O)OC(/C=C/C=C\C=C\C(=O)O[Si](C)(C)C)C1(C)CO1)C(C)C1=CC=CC=C1)[Si](C)(C)C	2861.1	Standard non polar	33892256
AK toxin I,1TBDMS,isomer #1	CC(=O)NC(C(=O)OC(/C=C/C=C\C=C\C(=O)O[Si](C)(C)C(C)(C)C)C1(C)CO1)C(C)C1=CC=CC=C1	3510.4	Semi standard non polar	33892256
AK toxin I,1TBDMS,isomer #2	CC(=O)N(C(C(=O)OC(/C=C/C=C\C=C\C(=O)O)C1(C)CO1)C(C)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	3492.8	Semi standard non polar	33892256
AK toxin I,2TBDMS,isomer #1	CC(=O)N(C(C(=O)OC(/C=C/C=C\C=C\C(=O)O[Si](C)(C)C(C)(C)C)C1(C)CO1)C(C)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	3674.1	Semi standard non polar	33892256
AK toxin I,2TBDMS,isomer #1	CC(=O)N(C(C(=O)OC(/C=C/C=C\C=C\C(=O)O[Si](C)(C)C(C)(C)C)C1(C)CO1)C(C)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	3234.1	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - AK toxin I GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4l-5901000000-7cb5d795adf37a173383	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - AK toxin I GC-MS (1 TMS) - 70eV, Positive	splash10-0abc-6910000000-66ad98c7a7a0f399b715	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - AK toxin I 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 - AK toxin I 10V, Positive-QTOF	splash10-08os-1918300000-380807c62788be170914	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - AK toxin I 20V, Positive-QTOF	splash10-0udi-0946000000-46bec4a409e78600da1e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - AK toxin I 40V, Positive-QTOF	splash10-0a4i-7900000000-ecb9908efd468098faf4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - AK toxin I 10V, Negative-QTOF	splash10-08mi-2588900000-ab9adaf7b1c904dab617	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - AK toxin I 20V, Negative-QTOF	splash10-0a4i-3796100000-0498ec7fc25673d3eead	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - AK toxin I 40V, Negative-QTOF	splash10-0a4i-9310000000-34d155d9dfdb77c632e2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - AK toxin I 10V, Positive-QTOF	splash10-03dj-1829600000-0fad6e55385b147fef4e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - AK toxin I 20V, Positive-QTOF	splash10-0a4i-9300000000-9265c3e41eb64f93d63d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - AK toxin I 40V, Positive-QTOF	splash10-0a4j-5900000000-86c34efa9ed3a8677154	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - AK toxin I 10V, Negative-QTOF	splash10-0iki-0069400000-5a87f3103e4cac552cf9	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - AK toxin I 20V, Negative-QTOF	splash10-0a4i-9504000000-03bfc6c5721d8b4c4a6e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - AK toxin I 40V, Negative-QTOF	splash10-0r2c-5924000000-de596d2ffc24ce6993e3	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

46173828

PDB ID

Not Available

ChEBI ID

80727

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 AK toxin I (HMDB0030401)

MOL for HMDB0030401 (AK toxin I)

3D MOL for HMDB0030401 (AK toxin I)

3D SDF for HMDB0030401 (AK toxin I)

3D-SDF for HMDB0030401 (AK toxin I)

PDB for HMDB0030401 (AK toxin I)

3D PDB for HMDB0030401 (AK toxin I)

SMILES for HMDB0030401 (AK toxin I)

INCHI for HMDB0030401 (AK toxin I)

Structure for HMDB0030401 (AK toxin I)

3D Structure for HMDB0030401 (AK toxin I)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra