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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:35:51 UTC

Update Date

2022-03-07 02:52:29 UTC

HMDB ID

HMDB0030274

Secondary Accession Numbers

HMDB30274

Metabolite Identification

Common Name

(E)-Casimiroedine

Description

(E)-Casimiroedine belongs to the class of organic compounds known as glycosylamines. Glycosylamines are compounds consisting of an amine with a beta-N-glycosidic bond to a carbohydrate, thus forming a cyclic hemiaminal ether bond (alpha-amino ether) (E)-Casimiroedine is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on (E)-Casimiroedine.

Structure

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


  Mrv0541 05061305072D          

 30 32  0  0  0  0            999 V2000
    1.9908    3.5157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5632    2.2782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5632    3.1032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8487    1.8657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8487    3.5157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1342    2.2782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4197    3.5157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4197    4.3407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5619    4.3407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2763    4.7532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9063    4.4176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0691    6.1931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0458    5.7452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1342    3.1032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1526    4.7532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5842    5.5257    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7053    4.7532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9198    4.7720    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4348    4.1045    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6144    4.1908    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2788    4.9445    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2388    5.5736    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9908    4.3407    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4583    5.0307    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8896    6.1069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7053    5.5782    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7402    4.6858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7704    3.3509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1294    3.5233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7637    5.6119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  8  7  2  0  0  0  0
 10  9  1  0  0  0  0
 14  5  2  0  0  0  0
 14  6  1  0  0  0  0
 14  7  1  0  0  0  0
 15  9  1  0  0  0  0
 15 11  2  0  0  0  0
 16 12  1  1  0  0  0
 17  8  1  0  0  0  0
 18 16  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 13  2  0  0  0  0
 22 15  1  0  0  0  0
 23  1  1  0  0  0  0
 23 10  1  0  0  0  0
 23 17  1  0  0  0  0
 24 11  1  0  0  0  0
 24 13  1  0  0  0  0
 21 24  1  1  0  0  0
 25 12  1  0  0  0  0
 26 17  2  0  0  0  0
 18 27  1  6  0  0  0
 19 28  1  1  0  0  0
 20 29  1  6  0  0  0
 30 16  1  0  0  0  0
 30 21  1  0  0  0  0
M  END

HMDB0030274
     RDKit          3D
(E)-Casimiroedine
 57 59  0  0  0  0  0  0  0  0999 V2000
    3.2038   -1.3382   -0.5113 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7788   -0.2302    0.2820 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2996   -0.0873    0.4362 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7487    0.7698   -0.6795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7188    0.8679   -0.4629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7197    0.0316   -0.9494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9201    0.4649   -0.5242 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2075   -0.1405   -0.8197 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1646    0.8450   -0.7587 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4439    0.4268   -1.0001 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.3774    1.2669   -0.1237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6964    0.9157   -0.2991 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7073   -1.0135   -0.7219 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4782   -1.8300   -1.8355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8935   -1.5047    0.4421 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.3093   -0.9187    1.6317 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4435   -1.2612    0.1501 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8614   -2.4163   -0.3359 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7013    1.5659    0.2270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3755    1.8013    0.2587 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5958    0.6985    0.9002 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9781    1.6550    1.5955 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0031    0.8275    0.9341 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8963    0.0658    0.3641 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3459    0.3336    0.4936 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8533    1.3771    1.2048 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2435    1.5652    1.2808 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0904    0.7036    0.6427 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5653   -0.3337   -0.0634 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2165   -0.5326   -0.1486 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8034   -2.0835    0.0180 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7177   -0.9922   -1.4130 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2652   -1.9130   -0.8707 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8942   -1.1057    0.4317 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0704    0.4150    1.3915 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9794    0.2592   -1.6400 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2041    1.7698   -0.6074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4952   -0.8250   -1.5736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1479   -0.4873   -1.8779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7820    0.6301   -2.0509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2196    2.3263   -0.4300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0315    1.2040    0.9296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2000    1.6880   -0.6992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8140   -1.1102   -0.5161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7766   -2.5080   -1.6728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0961   -2.6112    0.5384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1247   -1.3303    1.9798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9653   -0.9473    1.1237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7232   -3.0290    0.4308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4556    2.1792    0.7336 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4239    1.6854    1.5186 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5788   -0.7756   -0.2132 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2468    2.0960    1.7332 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6290    2.3924    1.8453 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1527    0.8831    0.7259 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2409   -1.0191   -0.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8245   -1.3662   -0.7173 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
  7 19  1  0
 19 20  2  0
  2 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 20  5  1  0
 30 25  1  0
 17  8  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  6 38  1  0
  8 39  1  6
 10 40  1  6
 11 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  1
 14 45  1  0
 15 46  1  1
 16 47  1  0
 17 48  1  1
 18 49  1  0
 19 50  1  0
 23 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 05061305072D          

 30 32  0  0  0  0            999 V2000
    1.9908    3.5157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5632    2.2782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5632    3.1032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8487    1.8657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8487    3.5157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1342    2.2782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4197    3.5157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4197    4.3407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5619    4.3407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2763    4.7532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9063    4.4176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0691    6.1931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0458    5.7452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1342    3.1032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1526    4.7532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5842    5.5257    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7053    4.7532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9198    4.7720    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4348    4.1045    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6144    4.1908    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2788    4.9445    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2388    5.5736    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9908    4.3407    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4583    5.0307    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8896    6.1069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7053    5.5782    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7402    4.6858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7704    3.3509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1294    3.5233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7637    5.6119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  8  7  2  0  0  0  0
 10  9  1  0  0  0  0
 14  5  2  0  0  0  0
 14  6  1  0  0  0  0
 14  7  1  0  0  0  0
 15  9  1  0  0  0  0
 15 11  2  0  0  0  0
 16 12  1  1  0  0  0
 17  8  1  0  0  0  0
 18 16  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 13  2  0  0  0  0
 22 15  1  0  0  0  0
 23  1  1  0  0  0  0
 23 10  1  0  0  0  0
 23 17  1  0  0  0  0
 24 11  1  0  0  0  0
 24 13  1  0  0  0  0
 21 24  1  1  0  0  0
 25 12  1  0  0  0  0
 26 17  2  0  0  0  0
 18 27  1  6  0  0  0
 19 28  1  1  0  0  0
 20 29  1  6  0  0  0
 30 16  1  0  0  0  0
 30 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030274

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(CCC1=CN(C=N1)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C(=O)\C=C\C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H27N3O6/c1-23(17(26)8-7-14-5-3-2-4-6-14)10-9-15-11-24(13-22-15)21-20(29)19(28)18(27)16(12-25)30-21/h2-8,11,13,16,18-21,25,27-29H,9-10,12H2,1H3/b8-7+/t16-,18-,19+,20-,21-/m1/s1

> <INCHI_KEY>
CSFQQZOIHVWGMN-BBAXEOEJSA-N

> <FORMULA>
C21H27N3O6

> <MOLECULAR_WEIGHT>
417.4556

> <EXACT_MASS>
417.189985611

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
43.36754711451863

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E)-N-methyl-3-phenyl-N-(2-{1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-1H-imidazol-4-yl}ethyl)prop-2-enamide

> <ALOGPS_LOGP>
0.37

> <JCHEM_LOGP>
-0.4893025849999997

> <ALOGPS_LOGS>
-2.28

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.273105037468248

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.359740418955429

> <JCHEM_PKA_STRONGEST_BASIC>
6.11044366558204

> <JCHEM_POLAR_SURFACE_AREA>
128.28

> <JCHEM_REFRACTIVITY>
108.97889999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.20e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
casimiroedine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030274
     RDKit          3D
(E)-Casimiroedine
 57 59  0  0  0  0  0  0  0  0999 V2000
    3.2038   -1.3382   -0.5113 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7788   -0.2302    0.2820 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2996   -0.0873    0.4362 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7487    0.7698   -0.6795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7188    0.8679   -0.4629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7197    0.0316   -0.9494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9201    0.4649   -0.5242 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2075   -0.1405   -0.8197 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1646    0.8450   -0.7587 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4439    0.4268   -1.0001 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.3774    1.2669   -0.1237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6964    0.9157   -0.2991 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7073   -1.0135   -0.7219 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4782   -1.8300   -1.8355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8935   -1.5047    0.4421 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.3093   -0.9187    1.6317 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4435   -1.2612    0.1501 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8614   -2.4163   -0.3359 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7013    1.5659    0.2270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3755    1.8013    0.2587 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5958    0.6985    0.9002 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9781    1.6550    1.5955 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0031    0.8275    0.9341 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8963    0.0658    0.3641 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3459    0.3336    0.4936 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8533    1.3771    1.2048 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2435    1.5652    1.2808 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0904    0.7036    0.6427 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5653   -0.3337   -0.0634 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2165   -0.5326   -0.1486 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8034   -2.0835    0.0180 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7177   -0.9922   -1.4130 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2652   -1.9130   -0.8707 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8942   -1.1057    0.4317 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0704    0.4150    1.3915 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9794    0.2592   -1.6400 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2041    1.7698   -0.6074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4952   -0.8250   -1.5736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1479   -0.4873   -1.8779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7820    0.6301   -2.0509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2196    2.3263   -0.4300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0315    1.2040    0.9296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2000    1.6880   -0.6992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8140   -1.1102   -0.5161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7766   -2.5080   -1.6728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0961   -2.6112    0.5384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1247   -1.3303    1.9798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9653   -0.9473    1.1237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7232   -3.0290    0.4308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4556    2.1792    0.7336 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4239    1.6854    1.5186 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5788   -0.7756   -0.2132 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2468    2.0960    1.7332 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6290    2.3924    1.8453 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1527    0.8831    0.7259 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2409   -1.0191   -0.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8245   -1.3662   -0.7173 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
  7 19  1  0
 19 20  2  0
  2 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 20  5  1  0
 30 25  1  0
 17  8  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  6 38  1  0
  8 39  1  6
 10 40  1  6
 11 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  1
 14 45  1  0
 15 46  1  1
 16 47  1  0
 17 48  1  1
 18 49  1  0
 19 50  1  0
 23 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                                 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       3.716   6.563   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.385   4.253   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.385   5.793   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.051   3.483   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.051   6.563   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.717   4.253   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.383   6.563   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.383   8.103   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.049   8.103   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.382   8.873   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.692   8.246   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -7.596  11.560   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.952  10.724   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.717   5.793   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.285   8.873   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -6.691  10.315   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.050   8.873   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -7.317   8.908   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -6.412   7.662   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.880   7.823   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.254   9.230   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0      -0.446  10.404   0.000  0.00  0.00           N+0
HETATM   23  N   UNK     0       3.716   8.103   0.000  0.00  0.00           N+0
HETATM   24  N   UNK     0      -2.722   9.391   0.000  0.00  0.00           N+0
HETATM   25  O   UNK     0      -9.127  11.400   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       5.050  10.413   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -8.848   8.747   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -7.038   6.255   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -3.975   6.577   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -5.159  10.476   0.000  0.00  0.00           O+0
CONECT    1   23                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3   14                                                       
CONECT    6    4   14                                                       
CONECT    7    8   14                                                       
CONECT    8    7   17                                                       
CONECT    9   10   15                                                       
CONECT   10    9   23                                                       
CONECT   11   15   24                                                       
CONECT   12   16   25                                                       
CONECT   13   22   24                                                       
CONECT   14    5    6    7                                                  
CONECT   15    9   11   22                                                  
CONECT   16   12   18   30                                                  
CONECT   17    8   23   26                                                  
CONECT   18   16   19   27                                                  
CONECT   19   18   20   28                                                  
CONECT   20   19   21   29                                                  
CONECT   21   20   24   30                                                  
CONECT   22   13   15                                                       
CONECT   23    1   10   17                                                  
CONECT   24   11   13   21                                                  
CONECT   25   12                                                            
CONECT   26   17                                                            
CONECT   27   18                                                            
CONECT   28   19                                                            
CONECT   29   20                                                            
CONECT   30   16   21                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

COMPND    HMDB0030274
HETATM    1  C1  UNL     1       3.204  -1.338  -0.511  1.00  0.00           C  
HETATM    2  N1  UNL     1       2.779  -0.230   0.282  1.00  0.00           N  
HETATM    3  C2  UNL     1       1.300  -0.087   0.436  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.749   0.770  -0.680  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.719   0.868  -0.463  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.720   0.032  -0.949  1.00  0.00           C  
HETATM    7  N2  UNL     1      -2.920   0.465  -0.524  1.00  0.00           N  
HETATM    8  C6  UNL     1      -4.207  -0.141  -0.820  1.00  0.00           C  
HETATM    9  O1  UNL     1      -5.165   0.845  -0.759  1.00  0.00           O  
HETATM   10  C7  UNL     1      -6.444   0.427  -1.000  1.00  0.00           C  
HETATM   11  C8  UNL     1      -7.377   1.267  -0.124  1.00  0.00           C  
HETATM   12  O2  UNL     1      -8.696   0.916  -0.299  1.00  0.00           O  
HETATM   13  C9  UNL     1      -6.707  -1.013  -0.722  1.00  0.00           C  
HETATM   14  O3  UNL     1      -6.478  -1.830  -1.836  1.00  0.00           O  
HETATM   15  C10 UNL     1      -5.893  -1.505   0.442  1.00  0.00           C  
HETATM   16  O4  UNL     1      -6.309  -0.919   1.632  1.00  0.00           O  
HETATM   17  C11 UNL     1      -4.443  -1.261   0.150  1.00  0.00           C  
HETATM   18  O5  UNL     1      -3.861  -2.416  -0.336  1.00  0.00           O  
HETATM   19  C12 UNL     1      -2.701   1.566   0.227  1.00  0.00           C  
HETATM   20  N3  UNL     1      -1.376   1.801   0.259  1.00  0.00           N  
HETATM   21  C13 UNL     1       3.596   0.698   0.900  1.00  0.00           C  
HETATM   22  O6  UNL     1       2.978   1.655   1.596  1.00  0.00           O  
HETATM   23  C14 UNL     1       5.003   0.828   0.934  1.00  0.00           C  
HETATM   24  C15 UNL     1       5.896   0.066   0.364  1.00  0.00           C  
HETATM   25  C16 UNL     1       7.346   0.334   0.494  1.00  0.00           C  
HETATM   26  C17 UNL     1       7.853   1.377   1.205  1.00  0.00           C  
HETATM   27  C18 UNL     1       9.243   1.565   1.281  1.00  0.00           C  
HETATM   28  C19 UNL     1      10.090   0.704   0.643  1.00  0.00           C  
HETATM   29  C20 UNL     1       9.565  -0.334  -0.063  1.00  0.00           C  
HETATM   30  C21 UNL     1       8.216  -0.533  -0.149  1.00  0.00           C  
HETATM   31  H1  UNL     1       3.803  -2.084   0.018  1.00  0.00           H  
HETATM   32  H2  UNL     1       3.718  -0.992  -1.413  1.00  0.00           H  
HETATM   33  H3  UNL     1       2.265  -1.913  -0.871  1.00  0.00           H  
HETATM   34  H4  UNL     1       0.894  -1.106   0.432  1.00  0.00           H  
HETATM   35  H5  UNL     1       1.070   0.415   1.391  1.00  0.00           H  
HETATM   36  H6  UNL     1       0.979   0.259  -1.640  1.00  0.00           H  
HETATM   37  H7  UNL     1       1.204   1.770  -0.607  1.00  0.00           H  
HETATM   38  H8  UNL     1      -1.495  -0.825  -1.574  1.00  0.00           H  
HETATM   39  H9  UNL     1      -4.148  -0.487  -1.878  1.00  0.00           H  
HETATM   40  H10 UNL     1      -6.782   0.630  -2.051  1.00  0.00           H  
HETATM   41  H11 UNL     1      -7.220   2.326  -0.430  1.00  0.00           H  
HETATM   42  H12 UNL     1      -7.031   1.204   0.930  1.00  0.00           H  
HETATM   43  H13 UNL     1      -9.200   1.688  -0.699  1.00  0.00           H  
HETATM   44  H14 UNL     1      -7.814  -1.110  -0.516  1.00  0.00           H  
HETATM   45  H15 UNL     1      -5.777  -2.508  -1.673  1.00  0.00           H  
HETATM   46  H16 UNL     1      -6.096  -2.611   0.538  1.00  0.00           H  
HETATM   47  H17 UNL     1      -7.125  -1.330   1.980  1.00  0.00           H  
HETATM   48  H18 UNL     1      -3.965  -0.947   1.124  1.00  0.00           H  
HETATM   49  H19 UNL     1      -3.723  -3.029   0.431  1.00  0.00           H  
HETATM   50  H20 UNL     1      -3.456   2.179   0.734  1.00  0.00           H  
HETATM   51  H21 UNL     1       5.424   1.685   1.519  1.00  0.00           H  
HETATM   52  H22 UNL     1       5.579  -0.776  -0.213  1.00  0.00           H  
HETATM   53  H23 UNL     1       7.247   2.096   1.733  1.00  0.00           H  
HETATM   54  H24 UNL     1       9.629   2.392   1.845  1.00  0.00           H  
HETATM   55  H25 UNL     1      11.153   0.883   0.726  1.00  0.00           H  
HETATM   56  H26 UNL     1      10.241  -1.019  -0.571  1.00  0.00           H  
HETATM   57  H27 UNL     1       7.824  -1.366  -0.717  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3   21
CONECT    3    4   34   35
CONECT    4    5   36   37
CONECT    5    6    6   20
CONECT    6    7   38
CONECT    7    8   19
CONECT    8    9   17   39
CONECT    9   10
CONECT   10   11   13   40
CONECT   11   12   41   42
CONECT   12   43
CONECT   13   14   15   44
CONECT   14   45
CONECT   15   16   17   46
CONECT   16   47
CONECT   17   18   48
CONECT   18   49
CONECT   19   20   20   50
CONECT   21   22   22   23
CONECT   23   24   24   51
CONECT   24   25   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

HMDB0030274
     RDKit          3D
(E)-Casimiroedine
 57 59  0  0  0  0  0  0  0  0999 V2000
    3.2038   -1.3382   -0.5113 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7788   -0.2302    0.2820 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2996   -0.0873    0.4362 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7487    0.7698   -0.6795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7188    0.8679   -0.4629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7197    0.0316   -0.9494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9201    0.4649   -0.5242 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2075   -0.1405   -0.8197 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1646    0.8450   -0.7587 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4439    0.4268   -1.0001 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.3774    1.2669   -0.1237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6964    0.9157   -0.2991 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7073   -1.0135   -0.7219 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4782   -1.8300   -1.8355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8935   -1.5047    0.4421 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.3093   -0.9187    1.6317 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4435   -1.2612    0.1501 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8614   -2.4163   -0.3359 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7013    1.5659    0.2270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3755    1.8013    0.2587 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5958    0.6985    0.9002 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9781    1.6550    1.5955 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0031    0.8275    0.9341 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8963    0.0658    0.3641 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3459    0.3336    0.4936 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8533    1.3771    1.2048 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2435    1.5652    1.2808 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0904    0.7036    0.6427 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5653   -0.3337   -0.0634 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2165   -0.5326   -0.1486 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8034   -2.0835    0.0180 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7177   -0.9922   -1.4130 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2652   -1.9130   -0.8707 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8942   -1.1057    0.4317 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0704    0.4150    1.3915 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9794    0.2592   -1.6400 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2041    1.7698   -0.6074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4952   -0.8250   -1.5736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1479   -0.4873   -1.8779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7820    0.6301   -2.0509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2196    2.3263   -0.4300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0315    1.2040    0.9296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2000    1.6880   -0.6992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8140   -1.1102   -0.5161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7766   -2.5080   -1.6728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0961   -2.6112    0.5384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1247   -1.3303    1.9798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9653   -0.9473    1.1237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7232   -3.0290    0.4308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4556    2.1792    0.7336 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4239    1.6854    1.5186 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5788   -0.7756   -0.2132 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2468    2.0960    1.7332 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6290    2.3924    1.8453 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1527    0.8831    0.7259 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2409   -1.0191   -0.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8245   -1.3662   -0.7173 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
  7 19  1  0
 19 20  2  0
  2 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 20  5  1  0
 30 25  1  0
 17  8  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  6 38  1  0
  8 39  1  6
 10 40  1  6
 11 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  1
 14 45  1  0
 15 46  1  1
 16 47  1  0
 17 48  1  1
 18 49  1  0
 19 50  1  0
 23 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 NMR Assignments View Stereo Labels

Synonyms

Value	Source
N-[2-(1-b-D-Glucopyranosyl-1H-imidazol-4-yl)ethyl]-N-methyl-3-phenyl-2-propenamide, 9ci	HMDB
Nalpha-cinnamoyl-nalpha-methylhistamine N-glucoside	HMDB

Chemical Formula

C₂₁H₂₇N₃O₆

Average Molecular Weight

417.4556

Monoisotopic Molecular Weight

417.189985611

IUPAC Name

(2E)-N-methyl-3-phenyl-N-(2-{1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-1H-imidazol-4-yl}ethyl)prop-2-enamide

Traditional Name

casimiroedine

CAS Registry Number

5853-02-1

SMILES

CN(CCC1=CN(C=N1)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C(=O)\C=C\C1=CC=CC=C1

InChI Identifier

InChI=1S/C21H27N3O6/c1-23(17(26)8-7-14-5-3-2-4-6-14)10-9-15-11-24(13-22-15)21-20(29)19(28)18(27)16(12-25)30-21/h2-8,11,13,16,18-21,25,27-29H,9-10,12H2,1H3/b8-7+/t16-,18-,19+,20-,21-/m1/s1

InChI Key

CSFQQZOIHVWGMN-BBAXEOEJSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glycosylamines. Glycosylamines are compounds consisting of an amine with a beta-N-glycosidic bond to a carbohydrate, thus forming a cyclic hemiaminal ether bond (alpha-amino ether).

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Glycosylamines

Alternative Parents

Substituents

Cinnamic acid or derivatives
Hexose monosaccharide
N-glycosyl compound
Styrene
Monocyclic benzene moiety
Monosaccharide
N-substituted imidazole
Oxane
Benzenoid
Tertiary carboxylic acid amide
Heteroaromatic compound
Imidazole
Azole
Carboxamide group
Secondary alcohol
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Azacycle
Polyol
Organonitrogen compound
Primary alcohol
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Hydrocarbon derivative
Carbonyl group
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

cinnamamides (CHEBI:3451 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0030274)
Cytoplasm (HMDB: HMDB0030274)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030274)

Source

Endogenous

Endogenous (HMDB: HMDB0030274)

Plant

Plant (HMDB: HMDB0030274)

Exogenous

Food

Food (HMDB: HMDB0030274)

Fruit

Pome

Pomes (FooDB: FOOD00856)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	226.5 - 228 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	655.1 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	2.2 g/L	ALOGPS
logP	0.37	ALOGPS
logP	-0.49	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	12.36	ChemAxon
pKa (Strongest Basic)	6.11	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	128.28 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	108.98 m³·mol⁻¹	ChemAxon
Polarizability	43.37 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
DeepCCS	[M+H]+	190.719	30932474
DeepCCS	[M-H]-	188.824	30932474
DeepCCS	[M-2H]-	222.066	30932474
DeepCCS	[M+Na]+	196.419	30932474
AllCCS	[M+H]+	202.4	32859911
AllCCS	[M+H-H2O]+	200.0	32859911
AllCCS	[M+NH4]+	204.6	32859911
AllCCS	[M+Na]+	205.2	32859911
AllCCS	[M-H]-	194.7	32859911
AllCCS	[M+Na-2H]-	195.5	32859911
AllCCS	[M+HCOO]-	196.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(E)-Casimiroedine	CN(CCC1=CN(C=N1)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C(=O)\C=C\C1=CC=CC=C1	4971.2	Standard polar	33892256
(E)-Casimiroedine	CN(CCC1=CN(C=N1)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C(=O)\C=C\C1=CC=CC=C1	3332.9	Standard non polar	33892256
(E)-Casimiroedine	CN(CCC1=CN(C=N1)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C(=O)\C=C\C1=CC=CC=C1	4141.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(E)-Casimiroedine,1TMS,isomer #1	CN(CCC1=CN([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)C=N1)C(=O)/C=C/C1=CC=CC=C1	3773.3	Semi standard non polar	33892256
(E)-Casimiroedine,1TMS,isomer #2	CN(CCC1=CN([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)C=N1)C(=O)/C=C/C1=CC=CC=C1	3725.1	Semi standard non polar	33892256
(E)-Casimiroedine,1TMS,isomer #3	CN(CCC1=CN([C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)C=N1)C(=O)/C=C/C1=CC=CC=C1	3725.6	Semi standard non polar	33892256
(E)-Casimiroedine,1TMS,isomer #4	CN(CCC1=CN([C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)C=N1)C(=O)/C=C/C1=CC=CC=C1	3733.9	Semi standard non polar	33892256
(E)-Casimiroedine,2TMS,isomer #1	CN(CCC1=CN([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)C=N1)C(=O)/C=C/C1=CC=CC=C1	3651.0	Semi standard non polar	33892256
(E)-Casimiroedine,2TMS,isomer #2	CN(CCC1=CN([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)C=N1)C(=O)/C=C/C1=CC=CC=C1	3666.0	Semi standard non polar	33892256
(E)-Casimiroedine,2TMS,isomer #3	CN(CCC1=CN([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)C=N1)C(=O)/C=C/C1=CC=CC=C1	3659.4	Semi standard non polar	33892256
(E)-Casimiroedine,2TMS,isomer #4	CN(CCC1=CN([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)C=N1)C(=O)/C=C/C1=CC=CC=C1	3627.2	Semi standard non polar	33892256
(E)-Casimiroedine,2TMS,isomer #5	CN(CCC1=CN([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)C=N1)C(=O)/C=C/C1=CC=CC=C1	3633.0	Semi standard non polar	33892256
(E)-Casimiroedine,2TMS,isomer #6	CN(CCC1=CN([C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=N1)C(=O)/C=C/C1=CC=CC=C1	3652.0	Semi standard non polar	33892256
(E)-Casimiroedine,3TMS,isomer #1	CN(CCC1=CN([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)C=N1)C(=O)/C=C/C1=CC=CC=C1	3629.5	Semi standard non polar	33892256
(E)-Casimiroedine,3TMS,isomer #2	CN(CCC1=CN([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)C=N1)C(=O)/C=C/C1=CC=CC=C1	3615.6	Semi standard non polar	33892256
(E)-Casimiroedine,3TMS,isomer #3	CN(CCC1=CN([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=N1)C(=O)/C=C/C1=CC=CC=C1	3634.7	Semi standard non polar	33892256
(E)-Casimiroedine,3TMS,isomer #4	CN(CCC1=CN([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=N1)C(=O)/C=C/C1=CC=CC=C1	3617.5	Semi standard non polar	33892256
(E)-Casimiroedine,4TMS,isomer #1	CN(CCC1=CN([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=N1)C(=O)/C=C/C1=CC=CC=C1	3640.5	Semi standard non polar	33892256
(E)-Casimiroedine,1TBDMS,isomer #1	CN(CCC1=CN([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)C=N1)C(=O)/C=C/C1=CC=CC=C1	4009.3	Semi standard non polar	33892256
(E)-Casimiroedine,1TBDMS,isomer #2	CN(CCC1=CN([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)C=N1)C(=O)/C=C/C1=CC=CC=C1	3959.6	Semi standard non polar	33892256
(E)-Casimiroedine,1TBDMS,isomer #3	CN(CCC1=CN([C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=N1)C(=O)/C=C/C1=CC=CC=C1	3975.6	Semi standard non polar	33892256
(E)-Casimiroedine,1TBDMS,isomer #4	CN(CCC1=CN([C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=N1)C(=O)/C=C/C1=CC=CC=C1	3973.7	Semi standard non polar	33892256
(E)-Casimiroedine,2TBDMS,isomer #1	CN(CCC1=CN([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)C=N1)C(=O)/C=C/C1=CC=CC=C1	4081.6	Semi standard non polar	33892256
(E)-Casimiroedine,2TBDMS,isomer #2	CN(CCC1=CN([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=N1)C(=O)/C=C/C1=CC=CC=C1	4104.9	Semi standard non polar	33892256
(E)-Casimiroedine,2TBDMS,isomer #3	CN(CCC1=CN([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=N1)C(=O)/C=C/C1=CC=CC=C1	4097.0	Semi standard non polar	33892256
(E)-Casimiroedine,2TBDMS,isomer #4	CN(CCC1=CN([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=N1)C(=O)/C=C/C1=CC=CC=C1	4064.6	Semi standard non polar	33892256
(E)-Casimiroedine,2TBDMS,isomer #5	CN(CCC1=CN([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=N1)C(=O)/C=C/C1=CC=CC=C1	4070.4	Semi standard non polar	33892256
(E)-Casimiroedine,2TBDMS,isomer #6	CN(CCC1=CN([C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=N1)C(=O)/C=C/C1=CC=CC=C1	4086.0	Semi standard non polar	33892256
(E)-Casimiroedine,3TBDMS,isomer #1	CN(CCC1=CN([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=N1)C(=O)/C=C/C1=CC=CC=C1	4211.4	Semi standard non polar	33892256
(E)-Casimiroedine,3TBDMS,isomer #2	CN(CCC1=CN([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=N1)C(=O)/C=C/C1=CC=CC=C1	4214.0	Semi standard non polar	33892256
(E)-Casimiroedine,3TBDMS,isomer #3	CN(CCC1=CN([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=N1)C(=O)/C=C/C1=CC=CC=C1	4219.8	Semi standard non polar	33892256
(E)-Casimiroedine,3TBDMS,isomer #4	CN(CCC1=CN([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=N1)C(=O)/C=C/C1=CC=CC=C1	4185.1	Semi standard non polar	33892256
(E)-Casimiroedine,4TBDMS,isomer #1	CN(CCC1=CN([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=N1)C(=O)/C=C/C1=CC=CC=C1	4387.4	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 - (E)-Casimiroedine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0kn9-6928100000-887191331405f5c3749c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (E)-Casimiroedine GC-MS (3 TMS) - 70eV, Positive	splash10-0159-3862139000-e541ba9b876745fef8ce	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (E)-Casimiroedine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (E)-Casimiroedine 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 - (E)-Casimiroedine 10V, Positive-QTOF	splash10-0aor-0490400000-5cd3f63e36021895f374	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-Casimiroedine 20V, Positive-QTOF	splash10-00di-1930000000-9c630e10ad6e0420cf5e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-Casimiroedine 40V, Positive-QTOF	splash10-00di-3920000000-5d588d08c77b8cc4f476	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-Casimiroedine 10V, Negative-QTOF	splash10-0gb9-0174900000-88d9e83302933d604da2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-Casimiroedine 20V, Negative-QTOF	splash10-0udi-0292000000-b7f49e884739f9c6c9fb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-Casimiroedine 40V, Negative-QTOF	splash10-0ik9-5930000000-903043bf9aac763475c5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-Casimiroedine 10V, Negative-QTOF	splash10-014i-0010900000-7e8a5503384890b4cf38	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-Casimiroedine 20V, Negative-QTOF	splash10-0udi-2092000000-d0179a09c1d6ceb08fb0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-Casimiroedine 40V, Negative-QTOF	splash10-0w29-3930400000-24bea8a5d42275e7e088	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-Casimiroedine 10V, Positive-QTOF	splash10-014i-0020900000-4b7941f1da161279352e	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-Casimiroedine 20V, Positive-QTOF	splash10-0zfr-1984500000-8073d9ccaa5e1c9cacf0	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-Casimiroedine 40V, Positive-QTOF	splash10-0pi1-3891000000-b82c3e0dc2d4eae9c079	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	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

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

5281818

PDB ID

Not Available

ChEBI ID

3451

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1818611

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 (E)-Casimiroedine (HMDB0030274)

MOL for HMDB0030274 ((E)-Casimiroedine)

3D MOL for HMDB0030274 ((E)-Casimiroedine)

3D SDF for HMDB0030274 ((E)-Casimiroedine)

3D-SDF for HMDB0030274 ((E)-Casimiroedine)

PDB for HMDB0030274 ((E)-Casimiroedine)

3D PDB for HMDB0030274 ((E)-Casimiroedine)

SMILES for HMDB0030274 ((E)-Casimiroedine)

INCHI for HMDB0030274 ((E)-Casimiroedine)

Structure for HMDB0030274 ((E)-Casimiroedine)

3D Structure for HMDB0030274 ((E)-Casimiroedine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra