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Showing metabocard for Cyclamic acid (HMDB0031340)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-11 17:42:24 UTC
Update Date2023-02-21 17:20:26 UTC
HMDB IDHMDB0031340
Secondary Accession Numbers
  • HMDB31340
Metabolite Identification
Common NameCyclamic acid
DescriptionCyclamic acid, also known as cyclamate or hexamic acid, belongs to the class of organic compounds known as cyclamates. Cyclamates are compounds containing a cyclohexylsulfamic acid moiety. Cyclamic acid 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 a significant number of articles have been published on Cyclamic acid.
Structure
Data?1677000026
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0031340 (Cyclamic acid)


  Mrv1652302102020342D          

 11 11  0  0  0  0            999 V2000
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    3.1895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    1.7605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
 11  7  1  0  0  0  0
 11  8  1  0  0  0  0
 11  9  2  0  0  0  0
 11 10  2  0  0  0  0
M  END
Download

3D MOL for HMDB0031340 (Cyclamic acid)

HMDB0031340
     RDKit          3D
Cyclamic acid
 24 24  0  0  0  0  0  0  0  0999 V2000
    3.3677    0.8308   -0.0760 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9804   -0.4328    0.6357 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.7012   -0.4204    1.9618 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4266   -1.7811   -0.2577 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3042   -0.4643    0.8876 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5212    0.1900   -0.1145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4106   -0.8315   -0.7262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5900   -0.2183   -1.4155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5031    0.3117   -0.3075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6988    0.8761    0.8318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3213    1.3184    0.4180 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4129   -1.5214   -1.2192 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9257   -1.4159    1.0458 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1724    0.6200   -0.9063 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1958   -1.4817   -1.3885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8092   -1.4456    0.1227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2768    0.5824   -2.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1023   -1.0083   -1.9832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1736    1.0510   -0.7838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0523   -0.5821    0.0799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6307    0.1764    1.6829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2305    1.7748    1.2055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3901    2.1651   -0.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1812    1.7070    1.3284 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  2  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11  6  1  0
  4 12  1  0
  5 13  1  0
  6 14  1  0
  7 15  1  0
  7 16  1  0
  8 17  1  0
  8 18  1  0
  9 19  1  0
  9 20  1  0
 10 21  1  0
 10 22  1  0
 11 23  1  0
 11 24  1  0
M  END
Download

3D SDF for HMDB0031340 (Cyclamic acid)


  Mrv1652302102020342D          

 11 11  0  0  0  0            999 V2000
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    3.1895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    1.7605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
 11  7  1  0  0  0  0
 11  8  1  0  0  0  0
 11  9  2  0  0  0  0
 11 10  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031340

> <DATABASE_NAME>
hmdb

> <SMILES>
OS(=O)(=O)NC1CCCCC1

> <INCHI_IDENTIFIER>
InChI=1S/C6H13NO3S/c8-11(9,10)7-6-4-2-1-3-5-6/h6-7H,1-5H2,(H,8,9,10)

> <INCHI_KEY>
HCAJEUSONLESMK-UHFFFAOYSA-N

> <FORMULA>
C6H13NO3S

> <MOLECULAR_WEIGHT>
179.237

> <EXACT_MASS>
179.061613977

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
17.69310701559768

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-cyclohexylsulfamic acid

> <ALOGPS_LOGP>
-1.21

> <JCHEM_LOGP>
0.6065186270000003

> <ALOGPS_LOGS>
-1.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.059252816601834

> <JCHEM_PKA_STRONGEST_ACIDIC>
-0.8301795805563286

> <JCHEM_PKA_STRONGEST_BASIC>
-9.722920548535157

> <JCHEM_POLAR_SURFACE_AREA>
66.4

> <JCHEM_REFRACTIVITY>
41.2171

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.68e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cyclamate

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0031340 (Cyclamic acid)

HMDB0031340
     RDKit          3D
Cyclamic acid
 24 24  0  0  0  0  0  0  0  0999 V2000
    3.3677    0.8308   -0.0760 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9804   -0.4328    0.6357 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.7012   -0.4204    1.9618 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4266   -1.7811   -0.2577 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3042   -0.4643    0.8876 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5212    0.1900   -0.1145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4106   -0.8315   -0.7262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5900   -0.2183   -1.4155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5031    0.3117   -0.3075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6988    0.8761    0.8318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3213    1.3184    0.4180 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4129   -1.5214   -1.2192 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9257   -1.4159    1.0458 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1724    0.6200   -0.9063 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1958   -1.4817   -1.3885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8092   -1.4456    0.1227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2768    0.5824   -2.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1023   -1.0083   -1.9832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1736    1.0510   -0.7838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0523   -0.5821    0.0799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6307    0.1764    1.6829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2305    1.7748    1.2055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3901    2.1651   -0.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1812    1.7070    1.3284 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  2  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11  6  1  0
  4 12  1  0
  5 13  1  0
  6 14  1  0
  7 15  1  0
  7 16  1  0
  8 17  1  0
  8 18  1  0
  9 19  1  0
  9 20  1  0
 10 21  1  0
 10 22  1  0
 11 23  1  0
 11 24  1  0
M  END
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PDB for HMDB0031340 (Cyclamic acid)

HEADER    PROTEIN                                 10-FEB-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-FEB-20         0                                  
HETATM    1  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       1.334   3.850   0.000  0.00  0.00           N+0
HETATM    8  O   UNK     0      -1.334   5.390   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       0.770   5.954   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -0.770   3.286   0.000  0.00  0.00           O+0
HETATM   11  S   UNK     0       0.000   4.620   0.000  0.00  0.00           S+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    6                                                       
CONECT    6    4    5    7                                                  
CONECT    7    6   11                                                       
CONECT    8   11                                                            
CONECT    9   11                                                            
CONECT   10   11                                                            
CONECT   11    7    8    9   10                                             
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END
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3D PDB for HMDB0031340 (Cyclamic acid)

COMPND    HMDB0031340
HETATM    1  O1  UNL     1       3.368   0.831  -0.076  1.00  0.00           O  
HETATM    2  S1  UNL     1       2.980  -0.433   0.636  1.00  0.00           S  
HETATM    3  O2  UNL     1       3.701  -0.420   1.962  1.00  0.00           O  
HETATM    4  O3  UNL     1       3.427  -1.781  -0.258  1.00  0.00           O  
HETATM    5  N1  UNL     1       1.304  -0.464   0.888  1.00  0.00           N  
HETATM    6  C1  UNL     1       0.521   0.190  -0.114  1.00  0.00           C  
HETATM    7  C2  UNL     1      -0.411  -0.831  -0.726  1.00  0.00           C  
HETATM    8  C3  UNL     1      -1.590  -0.218  -1.415  1.00  0.00           C  
HETATM    9  C4  UNL     1      -2.503   0.312  -0.307  1.00  0.00           C  
HETATM   10  C5  UNL     1      -1.699   0.876   0.832  1.00  0.00           C  
HETATM   11  C6  UNL     1      -0.321   1.318   0.418  1.00  0.00           C  
HETATM   12  H1  UNL     1       3.413  -1.521  -1.219  1.00  0.00           H  
HETATM   13  H2  UNL     1       0.926  -1.416   1.046  1.00  0.00           H  
HETATM   14  H3  UNL     1       1.172   0.620  -0.906  1.00  0.00           H  
HETATM   15  H4  UNL     1       0.196  -1.482  -1.388  1.00  0.00           H  
HETATM   16  H5  UNL     1      -0.809  -1.446   0.123  1.00  0.00           H  
HETATM   17  H6  UNL     1      -1.277   0.582  -2.099  1.00  0.00           H  
HETATM   18  H7  UNL     1      -2.102  -1.008  -1.983  1.00  0.00           H  
HETATM   19  H8  UNL     1      -3.174   1.051  -0.784  1.00  0.00           H  
HETATM   20  H9  UNL     1      -3.052  -0.582   0.080  1.00  0.00           H  
HETATM   21  H10 UNL     1      -1.631   0.176   1.683  1.00  0.00           H  
HETATM   22  H11 UNL     1      -2.230   1.775   1.205  1.00  0.00           H  
HETATM   23  H12 UNL     1      -0.390   2.165  -0.289  1.00  0.00           H  
HETATM   24  H13 UNL     1       0.181   1.707   1.328  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    3    4    5
CONECT    4   12
CONECT    5    6   13
CONECT    6    7   11   14
CONECT    7    8   15   16
CONECT    8    9   17   18
CONECT    9   10   19   20
CONECT   10   11   21   22
CONECT   11   23   24
END
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SMILES for HMDB0031340 (Cyclamic acid)

OS(=O)(=O)NC1CCCCC1
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INCHI for HMDB0031340 (Cyclamic acid)

InChI=1S/C6H13NO3S/c8-11(9,10)7-6-4-2-1-3-5-6/h6-7H,1-5H2,(H,8,9,10)
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
Cyclohexylamide sulfateChEBI
Cyclohexylaminesulphonic acidChEBI
CyclohexylsulfamateChEBI
Cylamic acidChEBI
Cyclohexylsulfamic acidKegg
Hexamic acidKegg
Cyclohexylamide sulfuric acidGenerator
Cyclohexylamide sulphateGenerator
Cyclohexylamide sulphuric acidGenerator
CyclohexylaminesulfonateGenerator
Cyclohexylaminesulfonic acidGenerator
CyclohexylaminesulphonateGenerator
CyclohexylsulphamateGenerator
Cyclohexylsulphamic acidGenerator
CylamateGenerator
HexamateGenerator
CyclamateGenerator
AsugrynHMDB
Cyclamic acid, ban, usanHMDB
Cyclohexanesulfamic acidHMDB
Cyclohexanesulphamic acidHMDB
Cyclohexyl-sulfamic acidHMDB
Cyclohexylamidosulfuric acidHMDB
Cyclohexylamidosulphuric acidHMDB
Cyclohexylamine sulfamic acidHMDB
Cyclohexylamine-N-sulfonic acidHMDB
e952HMDB
N-Cyclohexyl-sulfamic acidHMDB
N-Cyclohexyl-sulfuric acid monoamideHMDB
N-Cyclohexylsulfamic acidHMDB
N-Cyclohexylsulphamic acidHMDB
Polycat 200HMDB
Sucaryl acidHMDB
Sucaryl acidxineHMDB
Cyclamate calcium (2:1) saltHMDB
Cyclamate, calcium (2:1) salt, dihydrateHMDB
Cyclamate, sodium saltHMDB
CyclamatesHMDB
Calcium cyclamateHMDB
Cyclamate, calciumHMDB
Cyclamate, sodiumHMDB
Sodium cyclamateHMDB
Cyclamate, potassiumHMDB
Potassium cyclamateHMDB
Cyclamic acidMeSH
Chemical FormulaC6H13NO3S
Average Molecular Weight179.237
Monoisotopic Molecular Weight179.061613977
IUPAC NameN-cyclohexylsulfamic acid
Traditional Namecyclamate
CAS Registry Number100-88-9
SMILES
OS(=O)(=O)NC1CCCCC1
InChI Identifier
InChI=1S/C6H13NO3S/c8-11(9,10)7-6-4-2-1-3-5-6/h6-7H,1-5H2,(H,8,9,10)
InChI KeyHCAJEUSONLESMK-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as cyclamates. Cyclamates are compounds containing a cyclohexylsulfamic acid moiety.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassSulfamic acid derivatives
Sub ClassCyclamates
Direct ParentCyclamates
Alternative Parents
Substituents
  • Cyclamic_acid_derivative
  • Sulfuric acid monoamide
  • Organic sulfuric acid or derivatives
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Source
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point169 - 170 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility1000000 mg/L @ 25 °C (exp)The Good Scents Company Information System
LogP-1.610 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility7.68 g/LALOGPS
logP-1.2ALOGPS
logP0.61ChemAxon
logS-1.4ALOGPS
pKa (Strongest Acidic)-0.83ChemAxon
pKa (Strongest Basic)-9.7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.4 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity41.22 m³·mol⁻¹ChemAxon
Polarizability17.69 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+139.62931661259
DarkChem[M-H]-132.55331661259
DeepCCS[M+H]+142.45130932474
DeepCCS[M-H]-139.64930932474
DeepCCS[M-2H]-175.47930932474
DeepCCS[M+Na]+151.01630932474
AllCCS[M+H]+139.332859911
AllCCS[M+H-H2O]+135.132859911
AllCCS[M+NH4]+143.232859911
AllCCS[M+Na]+144.332859911
AllCCS[M-H]-133.032859911
AllCCS[M+Na-2H]-134.432859911
AllCCS[M+HCOO]-136.032859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.3.88 minutes32390414
Predicted by Siyang on May 30, 202210.4061 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20223.49 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid76.7 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1397.1 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid304.0 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid115.3 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid190.4 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid206.0 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid295.5 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid329.3 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)303.4 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid849.9 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid291.9 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1038.7 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid222.0 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid261.6 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate560.6 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA235.9 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water174.7 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Cyclamic acidOS(=O)(=O)NC1CCCCC12701.5Standard polar33892256
Cyclamic acidOS(=O)(=O)NC1CCCCC11536.9Standard non polar33892256
Cyclamic acidOS(=O)(=O)NC1CCCCC11603.3Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Cyclamic acid,1TMS,isomer #1C[Si](C)(C)OS(=O)(=O)NC1CCCCC11652.9Semi standard non polar33892256
Cyclamic acid,1TMS,isomer #1C[Si](C)(C)OS(=O)(=O)NC1CCCCC11508.8Standard non polar33892256
Cyclamic acid,1TMS,isomer #2C[Si](C)(C)N(C1CCCCC1)S(=O)(=O)O1655.7Semi standard non polar33892256
Cyclamic acid,1TMS,isomer #2C[Si](C)(C)N(C1CCCCC1)S(=O)(=O)O1499.6Standard non polar33892256
Cyclamic acid,2TMS,isomer #1C[Si](C)(C)OS(=O)(=O)N(C1CCCCC1)[Si](C)(C)C1657.4Semi standard non polar33892256
Cyclamic acid,2TMS,isomer #1C[Si](C)(C)OS(=O)(=O)N(C1CCCCC1)[Si](C)(C)C1692.0Standard non polar33892256
Cyclamic acid,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OS(=O)(=O)NC1CCCCC11902.8Semi standard non polar33892256
Cyclamic acid,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OS(=O)(=O)NC1CCCCC11820.5Standard non polar33892256
Cyclamic acid,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)N(C1CCCCC1)S(=O)(=O)O1910.7Semi standard non polar33892256
Cyclamic acid,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)N(C1CCCCC1)S(=O)(=O)O1792.7Standard non polar33892256
Cyclamic acid,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OS(=O)(=O)N(C1CCCCC1)[Si](C)(C)C(C)(C)C2110.7Semi standard non polar33892256
Cyclamic acid,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OS(=O)(=O)N(C1CCCCC1)[Si](C)(C)C(C)(C)C2250.0Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Cyclamic acid GC-EI-TOF (Non-derivatized)splash10-000t-1920000000-71d8c55a8248f07d31fa2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Cyclamic acid GC-EI-TOF (Non-derivatized)splash10-0r00-2950000000-b241576cc12775852e452017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Cyclamic acid GC-EI-TOF (Non-derivatized)splash10-000t-1920000000-71d8c55a8248f07d31fa2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Cyclamic acid GC-EI-TOF (Non-derivatized)splash10-0r00-2950000000-b241576cc12775852e452018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cyclamic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-000b-9500000000-b134852630cc9649f1a42017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cyclamic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Cyclamic acid LC-ESI-ITFT , negative-QTOFsplash10-004i-3900000000-d31d7db47401444be2402017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Cyclamic acid LC-ESI-ITFT , negative-QTOFsplash10-004i-0900000000-7225999f2a2be4bc507e2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Cyclamic acid LC-ESI-ITFT , negative-QTOFsplash10-004i-0900000000-7225999f2a2be4bc507e2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Cyclamic acid LC-ESI-ITFT , negative-QTOFsplash10-004i-0900000000-02a4d672dec437bd98612017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Cyclamic acid LC-ESI-ITFT , negative-QTOFsplash10-004i-3900000000-3d9623c04b547439d5272017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Cyclamic acid LC-ESI-ITFT , negative-QTOFsplash10-004i-9400000000-3f6a5df7711a1058255a2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Cyclamic acid LC-ESI-ITFT , negative-QTOFsplash10-004i-9000000000-d8a9eb17286248cd242a2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Cyclamic acid LC-ESI-ITFT , negative-QTOFsplash10-004i-0900000000-da254663d1e4556eda5c2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Cyclamic acid LC-ESI-ITFT , negative-QTOFsplash10-004i-0900000000-7f4eedb2425bf2986ad52017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Cyclamic acid LC-ESI-ITFT , negative-QTOFsplash10-004i-0900000000-4d648a0d9afdabcb7f9c2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Cyclamic acid LC-ESI-ITFT , negative-QTOFsplash10-004i-3900000000-999e8807d53dec365f762017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Cyclamic acid LC-ESI-ITFT , negative-QTOFsplash10-004i-9300000000-854636ff5385c1ff44792017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Cyclamic acid LC-ESI-ITFT , negative-QTOFsplash10-004i-9000000000-f5d2a227947fb7840c732017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Cyclamic acid LC-ESI-ITFT , negative-QTOFsplash10-004i-3900000000-94d290f9556780ba00092017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Cyclamic acid LC-ESI-QFT , negative-QTOFsplash10-004i-0900000000-940aa6412d3f3115fc232017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Cyclamic acid LC-ESI-ITFT , positive-QTOFsplash10-001i-9000000000-5b83047a37a9d6474e402017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Cyclamic acid LC-ESI-ITFT , positive-QTOFsplash10-001i-9100000000-e8eb1e4fc04fa6226b1e2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Cyclamic acid LC-ESI-ITFT , positive-QTOFsplash10-001i-9000000000-68a4fe340a4126e7a04c2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Cyclamic acid LC-ESI-ITFT , positive-QTOFsplash10-001i-9000000000-07ec17a1ab85989843022017-09-14HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cyclamic acid 10V, Positive-QTOFsplash10-001i-6900000000-499ad855bd2dc992dc1b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cyclamic acid 20V, Positive-QTOFsplash10-001i-9300000000-c84eb6aaec80ac771f402016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cyclamic acid 40V, Positive-QTOFsplash10-053u-9000000000-758f0931c377bfda783d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cyclamic acid 10V, Negative-QTOFsplash10-004i-5900000000-b721555f97d3743406342016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cyclamic acid 20V, Negative-QTOFsplash10-005a-9400000000-e61f5f9b0d6082249d0d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cyclamic acid 40V, Negative-QTOFsplash10-001i-9000000000-3df5c83909d4ebda51e22016-08-03Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB009257
KNApSAcK IDNot Available
Chemspider ID7252
KEGG Compound IDC02824
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkCyclamic_acid
METLIN IDNot Available
PubChem Compound7533
PDB IDNot Available
ChEBI ID15964
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1378601
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Unterhalt B, Boschemeyer L: [Cycloalkylsulfamic acids and their salts. i.v. (author's transl)]. Z Lebensm Unters Forsch. 1975 May 30;158(1):35-6. [PubMed:178120 ]
  2. Wort DJ, Patel KM: Structure of some cyclohexyl compounds as related to their ability to stimulate plant growth. Plant Physiol. 1974 Oct;54(4):656-8. [PubMed:16658947 ]
  3. Unterhalt B, Boschemeyer L: [Cycloalkylsulfamic acids and their salts. V. (author's transl)]. Z Lebensm Unters Forsch. 1976;161(3):275-6. [PubMed:973466 ]
  4. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .