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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
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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
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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

$$$$
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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
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
Predicted Chromatographic Properties
Spectra
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.. .