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Showing NP-Card for Cyanuric acid (NP0002623)

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Record Information
Version1.0
Created at2020-11-23 18:25:29 UTC
Updated at2021-08-19 23:59:13 UTC
NP-MRD IDNP0002623
Secondary Accession NumbersNone
Natural Product Identification
Common NameCyanuric acid
Provided ByBMRBBMRB logo
DescriptionCyanuric acid, also known as cyanate or isocyanursaeure, belongs to the class of organic compounds known as 1,3,5-triazines. 1,3,5-Triazines are compounds containing a triazine ring, which is a heterocyclic ring, similar to the six-member benzene ring but with three carbons replaced by nitrogen atoms, at ring positions 1, 3, and 5. Cyanuric acid exists in all living organisms, ranging from bacteria to humans. Cyanuric 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. Cyanuric acid is found in Acokanthera oblongifolia. It was first documented in 2004 (PMID: 15909931). Based on a literature review very few articles have been published on Cyanuric acid (PMID: 17984079) (PMID: 34373598) (PMID: 34061273) (PMID: 34006934).
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0002623 (Cyanuric acid)


     RDKit          2D

 12 12  0  0  0  0  0  0  0  0999 V2000
    3.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7500   -1.2990    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7500   -1.2990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5000   -2.5981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5000   -0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7500    1.2990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5000    2.5981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7500    1.2990    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7500   -1.2990    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0000   -2.5981    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7500    3.8971    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9  2  1  0
  1 10  1  0
  5 11  1  0
  8 12  1  0
M  END
Download

3D MOL for NP0002623 (Cyanuric acid)

NP0002623
     RDKit          3D

 12 12  0  0  0  0  0  0  0  0999 V2000
    2.3918   -1.4313   -0.0042 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2100   -0.7350   -0.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1526    0.5979   -0.2502 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0365    1.2649   -0.3193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0811    2.6410   -0.4982 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1428    0.5102   -0.2043 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1310   -0.8121   -0.0320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2792   -1.5835    0.0860 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0601   -1.4379    0.0318 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2228   -0.9621    0.3168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2984    3.2030    0.3225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0683   -1.2551    0.6283 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9  2  1  0
  1 10  1  0
  5 11  1  0
  8 12  1  0
M  END
Download

3D SDF for NP0002623 (Cyanuric acid)


     RDKit          2D

 12 12  0  0  0  0  0  0  0  0999 V2000
    3.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7500   -1.2990    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7500   -1.2990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5000   -2.5981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5000   -0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7500    1.2990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5000    2.5981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7500    1.2990    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7500   -1.2990    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0000   -2.5981    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7500    3.8971    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9  2  1  0
  1 10  1  0
  5 11  1  0
  8 12  1  0
M  END
> <DATABASE_ID>
NP0002623

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=NC(O)=NC(O)=N1

> <INCHI_IDENTIFIER>
InChI=1S/C3H3N3O3/c7-1-4-2(8)6-3(9)5-1/h(H3,4,5,6,7,8,9)

> <INCHI_KEY>
ZFSLODLOARCGLH-UHFFFAOYSA-N

> <FORMULA>
C3H3N3O3

> <MOLECULAR_WEIGHT>
129.0742

> <EXACT_MASS>
129.017440977

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
9.944944845518409

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1,3,5-triazine-2,4,6-triol

> <ALOGPS_LOGP>
-0.53

> <JCHEM_LOGP>
0.9813941179999996

> <ALOGPS_LOGS>
-0.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.5770742746932

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.585399857599562

> <JCHEM_PKA_STRONGEST_BASIC>
-4.7919133538166285

> <JCHEM_POLAR_SURFACE_AREA>
99.36000000000001

> <JCHEM_REFRACTIVITY>
28.3023

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.73e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cyanuric acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0002623 (Cyanuric acid)

NP0002623
     RDKit          3D

 12 12  0  0  0  0  0  0  0  0999 V2000
    2.3918   -1.4313   -0.0042 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2100   -0.7350   -0.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1526    0.5979   -0.2502 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0365    1.2649   -0.3193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0811    2.6410   -0.4982 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1428    0.5102   -0.2043 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1310   -0.8121   -0.0320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2792   -1.5835    0.0860 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0601   -1.4379    0.0318 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2228   -0.9621    0.3168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2984    3.2030    0.3225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0683   -1.2551    0.6283 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9  2  1  0
  1 10  1  0
  5 11  1  0
  8 12  1  0
M  END
Download

PDB for NP0002623 (Cyanuric acid)

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       1.334  -0.770   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0       0.000   1.540   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0       2.667   1.540   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3    9                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7    2                                                       
MASTER        0    0    0    0    0    0    0    0    9    0   18    0
END
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3D PDB for NP0002623 (Cyanuric acid)

COMPND    NP0002623
HETATM    1  O1  UNL     1       2.392  -1.431  -0.004  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.210  -0.735  -0.077  1.00  0.00           C  
HETATM    3  N1  UNL     1       1.153   0.598  -0.250  1.00  0.00           N  
HETATM    4  C2  UNL     1      -0.037   1.265  -0.319  1.00  0.00           C  
HETATM    5  O2  UNL     1      -0.081   2.641  -0.498  1.00  0.00           O  
HETATM    6  N2  UNL     1      -1.143   0.510  -0.204  1.00  0.00           N  
HETATM    7  C3  UNL     1      -1.131  -0.812  -0.032  1.00  0.00           C  
HETATM    8  O3  UNL     1      -2.279  -1.583   0.086  1.00  0.00           O  
HETATM    9  N3  UNL     1       0.060  -1.438   0.032  1.00  0.00           N  
HETATM   10  H1  UNL     1       3.223  -0.962   0.317  1.00  0.00           H  
HETATM   11  H2  UNL     1      -0.298   3.203   0.323  1.00  0.00           H  
HETATM   12  H3  UNL     1      -3.068  -1.255   0.628  1.00  0.00           H  
CONECT    1    2   10
CONECT    2    3    3    9
CONECT    3    4
CONECT    4    5    6    6
CONECT    5   11
CONECT    6    7
CONECT    7    8    9    9
CONECT    8   12
END
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SMILES for NP0002623 (Cyanuric acid)

OC1=NC(O)=NC(O)=N1
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INCHI for NP0002623 (Cyanuric acid)

InChI=1S/C3H3N3O3/c7-1-4-2(8)6-3(9)5-1/h(H3,4,5,6,7,8,9)
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View in JSmol
Synonyms
ValueSource
1,3,5-Triazine-2,4,6(1H,3H,5H)-trioneChEBI
IsocyanursaeureChEBI
IsozyanursaeureChEBI
S-Triazine-2,4,6-trioneChEBI
CyanateGenerator
Cyanic acidGenerator
1,3,5-Triazin-2,4,6-triolHMDB
1,3,5-Triazine-2,4, 6(1H,3H,5H)-trioneHMDB
1,3,5-Triazine-2,4,6-triolHMDB
1,3,5-Triazine-2,4,6-triol (acd/name 4.0)HMDB
2,4,6-TriazinetrioneHMDB
2,4,6-Trihydroxy-1,3,5-triazineHMDB
2,4,6-Trihydroxy-S-triazineHMDB
2,4,6-TrihydroxytriazineHMDB
2,4,6-Trioxohexahydro-1,3,5-triazineHMDB
5-Azabarbituric acidHMDB
CyanurateHMDB
CyanursaureHMDB
Isocyanurate acidHMDB
Isocyanuric acidHMDB
Kyselina kyanurovaHMDB
Pseudocyanuric acidHMDB
S-2,4,6-TriazinetriolHMDB
S-Triazine-2,4,6(1H,3H,5H)-trioneHMDB
S-Triazine-2,4,6-triolHMDB
S-TriazinetriolHMDB
S-TriazinetrioneHMDB
Sym-triazine-2,4,6-triolHMDB
Sym-triazinetriolHMDB
SymcloseneHMDB
Triazine-2,4,6-triolHMDB
TricarbimideHMDB
Trichloroisocyanuric acidHMDB
Tricyanic acidHMDB
TrihydroxycyanidineHMDB
ZyanursaureHMDB
Cyanuric acid, disodium saltHMDB
Cyanuric acid, monosodium saltHMDB
Cyanuric acid, sodium saltHMDB
Cyanuric acid, trisodium saltHMDB
Cyanuric acid, cupric ammonia (+2) saltHMDB
Cyanuric acid, potassium saltHMDB
Cyanuric acid, monopotassium saltHMDB
IsocyanateHMDB
Isocyanic acidHMDB
Cyanuric acidMeSH
Chemical FormulaC3H3N3O3
Average Mass129.0742 Da
Monoisotopic Mass129.01744 Da
IUPAC Name1,3,5-triazine-2,4,6-triol
Traditional Namecyanuric acid
CAS Registry NumberNot Available
SMILES
OC1=NC(O)=NC(O)=N1
InChI Identifier
InChI=1S/C3H3N3O3/c7-1-4-2(8)6-3(9)5-1/h(H3,4,5,6,7,8,9)
InChI KeyZFSLODLOARCGLH-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Acokanthera oblongifoliaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 1,3,5-triazines. 1,3,5-Triazines are compounds containing a triazine ring, which is a heterocyclic ring, similar to the six-member benzene ring but with three carbons replaced by nitrogen atoms, at ring positions 1, 3, and 5.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassTriazines
Sub Class1,3,5-triazines
Direct Parent1,3,5-triazines
Alternative Parents
Substituents
  • 1,3,5-triazine
  • Heteroaromatic compound
  • Azacycle
  • Polyol
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility2000 mg/L @ 25 °C (exp)The Good Scents Company Information System
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-0.53ALOGPS
logP0.98ChemAxon
logS-0.67ALOGPS
pKa (Strongest Acidic)13.59ChemAxon
pKa (Strongest Basic)-4.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area99.36 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity28.3 m³·mol⁻¹ChemAxon
Polarizability9.94 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0041861
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID7668
KEGG Compound IDC06554
BioCyc IDCYANURIC-ACID
BiGG IDNot Available
Wikipedia LinkCyanuric acid
METLIN IDNot Available
PubChem Compound7956
PDB IDNot Available
ChEBI ID17696
Good Scents IDrw1232211
References
General References
  1. Ulrich EL, Akutsu H, Doreleijers JF, Harano Y, Ioannidis YE, Lin J, Livny M, Mading S, Maziuk D, Miller Z, Nakatani E, Schulte CF, Tolmie DE, Kent Wenger R, Yao H, Markley JL: BioMagResBank. Nucleic Acids Res. 2008 Jan;36(Database issue):D402-8. doi: 10.1093/nar/gkm957. Epub 2007 Nov 4. [PubMed:17984079 ]
  2. Kaminski ZJ, Kolesinska B, Markowicz SW: Synthesis and cytostatic properties of monoterpene derivatives of cyanuric and isocyanuric acids. Acta Pol Pharm. 2004 Dec;61 Suppl:29-32. [PubMed:15909931 ]
  3. Rizzuto FJ, Platnich CM, Luo X, Shen Y, Dore MD, Lachance-Brais C, Guarne A, Cosa G, Sleiman HF: A dissipative pathway for the structural evolution of DNA fibres. Nat Chem. 2021 Aug 9. pii: 10.1038/s41557-021-00751-w. doi: 10.1038/s41557-021-00751-w. [PubMed:34373598 ]
  4. Prabhu S S, Natesan K, Nayak NS: Effects of thermal treatments on characteristics and morphological variations in the deposits of urea-SCR systems. Environ Sci Pollut Res Int. 2021 Jun 1. pii: 10.1007/s11356-021-14057-4. doi: 10.1007/s11356-021-14057-4. [PubMed:34061273 ]
  5. Stachowska JD, Murphy A, Mellor C, Fernandes D, Gibbons EN, Krysmann MJ, Kelarakis A, Burgaz E, Moore J, Yeates SG: A rich gallery of carbon dots based photoluminescent suspensions and powders derived by citric acid/urea. Sci Rep. 2021 May 18;11(1):10554. doi: 10.1038/s41598-021-89984-w. [PubMed:34006934 ]