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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:49 UTC

Update Date

2022-03-07 02:51:38 UTC

HMDB ID

HMDB0014503

Secondary Accession Numbers

HMDB14503

Metabolite Identification

Common Name

Sulfadiazine

Description

Sulfadiazine is only found in individuals that have used or taken this drug. It is one of the short-acting sulfonamides used in combination with pyrimethamine to treat toxoplasmosis in patients with acquired immunodeficiency syndrome and in newborns with congenital infections. [PubChem]Sulfadiazine is a competitive inhibitor of the bacterial enzyme dihydropteroate synthetase. This enzyme is needed for the proper processing of para-aminobenzoic acid (PABA) which is essential for folic acid synthesis. The inhibited reaction is necessary in these organisms for the synthesis of folic acid.

Structure

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

359
  Mrv0541 02231214372D          

 17 18  0  0  0  0            999 V2000
    2.4751    0.5404    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.5404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3001    0.5404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4751    1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4751   -2.7597    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    2.6029    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9041    1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4751   -0.2846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7606   -0.6971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -0.6971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4751   -1.9347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7606   -1.5222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -1.5222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.7779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9041    3.0154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6185    1.7779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6185    2.6029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  2  0  0  0  0
  1  4  1  0  0  0  0
  1  8  1  0  0  0  0
  4 14  1  0  0  0  0
  5 11  1  0  0  0  0
  6 14  1  0  0  0  0
  6 15  2  0  0  0  0
  7 14  2  0  0  0  0
  7 16  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  9 12  1  0  0  0  0
 10 13  2  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 15 17  1  0  0  0  0
 16 17  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014503

> <DATABASE_NAME>
hmdb

> <SMILES>
NC1=CC=C(C=C1)S(=O)(=O)NC1=NC=CC=N1

> <INCHI_IDENTIFIER>
InChI=1S/C10H10N4O2S/c11-8-2-4-9(5-3-8)17(15,16)14-10-12-6-1-7-13-10/h1-7H,11H2,(H,12,13,14)

> <INCHI_KEY>
SEEPANYCNGTZFQ-UHFFFAOYSA-N

> <FORMULA>
C10H10N4O2S

> <MOLECULAR_WEIGHT>
250.277

> <EXACT_MASS>
250.052446274

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
24.391364892131367

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-amino-N-(pyrimidin-2-yl)benzene-1-sulfonamide

> <ALOGPS_LOGP>
0.25

> <JCHEM_LOGP>
0.38726080800000007

> <ALOGPS_LOGS>
-2.62

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.989915444982717

> <JCHEM_PKA_STRONGEST_BASIC>
2.013677898293487

> <JCHEM_POLAR_SURFACE_AREA>
97.97

> <JCHEM_REFRACTIVITY>
64.20090000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.01e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
sulfadiazine

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 359                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  S   UNK     0       4.620   1.009   0.000  0.00  0.00           S+0
HETATM    2  O   UNK     0       3.080   1.009   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       6.160   1.009   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       4.620   2.549   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0       4.620  -5.151   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0       5.954   4.859   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0       7.288   2.549   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       4.620  -0.531   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.286  -1.301   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.954  -1.301   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.620  -3.611   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.286  -2.841   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.954  -2.841   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.954   3.319   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.288   5.629   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.621   3.319   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.621   4.859   0.000  0.00  0.00           C+0
CONECT    1    2    3    4    8                                             
CONECT    2    1                                                            
CONECT    3    1                                                            
CONECT    4    1   14                                                       
CONECT    5   11                                                            
CONECT    6   14   15                                                       
CONECT    7   14   16                                                       
CONECT    8    1    9   10                                                  
CONECT    9    8   12                                                       
CONECT   10    8   13                                                       
CONECT   11    5   12   13                                                  
CONECT   12    9   11                                                       
CONECT   13   10   11                                                       
CONECT   14    4    6    7                                                  
CONECT   15    6   17                                                       
CONECT   16    7   17                                                       
CONECT   17   15   16                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0014503
HETATM    1  N1  UNL     1      -4.288  -1.487   0.560  1.00  0.00           N  
HETATM    2  C1  UNL     1      -3.145  -0.902  -0.050  1.00  0.00           C  
HETATM    3  C2  UNL     1      -2.027  -1.627  -0.391  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.912  -1.032  -0.990  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.903   0.309  -1.259  1.00  0.00           C  
HETATM    6  S1  UNL     1       0.392   1.185  -1.989  1.00  0.00           S  
HETATM    7  O1  UNL     1       1.166   0.202  -2.856  1.00  0.00           O  
HETATM    8  O2  UNL     1      -0.114   2.243  -2.945  1.00  0.00           O  
HETATM    9  N2  UNL     1       1.508   1.860  -0.887  1.00  0.00           N  
HETATM   10  C5  UNL     1       2.254   1.026  -0.025  1.00  0.00           C  
HETATM   11  N3  UNL     1       2.107  -0.302  -0.050  1.00  0.00           N  
HETATM   12  C6  UNL     1       2.825  -1.112   0.780  1.00  0.00           C  
HETATM   13  C7  UNL     1       3.727  -0.563   1.671  1.00  0.00           C  
HETATM   14  C8  UNL     1       3.864   0.809   1.681  1.00  0.00           C  
HETATM   15  N4  UNL     1       3.126   1.567   0.835  1.00  0.00           N  
HETATM   16  C9  UNL     1      -2.045   1.037  -0.908  1.00  0.00           C  
HETATM   17  C10 UNL     1      -3.138   0.439  -0.317  1.00  0.00           C  
HETATM   18  H1  UNL     1      -4.262  -2.297   1.203  1.00  0.00           H  
HETATM   19  H2  UNL     1      -5.217  -1.067   0.339  1.00  0.00           H  
HETATM   20  H3  UNL     1      -1.997  -2.683  -0.195  1.00  0.00           H  
HETATM   21  H4  UNL     1      -0.046  -1.605  -1.254  1.00  0.00           H  
HETATM   22  H5  UNL     1       1.628   2.900  -0.862  1.00  0.00           H  
HETATM   23  H6  UNL     1       2.686  -2.188   0.739  1.00  0.00           H  
HETATM   24  H7  UNL     1       4.325  -1.160   2.355  1.00  0.00           H  
HETATM   25  H8  UNL     1       4.566   1.258   2.372  1.00  0.00           H  
HETATM   26  H9  UNL     1      -2.088   2.116  -1.102  1.00  0.00           H  
HETATM   27  H10 UNL     1      -3.992   1.074  -0.073  1.00  0.00           H  
CONECT    1    2   18   19
CONECT    2    3    3   17
CONECT    3    4   20
CONECT    4    5    5   21
CONECT    5    6   16
CONECT    6    7    7    8    8
CONECT    6    9
CONECT    9   10   22
CONECT   10   11   11   15
CONECT   11   12
CONECT   12   13   13   23
CONECT   13   14   24
CONECT   14   15   15   25
CONECT   16   17   17   26
CONECT   17   27
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Sulfanilamidopyrimidine	ChEBI
2-Sulfanilylaminopyrimidine	ChEBI
4-Amino-N-2-pyrimidinylbenzenesulfonamide	ChEBI
N(1)-2-Pyrimidinylsulfanilamide	ChEBI
N(1)-2-Pyrimidylsulfanilamide	ChEBI
Sulfadiazin	ChEBI
Sulfadiazina	ChEBI
Sulfadiazinum	ChEBI
Sulfapyrimidine	ChEBI
Sulphadiazine	ChEBI
2-Sulphanilamidopyrimidine	Generator
2-Sulphanilylaminopyrimidine	Generator
4-Amino-N-2-pyrimidinylbenzenesulphonamide	Generator
N(1)-2-Pyrimidinylsulphanilamide	Generator
N(1)-2-Pyrimidylsulphanilamide	Generator
Sulphadiazin	Generator
Sulphadiazina	Generator
Sulphadiazinum	Generator
Sulphapyrimidine	Generator
SDA	HMDB
Sulfadiazene	HMDB
Sulfanilamidopyrimidine	HMDB
Sulfapirimidin	HMDB
Sulfapyrimidin	HMDB
Sulfazin	HMDB
Zinc sulfadiazine	HMDB
Sulfadiazine, zinc	HMDB
Sulfazine	HMDB

Chemical Formula

C₁₀H₁₀N₄O₂S

Average Molecular Weight

250.277

Monoisotopic Molecular Weight

250.052446274

IUPAC Name

4-amino-N-(pyrimidin-2-yl)benzene-1-sulfonamide

Traditional Name

sulfadiazine

CAS Registry Number

68-35-9

SMILES

NC1=CC=C(C=C1)S(=O)(=O)NC1=NC=CC=N1

InChI Identifier

InChI=1S/C10H10N4O2S/c11-8-2-4-9(5-3-8)17(15,16)14-10-12-6-1-7-13-10/h1-7H,11H2,(H,12,13,14)

InChI Key

SEEPANYCNGTZFQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aminobenzenesulfonamides. These are organic compounds containing a benzenesulfonamide moiety with an amine group attached to the benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzenesulfonamides

Direct Parent

Aminobenzenesulfonamides

Alternative Parents

Substituents

Aminobenzenesulfonamide
Benzenesulfonyl group
Aniline or substituted anilines
Pyrimidine
Organosulfonic acid amide
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Heteroaromatic compound
Aminosulfonyl compound
Sulfonyl
Azacycle
Organoheterocyclic compound
Amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Primary amine
Organosulfur compound
Organonitrogen compound
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

substituted aniline (CHEBI:9328 )
sulfonamide (CHEBI:9328 )
pyrimidines (CHEBI:9328 )
sulfonamide antibiotic (CHEBI:9328 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.6 g/L	Not Available
LogP	-0.2	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	Not Available	150.893	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000815

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.6 g/L	ALOGPS
logP	0.25	ALOGPS
logP	0.39	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	6.99	ChemAxon
pKa (Strongest Basic)	2.01	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	97.97 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	64.2 m³·mol⁻¹	ChemAxon
Polarizability	24.39 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	156.884	31661259
DarkChem	[M-H]-	158.068	31661259
DeepCCS	[M+H]+	155.879	30932474
DeepCCS	[M-H]-	153.521	30932474
DeepCCS	[M-2H]-	186.483	30932474
DeepCCS	[M+Na]+	161.972	30932474
AllCCS	[M+H]+	157.0	32859911
AllCCS	[M+H-H2O]+	153.1	32859911
AllCCS	[M+NH4]+	160.6	32859911
AllCCS	[M+Na]+	161.6	32859911
AllCCS	[M-H]-	152.7	32859911
AllCCS	[M+Na-2H]-	152.7	32859911
AllCCS	[M+HCOO]-	152.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Sulfadiazine	NC1=CC=C(C=C1)S(=O)(=O)NC1=NC=CC=N1	4014.8	Standard polar	33892256
Sulfadiazine	NC1=CC=C(C=C1)S(=O)(=O)NC1=NC=CC=N1	2541.9	Standard non polar	33892256
Sulfadiazine	NC1=CC=C(C=C1)S(=O)(=O)NC1=NC=CC=N1	2455.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Sulfadiazine,1TMS,isomer #1	C[Si](C)(C)NC1=CC=C(S(=O)(=O)NC2=NC=CC=N2)C=C1	2662.4	Semi standard non polar	33892256
Sulfadiazine,1TMS,isomer #1	C[Si](C)(C)NC1=CC=C(S(=O)(=O)NC2=NC=CC=N2)C=C1	2397.6	Standard non polar	33892256
Sulfadiazine,1TMS,isomer #1	C[Si](C)(C)NC1=CC=C(S(=O)(=O)NC2=NC=CC=N2)C=C1	3639.0	Standard polar	33892256
Sulfadiazine,1TMS,isomer #2	C[Si](C)(C)N(C1=NC=CC=N1)S(=O)(=O)C1=CC=C(N)C=C1	2472.6	Semi standard non polar	33892256
Sulfadiazine,1TMS,isomer #2	C[Si](C)(C)N(C1=NC=CC=N1)S(=O)(=O)C1=CC=C(N)C=C1	2366.9	Standard non polar	33892256
Sulfadiazine,1TMS,isomer #2	C[Si](C)(C)N(C1=NC=CC=N1)S(=O)(=O)C1=CC=C(N)C=C1	3803.6	Standard polar	33892256
Sulfadiazine,2TMS,isomer #1	C[Si](C)(C)N(C1=CC=C(S(=O)(=O)NC2=NC=CC=N2)C=C1)[Si](C)(C)C	2524.4	Semi standard non polar	33892256
Sulfadiazine,2TMS,isomer #1	C[Si](C)(C)N(C1=CC=C(S(=O)(=O)NC2=NC=CC=N2)C=C1)[Si](C)(C)C	2480.5	Standard non polar	33892256
Sulfadiazine,2TMS,isomer #1	C[Si](C)(C)N(C1=CC=C(S(=O)(=O)NC2=NC=CC=N2)C=C1)[Si](C)(C)C	3478.7	Standard polar	33892256
Sulfadiazine,2TMS,isomer #2	C[Si](C)(C)NC1=CC=C(S(=O)(=O)N(C2=NC=CC=N2)[Si](C)(C)C)C=C1	2482.0	Semi standard non polar	33892256
Sulfadiazine,2TMS,isomer #2	C[Si](C)(C)NC1=CC=C(S(=O)(=O)N(C2=NC=CC=N2)[Si](C)(C)C)C=C1	2468.7	Standard non polar	33892256
Sulfadiazine,2TMS,isomer #2	C[Si](C)(C)NC1=CC=C(S(=O)(=O)N(C2=NC=CC=N2)[Si](C)(C)C)C=C1	3331.6	Standard polar	33892256
Sulfadiazine,3TMS,isomer #1	C[Si](C)(C)N(C1=CC=C(S(=O)(=O)N(C2=NC=CC=N2)[Si](C)(C)C)C=C1)[Si](C)(C)C	2395.2	Semi standard non polar	33892256
Sulfadiazine,3TMS,isomer #1	C[Si](C)(C)N(C1=CC=C(S(=O)(=O)N(C2=NC=CC=N2)[Si](C)(C)C)C=C1)[Si](C)(C)C	2577.7	Standard non polar	33892256
Sulfadiazine,3TMS,isomer #1	C[Si](C)(C)N(C1=CC=C(S(=O)(=O)N(C2=NC=CC=N2)[Si](C)(C)C)C=C1)[Si](C)(C)C	3184.8	Standard polar	33892256
Sulfadiazine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=CC=C(S(=O)(=O)NC2=NC=CC=N2)C=C1	2885.7	Semi standard non polar	33892256
Sulfadiazine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=CC=C(S(=O)(=O)NC2=NC=CC=N2)C=C1	2625.4	Standard non polar	33892256
Sulfadiazine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=CC=C(S(=O)(=O)NC2=NC=CC=N2)C=C1	3699.1	Standard polar	33892256
Sulfadiazine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C1=NC=CC=N1)S(=O)(=O)C1=CC=C(N)C=C1	2690.6	Semi standard non polar	33892256
Sulfadiazine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C1=NC=CC=N1)S(=O)(=O)C1=CC=C(N)C=C1	2583.5	Standard non polar	33892256
Sulfadiazine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C1=NC=CC=N1)S(=O)(=O)C1=CC=C(N)C=C1	3779.6	Standard polar	33892256
Sulfadiazine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC=C(S(=O)(=O)NC2=NC=CC=N2)C=C1)[Si](C)(C)C(C)(C)C	3004.4	Semi standard non polar	33892256
Sulfadiazine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC=C(S(=O)(=O)NC2=NC=CC=N2)C=C1)[Si](C)(C)C(C)(C)C	2900.8	Standard non polar	33892256
Sulfadiazine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC=C(S(=O)(=O)NC2=NC=CC=N2)C=C1)[Si](C)(C)C(C)(C)C	3499.4	Standard polar	33892256
Sulfadiazine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=CC=C(S(=O)(=O)N(C2=NC=CC=N2)[Si](C)(C)C(C)(C)C)C=C1	2866.1	Semi standard non polar	33892256
Sulfadiazine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=CC=C(S(=O)(=O)N(C2=NC=CC=N2)[Si](C)(C)C(C)(C)C)C=C1	2909.0	Standard non polar	33892256
Sulfadiazine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=CC=C(S(=O)(=O)N(C2=NC=CC=N2)[Si](C)(C)C(C)(C)C)C=C1	3407.4	Standard polar	33892256
Sulfadiazine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC=C(S(=O)(=O)N(C2=NC=CC=N2)[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	3039.6	Semi standard non polar	33892256
Sulfadiazine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC=C(S(=O)(=O)N(C2=NC=CC=N2)[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	3249.6	Standard non polar	33892256
Sulfadiazine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC=C(S(=O)(=O)N(C2=NC=CC=N2)[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	3328.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Sulfadiazine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f8a-9340000000-39ac1159346610a1332b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sulfadiazine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sulfadiazine 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sulfadiazine LC-ESI-QTOF , positive-QTOF	splash10-0udi-0090000000-1bc83eabade65dc8953a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sulfadiazine LC-ESI-QTOF , positive-QTOF	splash10-0a4i-0910000000-bd163c77861c5a8afa49	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sulfadiazine LC-ESI-QTOF , positive-QTOF	splash10-0a4i-0900000000-260a572b5c7f3c070c26	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sulfadiazine LC-ESI-QTOF , positive-QTOF	splash10-052r-0900000000-580f983ba25c4cb3eb30	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sulfadiazine LC-ESI-ITFT , positive-QTOF	splash10-0a4i-1900000000-8dc8c152ec6044f1c2e9	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sulfadiazine LC-ESI-ITFT , positive-QTOF	splash10-0udi-0090000000-23afa7ea3ef67a93a2e6	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sulfadiazine LC-ESI-ITFT , positive-QTOF	splash10-0pb9-3960000000-355dcad6c59ae9c75fb7	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sulfadiazine LC-ESI-ITFT , positive-QTOF	splash10-0a4i-4900000000-337c5e4fc08cc648b85d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sulfadiazine LC-ESI-ITFT , positive-QTOF	splash10-0a4l-8900000000-63cd0dba3c4894d64ae1	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sulfadiazine LC-ESI-ITFT , positive-QTOF	splash10-0a4l-9500000000-64c8a8332030e3f700a1	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sulfadiazine LC-ESI-ITFT , positive-QTOF	splash10-05mo-9300000000-746250effd08ec8bf51b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sulfadiazine LC-ESI-ITFT , positive-QTOF	splash10-0udi-0090000000-e8005ac37727f1c540d8	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sulfadiazine LC-ESI-ITFT , positive-QTOF	splash10-0pb9-2960000000-ff127258fb7c09ae3665	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sulfadiazine LC-ESI-ITFT , positive-QTOF	splash10-0a4i-4900000000-4fa5b350b17254bc9a1a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sulfadiazine LC-ESI-ITFT , positive-QTOF	splash10-0a4l-8900000000-4a998ad7772889643c1f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sulfadiazine LC-ESI-ITFT , positive-QTOF	splash10-0a4l-9500000000-7e0d8190b4e7f7ced956	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sulfadiazine LC-ESI-ITFT , positive-QTOF	splash10-05mo-9300000000-9cca42d677a6ef782a2c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sulfadiazine LC-ESI-ITFT , positive-QTOF	splash10-0a4i-1900000000-4b5c2f7e29a6399f475c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sulfadiazine 60V, Positive-QTOF	splash10-0a4l-8900000000-63cd0dba3c4894d64ae1	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sulfadiazine 10V, Positive-QTOF	splash10-0ue9-0190000000-67ad2e08ca1d769ef136	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sulfadiazine 20V, Positive-QTOF	splash10-0pb9-5690000000-6430cecd9bf7a43ae649	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sulfadiazine 40V, Positive-QTOF	splash10-00o0-9010000000-57f00ddb968c873de4ed	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sulfadiazine 10V, Negative-QTOF	splash10-0002-0090000000-9a91c28ea8399756ca2b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sulfadiazine 20V, Negative-QTOF	splash10-0002-1940000000-4e16dfc23fbb7da4f648	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sulfadiazine 40V, Negative-QTOF	splash10-0006-9300000000-d2a79b1ca177af6ee656	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00359	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00359	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00359

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB010662

KNApSAcK ID

Not Available

Chemspider ID

5026

KEGG Compound ID

C07658

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Sulfadiazine

METLIN ID

Not Available

PubChem Compound

5215

PDB ID

Not Available

ChEBI ID

9328

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Not Available

Enzymes

Enzyme Details

1. Cytochrome P450 3A4

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

2. Cytochrome P450 2C9

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. This enzyme contributes to the wide pharmacokinetics variability of the metabolism of drugs such as S-warfarin, diclofenac, phenytoin, tolbutamide and losartan.
Gene Name:: CYP2C9
Uniprot ID:: P11712
Molecular weight:: 55627.365

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

3. Cytochrome P450 2E1

General function:: Involved in monooxygenase activity
Specific function:: Metabolizes several precarcinogens, drugs, and solvents to reactive metabolites. Inactivates a number of drugs and xenobiotics and also bioactivates many xenobiotic substrates to their hepatotoxic or carcinogenic forms.
Gene Name:: CYP2E1
Uniprot ID:: P05181
Molecular weight:: 56848.42

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

4. Cytochrome P450 2C8

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. In the epoxidation of arachidonic acid it generates only 14,15- and 11,12-cis-epoxyeicosatrienoic acids. It is the principal enzyme responsible for the metabolism the anti-cancer drug paclitaxel (taxol).
Gene Name:: CYP2C8
Uniprot ID:: P10632
Molecular weight:: 55824.275

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Showing metabocard for Sulfadiazine (HMDB0014503)

MOL for HMDB0014503 (Sulfadiazine)

3D MOL for HMDB0014503 (Sulfadiazine)

3D SDF for HMDB0014503 (Sulfadiazine)

3D-SDF for HMDB0014503 (Sulfadiazine)

PDB for HMDB0014503 (Sulfadiazine)

3D PDB for HMDB0014503 (Sulfadiazine)

SMILES for HMDB0014503 (Sulfadiazine)

INCHI for HMDB0014503 (Sulfadiazine)

Structure for HMDB0014503 (Sulfadiazine)

3D Structure for HMDB0014503 (Sulfadiazine)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References