Hmdb loader

Showing metabocard for Acetylhydrazine (HMDB0060428)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesenzymes (2) Show 2 proteinsXML
enzymes (2) Show 2 proteins
Show more...Show more...Show more...
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2013-05-17 01:02:10 UTC
Update Date2019-07-23 07:14:19 UTC
HMDB IDHMDB0060428
Secondary Accession Numbers
  • HMDB60428
Metabolite Identification
Common NameAcetylhydrazine
DescriptionThe acetylhydrazine metabolite was found to be much less cytotoxic than hydrazine in this hepatocyte inflammation model. (PMID: 18295292 ) In the pathogenesis of isoniazid-induced hepatic injury, cytochrome P450-dependent metabolic activation of the metabolite, acetylhydrazine (AcHz), is the crucial step. (PMID: 8852701 ) The mechanism of action of acetylphosphabenzide is likely to involve the formation of acetylhydrazine, capable of producing active electrophiles attacking DNA. (PMID: 9589859 )
Structure
Thumb
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0060428 (Acetylhydrazine)

 
  Mrv1652303111920482D          

  5  4  0  0  0  0            999 V2000
   25.9459  -17.9220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1930  -18.2985    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.6570  -18.3404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9459  -17.0855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.4820  -17.8802    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  2  0  0  0  0
  2  5  1  0  0  0  0
M  END
Download

3D MOL for HMDB0060428 (Acetylhydrazine)

HMDB0060428
     RDKit          3D
Acetylhydrazine
 11 10  0  0  0  0  0  0  0  0999 V2000
   -1.5061   -0.4346    0.4872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1929    0.0847    0.0048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0640    1.2979   -0.6380 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8282   -0.6668    0.2215 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0817   -0.2362   -0.2057 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2765    0.2658    0.1544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4719   -0.5240    1.5942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6330   -1.4299    0.0011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8066    1.7959   -1.0738 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2792    0.7827   -0.1540 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7620   -0.9355   -0.5542 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  1  6  1  0
  1  7  1  0
  1  8  1  0
  3  9  1  0
  5 10  1  0
  5 11  1  0
M  END
Download

3D SDF for HMDB0060428 (Acetylhydrazine)

 
  Mrv1652303111920482D          

  5  4  0  0  0  0            999 V2000
   25.9459  -17.9220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1930  -18.2985    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.6570  -18.3404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9459  -17.0855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.4820  -17.8802    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  2  0  0  0  0
  2  5  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060428

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)NN

> <INCHI_IDENTIFIER>
InChI=1S/C2H6N2O/c1-2(5)4-3/h3H2,1H3,(H,4,5)

> <INCHI_KEY>
OFLXLNCGODUUOT-UHFFFAOYSA-N

> <FORMULA>
C2H6N2O

> <MOLECULAR_WEIGHT>
74.0818

> <EXACT_MASS>
74.048012824

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
7.1515635958625925

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
acetohydrazide

> <ALOGPS_LOGP>
-1.58

> <JCHEM_LOGP>
-1.326764021

> <ALOGPS_LOGS>
0.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.181246263449605

> <JCHEM_PKA_STRONGEST_BASIC>
3.2774805255338215

> <JCHEM_POLAR_SURFACE_AREA>
55.120000000000005

> <JCHEM_REFRACTIVITY>
18.950000000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.80e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
acetohydrazide

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0060428 (Acetylhydrazine)

HMDB0060428
     RDKit          3D
Acetylhydrazine
 11 10  0  0  0  0  0  0  0  0999 V2000
   -1.5061   -0.4346    0.4872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1929    0.0847    0.0048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0640    1.2979   -0.6380 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8282   -0.6668    0.2215 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0817   -0.2362   -0.2057 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2765    0.2658    0.1544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4719   -0.5240    1.5942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6330   -1.4299    0.0011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8066    1.7959   -1.0738 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2792    0.7827   -0.1540 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7620   -0.9355   -0.5542 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  1  6  1  0
  1  7  1  0
  1  8  1  0
  3  9  1  0
  5 10  1  0
  5 11  1  0
M  END
Download

PDB for HMDB0060428 (Acetylhydrazine)

HEADER    PROTEIN                                 11-MAR-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-MAR-19         0                                  
HETATM    1  C   UNK     0      48.432 -33.454   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      47.027 -34.157   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      49.760 -34.235   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      48.432 -31.893   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0      45.700 -33.376   0.000  0.00  0.00           N+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5                                                       
CONECT    3    1                                                            
CONECT    4    1                                                            
CONECT    5    2                                                            
MASTER        0    0    0    0    0    0    0    0    5    0    8    0
END
Download

3D PDB for HMDB0060428 (Acetylhydrazine)

COMPND    HMDB0060428
HETATM    1  C1  UNL     1      -1.506  -0.435   0.487  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.193   0.085   0.005  1.00  0.00           C  
HETATM    3  O1  UNL     1      -0.064   1.298  -0.638  1.00  0.00           O  
HETATM    4  N1  UNL     1       0.828  -0.667   0.222  1.00  0.00           N  
HETATM    5  N2  UNL     1       2.082  -0.236  -0.206  1.00  0.00           N  
HETATM    6  H1  UNL     1      -2.276   0.266   0.154  1.00  0.00           H  
HETATM    7  H2  UNL     1      -1.472  -0.524   1.594  1.00  0.00           H  
HETATM    8  H3  UNL     1      -1.633  -1.430   0.001  1.00  0.00           H  
HETATM    9  H4  UNL     1      -0.807   1.796  -1.074  1.00  0.00           H  
HETATM   10  H5  UNL     1       2.279   0.783  -0.154  1.00  0.00           H  
HETATM   11  H6  UNL     1       2.762  -0.936  -0.554  1.00  0.00           H  
CONECT    1    2    6    7    8
CONECT    2    3    4    4
CONECT    3    9
CONECT    4    5
CONECT    5   10   11
END
Download

SMILES for HMDB0060428 (Acetylhydrazine)

CC(=O)NN
Download

INCHI for HMDB0060428 (Acetylhydrazine)

InChI=1S/C2H6N2O/c1-2(5)4-3/h3H2,1H3,(H,4,5)
Download
View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
AcethydrazideChEBI
Acetic acid hydrazideChEBI
Acetic hydrazideChEBI
Acetyl hydrazideChEBI
Ethanehydrazonic acidChEBI
Monoacetyl hydrazineChEBI
MonoacetylhydrazineChEBI
N-AcetylhydrazineChEBI
Acetate hydrazideGenerator
EthanehydrazonateGenerator
AcethydrazineHMDB
Acetylhydrazine monohydrochlorideHMDB
AcetylhydrazideHMDB
Acetylhydrazine, (e)-2-fumarate (1:1)HMDB
AcetylhydrazineChEBI
Chemical FormulaC2H6N2O
Average Molecular Weight74.0818
Monoisotopic Molecular Weight74.048012824
IUPAC Nameacetohydrazide
Traditional Nameacetohydrazide
CAS Registry NumberNot Available
SMILES
CC(O)=NN
InChI Identifier
InChI=1S/C2H6N2O/c1-2(5)4-3/h3H2,1H3,(H,4,5)
InChI KeyOFLXLNCGODUUOT-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as acetamides. These are organic compounds with the general formula RNHC(=O)CH3, where R= organyl group.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassCarboxylic acid derivatives
Direct ParentAcetamides
Alternative Parents
Substituents
  • Acetamide
  • Carboxylic acid hydrazide
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
  • Urine
Tissue Locations
  • Kidney
  • Liver
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableNormal
      Not Available
 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableNormal
      Not Available
 details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDC07447
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound14039
PDB IDNot Available
ChEBI ID2422
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Magrane M: UniProt Knowledgebase: a hub of integrated protein data. Database (Oxford). 2011 Mar 29;2011:bar009. doi: 10.1093/database/bar009. Print 2011. [PubMed:21447597 ]
  2. Morike K, Koch M, Fritz P, Urban W, Eichelbaum M: Identification of N2 as a metabolite of acetylhydrazine in the rat. Arch Toxicol. 1996;70(5):300-5. [PubMed:8852701 ]
  3. Jenner PJ, Ellard GA: Isoniazid-related hepatotoxicity: a study of the effect of rifampicin administration on the metabolism of acetylisoniazid in man. Tubercle. 1989 Jun;70(2):93-101. [PubMed:2617692 ]
  4. Tafazoli S, Mashregi M, O'Brien PJ: Role of hydrazine in isoniazid-induced hepatotoxicity in a hepatocyte inflammation model. Toxicol Appl Pharmacol. 2008 May 15;229(1):94-101. doi: 10.1016/j.taap.2008.01.002. Epub 2008 Jan 17. [PubMed:18295292 ]
  5. Il'inskaia ON, Ivanchenko OB, Trubnikova GG, Valimukhametova DA, Tarasova RI, Bagautdinova DB: [Genotoxic effects of metabolic derivatives of the new drug phosphabenzide]. Genetika. 1998 Feb;34(2):308-12. [PubMed:9589859 ]

Enzymes

Enzyme Details
1. Arylamine N-acetyltransferase 1
General function:
Involved in acetyltransferase activity
Specific function:
Participates in the detoxification of a plethora of hydrazine and arylamine drugs. Catalyzes the N- or O-acetylation of various arylamine and heterocyclic amine substrates and is able to bioactivate several known carcinogens.
Gene Name:
NAT1
Uniprot ID:
P18440
Molecular weight:
33898.445
Reactions
Acetyl-CoA + Acetylhydrazine → Coenzyme A + N,N'-Diacetylhydrazinedetails
Enzyme Details
2. Arylamine N-acetyltransferase 2
General function:
Involved in acetyltransferase activity
Specific function:
Participates in the detoxification of a plethora of hydrazine and arylamine drugs. Catalyzes the N- or O-acetylation of various arylamine and heterocyclic amine substrates and is able to bioactivate several known carcinogens.
Gene Name:
NAT2
Uniprot ID:
P11245
Molecular weight:
33570.245
Reactions
Acetyl-CoA + Acetylhydrazine → Coenzyme A + N,N'-Diacetylhydrazinedetails