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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 17:36:06 UTC

Update Date

2021-09-26 23:13:00 UTC

HMDB ID

HMDB0256963

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Pyridazine-3,6-diol

Description

Maleic hydrazide belongs to the class of organic compounds known as pyridazinones. Pyridazinones are compounds containing a pyridazine ring which bears a ketone. Based on a literature review a significant number of articles have been published on Maleic hydrazide. This compound has been identified in human blood as reported by (PMID: 31557052 ). Pyridazine-3,6-diol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Pyridazine-3,6-diol is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Maleic acid hydrazide	MeSH
Acid hydrazide, maleic	MeSH
Hydrazide, maleic	MeSH
Hydrazide, maleic acid	MeSH

Chemical Formula

C₄H₄N₂O₂

Average Molecular Weight

112.0868

Monoisotopic Molecular Weight

112.027277382

IUPAC Name

1,2,3,6-tetrahydropyridazine-3,6-dione

Traditional Name

stuntman

CAS Registry Number

Not Available

SMILES

O=C1NNC(=O)C=C1

InChI Identifier

InChI=1S/C4H4N2O2/c7-3-1-2-4(8)6-5-3/h1-2H,(H,5,7)(H,6,8)

InChI Key

BGRDGMRNKXEXQD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyridazinones. Pyridazinones are compounds containing a pyridazine ring which bears a ketone.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazines

Sub Class

Pyridazines and derivatives

Direct Parent

Pyridazinones

Alternative Parents

Substituents

Pyridazinone
Heteroaromatic compound
Lactam
Azacycle
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

pyridazinone (CHEBI:81771 )
Pesticides (C18474 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-1.4	ALOGPS
logP	-1.2	ChemAxon
logS	-0.81	ALOGPS
pKa (Strongest Acidic)	10.38	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	58.2 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	26.65 m³·mol⁻¹	ChemAxon
Polarizability	9.34 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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
DeepCCS	[M+H]+	121.107	30932474
DeepCCS	[M-H]-	118.02	30932474
DeepCCS	[M-2H]-	154.765	30932474
DeepCCS	[M+Na]+	129.69	30932474
AllCCS	[M+H]+	122.8	32859911
AllCCS	[M+H-H2O]+	117.8	32859911
AllCCS	[M+NH4]+	127.5	32859911
AllCCS	[M+Na]+	128.9	32859911
AllCCS	[M-H]-	118.6	32859911
AllCCS	[M+Na-2H]-	121.1	32859911
AllCCS	[M+HCOO]-	123.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
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.	1.99 minutes	32390414
Predicted by Siyang on May 30, 2022	8.0366 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.54 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	454.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	327.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	92.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	242.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	66.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	265.2 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	243.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	666.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	537.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	46.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	640.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	213.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	264.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	656.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	383.0 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	239.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Pyridazine-3,6-diol	O=C1NNC(=O)C=C1	2170.3	Standard polar	33892256
Pyridazine-3,6-diol	O=C1NNC(=O)C=C1	1248.7	Standard non polar	33892256
Pyridazine-3,6-diol	O=C1NNC(=O)C=C1	1385.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Pyridazine-3,6-diol,1TMS,isomer #1	C[Si](C)(C)N1[NH]C(=O)C=CC1=O	1407.1	Semi standard non polar	33892256
Pyridazine-3,6-diol,1TMS,isomer #1	C[Si](C)(C)N1[NH]C(=O)C=CC1=O	1433.0	Standard non polar	33892256
Pyridazine-3,6-diol,1TMS,isomer #1	C[Si](C)(C)N1[NH]C(=O)C=CC1=O	1946.0	Standard polar	33892256
Pyridazine-3,6-diol,2TMS,isomer #1	C[Si](C)(C)N1C(=O)C=CC(=O)N1[Si](C)(C)C	1590.8	Semi standard non polar	33892256
Pyridazine-3,6-diol,2TMS,isomer #1	C[Si](C)(C)N1C(=O)C=CC(=O)N1[Si](C)(C)C	1660.7	Standard non polar	33892256
Pyridazine-3,6-diol,2TMS,isomer #1	C[Si](C)(C)N1C(=O)C=CC(=O)N1[Si](C)(C)C	1793.4	Standard polar	33892256
Pyridazine-3,6-diol,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1[NH]C(=O)C=CC1=O	1642.0	Semi standard non polar	33892256
Pyridazine-3,6-diol,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1[NH]C(=O)C=CC1=O	1692.4	Standard non polar	33892256
Pyridazine-3,6-diol,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1[NH]C(=O)C=CC1=O	2014.5	Standard polar	33892256
Pyridazine-3,6-diol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)C=CC(=O)N1[Si](C)(C)C(C)(C)C	1951.8	Semi standard non polar	33892256
Pyridazine-3,6-diol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)C=CC(=O)N1[Si](C)(C)C(C)(C)C	2117.1	Standard non polar	33892256
Pyridazine-3,6-diol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)C=CC(=O)N1[Si](C)(C)C(C)(C)C	1918.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Pyridazine-3,6-diol GC-MS (Non-derivatized) - 70eV, Positive	splash10-03di-9500000000-f5330323db43f9bb6ad2	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pyridazine-3,6-diol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-03e9-9400000000-5660402a90273ab567b0	2014-10-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyridazine-3,6-diol 10V, Positive-QTOF	splash10-03di-0900000000-404b6cd62e19c5a04c10	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyridazine-3,6-diol 20V, Positive-QTOF	splash10-03di-4900000000-38a7721dc374a821eb53	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyridazine-3,6-diol 40V, Positive-QTOF	splash10-01tc-9100000000-81dcd3af33e231125c4a	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyridazine-3,6-diol 10V, Negative-QTOF	splash10-01ox-9400000000-34632b70bc6d26797f6f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyridazine-3,6-diol 20V, Negative-QTOF	splash10-0006-9200000000-319866a718598df7f88d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyridazine-3,6-diol 40V, Negative-QTOF	splash10-000x-9000000000-4b04b8bb9129d8150deb	2016-08-03	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

20632

KEGG Compound ID

C18474

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Maleic hydrazide

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1185361

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Pyridazine-3,6-diol (HMDB0256963)

MOL for HMDB0256963 (Pyridazine-3,6-diol)

3D MOL for HMDB0256963 (Pyridazine-3,6-diol)

3D SDF for HMDB0256963 (Pyridazine-3,6-diol)

3D-SDF for HMDB0256963 (Pyridazine-3,6-diol)

PDB for HMDB0256963 (Pyridazine-3,6-diol)

3D PDB for HMDB0256963 (Pyridazine-3,6-diol)

SMILES for HMDB0256963 (Pyridazine-3,6-diol)

INCHI for HMDB0256963 (Pyridazine-3,6-diol)

Structure for HMDB0256963 (Pyridazine-3,6-diol)

3D Structure for HMDB0256963 (Pyridazine-3,6-diol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra