Butanedione

  • GreenMolBD CID : 6
  • Molecular Formula : C4H6O2
  • Molecular Weight : 86.09
  • Exact Molecular Mass : 86.0368
  • IUPAC Name : butane-2,3-dione
  • InChI : InChI=1S/C4H6O2/c1-3(5)4(2)6/h1-2H3
  • InChI Key : QSJXEFYPDANLFS-UHFFFAOYSA-N
  • Canonical SMILES : CC(=O)C(=O)C
  • Isomeric SMILES : CC(=O)C(=O)C
  • Cross Reference  Pubchem

1. Classification

1.1. Description

This compound belongs to the class of organic compounds known as alpha-diketones. These are organic compounds containing two ketone groups on two adjacent carbon atoms.

1.2. Taxonomy Tree

1.3. Alternative Parent

Organic oxides; Hydrocarbon derivatives;

1.4. Molecular Framework

Aliphatic acyclic compounds

1.5. Substituents

Alpha-diketone; Organic oxide; Hydrocarbon derivative; Aliphatic acyclic compound

2. Physical Properties

SlogP TPSA HBD HBA nHA nRB nAA nAB SMR vdw_vol vdw_area Density
0.1644 34.14 0 2 6 1 0 0 2.1362 113.97 107.139 0.755371

3. Quantum Information

Heat of Formation Dipole Moment Electronegativity Homo Lumo Hardness
-90.904745 0.01 -5.343 -10.36814 -0.31835 5.025

4. Compound Reactivity

DLP nRFG nLMR
10 2 0

5. Topkat Properties

WOE Prediction Ames Prediction DTP Prediction Rat Oral LD50 (g/kg body weight) Rat Inhalational LC50 (mg/m3/h) Chronic LOAEL (g/kg body weight) Skin Irritancy Skin Sensitization Ocular Irritancy Aerobic Biodegradability Prediction Fathead Minnow LC50 (g/l) Daphnia EC50 (mg/l)
Carcinogen Non-Mutagen Toxic 0.945543 8495.22 0.268457 Mild Weak Severe Degradable 0.779143 156.326

6. Drug-Likeliness Test

Lipinski's rule of five Jorgensen's rule of three Goshe filter Veber filter PAINS1 PAINS2 PAINS3
Yes Yes No Yes Yes Yes No

7. Synonyms

Name
2,3-butanedione
diacetyl
biacetyl
Butane-2,3-dione
431-03-8
dimethylglyoxal
Butanedione
2,3-diketobutane
Dimethyl glyoxal
dimethyl diketone
2,3-Butadione
2,3-dioxobutane
Glyoxal, dimethyl-
2,3-butandione
Diacetyl (natural)
Butan-2,3-dione
CCRIS 827
FEMA No. 2370
HSDB 297
NSC 8750
2.3-butanedione
UNII-K324J5K4HM
UN2346
AI3-03313
EINECS 207-069-8
BRN 0605398
K324J5K4HM
CHEBI:16583
QSJXEFYPDANLFS-UHFFFAOYSA-N
MFCD00008756
Butanedione [UN2346] [Flammable liquid]
2,3-Butanedione-13C2
BDM
2,3 butandione
Buta-2,3-dione
Lopac-D-3634
Butanedione [UN2346]
ACMC-1AE2K
DSSTox_CID_1583
2,3-Butanedione, 97%
AC1L19PK
DSSTox_RID_76219
DSSTox_GSID_21583
Lopac0_000387
4-01-00-03644 (Beilstein Handbook Reference)
Diacetyl, natural, >=95%
KSC235Q7P
WLN: 1VV1
(CH3CO)2
CHEMBL365809
SGCUT00113
DTXSID6021583
2,3-Butanedione (8CI,9CI)
BDBM22725
CTK1D5877
KS-00000VRZ
NSC8750
MolPort-001-768-865
BB_SC-8804
HMS3261M15
NSC-8750
to_000005
ZINC1532732
Tox21_201218
Tox21_500387
ANW-41516
BBL027725
LMFA12000012
LS-116
2,3-Butanedione, analytical standard
AKOS000118816
AN-1414
CCG-204481
LP00387
MCULE-5742661187
RP18441
RTR-016761
NCGC00015336-01
NCGC00015336-02
NCGC00015336-03
NCGC00015336-04
NCGC00015336-05
NCGC00015336-06
NCGC00090746-01
NCGC00090746-02
NCGC00090746-03
NCGC00258770-01
NCGC00261072-01
151677-70-2
CAS-431-03-8
KB-16658
OR000189
OR109765
OR306804
R557
DB-003226
TR-016761
B0682
Butanedione [UN2346] [Flammable liquid]
EU-0100387
FT-0609502
FT-0663924
C00741
D 3634
57419-EP2275409A1
57419-EP2275422A1
57419-EP2289483A1
57419-EP2298755A1
57419-EP2308878A2
157009-EP2283898A1
A826155
I14-1154
InChI=1/C4H6O2/c1-3(5)4(2)6/h1-2H
DEE64962-0BD5-454C-8BDA-FDBD33C47181
F0001-1188
BUO
Butandione

8. Compound in Different Plants

Compound Name Plant Name Compound in Plant Parts Ref
Butanedione
Abelmoschus esculentus (L.) Moench Pod 3
Colocasia esculenta Linn. Cormel 2 , 5
Mangifera indica Fruit 7
Tamarindus indica Fruit 9

9. Targets

ID Target Name Gene Symbol Organism Protein Crystal Complex Activity Values Reference
Potency (nM) Ki (nM) IC50 (nM) Kd (nM) EC50 (nM) kon (M-1-s-1) koff (s-1) Biological Assay DOI Article PMID PubChem AID
1 Acetylcholinesterase Homo sapiens >100000 10.1021/jm049011j 15828829
1 Acetylcholinesterase Homo sapiens >100000 10.1016/j.bmc.2011.06.012 21733699
33 acetylcholinesterase (Cartwright blood group) ACHE Homo sapiens 100 239122
33 acetylcholinesterase (Cartwright blood group) ACHE Homo sapiens 100 612134
34 Acyl-CoA: cholesterol acyltransferase (ACAT) >100000 10.1021/jm049011j 15828829
34 Acyl-CoA: cholesterol acyltransferase (ACAT) >100000 10.1016/j.bmc.2011.06.012 21733699
35 arylsulfatase A ARSA Homo sapiens 0.151 720538
36 Butyrylcholine esterase Homo sapiens >100000 10.1021/jm049011j 15828829
36 Butyrylcholine esterase Homo sapiens >100000 10.1016/j.bmc.2011.06.012 21733699
37 butyrylcholinesterase BCHE Homo sapiens 100 239166
37 butyrylcholinesterase BCHE Homo sapiens 100 612135
38 Carboxylesterase 1 Oryctolagus cuniculus >100000 10.1021/jm049011j 15828829
38 Carboxylesterase 1 Oryctolagus cuniculus >100000 10.1016/j.bmc.2011.06.012 21733699
38 Carboxylesterase 1 CES1 Homo sapiens 100 239197
38 Carboxylesterase 1 CES1 Homo sapiens 100 612130
39 Carboxylesterase 2 Homo sapiens >100000 10.1016/j.bmc.2011.06.012 21733699
39 Carboxylesterase 2 CES2 Homo sapiens 100 239272
39 Carboxylesterase 2 CES2 Homo sapiens 100 612131
40 cholinergic receptor, muscarinic 1 Chrm1 Rattus norvegicus 0.0251 943
41 chromobox 1 CBX1 Homo sapiens 44.6684 488953
42 Factor XIIa >100000 10.1021/jm049011j 15828829
43 glutaminase GLS Homo sapiens 0.631 624146
44 inositol monophosphatase 1 Impa1 Rattus norvegicus 0.01 901
45 liver carboxylesterase LOC100009551 Oryctolagus cuniculus 100 239167
45 liver carboxylesterase LOC100009551 Oryctolagus cuniculus 100 612132
30 nuclear factor, erythroid 2 like 2 NFE2L2 Homo sapiens 59.5572 651741
46 thrombopoietin THPO Homo sapiens 10 917
46 thrombopoietin THPO Homo sapiens 10 918
32 thyroid stimulating hormone receptor TSHR Homo sapiens 3.9811 926
32 thyroid stimulating hormone receptor TSHR Homo sapiens 3.9811 938
32 thyroid stimulating hormone receptor TSHR Homo sapiens 31.6228 926

10. Chemical Vendors

SID Source Name Source URL Source Detail Registry ID Source Record URL
104667239AKos Consulting & SolutionsSource URLSource DetailAKOS000118816Source Record URL
319449468eNovation ChemicalsSource URLSource DetailD376490Source Record URL
3132272ChemExper Chemical DirectorySource URLSource DetailsGP`@TfYi`@Source Record URL
88811849MolPortSource URLSource DetailMolPort-001-768-865Source Record URL
329749296Sigma-AldrichSource URLSource Detail11038_SIALSource Record URL
24892076Sigma-AldrichSource URLSource DetailB85307_ALDRICHSource Record URL
329830477Sigma-AldrichSource URLSource DetailW237027_ALDRICHSource Record URL
164794658Finetech Industry LimitedSource URLSource DetailFT-0609502Source Record URL
164837430Finetech Industry LimitedSource URLSource DetailFT-0663924Source Record URL
310269094Glentham Life Sciences Ltd.Source URLSource DetailGL0725Source Record URL
162264469AchemicaSource URLSource DetailACMC-1AE2KSource Record URL
57320373NovoSeekSource URLSource Detail650Source Record URL
316394670abcr GmbHSource URLSource DetailAB114334Source Record URL
346695737LabNetwork, a WuXi AppTec CompanySource URLSource DetailLN00196838Source Record URL
131314737Amadis ChemicalSource URLSource DetailA826155Source Record URL
349054884Chemieliva Pharmaceutical Co., LtdSource URLSource DetailPBCM0573030Source Record URL
347751964Alfa ChemistrySource URLSource Detail1173018-75-1Source Record URL
256202595ZINCSource URLSource DetailZINC1532732Source Record URL
204417320TractusSource URLSource DetailRTR-016761Source Record URL
135565478TractusSource URLSource DetailTR-016761Source Record URL
321911488AcadechemSource URLSource DetailACDS-027097Source Record URL
254776896Boc SciencesSource URLSource Detail431-03-8Source Record URL
3562652571717 CheMall CorporationSource URLSource DetailBG00599807Source Record URL
3602992481717 CheMall CorporationSource URLSource DetailBG07140536Source Record URL
374061534Combi-BlocksSource URLSource DetailQE-5806Source Record URL
355081869MuseChemSource URLSource DetailR059394Source Record URL
166222161MculeSource URLSource DetailMCULE-5742661187Source Record URL
355046791Yuhao ChemicalSource URLSource DetailRT1203Source Record URL
312598690Oakwood ProductsSource URLSource Detail099488Source Record URL
174549640WutechSource URLSource DetailRP18441Source Record URL
201501163Debye Scientific Co., LtdSource URLSource DetailDB-003226Source Record URL
126644024ChemMolSource URLSource Detail44015034Source Record URL
126688588ChemMolSource URLSource Detail49427238Source Record URL
252297967AHH Chemical co.,ltdSource URLSource DetailMB-15829Source Record URL
252405866MolepediaSource URLSource DetailM90010639PSource Record URL
318024385iChemical Technology USA IncSource URLSource DetailEBD18313Source Record URL
318312762Chem-Space.com DatabaseSource URLSource DetailCSC000210381Source Record URL
252213692Race ChemicalSource URLSource DetailRV022502443Source Record URL
85085244MP BiomedicalsSource URLSource Detail101528Source Record URL
292897135Aurora Fine Chemicals LLCSource URLSource DetailA00.156.394Source Record URL
87563684TCI (Tokyo Chemical Industry)Source URLSource DetailB0682Source Record URL
184014596Vitas-M LaboratorySource URLSource DetailBBL027725Source Record URL
160809016AnwardSource URLSource DetailANW-41516Source Record URL
85175820ISpharmSource URLSource DetailI14-1154Source Record URL
162185237AK Scientific, Inc. (AKSCI)Source URLSource DetailR557Source Record URL
223670133AN PharmaTechSource URLSource DetailAN-1414Source Record URL
315340874Life ChemicalsSource URLSource DetailF0001-1188Source Record URL
318514172CambridgeChemSource URLSource DetailT57031Source Record URL
186383530Angene ChemicalSource URLSource DetailAGN-PC-0713KLSource Record URL
312281516NORRIS PHARMSource URLSource DetailTH-D01705Source Record URL
346438622King ScientificSource URLSource DetailKS-00000VRZSource Record URL
163804955King ScientificSource URLSource DetailKSC235Q7PSource Record URL
104295445ABI ChemSource URLSource DetailAC1L19PKSource Record URL
162076530Chembase.cnSource URLSource Detail89667Source Record URL
162125052Nanjing KaimuboSource URLSource DetailKB-16658Source Record URL
342405349Wubei-BiochemSource URLSource DetailWB025832SUSource Record URL
162528770ChemTikSource URLSource DetailCTK1D5877Source Record URL