Acetophenone

  • GreenMolBD CID : 100
  • Molecular Formula : C8H8O
  • Molecular Weight : 120.151
  • Exact Molecular Mass : 120.058
  • IUPAC Name : 1-phenylethanone
  • InChI : InChI=1S/C8H8O/c1-7(9)8-5-3-2-4-6-8/h2-6H,1H3
  • InChI Key : KWOLFJPFCHCOCG-UHFFFAOYSA-N
  • Canonical SMILES : CC(=O)C1=CC=CC=C1
  • Isomeric SMILES : CC(=O)c1ccccc1
  • Cross Reference  Pubchem

1. Classification

1.1. Description

This compound belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.

1.2. Taxonomy Tree

1.3. Alternative Parent

Acetophenones; Benzoyl derivatives; Aryl alkyl ketones; Organic oxides; Hydrocarbon derivatives;

1.4. Molecular Framework

Aromatic homomonocyclic compounds

1.5. Substituents

Alkyl-phenylketone; Acetophenone; Aryl alkyl ketone; Benzoyl; Benzenoid; Monocyclic benzene moiety; Organic oxide; Hydrocarbon derivative; Aromatic homomonocyclic compound

2. Physical Properties

SlogP TPSA HBD HBA nHA nRB nAA nAB SMR vdw_vol vdw_area Density
1.8892 17.07 0 1 9 1 6 6 3.64465 178.907 138.379 0.671583

3. Quantum Information

Heat of Formation Dipole Moment Electronegativity Homo Lumo Hardness
-21.613394 2.71 -5.154 -9.90544 -0.40294 4.751

4. Compound Reactivity

DLP nRFG nLMR
5 0 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)
Non-Carcinogen Non-Mutagen Non-Toxic 0.903966 7178.06 0.270789 Mild Strong Mild Degradable 0.0634314 20.9744

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 Yes

7. Synonyms

Name
ACETOPHENONE
1-Phenylethanone
98-86-2
Methyl phenyl ketone
Acetylbenzene
Phenyl methyl ketone
Ethanone, 1-phenyl-
Hypnone
Benzoyl methide
Acetophenon
1-phenylethan-1-one
Acetylbenzol
1-Phenyl-1-ethanone
Benzoylmethide
Benzene, acetyl-
Acetofenon
Ketone, methyl phenyl
1-phenyl-ethanone
USAF EK-496
Acetofenon [Czech]
Phenylethanone
RCRA waste number U004
methylphenylketone
NSC 7635
Dymex
FEMA Number 2009
phenylmethylketone
RCRA waste no. U004
UNII-RK493WHV10
FEMA No. 2009
CCRIS 1341
HSDB 969
AI3-00575
Ketone, methyl phenyl-
EINECS 202-708-7
C8H8O
CHEMBL274467
CHEBI:27632
4-acetyl-benzene
KWOLFJPFCHCOCG-UHFFFAOYSA-N
SBB040241
DSSTox_CID_1828
DSSTox_RID_76353
DSSTox_GSID_21828
CAS-98-86-2
AC0
acetylphenyl
Acetyl-Benzene
alpha-Acetophenone
Ethanone,1-phenyl
methyl-phenyl ketone
Methyl phenyl-Ketone
ACETOPHE
nchem.180-comp5
1-Phenylethanone, 9CI
AC1Q1JXH
SCHEMBL737
ACMC-209sb9
bmse000286
AC1L1OP7
WLN: 1VR
KSC448E4P
Acetophenone, >=98%, FG
ARONIS25343
Acetophenone, 99% 500ml
Ethanone, 1-phenyl- (9CI)
RK493WHV10
SCHEMBL8170205
1-Phenylethanone (acetophenone)
DTXSID6021828
SCHEMBL13341485
Acetophenone, analytical standard
FEMA 2009
NSC7635
MolPort-000-871-218
Acetophenone, >=98.0% (GC)
Acetophenone, natural, 98%, FG
ETHYL, 2-OXO-2-PHENYL-
ZINC896628
NSC-7635
Tox21_202422
Tox21_300343
Acetophenone, ReagentPlus(R), 99%
ANW-40963
BDBM50236986
c0117
MFCD00008724
AKOS000119011
DB04619
LS-2538
MCULE-4710225344
RP19373
RTR-025760
KS-00000W90
KS-0000477P
NCGC00248000-01
NCGC00248000-02
NCGC00254370-01
NCGC00259971-01
AJ-24240
AK110129
AN-24497
BC206207
K773
OR000437
OR250279
OR275196
OR382463
OR382464
SC-18041
SC-32943
ZB015099
KB-160359
ST2406627
4CH-018671
624-EP2270006A1
624-EP2272835A1
624-EP2272844A1
624-EP2275411A2
624-EP2275418A1
624-EP2275427A1
624-EP2284165A1
624-EP2301923A1
624-EP2301983A1
624-EP2305672A1
624-EP2305682A1
624-EP2308848A1
624-EP2308851A1
624-EP2308857A1
624-EP2308865A1
624-EP2308869A1
624-EP2308879A1
624-EP2311846A1
624-EP2314295A1
624-EP2314558A1
624-EP2314583A1
624-EP2371831A1
A0061
CS-0015982
FT-0628908
ST45054137
Acetophenone, puriss. p.a., >=99.0% (GC)
C07113
36678-EP2308851A1
36678-EP2311801A1
36678-EP2311802A1
36678-EP2311803A1
36678-EP2371814A1
37407-EP2311802A1
37407-EP2311803A1
I01-6127
J-519533
Z57127548
Acetophenone, TraceCERT(R), certified reference material
F0001-2322
InChI=1/C8H8O/c1-7(9)8-5-3-2-4-6-8/h2-6H,1H

8. Compound in Different Plants

Compound Name Plant Name Compound in Plant Parts Ref
Acetophenone
Abelmoschus esculentus (L.) Moench Pod 3
Aquilaria malaccensis Wood 7 , 8
Cuscuta reflexa Whole Plant 2
Litchi chinensis Fruit 11
Mangifera indica Fruit Pulp; Fruit 6 , 7
Tamarindus indica Fruit; Pulp 9 , 10
Viola odorata Flower 2

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
127 aldo-keto reductase family 1, member C14 Akr1c14 Rattus norvegicus 10400 323691
25 estrogen related receptor alpha ESRRA Homo sapiens 2.8281 1224841
25 estrogen related receptor alpha ESRRA Homo sapiens 50.2911 1259401
128 Glycogen Synthase Kinase-3, beta Homo sapiens 1ZK1,1ZK4 >100000 10.1016/j.bmc.2009.08.042 19747834
51 retinoic acid receptor alpha RARA Homo sapiens 11.2588 1159555
51 retinoic acid receptor alpha RARA Homo sapiens 17.844 1159552
78 Tyrosinase Agaricus bisporus 850000 18326070

10. Chemical Vendors

SID Source Name Source URL Source Detail Registry ID Source Record URL
162179278AK Scientific, Inc. (AKSCI)Source URLSource DetailK773Source Record URL
3603164211717 CheMall CorporationSource URLSource DetailBG07157709Source Record URL
3603164231717 CheMall CorporationSource URLSource DetailBG07157711Source Record URL
3603170681717 CheMall CorporationSource URLSource DetailBG07158356Source Record URL
321906576AcadechemSource URLSource DetailACDS-017779Source Record URL
254788109Boc SciencesSource URLSource Detail98-86-2Source Record URL
329747139Sigma-AldrichSource URLSource Detail00790_SIALSource Record URL
329747143Sigma-AldrichSource URLSource Detail00800_SIALSource Record URL
329756199Sigma-AldrichSource URLSource Detail42163_SIALSource Record URL
329759881Sigma-AldrichSource URLSource Detail63634_SIALSource Record URL
57653823Sigma-AldrichSource URLSource DetailA10701_SIALSource Record URL
24900797Sigma-AldrichSource URLSource DetailW200905_ALDRICHSource Record URL
329830436Sigma-AldrichSource URLSource DetailW200910_ALDRICHSource Record URL
332847987BiosynthSource URLSource DetailJ-519533Source Record URL
349997203Fisher ChemicalSource URLSource DetailA22500Source Record URL
57324189NovoSeekSource URLSource Detail7410Source Record URL
374169545AA BLOCKSSource URLSource DetailAA0035RHSource Record URL
329731559VladaChemSource URLSource DetailVL140020Source Record URL
196109641BoerchemSource URLSource DetailBC206207Source Record URL
223533411A&J Pharmtech CO., LTD.Source URLSource DetailAJ-24240Source Record URL
223469168A&J Pharmtech CO., LTD.Source URLSource DetailZB015099Source Record URL
223686475AN PharmaTechSource URLSource DetailAN-24497Source Record URL
354702834LGC StandardsSource URLSource DetailDRE-C10022000Source Record URL
340511293LGC StandardsSource URLSource DetailDRE-CA10022000Source Record URL
340518453LGC StandardsSource URLSource DetailMM0237.01Source Record URL
87561761TCI (Tokyo Chemical Industry)Source URLSource DetailA0061Source Record URL
250214236Founder PharmaSource URLSource DetailFD30129Source Record URL
292420598Aurora Fine Chemicals LLCSource URLSource DetailA00.156.206Source Record URL
276772741Aurora Fine Chemicals LLCSource URLSource DetailK02.105.078Source Record URL
160872284AronisSource URLSource DetailARONIS25343Source Record URL
204380785TractusSource URLSource DetailRTR-025760Source Record URL
315341455Life ChemicalsSource URLSource DetailF0001-2322Source Record URL
88519207MolPortSource URLSource DetailMolPort-000-871-218Source Record URL
346440254King ScientificSource URLSource DetailKS-00000W90Source Record URL
346514108King ScientificSource URLSource DetailKS-0000477PSource Record URL
163806819King ScientificSource URLSource DetailKSC448E4PSource Record URL
249827113SyntreeSource URLSource DetailST2406627Source Record URL
374062183Combi-BlocksSource URLSource DetailQE-7026Source Record URL
255917685ZINCSource URLSource DetailZINC896628Source Record URL
354325327iChemical Technology USA IncSource URLSource DetailEBD2197776Source Record URL
3131822ChemExper Chemical DirectorySource URLSource DetailHidH@@RYm^Eh@@@@Source Record URL
143418991TimTecSource URLSource DetailSBB040241Source Record URL
144020647TimTecSource URLSource DetailST45054137Source Record URL
355142569MuseChemSource URLSource DetailR059368Source Record URL
90342169ISpharmSource URLSource DetailI01-6127Source Record URL
252404022MolepediaSource URLSource DetailM90002678PSource Record URL
348480681AbaChemSceneSource URLSource DetailCS-0015982Source Record URL
335986187MolCoreSource URLSource DetailMC41221Source Record URL
251884192labseekerSource URLSource DetailSC-18041Source Record URL
251883445labseekerSource URLSource DetailSC-32943Source Record URL
2420752154C Pharma Scientific IncSource URLSource Detail4CH-018671Source Record URL
172711939Angene ChemicalSource URLSource DetailAGN-PC-009I59Source Record URL
340488505Ark Pharma Scientific LimitedSource URLSource DetailH-016214Source Record URL
162300160AchemicaSource URLSource DetailACMC-209sb9Source Record URL
172826336Nanjing KaimuboSource URLSource DetailKB-160359Source Record URL
335281358EnamineSource URLSource DetailZ57127548Source Record URL
164812727Finetech Industry LimitedSource URLSource DetailFT-0628908Source Record URL
174550523WutechSource URLSource DetailRP19373Source Record URL
318500540CambridgeChemSource URLSource DetailLS541Source Record URL
167753546MculeSource URLSource DetailMCULE-4710225344Source Record URL
318305943Chem-Space.com DatabaseSource URLSource DetailCSC000185851Source Record URL
160967614Chembase.cnSource URLSource Detail4182Source Record URL
160808464AnwardSource URLSource DetailANW-40963Source Record URL
316603716ParchemSource URLSource Detail645Source Record URL
316393976abcr GmbHSource URLSource DetailAB113261Source Record URL
252060967Bide Pharmatech Ltd.Source URLSource DetailBD60231Source Record URL
349518438Chemieliva Pharmaceutical Co., LtdSource URLSource DetailPBCM1036580Source Record URL
7885659SMIDSource URLSource DetailAC0Source Record URL
104667434AKos Consulting & SolutionsSource URLSource DetailAKOS000119011Source Record URL
126678640ChemMolSource URLSource Detail49417289Source Record URL
241176324ChemMolSource URLSource Detail99185428Source Record URL
346697456LabNetwork, a WuXi AppTec CompanySource URLSource DetailLN00199514Source Record URL
104314872ABI ChemSource URLSource DetailAC1L1OP7Source Record URL
117360500ABI ChemSource URLSource DetailAC1Q1JXHSource Record URL
117670394Oakwood ProductsSource URLSource Detail043319Source Record URL
312808501Achemo Scientific LimitedSource URLSource DetailAC-74174Source Record URL
318240724Yuhao ChemicalSource URLSource DetailRT11112Source Record URL
342406192Wubei-BiochemSource URLSource DetailWB000288SUSource Record URL