Basic information
- CAS
3128-06-1- Standard SMILES
CC(=O)CCCC(=O)O- InChIKey
MGTZCLMLSSAXLD-UHFFFAOYSA-N- Molecular formula
- C6H10O3
- Average molar mass
- 130.14 g/mol
- Monoisotopic mass
- 130.06299418
Overview
5-oxohexanoic acid is a medium-chain fatty acid comprising hexanoic acid carrying a 5-oxo group. It has a role as a bacterial xenobiotic metabolite. It is a 5-oxo monocarboxylic acid, a straight-chain fatty acid, a medium-chain fatty acid and an oxo fatty acid. It is functionally related to a hexanoic acid. It is a conjugate acid of a 5-oxohexanoate.
Names & identifiers
- Preferred name
- 4-Acetylbutyric acid
- IUPAC
- 5-oxohexanoic acid
- English name
- 4-acetylbutyric acid
- Molecular formula
- C6H10O3
- Molecular weight
- 130.14
Names & synonyms
4-Acetylbutyric acid5-OXOHEXANOIC ACID3128-06-15-Ketohexanoic acidHexanoic acid, 5-oxo-Glurate5-Ketocaproic acid5-oxo-hexanoic acid5-oxocaproic acid5-keto-n-caproic acidgamma-Acetylbutyric aciddelta-Oxocaproic acid
Show more names
5-OxohexanoateKetohexanoicacid5-oxo-hexanoicaciRARECHEM AL BO 02424-acetylbutyri acid
delta-Ketocaproic acid4-acetyl-butyric acidMFCD00004412.delta.-Oxocaproic acid.delta.-Ketocaproic acid.gamma.-Acetylbutyric acid4-acetyl-butanoic acidRO0W8YUJ2W
Database identifiers
- CAS
3128-06-1- PubChem CID
- 18407
- DTXSID
DTXSID9062855- ChEBI
CHEBI:15888- UNII
- RO0W8YUJ2W
- EC Number
- 221-511-7
- Nikkaji
- J56.059F
Properties
Computed structural properties
- XLogP
- -0.3
- Topological polar surface area
- 54.4 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 4
- Heavy atoms
- 9
- Formal charge
- 0
- Complexity
- 117
Experimental & physicochemical properties
LipidsFatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Oxo fatty acids [FA0106]
SpringerMaterials PropertiesOptical coefficient
Physicochemical properties
- Melting point
- 13 · 13-14 °C(lit.)
- Boiling point
- 274 · 274-275 °C(lit.)
- Density
- 1.09 g/mL · 1.09 g/mL at 25 °C(lit.)
- refractive index
- 20 · n20/D 1.4451(lit.)
- Flash point
- 230 °F · >230 °F
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- form
- Off-White Semi-Solid
- pka
- 4.63 · 4.63±0.10(Predicted)
- color
- Colorless to Red to Green
- Water Solubility
- Slightly soluble in water, chloroform and methanol.
- BRN
- 385840 · 385840
- InChI
- 1S/C6H10O3/c1-5(7)3-2-4-6(8)9/h2-4H2,1H3,(H,8,9)
- InChIKey
- MGTZCLMLSSAXLD-UHFFFAOYSA-N
- SMILES
- CC(=O)CCCC(O)=O
- CAS DataBase Reference
- 3128 · 3128-06-1(CAS DataBase Reference)
- FDA UNII
- 0 W8YUJ2W · RO0W8YUJ2W
- NIST Chemistry Reference
- 4 · 4-Acetylbutyric acid(3128-06-1)
- EPA Substance Registry System
- 5 · Hexanoic acid, 5-oxo- (3128-06-1)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319
- Precautionary statements
- 264 · P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P280a-P305+P351+P338-P321-P332+P313-P337+P313
- PPE
- Eyeshields, Gloves
- Risk Statements
- 36 · 36/38
- Safety Statements
- 26 · 26-36-24/25
- WGK Germany
- 3 · 3
- TSCA
- TSCA listed
- HS Code
- 29183000 · 29183000
- Storage Class
- 10 · 10 - Combustible liquids
Safety & regulation
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364 (click each P-code to see the statement)
Aggregated GHS information provided per 6 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- PPE
- Eyeshields, Gloves
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29183000
- risk_code
- 36/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 26-36-24/25
- Storage Class
- 10 - Combustible liquids
- Hazard statements
- H315-H319
- Precautionary statements
- P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P280a-P305+P351+P338-P321-P332+P313-P337+P313
Chemistry & industry
Uses & manufacturing
General Manufacturing InformationHexanoic acid, 5-oxo-: INACTIVE
Applications
Uses4-Acetylbutyric acid is used in the synthesis of selective indomethacin analogues for AKR1C3 inhibition in the treatment of castrate-resistant prostate cancer. It is also used to prepare PARP inhibitors for the treatment of cancer.
Uses4-Acetylbutyric acid may be used in the preparation of the following compounds:5-hydroxyhexanoic acid6-methyl1-3,4-dihydro-pyran-2-one, precursor for 5-acetyl-tetrahydro-2-(3H)-furanonesubstituted N-aminolactams(±)-5-methyl-δ-valerolactoneCrystal Structure of T.th. HB8 O-acetylserine sulfhydrylase Complexed with 4-Acetylbutyric acid
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers96 total
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
韶远科技(上海)有限公司021-50795510 4000665055 · [email protected]
Hebei Chuanghai Biotechnology Co., Ltd+86-17732866630 · [email protected]
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]
杭州品高化工有限公司0571-87658025 · [email protected]
上海腾准生物科技有限公司19821570922 · [email protected]
湖北云镁科技有限公司027-59206672 18995657604 · [email protected]
阿法埃莎（中国）化学有限公司400-6106006 · [email protected]
安耐吉化学&3A（安徽泽升科技股份有限公司）400-0056266 · [email protected]
重庆张邦医药科技有限责任公司028-84252981 18583719936 · [email protected]
上海恩诺生物科技有限公司+86 (21) 6435-5022
上海瀚鸿科技股份有限公司021-54306202 13764082696 · [email protected]
上海相辉医药科技有限公司13761987713 · [email protected]
銳迪國際科技有限公司18024082417 · [email protected]
山东西亚化学有限公司13355009207 13355009207 · [email protected]
成都精致化诚生物科技有限公司028-37664989 15900794981 · [email protected]
武汉海正工贸发展有限公司027-8866 0053/88660577/88660578
TCI AMERICA800-4238616 · [email protected]
TOKYO CHEMICAL INDUSTRY CO., LTD.03-36680489 · [email protected]
TCI Europe320-37350700 · [email protected]
河南赢创生物科技有限公司15672878902 · [email protected]
上海乐晨国际贸易有限公司021-67256163 · [email protected]
上海贺康生物技术有限公司17721021104 18939837085 · [email protected]
上海毕得医药科技股份有限公司400-164-7117 18317119277 · [email protected]
台州川旭医药科技有限公司[email protected] · [email protected]
成都零六生物科技有限公司400-1166-196 13458535857 · [email protected]
陕西缔都医药化工有限公司+86-029-81138252 +86-173 9270 1263 · [email protected]
上海鑫圭生物科技有限公司15121041756 · [email protected]
杭州杰恒化工有限公司0571-87396432 · [email protected]
上海双福生物科技有限公司+86-021-58380978 13482386415 · [email protected]
上海嵩爰化工科技有限公司010-1234567 18521000990 · [email protected]
普善实业（陕西）有限公司029-81310890 18165209495 · [email protected]
Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
天津荣燊化工有限公司18317763565; 18317763565 · [email protected]
Accela ChemBio Inc.+1(858) 699-3322 · [email protected]
九鼎化学（上海）科技有限公司4009209199 · [email protected]
武汉峰耀同辉化学制品有限公司027-87466205 15377579727 · [email protected]
HANGZHOU LEAP CHEM CO., LTD.+86-571-87711850 +86-15355479329 · [email protected]
安阳鸿蒙新材料有限公司19588588067 · [email protected]
艾吉析科技（上海）有限公司17721401538;17717235263 17721401538 · [email protected]
sgtlifesciences pvt ltd+91-8790379245 · [email protected]
上海阿拉丁生化科技股份有限公司6206333 13167063860 · [email protected]
嘉兴市浙嘉生物科技有限公司0573-85609002 · [email protected]
安阳鸿蒙新材料有限公司0372-19588588067 19588588067 · [email protected]
浙江泽天精细化工有限公司0571-87682782 18957127338 · [email protected]
上海前衍生物科技有限公司02781293128 · [email protected]
上海源叶生物科技有限公司13636370518 · [email protected]
上海麦克林生化科技股份有限公司50706066 15221275939 · [email protected]
上海颖心实验室设备有限公司021-021-59178156 15300768757 · [email protected]
Additional notes
DefinitionChEBI: 4-acetylbutyric acid is a medium-chain fatty acid comprising hexanoic acid carrying a 5-oxo group. It has a role as a bacterial xenobiotic metabolite. It is a 5-oxo monocarboxylic acid, an oxo fatty acid, a medium-chain fatty acid and a straight-chain fatty acid. It derives from a hexanoic acid. It is a conjugate acid of a 5-oxohexanoate.
Related reactions
36 records
Compound notes
Loading…