Basic information
- CAS
565-70-8- Standard SMILES
CCC(O)C(=O)O- InChIKey
AFENDNXGAFYKQO-UHFFFAOYSA-N- Molecular formula
- C4H8O3
- Average molar mass
- 104.1 g/mol
- Monoisotopic mass
- 104.04734411
Names & identifiers
- Preferred name
- 2-Hydroxybutyric Acid
- IUPAC
- 2-hydroxybutanoic acid
- English name
- DL-2-Hydroxybutyric Acid
- Molecular formula
- C4H8O3
- Molecular weight
- 104.1
Names & synonyms
2-Hydroxybutyric acid2-HYDROXYBUTANOIC ACID600-15-7alpha-Hydroxybutyric acid2-hydroxy-butanoic acidO0ADR0I4H5NSC-6495CHEBI:1148RefChem:473411209-985-3dl-2-hydroxy-n-butyric acidDL-2-Hydroxybutyric Acid
Show more names
NSC 6495RARECHEM AL BO 23222-hydroxybutyricaci2-hydroxybutanoicacid2-hydroxy-butanoicacid(?-2-hydroxybutyric acid(±)-2-hydroxybutyric acid
565-70-8Butanoic acid, 2-hydroxy-Butyric acid, 2-hydroxy-MFCD00070502Hydroxybutyric acid.alpha.-Hydroxybutyric acid.alpha.-Hydroxy-n-butyric acidalpha-hydroxybutanoic acid
Database identifiers
- CAS
565-70-8、600-15-7- PubChem CID
- 11266
- DTXSID
DTXSID8041903- ChEMBL
CHEMBL567588- ChEBI
CHEBI:1148- UNII
- O0ADR0I4H5
- EC Number
- 209-985-3
- Nikkaji
- J130.629D、J2.433.029J
Properties
Computed structural properties
- XLogP
- 0.1
- Topological polar surface area
- 57.5 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 2
- Heavy atoms
- 7
- Formal charge
- 0
- Complexity
- 69
Experimental & physicochemical properties
Physical DescriptionWhite or almost white crystals or powder; [TCI America MSDS]
Collision Cross Section
124.67 Ų [M-H]- [CCS Type: DT; Method: stepped-field]
120.5 Ų [M-H]-
Physicochemical properties
- Melting point
- 44 °C · 44 °C
- Boiling point
- 260 °C · 260 °C
- Density
- 1.125 · 1.1250
- refractive index
- 1.4298 · 1.4298 (589.3 nm 20℃)
- storage temp.
- Refrigerator
- solubility
- Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 1 · pK1:3.65 (30°C)
- color
- White to Off-White
- Merck
- 14 · 14,4816
- InChI
- InChI=1S/C4H8O3/c1-2-3(5)4(6)7/h3,5H,2H2,1H3,(H,6,7)
- InChIKey
- AFENDNXGAFYKQO-UHFFFAOYSA-N
- SMILES
- C(O)(=O)C(O)CC
- FDA UNII
- 0 ADR0I4H5 · O0ADR0I4H5
- EPA Substance Registry System
- 2 · Butanoic acid, 2-hydroxy- (600-15-7)
- UNSPSC Code
- 12352106 · 12352106
- Symbol(GHS)
- 5 · GHS05,GHS07
- Signal word
- Danger
- Hazard statements
- 315 · H315-H318-H335
- Precautionary statements
- 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
- target organs
- Respiratory system
- Hazard Codes
- Xi
- Risk Statements
- 36 · 36/37/38-41-37/38
- Safety Statements
- 26 · 26-36/37/39-39
- WGK Germany
- 3 · WGK 3
- HS Code
- 2918199890 · 2918199890
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 1 Skin · Eye Dam. 1Skin Irrit. 2STOT SE 3
Safety & regulation
GHS classification
GHS Classification
Danger
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H318 (25%): Causes serious eye damage [Danger Serious eye damage/eye irritation]；H319 (75%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (75%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 4 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Hazard information
Hazards SummaryA skin and strong eye irritant; [TCI America MSDS] See 2-Hydroxyisobutyric acid and beta-Hydroxybutyric acid.
Hazard Classes and CategoriesSkin Irrit. 2 (100%)；Eye Dam. 1 (25%)；Eye Irrit. 2A (75%)；STOT SE 3 (75%)
Safety data
- wgk
- WGK 3
- hs_code
- 2918199890
- risk_code
- 36/37/38-41-37/38
- Signal word
- Danger
- Symbol(GHS)
- GHS05,GHS07
- hazard_code
- Xi
- safety_code
- 26-36/37/39-39
- Storage Class
- 11 - Combustible Solids
- target organs
- Respiratory system
- Hazard statements
- H315-H318-H335
- Hazard Classifications
- Eye Dam. 1Skin Irrit. 2STOT SE 3
- Precautionary statements
- P261-P264-P271-P280-P302+P352-P305+P351+P338
Chemistry & industry
Applications
Description2-Hydroxybutyric acid (or alpha - hydroxy butyrate) is a hydroxy butyric acid with the hydroxyl group on the carbon adjacent to the carboxyl. It is a chiral compound having two enantiomers, D-2- hydroxybutyric acid and L-2-hydroxybutyric acid. 2-Hydroxy butyrate, the conjugate base of 2-hydroxy butyric acid, is produced in mammalian tissues (principally hepatic) that catabolize L-threonine or synthesize glutathione. Oxidative stress or detoxification demands can dramatically increase the rate of hepatic glutathione synthesis. Under such metabolic stress conditions, supplies of L-cysteine for glutathione synthesis become limiting, so homocysteine is diverted from the transmethylation pathway forming methionine into the transsulfuration pathway forming cystathionine. 2-Hydroxybutyrate is released as a byproduct when cystathionine is cleaved to cysteine that is incorporated into glutathione. Chronic shifts in the rate of glutathione synthesis may be reflected by urinary excretion of 2-hydroxybutyrate.
Uses2-Hydroxybutanoic Acid is an analyte used in the diagnoses of colorectal cancer as well as Type II diabetes. It is also used in the purification of the major Vibrio autoinducer and the study of its role in virulence factor production for cholera.
Suppliers6 total
宁波振岳医药科技有限公司19817745290 · [email protected]
广州理文科技有限公司18028686850 · [email protected]
杭州杰恒化工有限公司0571-87396432 · [email protected]
河南伊诺凯新材料有限公司15764055027 15764055027 · [email protected]
湖南嘉航医药科技有限公司85567275 15200744171 · [email protected]
宁波振岳医药科技有限公司0086-19817745290; 19817745290 · [email protected]
Additional notes
DefinitionChEBI: A hydroxybutyric acid having a single hydroxyl group located at position 2; urinary secretion of 2-hydroxybutyric acid is increased with alcohol ingestion or vigorous physical exercise and is associated with lactic acidosis and ketoacidosis in humans and d abetes in animals.
Related reactions
16 records
Compound notes
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