[R,(-)]-3-ヒドロキシブタン酸
3-Hydroxybutanoic acid, (R)-
基本情報
- CAS
625-72-9- 標準SMILES
C[C@@H](O)CC(=O)O- InChIKey
WHBMMWSBFZVSSR-GSVOUGTGSA-N- 分子式
- C4H8O3
- 平均分子量
- 104.1 g/mol
- 単同位体質量
- 104.04734412
概要
(R)-3-hydroxybutyric acid is the R-enantiomer of 3-hydroxybutyric acid. Involved in the synthesis and degradation of ketone bodies, it can be used as an energy source by the brain during hypoglycaemia, and for the synthesis of biodegradable plastics. It is a sex pheremone in the European spider Linyphia triangularis. It has a role as a pheromone, a fungal metabolite and a human metabolite. It is a 3-hydroxybutyric acid and a ketone body. It is a conjugate acid of a (R)-3-hydroxybutyrate. It is an enantiomer of a (S)-3-hydroxybutyric acid.
名称と識別子
- 優先名称
- 3-Hydroxybutanoic acid, (R)-
- IUPAC
- (3R)-3-hydroxybutanoic acid
- 現地名
- [R,(-)]-3-ヒドロキシブタン酸
- 英語名
- (R)-3-Hydroxybutyric acid
- 分子式
- C4H8O3
- 分子量
- 104.1
名称と別名
625-72-9(R)-3-Hydroxybutyric acidButanoic acid, 3-hydroxy-, (3R)-3-D-hydroxybutyric acid3-Hydroxybutanoic acid, (R)-(-)-beta-Hydroxybutyrate, D-b-Hydroxybutyrate148ULJ1DF4EINECS 210-909-6CHEBI:170663-HYDROXYBUTYRIC ACID, (R)3-HYDROXYBUTYRIC ACID, (R)-
名称をさらに表示
(3R)-3-ヒドロキシ酪酸(R)-3-ヒドロキシブタン酸D-3-ヒドロキシ酪酸D-β-ヒドロキシ酪酸(R)-3-ヒドロキシ酪酸[R,(-)]-3-ヒドロキシ酪酸D(-)-3-ヒドロキシ酪酸D-(-)-3-ヒドロキシ酪酸(3R)-3-ヒドロキシブタン酸[R,(-)]-3-ヒドロキシブタン酸β-D-ヒドロキシ酪酸（R）‐3‐ヒドロキシ酪酸(R)-(-)-3-ヒドロキシ酪酸(R)‐(-)‐3‐ヒドロキシ酪酸d-beta-hydroxybutyrateD-3-Hydroxybutyric acid(R)-β-Hydroxybutyric acid(3R)-3-hydroxybutanoic acid(R)-3-HydroxybutyrateD(-)-3-HydroxybutyrateD-(-)-3-Hydroxybutyrate(R)-3-Hydroxybuttersure
物性
構造計算による物性
- XLogP
- -0.5
- 極性表面積
- 57.5 Ų
- 水素結合供与体数
- 2
- 水素結合受容体数
- 3
- 回転可能結合数
- 2
- 重原子数
- 7
- 形式電荷
- 0
- 複雑度
- 69.3
実験および物理化学的性質
LipidsFatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Hydroxy fatty acids [FA0105]
Melting Point49 - 50 °C
Physical DescriptionSolid
物理化学的性質
- 融点
- 49 · 49-50 °C(lit.)
- 沸点
- 90 · 90-92 °C(Press: 0.08 Torr)
- 比旋光度
- -25 · -25 º (C=6% IN H2O)
- 比重(密度)
- 1.195 · 1.195±0.06 g/cm3(Predicted)
- 闪点
- 112 °C · 112 °C
- 貯蔵温度
- 2 · Sealed in dry,2-8°C
- 溶解性
- DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly), Water (Slightly)
- 外見
- Oil to Semi-Solid
- 酸解離定数(Pka)
- 4.36 · 4.36±0.10(Predicted)
- 色
- Colourless to Pale Yellow
- BRN
- 1720568 · 1720568
- 化粧品成分の機能
- 可塑剤保湿剤皮脂抑制
- InChI
- InChI=1S/C4H8O3/c1-3(5)2-4(6)7/h3,5H,2H2,1H3,(H,6,7)/t3-/m1/s1
安全と法規制
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
GHS分類
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, 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 82 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危険有害性情報
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
安全データ
- F
- 3-10
- wgk
- 3
- risk_code
- 36/37/38
- hazard_code
- Xi
- safety_code
- 26-36
化学と産業
薬理情報
Cellular LocationsCytoplasm
Metabolite PathwaysFatty Acid Biosynthesis
応用分野
説明(R)-3-Hydroxybutanoic acid is a metabolite, and converted from acetoacetic acid catalyzed by 3-hydroxybutyrate dehydrogenase. It is a monomer of PHB (poly[(R)-3-hydroxybutyrate]) with wide industrial and medical applications. It can also serve as chiral precursor for synthesis of pure biodegradable PHB and its copolyesters.
使用(R)-3-Hydroxybutyric acid may be used in the preparation of copolymers by reacting with various hydroxyalkanoic acids. It may also be used in the preparation of (3R,4R)-4-acetoxy-3-[(R)-1-(formyloxy)ethyl]-2-azetidinone.
上流・下流製品情報
下流製品
補足説明
定義ChEBI: (R)-3-hydroxybutyric acid is the R-enantiomer of 3-hydroxybutyric acid. Involved in the synthesis and degradation of ketone bodies, it can be used as an energy source by the brain during hypoglycaemia, and for the synthesis of biodegradable plastics. It is a sex pheremone in the European spider Linyphia triangularis. It has a role as a human metabolite, a pheromone and a fungal metabolite. It is a ketone body and a 3-hydroxybutyric acid. It is a conjugate acid of a (R)-3-hydroxybutyrate. It is an enantiomer of a (S)-3-hydroxybutyric acid.
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