5-hydroxy-2-(hydroxymethyl)-4H-pyran-4-one

• ChemBase编号: 1532
• 分子式: C6H6O4
• 平均质量: 142.10944
• 单一同位素质量: 142.02660867
• SMILES: OCc1cc(=O)c(O)co1
• Canonical SMILES: OCc1occ(c(=O)c1)O
• InChI: InChI=1S/C6H6O4/c7-2-4-1-5(8)6(9)3-10-4/h1,3,7,9H,2H2
• InChIKey: BEJNERDRQOWKJM-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 5-hydroxy-2-(hydroxymethyl)-4H-pyran-4-one
• IUPAC传统名: kojic acid
• 别名: 曲酸; 5-Hydroxy-2-(hydroxymethyl)-4H-pyran-4-one; 5-Hydroxy-2-hydroxymethyl-4H-pyran-4-one; 5-Hydroxy-2-hydroxymethyl-4-pyrone; 5-Hydroxy-2-(hydroxymethyl)-4H-pyranone; 2-(Hydroxymethyl)-5-hydroxy-4H-pyran-4-one; NSC 1942; 5-Hydroxy-2-hydroxymethyl-4H-4-pyranone; Kojic acid; Kojic acid; 5-Hydroxy-2-(hydroxymethyl)-4-pyrond; 2-Hydroxymethyl-5-hydroxy-γ-pyrone; 2-Hydroxymethyl-5-hydroxy-β-pyrone; KOJIC ACID; 5-Hydroxy-2-(Hydroxymethyl)-4h-Pyran-4-One

登记号

• CAS号: 501-30-4
• EC号: 207-922-4
• MDL号: MFCD00006580
• Beilstein号: 120895
• 默克索引号: 145317
• PubChem SID: 24896226; 24882002; 46506760; 160964989
• PubChem CID: 3840
• CHEBI ID: 43572
• CHEMBL: 287556
• Chemspider ID: 3708
• DrugBank ID: DB01759
• KEGG ID: C14516
• 美国药典/FDA物质标识码: 6K23F1TT52
• 维基百科标题: Kojic_acid

理论计算性质

JChem

• Acid pKa: 9.301323
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): -0.5005506
• LogD (pH = 7.4): -0.50589734
• Log P: -0.500482
• 摩尔折射率: 35.2657 cm^3
• 极化性: 12.693242 Å^3
• 极化表面积: 66.76 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: -1.02
• LOG S: -0.19
• 溶解度: 9.23e+01 g/l

分子性质

理化性质

• 溶解度: DMSO; Methanol; Slight in water
• 外观: Off-White to Tan Solid; white
• 熔点: 140-142°C; 152 - 155 °C; 152-155 °C(lit.); 152-155°C; 152-155°C; 153-156 °C
• 疏水性(logP): -0.64 [KONTOGHIORGHES,GJ (1988)]
• pKa: 9.40

安全信息

• 保存条件: Refrigerator; Room Temperature (15-30°C)
• RTECS编号: UQ0875000
• 欧盟危险性物质标志: X
• 德国WGK号: 3
• 危险公开号: 40; R36/37/38
• 安全公开号: 36/37; S22, S24/25
• TSCA收录: 否
• GHS危险品标识: GHS08
• GHS危险声明: H351
• GHS警示性声明: P281-P201-P202-P308+P313-P405-P501A
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

• 纯度: ≥98.0% (HPLC); 97%; 98%; 99%
• 级别: purum
• Empirical Formula (Hill Notation): C6H6O4
• 分类: Genuine Natural Compounds

详细说明

MP Biomedicals - 02155157

(2-Hydroxymethyl-5-hydroxy-γ-pyrone) Crystalline

DrugBank - DB01759

Drug information: experimental

Sigma Aldrich - K3125

Biochem/physiol Actions
Tyrosinase inhibitor.
包装
5, 10, 25 g in poly bottle

Sigma Aldrich - 60890

Biochem/physiol Actions
Tyrosinase inhibitor.

Toronto Research Chemicals - K655080

A naturally occurring chelation agent.

参考文献

• Boonme, P., et al.: J. Biomed. Nanotechnol., 5, 373 (2009)
• Noh, J., et al.: Bioorg. Med. Chem., Lett., 19, 5586 (2009)
• Gohil, V., et al.: Nat. Biotechnol., 28, 249 (2009)