3-hydroxy-3-methylpentanedioic acid

• ChemBase ID: 3969
• Molecular Formular: C6H10O5
• Molecular Mass: 162.1406
• Monoisotopic Mass: 162.05282342
• SMILES: CC(O)(CC(=O)O)CC(=O)O
• Canonical SMILES: OC(=O)CC(CC(=O)O)(O)C
• InChI: InChI=1S/C6H10O5/c1-6(11,2-4(7)8)3-5(9)10/h11H,2-3H2,1H3,(H,7,8)(H,9,10)
• InChIKey: NPOAOTPXWNWTSH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-hydroxy-3-methylpentanedioic acid
• IUPAC Traditional name: meglutol
• Synonyms: 3-Hydroxy-3-methylpentanedioic acid; 3-Hydroxy-3-methylglutaric acid; 3-Hydroxy-3-Methyl-Glutaric Acid; 3-Hydroxy-3-methylglutaric Acid; 3-Hydroxy-3-methyl-pentanedioic Acid; Meglutol; Mevalon; NSC 361411; 3-Hydroxy-3-methylpentane-1,5-dioic Acid; 3-羟基-3-甲基戊二酸; 3-羟基-3-甲基谷氨酸

Database IDs

• CAS Number: 503-49-1
• EC Number: 207-971-1
• MDL Number: MFCD00002712
• Beilstein Number: 1769194
• PubChem SID: 46508063; 24895642; 160967404
• PubChem CID: 1662

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.6777897
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -3.6632605
• LogD (pH = 7.4): -6.96109
• Log P: -0.74824125
• Molar Refractivity: 34.1377 cm^3
• Polarizability: 13.686499 Å^3
• Polar Surface Area: 94.83 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.88
• LOG S: 0.23
• Solubility (Water): 2.75e+02 g/l

PROPERTIES

Physical Property

• Solubility: Acetone; Methanol
• Apperance: White Solid
• Melting Point: 105-108 °C(lit.); 105-109 °C; 97-99°C

Safety Information

• Storage Condition: Refrigerator
• RTECS: MA3753000
• German water hazard class: 2
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥95%; ≥95.0% (GC); 97%
• Grade: purum
• Linear Formula: HOC(CH3)(CH2CO2H)2

DETAILS

DrugBank - DB04377

• Drug Groups: experimental
• Description: An antilipemic agent which lowers cholesterol, triglycerides, serum beta-lipoproteins and phospholipids. It acts by interfering with the enzymatic steps involved in the conversion of acetate to hydroxymethylglutaryl coenzyme A as well as inhibiting the activity of HYDROXYMETHYLGLUTARYL COA REDUCTASES which is the rate limiting enzyme in the biosynthesis of cholesterol. [PubChem]

Sigma Aldrich - H4392

Packaging
1 g in glass bottle
100 mg in glass bottle