3,5-dihydroxy-3-methylpentanoic acid; N-cyclohexylcyclohexanamine

• ChemBase ID: 174605
• Molecular Formular: C18H35NO4
• Molecular Mass: 329.4748
• Monoisotopic Mass: 329.25660861
• SMILES: OCCC(CC(=O)O)(O)C.C1(NC2CCCCC2)CCCCC1
• Canonical SMILES: C1CCC(CC1)NC1CCCCC1.OCCC(CC(=O)O)(O)C
• InChI: InChI=1S/C12H23N.C6H12O4/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12;1-6(10,2-3-7)4-5(8)9/h11-13H,1-10H2;7,10H,2-4H2,1H3,(H,8,9)
• InChIKey: DCKUKHIZWLYMEF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,5-dihydroxy-3-methylpentanoic acid; N-cyclohexylcyclohexanamine
• IUPAC Traditional name: dicha; mevalonic acid
• Synonyms: 3,5-Dihydroxy-3-(methyl) Pentanoic Acid Dicyclohexylammonium Salt; Hiochic Acid Dicyclohexylammonium Salt; 3,5-Dihydroxy-3-(methyl)valeric Acid Dicyclohexylammonium Salt; MK 91; MVA; MVS; (RS)-Mevalonic Acid Dicyclohexylammonium Salt; D,L-Mevalonic Acid Dicyclohexylammonium Salt

Database IDs

• CAS Number: 1215802-31-5
• PubChem SID: 164230515
• PubChem CID: 71750723

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 0.16547571
• LogD (pH = 7.4): 0.28951243
• Log P: 3.4056625
• Molar Refractivity: 56.7218 cm^3
• Polarizability: 22.937813 Å^3
• Polar Surface Area: 12.03 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid
• Melting Point: 146-148°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - M339020

Precursor in the biosynthesis of cholesterol. Occurs in equilibrium with the δ-lactone.

REFERENCES

• Heintze, A., et al.: Plant Physiol., 93, 1121 (1990)
• Dubey, V., et al.: J. Biosci., 28, 637 (1990)
• Hemmerlin, A., et al.: J. Biol. Chem., 278, 26666 (1990)
• Chen, Z., et al.: Biochem. Biophys. Res. Commun., 333, 664 (1990)