sodium (2E,5S)-7-[(1S,2S,6R,8S,8aR)-2,6-dimethyl-8-{[(2S)-2-methylbutanoyl]oxy}-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-5-hydroxyhept-2-enoate

• ChemBase ID: 165647
• Molecular Formular: C24H35NaO5
• Molecular Mass: 426.52147
• Monoisotopic Mass: 426.2382185
• SMILES: C1[C@H](C=C2[C@H]([C@H]1OC(=O)[C@H](CC)C)[C@H]([C@H](C=C2)C)CC[C@@H](C/C=C/C(=O)[O-])O)C.[Na+]
• Canonical SMILES: CC[C@@H](C(=O)O[C@H]1C[C@@H](C)C=C2[C@H]1[C@@H](CC[C@@H](C/C=C/C(=O)[O-])O)[C@H](C=C2)C)C.[Na+]
• InChI: InChI=1S/C24H36O5.Na/c1-5-16(3)24(28)29-21-14-15(2)13-18-10-9-17(4)20(23(18)21)12-11-19(25)7-6-8-22(26)27;/h6,8-10,13,15-17,19-21,23,25H,5,7,11-12,14H2,1-4H3,(H,26,27);/q;+1/p-1/b8-6+;/t15-,16-,17-,19+,20-,21-,23-;/m0./s1
• InChIKey: JRFIHKCVLQGEAR-GDPHTAIGSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (2E,5S)-7-[(1S,2S,6R,8S,8aR)-2,6-dimethyl-8-{[(2S)-2-methylbutanoyl]oxy}-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-5-hydroxyhept-2-enoate
• IUPAC Traditional name: sodium (2E,5S)-7-[(1S,2S,6R,8S,8aR)-2,6-dimethyl-8-{[(2S)-2-methylbutanoyl]oxy}-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-5-hydroxyhept-2-enoate
• Synonyms: [1S-[1α(2E,5S*),2α,6β,8β(R*),8aα]]-7-[1,2,6,7,8,8a-Hexahydro-2,6-dimethyl-8-(2-methyl-1-oxobutoxy)-1-naphthalenyl]-5-hydroxy-2-heptenoic Acid Sodium Salt; 2,3-Dehydro Lovastatin Acid Sodium Salt

Database IDs

• PubChem SID: 162259780
• PubChem CID: 71315316

CALCULATED PROPERTIES

• Acid pKa: 4.475784
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.4770358
• LogD (pH = 7.4): 1.7106842
• Log P: 4.5391445
• Molar Refractivity: 127.1331 cm^3
• Polarizability: 44.5367 Å^3
• Polar Surface Area: 86.66 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Off-White Solid

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - D229680

A lovastatin related byproduct produced during the fermentation of various microorganisms such as Aspergillus terreus or Monascus ruber.