(1S,6R,7S,7aR)-7-hydroxy-6-methyl-5-oxo-1-(propan-2-yl)-hexahydropyrrolo[1,2-c][1,3]oxazole-7a-carboxylic acid

• ChemBase ID: 160916
• Molecular Formular: C11H17NO5
• Molecular Mass: 243.25638
• Monoisotopic Mass: 243.11067265
• SMILES: C1N2[C@@]([C@@H](O1)C(C)C)([C@H]([C@H](C2=O)C)O)C(=O)O
• Canonical SMILES: CC([C@@H]1OCN2[C@]1(C(=O)O)[C@@H](O)[C@H](C2=O)C)C
• InChI: InChI=1S/C11H17NO5/c1-5(2)8-11(10(15)16)7(13)6(3)9(14)12(11)4-17-8/h5-8,13H,4H2,1-3H3,(H,15,16)/t6-,7+,8+,11-/m1/s1
• InChIKey: YOALNADCXVHACH-OFHVYEONSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,6R,7S,7aR)-7-hydroxy-6-methyl-5-oxo-1-(propan-2-yl)-hexahydropyrrolo[1,2-c][1,3]oxazole-7a-carboxylic acid
• IUPAC Traditional name: (1S,6R,7S,7aR)-7-hydroxy-1-isopropyl-6-methyl-5-oxo-tetrahydropyrrolo[1,2-c][1,3]oxazole-7a-carboxylic acid
• Synonyms: [1S-(1α,6α,7α,7aα)]-Dihydro-7-hydroxy-6-methyl-1-(1-methylethyl)-5-oxo-1H,3H-pyrrolo[1,2-c]oxazole-7a(5H)-carboxylic Acid; (3R,4S,5S,6S)-1-Aza-5-carboxyl-4-hydroxy-6-isopropyl-3-methyl-7-oxabicyclo[3.3.0]octan-2-one

Database IDs

• CAS Number: 145451-96-3
• PubChem SID: 162255051
• PubChem CID: 15043560

CALCULATED PROPERTIES

• Acid pKa: 3.6369736
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -1.6300522
• LogD (pH = 7.4): -3.100152
• Log P: 0.22962517
• Molar Refractivity: 56.0296 cm^3
• Polarizability: 22.734188 Å^3
• Polar Surface Area: 87.07 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethanol; Methanol
• Apperance: White Foam